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id="toc-Subjective_psychedelic_experiences-sublist" class="vector-toc-list"> <li id="toc-Reported_encounters_with_external_entities" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Reported_encounters_with_external_entities"> <div class="vector-toc-text"> 2.1.1 Reported encounters with external entities </div> </a> <ul id="toc-Reported_encounters_with_external_entities-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Near-death_experience" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Near-death_experience"> <div class="vector-toc-text"> 2.1.2 Near-death experience </div> </a> <ul id="toc-Near-death_experience-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Physiological_response" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Physiological_response"> <div class="vector-toc-text"> 2.2 Physiological response </div> </a> <ul id="toc-Physiological_response-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Conjecture_regarding_endogenous_production_and_effects" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Conjecture_regarding_endogenous_production_and_effects"> <div class="vector-toc-text"> 2.3 Conjecture regarding endogenous production and effects </div> </a> <ul id="toc-Conjecture_regarding_endogenous_production_and_effects-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Adverse_effects" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Adverse_effects"> <div class="vector-toc-text"> 3 Adverse effects </div> </a> <button aria-controls="toc-Adverse_effects-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> Toggle Adverse effects subsection </button> <ul id="toc-Adverse_effects-sublist" class="vector-toc-list"> <li id="toc-Acute_adverse_psychological_reaction" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Acute_adverse_psychological_reaction"> <div class="vector-toc-text"> 3.1 Acute adverse psychological reaction </div> </a> <ul id="toc-Acute_adverse_psychological_reaction-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Addiction_and_dependence_liability" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Addiction_and_dependence_liability"> <div class="vector-toc-text"> 3.2 Addiction and dependence liability </div> </a> <ul id="toc-Addiction_and_dependence_liability-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Tolerance" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Tolerance"> <div class="vector-toc-text"> 3.3 Tolerance </div> </a> <ul id="toc-Tolerance-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Long-term_use" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Long-term_use"> <div class="vector-toc-text"> 3.4 Long-term use </div> </a> <ul id="toc-Long-term_use-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Drug-interactions" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Drug-interactions"> <div class="vector-toc-text"> 3.5 Drug-interactions </div> </a> <ul id="toc-Drug-interactions-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Routes_of_administration" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Routes_of_administration"> <div class="vector-toc-text"> 4 Routes of administration </div> </a> <button aria-controls="toc-Routes_of_administration-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> Toggle Routes of administration subsection </button> <ul id="toc-Routes_of_administration-sublist" class="vector-toc-list"> <li id="toc-Inhalation" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Inhalation"> <div class="vector-toc-text"> 4.1 Inhalation </div> </a> <ul id="toc-Inhalation-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Intravenous_injection" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Intravenous_injection"> <div class="vector-toc-text"> 4.2 Intravenous injection </div> </a> <ul id="toc-Intravenous_injection-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Oral" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Oral"> <div class="vector-toc-text"> 4.3 Oral </div> </a> <ul id="toc-Oral-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-History" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#History"> <div class="vector-toc-text"> 5 History </div> </a> <ul id="toc-History-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Chemistry" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Chemistry"> <div class="vector-toc-text"> 6 Chemistry </div> </a> <button aria-controls="toc-Chemistry-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> Toggle Chemistry subsection </button> <ul id="toc-Chemistry-sublist" class="vector-toc-list"> <li id="toc-Appearance_and_form" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Appearance_and_form"> <div class="vector-toc-text"> 6.1 Appearance and form </div> </a> <ul id="toc-Appearance_and_form-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Synthesis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Synthesis"> <div class="vector-toc-text"> 6.2 Synthesis </div> </a> <ul id="toc-Synthesis-sublist" class="vector-toc-list"> <li id="toc-Biosynthesis" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Biosynthesis"> <div class="vector-toc-text"> 6.2.1 Biosynthesis </div> </a> <ul id="toc-Biosynthesis-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Laboratory_synthesis" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Laboratory_synthesis"> <div class="vector-toc-text"> 6.2.2 Laboratory synthesis </div> </a> <ul id="toc-Laboratory_synthesis-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Clandestine_manufacture" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Clandestine_manufacture"> <div class="vector-toc-text"> 6.3 Clandestine manufacture </div> </a> <ul id="toc-Clandestine_manufacture-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Evidence_in_mammals" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Evidence_in_mammals"> <div class="vector-toc-text"> 6.4 Evidence in mammals </div> </a> <ul id="toc-Evidence_in_mammals-sublist" class="vector-toc-list"> <li id="toc-Endogenous_DMT" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Endogenous_DMT"> <div class="vector-toc-text"> 6.4.1 Endogenous DMT </div> </a> <ul id="toc-Endogenous_DMT-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Detection_in_body_fluids" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Detection_in_body_fluids"> <div class="vector-toc-text"> 6.5 Detection in body fluids </div> </a> <ul id="toc-Detection_in_body_fluids-sublist" class="vector-toc-list"> <li id="toc-INMT" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#INMT"> <div class="vector-toc-text"> 6.5.1 INMT </div> </a> <ul id="toc-INMT-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> </ul> </li> <li id="toc-Pharmacology" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Pharmacology"> <div class="vector-toc-text"> 7 Pharmacology </div> </a> <button aria-controls="toc-Pharmacology-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> Toggle Pharmacology subsection </button> <ul id="toc-Pharmacology-sublist" class="vector-toc-list"> <li id="toc-Pharmacodynamics" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Pharmacodynamics"> <div class="vector-toc-text"> 7.1 Pharmacodynamics </div> </a> <ul id="toc-Pharmacodynamics-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Pharmacokinetics" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Pharmacokinetics"> <div class="vector-toc-text"> 7.2 Pharmacokinetics </div> </a> <ul id="toc-Pharmacokinetics-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Society_and_culture" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#Society_and_culture"> <div class="vector-toc-text"> 8 Society and culture </div> </a> <button aria-controls="toc-Society_and_culture-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> Toggle Society and culture subsection </button> <ul id="toc-Society_and_culture-sublist" class="vector-toc-list"> <li id="toc-Legal_status" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Legal_status"> <div class="vector-toc-text"> 8.1 Legal status </div> </a> <ul id="toc-Legal_status-sublist" class="vector-toc-list"> <li id="toc-International_law" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#International_law"> <div class="vector-toc-text"> 8.1.1 International law </div> </a> <ul id="toc-International_law-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-By_country_and_continent" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#By_country_and_continent"> <div class="vector-toc-text"> 8.1.2 By country and continent </div> </a> <ul id="toc-By_country_and_continent-sublist" class="vector-toc-list"> <li id="toc-Asia" class="vector-toc-list-item vector-toc-level-4"> <a class="vector-toc-link" href="#Asia"> <div class="vector-toc-text"> 8.1.2.1 Asia </div> </a> <ul id="toc-Asia-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Europe" class="vector-toc-list-item vector-toc-level-4"> <a class="vector-toc-link" href="#Europe"> <div class="vector-toc-text"> 8.1.2.2 Europe </div> </a> <ul id="toc-Europe-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-North_America" class="vector-toc-list-item vector-toc-level-4"> <a class="vector-toc-link" href="#North_America"> <div class="vector-toc-text"> 8.1.2.3 North America </div> </a> <ul id="toc-North_America-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Oceania" class="vector-toc-list-item vector-toc-level-4"> <a class="vector-toc-link" href="#Oceania"> <div class="vector-toc-text"> 8.1.2.4 Oceania </div> </a> <ul id="toc-Oceania-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> </ul> </li> <li id="toc-Black_market" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Black_market"> <div class="vector-toc-text"> 8.2 Black market </div> </a> <ul id="toc-Black_market-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-See_also" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#See_also"> <div class="vector-toc-text"> 9 See also </div> </a> <ul id="toc-See_also-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> 10 References </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-External_links" class="vector-toc-list-item vector-toc-level-1"> <a class="vector-toc-link" href="#External_links"> <div class="vector-toc-text"> 11 External links </div> </a> <ul id="toc-External_links-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Contents" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" class="vector-dropdown-checkbox " aria-label="Toggle the table of contents" > <label id="vector-page-titlebar-toc-label" for="vector-page-titlebar-toc-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only " aria-hidden="true" > Toggle the table of contents </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading">N,N-Dimethyltryptamine</h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Go to an article in another language. Available in 35 languages" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-35" aria-hidden="true" > 35 languages </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%AB%D9%86%D8%A7%D8%A6%D9%8A_%D9%85%D9%8A%D8%AB%D9%8A%D9%84_%D8%A7%D9%84%D8%AA%D8%B1%D8%A8%D8%AA%D8%A7%D9%85%D9%8A%D9%86" title="ثنائي ميثيل التربتامين – Arabic" lang="ar" hreflang="ar" data-title="ثنائي ميثيل التربتامين" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target">العربية</a></li><li class="interlanguage-link interwiki-bg mw-list-item"><a href="https://bg.wikipedia.org/wiki/%D0%94%D0%9C%D0%A2" title="ДМТ – Bulgarian" lang="bg" hreflang="bg" data-title="ДМТ" data-language-autonym="Български" data-language-local-name="Bulgarian" class="interlanguage-link-target">Български</a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Dimetiltriptamina" title="Dimetiltriptamina – Catalan" lang="ca" hreflang="ca" data-title="Dimetiltriptamina" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target">Català</a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Dimethyltryptamin" title="Dimethyltryptamin – Czech" lang="cs" hreflang="cs" data-title="Dimethyltryptamin" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target">Čeština</a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/N,N-dimethyltryptamin" title="N,N-dimethyltryptamin – Danish" lang="da" hreflang="da" data-title="N,N-dimethyltryptamin" data-language-autonym="Dansk" data-language-local-name="Danish" class="interlanguage-link-target">Dansk</a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Dimethyltryptamin" title="Dimethyltryptamin – German" lang="de" hreflang="de" data-title="Dimethyltryptamin" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target">Deutsch</a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/Dimet%C3%BC%C3%BCltr%C3%BCptamiin" title="Dimetüültrüptamiin – Estonian" lang="et" hreflang="et" data-title="Dimetüültrüptamiin" data-language-autonym="Eesti" data-language-local-name="Estonian" class="interlanguage-link-target">Eesti</a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%94%CE%B9%CE%BC%CE%B5%CE%B8%CF%85%CE%BB%CE%BF%CF%84%CF%81%CF%85%CF%80%CF%84%CE%B1%CE%BC%CE%AF%CE%BD%CE%B7" title="Διμεθυλοτρυπταμίνη – Greek" lang="el" hreflang="el" data-title="Διμεθυλοτρυπταμίνη" data-language-autonym="Ελληνικά" data-language-local-name="Greek" class="interlanguage-link-target">Ελληνικά</a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Dimetiltriptamina" title="Dimetiltriptamina – Spanish" lang="es" hreflang="es" data-title="Dimetiltriptamina" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target">Español</a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Dimetiltriptamino" title="Dimetiltriptamino – Esperanto" lang="eo" hreflang="eo" data-title="Dimetiltriptamino" data-language-autonym="Esperanto" data-language-local-name="Esperanto" class="interlanguage-link-target">Esperanto</a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%AF%DB%8C%E2%80%8C%D9%85%D8%AA%DB%8C%D9%84%E2%80%8C%D8%AA%D8%B1%DB%8C%D9%BE%D8%AA%D8%A7%D9%85%DB%8C%D9%86" title="دی‌متیل‌تریپتامین – Persian" lang="fa" hreflang="fa" data-title="دی‌متیل‌تریپتامین" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target">فارسی</a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Dim%C3%A9thyltryptamine" title="Diméthyltryptamine – French" lang="fr" hreflang="fr" data-title="Diméthyltryptamine" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target">Français</a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Dimetiltriptamin" title="Dimetiltriptamin – Croatian" lang="hr" hreflang="hr" data-title="Dimetiltriptamin" data-language-autonym="Hrvatski" data-language-local-name="Croatian" class="interlanguage-link-target">Hrvatski</a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/N,N-Dimethyltryptamine" title="N,N-Dimethyltryptamine – Indonesian" lang="id" hreflang="id" data-title="N,N-Dimethyltryptamine" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" class="interlanguage-link-target">Bahasa Indonesia</a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Dimetiltriptammina" title="Dimetiltriptammina – Italian" lang="it" hreflang="it" data-title="Dimetiltriptammina" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target">Italiano</a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%93%D7%99%D7%9E%D7%AA%D7%99%D7%9C%D7%98%D7%A8%D7%99%D7%A4%D7%98%D7%90%D7%9E%D7%99%D7%9F" title="דימתילטריפטאמין – Hebrew" lang="he" hreflang="he" data-title="דימתילטריפטאמין" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target">עברית</a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Dimetiltriptam%C4%ABns" title="Dimetiltriptamīns – Latvian" lang="lv" hreflang="lv" data-title="Dimetiltriptamīns" data-language-autonym="Latviešu" data-language-local-name="Latvian" class="interlanguage-link-target">Latviešu</a></li><li class="interlanguage-link interwiki-lt mw-list-item"><a href="https://lt.wikipedia.org/wiki/DMT" title="DMT – Lithuanian" lang="lt" hreflang="lt" data-title="DMT" data-language-autonym="Lietuvių" data-language-local-name="Lithuanian" class="interlanguage-link-target">Lietuvių</a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Dimetiltriptamin" title="Dimetiltriptamin – Hungarian" lang="hu" hreflang="hu" data-title="Dimetiltriptamin" data-language-autonym="Magyar" data-language-local-name="Hungarian" class="interlanguage-link-target">Magyar</a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Dimethyltryptamine" title="Dimethyltryptamine – Dutch" lang="nl" hreflang="nl" data-title="Dimethyltryptamine" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target">Nederlands</a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%82%B8%E3%83%A1%E3%83%81%E3%83%AB%E3%83%88%E3%83%AA%E3%83%97%E3%82%BF%E3%83%9F%E3%83%B3" title="ジメチルトリプタミン – Japanese" lang="ja" hreflang="ja" data-title="ジメチルトリプタミン" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target">日本語</a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Dimetyltryptamin" title="Dimetyltryptamin – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Dimetyltryptamin" data-language-autonym="Norsk bokmål" data-language-local-name="Norwegian Bokmål" class="interlanguage-link-target">Norsk bokmål</a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Dimetylotryptamina" title="Dimetylotryptamina – Polish" lang="pl" hreflang="pl" data-title="Dimetylotryptamina" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target">Polski</a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Dimetiltriptamina" title="Dimetiltriptamina – Portuguese" lang="pt" hreflang="pt" data-title="Dimetiltriptamina" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target">Português</a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Dimetiltriptamin%C4%83" title="Dimetiltriptamină – Romanian" lang="ro" hreflang="ro" data-title="Dimetiltriptamină" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target">Română</a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%94%D0%B8%D0%BC%D0%B5%D1%82%D0%B8%D0%BB%D1%82%D1%80%D0%B8%D0%BF%D1%82%D0%B0%D0%BC%D0%B8%D0%BD" title="Диметилтриптамин – Russian" lang="ru" hreflang="ru" data-title="Диметилтриптамин" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target">Русский</a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Dimetyltryptam%C3%ADn" title="Dimetyltryptamín – Slovak" lang="sk" hreflang="sk" data-title="Dimetyltryptamín" data-language-autonym="Slovenčina" data-language-local-name="Slovak" class="interlanguage-link-target">Slovenčina</a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a 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class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/DMT" title="DMT – Swedish" lang="sv" hreflang="sv" data-title="DMT" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target">Svenska</a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Dimetiltriptamin" title="Dimetiltriptamin – Turkish" lang="tr" hreflang="tr" data-title="Dimetiltriptamin" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target">Türkçe</a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%94%D0%B8%D0%BC%D0%B5%D1%82%D0%B8%D0%BB%D1%82%D1%80%D0%B8%D0%BF%D1%82%D0%B0%D0%BC%D1%96%D0%BD" title="Диметилтриптамін – Ukrainian" lang="uk" hreflang="uk" data-title="Диметилтриптамін" data-language-autonym="Українська" data-language-local-name="Ukrainian" 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.hatnote+link+.hatnote{margin-top:-0.5em}@media print{body.ns-0 .mw-parser-output .hatnote{display:none!important}}</style><div role="note" class="hatnote navigation-not-searchable">"DMT" redirects here. For other uses, see <a href="/wiki/DMT_(disambiguation)" class="mw-disambig" title="DMT (disambiguation)">DMT (disambiguation)</a>.</div> <style data-mw-deduplicate="TemplateStyles:r1257001546">.mw-parser-output .infobox-subbox{padding:0;border:none;margin:-3px;width:auto;min-width:100%;font-size:100%;clear:none;float:none;background-color:transparent}.mw-parser-output .infobox-3cols-child{margin:auto}.mw-parser-output .infobox .navbar{font-size:100%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .infobox-full-data:not(.notheme)>div:not(.notheme)[style]{background:#1f1f23!important;color:#f8f9fa}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .infobox-full-data:not(.notheme) div:not(.notheme){background:#1f1f23!important;color:#f8f9fa}}@media(min-width:640px){body.skin--responsive .mw-parser-output .infobox-table{display:table!important}body.skin--responsive .mw-parser-output .infobox-table>caption{display:table-caption!important}body.skin--responsive .mw-parser-output .infobox-table>tbody{display:table-row-group}body.skin--responsive .mw-parser-output .infobox-table tr{display:table-row!important}body.skin--responsive .mw-parser-output .infobox-table th,body.skin--responsive .mw-parser-output .infobox-table td{padding-left:inherit;padding-right:inherit}}</style><table class="infobox" style="border-spacing:2px;"><caption class="infobox-title">N,N-Dimethyltryptamine <abbr title="International nonproprietary name">INN</abbr>: Dimethyltryptamine</caption><tbody><tr><td colspan="2" class="infobox-image notheme" style="background-color: #f8f9fa;"><a href="/wiki/File:DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/88/DMT.svg/200px-DMT.svg.png" decoding="async" width="200" height="118" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/88/DMT.svg/300px-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/88/DMT.svg/400px-DMT.svg.png 2x" data-file-width="236" data-file-height="139" /></a></td></tr><tr><td colspan="2" class="infobox-image notheme" style="background-color: #f8f9fa;"><a href="/wiki/File:Dimethyltryptamine_molecule_spacefill.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b1/Dimethyltryptamine_molecule_spacefill.png/170px-Dimethyltryptamine_molecule_spacefill.png" decoding="async" width="170" height="159" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b1/Dimethyltryptamine_molecule_spacefill.png/255px-Dimethyltryptamine_molecule_spacefill.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b1/Dimethyltryptamine_molecule_spacefill.png/340px-Dimethyltryptamine_molecule_spacefill.png 2x" data-file-width="2000" data-file-height="1865" /></a></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Clinical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">Other names</th><td class="infobox-data">Dimethyltryptamine; DMT; N,N-DMT</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Route_of_administration" title="Route of administration">Routes of administration</a></th><td class="infobox-data"><a href="/wiki/Oral_administration" title="Oral administration">By mouth</a> (usually with an <a href="/wiki/Monoamine_oxidase_inhibitor" title="Monoamine oxidase inhibitor"><abbr title="monoamine oxidase inhibitor">MAOI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip monoamine oxidase inhibitor), <a href="/wiki/Inhalation" title="Inhalation">inhalation</a>, <a href="/wiki/Insufflation" title="Insufflation">insufflation</a>, <a href="/wiki/Rectal_(medicine)" class="mw-redirect" title="Rectal (medicine)">rectal</a>, <a href="/wiki/Intramuscular_injection" title="Intramuscular injection">intramuscular</a>, <a href="/wiki/Intravenous_injection" class="mw-redirect" title="Intravenous injection">intravenous</a><a href="#cite_note-CameronOlson2018-1">[1]</a><a href="#cite_note-CarbonaroGatch2016-2">[2]</a><a href="#cite_note-RodriguesAlmeidaVieira-Coelho2019-3">[3]</a><a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_class" title="Drug class">Drug class</a></th><td class="infobox-data"><a href="/wiki/Serotonergic_psychedelic" class="mw-redirect" title="Serotonergic psychedelic">Serotonergic psychedelic</a> (<a href="/wiki/Hallucinogen" title="Hallucinogen">hallucinogen</a>)<a href="#cite_note-CameronOlson2018-1">[1]</a><a href="#cite_note-CarbonaroGatch2016-2">[2]</a><a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li>None</li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd"><a href="/wiki/Physiological" class="mw-redirect" title="Physiological">Physiological</a> data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">Source <a href="/wiki/Tissue_(biology)" title="Tissue (biology)">tissues</a></th><td class="infobox-data">Central nervous system (exact source tissues are not fully established)</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">Target tissues</th><td class="infobox-data">Central nervous system</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Receptor_(biochemistry)" title="Receptor (biochemistry)">Receptors</a></th><td class="infobox-data">At least 13 receptors (e.g., serotonin, sigma, trace amine-associated)</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Precursor_(chemistry)" title="Precursor (chemistry)">Precursor</a></th><td class="infobox-data"><a href="/wiki/Tryptophan" title="Tryptophan">Tryptophan</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_metabolism" title="Drug metabolism">Metabolism</a></th><td class="infobox-data"><a href="/wiki/Oxidative_deamination" title="Oxidative deamination">Oxidative deamination</a> (<a href="/wiki/Monoamine_oxidase_A" title="Monoamine oxidase A"><abbr title="Monoamine oxidase A">MAO-A</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Monoamine oxidase A), N-<a href="/wiki/Oxidation" class="mw-redirect" title="Oxidation">oxidation</a>, N-<a href="/wiki/Demethylation" title="Demethylation">demethylation</a>, <a href="/wiki/Peroxidation" class="mw-redirect" title="Peroxidation">peroxidation</a><a href="#cite_note-CameronOlson2018-1">[1]</a><a href="#cite_note-CarbonaroGatch2016-2">[2]</a></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Legal status</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">Legal status</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"> <ul><li><abbr class="country-name" title="Australia">AU</abbr>: <a href="/wiki/Standard_for_the_Uniform_Scheduling_of_Medicines_and_Poisons#Schedule_9" title="Standard for the Uniform Scheduling of Medicines and Poisons">S9</a> (Prohibited substance)</li> <li><abbr class="country-name" title="Brazil">BR</abbr>: <a href="/wiki/Brazilian_Controlled_Drugs_and_Substances_Act#Class_F2" title="Brazilian Controlled Drugs and Substances Act">Class F2</a> (Prohibited psychotropics)<a href="#cite_note-5">[5]</a></li> <li><abbr class="country-name" title="Canada">CA</abbr>: <a href="/wiki/Controlled_Drugs_and_Substances_Act#Schedule_III" title="Controlled Drugs and Substances Act">Schedule III</a></li> <li><abbr class="country-name" title="Germany">DE</abbr>: <a href="/wiki/Drugs_controlled_by_the_German_Narcotic_Drugs_Act#Anlage_I" title="Drugs controlled by the German Narcotic Drugs Act">Anlage I</a> (Authorized scientific use only)</li> <li><abbr class="country-name" title="United Kingdom">UK</abbr>: <a href="/wiki/Drugs_controlled_by_the_UK_Misuse_of_Drugs_Act#Class_A_drugs" class="mw-redirect" title="Drugs controlled by the UK Misuse of Drugs Act">Class A</a></li> <li><abbr class="country-name" title="United States">US</abbr>: <a href="/wiki/Controlled_Substances_Act#Schedule_I_drugs" title="Controlled Substances Act">Schedule I</a></li> <li><abbr class="country-name" title="United Nations">UN</abbr>: <a href="/wiki/Convention_on_Psychotropic_Substances#Schedule_I" title="Convention on Psychotropic Substances">Psychotropic Schedule I</a></li></ul></div> </td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd"><a href="/wiki/Pharmacokinetics" title="Pharmacokinetics">Pharmacokinetic</a> data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Bioavailability" title="Bioavailability">Bioavailability</a></th><td class="infobox-data">Very low and inactive (except with an <a href="/wiki/Monoamine_oxidase_inhibitor" title="Monoamine oxidase inhibitor"><abbr title="monoamine oxidase inhibitor">MAOI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip monoamine oxidase inhibitor)<a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_metabolism" title="Drug metabolism">Metabolism</a></th><td class="infobox-data"><a href="/wiki/Oxidative_deamination" title="Oxidative deamination">Oxidative deamination</a> (<a href="/wiki/Monoamine_oxidase_A" title="Monoamine oxidase A"><abbr title="Monoamine oxidase A">MAO-A</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Monoamine oxidase A), N-<a href="/wiki/Oxidation" class="mw-redirect" title="Oxidation">oxidation</a>, N-<a href="/wiki/Demethylation" title="Demethylation">demethylation</a>, <a href="/wiki/Peroxidation" class="mw-redirect" title="Peroxidation">peroxidation</a><a href="#cite_note-CameronOlson2018-1">[1]</a><a href="#cite_note-CarbonaroGatch2016-2">[2]</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Metabolite" title="Metabolite">Metabolites</a></th><td class="infobox-data"> <ul><li><a href="/wiki/Indole-3-acetic_acid" title="Indole-3-acetic acid">Indole-3-acetic acid</a> (NMT) (63–97%)<a href="#cite_note-CameronOlson2018-1">[1]</a><a href="#cite_note-CarbonaroGatch2016-2">[2]</a><a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a></li> <li>DMT-N-oxide (DMT-NO) (3–28%)<a href="#cite_note-CameronOlson2018-1">[1]</a><a href="#cite_note-CarbonaroGatch2016-2">[2]</a><a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a></li> <li><a href="/wiki/N-Methyltryptamine" title="N-Methyltryptamine">N-Methyltryptamine</a><a href="#cite_note-CarbonaroGatch2016-2">[2]</a></li> <li><a href="/wiki/Tryptamine" title="Tryptamine">Tryptamine</a><a href="#cite_note-CameronOlson2018-1">[1]</a></li> <li>Others<a href="#cite_note-CameronOlson2018-1">[1]</a></li></ul> </td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Onset_of_action" title="Onset of action">Onset of action</a></th><td class="infobox-data"> <ul><li><a href="/wiki/Inhalation" title="Inhalation">Inhalation</a>: 10–15 seconds<a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a><a href="#cite_note-CameronOlson2018-1">[1]</a><a href="#cite_note-RodriguesAlmeidaVieira-Coelho2019-3">[3]</a></li> <li><a href="/wiki/Intravenous" class="mw-redirect" title="Intravenous">Intravenous</a>: ≤2–5 min<a href="#cite_note-CameronOlson2018-1">[1]</a></li> <li><a href="/wiki/Intramuscular_injection" title="Intramuscular injection">Intramuscular</a>: 2–5 min<a href="#cite_note-CarbonaroGatch2016-2">[2]</a><a href="#cite_note-RodriguesAlmeidaVieira-Coelho2019-3">[3]</a></li> <li><a href="/wiki/Oral_administration" title="Oral administration">Oral</a> with <a href="/wiki/Monoamine_oxidase_inhibitor" title="Monoamine oxidase inhibitor"><abbr title="monoamine oxidase inhibitor">MAOI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip monoamine oxidase inhibitor: ≤1 hour<a href="#cite_note-CarbonaroGatch2016-2">[2]</a><a href="#cite_note-RodriguesAlmeidaVieira-Coelho2019-3">[3]</a></li></ul> </td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Biological_half-life" title="Biological half-life">Elimination half-life</a></th><td class="infobox-data"> <ul><li>Alone: 5–15 min<a href="#cite_note-CameronOlson2018-1">[1]</a><a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a></li> <li>With an <a href="/wiki/Monoamine_oxidase_inhibitor" title="Monoamine oxidase inhibitor"><abbr title="monoamine oxidase inhibitor">MAOI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip monoamine oxidase inhibitor: 1–4 hours<a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a></li></ul> </td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Pharmacodynamics#Duration_of_action" title="Pharmacodynamics">Duration of action</a></th><td class="infobox-data"> <ul><li><a href="/wiki/Inhalation" title="Inhalation">Inhalation</a>: ≤30 min<a href="#cite_note-CarbonaroGatch2016-2">[2]</a><a href="#cite_note-RodriguesAlmeidaVieira-Coelho2019-3">[3]</a></li> <li><a href="/wiki/Intravenous" class="mw-redirect" title="Intravenous">Intravenous</a>: ≤30 min<a href="#cite_note-RodriguesAlmeidaVieira-Coelho2019-3">[3]</a><a href="#cite_note-Barker2022-6">[6]</a></li> <li><a href="/wiki/Intramuscular_injection" title="Intramuscular injection">Intramuscular</a>: 30–60 min<a href="#cite_note-CarbonaroGatch2016-2">[2]</a><a href="#cite_note-RodriguesAlmeidaVieira-Coelho2019-3">[3]</a></li> <li><a href="/wiki/Oral_administration" title="Oral administration">Oral</a> with <a href="/wiki/Monoamine_oxidase_inhibitor" title="Monoamine oxidase inhibitor"><abbr title="monoamine oxidase inhibitor">MAOI</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip monoamine oxidase inhibitor: 4–6 hours<a href="#cite_note-CarbonaroGatch2016-2">[2]</a><a href="#cite_note-RodriguesAlmeidaVieira-Coelho2019-3">[3]</a><a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a></li></ul> </td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Excretion" title="Excretion">Excretion</a></th><td class="infobox-data"><a href="/wiki/Urine" title="Urine">Urine</a><a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Identifiers</th></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/IUPAC_nomenclature_of_chemistry" title="IUPAC nomenclature of chemistry">IUPAC name</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all; text-align:left; padding-left:1.5em; text-indent:-1.5em;"><li style="line-height: inherit; margin: 0"><div style="font-size: 97%;">2-(1H-Indol-3-yl)-N,N-dimethylethanamine</div></li></ul> </div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=61-50-7">61-50-7</a> <img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" />Y</li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/PubChem#CID" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/6089">6089</a></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Guide_to_Pharmacology" title="Guide to Pharmacology">IUPHAR/BPS</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://www.guidetopharmacology.org/GRAC/LigandDisplayForward?ligandId=141">141</a></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://www.drugbank.ca/drugs/DB01488">DB01488</a> <img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" />Y</li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.5864.html">5864</a> <img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" />Y</li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/WUB601BHAA">WUB601BHAA</a></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/KEGG" title="KEGG">KEGG</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/C08302">C08302</a> <img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" />Y</li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:28969">CHEBI:28969</a> <img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" />Y</li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/ChEMBL12420">ChEMBL12420</a> <img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" />Y</li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> (<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID60110053">DTXSID60110053</a> <a href="https://www.wikidata.org/wiki/Q407217#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard">ECHA InfoCard</a></th><td class="infobox-data"><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.000.463">100.000.463</a> <a href="https://www.wikidata.org/wiki/Q407217#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Chemical and physical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chemical_formula" title="Chemical formula">Formula</a></th><td class="infobox-data">C12H16N2</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a></th><td class="infobox-data">188.274 g·mol−1</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=CN%28CCC1%3DCNC2%3DC1C%3DCC%3DC2%29C">Interactive image</a></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Density" title="Density">Density</a></th><td class="infobox-data">1.099 g/cm3</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Melting_point" title="Melting point">Melting point</a></th><td class="infobox-data">40 °C (104 °F)</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a></th><td class="infobox-data">160 °C (320 °F) at 0.6 Torr (80 Pa)<a href="#cite_note-7">[7]</a> also reported as 80–135 °C (176–275 °F) at 0.03 Torr (4.0 Pa)<a href="#cite_note-8">[8]</a></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">CN(CCC1=CNC2=C1C=CC=C2)C</div></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">InChI=1S/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3 <img alt="check" 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.sidebar-title-with-pretitle a{color:var(--color-progressive)!important}}@media print{body.ns-0 .mw-parser-output .sidebar{display:none!important}}</style><table class="sidebar sidebar-collapse nomobile nowraplinks"><tbody><tr><td class="sidebar-pretitle">Part of <a href="/wiki/Category:Psychedelia" title="Category:Psychedelia">a series</a> on</td></tr><tr><th class="sidebar-title-with-pretitle"><a href="/wiki/Psychedelia" title="Psychedelia">Psychedelia</a></th></tr><tr><td class="sidebar-image" style="padding-bottom:0.7em;"><a href="/wiki/File:DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/88/DMT.svg/236px-DMT.svg.png" decoding="async" width="236" height="139" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/88/DMT.svg/354px-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/88/DMT.svg/472px-DMT.svg.png 2x" data-file-width="236" data-file-height="139" /></a></td></tr><tr><td class="sidebar-content"> <div class="sidebar-list mw-collapsible mw-collapsed"><div class="sidebar-list-title" style="border-top:1px solid #aaa;padding-bottom:0;text-align:center;;color: var(--color-base)"><a href="/wiki/Psychedelic_art" title="Psychedelic art">Arts</a></div><div class="sidebar-list-content mw-collapsible-content hlist" style="padding-top:0;"> <ul><li><a href="/wiki/Psychedelic_art" title="Psychedelic art">Psychedelic art</a></li></ul> <dl><dd></dd></dl> <ul><li><a href="/wiki/Algorithmic_art" title="Algorithmic art">Algorithmic art</a></li> <li><a href="/wiki/Cyberdelic" title="Cyberdelic">Cyberdelic</a></li> <li><a href="/wiki/Diffraction" title="Diffraction">Diffraction</a></li> <li><a href="/wiki/Fractal_art" title="Fractal art">Fractal art</a></li> <li><a href="/wiki/Liquid_light_show" title="Liquid light show">Liquid light show</a></li> <li><a href="/wiki/LSD_art" title="LSD art">LSD art</a></li> <li><a href="/wiki/Paisley_(design)" title="Paisley (design)">Paisley</a></li> <li><a href="/wiki/Phosphene" title="Phosphene">Phosphene</a></li></ul> <dl><dd></dd></dl> <ul><li><a href="/wiki/Psychedelic_music" title="Psychedelic music">Psychedelic music</a></li></ul> <dl><dd></dd></dl> <ul><li><a href="/wiki/Acid_house" title="Acid house">Acid house</a></li> <li><a href="/wiki/Acid_jazz" title="Acid jazz">Acid jazz</a></li> <li><a href="/wiki/Acid_rock" title="Acid rock">Acid rock</a></li> <li><a href="/wiki/Acid_techno" title="Acid techno">Acid techno</a></li> <li><a href="/wiki/Acid_trance" title="Acid trance">Acid trance</a></li> <li><a href="/wiki/Chillwave" title="Chillwave">Chillwave</a></li> <li><a href="/wiki/Hypnagogic_pop" title="Hypnagogic pop">Hypnagogic pop</a></li> <li><a href="/wiki/Madchester" title="Madchester">Madchester</a></li> <li><a href="/wiki/Neo-psychedelia" title="Neo-psychedelia">Neo-psychedelia</a></li> <li><a href="/wiki/Palm_Desert_Scene" title="Palm Desert Scene">Palm Desert Scene</a></li> <li><a href="/wiki/Peyote_song" title="Peyote song">Peyote song</a></li> <li><a href="/wiki/P-Funk" class="mw-redirect" title="P-Funk">P-Funk</a></li> <li><a href="/wiki/Psychedelic_folk" title="Psychedelic folk">Psychedelic folk</a></li> <li><a href="/wiki/Psychedelic_funk" title="Psychedelic funk">Psychedelic funk</a></li> <li><a href="/wiki/Psychedelic_pop" title="Psychedelic pop">Psychedelic pop</a></li> <li><a href="/wiki/Psychedelic_rock" title="Psychedelic rock">Psychedelic rock</a></li> <li><a href="/wiki/Psychedelic_soul" title="Psychedelic soul">Psychedelic soul</a></li> <li><a href="/wiki/Psychedelic_trance" title="Psychedelic trance">Psychedelic trance</a></li> <li><a href="/wiki/Space_rock" title="Space rock">Space rock</a></li> <li><a href="/wiki/Stoner_rock" title="Stoner rock">Stoner rock</a></li> <li><a href="/wiki/Trip_hop" title="Trip hop">Trip hop</a></li></ul> <dl><dd></dd></dl> <a href="/wiki/Psychedelic_film" title="Psychedelic film">Psychedelic film</a> <dl><dd></dd></dl> <ul><li><a href="/wiki/Acid_Western" title="Acid Western">Acid Western</a></li> <li><a href="/wiki/Stoner_film" title="Stoner film">Stoner film</a></li></ul> <dl><dd></dd></dl> <ul><li><a href="/wiki/Psychedelic_literature" class="mw-redirect" title="Psychedelic literature">Psychedelic literature</a></li></ul></div></div></td> </tr><tr><td class="sidebar-content"> <div class="sidebar-list mw-collapsible mw-collapsed"><div class="sidebar-list-title" style="border-top:1px solid #aaa;padding-bottom:0;text-align:center;;color: var(--color-base)"><a href="/wiki/Drug_culture" title="Drug culture">Culture</a></div><div class="sidebar-list-content mw-collapsible-content hlist" style="padding-top:0;"> <ul><li><a href="/wiki/Counterculture" title="Counterculture">Counterculture</a></li> <li><a href="/wiki/Entheogen" title="Entheogen">Entheogen</a></li> <li><a href="/wiki/Smart_shop" title="Smart shop">Smart shop</a></li> <li><a href="/wiki/Trip_sitter" title="Trip sitter">Trip sitter</a></li> <li><a href="/wiki/Psychedelic_microdosing" title="Psychedelic microdosing">Psychedelic microdosing</a></li></ul></div></div></td> </tr><tr><td class="sidebar-content"> <div class="sidebar-list mw-collapsible mw-collapsed"><div class="sidebar-list-title" style="border-top:1px solid #aaa;padding-bottom:0;text-align:center;;color: var(--color-base)"><a href="/wiki/Psychedelic_drug" title="Psychedelic drug">Drugs</a></div><div class="sidebar-list-content mw-collapsible-content hlist" style="padding-top:0;"> <ul><li><a href="/wiki/25I-NBOMe" title="25I-NBOMe">25I-NBOMe</a></li> <li><a href="/wiki/2C-B" title="2C-B">2C-B</a></li> <li><a href="/wiki/Ayahuasca" title="Ayahuasca">Ayahuasca</a></li> <li><a href="/wiki/Cannabis_(Drug)" class="mw-redirect" title="Cannabis (Drug)">Cannabis</a></li> <li><a class="mw-selflink selflink">DMT</a></li> <li><a href="/wiki/Ibogaine" title="Ibogaine">Ibogaine</a></li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a></li> <li><a href="/wiki/LSD" title="LSD">LSD</a></li> <li><a href="/wiki/Mescaline" title="Mescaline">Mescaline</a></li> <li><a href="/wiki/Peyote" title="Peyote">Peyote</a></li> <li><a href="/wiki/Psilocybin" title="Psilocybin">Psilocybin</a> <a href="/wiki/Psilocybin_mushroom" title="Psilocybin mushroom">mushrooms</a></li> <li><a href="/wiki/Salvinorin_A" title="Salvinorin A">Salvinorin A</a>/<a href="/wiki/Salvia_divinorum" title="Salvia divinorum">Salvia</a></li> <li><a href="/wiki/Echinopsis_pachanoi" class="mw-redirect" title="Echinopsis pachanoi">San Pedro cactus</a></li></ul> <dl><dd></dd></dl> <ul><li><a href="/wiki/List_of_psychedelic_drugs" title="List of psychedelic drugs">List of psychedelic drugs</a></li> <li><a href="/wiki/List_of_psilocybin_mushrooms" class="mw-redirect" title="List of psilocybin mushrooms">List of psilocybin mushrooms</a></li> <li><a href="/wiki/Psychoactive_cactus" title="Psychoactive cactus">Psychoactive cactus</a></li></ul></div></div></td> </tr><tr><td class="sidebar-content"> <div class="sidebar-list mw-collapsible mw-collapsed"><div class="sidebar-list-title" style="border-top:1px solid #aaa;padding-bottom:0;text-align:center;;color: var(--color-base)"><a href="/wiki/Psychedelic_experience" title="Psychedelic experience">Experience</a></div><div class="sidebar-list-content mw-collapsible-content hlist" style="padding-top:0;"> <ul><li><a href="/wiki/Bad_trip" title="Bad trip">Bad trip</a></li> <li><a href="/wiki/Psychedelics_and_ecology" title="Psychedelics and ecology">Ecology</a></li> <li><a href="/wiki/Ego_death" title="Ego death">Ego death</a></li> <li><a href="/wiki/Psychedelic_Press" title="Psychedelic Press">Psychedelic Press</a></li> <li><a href="/wiki/Psychedelic_therapy" title="Psychedelic therapy">Therapy</a></li></ul></div></div></td> </tr><tr><td class="sidebar-content"> <div class="sidebar-list mw-collapsible mw-collapsed"><div class="sidebar-list-title" style="border-top:1px solid #aaa;padding-bottom:0;text-align:center;;color: var(--color-base)">History</div><div class="sidebar-list-content mw-collapsible-content hlist" style="padding-top:0;"> <ul><li><a href="/wiki/Acid_Tests" title="Acid Tests">Acid Tests</a></li> <li><a href="/wiki/Albert_Hofmann" title="Albert Hofmann">Albert Hofmann</a></li> <li><a href="/wiki/Alexander_Shulgin" title="Alexander Shulgin">Alexander Shulgin</a></li> <li><a href="/wiki/Counterculture_of_the_1960s" title="Counterculture of the 1960s">Counterculture of the 1960s</a></li> <li><a href="/wiki/History_of_LSD" title="History of LSD">History of LSD</a></li> <li><a href="/wiki/Owsley_Stanley" title="Owsley Stanley">Owsley Stanley</a></li> <li><a href="/wiki/Psychedelic_era" title="Psychedelic era">Psychedelic era</a></li> <li><a href="/wiki/Summer_of_Love" title="Summer of Love">Summer of Love</a></li> <li><a href="/wiki/Timothy_Leary" title="Timothy Leary">Timothy Leary</a></li> <li><a href="/wiki/William_Leonard_Pickard" title="William Leonard Pickard">William Leonard Pickard</a></li></ul></div></div></td> </tr><tr><td class="sidebar-content"> <div class="sidebar-list mw-collapsible mw-collapsed"><div class="sidebar-list-title" style="border-top:1px solid #aaa;padding-bottom:0;text-align:center;;color: var(--color-base)">Law</div><div class="sidebar-list-content mw-collapsible-content hlist" style="padding-top:0;"> <ul><li><a href="/wiki/Drug_liberalization" title="Drug liberalization">Drug liberalization</a></li> <li><a href="/wiki/Drug_policy_of_the_Netherlands" title="Drug policy of the Netherlands">Drug policy of the Netherlands</a></li> <li><a href="/wiki/Drug_policy_of_Oregon" title="Drug policy of Oregon">Drug policy of Oregon</a></li> <li><a href="/wiki/Drug_policy_of_Portugal" title="Drug policy of Portugal">Drug policy of Portugal</a></li> <li><a href="/wiki/Drug_policy_reform" class="mw-redirect" title="Drug policy reform">Drug policy reform</a></li> <li><a href="/wiki/Legality_of_cannabis" title="Legality of cannabis">Legality of cannabis</a></li> <li><a href="/wiki/Legal_status_of_psilocybin_mushrooms" title="Legal status of psilocybin mushrooms">Legal status of psilocybin mushrooms</a></li> <li><a href="/wiki/Legal_status_of_Salvia_divinorum" title="Legal status of Salvia divinorum">Legal status of Salvia divinorum</a></li> <li><a href="/wiki/Neurolaw" title="Neurolaw">Neurolaw</a></li> <li><a href="/wiki/Psilocybin_decriminalization_in_the_United_States" title="Psilocybin decriminalization in the United States">Psilocybin decriminalization in the United States</a></li></ul></div></div></td> </tr><tr><td class="sidebar-content"> <div class="sidebar-list mw-collapsible mw-collapsed"><div class="sidebar-list-title" style="border-top:1px solid #aaa;padding-bottom:0;text-align:center;;color: var(--color-base)">Related topics</div><div class="sidebar-list-content mw-collapsible-content hlist" style="padding-top:0;"> <ul><li><a href="/wiki/Addiction" title="Addiction">Addiction</a></li> <li><a href="/wiki/Cannabis_(drug)" title="Cannabis (drug)">Cannabis</a></li> <li><a href="/wiki/Cognitive_liberty" title="Cognitive liberty">Cognitive liberty</a></li> <li><a href="/wiki/Drug_checking" title="Drug checking">Drug checking</a></li> <li><a href="/wiki/Harm_reduction" title="Harm reduction">Harm reduction</a></li> <li><a href="/wiki/Hippie" title="Hippie">Hippie</a></li> <li><a href="/wiki/MDMA" title="MDMA">MDMA</a></li> <li><a href="/wiki/Neuroenhancement" title="Neuroenhancement">Neuroenhancement</a></li> <li><a href="/wiki/Neuroethics" title="Neuroethics">Neuroethics</a></li> <li><a href="/wiki/Philosophy_of_psychedelics" title="Philosophy of psychedelics">Philosophy of psychedelics</a></li> <li><a href="/wiki/Psychonautics" title="Psychonautics">Psychonautics</a></li> <li><a href="/wiki/Prohibition_of_drugs" class="mw-redirect" title="Prohibition of drugs">Prohibition of drugs</a></li> <li><a href="/wiki/Rave" title="Rave">Rave</a></li> <li><a href="/wiki/Recreational_drug_use" title="Recreational drug use">Recreational drug use</a></li> <li><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">Regulation of therapeutic goods</a></li> <li><a href="/wiki/Self-experimentation" title="Self-experimentation">Self-experimentation</a></li> <li><a href="/wiki/Surrealism" title="Surrealism">Surrealism</a></li></ul></div></div></td> </tr><tr><td class="sidebar-navbar"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><style data-mw-deduplicate="TemplateStyles:r1239400231">.mw-parser-output .navbar{display:inline;font-size:88%;font-weight:normal}.mw-parser-output .navbar-collapse{float:left;text-align:left}.mw-parser-output .navbar-boxtext{word-spacing:0}.mw-parser-output .navbar ul{display:inline-block;white-space:nowrap;line-height:inherit}.mw-parser-output .navbar-brackets::before{margin-right:-0.125em;content:"[ "}.mw-parser-output .navbar-brackets::after{margin-left:-0.125em;content:" ]"}.mw-parser-output .navbar li{word-spacing:-0.125em}.mw-parser-output .navbar a>span,.mw-parser-output .navbar a>abbr{text-decoration:inherit}.mw-parser-output .navbar-mini abbr{font-variant:small-caps;border-bottom:none;text-decoration:none;cursor:inherit}.mw-parser-output .navbar-ct-full{font-size:114%;margin:0 7em}.mw-parser-output .navbar-ct-mini{font-size:114%;margin:0 4em}html.skin-theme-clientpref-night .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}@media(prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}}@media print{.mw-parser-output .navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Psychedelic_sidebar" title="Template:Psychedelic sidebar"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Psychedelic_sidebar" title="Template talk:Psychedelic sidebar"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Psychedelic_sidebar" title="Special:EditPage/Template:Psychedelic sidebar"><abbr title="Edit this template">e</abbr></a></li></ul></div></td></tr></tbody></table> N,N-Dimethyltryptamine (DMT or N,N-DMT) is a <a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">substituted tryptamine</a> that occurs in many plants and animals, including humans, and which is both a <a href="/wiki/Derivative_(chemistry)" title="Derivative (chemistry)">derivative</a> and a <a href="/wiki/Structural_analog" title="Structural analog">structural analog</a> of <a href="/wiki/Tryptamine" title="Tryptamine">tryptamine</a>.<a href="#cite_note-CameronOlson2018-1">[1]</a><a href="#cite_note-CarbonaroGatch2016-2">[2]</a><a href="#cite_note-RodriguesAlmeidaVieira-Coelho2019-3">[3]</a> DMT is used as a <a href="/wiki/Psychedelic_drug" title="Psychedelic drug">psychedelic drug</a> and prepared by various cultures for <a href="/wiki/Ritual" title="Ritual">ritual</a> purposes as an <a href="/wiki/Entheogen" title="Entheogen">entheogen</a>.<a href="#cite_note-McKennaTowers1984-9">[9]</a> DMT has a rapid <a href="/wiki/Onset_of_action" title="Onset of action">onset</a>, intense effects, and a relatively short <a href="/wiki/Duration_of_action" class="mw-redirect" title="Duration of action">duration of action</a>. For those reasons, DMT was known as the "businessman's trip" during the 1960s in the United States, as a user could access the full depth of a <a href="/wiki/Psychedelic_experience" title="Psychedelic experience">psychedelic experience</a> in considerably less time than with other substances such as <a href="/wiki/Lysergic_acid_diethylamide" class="mw-redirect" title="Lysergic acid diethylamide">LSD</a> or <a href="/wiki/Psilocybin_mushroom" title="Psilocybin mushroom">psilocybin mushrooms</a>.<a href="#cite_note-10">[10]</a> DMT can be inhaled, ingested, or injected and its effects depend on the dose, as well as the mode of administration. When inhaled or injected, the effects last about five to fifteen minutes. Effects can last three hours or more when orally ingested along with a <a href="/wiki/Monoamine_oxidase_inhibitor" title="Monoamine oxidase inhibitor">monoamine oxidase inhibitor</a> (MAOI), such as the <a href="/wiki/Ayahuasca" title="Ayahuasca">ayahuasca brew</a> of many native <a href="/wiki/Amazon_rainforest" title="Amazon rainforest">Amazonian</a> tribes.<a href="#cite_note-Pickover_2005-11">[11]</a> DMT can produce vivid "projections" of <a href="/wiki/Scholarly_approaches_to_mysticism#Mystical_experience" title="Scholarly approaches to mysticism">mystical experiences</a> involving euphoria and dynamic <a href="/wiki/Pseudohallucination" title="Pseudohallucination">pseudohallucinations</a> of geometric forms.<a href="#cite_note-DMT_Erowid-12">[12]</a> DMT is a <a href="/wiki/Functional_analog_(chemistry)" title="Functional analog (chemistry)">functional analog</a> and <a href="/wiki/Structural_analog" title="Structural analog">structural analog</a> of other psychedelic tryptamines such as <a href="/wiki/O-acetylpsilocin" class="mw-redirect" title="O-acetylpsilocin">O-acetylpsilocin</a> (4-AcO-DMT),<a href="#cite_note-13">[13]</a> <a href="/wiki/Psilocybin" title="Psilocybin">psilocybin</a> (4-PO-DMT), <a href="/wiki/Psilocin" title="Psilocin">psilocin</a> (4-HO-DMT), NB-DMT, <a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">O-methylbufotenin</a> (5-MeO-DMT), and <a href="/wiki/Bufotenin" title="Bufotenin">bufotenin</a> (5-HO-DMT). Parts of the structure of DMT occur within some important biomolecules like <a href="/wiki/Serotonin" title="Serotonin">serotonin</a> and <a href="/wiki/Melatonin" title="Melatonin">melatonin</a>, making them structural analogs of DMT. <style data-mw-deduplicate="TemplateStyles:r886046785">.mw-parser-output .toclimit-2 .toclevel-1 ul,.mw-parser-output .toclimit-3 .toclevel-2 ul,.mw-parser-output .toclimit-4 .toclevel-3 ul,.mw-parser-output .toclimit-5 .toclevel-4 ul,.mw-parser-output .toclimit-6 .toclevel-5 ul,.mw-parser-output .toclimit-7 .toclevel-6 ul{display:none}</style><div class="toclimit-3"><meta property="mw:PageProp/toc" /></div> <div class="mw-heading mw-heading2"><h2 id="Human_consumption">Human consumption</h2>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=1" title="Edit section: Human consumption">edit</a>]</div> <style data-mw-deduplicate="TemplateStyles:r1251242444">.mw-parser-output .ambox{border:1px solid #a2a9b1;border-left:10px solid #36c;background-color:#fbfbfb;box-sizing:border-box}.mw-parser-output .ambox+link+.ambox,.mw-parser-output .ambox+link+style+.ambox,.mw-parser-output .ambox+link+link+.ambox,.mw-parser-output .ambox+.mw-empty-elt+link+.ambox,.mw-parser-output .ambox+.mw-empty-elt+link+style+.ambox,.mw-parser-output .ambox+.mw-empty-elt+link+link+.ambox{margin-top:-1px}html body.mediawiki .mw-parser-output .ambox.mbox-small-left{margin:4px 1em 4px 0;overflow:hidden;width:238px;border-collapse:collapse;font-size:88%;line-height:1.25em}.mw-parser-output .ambox-speedy{border-left:10px solid #b32424;background-color:#fee7e6}.mw-parser-output .ambox-delete{border-left:10px solid #b32424}.mw-parser-output .ambox-content{border-left:10px solid #f28500}.mw-parser-output .ambox-style{border-left:10px solid #fc3}.mw-parser-output .ambox-move{border-left:10px solid #9932cc}.mw-parser-output .ambox-protection{border-left:10px solid #a2a9b1}.mw-parser-output .ambox .mbox-text{border:none;padding:0.25em 0.5em;width:100%}.mw-parser-output .ambox .mbox-image{border:none;padding:2px 0 2px 0.5em;text-align:center}.mw-parser-output .ambox .mbox-imageright{border:none;padding:2px 0.5em 2px 0;text-align:center}.mw-parser-output .ambox .mbox-empty-cell{border:none;padding:0;width:1px}.mw-parser-output .ambox .mbox-image-div{width:52px}@media(min-width:720px){.mw-parser-output .ambox{margin:0 10%}}@media print{body.ns-0 .mw-parser-output .ambox{display:none!important}}</style><table class="box-Globalize plainlinks metadata ambox ambox-content ambox-globalize" role="presentation"><tbody><tr><td class="mbox-image"><div class="mbox-image-div"><img alt="Globe icon." src="//upload.wikimedia.org/wikipedia/commons/thumb/b/bd/Ambox_globe_content.svg/48px-Ambox_globe_content.svg.png" decoding="async" width="48" height="40" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/bd/Ambox_globe_content.svg/73px-Ambox_globe_content.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/bd/Ambox_globe_content.svg/97px-Ambox_globe_content.svg.png 2x" data-file-width="350" data-file-height="290" /></div></td><td class="mbox-text"><div class="mbox-text-span">The examples and perspective in this section may not represent a <a href="/wiki/Wikipedia:WikiProject_Countering_systemic_bias" title="Wikipedia:WikiProject Countering systemic bias">worldwide view</a> of the subject. You may <a class="external text" href="https://en.wikipedia.org/w/index.php?title=N,N-Dimethyltryptamine&action=edit">improve this section</a>, discuss the issue on the <a href="/wiki/Talk:N,N-Dimethyltryptamine" title="Talk:N,N-Dimethyltryptamine">talk page</a>, or create a new section, as appropriate. (December 2022) (<a href="/wiki/Help:Maintenance_template_removal" title="Help:Maintenance template removal">Learn how and when to remove this message</a>)</div></td></tr></tbody></table> DMT is produced in many species of plants often in conjunction with its close chemical relatives 5-methoxy-N,N-dimethyltryptamine (<a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">5-MeO-DMT</a>) and <a href="/wiki/Bufotenin" title="Bufotenin">bufotenin</a> (5-OH-DMT).<a href="#cite_note-ISBN_0789026422-14">[14]</a> DMT-containing plants are commonly used in <a href="/wiki/Shamanism#Amazonia" title="Shamanism">indigenous Amazonian shamanic practices</a>. It is usually one of the main active constituents of the drink <a href="/wiki/Ayahuasca" title="Ayahuasca">ayahuasca</a>;<a href="#cite_note-RivierLindgren1972-15">[15]</a><a href="#cite_note-McKennaTowers1984-9">[9]</a> however, ayahuasca is sometimes brewed with plants that do not produce DMT. It occurs as the primary psychoactive <a href="/wiki/Alkaloid" title="Alkaloid">alkaloid</a> in several plants including <a href="/wiki/Mimosa_tenuiflora" title="Mimosa tenuiflora">Mimosa tenuiflora</a>, <a href="/wiki/Diplopterys_cabrerana" title="Diplopterys cabrerana">Diplopterys cabrerana</a>, and <a href="/wiki/Psychotria_viridis" title="Psychotria viridis">Psychotria viridis</a>. DMT is found as a minor alkaloid in snuff made from <a href="/wiki/Virola" title="Virola">Virola</a> bark resin in which 5-MeO-DMT is the main active alkaloid.<a href="#cite_note-ISBN_0789026422-14">[14]</a> DMT is also found as a minor alkaloid in bark, pods, and beans of <a href="/wiki/Anadenanthera_peregrina" title="Anadenanthera peregrina">Anadenanthera peregrina</a> and <a href="/wiki/Anadenanthera_colubrina" title="Anadenanthera colubrina">Anadenanthera colubrina</a> used to make <a href="/wiki/Yopo" class="mw-redirect" title="Yopo">Yopo</a> and <a href="/wiki/Anadenanthera_colubrina" title="Anadenanthera colubrina">Vilca</a> snuff, in which bufotenin is the main active alkaloid.<a href="#cite_note-ISBN_0789026422-14">[14]</a><a href="#cite_note-pmid11718320-16">[16]</a> <a href="/wiki/Psilocin" title="Psilocin">Psilocin</a> and <a href="/wiki/Psilocybin" title="Psilocybin">psilocybin</a>, the main psychoactive compounds in <a href="/wiki/Psilocybin_mushroom" title="Psilocybin mushroom">psilocybin mushrooms</a>, are structurally similar to DMT. The psychotropic effects of DMT were first studied scientifically by the Hungarian chemist and psychologist <a href="/wiki/Stephen_Sz%C3%A1ra" title="Stephen Szára">Stephen Szára</a>, who performed research with volunteers in the mid-1950s. Szára, who later worked for the United States <a href="/wiki/National_Institutes_of_Health" title="National Institutes of Health">National Institutes of Health</a>, had turned his attention to DMT after his order for <a href="/wiki/LSD" title="LSD">LSD</a> from the Swiss company <a href="/wiki/Sandoz_Laboratories" class="mw-redirect" title="Sandoz Laboratories">Sandoz Laboratories</a> was rejected on the grounds that the powerful psychotropic could be dangerous in the hands of a communist country.<a href="#cite_note-strassman-17">[17]</a> DMT is generally not active orally unless it is combined with a monoamine oxidase inhibitor such as a reversible inhibitor of monoamine oxidase A (RIMA), for example, <a href="/wiki/Harmaline" title="Harmaline">harmaline</a>.<a href="#cite_note-McKennaTowers1984-9">[9]</a> Without a MAOI, the body quickly metabolizes orally administered DMT, and it therefore has no hallucinogenic effect unless the dose exceeds the body's monoamine oxidase's metabolic capacity. Other means of consumption such as vaporizing, injecting, or <a href="/wiki/Insufflation_(medicine)" title="Insufflation (medicine)">insufflating</a> the drug can produce powerful hallucinations for a short time (usually less than half an hour), as the DMT reaches the brain before it can be metabolized by the body's natural monoamine oxidase. Taking an MAOI prior to vaporizing or injecting DMT prolongs and enhances the effects.<a href="#cite_note-DMT_Erowid-12">[12]</a> <div class="mw-heading mw-heading3"><h3 id="Clinical_use_research">Clinical use research</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=2" title="Edit section: Clinical use research">edit</a>]</div> Existing research on clinical use of DMT mostly focuses on its effects when exogenously administered as a drug. Although the scientific consensus is that DMT is a naturally occurring molecule in humans, the effects of endogenous DMT in humans (and more broadly in mammals) is still not well understood.<a href="#cite_note-18">[18]</a> Dimethyltryptamine (DMT), an endogenous ligand of <a href="/wiki/Sigma-1_receptor" title="Sigma-1 receptor">sigma-1 receptors</a> (Sig-1Rs), acts against systemic hypoxia. Research demonstrates DMT reduces the number of apoptotic and ferroptotic cells in mammalian forebrain and supports astrocyte survival in an ischemic environment. According to these data, DMT may be considered as adjuvant <a href="/wiki/Pharmacological_therapy" class="mw-redirect" title="Pharmacological therapy">pharmacological therapy</a> in the management of acute <a href="/wiki/Cerebral_ischemia" class="mw-redirect" title="Cerebral ischemia">cerebral ischemia</a>.<a href="#cite_note-19">[19]</a> DMT is studied as a potential treatment for <a href="/wiki/Parkinson%27s_disease" title="Parkinson's disease">Parkinson's disease</a> in a <a href="/wiki/Phases_of_clinical_research" title="Phases of clinical research">Phase 1/2 clinical trial</a>.<a href="#cite_note-20">[20]</a><a href="#cite_note-21">[21]</a> SPL026 (DMT fumarate) is currently undergoing <a href="/wiki/Phase_II_Clinical_Trials" class="mw-redirect" title="Phase II Clinical Trials">phase II clinical trials</a> investigating its use alongside supportive psychotherapy as a potential treatment for <a href="/wiki/Major_depressive_disorder" title="Major depressive disorder">major depressive disorder</a>.<a href="#cite_note-22">[22]</a> Additionally, a safety study is underway to investigate the effects of combining <a href="/wiki/SSRI" class="mw-redirect" title="SSRI">SSRIs</a> with SPL026.<a href="#cite_note-23">[23]</a> <div class="mw-heading mw-heading3"><h3 id="Neuropharmacology">Neuropharmacology</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=3" title="Edit section: Neuropharmacology">edit</a>]</div> Recently, researchers discovered that N,N-dimethyltryptamine is a potent <a href="/wiki/Psychoplastogen" title="Psychoplastogen">psychoplastogen</a>, a compound capable of promoting rapid and sustained <a href="/wiki/Neuroplasticity" title="Neuroplasticity">neuroplasticity</a> that may have wide-ranging therapeutic benefit.<a href="#cite_note-24">[24]</a> Quantities of dimethyltryptamine and <a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">O-methylbufotenin</a> were found present in the cerebrospinal fluid of humans in a psychiatric study.<a href="#cite_note-25">[25]</a> <div class="mw-heading mw-heading2"><h2 id="Effects">Effects</h2>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=4" title="Edit section: Effects">edit</a>]</div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Ayahuasca#Effects" title="Ayahuasca">Ayahuasca § Effects</a></div> <div class="mw-heading mw-heading3"><h3 id="Subjective_psychedelic_experiences">Subjective psychedelic experiences</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=5" title="Edit section: Subjective psychedelic experiences">edit</a>]</div> Subjective experiences of DMT includes profound time-dilatory, visual, auditory, tactile, and proprioceptive distortions and hallucinations, and other experiences that, by most firsthand accounts, defy verbal or visual description.<a href="#cite_note-pmid8297217-26">[26]</a> Examples include perceiving <a href="/wiki/Hyperbolic_geometry" title="Hyperbolic geometry">hyperbolic geometry</a> or seeing <a href="/wiki/M._C._Escher" title="M. C. Escher">Escher</a>-like <a href="/wiki/Impossible_object" title="Impossible object">impossible objects</a>.<a href="#cite_note-Hyperbolic_Geometry_of_DMT_Experiences-27">[27]</a> Several scientific experimental studies have tried to measure subjective experiences of altered states of consciousness induced by drugs under highly controlled and safe conditions. <a href="/wiki/Rick_Strassman" title="Rick Strassman">Rick Strassman</a> and his colleagues conducted a five-year-long DMT study at the <a href="/wiki/University_of_New_Mexico" title="University of New Mexico">University of New Mexico</a> in the 1990s.<a href="#cite_note-pmid8297216-28">[28]</a> The results provided insight about the quality of subjective psychedelic experiences. In this study participants received the DMT dosage via intravenous injection and the findings suggested that different psychedelic experiences can occur, depending on the level of dosage. Lower doses (0.01 and 0.05 mg/kg) produced some aesthetic and emotional responses, but not hallucinogenic experiences (e.g., 0.05 mg/kg had mild mood elevating and calming properties).<a href="#cite_note-pmid8297216-28">[28]</a> In contrast, responses produced by higher doses (0.2 and 0.4 mg/kg) researchers labeled as "hallucinogenic" that elicited "intensely colored, rapidly moving display of visual images, formed, abstract or both". Comparing to other sensory modalities, the most affected was the visual. Participants reported visual hallucinations, fewer auditory hallucinations and specific physical sensations progressing to a sense of bodily dissociation, as well as experiences of euphoria, calm, fear, and anxiety.<a href="#cite_note-pmid8297216-28">[28]</a> These dose-dependent effects match well with anonymously posted "trip reports" online, where users report "breakthroughs" above certain doses.<a href="#cite_note-29">[29]</a><a href="#cite_note-30">[30]</a><a href="#cite_note-31">[31]</a> Strassman also stressed the importance of the context where the drug has been taken. He claimed that DMT has no beneficial effects of itself, rather the context when and where people take it plays an important role.<a href="#cite_note-strassman-17">[17]</a><a href="#cite_note-pmid8297216-28">[28]</a> It appears that DMT can induce a state or feeling wherein the person believes to "communicate with other intelligent lifeforms" (see "<a href="#Reported_encounters_with_external_entities">machine elves</a>"). High doses of DMT produce a state that involves a sense of "another intelligence" that people sometimes describe as "super-intelligent", but "emotionally detached".<a href="#cite_note-pmid8297216-28">[28]</a> A 1995 study by Adolf Dittrich and Daniel Lamparter found that the DMT-induced altered state of consciousness (ASC) is strongly influenced by habitual rather than situative factors. In the study, researchers used three dimensions of the <a href="/wiki/APZ_questionnaire" title="APZ questionnaire">APZ questionnaire</a> to examine ASC. The first dimension, oceanic boundlessness (OB), refers to <a href="/wiki/Ego_death" title="Ego death">dissolution of ego boundaries</a> and is mostly associated with positive emotions.<a href="#cite_note-Dittrich-32">[32]</a> The second dimension, anxious ego-dissolution (AED), represents a disordering of thoughts and decreases in autonomy and self-control. Last, visionary restructuralization (VR) refers to auditory/visual illusions and hallucinations.<a href="#cite_note-33">[33]</a> Results showed strong effects within the first and third dimensions for all conditions, especially with DMT, and suggested strong intrastability of elicited reactions independently of the condition for the OB and VR scales.<a href="#cite_note-Dittrich-32">[32]</a> <div class="mw-heading mw-heading4"><h4 id="Reported_encounters_with_external_entities">Reported encounters with external entities</h4>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=6" title="Edit section: Reported encounters with external entities">edit</a>]</div> Entities perceived during DMT inebriation have been represented in diverse forms of psychedelic art. The term machine elf was coined by ethnobotanist <a href="/wiki/Terence_McKenna" title="Terence McKenna">Terence McKenna</a> for the entities he encountered in DMT "hyperspace", also using terms like fractal elves, or self-transforming machine elves.<a href="#cite_note-34">[34]</a><a href="#cite_note-35">[35]</a> McKenna first encountered the "machine elves" after smoking DMT in Berkeley in 1965. His subsequent speculations regarding the hyperdimensional space in which they were encountered have inspired a great many artists and musicians, and the meaning of DMT entities has been a subject of considerable debate among participants in a networked cultural underground, enthused by McKenna's effusive accounts of DMT hyperspace.<a href="#cite_note-36">[36]</a> <a href="/wiki/Cliff_Pickover" class="mw-redirect" title="Cliff Pickover">Cliff Pickover</a> has also written about the "machine elf" experience, in the book Sex, Drugs, Einstein, & Elves.<a href="#cite_note-Pickover_2005-11">[11]</a> Strassman noted similarities between self-reports of his DMT study participants' encounters with these "entities", and mythological descriptions of figures such as <a href="/wiki/Living_creatures_(Bible)" title="Living creatures (Bible)">Ḥayyot haq-Qodesh</a> in ancient religions, including both angels and demons.<a href="#cite_note-Prophecy_2014-37">[37]</a> Strassman also argues for a similarity in his study participants' descriptions of mechanized wheels, gears and machinery in these encounters, with those described in visions of encounters with the <a href="/wiki/Living_creatures_(Bible)" title="Living creatures (Bible)">Living Creatures</a> and <a href="/wiki/Ophanim" title="Ophanim">Ophanim</a> of the Hebrew Bible, noting they may stem from a common <a href="/wiki/Neuropsychopharmacology" title="Neuropsychopharmacology">neuropsychopharmacological</a> experience.<a href="#cite_note-Prophecy_2014-37">[37]</a> Strassman argues that the more positive of the "external entities" encountered in DMT experiences should be understood as analogous to certain forms of angels: <style data-mw-deduplicate="TemplateStyles:r1244412712">.mw-parser-output .templatequote{overflow:hidden;margin:1em 0;padding:0 32px}.mw-parser-output .templatequotecite{line-height:1.5em;text-align:left;margin-top:0}@media(min-width:500px){.mw-parser-output .templatequotecite{padding-left:1.6em}}</style><blockquote class="templatequote">The medieval Jewish philosophers whom I rely upon for understanding the <a href="/wiki/Hebrew_Bible" title="Hebrew Bible">Hebrew Bible</a> text and its concept of prophecy portray angels as God's intermediaries. That is, they perform a certain function for God. Within the context of my DMT research, I believe that the beings that volunteers see could be conceived of as angelic – that is, previously invisible, incorporeal spiritual forces that are engarbed or enclothed in a particular form – determined by the psychological and spiritual development of the volunteers – bringing a particular message or experience to that volunteer.<a href="#cite_note-38">[38]</a></blockquote> Strassman's experimental participants also note that some other entities can subjectively resemble creatures more like insects and aliens.<a href="#cite_note-39">[39]</a> As a result, Strassman writes these experiences among his experimental participants "also left me feeling confused and concerned about where the spirit molecule was leading us. It was at this point that I began to wonder if I was getting in over my head with this research."<a href="#cite_note-40">[40]</a> Hallucinations of strange creatures had been reported by Stephen Szara in a 1958 study in psychotic patients, in which he described how one of his subjects under the influence of DMT had experienced "strange creatures, dwarves or something" at the beginning of a DMT trip.<a href="#cite_note-41">[41]</a><a href="#cite_note-42">[42]</a> Other researchers of the entities seemingly encountered by DMT users describe them as "entities" or "beings" in humanoid as well as animal form, with descriptions of "little people" being common (non-human <a href="/wiki/Gnomes" class="mw-redirect" title="Gnomes">gnomes</a>, elves, <a href="/wiki/Imps" class="mw-redirect" title="Imps">imps</a>, etc.).<a href="#cite_note-Gallimore-43">[43]</a><a href="#cite_note-44">[44]</a> Strassman and others have speculated that this form of hallucination may be the cause of <a href="/wiki/Alien_abduction" title="Alien abduction">alien abduction</a> and extraterrestrial encounter experiences, which may occur through <a href="/wiki/Endogeny_(biology)" title="Endogeny (biology)">endogenously</a>-occurring DMT.<a href="#cite_note-45">[45]</a><a href="#cite_note-46">[46]</a> Likening them to descriptions of rattling and chattering auditory phenomena described in encounters with the <a href="/wiki/Angels_in_Judaism#Angelic_hierarchy" title="Angels in Judaism">Hayyoth</a> in the <a href="/wiki/Book_of_Ezekiel" title="Book of Ezekiel">Book of Ezekiel</a>, Rick Strassman notes that participants in his studies, when reporting encounters with the alleged entities, have also described loud auditory hallucinations, such as one subject reporting typically "the elves laughing or talking at high volume, chattering, twittering".<a href="#cite_note-Prophecy_2014-37">[37]</a> <div class="mw-heading mw-heading4"><h4 id="Near-death_experience">Near-death experience</h4>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=7" title="Edit section: Near-death experience">edit</a>]</div> A 2018 study found significant relationships between a DMT experience and a <a href="/wiki/Near-death_experience" title="Near-death experience">near-death experience</a> (NDE).<a href="#cite_note-47">[47]</a> A 2019 large-scale study pointed that <a href="/wiki/Ketamine" title="Ketamine">ketamine</a>, <a href="/wiki/Salvia_divinorum" title="Salvia divinorum">Salvia divinorum</a>, and DMT (and other classical psychedelic substances) may be linked to <a href="/wiki/Near-death_experience" title="Near-death experience">near-death experiences</a> due to the semantic similarity of reports associated with the use of psychoactive compounds and NDE narratives, but the study concluded that with the current data it is neither possible to corroborate nor refute the hypothesis that the release of an endogenous ketamine-like neuroprotective agent underlies NDE phenomenology.<a href="#cite_note-48">[48]</a> <div class="mw-heading mw-heading3"><h3 id="Physiological_response">Physiological response</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=8" title="Edit section: Physiological response">edit</a>]</div> According to a dose-response study in human subjects, dimethyltryptamine administered <a href="/wiki/Intravenously" class="mw-redirect" title="Intravenously">intravenously</a> slightly elevated blood pressure, heart rate, pupil diameter, and rectal temperature, in addition to elevating blood concentrations of beta-<a href="/wiki/Endorphin" class="mw-redirect" title="Endorphin">endorphin</a>, <a href="/wiki/Corticotropin" class="mw-redirect" title="Corticotropin">corticotropin</a>, <a href="/wiki/Cortisol" title="Cortisol">cortisol</a>, and <a href="/wiki/Prolactin" title="Prolactin">prolactin</a>; <a href="/wiki/Growth_hormone" title="Growth hormone">growth hormone</a> blood levels rise equally in response to all doses of DMT, and <a href="/wiki/Melatonin" title="Melatonin">melatonin</a> levels were unaffected."<a href="#cite_note-pmid8297216-28">[28]</a> <div class="mw-heading mw-heading3"><h3 id="Conjecture_regarding_endogenous_production_and_effects">Conjecture regarding endogenous production and effects</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=9" title="Edit section: Conjecture regarding endogenous production and effects">edit</a>]</div> In the 1950s, the endogenous production of psychoactive agents was considered to be a potential explanation for the hallucinatory symptoms of some psychiatric diseases; this is known as the transmethylation hypothesis.<a href="#cite_note-pmid13152519-49">[49]</a> Several speculative and yet untested hypotheses suggest that <a href="/wiki/Endogenous" class="mw-redirect" title="Endogenous">endogenous</a> DMT is produced in the human brain and is involved in certain psychological and neurological states.<a href="#cite_note-50">[50]</a> DMT is naturally occurring in small amounts in rat brains, human cerebrospinal fluid, and other tissues of humans and other mammals.<a href="#cite_note-pmid16095048-51">[51]</a><a href="#cite_note-pmid289421-52">[52]</a><a href="#cite_note-pmid20877-53">[53]</a><a href="#cite_note-54">[54]</a> Further, mRNA for the enzyme necessary for the production of DMT, <a href="/wiki/INMT" class="mw-redirect" title="INMT">INMT</a>, are expressed in the human cerebral cortex, choroid plexus, and pineal gland, suggesting an endogenous role in the human brain.<a href="#cite_note-Dean_2019-55">[55]</a> In 2011, Nicholas Cozzi of the <a href="/wiki/University_of_Wisconsin_School_of_Medicine_and_Public_Health" title="University of Wisconsin School of Medicine and Public Health">University of Wisconsin School of Medicine and Public Health</a>, and three other researchers, concluded that INMT, an enzyme that is associated with the biosynthesis of DMT and endogenous hallucinogens is present in the non-human primate (<a href="/wiki/Rhesus_macaque" title="Rhesus macaque">rhesus macaque</a>) pineal gland, retinal ganglion neurons, and spinal cord.<a href="#cite_note-Cozzi_N.V.,_Mavlyutov_T.A.,_Thompson_M.A.,_Ruoho_A.E._2011_840.19-56">[56]</a> Neurobiologist Andrew Gallimore (2013) suggested that while DMT might not have a modern neural function, it may have been an ancestral neuromodulator once secreted in psychedelic concentrations during <a href="/wiki/Rapid_eye_movement_sleep" title="Rapid eye movement sleep">REM sleep</a>, a function now lost.<a href="#cite_note-Gallimore-43">[43]</a> <div class="mw-heading mw-heading2"><h2 id="Adverse_effects">Adverse effects</h2>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=10" title="Edit section: Adverse effects">edit</a>]</div> <div class="mw-heading mw-heading3"><h3 id="Acute_adverse_psychological_reaction">Acute adverse psychological reaction</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=11" title="Edit section: Acute adverse psychological reaction">edit</a>]</div> DMT may trigger psychological reactions, known colloquially as a "<a href="/wiki/Bad_trip" title="Bad trip">bad trip</a>", such as intense fear, paranoia, anxiety, <a href="/wiki/Panic_attacks" class="mw-redirect" title="Panic attacks">panic attacks</a>, and <a href="/wiki/Substance-induced_psychosis" title="Substance-induced psychosis">substance-induced psychosis</a>, particularly in predisposed individuals.<a href="#cite_note-pmid29366418-57">[57]</a><a href="#cite_note-pmid28868040-58">[58]</a> <div class="mw-heading mw-heading3"><h3 id="Addiction_and_dependence_liability">Addiction and dependence liability</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=12" title="Edit section: Addiction and dependence liability">edit</a>]</div> DMT, like other serotonergic psychedelics, is considered to be non-addictive with low abuse potential.<a href="#cite_note-pmid8297217-26">[26]</a> A study examining <a href="/wiki/Substance_use_disorder" title="Substance use disorder">substance use disorder</a> for <a href="/wiki/Diagnostic_and_Statistical_Manual_of_Mental_Disorders" title="Diagnostic and Statistical Manual of Mental Disorders">DSM-IV</a> reported that almost no hallucinogens produced dependence, unlike psychoactive drugs of other classes such as <a href="/wiki/Stimulants" class="mw-redirect" title="Stimulants">stimulants</a> and <a href="/wiki/Depressant" title="Depressant">depressants</a>.<a href="#cite_note-pmid29366418-57">[57]</a><a href="#cite_note-59">[59]</a> At present, there have been no studies that report <a href="/wiki/Drug_withdrawal" title="Drug withdrawal">drug withdrawal syndrome</a> with termination of DMT, and dependence potential of DMT and the risk of sustained psychological disturbance may be minimal when used infrequently; however, the physiological dependence potential of DMT and ayahuasca has not yet been documented convincingly.<a href="#cite_note-60">[60]</a> <div class="mw-heading mw-heading3"><h3 id="Tolerance">Tolerance</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=13" title="Edit section: Tolerance">edit</a>]</div> Unlike other classical psychedelics, <a href="/wiki/Drug_tolerance" title="Drug tolerance">tolerance</a> does not seem to develop to the subjective effects of DMT.<a href="#cite_note-CarbonaroGatch2016-2">[2]</a> Studies report that DMT did not exhibit tolerance upon repeated administration of twice a day sessions, separated by 5 hours, for 5 consecutive days; <a href="/wiki/Field_research" title="Field research">field reports</a> suggests a <a href="/wiki/Refractory_period_(physiology)" title="Refractory period (physiology)">refractory period</a> of only 15 to 30 minutes, while the <a href="/wiki/Pharmacokinetics#Metrics" title="Pharmacokinetics">plasma levels</a> of DMT was nearly undetectable 30 minutes after intravenous administration.<a href="#cite_note-pmid8731519-61">[61]</a> Another study of four closely spaced DMT infusion sessions with 30 minute intervals also suggests no tolerance buildup to the psychological effects of the compound, while heart rate responses and <a href="/wiki/Neuroendocrinology" title="Neuroendocrinology">neuroendocrine</a> effects were diminished with repeated administration.<a href="#cite_note-pmid8731519-61">[61]</a> A fully hallucinogenic dose of DMT did not demonstrate cross-tolerance to human subjects who are highly tolerant to <a href="/wiki/LSD" title="LSD">LSD</a>;<a href="#cite_note-62">[62]</a> researches suggest that DMT exhibits unique pharmacological properties compared to other classical psychedelics.<a href="#cite_note-pmid8731519-61">[61]</a> <div class="mw-heading mw-heading3"><h3 id="Long-term_use">Long-term use</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=14" title="Edit section: Long-term use">edit</a>]</div> There have been no serious adverse effects reported on long-term use of DMT, apart from acute cardiovascular events.<a href="#cite_note-pmid28868040-58">[58]</a> Repeated and one-time administration of DMT produces marked changes in the cardiovascular system,<a href="#cite_note-pmid28868040-58">[58]</a> with an increase in systolic and diastolic blood pressure; although the changes were not statistically significant, a robust trend towards significance was observed for systolic blood pressure at high doses.<a href="#cite_note-pmid11292011-63">[63]</a> <div class="mw-heading mw-heading3"><h3 id="Drug-interactions">Drug-interactions</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=15" title="Edit section: Drug-interactions">edit</a>]</div> DMT is inactive when ingested orally due to metabolism by <a href="/wiki/Monoamine_oxidase" title="Monoamine oxidase">MAO</a>, and DMT-containing drinks such as ayahuasca have been found to contain <a href="/wiki/Monoamine_oxidase_inhibitors" class="mw-redirect" title="Monoamine oxidase inhibitors">MAOIs</a>, in particular, <a href="/wiki/Harmine" title="Harmine">harmine</a> and <a href="/wiki/Harmaline" title="Harmaline">harmaline</a>.<a href="#cite_note-pmid11292011-63">[63]</a> Life-threatening lethalities such as <a href="/wiki/Serotonin_syndrome" title="Serotonin syndrome">serotonin syndrome</a> (SS) may occur when MAOIs are combined with certain <a href="/wiki/Serotonin" title="Serotonin">serotonergic</a> medications such as <a href="/wiki/SSRI" class="mw-redirect" title="SSRI">SSRI</a> antidepressants.<a href="#cite_note-pmid9924842-64">[64]</a><a href="#cite_note-pmid29366418-57">[57]</a> Serotonin syndrome has also been reported with <a href="/wiki/Tricyclic_antidepressant" title="Tricyclic antidepressant">tricyclic antidepressants</a>, opiates, <a href="/wiki/Analgesic" title="Analgesic">analgesic</a>, and <a href="/wiki/Antimigraine_drug" title="Antimigraine drug">antimigraine drugs</a>; it is advised to exercise caution when an individual had used <a href="/wiki/Dextromethorphan" title="Dextromethorphan">dextromethorphan</a> (DXM), <a href="/wiki/MDMA" title="MDMA">MDMA</a>, <a href="/wiki/Ginseng" title="Ginseng">ginseng</a>, or <a href="/wiki/Hypericum_perforatum" title="Hypericum perforatum">St. John's wort</a> recently.<a href="#cite_note-pmid29366418-57">[57]</a> Chronic use of SSRIs, <a href="/wiki/Tricyclic_antidepressant" title="Tricyclic antidepressant">TCAs</a>, and MAOIs diminish subjective effects of psychedelics due to presumed SSRI-induced 5-HT2A receptors downregulation and MAOI-induced 5-HT2A receptor desensitization.<a href="#cite_note-9780192678522-drug-interaction-65">[65]</a>: 145  The interaction between psychedelics and <a href="/wiki/Antipsychotic" title="Antipsychotic">antipsychotics</a> and <a href="/wiki/Anticonvulsant" title="Anticonvulsant">anticonvulsant</a> are not well documented, however reports reveal that co-use of psychedelics with <a href="/wiki/Mood_stabilizer" title="Mood stabilizer">mood stabilizers</a> such as <a href="/wiki/Lithium_(medication)" title="Lithium (medication)">lithium</a> may provoke <a href="/wiki/Seizure" title="Seizure">seizure</a> and <a href="/wiki/Dissociative_disorder" class="mw-redirect" title="Dissociative disorder">dissociative effects</a> in individuals with <a href="/wiki/Bipolar_disorder" title="Bipolar disorder">bipolar disorder</a>.<a href="#cite_note-66">[66]</a><a href="#cite_note-9780192678522-drug-interaction-65">[65]</a>: 146  <div class="mw-heading mw-heading2"><h2 id="Routes_of_administration">Routes of administration</h2>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=16" title="Edit section: Routes of administration">edit</a>]</div> <div class="mw-heading mw-heading3"><h3 id="Inhalation">Inhalation</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=17" title="Edit section: Inhalation">edit</a>]</div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:N,N-DMT_Freebase_and_Vape_cartridge.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0a/N%2CN-DMT_Freebase_and_Vape_cartridge.jpg/220px-N%2CN-DMT_Freebase_and_Vape_cartridge.jpg" decoding="async" width="220" height="247" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0a/N%2CN-DMT_Freebase_and_Vape_cartridge.jpg/330px-N%2CN-DMT_Freebase_and_Vape_cartridge.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0a/N%2CN-DMT_Freebase_and_Vape_cartridge.jpg/440px-N%2CN-DMT_Freebase_and_Vape_cartridge.jpg 2x" data-file-width="2300" data-file-height="2586" /></a><figcaption><a href="/wiki/Free_base" title="Free base">Free base</a> DMT extracted from <a href="/wiki/Mimosa_hostilis" class="mw-redirect" title="Mimosa hostilis">Mimosa hostilis</a> root bark (left); vape cartridge made with freebase DMT extract (right)</figcaption></figure> A standard dose for vaporized DMT is 20–60 milligrams, depending highly on the efficiency of vaporization as well as body weight and personal variation.<a href="#cite_note-67">[67]</a>[<a href="/wiki/Wikipedia:Identifying_reliable_sources_(medicine)" title="Wikipedia:Identifying reliable sources (medicine)">medical citation needed</a>] In general, this is inhaled in a few successive breaths, but lower doses can be used if the user can inhale it in fewer breaths (ideally one). The effects last for a short period of time, usually 5 to 15 minutes, dependent on the dose. The onset after inhalation is very fast (less than 45 seconds) and peak effects are reached within a minute. In the 1960s, DMT was known as a "businessman's trip" in the US because of the relatively short duration (and rapid onset) of action when inhaled.<a href="#cite_note-68">[68]</a> DMT can be inhaled using a <a href="/wiki/Bong" title="Bong">bong</a>, typically when sandwiched between layers of plant matter, using a specially designed pipe, or by using an <a href="/wiki/E-cigarette" class="mw-redirect" title="E-cigarette">e-cigarette</a> once it has been dissolved in propylene glycol and/or vegetable glycerin.<a href="#cite_note-69">[69]</a> Some users have also started using vaporizers meant for cannabis extracts ("wax pens") for ease of temperature control when vaporizing crystals. A DMT-infused smoking blend is called <a href="/wiki/Changa_(drug)" title="Changa (drug)">Changa</a>, and is typically used in pipes or other utensils meant for smoking dried plant matter.[<a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed">citation needed</a>] <div class="mw-heading mw-heading3"><h3 id="Intravenous_injection">Intravenous injection</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=18" title="Edit section: Intravenous injection">edit</a>]</div> In a study conducted from 1990 through 1995, <a href="/wiki/University_of_New_Mexico" title="University of New Mexico">University of New Mexico</a> psychiatrist <a href="/wiki/Rick_Strassman" title="Rick Strassman">Rick Strassman</a> found that some volunteers injected with high doses of DMT reported experiences with perceived <a href="/wiki/Extraterrestrial_life_in_culture" class="mw-redirect" title="Extraterrestrial life in culture">alien</a> entities. Usually, the reported entities were experienced as the inhabitants of a perceived independent reality that the subjects reported visiting while under the influence of DMT.<a href="#cite_note-strassman-17">[17]</a> In 2023, a study investigated a novel method of DMT administration involving a bolus injection paired with a constant-rate infusion, with the goal of extending the DMT experience.<a href="#cite_note-70">[70]</a> <div class="mw-heading mw-heading3"><h3 id="Oral">Oral</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=19" title="Edit section: Oral">edit</a>]</div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Ayahuasca" title="Ayahuasca">Ayahuasca</a> and <a href="/wiki/Pharmahuasca" title="Pharmahuasca">Pharmahuasca</a></div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Aya-preparation.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e7/Aya-preparation.jpg/220px-Aya-preparation.jpg" decoding="async" width="220" height="193" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e7/Aya-preparation.jpg/330px-Aya-preparation.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e7/Aya-preparation.jpg/440px-Aya-preparation.jpg 2x" data-file-width="480" data-file-height="422" /></a><figcaption>Ayahuasca preparation</figcaption></figure> DMT is broken down by the enzyme <a href="/wiki/Monoamine_oxidase" title="Monoamine oxidase">monoamine oxidase</a> through a process called <a href="/wiki/Deamination" title="Deamination">deamination</a>, and is quickly inactivated orally unless combined with a <a href="/wiki/Monoamine_oxidase_inhibitor" title="Monoamine oxidase inhibitor">monoamine oxidase inhibitor</a> (MAOI).<a href="#cite_note-McKennaTowers1984-9">[9]</a> The traditional South American beverage <a href="/wiki/Ayahuasca" title="Ayahuasca">ayahuasca</a> is derived by boiling <a href="/wiki/Banisteriopsis_caapi" title="Banisteriopsis caapi">Banisteriopsis caapi</a> with leaves of one or more plants containing DMT, such as <a href="/wiki/Psychotria_viridis" title="Psychotria viridis">Psychotria viridis</a>, <a href="/wiki/Psychotria_carthagenensis" title="Psychotria carthagenensis">Psychotria carthagenensis</a>, or <a href="/wiki/Diplopterys_cabrerana" title="Diplopterys cabrerana">Diplopterys cabrerana</a>.<a href="#cite_note-McKennaTowers1984-9">[9]</a> The Banisteriopsis caapi contains <a href="/wiki/Harmala_alkaloids" class="mw-redirect" title="Harmala alkaloids">harmala alkaloids</a>,<a href="#cite_note-pmid9924842-64">[64]</a> a highly active reversible inhibitor of monoamine oxidase A (<a href="/wiki/Reversible_inhibitor_of_monoamine_oxidase_A" class="mw-redirect" title="Reversible inhibitor of monoamine oxidase A">RIMAs</a>),<a href="#cite_note-BergströmWesterberg1997-71">[71]</a> rendering the DMT orally active by protecting it from <a href="/wiki/Deamination" title="Deamination">deamination</a>.<a href="#cite_note-McKennaTowers1984-9">[9]</a> A variety of different recipes are used to make the brew depending on the purpose of the ayahuasca session,<a href="#cite_note-Andritzky1989-72">[72]</a> or local availability of ingredients. Two common sources of DMT in the western US are <a href="/wiki/Reed_canary_grass" class="mw-redirect" title="Reed canary grass">reed canary grass</a> (<a href="/wiki/Phalaris_arundinacea" title="Phalaris arundinacea">Phalaris arundinacea</a>) and <a href="/wiki/Harding_grass" class="mw-redirect" title="Harding grass">Harding grass</a> (<a href="/wiki/Phalaris_aquatica" title="Phalaris aquatica">Phalaris aquatica</a>). These invasive grasses contain low levels of DMT and other alkaloids but also contain <a href="/wiki/Gramine" title="Gramine">gramine</a>, which is toxic and difficult to separate. In addition, <a href="/wiki/Mimosa_tenuiflora" title="Mimosa tenuiflora">Jurema</a> (<a href="/wiki/Mimosa_tenuiflora" title="Mimosa tenuiflora">Mimosa tenuiflora</a>) shows evidence of DMT content: the pink layer in the inner rootbark of this small tree contains a high concentration of N,N-DMT.[<a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed">citation needed</a>] Taken orally with an <a href="/wiki/Reversible_inhibitor_of_monoamine_oxidase_A" class="mw-redirect" title="Reversible inhibitor of monoamine oxidase A">RIMA</a>, DMT produces a long-lasting (over three hours), slow, deep metaphysical experience similar to that of <a href="/wiki/Psilocybin_mushrooms" class="mw-redirect" title="Psilocybin mushrooms">psilocybin mushrooms</a>, but more intense.<a href="#cite_note-Peru-73">[73]</a> The intensity of orally administered DMT depends on the type and dose of MAOI administered alongside it. When ingested with 120 mg of <a href="/wiki/Harmine" title="Harmine">harmine</a> (a <a href="/wiki/Reversible_inhibition_of_monoamine_oxidase" class="mw-redirect" title="Reversible inhibition of monoamine oxidase">RIMA</a> and member of the <a href="/wiki/Harmala_alkaloid" title="Harmala alkaloid">harmala alkaloids</a>), 20 mg of DMT was reported to have psychoactive effects by author and <a href="/wiki/Ethnobotany" title="Ethnobotany">ethnobotanist</a> <a href="/wiki/Jonathan_Ott" title="Jonathan Ott">Jonathan Ott</a>. Ott reported that to produce a visionary state, the threshold oral dose was 30 mg DMT alongside 120 mg <a href="/wiki/Harmine" title="Harmine">harmine</a>.<a href="#cite_note-ott1998-74">[74]</a> This is not necessarily indicative of a standard dose, as dose-dependent effects may vary due to individual variations in drug metabolism. <div class="mw-heading mw-heading2"><h2 id="History">History</h2>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=20" title="Edit section: History">edit</a>]</div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Ayahuasca#History" title="Ayahuasca">Ayahuasca § History</a></div> Naturally occurring substances (of both vegetable and animal origin) containing DMT have been used in South America since pre-Columbian times.<a href="#cite_note-75">[75]</a><a href="#cite_note-76">[76]</a> DMT was first synthesized in 1931 by Canadian chemist Richard Helmuth Fredrick Manske.<a href="#cite_note-Manske_R.H.F._1931_592–600-77">[77]</a><a href="#cite_note-bdmxab-78">[78]</a> In general, its discovery as a natural product is credited to Brazilian chemist and <a href="/wiki/Microbiologist" title="Microbiologist">microbiologist</a> Oswaldo Gonçalves de Lima, who isolated an alkaloid he named nigerina (nigerine) from the root bark of <a href="/wiki/Mimosa_tenuiflora" title="Mimosa tenuiflora">Mimosa tenuiflora</a> in 1946.<a href="#cite_note-bdmxab-78">[78]</a><a href="#cite_note-strassman-17">[17]</a><a href="#cite_note-ott1996-79">[79]</a> However, in a careful review of the case <a href="/wiki/Jonathan_Ott" title="Jonathan Ott">Jonathan Ott</a> shows that the <a href="/wiki/Empirical_formula" title="Empirical formula">empirical formula</a> for nigerine determined by Gonçalves de Lima, which notably contains an atom of oxygen, can match only a partial, "impure" or "contaminated" form of DMT.<a href="#cite_note-ott1998-74">[74]</a> It was only in 1959, when Gonçalves de Lima provided American chemists a sample of Mimosa tenuiflora roots, that DMT was unequivocally identified in this plant material.<a href="#cite_note-ott1998-74">[74]</a><a href="#cite_note-80">[80]</a> Less ambiguous is the case of isolation and formal identification of DMT in 1955 in seeds and pods of <a href="/wiki/Anadenanthera_peregrina" title="Anadenanthera peregrina">Anadenanthera peregrina</a> by a team of American chemists led by Evan Horning (1916–1993).<a href="#cite_note-ott1998-74">[74]</a><a href="#cite_note-81">[81]</a> Since 1955, DMT has been <a href="#Endogenous_DMT">found in a number of organisms</a>: in at least fifty plant species belonging to ten <a href="/wiki/Family_(biology)" title="Family (biology)">families</a>,<a href="#cite_note-ott1994-82">[82]</a> and in at least four animal species, including one <a href="/wiki/Gorgonian" class="mw-redirect" title="Gorgonian">gorgonian</a><a href="#cite_note-ReferenceA-83">[83]</a> and three mammalian species (including humans).[<a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed">citation needed</a>] In terms of a scientific understanding, the hallucinogenic properties of DMT were not uncovered until 1956 by Hungarian chemist and psychiatrist <a href="/wiki/Stephen_Sz%C3%A1ra" title="Stephen Szára">Stephen Szara</a>. In his paper "Dimethyltryptamin: Its Metabolism in Man; the Relation of its Psychotic Effect to the Serotonin Metabolism", Szara employed synthetic DMT, synthesized by the method of Speeter and Anthony, which was then administered to 20 volunteers by intramuscular injection. Urine samples were collected from these volunteers for the identification of DMT metabolites.<a href="#cite_note-84">[84]</a> This is considered to be the converging link between the chemical structure DMT to its cultural consumption as a psychoactive and religious sacrament.<a href="#cite_note-85">[85]</a> Another historical milestone is the discovery of DMT in plants frequently used by Amazonian natives as additive to the vine <a href="/wiki/Banisteriopsis_caapi" title="Banisteriopsis caapi">Banisteriopsis caapi</a> to make <a href="/wiki/Ayahuasca" title="Ayahuasca">ayahuasca</a> decoctions. In 1957, American chemists Francis Hochstein and Anita Paradies identified DMT in an "aqueous extract" of leaves of a plant they named Prestonia amazonicum [sic] and described as "commonly mixed" with B. caapi.<a href="#cite_note-86">[86]</a> The lack of a proper botanical identification of <a href="/wiki/Prestonia_amazonica" title="Prestonia amazonica">Prestonia amazonica</a> in this study led American <a href="/wiki/Ethnobotany" title="Ethnobotany">ethnobotanist</a> <a href="/wiki/Richard_Evans_Schultes" title="Richard Evans Schultes">Richard Evans Schultes</a> (1915–2001) and other scientists to raise serious doubts about the claimed plant identity.<a href="#cite_note-87">[87]</a><a href="#cite_note-pmid14337385-88">[88]</a> The mistake likely led the writer <a href="/wiki/William_S._Burroughs" title="William S. Burroughs">William Burroughs</a> to regard the DMT he experimented with in Tangier in 1961 as "Prestonia".<a href="#cite_note-89">[89]</a> Better evidence was produced in 1965 by French pharmacologist Jacques Poisson, who isolated DMT as a sole alkaloid from leaves, provided and used by <a href="/wiki/Aguaruna_people" title="Aguaruna people">Aguaruna</a> Indians, identified as having come from the vine <a href="/wiki/Diplopterys_cabrerana" title="Diplopterys cabrerana">Diplopterys cabrerana</a> (then known as Banisteriopsis rusbyana).<a href="#cite_note-pmid14337385-88">[88]</a> Published in 1970, the first identification of DMT in the plant <a href="/wiki/Psychotria_viridis" title="Psychotria viridis">Psychotria viridis</a>,<a href="#cite_note-ott1996-79">[79]</a> another common additive of ayahuasca, was made by a team of American researchers led by pharmacologist Ara der Marderosian.<a href="#cite_note-90">[90]</a> Not only did they detect DMT in leaves of P. viridis obtained from <a href="/wiki/Kaxinaw%C3%A1" class="mw-redirect" title="Kaxinawá">Kaxinawá</a> <a href="/wiki/Indigenous_people" class="mw-redirect" title="Indigenous people">indigenous people</a>, but they also were the first to identify it in a sample of an ayahuasca decoction, prepared by the same indigenous people.<a href="#cite_note-ott1996-79">[79]</a> <div class="mw-heading mw-heading2"><h2 id="Chemistry">Chemistry</h2>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=21" title="Edit section: Chemistry">edit</a>]</div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:D-Tryp.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/92/D-Tryp.jpg/220px-D-Tryp.jpg" decoding="async" width="220" height="165" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/92/D-Tryp.jpg/330px-D-Tryp.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/92/D-Tryp.jpg/440px-D-Tryp.jpg 2x" data-file-width="912" data-file-height="684" /></a><figcaption>DMT crystals</figcaption></figure> <div class="mw-heading mw-heading3"><h3 id="Appearance_and_form">Appearance and form</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=22" title="Edit section: Appearance and form">edit</a>]</div> DMT is commonly handled and stored as a <a href="/wiki/Fumaric_acid" title="Fumaric acid"> hemifumarate</a>,<a href="#cite_note-erowid.org-91">[91]</a><a href="#cite_note-pmid32608093-92">[92]</a> as other DMT acid salts are extremely <a href="/wiki/Hygroscopy" title="Hygroscopy">hygroscopic</a> and will not readily crystallize. Its <a href="/wiki/Freebase_(chemistry)" class="mw-redirect" title="Freebase (chemistry)">freebase</a> form, although less stable than DMT hemifumarate, is favored by recreational users choosing to vaporize the chemical as it has a lower boiling point.<a href="#cite_note-erowid.org-91">[91]</a> DMT is a <a href="/wiki/Lipophilic" class="mw-redirect" title="Lipophilic">lipophilic</a> <a href="/wiki/Chemical_compound" title="Chemical compound">compound</a>, with an experimental <a href="/wiki/Partition_coefficient" title="Partition coefficient">log P</a> of 2.57.<a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a> <div class="mw-heading mw-heading3"><h3 id="Synthesis">Synthesis</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=23" title="Edit section: Synthesis">edit</a>]</div> <div class="mw-heading mw-heading4"><h4 id="Biosynthesis">Biosynthesis</h4>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=24" title="Edit section: Biosynthesis">edit</a>]</div> <figure class="mw-default-size mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:DMT_biosynthetic_pathway.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/2/25/DMT_biosynthetic_pathway.png" decoding="async" width="170" height="549" class="mw-file-element" data-file-width="170" data-file-height="549" /></a><figcaption>Biosynthetic pathway for N,N-dimethyltryptamine</figcaption></figure> Dimethyltryptamine is an <a href="/wiki/Indole_alkaloid" title="Indole alkaloid">indole alkaloid</a> derived from the <a href="/wiki/Shikimate" class="mw-redirect" title="Shikimate">shikimate</a> pathway. Its <a href="/wiki/Biosynthesis" title="Biosynthesis">biosynthesis</a> is relatively simple and summarized in the adjacent picture. In plants, the parent amino acid <a href="/wiki/L-tryptophan" class="mw-redirect" title="L-tryptophan">L-tryptophan</a> is produced endogenously where in animals L-tryptophan is an <a href="/wiki/Essential_amino_acid" title="Essential amino acid">essential amino acid</a> coming from diet. No matter the source of L-tryptophan, the biosynthesis begins with its <a href="/wiki/Decarboxylation" title="Decarboxylation">decarboxylation</a> by an <a href="/wiki/Aromatic_amino_acid_decarboxylase" class="mw-redirect" title="Aromatic amino acid decarboxylase">aromatic amino acid decarboxylase</a> (AADC) <a href="/wiki/Enzyme" title="Enzyme">enzyme</a> (step 1). The resulting decarboxylated tryptophan <a href="/wiki/Analog_(chemistry)" class="mw-redirect" title="Analog (chemistry)">analog</a> is <a href="/wiki/Tryptamine" title="Tryptamine">tryptamine</a>. Tryptamine then undergoes a <a href="/wiki/Transmethylation" title="Transmethylation">transmethylation</a> (step 2): the enzyme <a href="/wiki/Tryptamine-N-methyltransferase" class="mw-redirect" title="Tryptamine-N-methyltransferase">indolethylamine-N-methyltransferase</a> (INMT) <a href="/wiki/Catalysis" title="Catalysis">catalyzes</a> the transfer of a <a href="/wiki/Methyl_group" title="Methyl group">methyl group</a> from <a href="/wiki/Cofactor_(biochemistry)" title="Cofactor (biochemistry)">cofactor</a> <a href="/wiki/S-adenosyl-methionine" class="mw-redirect" title="S-adenosyl-methionine">S-adenosylmethionine</a> (SAM), via <a href="/wiki/Nucleophilic" class="mw-redirect" title="Nucleophilic">nucleophilic</a> attack, to tryptamine. This reaction transforms SAM into <a href="/wiki/S-adenosylhomocysteine" class="mw-redirect" title="S-adenosylhomocysteine">S-adenosylhomocysteine</a> (SAH), and gives the intermediate product <a href="/wiki/N-methyltryptamine" class="mw-redirect" title="N-methyltryptamine">N-methyltryptamine</a> (NMT).<a href="#cite_note-pmid13685339-93">[93]</a><a href="#cite_note-pmid779022-94">[94]</a> NMT is in turn transmethylated by the same process (step 3) to form the end product N,N-dimethyltryptamine. Tryptamine transmethylation is regulated by two products of the reaction: SAH,<a href="#cite_note-pmid6792104-95">[95]</a><a href="#cite_note-pmid4756800-96">[96]</a><a href="#cite_note-pmid9852119-97">[97]</a> and DMT<a href="#cite_note-pmid6792104-95">[95]</a><a href="#cite_note-pmid9852119-97">[97]</a> were shown ex vivo to be among the most potent inhibitors of rabbit INMT activity. This transmethylation mechanism has been repeatedly and consistently proven by <a href="/wiki/Isotope_labeling" class="mw-redirect" title="Isotope labeling">radiolabeling</a> of SAM methyl group with <a href="/wiki/Carbon-14" title="Carbon-14">carbon-14</a> ((14C-CH3)SAM).<a href="#cite_note-pmid13685339-93">[93]</a><a href="#cite_note-pmid6792104-95">[95]</a><a href="#cite_note-pmid9852119-97">[97]</a><a href="#cite_note-pmid14361-98">[98]</a><a href="#cite_note-pmid10552930-99">[99]</a> <div class="mw-heading mw-heading4"><h4 id="Laboratory_synthesis">Laboratory synthesis</h4>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=25" title="Edit section: Laboratory synthesis">edit</a>]</div> DMT can be synthesized through several possible pathways from different starting materials. The two most commonly encountered synthetic routes are through the reaction of <a href="/wiki/Indole" title="Indole">indole</a> with <a href="/wiki/Oxalyl_chloride" title="Oxalyl chloride">oxalyl chloride</a> followed by reaction with <a href="/wiki/Dimethylamine" title="Dimethylamine">dimethylamine</a> and reduction of the <a href="/wiki/Carbonyl" class="mw-redirect" title="Carbonyl">carbonyl</a> functionalities with <a href="/wiki/Lithium_aluminium_hydride" title="Lithium aluminium hydride">lithium aluminium hydride</a> to form DMT.<a href="#cite_note-100">[100]</a> The second commonly encountered route is through the N,N-dimethylation of tryptamine using <a href="/wiki/Formaldehyde" title="Formaldehyde">formaldehyde</a> followed by reduction with <a href="/wiki/Sodium_cyanoborohydride" title="Sodium cyanoborohydride">sodium cyanoborohydride</a> or <a href="/wiki/Sodium_triacetoxyborohydride" title="Sodium triacetoxyborohydride">sodium triacetoxyborohydride</a>. <a href="/wiki/Sodium_borohydride" title="Sodium borohydride">Sodium borohydride</a> can be used but requires a larger excess of reagents and lower temperatures due to it having a higher selectivity for carbonyl groups as opposed to <a href="/wiki/Imines" class="mw-redirect" title="Imines">imines</a>.<a href="#cite_note-101">[101]</a> Procedures using sodium cyanoborohydride and sodium triacetoxyborohydride (presumably created in situ from cyanoborohydride though this may not be the case due to the presence of water or <a href="/wiki/Methanol" title="Methanol">methanol</a>) also result in the creation of cyanated tryptamine and <a href="/wiki/Beta-carboline" class="mw-redirect" title="Beta-carboline">beta-carboline</a> byproducts of unknown toxicity while using sodium borohydride in absence of acid does not.<a href="#cite_note-102">[102]</a> Bufotenine, a plant extract, can also be synthesized into DMT.<a href="#cite_note-103">[103]</a> Alternatively, an excess of <a href="/wiki/Methyl_iodide" class="mw-redirect" title="Methyl iodide">methyl iodide</a> or <a href="/w/index.php?title=Methyl_p-toluenesulfonate&action=edit&redlink=1" class="new" title="Methyl p-toluenesulfonate (page does not exist)">methyl p-toluenesulfonate</a> and <a href="/wiki/Sodium_carbonate" title="Sodium carbonate">sodium carbonate</a> can be used to over-methylate tryptamine, resulting in the creation of a <a href="/wiki/Quaternary_ammonium_salt" class="mw-redirect" title="Quaternary ammonium salt">quaternary ammonium salt</a>, which is then dequaternized (demethylated) in <a href="/wiki/Ethanolamine" title="Ethanolamine">ethanolamine</a> to yield DMT. The same two-step procedure is used to synthesize other N,N-dimethylated compounds, such as 5-MeO-DMT.<a href="#cite_note-104">[104]</a> <div class="mw-heading mw-heading3"><h3 id="Clandestine_manufacture">Clandestine manufacture</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=26" title="Edit section: Clandestine manufacture">edit</a>]</div> <figure class="mw-default-size mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Dmt1234.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/e/ea/Dmt1234.jpg" decoding="async" width="132" height="222" class="mw-file-element" data-file-width="132" data-file-height="222" /></a><figcaption>DMT during various stages of purification</figcaption></figure> In a clandestine setting, DMT is not typically synthesized due to the lack of availability of the starting materials, namely <a href="/wiki/Tryptamine" title="Tryptamine">tryptamine</a> and <a href="/wiki/Oxalyl_chloride" title="Oxalyl chloride">oxalyl chloride</a>. Instead, it is more often extracted from plant sources using a nonpolar hydrocarbon solvent such as <a href="/wiki/Naphtha" title="Naphtha">naphtha</a> or <a href="/wiki/Heptane" title="Heptane">heptane</a>, and a <a href="/wiki/Base_(chemistry)" title="Base (chemistry)">base</a> such as <a href="/wiki/Sodium_hydroxide" title="Sodium hydroxide">sodium hydroxide</a>.[<a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed">citation needed</a>] Alternatively, an <a href="/wiki/Acid%E2%80%93base_extraction" title="Acid–base extraction">acid–base extraction</a> is sometimes used instead. A variety of plants contain DMT at sufficient levels for being viable sources,<a href="#cite_note-CarbonaroGatch2016-2">[2]</a> but specific plants such as <a href="/wiki/Mimosa_tenuiflora" title="Mimosa tenuiflora">Mimosa tenuiflora</a>, <a href="/wiki/Acacia_acuminata" title="Acacia acuminata">Acacia acuminata</a> and <a href="/wiki/Acacia_confusa" title="Acacia confusa">Acacia confusa</a> are most often used. The chemicals involved in the extraction are commonly available. The plant material may be illegal to procure in some countries. The end product (DMT) is illegal in most countries. <div class="mw-heading mw-heading3"><h3 id="Evidence_in_mammals">Evidence in mammals</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=27" title="Edit section: Evidence in mammals">edit</a>]</div> Published in <a href="/wiki/Science_(journal)" title="Science (journal)">Science</a> in 1961, <a href="/wiki/Julius_Axelrod" title="Julius Axelrod">Julius Axelrod</a> found an N-<a href="/wiki/Methyltransferase" title="Methyltransferase">methyltransferase</a> enzyme capable of mediating biotransformation of tryptamine into DMT in a rabbit's lung.<a href="#cite_note-pmid13685339-93">[93]</a> This finding initiated a still ongoing scientific interest in endogenous DMT production in humans and other mammals.<a href="#cite_note-pmid779022-94">[94]</a><a href="#cite_note-pmid16095048-51">[51]</a> From then on, two major complementary lines of evidence have been investigated: localization and further characterization of the N-methyltransferase enzyme, and <a href="/wiki/Analytical_chemistry" title="Analytical chemistry">analytical studies</a> looking for endogenously produced DMT in body fluids and tissues.<a href="#cite_note-pmid779022-94">[94]</a> In 2013, researchers reported DMT in the <a href="/wiki/Pineal_gland" title="Pineal gland">pineal gland</a> <a href="/wiki/Microdialysis" title="Microdialysis">microdialysate</a> of rodents.<a href="#cite_note-pmid23881860-105">[105]</a> A study published in 2014 reported the biosynthesis of N,N-dimethyltryptamine (DMT) in the human melanoma cell line SK-Mel-147 including details on its metabolism by peroxidases.<a href="#cite_note-pmid24508833-106">[106]</a> It is assumed that more than half of the amount of DMT produced by the acidophilic cells of the pineal gland is secreted before and during death,[<a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed">citation needed</a>] the amount being 2.5–3.4 mg/kg. However, this claim by Strassman has been criticized by David Nichols who notes that DMT does not appear to be produced in any meaningful amount by the pineal gland. Removal or calcification of the pineal gland does not induce any of the symptoms caused by removal of DMT. The symptoms presented are consistent solely with reduction in melatonin, which is the pineal gland's known function. Nichols instead suggests that dynorphin and other endorphins are responsible for the reported euphoria experienced by patients during a <a href="/wiki/Near-death_experience" title="Near-death experience">near-death experience</a>.<a href="#cite_note-pmid29095071-107">[107]</a> In 2014, researchers demonstrated the <a href="/wiki/Immunomodulation" title="Immunomodulation">immunomodulatory</a> potential of DMT and <a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">5-MeO-DMT</a> through the <a href="/wiki/Sigma-1_receptor" title="Sigma-1 receptor">Sigma-1 receptor</a> of human immune cells. This immunomodulatory activity may contribute to significant anti-inflammatory effects and tissue regeneration.<a href="#cite_note-pmid25171370-108">[108]</a> <div class="mw-heading mw-heading4"><h4 id="Endogenous_DMT">Endogenous DMT</h4>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=28" title="Edit section: Endogenous DMT">edit</a>]</div> N,N-Dimethyltryptamine (DMT), a psychedelic compound identified endogenously in mammals, is biosynthesized by aromatic L-amino acid decarboxylase (AADC) and indolethylamine-N-methyltransferase (INMT). Studies have investigated brain expression of INMT transcript in rats and humans, coexpression of INMT and AADC mRNA in rat brain and periphery, and brain concentrations of DMT in rats. INMT transcripts were identified in the cerebral cortex, pineal gland, and choroid plexus of both rats and humans via in situ hybridization. Notably, INMT mRNA was colocalized with AADC transcript in rat brain tissues, in contrast to rat peripheral tissues where there existed little overlapping expression of INMT with AADC transcripts. Additionally, extracellular concentrations of DMT in the cerebral cortex of normal behaving rats, with or without the pineal gland, were similar to those of canonical monoamine neurotransmitters including serotonin. A significant increase of DMT levels in the rat visual cortex was observed following induction of experimental cardiac arrest, a finding independent of an intact pineal gland. These results show for the first time that the rat brain is capable of synthesizing and releasing DMT at concentrations comparable to known monoamine neurotransmitters and raise the possibility that this phenomenon may occur similarly in human brains.<a href="#cite_note-109">[109]</a> The first claimed detection of <a href="/wiki/Endogeny_(biology)" title="Endogeny (biology)">endogenous</a> DMT in mammals was published in June 1965: German researchers F. Franzen and H. Gross report to have evidenced and quantified DMT, along with its <a href="/wiki/Structural_analog" title="Structural analog">structural analog</a> bufotenin (5-HO-DMT), in human blood and urine.<a href="#cite_note-pmid5839067-110">[110]</a> In an article published four months later, the method used in their study was strongly criticized, and the credibility of their results challenged.<a href="#cite_note-pmid5860629-111">[111]</a> Few of the analytical methods used prior to 2001 to measure levels of endogenously formed DMT had enough sensitivity and selectivity to produce reliable results.<a href="#cite_note-pmid11232854-112">[112]</a><a href="#cite_note-pmid11763413-113">[113]</a> <a href="/wiki/Gas_chromatography" title="Gas chromatography">Gas chromatography</a>, preferably coupled to <a href="/wiki/Mass_spectrometry" title="Mass spectrometry">mass spectrometry</a> (<a href="/wiki/GC-MS" class="mw-redirect" title="GC-MS">GC-MS</a>), is considered a minimum requirement.<a href="#cite_note-pmid11763413-113">[113]</a> A study published in 2005<a href="#cite_note-pmid16095048-51">[51]</a> implements the most sensitive and selective method ever used to measure endogenous DMT:<a href="#cite_note-pmid20523750-114">[114]</a> <a href="/wiki/High-performance_liquid_chromatography" title="High-performance liquid chromatography">liquid chromatography</a>–<a href="/wiki/Tandem_mass_spectrometry" title="Tandem mass spectrometry">tandem mass spectrometry</a> with <a href="/wiki/Electrospray_ionization" title="Electrospray ionization">electrospray ionization</a> (LC-ESI-MS/MS) allows for reaching limits of detection (LODs) 12 to 200 fold lower than those attained by the best methods employed in the 1970s. The data summarized in the table below are from studies conforming to the abovementioned requirements (abbreviations used: CSF = <a href="/wiki/Cerebrospinal_fluid" title="Cerebrospinal fluid">cerebrospinal fluid</a>; LOD = <a href="/wiki/Limit_of_detection" class="mw-redirect" title="Limit of detection">limit of detection</a>; n = number of samples; ng/L and ng/kg = nanograms (10−9 g) per litre, and nanograms per kilogram, respectively): <table class="wikitable" style="margin: 1em auto 1em auto; width:70%;"> <caption align="bottom">DMT in body fluids and tissues (NB: units have been harmonized) </caption> <tbody><tr> <th style="background:azure; vertical-align:middle; text-align:center; width:30px;">Species </th> <th style="background:azure; vertical-align:middle; text-align:center; width:60px;">Sample </th> <th style="background:azure; vertical-align:middle; text-align:center; width:400px;">Results </th></tr> <tr> <th rowspan="8" style="background:oldLace; vertical-align:top; text-align:center; width:30px;">Human </th> <td style="vertical-align:middle; background:oldLace; width:60px;"><a href="/wiki/Blood_serum" class="mw-redirect" title="Blood serum">Blood serum</a> </td> <td style="vertical-align:middle; background:oldLace; width:400px;">< LOD (n = 66)<a href="#cite_note-pmid16095048-51">[51]</a> </td></tr> <tr> <td style="vertical-align:middle; background:oldLace; width:60px;"><a href="/wiki/Blood_plasma" title="Blood plasma">Blood plasma</a> </td> <td style="vertical-align:middle; background:oldLace; width:400px;">< LOD (n = 71)<a href="#cite_note-pmid16095048-51">[51]</a>  ♦  < LOD (n = 38); 1,000 & 10,600 ng/L (n = 2)<a href="#cite_note-pmid4517484-115">[115]</a> </td></tr> <tr> <td style="vertical-align:middle; background:oldLace; width:60px;">Whole blood </td> <td style="vertical-align:middle; background:oldLace; width:400px;">< LOD (n = 20); 50–790 ng/L (n = 20)<a href="#cite_note-pmid803203-116">[116]</a> </td></tr> <tr> <td style="vertical-align:middle; background:oldLace; width:60px;">Urine </td> <td style="vertical-align:middle; background:oldLace; width:400px;">< 100 ng/L (n = 9)<a href="#cite_note-pmid16095048-51">[51]</a>  ♦  < LOD (n = 60); 160–540 ng/L (n = 5)<a href="#cite_note-pmid11763413-113">[113]</a>  ♦  Detected in n = 10 by GC-MS<a href="#cite_note-pmid271509-117">[117]</a> </td></tr> <tr style="vertical-align:middle; background:oldLace;"> <td style="width:60px;">Feces </td> <td style="width:400px;">< 50 ng/kg (n = 12); 130 ng/kg (n = 1)<a href="#cite_note-pmid16095048-51">[51]</a> </td></tr> <tr style="vertical-align:middle; background:oldLace;"> <td style="width:60px;">Kidney </td> <td style="width:400px;">15 ng/kg (n = 1)<a href="#cite_note-pmid16095048-51">[51]</a> </td></tr> <tr style="vertical-align:middle; background:oldLace;"> <td style="width:60px;">Lung </td> <td style="width:400px;">14 ng/kg (n = 1)<a href="#cite_note-pmid16095048-51">[51]</a> </td></tr> <tr> <td style="vertical-align:middle; background:oldLace; width:60px;"><a href="/wiki/Lumbar_puncture" title="Lumbar puncture">Lumbar</a> CSF </td> <td style="vertical-align:middle; background:oldLace; width:400px;">100,370 ng/L (n = 1); 2,330–7,210 ng/L (n = 3); 350 & 850 ng/L (n = 2)<a href="#cite_note-pmid289421-52">[52]</a> </td></tr> <tr> <th rowspan="4" style="background:#dcdcdc; vertical-align:top; text-align:center; width:30px;">Rat </th> <td style="vertical-align:middle; background:#dcdcdc; width:60px;">Kidney </td> <td style="vertical-align:middle; background:#dcdcdc; width:400px;">12 & 16 ng/kg (n = 2)<a href="#cite_note-pmid16095048-51">[51]</a> </td></tr> <tr style="vertical-align:middle; background:#dcdcdc;"> <td style="width:60px;">Lung </td> <td style="width:400px;">22 & 12 ng/kg (n = 2)<a href="#cite_note-pmid16095048-51">[51]</a> </td></tr> <tr style="vertical-align:middle; background:#dcdcdc;"> <td style="width:60px;">Liver </td> <td style="width:400px;">6 & 10 ng/kg (n = 2)<a href="#cite_note-pmid16095048-51">[51]</a> </td></tr> <tr> <td style="vertical-align:middle; background:#dcdcdc; width:60px;">Brain </td> <td style="vertical-align:middle; background:#dcdcdc; width:400px;">10 & 15 ng/kg (n = 2)<a href="#cite_note-pmid16095048-51">[51]</a>  ♦  Measured in <a href="/wiki/Synaptic_vesicle" title="Synaptic vesicle">synaptic vesicular</a> <a href="/wiki/Fractionation" title="Fractionation">fraction</a><a href="#cite_note-pmid20877-53">[53]</a> </td></tr> <tr> <th style="vertical-align:middle; background:honeyDew; width:30px;">Rabbit </th> <td style="vertical-align:middle; background:honeyDew; width:60px;">Liver </td> <td style="vertical-align:middle; background:honeyDew; width:400px;">< 10 ng/kg (n = 1)<a href="#cite_note-pmid16095048-51">[51]</a> </td></tr></tbody></table> A 2013 study found DMT in <a href="/wiki/Microdialysis" title="Microdialysis">microdialysate</a> obtained from a rat's pineal gland, providing evidence of endogenous DMT in the mammalian brain.<a href="#cite_note-pmid23881860-105">[105]</a> In 2019 experiments showed that the rat brain is capable of synthesizing and releasing DMT. These results raise the possibility that this phenomenon may occur similarly in human brains.<a href="#cite_note-Dean_2019-55">[55]</a> <div class="mw-heading mw-heading3"><h3 id="Detection_in_body_fluids">Detection in body fluids</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=29" title="Edit section: Detection in body fluids">edit</a>]</div> DMT may be measured in blood, plasma or urine using chromatographic techniques as a diagnostic tool in clinical poisoning situations or to aid in the medicolegal investigation of suspicious deaths. In general, blood or plasma DMT levels in recreational users of the drug are in the 10–30 μg/L range during the first several hours post-ingestion.[<a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed">citation needed</a>] Less than 0.1% of an oral dose is eliminated unchanged in the 24-hour urine of humans.<a href="#cite_note-118">[118]</a><a href="#cite_note-119">[119]</a>[<a href="/wiki/Wikipedia:Please_clarify" title="Wikipedia:Please clarify">clarification needed</a>] <div class="mw-heading mw-heading4"><h4 id="INMT">INMT</h4>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=30" title="Edit section: INMT">edit</a>]</div> Before techniques of <a href="/wiki/Molecular_biology" title="Molecular biology">molecular biology</a> were used to localize <a href="/wiki/Indolethylamine_N-methyltransferase" class="mw-redirect" title="Indolethylamine N-methyltransferase">indolethylamine N-methyltransferase</a> (INMT),<a href="#cite_note-pmid9852119-97">[97]</a><a href="#cite_note-pmid10552930-99">[99]</a> characterization and localization went on a par: samples of the biological material where INMT is hypothesized to be active are subject to <a href="/wiki/Enzyme_assay" title="Enzyme assay">enzyme assay</a>. Those enzyme assays are performed either with a radiolabeled methyl donor like (14C-CH3)SAM to which known amounts of unlabeled substrates like tryptamine are added<a href="#cite_note-pmid779022-94">[94]</a> or with addition of a radiolabeled substrate like (14C)NMT to demonstrate <a href="/wiki/In_vivo" title="In vivo">in vivo</a> formation.<a href="#cite_note-pmid6792104-95">[95]</a><a href="#cite_note-pmid14361-98">[98]</a> As qualitative determination of the radioactively tagged product of the enzymatic reaction is sufficient to characterize INMT existence and activity (or lack of), analytical methods used in INMT assays are not required to be as sensitive as those needed to directly detect and quantify the minute amounts of endogenously formed DMT. The essentially qualitative method <a href="/wiki/Thin_layer_chromatography" class="mw-redirect" title="Thin layer chromatography">thin layer chromatography</a> (TLC) was thus used in a vast majority of studies.<a href="#cite_note-pmid779022-94">[94]</a> Also, robust evidence that INMT can catalyze transmethylation of tryptamine into NMT and DMT could be provided with <a href="/wiki/Isotopic_dilution" class="mw-redirect" title="Isotopic dilution">reverse isotope dilution analysis</a> coupled to <a href="/wiki/Mass_spectrometry" title="Mass spectrometry">mass spectrometry</a> for rabbit<a href="#cite_note-pmid5150167-120">[120]</a><a href="#cite_note-pmid1056183-121">[121]</a> and human<a href="#cite_note-pmid5034200-122">[122]</a> lung during the early 1970s. Selectivity rather than sensitivity proved to be a challenge for some TLC methods with the discovery in 1974–1975 that incubating rat blood cells or brain tissue with (14C-CH3)SAM and NMT as substrate mostly yields tetrahydro-β-carboline derivatives,<a href="#cite_note-pmid779022-94">[94]</a><a href="#cite_note-pmid6792104-95">[95]</a><a href="#cite_note-pmid1067427-123">[123]</a> and negligible amounts of DMT in brain tissue.<a href="#cite_note-pmid779022-94">[94]</a> It is indeed simultaneously realized that the TLC methods used thus far in almost all published studies on INMT and DMT biosynthesis are incapable to resolve DMT from those tetrahydro-β-carbolines.<a href="#cite_note-pmid779022-94">[94]</a> These findings are a blow for all previous claims of evidence of INMT activity and DMT biosynthesis in avian<a href="#cite_note-pmid5793241-124">[124]</a> and mammalian brain,<a href="#cite_note-pmid5279043-125">[125]</a><a href="#cite_note-pmid4703789-126">[126]</a> including <a href="/wiki/In_vivo" title="In vivo">in vivo</a>,<a href="#cite_note-pmid5059565-127">[127]</a><a href="#cite_note-pmid4725358-128">[128]</a> as they all relied upon use of the problematic TLC methods:<a href="#cite_note-pmid779022-94">[94]</a> their validity is doubted in replication studies that make use of improved TLC methods, and fail to evidence DMT-producing INMT activity in rat and human brain tissues.<a href="#cite_note-pmid963555-129">[129]</a><a href="#cite_note-pmid823298-130">[130]</a> Published in 1978, the last study attempting to evidence <a href="/wiki/In_vivo" title="In vivo">in vivo</a> INMT activity and DMT production in brain (rat) with TLC methods finds biotransformation of radiolabeled tryptamine into DMT to be real but "insignificant".<a href="#cite_note-pmid279646-131">[131]</a> Capability of the method used in this latter study to resolve DMT from tetrahydro-β-carbolines is questioned later.<a href="#cite_note-pmid6792104-95">[95]</a> To localize INMT, a qualitative leap is accomplished with use of modern techniques of <a href="/wiki/Molecular_biology" title="Molecular biology">molecular biology</a>, and of <a href="/wiki/Immunohistochemistry" title="Immunohistochemistry">immunohistochemistry</a>. In humans, a gene encoding INMT is determined to be located on <a href="/wiki/Chromosome_7_(human)" class="mw-redirect" title="Chromosome 7 (human)">chromosome 7</a>.<a href="#cite_note-pmid10552930-99">[99]</a> <a href="/wiki/Northern_blot" title="Northern blot">Northern blot analyses</a> reveal INMT <a href="/wiki/Messenger_RNA" title="Messenger RNA">messenger RNA</a> (mRNA) to be highly expressed in rabbit lung,<a href="#cite_note-pmid9852119-97">[97]</a> and in human <a href="/wiki/Thyroid" title="Thyroid">thyroid</a>, <a href="/wiki/Adrenal_gland" title="Adrenal gland">adrenal gland</a>, and lung.<a href="#cite_note-pmid10552930-99">[99]</a><a href="#cite_note-UniProtO95050-132">[132]</a> Intermediate levels of expression are found in human heart, skeletal muscle, trachea, stomach, small intestine, pancreas, testis, prostate, placenta, <a href="/wiki/Lymph_node" title="Lymph node">lymph node</a>, and spinal cord.<a href="#cite_note-pmid10552930-99">[99]</a><a href="#cite_note-UniProtO95050-132">[132]</a> Low to very low levels of expression are noted in rabbit brain,<a href="#cite_note-pmid10552930-99">[99]</a> and human <a href="/wiki/Thymus" title="Thymus">thymus</a>, liver, <a href="/wiki/Spleen" title="Spleen">spleen</a>, kidney, colon, ovary, and <a href="/wiki/Bone_marrow" title="Bone marrow">bone marrow</a>.<a href="#cite_note-pmid10552930-99">[99]</a><a href="#cite_note-UniProtO95050-132">[132]</a> INMT mRNA expression is absent in human peripheral blood <a href="/wiki/White_blood_cell" title="White blood cell">leukocytes</a>, whole brain, and in tissue from seven specific brain regions (thalamus, subthalamic nucleus, caudate nucleus, hippocampus, amygdala, substantia nigra, and corpus callosum).<a href="#cite_note-pmid10552930-99">[99]</a><a href="#cite_note-UniProtO95050-132">[132]</a> <a href="/wiki/Immunohistochemistry" title="Immunohistochemistry">Immunohistochemistry</a> showed INMT to be present in large amounts in <a href="/wiki/Goblet_cell" title="Goblet cell">glandular epithelial cells</a> of small and large intestines. In 2011, immunohistochemistry revealed the presence of INMT in primate nervous tissue including retina, spinal cord motor neurons, and pineal gland.<a href="#cite_note-Cozzi_N.V.,_Mavlyutov_T.A.,_Thompson_M.A.,_Ruoho_A.E._2011_840.19-56">[56]</a> A 2020 study using <a href="/wiki/In-situ_hybridization" class="mw-redirect" title="In-situ hybridization">in-situ hybridization</a>, a far more accurate tool than the northern blot analysis, found mRNA coding for INMT expressed in the human cerebral cortex, choroid plexus, and pineal gland.<a href="#cite_note-Dean_2019-55">[55]</a> <div class="mw-heading mw-heading2"><h2 id="Pharmacology">Pharmacology</h2>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=31" title="Edit section: Pharmacology">edit</a>]</div> <div class="mw-heading mw-heading3"><h3 id="Pharmacodynamics">Pharmacodynamics</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=32" title="Edit section: Pharmacodynamics">edit</a>]</div> <table class="wikitable sortable" style="margin-left: 8px; float:right; text-align:center"> <caption>DMT binding at human <a href="/wiki/G_protein-coupled_receptor" title="G protein-coupled receptor">GPCRs</a> and <a href="/wiki/Monoamine_transporter" title="Monoamine transporter">monoamine transporters</a> </caption> <tbody><tr> <th>Human protein </th> <th>Binding affinity Ki (<a href="/wiki/Micromolar" class="mw-redirect" title="Micromolar"><abbr title="micromolar">μM</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip micromolar)<a href="#cite_note-pmid27216487-133">[133]</a> </th></tr> <tr> <td><a href="/wiki/5-HT1A_receptor" title="5-HT1A receptor">5-HT1A</a> </td> <td>0.075 </td></tr> <tr> <td><a href="/wiki/5-HT2A_receptor" title="5-HT2A receptor">5-HT2A</a> </td> <td>0.237 </td></tr> <tr> <td><a href="/wiki/5-HT2C_receptor" title="5-HT2C receptor">5-HT2C</a> </td> <td>0.424 </td></tr> <tr> <td><a href="/wiki/Dopamine_receptor_D1" title="Dopamine receptor D1">D1</a> </td> <td>6 </td></tr> <tr> <td><a href="/wiki/Dopamine_receptor_D2" title="Dopamine receptor D2">D2</a> </td> <td>3 </td></tr> <tr> <td><a href="/wiki/Dopamine_receptor_D3" title="Dopamine receptor D3">D3</a> </td> <td>6.3 </td></tr> <tr> <td><a href="/wiki/Alpha-1A_adrenergic_receptor" title="Alpha-1A adrenergic receptor">α1A</a> </td> <td>1.3 </td></tr> <tr> <td><a href="/wiki/Alpha-2A_adrenergic_receptor" title="Alpha-2A adrenergic receptor">α2A</a> </td> <td>2.1 </td></tr> <tr> <td><a href="/wiki/TAAR1" title="TAAR1">TAAR1</a> </td> <td>2.2 </td></tr> <tr> <td><a href="/wiki/Histamine_H1_receptor" title="Histamine H1 receptor">H1</a> </td> <td>0.22 </td></tr> <tr> <td><a href="/wiki/Serotonin_transporter" title="Serotonin transporter">SERT</a> </td> <td>6 </td></tr> <tr> <td><a href="/wiki/Dopamine_transporter" title="Dopamine transporter">DAT</a> </td> <td>22 </td></tr> <tr> <td><a href="/wiki/Norepinephrine_transporter" title="Norepinephrine transporter">NET</a> </td> <td>6.5 </td></tr></tbody></table> DMT binds non-<a href="/wiki/Binding_selectivity" title="Binding selectivity">selectively</a> with <a href="/wiki/Affinity_(pharmacology)" class="mw-redirect" title="Affinity (pharmacology)">affinities</a> below 0.6 μmol/L to the following <a href="/wiki/Serotonin_receptor" class="mw-redirect" title="Serotonin receptor">serotonin receptors</a>: <a href="/wiki/5-HT1A_receptor" title="5-HT1A receptor">5-HT1A</a>,<a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid1828347-135">[135]</a><a href="#cite_note-pmid2540505-136">[136]</a> <a href="/wiki/5-HT1B_receptor" title="5-HT1B receptor">5-HT1B</a>,<a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid20126400-137">[137]</a> <a href="/wiki/5-HT1D_receptor" title="5-HT1D receptor">5-HT1D</a>,<a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid2540505-136">[136]</a><a href="#cite_note-pmid20126400-137">[137]</a> <a href="/wiki/5-HT2A_receptor" title="5-HT2A receptor">5-HT2A</a>,<a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid2540505-136">[136]</a><a href="#cite_note-pmid20126400-137">[137]</a><a href="#cite_note-pmid9768567-138">[138]</a> <a href="/wiki/5-HT2B_receptor" title="5-HT2B receptor">5-HT2B</a>,<a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid20126400-137">[137]</a> <a href="/wiki/5-HT2C_receptor" title="5-HT2C receptor">5-HT2C</a>,<a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid20126400-137">[137]</a><a href="#cite_note-pmid9768567-138">[138]</a> <a href="/wiki/5-HT6_receptor" title="5-HT6 receptor">5-HT6</a>,<a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid20126400-137">[137]</a> and <a href="/wiki/5-HT7_receptor" title="5-HT7 receptor">5-HT7</a>.<a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid20126400-137">[137]</a> An <a href="/wiki/Agonist" title="Agonist">agonist</a> action has been determined at 5-HT1A,<a href="#cite_note-pmid1828347-135">[135]</a> 5-HT2A and 5-HT2C.<a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid20126400-137">[137]</a><a href="#cite_note-pmid9768567-138">[138]</a> Its <a href="/wiki/Intrinsic_activity" title="Intrinsic activity">efficacies</a> at other serotonin receptors remain to be determined. Of special interest will be the determination of its efficacy at human 5-HT2B receptor as two in vitro assays evidenced DMT's high affinity for this receptor: 0.108 μmol/L<a href="#cite_note-pmid20126400-137">[137]</a> and 0.184 μmol/L.<a href="#cite_note-pmid19881490-134">[134]</a> This may be of importance because chronic or frequent uses of serotonergic drugs showing preferential high affinity and clear agonism at 5-HT2B receptor have been causally linked to <a href="/wiki/Valvular_heart_disease" title="Valvular heart disease">valvular heart disease</a>.<a href="#cite_note-pmid19505264-139">[139]</a><a href="#cite_note-pmid17202450-140">[140]</a><a href="#cite_note-141">[141]</a> It has also been shown to possess affinity for the <a href="/wiki/Dopamine" title="Dopamine">dopamine</a> <a href="/wiki/D1_receptor" class="mw-redirect" title="D1 receptor">D1</a>, <a href="/wiki/%CE%911-adrenergic_receptor" class="mw-redirect" title="Α1-adrenergic receptor">α1-adrenergic</a>, <a href="/wiki/%CE%912-adrenergic_receptor" class="mw-redirect" title="Α2-adrenergic receptor">α2-adrenergic</a>, <a href="/wiki/Imidazoline_receptor" title="Imidazoline receptor">imidazoline-1</a>, and <a href="/wiki/Sigma-1_receptor" title="Sigma-1 receptor">σ1</a> <a href="/wiki/Receptor_(biochemistry)" title="Receptor (biochemistry)">receptors</a>.<a href="#cite_note-pmid2540505-136">[136]</a><a href="#cite_note-pmid20126400-137">[137]</a><a href="#cite_note-pmid16962229-142">[142]</a> Converging lines of evidence established activation of the σ1 receptor at concentrations of 50–100 μmol/L.<a href="#cite_note-pmid19213917-143">[143]</a> Its efficacies at the other receptor binding sites are unclear. It has also been shown in vitro to be a <a href="/wiki/Substrate_(biochemistry)" class="mw-redirect" title="Substrate (biochemistry)">substrate</a> for the cell-surface <a href="/wiki/Serotonin_transporter" title="Serotonin transporter">serotonin transporter</a> (SERT) expressed in human platelets, and the rat <a href="/wiki/Vesicular_monoamine_transporter_2" title="Vesicular monoamine transporter 2">vesicular monoamine transporter 2</a> (VMAT2), which was transiently expressed in <a href="/wiki/Fall_armyworm" title="Fall armyworm">fall armyworm</a> Sf9 cells. DMT inhibited SERT-mediated serotonin uptake into platelets at an average concentration of 4.00 ± 0.70 μmol/L and VMAT2-mediated serotonin uptake at an average concentration of 93 ± 6.8 μmol/L.<a href="#cite_note-pmid19756361-144">[144]</a> In addition, DMT is a potent <a href="/wiki/Serotonin_releasing_agent" title="Serotonin releasing agent">serotonin releasing agent</a> with an <a href="/wiki/Half-maximal_effective_concentration" class="mw-redirect" title="Half-maximal effective concentration"><abbr title="half-maximal effective concentration">EC50</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip half-maximal effective concentration value of 114 nM.<a href="#cite_note-BloughLandavazoDecker2014-145">[145]</a> As with other so-called "classical hallucinogens",<a href="#cite_note-nida1994-146">[146]</a> a large part of DMT psychedelic effects can be attributed to a <a href="/wiki/Functionally_selective" class="mw-redirect" title="Functionally selective">functionally selective</a> activation of the 5-HT2A receptor.<a href="#cite_note-pmid8297216-28">[28]</a><a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid17977517-147">[147]</a><a href="#cite_note-pmid14761703-148">[148]</a><a href="#cite_note-pmid9875725-149">[149]</a><a href="#cite_note-pmid8788488-150">[150]</a><a href="#cite_note-pmid6513725-151">[151]</a> DMT concentrations eliciting 50% of its maximal effect (half maximal effective concentration = <a href="/wiki/EC50" title="EC50">EC50</a>) at the human 5-HT2A receptor in vitro are in the 0.118–0.983 μmol/L range.<a href="#cite_note-pmid19881490-134">[134]</a><a href="#cite_note-pmid20126400-137">[137]</a><a href="#cite_note-pmid9768567-138">[138]</a><a href="#cite_note-pmid9023266-152">[152]</a> This range of values coincides well with the range of concentrations measured in blood and plasma after administration of a fully psychedelic dose (see <a href="#Pharmacokinetics">Pharmacokinetics</a>). As DMT has been shown to have slightly better efficacy (EC50) at human serotonin 2C receptor than at the 2A receptor,<a href="#cite_note-pmid20126400-137">[137]</a><a href="#cite_note-pmid9768567-138">[138]</a> 5-HT2C is also likely implicated in DMT's overall effects.<a href="#cite_note-pmid14761703-148">[148]</a><a href="#cite_note-pmid20165943-153">[153]</a> Other receptors such as 5-HT1A<a href="#cite_note-pmid2540505-136">[136]</a><a href="#cite_note-pmid14761703-148">[148]</a><a href="#cite_note-pmid8788488-150">[150]</a> and σ1<a href="#cite_note-pmid19213917-143">[143]</a><a href="#cite_note-pmid19278957-154">[154]</a> may also play a role. In 2009, it was hypothesized that DMT may be an <a href="/wiki/Endogenous_ligand" class="mw-redirect" title="Endogenous ligand">endogenous ligand</a> for the σ1 receptor.<a href="#cite_note-pmid19213917-143">[143]</a><a href="#cite_note-pmid19278957-154">[154]</a> The concentration of DMT needed for σ1 activation in vitro (50–100 μmol/L) is similar to the behaviorally active concentration measured in <a href="/wiki/Mouse_brain" title="Mouse brain">mouse brain</a> of approximately 106 μmol/L<a href="#cite_note-pmid6798607-155">[155]</a> This is minimally 4 orders of magnitude higher than the average concentrations measured in rat brain tissue or human plasma under basal conditions (see <a href="#Endogenous_DMT">Endogenous DMT</a>), so σ1 receptors are likely to be activated only under conditions of high local DMT concentrations. If DMT is stored in synaptic vesicles,<a href="#cite_note-pmid19756361-144">[144]</a> such concentrations might occur during vesicular release. To illustrate, while the average concentration of serotonin in brain tissue is in the 1.5–4 μmol/L range,<a href="#cite_note-pmid20723248-156">[156]</a><a href="#cite_note-pmid16146432-157">[157]</a> the concentration of serotonin in synaptic vesicles was measured at 270 mM.<a href="#cite_note-pmid11086995-158">[158]</a> Following vesicular release, the resulting concentration of serotonin in the synaptic cleft, to which serotonin receptors are exposed, is estimated to be about 300 μmol/L. Thus, while in vitro receptor binding affinities, efficacies, and average concentrations in tissue or plasma are useful, they are not likely to predict DMT concentrations in the vesicles or at synaptic or intracellular receptors. Under these conditions, notions of receptor selectivity are moot, and it seems probable that most of the receptors identified as targets for DMT (see above) participate in producing its psychedelic effects. In September 2020, an <a href="/wiki/In_vitro" title="In vitro">in vitro</a> and <a href="/wiki/In_vivo" title="In vivo">in vivo</a> study found that DMT present in the ayahuasca infusion promotes <a href="/wiki/Neurogenesis" title="Neurogenesis">neurogenesis</a>, meaning it helps with generating <a href="/wiki/Neuron" title="Neuron">neurons</a>.<a href="#cite_note-159">[159]</a> <div class="mw-heading mw-heading3"><h3 id="Pharmacokinetics">Pharmacokinetics</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=33" title="Edit section: Pharmacokinetics">edit</a>]</div> DMT peak level concentrations (Cmax) measured in whole blood after intramuscular (IM) injection (0.7 mg/kg, n = 11)<a href="#cite_note-pmid4607811-160">[160]</a> and in plasma following intravenous (IV) administration (0.4 mg/kg, n = 10)<a href="#cite_note-pmid8297216-28">[28]</a> of fully psychedelic doses are in the range of around 14 to 154 μg/L and 32 to 204 μg/L, respectively. The corresponding <a href="/wiki/Molar_concentration" title="Molar concentration">molar concentrations</a> of DMT are therefore in the range of 0.074–0.818 μmol/L in whole blood and 0.170–1.08 μmol in plasma. However, several studies have described active transport and accumulation of DMT into rat and dog brains following peripheral administration.<a href="#cite_note-pmid6812592-161">[161]</a><a href="#cite_note-pmid41604-162">[162]</a><a href="#cite_note-pmid3472526-163">[163]</a><a href="#cite_note-pmid3866749-164">[164]</a><a href="#cite_note-pmid3489620-165">[165]</a> Similar active transport, and accumulation processes likely occur in human brains and may concentrate DMT in brain by several-fold or more (relatively to blood), resulting in local concentrations in the micromolar or higher range. Such concentrations would be commensurate with serotonin brain tissue concentrations, which have been consistently determined to be in the 1.5–4 μmol/L range.<a href="#cite_note-pmid20723248-156">[156]</a><a href="#cite_note-pmid16146432-157">[157]</a> Closely coextending with peak psychedelic effects, mean time to reach peak concentrations (Tmax) was determined to be 10–15 minutes in whole blood after IM injection,<a href="#cite_note-pmid4607811-160">[160]</a> and 2 minutes in plasma after IV administration.<a href="#cite_note-pmid8297216-28">[28]</a> When taken orally mixed in an <a href="/wiki/Ayahuasca" title="Ayahuasca">ayahuasca</a> <a href="/wiki/Decoction" title="Decoction">decoction</a>, and in <a href="/wiki/Freeze-drying" class="mw-redirect" title="Freeze-drying">freeze-dried</a> ayahuasca <a href="/wiki/Capsule_(pharmacy)#Two-piece_gel_encapsulation" title="Capsule (pharmacy)">gel caps</a>, DMT Tmax is considerably delayed: 107.59 ± 32.5 minutes,<a href="#cite_note-pmid10404423-166">[166]</a> and 90–120 minutes,<a href="#cite_note-pmid12660312-167">[167]</a> respectively. The pharmacokinetics for vaporizing DMT have not been studied or reported.[<a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed">citation needed</a>] Due to its <a href="/wiki/Lipophilicity" title="Lipophilicity">lipophilicity</a>, DMT easily crosses the <a href="/wiki/Blood%E2%80%93brain_barrier" title="Blood–brain barrier">blood–brain barrier</a> and enters the <a href="/wiki/Central_nervous_system" title="Central nervous system">central nervous system</a>.<a href="#cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">[4]</a> <div class="mw-heading mw-heading2"><h2 id="Society_and_culture">Society and culture</h2>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=34" title="Edit section: Society and culture">edit</a>]</div> <div class="mw-heading mw-heading3"><h3 id="Legal_status">Legal status</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=35" title="Edit section: Legal status">edit</a>]</div> <div class="mw-heading mw-heading4"><h4 id="International_law">International law</h4>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=36" title="Edit section: International law">edit</a>]</div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Convention_on_Psychotropic_Substances" title="Convention on Psychotropic Substances">Convention on Psychotropic Substances</a></div> Internationally DMT is illegal to possess without authorisation, exemption or license, but ayahuasca and DMT brews and preparations are lawful. DMT is controlled by the Convention on Psychotropic Substances at the international level. The Convention makes it illegal to possess, buy, purchase, sell, to retail and to dispense without a licence. <div class="mw-heading mw-heading4"><h4 id="By_country_and_continent">By country and continent</h4>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=37" title="Edit section: By country and continent">edit</a>]</div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Legal_status_of_ayahuasca_by_country" title="Legal status of ayahuasca by country">Legal status of ayahuasca by country</a></div> In some countries, ayahuasca is a forbidden or controlled or regulated substance, while in other countries it is not a controlled substance or its production, consumption, and sale, is allowed to various degrees. <div class="mw-heading mw-heading5"><h5 id="Asia">Asia</h5>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=38" title="Edit section: Asia">edit</a>]</div> <ul><li><a href="/wiki/Israel" title="Israel">Israel</a> – DMT is an illegal substance; production, trade and possession are prosecuted as crimes.<a href="#cite_note-judge-168">[168]</a></li> <li><a href="/wiki/India" title="India">India</a> – DMT is illegal to produce, transport, trade in or possess with a minimum prison or jail punishment of ten years.<a href="#cite_note-169">[169]</a></li></ul> <div class="mw-heading mw-heading5"><h5 id="Europe">Europe</h5>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=39" title="Edit section: Europe">edit</a>]</div> <ul><li><a href="/wiki/France" title="France">France</a> – DMT, along with most of its plant sources, is classified as a stupéfiant (<a href="/wiki/Narcotic" title="Narcotic">narcotic</a>).</li> <li><a href="/wiki/Germany" title="Germany">Germany</a> – DMT is prohibited as a class I drug.<a href="#cite_note-170">[170]</a></li> <li><a href="/wiki/Republic_of_Ireland" title="Republic of Ireland">Republic of Ireland</a> – DMT is an illegal Schedule 1 drug under the <a href="/wiki/Misuse_of_Drugs_Act_(Ireland)" class="mw-redirect" title="Misuse of Drugs Act (Ireland)">Misuse of Drugs Acts</a>.<a href="#cite_note-171">[171]</a> An attempt in 2014 by a member of the <a href="/wiki/Santo_Daime" title="Santo Daime">Santo Daime</a> church to gain a religious exemption to import the drug failed.<a href="#cite_note-172">[172]</a></li> <li><a href="/wiki/Latvia" title="Latvia">Latvia</a> — DMT is prohibited as a Schedule I drug.<a href="#cite_note-173">[173]</a><a href="#cite_note-174">[174]</a></li> <li><a href="/wiki/Netherlands" title="Netherlands">Netherlands</a> – The drug is banned as it is classified as a List 1 Drug per the <a href="/wiki/Opium_Law" title="Opium Law">Opium Law</a>. Production, trade and possession of DMT are prohibited.</li> <li><a href="/wiki/Russia" title="Russia">Russia</a> – Classified as a Schedule I narcotic, including its derivatives (see <a href="/wiki/Sumatriptan" title="Sumatriptan">sumatriptan</a> and <a href="/wiki/Zolmitriptan" title="Zolmitriptan">zolmitriptan</a>).<a href="#cite_note-175">[175]</a></li> <li><a href="/wiki/Serbia" title="Serbia">Serbia</a> – DMT, along with stereoisomers and salts is classified as List 4 (Psychotropic substances) substance according to Act on Control of Psychoactive Substances.</li> <li><a href="/wiki/Sweden" title="Sweden">Sweden</a> – DMT is considered a Schedule 1 drug. The Swedish supreme court concluded in 2018 that possession of processed plant material containing a significant amount of DMT is illegal. However, possession of unprocessed such plant material was ruled legal.<a href="#cite_note-176">[176]</a><a href="#cite_note-177">[177]</a></li> <li><a href="/wiki/United_Kingdom" title="United Kingdom">United Kingdom</a> – DMT is classified as a <a href="/wiki/Misuse_of_Drugs_Act_1971" title="Misuse of Drugs Act 1971">Class A drug</a>.</li> <li><a href="/wiki/Belgium" title="Belgium">Belgium</a> – DMT cannot be possessed, sold, purchased or imported. Usage is not specifically prohibited, but since usage implies possession one could be prosecuted that way.<a href="#cite_note-178">[178]</a></li></ul> <div class="mw-heading mw-heading5"><h5 id="North_America">North America</h5>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=40" title="Edit section: North America">edit</a>]</div> <ul><li><a href="/wiki/Canada" title="Canada">Canada</a> – DMT is classified as a <a href="/wiki/Controlled_Drugs_and_Substances_Act" title="Controlled Drugs and Substances Act">Schedule III</a> drug under the Controlled Drugs and Substances Act, but is legal for religious groups to use.<a href="#cite_note-179">[179]</a> In 2017 the <a href="/wiki/Santo_Daime" title="Santo Daime">Santo Daime</a> Church Céu do Montréal received religious exemption to use <a href="/wiki/Ayahuasca" title="Ayahuasca">Ayahuasca</a> as a sacrament in their rituals.<a href="#cite_note-180">[180]</a></li></ul> <ul><li><a href="/wiki/United_States" title="United States">United States</a> – DMT is classified in the United States as a <a href="/wiki/List_of_Schedule_I_drugs_(US)" class="mw-redirect" title="List of Schedule I drugs (US)">Schedule I</a> drug under the <a href="/wiki/Controlled_Substances_Act" title="Controlled Substances Act">Controlled Substances Act of 1970</a>.</li></ul> In December 2004, the <a href="/wiki/Supreme_Court_of_the_United_States" title="Supreme Court of the United States">Supreme Court</a> lifted a stay, thereby allowing the <a href="/wiki/Brazil" title="Brazil">Brazil</a>-based <a href="/wiki/Uni%C3%A3o_do_Vegetal" title="União do Vegetal">União do Vegetal</a> (UDV) church to use a decoction containing DMT in their Christmas services that year. This decoction is a tea made from boiled leaves and vines, known as <a href="/wiki/Hoasca" class="mw-redirect" title="Hoasca">hoasca</a> within the UDV, and <a href="/wiki/Ayahuasca" title="Ayahuasca">ayahuasca</a> in different cultures. In <a href="/wiki/Gonzales_v._O_Centro_Esp%C3%ADrita_Beneficente_Uni%C3%A3o_do_Vegetal" title="Gonzales v. O Centro Espírita Beneficente União do Vegetal">Gonzales v. O Centro Espírita Beneficente União do Vegetal</a>, the Supreme Court heard arguments on 1 November 2005, and unanimously ruled in February 2006 that the U.S. federal government must allow the UDV to import and consume the tea for religious ceremonies under the 1993 <a href="/wiki/Religious_Freedom_Restoration_Act" title="Religious Freedom Restoration Act">Religious Freedom Restoration Act</a>. In September 2008, the three <a href="/wiki/Santo_Daime" title="Santo Daime">Santo Daime</a> churches filed suit in federal court to gain legal status to import DMT-containing <a href="/wiki/Ayahuasca" title="Ayahuasca">ayahuasca</a> tea. The case, <a href="/wiki/Santo_Daime" title="Santo Daime">Church of the Holy Light of the Queen</a> v. Mukasey,<a href="#cite_note-181">[181]</a> presided over by U.S. District Judge <a href="/wiki/Owen_M._Panner" title="Owen M. Panner">Owen M. Panner</a>, was ruled in favor of the Santo Daime church. As of 21 March 2009, a federal judge says members of the church in <a href="/wiki/Ashland,_Oregon" title="Ashland, Oregon">Ashland</a> can import, distribute and brew ayahuasca. Panner issued a permanent injunction barring the government from prohibiting or penalizing the sacramental use of "Daime tea". Panner's order said activities of The Church of the Holy Light of the Queen are legal and protected under <a href="/wiki/Freedom_of_religion" title="Freedom of religion">freedom of religion</a>. His order prohibits the federal government from interfering with and prosecuting church members who follow a list of regulations set out in his order.<a href="#cite_note-182">[182]</a> <div class="mw-heading mw-heading5"><h5 id="Oceania">Oceania</h5>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=41" title="Edit section: Oceania">edit</a>]</div> <ul><li><a href="/wiki/New_Zealand" title="New Zealand">New Zealand</a> – DMT is classified as a Class A drug under the <a href="/wiki/Misuse_of_Drugs_Act_1975" title="Misuse of Drugs Act 1975">Misuse of Drugs Act 1975</a>.<a href="#cite_note-183">[183]</a><a href="#cite_note-NZMoDA-184">[184]</a></li> <li><a href="/wiki/Australia" title="Australia">Australia</a> – DMT is listed as a Schedule 9 prohibited substance in <a href="/wiki/Australia" title="Australia">Australia</a> under the <a href="/wiki/Standard_for_the_Uniform_Scheduling_of_Medicines_and_Poisons" title="Standard for the Uniform Scheduling of Medicines and Poisons">Poisons Standard</a> (October 2015).<a href="#cite_note-Poisons_Standard-185">[185]</a> A Schedule 9 drug is outlined in the <a href="/w/index.php?title=Poisons_Act_1964&action=edit&redlink=1" class="new" title="Poisons Act 1964 (page does not exist)">Poisons Act 1964</a> as "Substances which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of the CEO."<a href="#cite_note-186">[186]</a> Between 2011 and 2012, the <a href="/wiki/Australian_federal_government" class="mw-redirect" title="Australian federal government">Australian federal government</a> was considering changes to the <a href="/wiki/Criminal_law_of_Australia" title="Criminal law of Australia">Australian Criminal Code</a> that would classify any plants containing any amount of DMT as "controlled plants".<a href="#cite_note-187">[187]</a> DMT itself was already controlled under current laws. The proposed changes included other similar blanket bans for other substances, such as a ban on any and all plants containing <a href="/wiki/Mescaline" title="Mescaline">mescaline</a> or <a href="/wiki/Ephedrine" title="Ephedrine">ephedrine</a>. The proposal was not pursued after political embarrassment on realisation that this would make the official <a href="/wiki/List_of_Australian_floral_emblems" title="List of Australian floral emblems">Floral Emblem of Australia</a>, <a href="/wiki/Acacia_pycnantha" title="Acacia pycnantha">Acacia pycnantha</a> (Golden Wattle), illegal.[<a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed">citation needed</a>] The Therapeutic Goods Administration and federal authority had considered a motion to ban the same, but this was withdrawn in May 2012 (as DMT may still hold potential entheogenic value to native and/or religious people).<a href="#cite_note-188">[188]</a> Under the <a href="/w/index.php?title=Misuse_of_Drugs_Act_1981&action=edit&redlink=1" class="new" title="Misuse of Drugs Act 1981 (page does not exist)">Misuse of Drugs Act 1981</a> 6.0 g (3/16 oz) of DMT is considered enough to determine a court of trial and 2.0 g (1/16 oz) is considered intent to sell and supply.<a href="#cite_note-189">[189]</a></li></ul> <div class="mw-heading mw-heading3"><h3 id="Black_market">Black market</h3>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=42" title="Edit section: Black market">edit</a>]</div> <a href="/wiki/Construction_of_electronic_cigarettes" title="Construction of electronic cigarettes">Electronic cigarette cartridges</a> filled with DMT started to be sold on the black market in 2018.<a href="#cite_note-190">[190]</a> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=43" title="Edit section: See also">edit</a>]</div> <ul><li><a href="/wiki/Dimethyltryptamine-N-oxide" title="Dimethyltryptamine-N-oxide">Dimethyltryptamine-N-oxide</a></li> <li><a href="/wiki/Psychedelic_drug" title="Psychedelic drug">Psychedelic drug</a></li> <li><a href="/wiki/List_of_psychoactive_plants" title="List of psychoactive plants">List of psychoactive plants</a></li> <li><a href="/wiki/MPMI_(drug)" title="MPMI (drug)">MPMI</a></li> <li><a href="/wiki/Serotonergic_psychedelic" class="mw-redirect" title="Serotonergic psychedelic">Serotonergic psychedelic</a></li> <li><a href="/wiki/Psychoplastogen" title="Psychoplastogen">Psychoplastogen</a></li> <li><a href="/wiki/Alexander_Shulgin" title="Alexander Shulgin">Alexander Shulgin</a></li> <li><a href="/wiki/SN-22" title="SN-22">SN-22</a></li> <li><a href="/wiki/Rick_Strassman" title="Rick Strassman">Rick Strassman</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2>[<a href="/w/index.php?title=N,N-Dimethyltryptamine&action=edit&section=44" title="Edit section: References">edit</a>]</div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-columns references-column-width" style="column-width: 30em;"> <ol class="references"> <li id="cite_note-CameronOlson2018-1">^ <a href="#cite_ref-CameronOlson2018_1-0">a</a> <a href="#cite_ref-CameronOlson2018_1-1">b</a> <a href="#cite_ref-CameronOlson2018_1-2">c</a> <a href="#cite_ref-CameronOlson2018_1-3">d</a> <a href="#cite_ref-CameronOlson2018_1-4">e</a> <a href="#cite_ref-CameronOlson2018_1-5">f</a> <a href="#cite_ref-CameronOlson2018_1-6">g</a> <a href="#cite_ref-CameronOlson2018_1-7">h</a> <a href="#cite_ref-CameronOlson2018_1-8">i</a> <a href="#cite_ref-CameronOlson2018_1-9">j</a> <a href="#cite_ref-CameronOlson2018_1-10">k</a> <style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFCameronOlson2018" class="citation journal cs1">Cameron LP, Olson DE (October 2018). "Dark Classics in Chemical Neuroscience: N, N-Dimethyltryptamine (DMT)". ACS Chem Neurosci. 9 (10): 2344–2357. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Facschemneuro.8b00101">10.1021/acschemneuro.8b00101</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/30036036">30036036</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=ACS+Chem+Neurosci&rft.atitle=Dark+Classics+in+Chemical+Neuroscience%3A+N%2C+N-Dimethyltryptamine+%28DMT%29&rft.volume=9&rft.issue=10&rft.pages=2344-2357&rft.date=2018-10&rft_id=info%3Adoi%2F10.1021%2Facschemneuro.8b00101&rft_id=info%3Apmid%2F30036036&rft.aulast=Cameron&rft.aufirst=LP&rft.au=Olson%2C+DE&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-CarbonaroGatch2016-2">^ <a href="#cite_ref-CarbonaroGatch2016_2-0">a</a> <a href="#cite_ref-CarbonaroGatch2016_2-1">b</a> <a href="#cite_ref-CarbonaroGatch2016_2-2">c</a> <a href="#cite_ref-CarbonaroGatch2016_2-3">d</a> <a href="#cite_ref-CarbonaroGatch2016_2-4">e</a> <a href="#cite_ref-CarbonaroGatch2016_2-5">f</a> <a href="#cite_ref-CarbonaroGatch2016_2-6">g</a> <a href="#cite_ref-CarbonaroGatch2016_2-7">h</a> <a href="#cite_ref-CarbonaroGatch2016_2-8">i</a> <a href="#cite_ref-CarbonaroGatch2016_2-9">j</a> <a href="#cite_ref-CarbonaroGatch2016_2-10">k</a> <a href="#cite_ref-CarbonaroGatch2016_2-11">l</a> <a href="#cite_ref-CarbonaroGatch2016_2-12">m</a> <a href="#cite_ref-CarbonaroGatch2016_2-13">n</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCarbonaroGatch2016" class="citation journal cs1">Carbonaro TM, Gatch MB (September 2016). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5048497">"Neuropharmacology of N,N-dimethyltryptamine"</a>. Brain Research Bulletin. 126 (Pt 1): 74–88. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.brainresbull.2016.04.016">10.1016/j.brainresbull.2016.04.016</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5048497">5048497</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/27126737">27126737</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Brain+Research+Bulletin&rft.atitle=Neuropharmacology+of+N%2CN-dimethyltryptamine&rft.volume=126&rft.issue=Pt+1&rft.pages=74-88&rft.date=2016-09&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5048497%23id-name%3DPMC&rft_id=info%3Apmid%2F27126737&rft_id=info%3Adoi%2F10.1016%2Fj.brainresbull.2016.04.016&rft.aulast=Carbonaro&rft.aufirst=TM&rft.au=Gatch%2C+MB&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5048497&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-RodriguesAlmeidaVieira-Coelho2019-3">^ <a href="#cite_ref-RodriguesAlmeidaVieira-Coelho2019_3-0">a</a> <a href="#cite_ref-RodriguesAlmeidaVieira-Coelho2019_3-1">b</a> <a href="#cite_ref-RodriguesAlmeidaVieira-Coelho2019_3-2">c</a> <a href="#cite_ref-RodriguesAlmeidaVieira-Coelho2019_3-3">d</a> <a href="#cite_ref-RodriguesAlmeidaVieira-Coelho2019_3-4">e</a> <a href="#cite_ref-RodriguesAlmeidaVieira-Coelho2019_3-5">f</a> <a href="#cite_ref-RodriguesAlmeidaVieira-Coelho2019_3-6">g</a> <a href="#cite_ref-RodriguesAlmeidaVieira-Coelho2019_3-7">h</a> <a href="#cite_ref-RodriguesAlmeidaVieira-Coelho2019_3-8">i</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRodriguesAlmeidaVieira-Coelho2019" class="citation journal cs1">Rodrigues AV, Almeida FJ, Vieira-Coelho MA (2019). "Dimethyltryptamine: Endogenous Role and Therapeutic Potential". J Psychoactive Drugs. 51 (4): 299–310. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F02791072.2019.1602291">10.1080/02791072.2019.1602291</a>. <a href="/wiki/Hdl_(identifier)" class="mw-redirect" title="Hdl (identifier)">hdl</a>:<a rel="nofollow" class="external text" href="https://hdl.handle.net/10216%2F114373">10216/114373</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/31018803">31018803</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J+Psychoactive+Drugs&rft.atitle=Dimethyltryptamine%3A+Endogenous+Role+and+Therapeutic+Potential&rft.volume=51&rft.issue=4&rft.pages=299-310&rft.date=2019&rft_id=info%3Ahdl%2F10216%2F114373&rft_id=info%3Apmid%2F31018803&rft_id=info%3Adoi%2F10.1080%2F02791072.2019.1602291&rft.aulast=Rodrigues&rft.aufirst=AV&rft.au=Almeida%2C+FJ&rft.au=Vieira-Coelho%2C+MA&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Brito-da-CostaDias-da-SilvaGomes2020-4">^ <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-0">a</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-1">b</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-2">c</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-3">d</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-4">e</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-5">f</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-6">g</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-7">h</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-8">i</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-9">j</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-10">k</a> <a href="#cite_ref-Brito-da-CostaDias-da-SilvaGomes2020_4-11">l</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBrito-da-CostaDias-da-SilvaGomesDinis-Oliveira2020" class="citation journal cs1">Brito-da-Costa AM, Dias-da-Silva D, Gomes NG, Dinis-Oliveira RJ, Madureira-Carvalho Á (October 2020). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7690791">"Toxicokinetics and Toxicodynamics of Ayahuasca Alkaloids N,N-Dimethyltryptamine (DMT), Harmine, Harmaline and Tetrahydroharmine: Clinical and Forensic Impact"</a>. Pharmaceuticals (Basel). 13 (11): 334. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.3390%2Fph13110334">10.3390/ph13110334</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7690791">7690791</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/33114119">33114119</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Pharmaceuticals+%28Basel%29&rft.atitle=Toxicokinetics+and+Toxicodynamics+of+Ayahuasca+Alkaloids+N%2CN-Dimethyltryptamine+%28DMT%29%2C+Harmine%2C+Harmaline+and+Tetrahydroharmine%3A+Clinical+and+Forensic+Impact&rft.volume=13&rft.issue=11&rft.pages=334&rft.date=2020-10&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC7690791%23id-name%3DPMC&rft_id=info%3Apmid%2F33114119&rft_id=info%3Adoi%2F10.3390%2Fph13110334&rft.aulast=Brito-da-Costa&rft.aufirst=AM&rft.au=Dias-da-Silva%2C+D&rft.au=Gomes%2C+NG&rft.au=Dinis-Oliveira%2C+RJ&rft.au=Madureira-Carvalho%2C+%C3%81&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC7690791&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-5"><a href="#cite_ref-5">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAnvisa2023" class="citation web cs1 cs1-prop-foreign-lang-source"><a href="/wiki/Brazilian_Health_Regulatory_Agency" title="Brazilian Health Regulatory Agency">Anvisa</a> (2023-07-24). <a rel="nofollow" class="external text" href="https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451">"RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial"</a> [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). <a href="/wiki/Di%C3%A1rio_Oficial_da_Uni%C3%A3o" title="Diário Oficial da União">Diário Oficial da União</a> (published 2023-07-25). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230827163149/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451">Archived</a> from the original on 2023-08-27. Retrieved 2023-08-27.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=RDC+N%C2%BA+804+-+Listas+de+Subst%C3%A2ncias+Entorpecentes%2C+Psicotr%C3%B3picas%2C+Precursoras+e+Outras+sob+Controle+Especial&rft.pub=Di%C3%A1rio+Oficial+da+Uni%C3%A3o&rft.date=2023-07-24&rft.au=Anvisa&rft_id=https%3A%2F%2Fwww.in.gov.br%2Fen%2Fweb%2Fdou%2F-%2Fresolucao-rdc-n-804-de-24-de-julho-de-2023-498447451&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Barker2022-6"><a href="#cite_ref-Barker2022_6-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBarker2022" class="citation journal cs1">Barker SA (June 2022). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8782705">"Administration of N,N-dimethyltryptamine (DMT) in psychedelic therapeutics and research and the study of endogenous DMT"</a>. Psychopharmacology (Berl). 239 (6): 1749–1763. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs00213-022-06065-0">10.1007/s00213-022-06065-0</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8782705">8782705</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/35064294">35064294</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacology+%28Berl%29&rft.atitle=Administration+of+N%2CN-dimethyltryptamine+%28DMT%29+in+psychedelic+therapeutics+and+research+and+the+study+of+endogenous+DMT&rft.volume=239&rft.issue=6&rft.pages=1749-1763&rft.date=2022-06&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC8782705%23id-name%3DPMC&rft_id=info%3Apmid%2F35064294&rft_id=info%3Adoi%2F10.1007%2Fs00213-022-06065-0&rft.aulast=Barker&rft.aufirst=SA&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC8782705&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-7"><a href="#cite_ref-7">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHäfelingerNimtzHorstmannBenz1999" class="citation journal cs1">Häfelinger G, Nimtz M, Horstmann V, Benz T (1999). "Untersuchungen zur Trifluoracetylierung der Methylderivate von Tryptamin und Serotonin mit verschiedenen Derivatisierungsreagentien: Synthesen, Spektroskopie sowie analytische Trennungen mittels Kapillar-GC" [Trifluoracetylation of methylated derivatives of tryptamine and serotonin by different reagents: synthesis, spectroscopic characterizations, and separations by capillary gas chromatography]. Zeitschrift für Naturforschung B. 54 (3): 397–414. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1515%2Fznb-1999-0319">10.1515/znb-1999-0319</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:101000504">101000504</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Zeitschrift+f%C3%BCr+Naturforschung+B&rft.atitle=Untersuchungen+zur+Trifluoracetylierung+der+Methylderivate+von+Tryptamin+und+Serotonin+mit+verschiedenen+Derivatisierungsreagentien%3A+Synthesen%2C+Spektroskopie+sowie+analytische+Trennungen+mittels+Kapillar-GC&rft.volume=54&rft.issue=3&rft.pages=397-414&rft.date=1999&rft_id=info%3Adoi%2F10.1515%2Fznb-1999-0319&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A101000504%23id-name%3DS2CID&rft.aulast=H%C3%A4felinger&rft.aufirst=G&rft.au=Nimtz%2C+M&rft.au=Horstmann%2C+V&rft.au=Benz%2C+T&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-8"><a href="#cite_ref-8">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCorothieNakano1969" class="citation journal cs1">Corothie E, Nakano T (May 1969). "Constituents of the bark of Virola sebifera". Planta Medica. 17 (2): 184–188. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1055%2Fs-0028-1099844">10.1055/s-0028-1099844</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/5792479">5792479</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:43312376">43312376</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Planta+Medica&rft.atitle=Constituents+of+the+bark+of+Virola+sebifera&rft.volume=17&rft.issue=2&rft.pages=184-188&rft.date=1969-05&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A43312376%23id-name%3DS2CID&rft_id=info%3Apmid%2F5792479&rft_id=info%3Adoi%2F10.1055%2Fs-0028-1099844&rft.aulast=Corothie&rft.aufirst=E&rft.au=Nakano%2C+T&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-McKennaTowers1984-9">^ <a href="#cite_ref-McKennaTowers1984_9-0">a</a> <a href="#cite_ref-McKennaTowers1984_9-1">b</a> <a href="#cite_ref-McKennaTowers1984_9-2">c</a> <a href="#cite_ref-McKennaTowers1984_9-3">d</a> <a href="#cite_ref-McKennaTowers1984_9-4">e</a> <a href="#cite_ref-McKennaTowers1984_9-5">f</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMcKennaTowersAbbott1984" class="citation journal cs1">McKenna DJ, Towers GH, Abbott F (April 1984). "Monoamine oxidase inhibitors in South American hallucinogenic plants: tryptamine and beta-carboline constituents of ayahuasca". Journal of Ethnopharmacology. 10 (2): 195–223. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0378-8741%2884%2990003-5">10.1016/0378-8741(84)90003-5</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/6587171">6587171</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Ethnopharmacology&rft.atitle=Monoamine+oxidase+inhibitors+in+South+American+hallucinogenic+plants%3A+tryptamine+and+beta-carboline+constituents+of+ayahuasca&rft.volume=10&rft.issue=2&rft.pages=195-223&rft.date=1984-04&rft_id=info%3Adoi%2F10.1016%2F0378-8741%2884%2990003-5&rft_id=info%3Apmid%2F6587171&rft.aulast=McKenna&rft.aufirst=DJ&rft.au=Towers%2C+GH&rft.au=Abbott%2C+F&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-10"><a href="#cite_ref-10">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHarozGreenberg2005" class="citation journal cs1">Haroz R, Greenberg MI (November 2005). "Emerging drugs of abuse". The Medical Clinics of North America. 89 (6): 1259–1276. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.mcna.2005.06.008">10.1016/j.mcna.2005.06.008</a>. <a href="/wiki/OCLC_(identifier)" class="mw-redirect" title="OCLC (identifier)">OCLC</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/oclc/610327022">610327022</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16227062">16227062</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Medical+Clinics+of+North+America&rft.atitle=Emerging+drugs+of+abuse&rft.volume=89&rft.issue=6&rft.pages=1259-1276&rft.date=2005-11&rft_id=info%3Aoclcnum%2F610327022&rft_id=info%3Apmid%2F16227062&rft_id=info%3Adoi%2F10.1016%2Fj.mcna.2005.06.008&rft.aulast=Haroz&rft.aufirst=R&rft.au=Greenberg%2C+MI&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Pickover_2005-11">^ <a href="#cite_ref-Pickover_2005_11-0">a</a> <a href="#cite_ref-Pickover_2005_11-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPickover2005" class="citation book cs1">Pickover C (2005). <a rel="nofollow" class="external text" href="https://archive.org/details/sexdrugseinstein00clif">Sex, Drugs, Einstein, and Elves: Sushi, Psychedelics, Parallel Universes, and the Quest for Transcendence</a>. Smart Publications. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-890572-17-4" title="Special:BookSources/978-1-890572-17-4"><bdi>978-1-890572-17-4</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Sex%2C+Drugs%2C+Einstein%2C+and+Elves%3A+Sushi%2C+Psychedelics%2C+Parallel+Universes%2C+and+the+Quest+for+Transcendence&rft.pub=Smart+Publications&rft.date=2005&rft.isbn=978-1-890572-17-4&rft.aulast=Pickover&rft.aufirst=C&rft_id=https%3A%2F%2Farchive.org%2Fdetails%2Fsexdrugseinstein00clif&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-DMT_Erowid-12">^ <a href="#cite_ref-DMT_Erowid_12-0">a</a> <a href="#cite_ref-DMT_Erowid_12-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://www.erowid.org/chemicals/dmt/dmt.shtml">"Erowid DMT (Dimethyltryptamine) Vault"</a>. Erowid.org. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20220609072438/https://www.erowid.org/chemicals/dmt/dmt.shtml">Archived</a> from the original on 9 June 2022. Retrieved 20 September 2012.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Erowid+DMT+%28Dimethyltryptamine%29+Vault&rft.pub=Erowid.org&rft_id=http%3A%2F%2Fwww.erowid.org%2Fchemicals%2Fdmt%2Fdmt.shtml&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-13"><a href="#cite_ref-13">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJonesWagnerHahnScarlett2024" class="citation journal cs1">Jones NT, Wagner L, Hahn MC, Scarlett CO, Wenthur CJ (2024-01-08). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10804612">"In vivo validation of psilacetin as a prodrug yielding modestly lower peripheral psilocin exposure than psilocybin"</a>. Frontiers in Psychiatry. 14: 1303365. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.3389%2Ffpsyt.2023.1303365">10.3389/fpsyt.2023.1303365</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10804612">10804612</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/38264637">38264637</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Frontiers+in+Psychiatry&rft.atitle=%3Ci%3EIn+vivo%3C%2Fi%3E+validation+of+psilacetin+as+a+prodrug+yielding+modestly+lower+peripheral+psilocin+exposure+than+psilocybin&rft.volume=14&rft.pages=1303365&rft.date=2024-01-08&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC10804612%23id-name%3DPMC&rft_id=info%3Apmid%2F38264637&rft_id=info%3Adoi%2F10.3389%2Ffpsyt.2023.1303365&rft.aulast=Jones&rft.aufirst=NT&rft.au=Wagner%2C+L&rft.au=Hahn%2C+MC&rft.au=Scarlett%2C+CO&rft.au=Wenthur%2C+CJ&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC10804612&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-ISBN_0789026422-14">^ <a href="#cite_ref-ISBN_0789026422_14-0">a</a> <a href="#cite_ref-ISBN_0789026422_14-1">b</a> <a href="#cite_ref-ISBN_0789026422_14-2">c</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFTorresRepke2006" class="citation book cs1">Torres CM, Repke DB (2006). <a rel="nofollow" class="external text" href="https://archive.org/details/anadenantheravis00torr_088">Anadenanthera: Visionary Plant Of Ancient South America</a>. Binghamton, NY: Haworth Herbal. pp. <a rel="nofollow" class="external text" href="https://archive.org/details/anadenantheravis00torr_088/page/n126">107</a>–122. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-7890-2642-2" title="Special:BookSources/978-0-7890-2642-2"><bdi>978-0-7890-2642-2</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Anadenanthera%3A+Visionary+Plant+Of+Ancient+South+America&rft.place=Binghamton%2C+NY&rft.pages=107-122&rft.pub=Haworth+Herbal&rft.date=2006&rft.isbn=978-0-7890-2642-2&rft.aulast=Torres&rft.aufirst=CM&rft.au=Repke%2C+DB&rft_id=https%3A%2F%2Farchive.org%2Fdetails%2Fanadenantheravis00torr_088&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-RivierLindgren1972-15"><a href="#cite_ref-RivierLindgren1972_15-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRivierLindgren1972" class="citation journal cs1">Rivier L, Lindgren JE (1972). "'Ayahuasca,' the South American hallucinogenic drink: An ethnobotanical and chemical investigation". Economic Botany. 26 (2): 101–129. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF02860772">10.1007/BF02860772</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0013-0001">0013-0001</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:34669901">34669901</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Economic+Botany&rft.atitle=%27Ayahuasca%2C%27+the+South+American+hallucinogenic+drink%3A+An+ethnobotanical+and+chemical+investigation&rft.volume=26&rft.issue=2&rft.pages=101-129&rft.date=1972&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A34669901%23id-name%3DS2CID&rft.issn=0013-0001&rft_id=info%3Adoi%2F10.1007%2FBF02860772&rft.aulast=Rivier&rft.aufirst=L&rft.au=Lindgren%2C+JE&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid11718320-16"><a href="#cite_ref-pmid11718320_16-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOtt2001" class="citation journal cs1">Ott J (2001). <a rel="nofollow" class="external text" href="https://files.shroomery.org/attachments/8588382-pharmanopo_J_Ott_2001_J_Psych_Drug.pdf">"Pharmañopo-psychonautics: human intranasal, sublingual, intrarectal, pulmonary and oral pharmacology of bufotenine"</a> (PDF). Journal of Psychoactive Drugs. 33 (3): 273–281. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F02791072.2001.10400574">10.1080/02791072.2001.10400574</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/11718320">11718320</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:5877023">5877023</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20110726003945/http://files.shroomery.org/attachments/8588382-pharmanopo_J_Ott_2001_J_Psych_Drug.pdf">Archived</a> (PDF) from the original on 2011-07-26. Retrieved 2010-11-16.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Psychoactive+Drugs&rft.atitle=Pharma%C3%B1opo-psychonautics%3A+human+intranasal%2C+sublingual%2C+intrarectal%2C+pulmonary+and+oral+pharmacology+of+bufotenine&rft.volume=33&rft.issue=3&rft.pages=273-281&rft.date=2001&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A5877023%23id-name%3DS2CID&rft_id=info%3Apmid%2F11718320&rft_id=info%3Adoi%2F10.1080%2F02791072.2001.10400574&rft.aulast=Ott&rft.aufirst=J&rft_id=http%3A%2F%2Ffiles.shroomery.org%2Fattachments%2F8588382-pharmanopo_J_Ott_2001_J_Psych_Drug.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-strassman-17">^ <a href="#cite_ref-strassman_17-0">a</a> <a href="#cite_ref-strassman_17-1">b</a> <a href="#cite_ref-strassman_17-2">c</a> <a href="#cite_ref-strassman_17-3">d</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStrassman2001" class="citation book cs1"><a href="/wiki/Rick_Strassman" title="Rick Strassman">Strassman RJ</a> (2001). <a rel="nofollow" class="external text" href="https://archive.org/details/dmtspiritmolecul00rick">DMT: The Spirit Molecule. A Doctor's Revolutionary Research into the Biology of Near-Death and Mystical Experiences</a>. Rochester, VT: Park Street. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-89281-927-0" title="Special:BookSources/978-0-89281-927-0"><bdi>978-0-89281-927-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=DMT%3A+The+Spirit+Molecule.+A+Doctor%27s+Revolutionary+Research+into+the+Biology+of+Near-Death+and+Mystical+Experiences&rft.place=Rochester%2C+VT&rft.pub=Park+Street&rft.date=2001&rft.isbn=978-0-89281-927-0&rft.aulast=Strassman&rft.aufirst=RJ&rft_id=https%3A%2F%2Farchive.org%2Fdetails%2Fdmtspiritmolecul00rick&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> (<link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://rickstrassman.com/index.php?option=com_content&view=article&id=61&Itemid=60">"Chapter summaries"</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20160516020600/https://www.rickstrassman.com/index.php?id=61&itemid=60&option=com_content&view=article">Archived</a> from the original on 16 May 2016. Retrieved 27 February 2012.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Chapter+summaries&rft_id=http%3A%2F%2Frickstrassman.com%2Findex.php%3Foption%3Dcom_content%26view%3Darticle%26id%3D61%26Itemid%3D60&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988">) </li> <li id="cite_note-18"><a href="#cite_ref-18">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJiménezBouso2022" class="citation journal cs1">Jiménez JH, Bouso JC (August 2022). "Significance of mammalian N, N-dimethyltryptamine (DMT): A 60-year-old debate". Journal of Psychopharmacology. 36 (8): 905–919. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1177%2F02698811221104054">10.1177/02698811221104054</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/35695604">35695604</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Psychopharmacology&rft.atitle=Significance+of+mammalian+N%2C+N-dimethyltryptamine+%28DMT%29%3A+A+60-year-old+debate&rft.volume=36&rft.issue=8&rft.pages=905-919&rft.date=2022-08&rft_id=info%3Adoi%2F10.1177%2F02698811221104054&rft_id=info%3Apmid%2F35695604&rft.aulast=Jim%C3%A9nez&rft.aufirst=JH&rft.au=Bouso%2C+JC&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-19"><a href="#cite_ref-19">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSzabóVargaDvorácskóFarkas2021" class="citation journal cs1">Szabó Í, Varga VÉ, Dvorácskó S, Farkas AE, Körmöczi T, Berkecz R, et al. (July 2021). <a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.neuropharm.2021.108612">"N,N-Dimethyltryptamine attenuates spreading depolarization and restrains neurodegeneration by sigma-1 receptor activation in the ischemic rat brain"</a>. Neuropharmacology. 192: 108612. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.neuropharm.2021.108612">10.1016/j.neuropharm.2021.108612</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/34023338">34023338</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:235169696">235169696</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Neuropharmacology&rft.atitle=N%2CN-Dimethyltryptamine+attenuates+spreading+depolarization+and+restrains+neurodegeneration+by+sigma-1+receptor+activation+in+the+ischemic+rat+brain&rft.volume=192&rft.pages=108612&rft.date=2021-07&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A235169696%23id-name%3DS2CID&rft_id=info%3Apmid%2F34023338&rft_id=info%3Adoi%2F10.1016%2Fj.neuropharm.2021.108612&rft.aulast=Szab%C3%B3&rft.aufirst=%C3%8D&rft.au=Varga%2C+V%C3%89&rft.au=Dvor%C3%A1csk%C3%B3%2C+S&rft.au=Farkas%2C+AE&rft.au=K%C3%B6rm%C3%B6czi%2C+T&rft.au=Berkecz%2C+R&rft.au=Kecsk%C3%A9s%2C+S&rft.au=Menyh%C3%A1rt%2C+%C3%81&rft.au=Frank%2C+R&rft.au=Hantosi%2C+D&rft.au=Cozzi%2C+NV&rft.au=Frecska%2C+E&rft.au=T%C3%B6mb%C3%B6ly%2C+C&rft.au=Krizbai%2C+IA&rft.au=Bari%2C+F&rft.au=Farkas%2C+E&rft_id=https%3A%2F%2Fdoi.org%2F10.1016%252Fj.neuropharm.2021.108612&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-20"><a href="#cite_ref-20">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPinto2021" class="citation web cs1">Pinto V (30 July 2021). <a rel="nofollow" class="external text" href="https://parkinsonsnewstoday.com/news/akome-developing-psychedelic-parkinsons-therapy-ako004-seeks-us-patent/">"Akome Developing Psychedelic Parkinson's Therapy, Seeks US Patent"</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20220911123705/https://parkinsonsnewstoday.com/news/akome-developing-psychedelic-parkinsons-therapy-ako004-seeks-us-patent/">Archived</a> from the original on 2022-09-11. Retrieved 2022-09-11.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Akome+Developing+Psychedelic+Parkinson%27s+Therapy%2C+Seeks+US+Patent&rft.date=2021-07-30&rft.aulast=Pinto&rft.aufirst=V&rft_id=https%3A%2F%2Fparkinsonsnewstoday.com%2Fnews%2Fakome-developing-psychedelic-parkinsons-therapy-ako004-seeks-us-patent%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-21"><a href="#cite_ref-21">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJai2021" class="citation web cs1">Jai (30 July 2021). <a rel="nofollow" class="external text" href="https://hallucinogenics.store/product-category/dmt/">"Hallucinogenics"</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20240526041615/https://hallucinogenics.store/product-category/dmt/">Archived</a> from the original on 2024-05-26. Retrieved 2022-09-11.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Hallucinogenics&rft.date=2021-07-30&rft.au=Jai&rft_id=https%3A%2F%2Fhallucinogenics.store%2Fproduct-category%2Fdmt%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-22"><a href="#cite_ref-22">^</a> Clinical trial number <a rel="nofollow" class="external text" href="https://www.clinicaltrials.gov/show/NCT04673383">NCT04673383</a> for "A Double-blind, Randomised, Placebo-controlled Study of Intravenous Doses of SPL026 (DMT Fumarate), a Serotonergic Psychedelic, in Healthy Subjects (Part A) and Patients With Major Depressive Disorder (Part B) " at <a href="/wiki/ClinicalTrials.gov" title="ClinicalTrials.gov">ClinicalTrials.gov</a> </li> <li id="cite_note-23"><a href="#cite_ref-23">^</a> Clinical trial number <a rel="nofollow" class="external text" href="https://www.clinicaltrials.gov/show/NCT05553691">NCT05553691</a> for "An Open-Label Study Investigating the Safety, Tolerability, Pharmacokinetics, Pharmacodynamics & Exploratory Efficacy of Intravenous SPL026 Drug Product (DMT Fumarate) Alone or in Combination With SSRIs in Patients With Major Depressive Disorder" at <a href="/wiki/ClinicalTrials.gov" title="ClinicalTrials.gov">ClinicalTrials.gov</a> </li> <li id="cite_note-24"><a href="#cite_ref-24">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLyGrebCameronWong2018" class="citation journal cs1">Ly C, Greb AC, Cameron LP, Wong JM, Barragan EV, Wilson PC, et al. (June 2018). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6082376">"Psychedelics Promote Structural and Functional Neural Plasticity"</a>. Cell Reports. 23 (11): 3170–3182. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.celrep.2018.05.022">10.1016/j.celrep.2018.05.022</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6082376">6082376</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/29898390">29898390</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Cell+Reports&rft.atitle=Psychedelics+Promote+Structural+and+Functional+Neural+Plasticity&rft.volume=23&rft.issue=11&rft.pages=3170-3182&rft.date=2018-06&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6082376%23id-name%3DPMC&rft_id=info%3Apmid%2F29898390&rft_id=info%3Adoi%2F10.1016%2Fj.celrep.2018.05.022&rft.aulast=Ly&rft.aufirst=C&rft.au=Greb%2C+AC&rft.au=Cameron%2C+LP&rft.au=Wong%2C+JM&rft.au=Barragan%2C+EV&rft.au=Wilson%2C+PC&rft.au=Burbach%2C+KF&rft.au=Soltanzadeh+Zarandi%2C+S&rft.au=Sood%2C+A&rft.au=Paddy%2C+MR&rft.au=Duim%2C+WC&rft.au=Dennis%2C+MY&rft.au=McAllister%2C+AK&rft.au=Ori-McKenney%2C+KM&rft.au=Gray%2C+JA&rft.au=Olson%2C+DE&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6082376&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-25"><a href="#cite_ref-25">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCorbettChristianMorinBenington1978" class="citation journal cs1">Corbett L, Christian ST, Morin RD, Benington F, Smythies JR (February 1978). "Hallucinogenic N-methylated indolealkylamines in the cerebrospinal fluid of psychiatric and control populations". The British Journal of Psychiatry. 132 (2): 139–144. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1192%2Fbjp.132.2.139">10.1192/bjp.132.2.139</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/272218">272218</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:37144421">37144421</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+British+Journal+of+Psychiatry&rft.atitle=Hallucinogenic+N-methylated+indolealkylamines+in+the+cerebrospinal+fluid+of+psychiatric+and+control+populations&rft.volume=132&rft.issue=2&rft.pages=139-144&rft.date=1978-02&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A37144421%23id-name%3DS2CID&rft_id=info%3Apmid%2F272218&rft_id=info%3Adoi%2F10.1192%2Fbjp.132.2.139&rft.aulast=Corbett&rft.aufirst=L&rft.au=Christian%2C+ST&rft.au=Morin%2C+RD&rft.au=Benington%2C+F&rft.au=Smythies%2C+JR&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid8297217-26">^ <a href="#cite_ref-pmid8297217_26-0">a</a> <a href="#cite_ref-pmid8297217_26-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStrassmanQuallsUhlenhuthKellner1994" class="citation journal cs1">Strassman RJ, Qualls CR, Uhlenhuth EH, Kellner R (February 1994). <a rel="nofollow" class="external text" href="https://jamanetwork.com/journals/jamapsychiatry/article-abstract/496497">"Dose-response study of N,N-dimethyltryptamine in humans. II. Subjective effects and preliminary results of a new rating scale"</a>. Archives of General Psychiatry. 51 (2): 98–108. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1001%2Farchpsyc.1994.03950020022002">10.1001/archpsyc.1994.03950020022002</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/8297217">8297217</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230505025912/https://jamanetwork.com/journals/jamapsychiatry/article-abstract/496497">Archived</a> from the original on 2023-05-05. Retrieved 2023-05-05.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Archives+of+General+Psychiatry&rft.atitle=Dose-response+study+of+N%2CN-dimethyltryptamine+in+humans.+II.+Subjective+effects+and+preliminary+results+of+a+new+rating+scale&rft.volume=51&rft.issue=2&rft.pages=98-108&rft.date=1994-02&rft_id=info%3Adoi%2F10.1001%2Farchpsyc.1994.03950020022002&rft_id=info%3Apmid%2F8297217&rft.aulast=Strassman&rft.aufirst=RJ&rft.au=Qualls%2C+CR&rft.au=Uhlenhuth%2C+EH&rft.au=Kellner%2C+R&rft_id=https%3A%2F%2Fjamanetwork.com%2Fjournals%2Fjamapsychiatry%2Farticle-abstract%2F496497&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Hyperbolic_Geometry_of_DMT_Experiences-27"><a href="#cite_ref-Hyperbolic_Geometry_of_DMT_Experiences_27-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGómez_Emilsson2019" class="citation speech cs1">Gómez Emilsson A (5 October 2019). <a rel="nofollow" class="external text" href="https://www.youtube.com/watch?v=loCBvaj4eSg">The Hyperbolic Geometry of DMT Experiences</a> (Speech). Harvard Science of Psychedelics Club. Harvard University, Cambridge, Massachusetts: Qualia Research Institute. <a rel="nofollow" class="external text" href="https://ghostarchive.org/varchive/youtube/20211211/loCBvaj4eSg">Archived</a> from the original on 2021-12-11. Retrieved 27 April 2020.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=The+Hyperbolic+Geometry+of+DMT+Experiences&rft.place=Harvard+University%2C+Cambridge%2C+Massachusetts&rft.pub=Qualia+Research+Institute&rft.date=2019-10-05&rft.aulast=G%C3%B3mez+Emilsson&rft.aufirst=A&rft_id=https%3A%2F%2Fwww.youtube.com%2Fwatch%3Fv%3DloCBvaj4eSg&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid8297216-28">^ <a href="#cite_ref-pmid8297216_28-0">a</a> <a href="#cite_ref-pmid8297216_28-1">b</a> <a href="#cite_ref-pmid8297216_28-2">c</a> <a href="#cite_ref-pmid8297216_28-3">d</a> <a href="#cite_ref-pmid8297216_28-4">e</a> <a href="#cite_ref-pmid8297216_28-5">f</a> <a href="#cite_ref-pmid8297216_28-6">g</a> <a href="#cite_ref-pmid8297216_28-7">h</a> <a href="#cite_ref-pmid8297216_28-8">i</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStrassmanQualls1994" class="citation journal cs1">Strassman RJ, Qualls CR (February 1994). "Dose-response study of N,N-dimethyltryptamine in humans. I. Neuroendocrine, autonomic, and cardiovascular effects". Archives of General Psychiatry. 51 (2): 85–97. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1001%2Farchpsyc.1994.03950020009001">10.1001/archpsyc.1994.03950020009001</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/8297216">8297216</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Archives+of+General+Psychiatry&rft.atitle=Dose-response+study+of+N%2CN-dimethyltryptamine+in+humans.+I.+Neuroendocrine%2C+autonomic%2C+and+cardiovascular+effects&rft.volume=51&rft.issue=2&rft.pages=85-97&rft.date=1994-02&rft_id=info%3Adoi%2F10.1001%2Farchpsyc.1994.03950020009001&rft_id=info%3Apmid%2F8297216&rft.aulast=Strassman&rft.aufirst=RJ&rft.au=Qualls%2C+CR&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-29"><a href="#cite_ref-29">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20210126233623/https://users.aalto.fi/%7Esaarit2/deoxy/gz_howy.htm">"DMT – How and Why to Get Off"</a>. users.aalto.fi. Archived from <a rel="nofollow" class="external text" href="https://users.aalto.fi/~saarit2/deoxy/gz_howy.htm">the original</a> on 2021-01-26. Retrieved 2021-03-24.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=users.aalto.fi&rft.atitle=DMT+%E2%80%93+How+and+Why+to+Get+Off&rft_id=https%3A%2F%2Fusers.aalto.fi%2F~saarit2%2Fdeoxy%2Fgz_howy.htm&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-30"><a href="#cite_ref-30">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSt_John2018" class="citation journal cs1">St John G (2018). "The Breakthrough Experience: DMT Hyperspace and its Liminal Aesthetics". Anthropology of Consciousness. 29 (1): 57–76. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fanoc.12089">10.1111/anoc.12089</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/1556-3537">1556-3537</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Anthropology+of+Consciousness&rft.atitle=The+Breakthrough+Experience%3A+DMT+Hyperspace+and+its+Liminal+Aesthetics&rft.volume=29&rft.issue=1&rft.pages=57-76&rft.date=2018&rft_id=info%3Adoi%2F10.1111%2Fanoc.12089&rft.issn=1556-3537&rft.aulast=St+John&rft.aufirst=G&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-31"><a href="#cite_ref-31">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://erowid.org/experiences/exp.php?ID=86700">"DMT – Erowid Exp – 'Break Through'"</a>. erowid.org. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20210323022931/https://www.erowid.org/experiences/exp.php?ID=86700">Archived</a> from the original on 2021-03-23. Retrieved 2021-03-24.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=erowid.org&rft.atitle=DMT+%E2%80%93+Erowid+Exp+%E2%80%93+%27Break+Through%27&rft_id=https%3A%2F%2Ferowid.org%2Fexperiences%2Fexp.php%3FID%3D86700&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Dittrich-32">^ <a href="#cite_ref-Dittrich_32-0">a</a> <a href="#cite_ref-Dittrich_32-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLamparterDittrich1995" class="citation journal cs1 cs1-prop-foreign-lang-source">Lamparter D, Dittrich A (1995). "Intraindividuelle Stabilität von ABZ unter sensorischer Deprivation, N,N-Dimethyltryptamin (DMT) und Stickoxydul" [Intra-individual stability of ABZ under sensory deprivation, N,N-dimethyltryptamine (DMT) and nitric oxide]. Jahrbuch des Europäischen Collegiums für Bewusstseinsstudien [Yearbook of the European College for the Study of Consciousness] (in German): 33–44.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Jahrbuch+des+Europ%C3%A4ischen+Collegiums+f%C3%BCr+Bewusstseinsstudien&rft.atitle=Intraindividuelle+Stabilit%C3%A4t+von+ABZ+unter+sensorischer+Deprivation%2C+N%2CN-Dimethyltryptamin+%28DMT%29+und+Stickoxydul&rft.pages=33-44&rft.date=1995&rft.aulast=Lamparter&rft.aufirst=D&rft.au=Dittrich%2C+A&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-33"><a href="#cite_ref-33">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFVollenweider2001" class="citation journal cs1">Vollenweider FX (December 2001). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3181663">"Brain mechanisms of hallucinogens and entactogens"</a>. Dialogues in Clinical Neuroscience. 3 (4): 265–279. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.31887%2FDCNS.2001.3.4%2Ffxvollenweider">10.31887/DCNS.2001.3.4/fxvollenweider</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3181663">3181663</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/22033605">22033605</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Dialogues+in+Clinical+Neuroscience&rft.atitle=Brain+mechanisms+of+hallucinogens+and+entactogens&rft.volume=3&rft.issue=4&rft.pages=265-279&rft.date=2001-12&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3181663%23id-name%3DPMC&rft_id=info%3Apmid%2F22033605&rft_id=info%3Adoi%2F10.31887%2FDCNS.2001.3.4%2Ffxvollenweider&rft.aulast=Vollenweider&rft.aufirst=FX&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3181663&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-34"><a href="#cite_ref-34">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStrassman2001" class="citation book cs1">Strassman R (2001). <a rel="nofollow" class="external text" href="https://archive.org/details/dmtspiritmolecul00rick/page/187">DMT: the Spirit Molecule: A Doctor's Revolutionary Research into the Biology of near-Death and Mystical Experiences</a>. pp. <a rel="nofollow" class="external text" href="https://archive.org/details/dmtspiritmolecul00rick/page/187">187–188, also pp.173–174</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-89281-927-0" title="Special:BookSources/978-0-89281-927-0"><bdi>978-0-89281-927-0</bdi></a>. <q>I had expected to hear about some of these types of experiences once we began giving DMT. I was familiar with Terence McKenna's tales of the "self-transforming machine elves" he encountered after smoking high doses of the drug. Interviews conducted with twenty experienced DMT smokers before beginning the New Mexico research also yielded some tales of similar meetings with such entities. Since most of these people were from California, I admittedly chalked up these stories to some kind of West Coast eccentricity</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=DMT%3A+the+Spirit+Molecule%3A+A+Doctor%27s+Revolutionary+Research+into+the+Biology+of+near-Death+and+Mystical+Experiences&rft.pages=187-188%2C+also+pp.173-174&rft.date=2001&rft.isbn=978-0-89281-927-0&rft.aulast=Strassman&rft.aufirst=R&rft_id=https%3A%2F%2Farchive.org%2Fdetails%2Fdmtspiritmolecul00rick%2Fpage%2F187&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-35"><a href="#cite_ref-35">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOericMcKenna1975" class="citation book cs1">Oeric ON, McKenna T (1975). The Invisible Landscape: Mind, Hallucinogens and the I Ching. Seabury Press. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-8164-9249-7" title="Special:BookSources/978-0-8164-9249-7"><bdi>978-0-8164-9249-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=The+Invisible+Landscape%3A+Mind%2C+Hallucinogens+and+the+I+Ching&rft.pub=Seabury+Press&rft.date=1975&rft.isbn=978-0-8164-9249-7&rft.aulast=Oeric&rft.aufirst=ON&rft.au=McKenna%2C+T&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-36"><a href="#cite_ref-36">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSt_John2015" class="citation book cs1">St John G (2015). "Chapters 4, 8, and 12". Mystery School in Hyperspace: A Cultural History of DMT. Berkeley, California: North Atlantic Books / Evolver Editions. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-58394-732-6" title="Special:BookSources/978-1-58394-732-6"><bdi>978-1-58394-732-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Chapters+4%2C+8%2C+and+12&rft.btitle=Mystery+School+in+Hyperspace%3A+A+Cultural+History+of+DMT&rft.place=Berkeley%2C+California&rft.pub=North+Atlantic+Books+%2F+Evolver+Editions&rft.date=2015&rft.isbn=978-1-58394-732-6&rft.aulast=St+John&rft.aufirst=G&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Prophecy_2014-37">^ <a href="#cite_ref-Prophecy_2014_37-0">a</a> <a href="#cite_ref-Prophecy_2014_37-1">b</a> <a href="#cite_ref-Prophecy_2014_37-2">c</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStrassman2014" class="citation book cs1">Strassman R (2014). DMT and the Soul of Prophecy: A New Science of Spiritual Revelation in the Hebrew Bible. Simon and Schuster. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-62055-168-4" title="Special:BookSources/978-1-62055-168-4"><bdi>978-1-62055-168-4</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=DMT+and+the+Soul+of+Prophecy%3A+A+New+Science+of+Spiritual+Revelation+in+the+Hebrew+Bible&rft.pub=Simon+and+Schuster&rft.date=2014&rft.isbn=978-1-62055-168-4&rft.aulast=Strassman&rft.aufirst=R&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-38"><a href="#cite_ref-38">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSolomon2011" class="citation web cs1">Solomon A (3 May 2011). <a rel="nofollow" class="external text" href="https://boingboing.net/2011/05/03/strassman.html">"Interview: Dr. Rick Strassman"</a>. Boing Boing. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20240526041615/https://boingboing.net/2011/05/03/strassman.html">Archived</a> from the original on 26 May 2024. Retrieved 11 November 2018.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Boing+Boing&rft.atitle=Interview%3A+Dr.+Rick+Strassman&rft.date=2011-05-03&rft.aulast=Solomon&rft.aufirst=A&rft_id=https%3A%2F%2Fboingboing.net%2F2011%2F05%2F03%2Fstrassman.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-39"><a href="#cite_ref-39">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStrassman2001" class="citation book cs1">Strassman R (2001). <a rel="nofollow" class="external text" href="https://archive.org/details/dmtspiritmolecul00rick/page/206">DMT: the Spirit Molecule: A Doctor's Revolutionary Research into the Biology of Near-Death and Mystical Experiences</a>. pp. <a rel="nofollow" class="external text" href="https://archive.org/details/dmtspiritmolecul00rick/page/206">206–208</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-89281-927-0" title="Special:BookSources/978-0-89281-927-0"><bdi>978-0-89281-927-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=DMT%3A+the+Spirit+Molecule%3A+A+Doctor%27s+Revolutionary+Research+into+the+Biology+of+Near-Death+and+Mystical+Experiences&rft.pages=206-208&rft.date=2001&rft.isbn=978-0-89281-927-0&rft.aulast=Strassman&rft.aufirst=R&rft_id=https%3A%2F%2Farchive.org%2Fdetails%2Fdmtspiritmolecul00rick%2Fpage%2F206&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-40"><a href="#cite_ref-40">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStrassman2001" class="citation book cs1">Strassman R (2001). <a rel="nofollow" class="external text" href="https://archive.org/details/dmtspiritmolecul00rick/page/202">DMT: the Spirit Molecule: A Doctor's Revolutionary Research into the Biology of near-Death and Mystical Experiences</a>. pp. <a rel="nofollow" class="external text" href="https://archive.org/details/dmtspiritmolecul00rick/page/202">202</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-89281-927-0" title="Special:BookSources/978-0-89281-927-0"><bdi>978-0-89281-927-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=DMT%3A+the+Spirit+Molecule%3A+A+Doctor%27s+Revolutionary+Research+into+the+Biology+of+near-Death+and+Mystical+Experiences&rft.pages=202&rft.date=2001&rft.isbn=978-0-89281-927-0&rft.aulast=Strassman&rft.aufirst=R&rft_id=https%3A%2F%2Farchive.org%2Fdetails%2Fdmtspiritmolecul00rick%2Fpage%2F202&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-41"><a href="#cite_ref-41">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHanks2010" class="citation web cs1">Hanks MA (10 September 2010). <a rel="nofollow" class="external text" href="http://www.redicecreations.com/article.php?id=12496">"Causal Multiplicity: The Science Behind Schizophrenia"</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20141129020944/http://www.redicecreations.com/article.php?id=12496">Archived</a> from the original on 29 November 2014. Retrieved 18 November 2014.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Causal+Multiplicity%3A+The+Science+Behind+Schizophrenia&rft.date=2010-09-10&rft.aulast=Hanks&rft.aufirst=MA&rft_id=http%3A%2F%2Fwww.redicecreations.com%2Farticle.php%3Fid%3D12496&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-42"><a href="#cite_ref-42">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGallimoreLuke2015" class="citation web cs1">Gallimore AR, Luke DP (15 December 2015). <a rel="nofollow" class="external text" href="http://www.buildingalienworlds.com/uploads/5/7/9/9/57999785/dmt_research_1956_edge_time_arg_dpl_final.pdf">"DMT research from 1956 to the edge of time"</a> (PDF). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20160324035110/http://www.buildingalienworlds.com/uploads/5/7/9/9/57999785/dmt_research_1956_edge_time_arg_dpl_final.pdf">Archived</a> (PDF) from the original on 2016-03-24.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=DMT+research+from+1956+to+the+edge+of+time&rft.date=2015-12-15&rft.aulast=Gallimore&rft.aufirst=AR&rft.au=Luke%2C+DP&rft_id=http%3A%2F%2Fwww.buildingalienworlds.com%2Fuploads%2F5%2F7%2F9%2F9%2F57999785%2Fdmt_research_1956_edge_time_arg_dpl_final.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Gallimore-43">^ <a href="#cite_ref-Gallimore_43-0">a</a> <a href="#cite_ref-Gallimore_43-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGallimoreA2013" class="citation journal cs1">Gallimore, A (2013). <a rel="nofollow" class="external text" href="https://www.researchgate.net/publication/277281153">"Evolutionary Implications of the Astonishing Psychoactive Effects of N,N-Dimethyltryptamine (DMT)"</a>. <a href="/wiki/Journal_of_Scientific_Exploration" class="mw-redirect" title="Journal of Scientific Exploration">Journal of Scientific Exploration</a>. 27 (3): 455–503. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20240526041619/https://www.researchgate.net/publication/277281153_ESSAY_Building_Alien_Worlds-_The_Neuropsychological_and_Evolutionary_Implications_of_the_Astonishing_Psychoactive_Effects_of_NN-Dimethyltryptamine_DMT">Archived</a> from the original on 2024-05-26. Retrieved 2016-08-15.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Scientific+Exploration&rft.atitle=Evolutionary+Implications+of+the+Astonishing+Psychoactive+Effects+of+N%2CN-Dimethyltryptamine+%28DMT%29&rft.volume=27&rft.issue=3&rft.pages=455-503&rft.date=2013&rft.au=Gallimore&rft.au=A&rft_id=https%3A%2F%2Fwww.researchgate.net%2Fpublication%2F277281153&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988">[<a href="/wiki/Wikipedia:Reliable_sources" title="Wikipedia:Reliable sources">unreliable source?</a>] </li> <li id="cite_note-44"><a href="#cite_ref-44">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.psypost.org/2022/02/new-study-offers-a-detailed-glimpse-into-the-otherworldly-encounters-produced-by-the-psychedelic-drug-dmt-62617">"New study offers a detailed glimpse into the otherworldly encounters produced by the psychedelic drug DMT"</a>. PsyPost. 2022-02-21. Retrieved 2022-05-25.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=PsyPost&rft.atitle=New+study+offers+a+detailed+glimpse+into+the+otherworldly+encounters+produced+by+the+psychedelic+drug+DMT&rft.date=2022-02-21&rft_id=https%3A%2F%2Fwww.psypost.org%2F2022%2F02%2Fnew-study-offers-a-detailed-glimpse-into-the-otherworldly-encounters-produced-by-the-psychedelic-drug-dmt-62617&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-45"><a href="#cite_ref-45">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLuke2011" class="citation journal cs1">Luke DP (2011). <a rel="nofollow" class="external text" href="https://www.scribd.com/doc/70007742/Discarnate-Entities">"Discarnate entities and dimethyltryptamine (DMT): Psychopharmacology, phenomenology and ontology"</a>. Journal of the Society for Psychical Research. 75 (902): 26–42. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20160409215620/https://www.scribd.com/doc/70007742/Discarnate-Entities">Archived</a> from the original on 2016-04-09. Retrieved 2017-09-10.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+the+Society+for+Psychical+Research&rft.atitle=Discarnate+entities+and+dimethyltryptamine+%28DMT%29%3A+Psychopharmacology%2C+phenomenology+and+ontology&rft.volume=75&rft.issue=902&rft.pages=26-42&rft.date=2011&rft.aulast=Luke&rft.aufirst=DP&rft_id=https%3A%2F%2Fwww.scribd.com%2Fdoc%2F70007742%2FDiscarnate-Entities&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-46"><a href="#cite_ref-46">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLuke2012" class="citation journal cs1">Luke DP (2012). <a rel="nofollow" class="external text" href="https://doi.org/10.24972%2Fijts.2012.31.1.97">"Psychoactive substances and paranormal phenomena: A comprehensive review"</a>. International Journal of Transpersonal Studies. 31: 97–156. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.24972%2Fijts.2012.31.1.97">10.24972/ijts.2012.31.1.97</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=International+Journal+of+Transpersonal+Studies&rft.atitle=Psychoactive+substances+and+paranormal+phenomena%3A+A+comprehensive+review&rft.volume=31&rft.pages=97-156&rft.date=2012&rft_id=info%3Adoi%2F10.24972%2Fijts.2012.31.1.97&rft.aulast=Luke&rft.aufirst=DP&rft_id=https%3A%2F%2Fdoi.org%2F10.24972%252Fijts.2012.31.1.97&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-47"><a href="#cite_ref-47">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFTimmermannRosemanWilliamsErritzoe2018" class="citation journal cs1">Timmermann C, Roseman L, Williams L, Erritzoe D, Martial C, Cassol H, et al. (2018). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6107838">"DMT Models the Near-Death Experience"</a>. Frontiers in Psychology. 9: 1424. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.3389%2Ffpsyg.2018.01424">10.3389/fpsyg.2018.01424</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6107838">6107838</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/30174629">30174629</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Frontiers+in+Psychology&rft.atitle=DMT+Models+the+Near-Death+Experience&rft.volume=9&rft.pages=1424&rft.date=2018&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6107838%23id-name%3DPMC&rft_id=info%3Apmid%2F30174629&rft_id=info%3Adoi%2F10.3389%2Ffpsyg.2018.01424&rft.aulast=Timmermann&rft.aufirst=C&rft.au=Roseman%2C+L&rft.au=Williams%2C+L&rft.au=Erritzoe%2C+D&rft.au=Martial%2C+C&rft.au=Cassol%2C+H&rft.au=Laureys%2C+S&rft.au=Nutt%2C+D&rft.au=Carhart-Harris%2C+R&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6107838&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-48"><a href="#cite_ref-48">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMartialCassolCharland-VervillePallavicini2019" class="citation journal cs1">Martial C, Cassol H, Charland-Verville V, Pallavicini C, Sanz C, Zamberlan F, et al. (March 2019). "Neurochemical models of near-death experiences: A large-scale study based on the semantic similarity of written reports". Consciousness and Cognition. 69: 52–69. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.concog.2019.01.011">10.1016/j.concog.2019.01.011</a>. <a href="/wiki/Hdl_(identifier)" class="mw-redirect" title="Hdl (identifier)">hdl</a>:<a rel="nofollow" class="external text" href="https://hdl.handle.net/2268%2F231971">2268/231971</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/30711788">30711788</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:73432875">73432875</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Consciousness+and+Cognition&rft.atitle=Neurochemical+models+of+near-death+experiences%3A+A+large-scale+study+based+on+the+semantic+similarity+of+written+reports&rft.volume=69&rft.pages=52-69&rft.date=2019-03&rft_id=info%3Ahdl%2F2268%2F231971&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A73432875%23id-name%3DS2CID&rft_id=info%3Apmid%2F30711788&rft_id=info%3Adoi%2F10.1016%2Fj.concog.2019.01.011&rft.aulast=Martial&rft.aufirst=C&rft.au=Cassol%2C+H&rft.au=Charland-Verville%2C+V&rft.au=Pallavicini%2C+C&rft.au=Sanz%2C+C&rft.au=Zamberlan%2C+F&rft.au=Vivot%2C+RM&rft.au=Erowid%2C+F&rft.au=Erowid%2C+E&rft.au=Laureys%2C+S&rft.au=Greyson%2C+B&rft.au=Tagliazucchi%2C+E&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid13152519-49"><a href="#cite_ref-pmid13152519_49-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHofferOsmondSmythies1954" class="citation journal cs1">Hoffer A, Osmond H, Smythies J (January 1954). "Schizophrenia; a new approach. II. Result of a year's research". The Journal of Mental Science. 100 (418): 29–45. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1192%2Fbjp.100.418.29">10.1192/bjp.100.418.29</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/13152519">13152519</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Journal+of+Mental+Science&rft.atitle=Schizophrenia%3B+a+new+approach.+II.+Result+of+a+year%27s+research&rft.volume=100&rft.issue=418&rft.pages=29-45&rft.date=1954-01&rft_id=info%3Adoi%2F10.1192%2Fbjp.100.418.29&rft_id=info%3Apmid%2F13152519&rft.aulast=Hoffer&rft.aufirst=A&rft.au=Osmond%2C+H&rft.au=Smythies%2C+J&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-50"><a href="#cite_ref-50">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.sbs.com.au/news/dmt-the-psychedelic-drug-produced-in-your-brain">"DMT: The psychedelic drug 'produced in your brain'"</a>. SBS. 8 November 2013. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20200927161206/https://www.sbs.com.au/news/dmt-the-psychedelic-drug-produced-in-your-brain">Archived</a> from the original on 27 September 2020. Retrieved 27 March 2014.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=DMT%3A+The+psychedelic+drug+%27produced+in+your+brain%27&rft.pub=SBS&rft.date=2013-11-08&rft_id=https%3A%2F%2Fwww.sbs.com.au%2Fnews%2Fdmt-the-psychedelic-drug-produced-in-your-brain&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid16095048-51">^ <a href="#cite_ref-pmid16095048_51-0">a</a> <a href="#cite_ref-pmid16095048_51-1">b</a> <a href="#cite_ref-pmid16095048_51-2">c</a> <a href="#cite_ref-pmid16095048_51-3">d</a> <a href="#cite_ref-pmid16095048_51-4">e</a> <a href="#cite_ref-pmid16095048_51-5">f</a> <a href="#cite_ref-pmid16095048_51-6">g</a> <a href="#cite_ref-pmid16095048_51-7">h</a> <a href="#cite_ref-pmid16095048_51-8">i</a> <a href="#cite_ref-pmid16095048_51-9">j</a> <a href="#cite_ref-pmid16095048_51-10">k</a> <a href="#cite_ref-pmid16095048_51-11">l</a> <a href="#cite_ref-pmid16095048_51-12">m</a> <a href="#cite_ref-pmid16095048_51-13">n</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKärkkäinenForsströmTornaeusWähälä2005" class="citation journal cs1">Kärkkäinen J, Forsström T, Tornaeus J, Wähälä K, Kiuru P, Honkanen A, et al. (April 2005). "Potentially hallucinogenic 5-hydroxytryptamine receptor ligands bufotenine and dimethyltryptamine in blood and tissues". Scandinavian Journal of Clinical and Laboratory Investigation. 65 (3): 189–199. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F00365510510013604">10.1080/00365510510013604</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16095048">16095048</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:20005294">20005294</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Scandinavian+Journal+of+Clinical+and+Laboratory+Investigation&rft.atitle=Potentially+hallucinogenic+5-hydroxytryptamine+receptor+ligands+bufotenine+and+dimethyltryptamine+in+blood+and+tissues&rft.volume=65&rft.issue=3&rft.pages=189-199&rft.date=2005-04&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A20005294%23id-name%3DS2CID&rft_id=info%3Apmid%2F16095048&rft_id=info%3Adoi%2F10.1080%2F00365510510013604&rft.aulast=K%C3%A4rkk%C3%A4inen&rft.aufirst=J&rft.au=Forsstr%C3%B6m%2C+T&rft.au=Tornaeus%2C+J&rft.au=W%C3%A4h%C3%A4l%C3%A4%2C+K&rft.au=Kiuru%2C+P&rft.au=Honkanen%2C+A&rft.au=Stenman%2C+UH&rft.au=Turpeinen%2C+U&rft.au=Hesso%2C+A&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid289421-52">^ <a href="#cite_ref-pmid289421_52-0">a</a> <a href="#cite_ref-pmid289421_52-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSmythiesMorinBrown1979" class="citation journal cs1">Smythies JR, Morin RD, Brown GB (June 1979). "Identification of dimethyltryptamine and O-methylbufotenin in human cerebrospinal fluid by combined gas chromatography/mass spectrometry". Biological Psychiatry. 14 (3): 549–556. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/289421">289421</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biological+Psychiatry&rft.atitle=Identification+of+dimethyltryptamine+and+O-methylbufotenin+in+human+cerebrospinal+fluid+by+combined+gas+chromatography%2Fmass+spectrometry&rft.volume=14&rft.issue=3&rft.pages=549-556&rft.date=1979-06&rft_id=info%3Apmid%2F289421&rft.aulast=Smythies&rft.aufirst=JR&rft.au=Morin%2C+RD&rft.au=Brown%2C+GB&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid20877-53">^ <a href="#cite_ref-pmid20877_53-0">a</a> <a href="#cite_ref-pmid20877_53-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFChristianHarrisonQuaylePagel1977" class="citation journal cs1">Christian ST, Harrison R, Quayle E, Pagel J, Monti J (October 1977). "The in vitro identification of dimethyltryptamine (DMT) in mammalian brain and its characterization as a possible endogenous neuroregulatory agent". Biochemical Medicine. 18 (2): 164–183. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-2944%2877%2990088-6">10.1016/0006-2944(77)90088-6</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/20877">20877</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+Medicine&rft.atitle=The+in+vitro+identification+of+dimethyltryptamine+%28DMT%29+in+mammalian+brain+and+its+characterization+as+a+possible+endogenous+neuroregulatory+agent&rft.volume=18&rft.issue=2&rft.pages=164-183&rft.date=1977-10&rft_id=info%3Adoi%2F10.1016%2F0006-2944%2877%2990088-6&rft_id=info%3Apmid%2F20877&rft.aulast=Christian&rft.aufirst=ST&rft.au=Harrison%2C+R&rft.au=Quayle%2C+E&rft.au=Pagel%2C+J&rft.au=Monti%2C+J&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-54"><a href="#cite_ref-54">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation news cs1"><a rel="nofollow" class="external text" href="https://www.npr.org/templates/story/story.php?storyId=104240746&sc=fb&cc=fp">"The God Chemical: Brain Chemistry And Mysticism"</a>. NPR.org. NPR. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20140108195911/http://www.npr.org/templates/story/story.php?storyId=104240746&sc=fb&cc=fp">Archived</a> from the original on 8 January 2014. Retrieved 20 September 2012.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=NPR.org&rft.atitle=The+God+Chemical%3A+Brain+Chemistry+And+Mysticism&rft_id=https%3A%2F%2Fwww.npr.org%2Ftemplates%2Fstory%2Fstory.php%3FstoryId%3D104240746%26sc%3Dfb%26cc%3Dfp&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Dean_2019-55">^ <a href="#cite_ref-Dean_2019_55-0">a</a> <a href="#cite_ref-Dean_2019_55-1">b</a> <a href="#cite_ref-Dean_2019_55-2">c</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDeanLiuHuffSheler2019" class="citation journal cs1">Dean JG, Liu T, Huff S, Sheler B, Barker SA, Strassman RJ, et al. (June 2019). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6597727">"Biosynthesis and Extracellular Concentrations of N,N-Dimethyltryptamine (DMT) in Mammalian Brain"</a>. Scientific Reports. 9 (1): 9333. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2019NatSR...9.9333D">2019NatSR...9.9333D</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2Fs41598-019-45812-w">10.1038/s41598-019-45812-w</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6597727">6597727</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/31249368">31249368</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Scientific+Reports&rft.atitle=Biosynthesis+and+Extracellular+Concentrations+of+N%2CN-Dimethyltryptamine+%28DMT%29+in+Mammalian+Brain&rft.volume=9&rft.issue=1&rft.pages=9333&rft.date=2019-06&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6597727%23id-name%3DPMC&rft_id=info%3Apmid%2F31249368&rft_id=info%3Adoi%2F10.1038%2Fs41598-019-45812-w&rft_id=info%3Abibcode%2F2019NatSR...9.9333D&rft.aulast=Dean&rft.aufirst=JG&rft.au=Liu%2C+T&rft.au=Huff%2C+S&rft.au=Sheler%2C+B&rft.au=Barker%2C+SA&rft.au=Strassman%2C+RJ&rft.au=Wang%2C+MM&rft.au=Borjigin%2C+J&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6597727&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Cozzi_N.V.,_Mavlyutov_T.A.,_Thompson_M.A.,_Ruoho_A.E._2011_840.19-56">^ <a href="#cite_ref-Cozzi_N.V.,_Mavlyutov_T.A.,_Thompson_M.A.,_Ruoho_A.E._2011_840.19_56-0">a</a> <a href="#cite_ref-Cozzi_N.V.,_Mavlyutov_T.A.,_Thompson_M.A.,_Ruoho_A.E._2011_840.19_56-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCozziMavlyutovThompsonRuoho2011" class="citation journal cs1">Cozzi NV, Mavlyutov TA, Thompson MA, Ruoho AE (2011). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20120913184820/http://www.neurophys.wisc.edu/~cozzi/Indolethylamine%20N-methyltransferase%20expression%20in%20primate%20nervous%20tissue.pdf">"Indolethylamine N-methyltransferase expression in primate nervous tissue"</a> (PDF). Society for Neuroscience Abstracts. 37: 840.19. Archived from <a rel="nofollow" class="external text" href="http://www.neurophys.wisc.edu/~cozzi/Indolethylamine%20N-methyltransferase%20expression%20in%20primate%20nervous%20tissue.pdf">the original</a> (PDF) on 13 September 2012. Retrieved 20 September 2012.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Society+for+Neuroscience+Abstracts&rft.atitle=Indolethylamine+N-methyltransferase+expression+in+primate+nervous+tissue.&rft.volume=37&rft.pages=840.19&rft.date=2011&rft.aulast=Cozzi&rft.aufirst=NV&rft.au=Mavlyutov%2C+TA&rft.au=Thompson%2C+MA&rft.au=Ruoho%2C+AE&rft_id=http%3A%2F%2Fwww.neurophys.wisc.edu%2F~cozzi%2FIndolethylamine%2520N-methyltransferase%2520expression%2520in%2520primate%2520nervous%2520tissue.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid29366418-57">^ <a href="#cite_ref-pmid29366418_57-0">a</a> <a href="#cite_ref-pmid29366418_57-1">b</a> <a href="#cite_ref-pmid29366418_57-2">c</a> <a href="#cite_ref-pmid29366418_57-3">d</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJonathanJaimeSerdarand_Glen2019" class="citation journal cs1">Jonathan H, Jaime H, Serdar D, and Glen B (2019). <a rel="nofollow" class="external text" href="https://www.eurekaselect.com/article/88194">"Ayahuasca: Psychological and Physiologic Effects, Pharmacology and Potential Uses in Addiction and Mental Illness"</a>. Current Neuropharmacology. 17 (2): 1–15. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.2174%2F1570159X16666180125095902">10.2174/1570159X16666180125095902</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/1875-6190">1875-6190</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6343205">6343205</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/29366418">29366418</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230505000155/https://www.eurekaselect.com/article/88194">Archived</a> from the original on 2023-05-05. Retrieved 2023-05-05.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Current+Neuropharmacology&rft.atitle=Ayahuasca%3A+Psychological+and+Physiologic+Effects%2C+Pharmacology+and+Potential+Uses+in+Addiction+and+Mental+Illness&rft.volume=17&rft.issue=2&rft.pages=1-15&rft.date=2019&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6343205%23id-name%3DPMC&rft.issn=1875-6190&rft_id=info%3Apmid%2F29366418&rft_id=info%3Adoi%2F10.2174%2F1570159X16666180125095902&rft.aulast=Jonathan&rft.aufirst=H&rft.au=Jaime%2C+H&rft.au=Serdar%2C+D&rft.au=and+Glen%2C+B&rft_id=https%3A%2F%2Fwww.eurekaselect.com%2Farticle%2F88194&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid28868040-58">^ <a href="#cite_ref-pmid28868040_58-0">a</a> <a href="#cite_ref-pmid28868040_58-1">b</a> <a href="#cite_ref-pmid28868040_58-2">c</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFZurinaOliverDarshanSuresh2017" class="citation journal cs1">Zurina H, Oliver B, Darshan S, Suresh N, Vicknasingam K, Erich S, et al. (18 August 2017). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5563308">"Novel Psychoactive Substances-Recent Progress on Neuropharmacological Mechanisms of Action for Selected Drugs"</a>. Front Psychiatry. 8: 152. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.3389%2Ffpsyt.2017.00152">10.3389/fpsyt.2017.00152</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5563308">5563308</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/28868040">28868040</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Front+Psychiatry&rft.atitle=Novel+Psychoactive+Substances-Recent+Progress+on+Neuropharmacological+Mechanisms+of+Action+for+Selected+Drugs&rft.volume=8&rft.pages=152&rft.date=2017-08-18&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5563308%23id-name%3DPMC&rft_id=info%3Apmid%2F28868040&rft_id=info%3Adoi%2F10.3389%2Ffpsyt.2017.00152&rft.aulast=Zurina&rft.aufirst=H&rft.au=Oliver%2C+B&rft.au=Darshan%2C+S&rft.au=Suresh%2C+N&rft.au=Vicknasingam%2C+K&rft.au=Erich%2C+S&rft.au=Johannes%2C+K&rft.au=Borid%2C+Q&rft.au=and+Christian%2C+M&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5563308&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-59"><a href="#cite_ref-59">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJonJamesand_Erich1994" class="citation journal cs1">Jon M, James L, and Erich L (September 1994). <a rel="nofollow" class="external text" href="https://onlinelibrary.wiley.com/doi/10.1111/j.1360-0443.1994.tb02787.x">"The generalizability of the dependence syndrome across substances: an examination of some properties of the proposed DSM-IV dependence criteria"</a>. Society for the Study of Addiction. 89 (9): 1105–1113. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1360-0443.1994.tb02787.x">10.1111/j.1360-0443.1994.tb02787.x</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/7987187">7987187</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20240526041617/https://onlinelibrary.wiley.com/doi/10.1111/j.1360-0443.1994.tb02787.x">Archived</a> from the original on 2024-05-26. Retrieved 2023-05-05.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Society+for+the+Study+of+Addiction&rft.atitle=The+generalizability+of+the+dependence+syndrome+across+substances%3A+an+examination+of+some+properties+of+the+proposed+DSM-IV+dependence+criteria&rft.volume=89&rft.issue=9&rft.pages=1105-1113&rft.date=1994-09&rft_id=info%3Adoi%2F10.1111%2Fj.1360-0443.1994.tb02787.x&rft_id=info%3Apmid%2F7987187&rft.aulast=Jon&rft.aufirst=M&rft.au=James%2C+L&rft.au=and+Erich%2C+L&rft_id=https%3A%2F%2Fonlinelibrary.wiley.com%2Fdoi%2F10.1111%2Fj.1360-0443.1994.tb02787.x&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-60"><a href="#cite_ref-60">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRobert2007" class="citation journal cs1">Robert G (January 2007). <a rel="nofollow" class="external text" href="https://onlinelibrary.wiley.com/doi/10.1111/j.1360-0443.2006.01652.x">"Risk assessment of ritual use of oral dimethyltryptamine (DMT) and harmala alkaloids"</a>. Addiction. 102 (1): 24–34. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1360-0443.2006.01652.x">10.1111/j.1360-0443.2006.01652.x</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/17207120">17207120</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20240526041617/https://onlinelibrary.wiley.com/doi/10.1111/j.1360-0443.2006.01652.x">Archived</a> from the original on 2024-05-26. Retrieved 2023-05-07.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Addiction&rft.atitle=Risk+assessment+of+ritual+use+of+oral+dimethyltryptamine+%28DMT%29+and+harmala+alkaloids&rft.volume=102&rft.issue=1&rft.pages=24-34&rft.date=2007-01&rft_id=info%3Adoi%2F10.1111%2Fj.1360-0443.2006.01652.x&rft_id=info%3Apmid%2F17207120&rft.aulast=Robert&rft.aufirst=G&rft_id=https%3A%2F%2Fonlinelibrary.wiley.com%2Fdoi%2F10.1111%2Fj.1360-0443.2006.01652.x&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid8731519-61">^ <a href="#cite_ref-pmid8731519_61-0">a</a> <a href="#cite_ref-pmid8731519_61-1">b</a> <a href="#cite_ref-pmid8731519_61-2">c</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRickCliffordLaura1996" class="citation journal cs1">Rick S, Clifford Q, Laura B (1 May 1996). <a rel="nofollow" class="external text" href="https://www.sciencedirect.com/science/article/abs/pii/0006322395002006">"Differential tolerance to biological and subjective effects of four closely spaced doses of N,N-dimethyltryptamine in humans"</a>. <a href="/wiki/Biological_Psychiatry_(journal)" title="Biological Psychiatry (journal)">Biological Psychiatry</a>. 39 (9): 784–795. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-3223%2895%2900200-6">10.1016/0006-3223(95)00200-6</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/8731519">8731519</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:3220559">3220559</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230504023040/https://www.sciencedirect.com/science/article/abs/pii/0006322395002006">Archived</a> from the original on 4 May 2023. Retrieved 4 May 2023.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biological+Psychiatry&rft.atitle=Differential+tolerance+to+biological+and+subjective+effects+of+four+closely+spaced+doses+of+N%2CN-dimethyltryptamine+in+humans&rft.volume=39&rft.issue=9&rft.pages=784-795&rft.date=1996-05-01&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A3220559%23id-name%3DS2CID&rft_id=info%3Apmid%2F8731519&rft_id=info%3Adoi%2F10.1016%2F0006-3223%2895%2900200-6&rft.aulast=Rick&rft.aufirst=S&rft.au=Clifford%2C+Q&rft.au=Laura%2C+B&rft_id=https%3A%2F%2Fwww.sciencedirect.com%2Fscience%2Farticle%2Fabs%2Fpii%2F0006322395002006&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-62"><a href="#cite_ref-62">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRosenbergIsbellMinerand_Logan1963" class="citation journal cs1">Rosenberg D, Isbell H, Miner E, and Logan C (7 August 1963). <a rel="nofollow" class="external text" href="https://link.springer.com/article/10.1007/BF00413244">"The effect of N,N-dimethyltryptamine in human subjects tolerant to lysergic acid diethylamide"</a>. Psychopharmacologia. 5 (3): 223–224. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00413244">10.1007/BF00413244</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/14138757">14138757</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:32950588">32950588</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230504011825/https://link.springer.com/article/10.1007/BF00413244">Archived</a> from the original on 4 May 2023. Retrieved 4 May 2023.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacologia&rft.atitle=The+effect+of+N%2CN-dimethyltryptamine+in+human+subjects+tolerant+to+lysergic+acid+diethylamide&rft.volume=5&rft.issue=3&rft.pages=223-224&rft.date=1963-08-07&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A32950588%23id-name%3DS2CID&rft_id=info%3Apmid%2F14138757&rft_id=info%3Adoi%2F10.1007%2FBF00413244&rft.aulast=Rosenberg&rft.aufirst=D&rft.au=Isbell%2C+H&rft.au=Miner%2C+E&rft.au=and+Logan%2C+C&rft_id=https%3A%2F%2Flink.springer.com%2Farticle%2F10.1007%2FBF00413244&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid11292011-63">^ <a href="#cite_ref-pmid11292011_63-0">a</a> <a href="#cite_ref-pmid11292011_63-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFJordiAntoniGloriaAdelaida2001" class="citation journal cs1">Jordi R, Antoni F, Gloria U, Adelaida M, Rosa A, Maria M, et al. (February 2001). <a rel="nofollow" class="external text" href="https://link.springer.com/article/10.1007/s002130000606">"Subjective effects and tolerability of the South American psychoactive beverage Ayahuasca in healthy volunteers"</a>. Psychopharmacology. 154 (1): 85–95. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs002130000606">10.1007/s002130000606</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/11292011">11292011</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:5556065">5556065</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230505014511/https://link.springer.com/article/10.1007/s002130000606">Archived</a> from the original on 2023-05-05. Retrieved 2023-05-05.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacology&rft.atitle=Subjective+effects+and+tolerability+of+the+South+American+psychoactive+beverage+Ayahuasca+in+healthy+volunteers&rft.volume=154&rft.issue=1&rft.pages=85-95&rft.date=2001-02&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A5556065%23id-name%3DS2CID&rft_id=info%3Apmid%2F11292011&rft_id=info%3Adoi%2F10.1007%2Fs002130000606&rft.aulast=Jordi&rft.aufirst=R&rft.au=Antoni%2C+F&rft.au=Gloria%2C+U&rft.au=Adelaida%2C+M&rft.au=Rosa%2C+A&rft.au=Maria%2C+M&rft.au=James%2C+C&rft.au=and+Mandel%2C+B&rft_id=https%3A%2F%2Flink.springer.com%2Farticle%2F10.1007%2Fs002130000606&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid9924842-64">^ <a href="#cite_ref-pmid9924842_64-0">a</a> <a href="#cite_ref-pmid9924842_64-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCallawayGrob1998" class="citation journal cs1">Callaway JC, Grob CS (1998). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20120201144245/http://www.mimosahostilis.com/files/Ayahuasca%20and%20SSRI%20Interactions.pdf">"Ayahuasca preparations and serotonin reuptake inhibitors: a potential combination for severe adverse interactions"</a> (PDF). Journal of Psychoactive Drugs. 30 (4): 367–269. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F02791072.1998.10399712">10.1080/02791072.1998.10399712</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/9924842">9924842</a>. Archived from <a rel="nofollow" class="external text" href="http://www.mimosahostilis.com/files/Ayahuasca%20and%20SSRI%20Interactions.pdf">the original</a> (PDF) on 1 February 2012. Retrieved 10 April 2012.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Psychoactive+Drugs&rft.atitle=Ayahuasca+preparations+and+serotonin+reuptake+inhibitors%3A+a+potential+combination+for+severe+adverse+interactions&rft.volume=30&rft.issue=4&rft.pages=367-269&rft.date=1998&rft_id=info%3Adoi%2F10.1080%2F02791072.1998.10399712&rft_id=info%3Apmid%2F9924842&rft.aulast=Callaway&rft.aufirst=JC&rft.au=Grob%2C+CS&rft_id=http%3A%2F%2Fwww.mimosahostilis.com%2Ffiles%2FAyahuasca%2520and%2520SSRI%2520Interactions.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-9780192678522-drug-interaction-65">^ <a href="#cite_ref-9780192678522-drug-interaction_65-0">a</a> <a href="#cite_ref-9780192678522-drug-interaction_65-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDavidDavid2023" class="citation book cs1">David N, David C (7 March 2023). "Drug-interaction with psychotropic drugs". <a rel="nofollow" class="external text" href="https://books.google.com/books?id=7lazEAAAQBAJ">Psychedelics as Psychiatric Medications</a>. <a href="/wiki/Oxford_University_Press" title="Oxford University Press">Oxford University Press</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/9780192678522" title="Special:BookSources/9780192678522"><bdi>9780192678522</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230521000115/https://books.google.com/books?id=7lazEAAAQBAJ">Archived</a> from the original on 21 May 2023. Retrieved 21 May 2023.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Drug-interaction+with+psychotropic+drugs&rft.btitle=Psychedelics+as+Psychiatric+Medications&rft.pub=Oxford+University+Press&rft.date=2023-03-07&rft.isbn=9780192678522&rft.aulast=David&rft.aufirst=N&rft.au=David%2C+C&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D7lazEAAAQBAJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-66"><a href="#cite_ref-66">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOttoSimonRichardWalter2022" class="citation journal cs1">Otto S, Simon G, Richard C, Walter O, Distin L, Peter H (1 October 2022). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9627432">"Prevalence and associations of classic psychedelic-related seizures in a population-based sample"</a>. Drug and Alcohol Dependence. 239: 109586. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.drugalcdep.2022.109586">10.1016/j.drugalcdep.2022.109586</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9627432">9627432</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/35981469">35981469</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Drug+and+Alcohol+Dependence&rft.atitle=Prevalence+and+associations+of+classic+psychedelic-related+seizures+in+a+population-based+sample&rft.volume=239&rft.pages=109586&rft.date=2022-10-01&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC9627432%23id-name%3DPMC&rft_id=info%3Apmid%2F35981469&rft_id=info%3Adoi%2F10.1016%2Fj.drugalcdep.2022.109586&rft.aulast=Otto&rft.aufirst=S&rft.au=Simon%2C+G&rft.au=Richard%2C+C&rft.au=Walter%2C+O&rft.au=Distin%2C+L&rft.au=Peter%2C+H&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC9627432&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-67"><a href="#cite_ref-67">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://erowid.org/chemicals/dmt/dmt_dose.shtml">"DMT Dosage"</a>. <a href="/wiki/Erowid" title="Erowid">Erowid</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20180625185707/https://erowid.org/chemicals/dmt/dmt_dose.shtml">Archived</a> from the original on 25 June 2018. Retrieved 25 June 2018.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Erowid&rft.atitle=DMT+Dosage&rft_id=https%3A%2F%2Ferowid.org%2Fchemicals%2Fdmt%2Fdmt_dose.shtml&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-68"><a href="#cite_ref-68">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHarozGreenberg2005" class="citation journal cs1">Haroz R, Greenberg MI (November 2005). "Emerging drugs of abuse". The Medical Clinics of North America. 89 (6): 1259–1276. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.mcna.2005.06.008">10.1016/j.mcna.2005.06.008</a>. <a href="/wiki/OCLC_(identifier)" class="mw-redirect" title="OCLC (identifier)">OCLC</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/oclc/610327022">610327022</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16227062">16227062</a>. <q>Use of DMT was first encountered in the United States in the 1960s, when it was known as a 'businessman's trip' because of the rapid onset of action when smoked (2 to 5 minutes) and short duration of action (20 minutes to 1 hour).</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Medical+Clinics+of+North+America&rft.atitle=Emerging+drugs+of+abuse&rft.volume=89&rft.issue=6&rft.pages=1259-1276&rft.date=2005-11&rft_id=info%3Aoclcnum%2F610327022&rft_id=info%3Apmid%2F16227062&rft_id=info%3Adoi%2F10.1016%2Fj.mcna.2005.06.008&rft.aulast=Haroz&rft.aufirst=R&rft.au=Greenberg%2C+MI&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-69"><a href="#cite_ref-69">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPower2020" class="citation web cs1">Power M (5 June 2020). <a rel="nofollow" class="external text" href="https://www.vice.com/en_uk/article/akzgbz/i-sell-dmt-vape-pens-so-people-can-break-through-at-their-own-speed">"I Sell DMT Vape Pens So People Can 'Break Through' at Their Own Speed"</a>. Vice.com. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20200712192852/https://www.vice.com/en_uk/article/akzgbz/i-sell-dmt-vape-pens-so-people-can-break-through-at-their-own-speed">Archived</a> from the original on 12 July 2020. Retrieved 12 July 2020.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Vice.com&rft.atitle=I+Sell+DMT+Vape+Pens+So+People+Can+%27Break+Through%27+at+Their+Own+Speed&rft.date=2020-06-05&rft.aulast=Power&rft.aufirst=M&rft_id=https%3A%2F%2Fwww.vice.com%2Fen_uk%2Farticle%2Fakzgbz%2Fi-sell-dmt-vape-pens-so-people-can-break-through-at-their-own-speed&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-70"><a href="#cite_ref-70">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLuanEckernäsAshtonRosas2024" class="citation journal cs1">Luan LX, Eckernäs E, Ashton M, Rosas FE, Uthaug MV, Bartha A, et al. (January 2024). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10851633">"Psychological and physiological effects of extended DMT"</a>. Journal of Psychopharmacology. 38 (1): 56–67. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1177%2F02698811231196877">10.1177/02698811231196877</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10851633">10851633</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/37897244">37897244</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Psychopharmacology&rft.atitle=Psychological+and+physiological+effects+of+extended+DMT&rft.volume=38&rft.issue=1&rft.pages=56-67&rft.date=2024-01&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC10851633%23id-name%3DPMC&rft_id=info%3Apmid%2F37897244&rft_id=info%3Adoi%2F10.1177%2F02698811231196877&rft.aulast=Luan&rft.aufirst=LX&rft.au=Eckern%C3%A4s%2C+E&rft.au=Ashton%2C+M&rft.au=Rosas%2C+FE&rft.au=Uthaug%2C+MV&rft.au=Bartha%2C+A&rft.au=Jagger%2C+S&rft.au=Gascon-Perai%2C+K&rft.au=Gomes%2C+L&rft.au=Nutt%2C+DJ&rft.au=Erritz%C3%B8e%2C+D&rft.au=Carhart-Harris%2C+RL&rft.au=Timmermann%2C+C&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC10851633&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-BergströmWesterberg1997-71"><a href="#cite_ref-BergströmWesterberg1997_71-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBergströmWesterbergLångström1997" class="citation journal cs1">Bergström M, Westerberg G, Långström B (May 1997). "11C-harmine as a tracer for monoamine oxidase A (MAO-A): in vitro and in vivo studies". Nuclear Medicine and Biology. 24 (4): 287–293. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0969-8051%2897%2900013-9">10.1016/S0969-8051(97)00013-9</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/9257326">9257326</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Nuclear+Medicine+and+Biology&rft.atitle=%3Csup%3E11%3C%2Fsup%3EC-harmine+as+a+tracer+for+monoamine+oxidase+A+%28MAO-A%29%3A+in+vitro+and+in+vivo+studies&rft.volume=24&rft.issue=4&rft.pages=287-293&rft.date=1997-05&rft_id=info%3Adoi%2F10.1016%2FS0969-8051%2897%2900013-9&rft_id=info%3Apmid%2F9257326&rft.aulast=Bergstr%C3%B6m&rft.aufirst=M&rft.au=Westerberg%2C+G&rft.au=L%C3%A5ngstr%C3%B6m%2C+B&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Andritzky1989-72"><a href="#cite_ref-Andritzky1989_72-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAndritzky1989" class="citation journal cs1">Andritzky W (1989). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20080226052014/http://www.lila.info/document_view.phtml?document_id=8">"Sociopsychotherapeutic functions of ayahuasca healing in Amazonia"</a>. Journal of Psychoactive Drugs. 21 (1): 77–89. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F02791072.1989.10472145">10.1080/02791072.1989.10472145</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/2656954">2656954</a>. Archived from <a rel="nofollow" class="external text" href="http://www.lila.info/document_view.phtml?document_id=8">the original</a> on 26 February 2008.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Psychoactive+Drugs&rft.atitle=Sociopsychotherapeutic+functions+of+ayahuasca+healing+in+Amazonia&rft.volume=21&rft.issue=1&rft.pages=77-89&rft.date=1989&rft_id=info%3Adoi%2F10.1080%2F02791072.1989.10472145&rft_id=info%3Apmid%2F2656954&rft.aulast=Andritzky&rft.aufirst=W&rft_id=http%3A%2F%2Fwww.lila.info%2Fdocument_view.phtml%3Fdocument_id%3D8&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Peru-73"><a href="#cite_ref-Peru_73-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSalak" class="citation web cs1">Salak K. <a rel="nofollow" class="external text" href="http://www.kirasalak.com/Peru.html">"Hell and back"</a>. National Geographic Adventure. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20190911140217/http://www.kirasalak.com/Peru.html">Archived</a> from the original on 2019-09-11. Retrieved 2008-10-31.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Hell+and+back&rft.pub=National+Geographic+Adventure&rft.aulast=Salak&rft.aufirst=K&rft_id=http%3A%2F%2Fwww.kirasalak.com%2FPeru.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-ott1998-74">^ <a href="#cite_ref-ott1998_74-0">a</a> <a href="#cite_ref-ott1998_74-1">b</a> <a href="#cite_ref-ott1998_74-2">c</a> <a href="#cite_ref-ott1998_74-3">d</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOtt1998" class="citation book cs1 cs1-prop-long-vol"><a href="/wiki/Jonathan_Ott" title="Jonathan Ott">Ott J</a> (1998). <a rel="nofollow" class="external text" href="https://www.erowid.org/references/texts/show/7105docid6446">"Pharmahuasca, anahuasca and vinho da jurema: human pharmacology of oral DMT plus harmine"</a>. In Müller-Ebeling C (ed.). Special: Psychoactivity. Yearbook for Ethnomedicine and the Study of Consciousness. Vol. 6/7 (1997/1998). Berlin: VWB. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-3-86135-033-0" title="Special:BookSources/978-3-86135-033-0"><bdi>978-3-86135-033-0</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20181031212537/https://www.erowid.org/references/texts/show/7105docid6446">Archived</a> from the original on 2018-10-31. Retrieved 2010-11-29.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Pharmahuasca%2C+anahuasca+and+vinho+da+jurema%3A+human+pharmacology+of+oral+DMT+plus+harmine&rft.btitle=Special%3A+Psychoactivity&rft.place=Berlin&rft.series=Yearbook+for+Ethnomedicine+and+the+Study+of+Consciousness&rft.pub=VWB&rft.date=1998&rft.isbn=978-3-86135-033-0&rft.aulast=Ott&rft.aufirst=J&rft_id=https%3A%2F%2Fwww.erowid.org%2Freferences%2Ftexts%2Fshow%2F7105docid6446&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-75"><a href="#cite_ref-75">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMillerAlbarracin-JordanMooreCapriles2019" class="citation journal cs1">Miller MJ, Albarracin-Jordan J, Moore C, Capriles JM (June 2019). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6561276">"Chemical evidence for the use of multiple psychotropic plants in a 1,000-year-old ritual bundle from South America"</a>. Proceedings of the National Academy of Sciences of the United States of America. 116 (23): 11207–11212. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2019PNAS..11611207M">2019PNAS..11611207M</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1073%2Fpnas.1902174116">10.1073/pnas.1902174116</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6561276">6561276</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/31061128">31061128</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Proceedings+of+the+National+Academy+of+Sciences+of+the+United+States+of+America&rft.atitle=Chemical+evidence+for+the+use+of+multiple+psychotropic+plants+in+a+1%2C000-year-old+ritual+bundle+from+South+America&rft.volume=116&rft.issue=23&rft.pages=11207-11212&rft.date=2019-06&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6561276%23id-name%3DPMC&rft_id=info%3Apmid%2F31061128&rft_id=info%3Adoi%2F10.1073%2Fpnas.1902174116&rft_id=info%3Abibcode%2F2019PNAS..11611207M&rft.aulast=Miller&rft.aufirst=MJ&rft.au=Albarracin-Jordan%2C+J&rft.au=Moore%2C+C&rft.au=Capriles%2C+JM&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6561276&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-76"><a href="#cite_ref-76">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAnwar2019" class="citation web cs1">Anwar Y (6 May 2019). <a rel="nofollow" class="external text" href="https://news.berkeley.edu/2019/05/06/ayahuasca-sacred-bundle/">"Ayahuasca fixings found in 1,000-year-old Andean sacred bundle"</a>. Berkeley News. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20190512172214/https://news.berkeley.edu/2019/05/06/ayahuasca-sacred-bundle/">Archived</a> from the original on 12 May 2019. Retrieved 21 May 2019.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Berkeley+News&rft.atitle=Ayahuasca+fixings+found+in+1%2C000-year-old+Andean+sacred+bundle&rft.date=2019-05-06&rft.aulast=Anwar&rft.aufirst=Y&rft_id=https%3A%2F%2Fnews.berkeley.edu%2F2019%2F05%2F06%2Fayahuasca-sacred-bundle%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Manske_R.H.F._1931_592–600-77"><a href="#cite_ref-Manske_R.H.F._1931_592–600_77-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFManske1931" class="citation journal cs1">Manske RH (1931). <a rel="nofollow" class="external text" href="http://rparticle.web-p.cisti.nrc.ca/rparticle/AbstractTemplateServlet?calyLang=eng&journal=cjr&volume=5&year=&issue=5&msno=cjr31-097">"A synthesis of the methyltryptamines and some derivatives"</a>. Canadian Journal of Research. 5 (5): 592–600. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/1931CJRes...5..592M">1931CJRes...5..592M</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1139%2Fcjr31-097">10.1139/cjr31-097</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Canadian+Journal+of+Research&rft.atitle=A+synthesis+of+the+methyltryptamines+and+some+derivatives&rft.volume=5&rft.issue=5&rft.pages=592-600&rft.date=1931&rft_id=info%3Adoi%2F10.1139%2Fcjr31-097&rft_id=info%3Abibcode%2F1931CJRes...5..592M&rft.aulast=Manske&rft.aufirst=RH&rft_id=http%3A%2F%2Frparticle.web-p.cisti.nrc.ca%2Frparticle%2FAbstractTemplateServlet%3FcalyLang%3Deng%26journal%3Dcjr%26volume%3D5%26year%3D%26issue%3D5%26msno%3Dcjr31-097&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988">[<a href="/wiki/Wikipedia:Link_rot" title="Wikipedia:Link rot">permanent dead link</a>‍] </li> <li id="cite_note-bdmxab-78">^ <a href="#cite_ref-bdmxab_78-0">a</a> <a href="#cite_ref-bdmxab_78-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBigwoodOtt1977" class="citation journal cs1">Bigwood J, Ott J (November 1977). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20060127003553/http://jeremybigwood.net/JBsPUBS/DMT/">"DMT: the fifteen minute trip"</a>. Head. 2 (4): 56–61. Archived from <a rel="nofollow" class="external text" href="http://jeremybigwood.net/JBsPUBS/DMT/">the original</a> on 27 January 2006. Retrieved 28 November 2010.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Head&rft.atitle=DMT%3A+the+fifteen+minute+trip&rft.volume=2&rft.issue=4&rft.pages=56-61&rft.date=1977-11&rft.aulast=Bigwood&rft.aufirst=J&rft.au=Ott%2C+J&rft_id=http%3A%2F%2Fjeremybigwood.net%2FJBsPUBS%2FDMT%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-ott1996-79">^ <a href="#cite_ref-ott1996_79-0">a</a> <a href="#cite_ref-ott1996_79-1">b</a> <a href="#cite_ref-ott1996_79-2">c</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOtt1996" class="citation book cs1"><a href="/wiki/Jonathan_Ott" title="Jonathan Ott">Ott J</a> (1996). Pharmacotheon: Entheogenic Drugs, Their Plant Sources and History (2nd, densified ed.). Kennewick, WA: Natural Products. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-9614234-9-0" title="Special:BookSources/978-0-9614234-9-0"><bdi>978-0-9614234-9-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Pharmacotheon%3A+Entheogenic+Drugs%2C+Their+Plant+Sources+and+History&rft.place=Kennewick%2C+WA&rft.edition=2nd%2C+densified&rft.pub=Natural+Products&rft.date=1996&rft.isbn=978-0-9614234-9-0&rft.aulast=Ott&rft.aufirst=J&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-80"><a href="#cite_ref-80">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPachterZachariasRibeiro1959" class="citation journal cs1">Pachter IJ, Zacharias DE, Ribeiro O (September 1959). "Indole alkaloids of Acer saccharinum (the silver maple), Dictyoloma incanescens, Piptadenia colubrina, and Mimosa hostilis". Journal of Organic Chemistry. 24 (9): 1285–1287. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fjo01091a032">10.1021/jo01091a032</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Organic+Chemistry&rft.atitle=Indole+alkaloids+of+Acer+saccharinum+%28the+silver+maple%29%2C+Dictyoloma+incanescens%2C+Piptadenia+colubrina%2C+and+Mimosa+hostilis&rft.volume=24&rft.issue=9&rft.pages=1285-1287&rft.date=1959-09&rft_id=info%3Adoi%2F10.1021%2Fjo01091a032&rft.aulast=Pachter&rft.aufirst=IJ&rft.au=Zacharias%2C+DE&rft.au=Ribeiro%2C+O&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-81"><a href="#cite_ref-81">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFishJohnsonHorning1955" class="citation journal cs1">Fish MS, Johnson NM, Horning EC (November 1955). "Piptadenia alkaloids. Indole bases of P. peregrina (L.) Benth. and related species". Journal of the American Chemical Society. 72 (22): 5892–5895. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fja01627a034">10.1021/ja01627a034</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+the+American+Chemical+Society&rft.atitle=Piptadenia+alkaloids.+Indole+bases+of+P.+peregrina+%28L.%29+Benth.+and+related+species&rft.volume=72&rft.issue=22&rft.pages=5892-5895&rft.date=1955-11&rft_id=info%3Adoi%2F10.1021%2Fja01627a034&rft.aulast=Fish&rft.aufirst=MS&rft.au=Johnson%2C+NM&rft.au=Horning%2C+EC&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-ott1994-82"><a href="#cite_ref-ott1994_82-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOtt1994" class="citation book cs1"><a href="/wiki/Jonathan_Ott" title="Jonathan Ott">Ott J</a> (1994). Ayahuasca Analogues: Pangæan Entheogens (1st ed.). <a href="/wiki/Kennewick,_WA" class="mw-redirect" title="Kennewick, WA">Kennewick, WA</a>, USA: Natural Products. pp. 81–83. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-9614234-5-2" title="Special:BookSources/978-0-9614234-5-2"><bdi>978-0-9614234-5-2</bdi></a>. <a href="/wiki/OCLC_(identifier)" class="mw-redirect" title="OCLC (identifier)">OCLC</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/oclc/32895480">32895480</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Ayahuasca+Analogues%3A+Pang%C3%A6an+Entheogens&rft.place=Kennewick%2C+WA%2C+USA&rft.pages=81-83&rft.edition=1st&rft.pub=Natural+Products&rft.date=1994&rft_id=info%3Aoclcnum%2F32895480&rft.isbn=978-0-9614234-5-2&rft.aulast=Ott&rft.aufirst=J&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-ReferenceA-83"><a href="#cite_ref-ReferenceA_83-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCiminoDe_Stefano1978" class="citation journal cs1">Cimino G, De Stefano S (1978). "Chemistry of Mediterranean gorgonians: simple indole derivatives from Paramuricea chamaeleon". Comparative Biochemistry and Physiology C. 61 (2): 361–362. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0306-4492%2878%2990070-9">10.1016/0306-4492(78)90070-9</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Comparative+Biochemistry+and+Physiology+C&rft.atitle=Chemistry+of+Mediterranean+gorgonians%3A+simple+indole+derivatives+from+Paramuricea+chamaeleon&rft.volume=61&rft.issue=2&rft.pages=361-362&rft.date=1978&rft_id=info%3Adoi%2F10.1016%2F0306-4492%2878%2990070-9&rft.aulast=Cimino&rft.aufirst=G&rft.au=De+Stefano%2C+S&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-84"><a href="#cite_ref-84">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSzara1956" class="citation journal cs1">Szara S (November 1956). "Dimethyltryptamin: its metabolism in man; the relation to its psychotic effect to the serotonin metabolism". Experientia. 12 (11): 441–442. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fbf02157378">10.1007/bf02157378</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/13384414">13384414</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:7775625">7775625</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Experientia&rft.atitle=Dimethyltryptamin%3A+its+metabolism+in+man%3B+the+relation+to+its+psychotic+effect+to+the+serotonin+metabolism&rft.volume=12&rft.issue=11&rft.pages=441-442&rft.date=1956-11&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A7775625%23id-name%3DS2CID&rft_id=info%3Apmid%2F13384414&rft_id=info%3Adoi%2F10.1007%2Fbf02157378&rft.aulast=Szara&rft.aufirst=S&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-85"><a href="#cite_ref-85">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMcKennaCallawayGrob1998" class="citation journal cs1">McKenna DJ, Callaway JC, Grob CS (1998). "The scientific investigation of Ayahuasca: a review of past and current research". The Heffter Review of Psychedelic Research. 1 (65–77): 195–223.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Heffter+Review+of+Psychedelic+Research&rft.atitle=The+scientific+investigation+of+Ayahuasca%3A+a+review+of+past+and+current+research&rft.volume=1&rft.issue=65%E2%80%9377&rft.pages=195-223&rft.date=1998&rft.aulast=McKenna&rft.aufirst=DJ&rft.au=Callaway%2C+JC&rft.au=Grob%2C+CS&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-86"><a href="#cite_ref-86">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHochsteinParadies1957" class="citation journal cs1">Hochstein FA, Paradies AM (1957). "Alkaloids of Banisteria caapi and Prestonia amazonicum". Journal of the American Chemical Society. 79 (21): 5735–5736. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fja01578a041">10.1021/ja01578a041</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+the+American+Chemical+Society&rft.atitle=Alkaloids+of+Banisteria+caapi+and+Prestonia+amazonicum&rft.volume=79&rft.issue=21&rft.pages=5735-5736&rft.date=1957&rft_id=info%3Adoi%2F10.1021%2Fja01578a041&rft.aulast=Hochstein&rft.aufirst=FA&rft.au=Paradies%2C+AM&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-87"><a href="#cite_ref-87">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSchultesRaffauf1960" class="citation journal cs1">Schultes RE, Raffauf RF (1960). <a rel="nofollow" class="external text" href="https://www.biodiversitylibrary.org/item/31906#page/126/mode/1up">"Prestonia: An Amazon narcotic or not?"</a>. Botanical Museum Leaflets, Harvard University. 19 (5): 109–122. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.5962%2Fp.168526">10.5962/p.168526</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0006-8098">0006-8098</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:91123988">91123988</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20180810224847/https://www.biodiversitylibrary.org/item/31906#page/126/mode/1up">Archived</a> from the original on 2018-08-10. Retrieved 2018-01-14.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Botanical+Museum+Leaflets%2C+Harvard+University&rft.atitle=Prestonia%3A+An+Amazon+narcotic+or+not%3F&rft.volume=19&rft.issue=5&rft.pages=109-122&rft.date=1960&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A91123988%23id-name%3DS2CID&rft.issn=0006-8098&rft_id=info%3Adoi%2F10.5962%2Fp.168526&rft.aulast=Schultes&rft.aufirst=RE&rft.au=Raffauf%2C+RF&rft_id=https%3A%2F%2Fwww.biodiversitylibrary.org%2Fitem%2F31906%23page%2F126%2Fmode%2F1up&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid14337385-88">^ <a href="#cite_ref-pmid14337385_88-0">a</a> <a href="#cite_ref-pmid14337385_88-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPoisson1965" class="citation journal cs1 cs1-prop-foreign-lang-source">Poisson J (April 1965). "Note on "Natem", A Toxic Peruvian Beverage, and ITS Alkaloids" [Note on "Natem", a toxic Peruvian beverage, and its alkaloids]. Annales Pharmaceutiques Françaises (in French). 23: 241–244. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/14337385">14337385</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Annales+Pharmaceutiques+Fran%C3%A7aises&rft.atitle=Note+on+%22Natem%22%2C+A+Toxic+Peruvian+Beverage%2C+and+ITS+Alkaloids&rft.volume=23&rft.pages=241-244&rft.date=1965-04&rft_id=info%3Apmid%2F14337385&rft.aulast=Poisson&rft.aufirst=J&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-89"><a href="#cite_ref-89">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSt_John2015" class="citation book cs1">St John G (2015). Mystery School in Hyperspace: A Cultural History of DMT. Berkeley, CA.: North Atlantic Books / Evolver. p. 29. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-58394-732-6" title="Special:BookSources/978-1-58394-732-6"><bdi>978-1-58394-732-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Mystery+School+in+Hyperspace%3A+A+Cultural+History+of+DMT&rft.place=Berkeley%2C+CA.&rft.pages=29&rft.pub=North+Atlantic+Books+%2F+Evolver&rft.date=2015&rft.isbn=978-1-58394-732-6&rft.aulast=St+John&rft.aufirst=G&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-90"><a href="#cite_ref-90">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDer_MarderosianKensingerChaoGoldstein1970" class="citation journal cs1">Der Marderosian AH, Kensinger KM, Chao JM, Goldstein FJ (1970). "The use and hallucinatory principles of a psychoactive beverage of the Cashinahua tribe (Amazon basin)". Drug Dependence. 5: 7–14. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0070-7368">0070-7368</a>. <a href="/wiki/OCLC_(identifier)" class="mw-redirect" title="OCLC (identifier)">OCLC</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/oclc/1566975">1566975</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Drug+Dependence&rft.atitle=The+use+and+hallucinatory+principles+of+a+psychoactive+beverage+of+the+Cashinahua+tribe+%28Amazon+basin%29&rft.volume=5&rft.pages=7-14&rft.date=1970&rft_id=info%3Aoclcnum%2F1566975&rft.issn=0070-7368&rft.aulast=Der+Marderosian&rft.aufirst=AH&rft.au=Kensinger%2C+KM&rft.au=Chao%2C+JM&rft.au=Goldstein%2C+FJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-erowid.org-91">^ <a href="#cite_ref-erowid.org_91-0">a</a> <a href="#cite_ref-erowid.org_91-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.erowid.org/library/books_online/tihkal/tihkal06.shtml">"Erowid Online Books: "TIHKAL" – #6 DMT"</a>. Erowid.org. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20150916005755/https://www.erowid.org/library/books_online/tihkal/tihkal06.shtml">Archived</a> from the original on 2015-09-16. Retrieved 2015-09-10.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Erowid.org&rft.atitle=Erowid+Online+Books%3A+%22TIHKAL%22+%E2%80%93+%236+DMT&rft_id=https%3A%2F%2Fwww.erowid.org%2Flibrary%2Fbooks_online%2Ftihkal%2Ftihkal06.shtml&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid32608093-92"><a href="#cite_ref-pmid32608093_92-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCozziDaley2020" class="citation journal cs1">Cozzi NV, Daley PF (October 2020). "Synthesis and characterization of high-purity N,N-dimethyltryptamine hemifumarate for human clinical trials". Drug Testing and Analysis. 12 (10): 1483–1493. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fdta.2889">10.1002/dta.2889</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/32608093">32608093</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:220290037">220290037</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Drug+Testing+and+Analysis&rft.atitle=Synthesis+and+characterization+of+high-purity+N%2CN-dimethyltryptamine+hemifumarate+for+human+clinical+trials&rft.volume=12&rft.issue=10&rft.pages=1483-1493&rft.date=2020-10&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A220290037%23id-name%3DS2CID&rft_id=info%3Apmid%2F32608093&rft_id=info%3Adoi%2F10.1002%2Fdta.2889&rft.aulast=Cozzi&rft.aufirst=NV&rft.au=Daley%2C+PF&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid13685339-93">^ <a href="#cite_ref-pmid13685339_93-0">a</a> <a href="#cite_ref-pmid13685339_93-1">b</a> <a href="#cite_ref-pmid13685339_93-2">c</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAxelrod1961" class="citation journal cs1">Axelrod J (August 1961). "Enzymatic formation of psychotomimetic metabolites from normally occurring compounds". Science. 134 (3475): 343. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/1961Sci...134..343A">1961Sci...134..343A</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1126%2Fscience.134.3475.343">10.1126/science.134.3475.343</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/13685339">13685339</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:39122485">39122485</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Science&rft.atitle=Enzymatic+formation+of+psychotomimetic+metabolites+from+normally+occurring+compounds&rft.volume=134&rft.issue=3475&rft.pages=343&rft.date=1961-08&rft_id=info%3Adoi%2F10.1126%2Fscience.134.3475.343&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A39122485%23id-name%3DS2CID&rft_id=info%3Apmid%2F13685339&rft_id=info%3Abibcode%2F1961Sci...134..343A&rft.aulast=Axelrod&rft.aufirst=J&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid779022-94">^ <a href="#cite_ref-pmid779022_94-0">a</a> <a href="#cite_ref-pmid779022_94-1">b</a> <a href="#cite_ref-pmid779022_94-2">c</a> <a href="#cite_ref-pmid779022_94-3">d</a> <a href="#cite_ref-pmid779022_94-4">e</a> <a href="#cite_ref-pmid779022_94-5">f</a> <a href="#cite_ref-pmid779022_94-6">g</a> <a href="#cite_ref-pmid779022_94-7">h</a> <a href="#cite_ref-pmid779022_94-8">i</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRosengartenFriedhoff1976" class="citation journal cs1">Rosengarten H, Friedhoff AJ (1976). <a rel="nofollow" class="external text" href="https://doi.org/10.1093%2Fschbul%2F2.1.90">"A review of recent studies of the biosynthesis and excretion of hallucinogens formed by methylation of neurotransmitters or related substances"</a>. Schizophrenia Bulletin. 2 (1): 90–105. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1093%2Fschbul%2F2.1.90">10.1093/schbul/2.1.90</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/779022">779022</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Schizophrenia+Bulletin&rft.atitle=A+review+of+recent+studies+of+the+biosynthesis+and+excretion+of+hallucinogens+formed+by+methylation+of+neurotransmitters+or+related+substances&rft.volume=2&rft.issue=1&rft.pages=90-105&rft.date=1976&rft_id=info%3Adoi%2F10.1093%2Fschbul%2F2.1.90&rft_id=info%3Apmid%2F779022&rft.aulast=Rosengarten&rft.aufirst=H&rft.au=Friedhoff%2C+AJ&rft_id=https%3A%2F%2Fdoi.org%2F10.1093%252Fschbul%252F2.1.90&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid6792104-95">^ <a href="#cite_ref-pmid6792104_95-0">a</a> <a href="#cite_ref-pmid6792104_95-1">b</a> <a href="#cite_ref-pmid6792104_95-2">c</a> <a href="#cite_ref-pmid6792104_95-3">d</a> <a href="#cite_ref-pmid6792104_95-4">e</a> <a href="#cite_ref-pmid6792104_95-5">f</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBarkerMontiChristian1981" class="citation book cs1">Barker SA, Monti JA, Christian ST (1981). "N,N-Dimethyltryptamine: An Endogenous Hallucinogen". International Review of Neurobiology Volume 22. Vol. 22. pp. 83–110. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0074-7742%2808%2960291-3">10.1016/S0074-7742(08)60291-3</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-12-366822-6" title="Special:BookSources/978-0-12-366822-6"><bdi>978-0-12-366822-6</bdi></a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/6792104">6792104</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=N%2CN-Dimethyltryptamine%3A+An+Endogenous+Hallucinogen&rft.btitle=International+Review+of+Neurobiology+Volume+22&rft.pages=83-110&rft.date=1981&rft_id=info%3Apmid%2F6792104&rft_id=info%3Adoi%2F10.1016%2FS0074-7742%2808%2960291-3&rft.isbn=978-0-12-366822-6&rft.aulast=Barker&rft.aufirst=SA&rft.au=Monti%2C+JA&rft.au=Christian%2C+ST&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid4756800-96"><a href="#cite_ref-pmid4756800_96-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLinNarasimhachariHimwich1973" class="citation journal cs1">Lin RL, Narasimhachari N, Himwich HE (September 1973). "Inhibition of indolethylamine-N-methyltransferase by S-adenosylhomocysteine". Biochemical and Biophysical Research Communications. 54 (2): 751–759. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-291X%2873%2991487-3">10.1016/0006-291X(73)91487-3</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/4756800">4756800</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+and+Biophysical+Research+Communications&rft.atitle=Inhibition+of+indolethylamine-N-methyltransferase+by+S-adenosylhomocysteine&rft.volume=54&rft.issue=2&rft.pages=751-759&rft.date=1973-09&rft_id=info%3Adoi%2F10.1016%2F0006-291X%2873%2991487-3&rft_id=info%3Apmid%2F4756800&rft.aulast=Lin&rft.aufirst=RL&rft.au=Narasimhachari%2C+N&rft.au=Himwich%2C+HE&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid9852119-97">^ <a href="#cite_ref-pmid9852119_97-0">a</a> <a href="#cite_ref-pmid9852119_97-1">b</a> <a href="#cite_ref-pmid9852119_97-2">c</a> <a href="#cite_ref-pmid9852119_97-3">d</a> <a href="#cite_ref-pmid9852119_97-4">e</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFThompsonWeinshilboum1998" class="citation journal cs1">Thompson MA, Weinshilboum RM (December 1998). <a rel="nofollow" class="external text" href="https://doi.org/10.1074%2Fjbc.273.51.34502">"Rabbit lung indolethylamine N-methyltransferase. cDNA and gene cloning and characterization"</a>. The Journal of Biological Chemistry. 273 (51): 34502–34510. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1074%2Fjbc.273.51.34502">10.1074/jbc.273.51.34502</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/9852119">9852119</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Journal+of+Biological+Chemistry&rft.atitle=Rabbit+lung+indolethylamine+N-methyltransferase.+cDNA+and+gene+cloning+and+characterization&rft.volume=273&rft.issue=51&rft.pages=34502-34510&rft.date=1998-12&rft_id=info%3Adoi%2F10.1074%2Fjbc.273.51.34502&rft_id=info%3Apmid%2F9852119&rft.aulast=Thompson&rft.aufirst=MA&rft.au=Weinshilboum%2C+RM&rft_id=https%3A%2F%2Fdoi.org%2F10.1074%252Fjbc.273.51.34502&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid14361-98">^ <a href="#cite_ref-pmid14361_98-0">a</a> <a href="#cite_ref-pmid14361_98-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMandelPrasadLopez-RamosWalker1977" class="citation journal cs1">Mandel LR, Prasad R, Lopez-Ramos B, Walker RW (January 1977). "The biosynthesis of dimethyltryptamine in vivo". Research Communications in Chemical Pathology and Pharmacology. 16 (1): 47–58. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/14361">14361</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Research+Communications+in+Chemical+Pathology+and+Pharmacology&rft.atitle=The+biosynthesis+of+dimethyltryptamine+in+vivo&rft.volume=16&rft.issue=1&rft.pages=47-58&rft.date=1977-01&rft_id=info%3Apmid%2F14361&rft.aulast=Mandel&rft.aufirst=LR&rft.au=Prasad%2C+R&rft.au=Lopez-Ramos%2C+B&rft.au=Walker%2C+RW&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid10552930-99">^ <a href="#cite_ref-pmid10552930_99-0">a</a> <a href="#cite_ref-pmid10552930_99-1">b</a> <a href="#cite_ref-pmid10552930_99-2">c</a> <a href="#cite_ref-pmid10552930_99-3">d</a> <a href="#cite_ref-pmid10552930_99-4">e</a> <a href="#cite_ref-pmid10552930_99-5">f</a> <a href="#cite_ref-pmid10552930_99-6">g</a> <a href="#cite_ref-pmid10552930_99-7">h</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFThompsonMoonKimXu1999" class="citation journal cs1">Thompson MA, Moon E, Kim UJ, Xu J, Siciliano MJ, Weinshilboum RM (November 1999). <a rel="nofollow" class="external text" href="http://crfdl.org:1111/xmlui/bitstream/handle/123456789/307/Thompson99humanINMT.pdf?sequence=1">"Human indolethylamine N-methyltransferase: cDNA cloning and expression, gene cloning, and chromosomal localization"</a> (PDF). Genomics. 61 (3): 285–297. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1006%2Fgeno.1999.5960">10.1006/geno.1999.5960</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/10552930">10552930</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Genomics&rft.atitle=Human+indolethylamine+N-methyltransferase%3A+cDNA+cloning+and+expression%2C+gene+cloning%2C+and+chromosomal+localization&rft.volume=61&rft.issue=3&rft.pages=285-297&rft.date=1999-11&rft_id=info%3Adoi%2F10.1006%2Fgeno.1999.5960&rft_id=info%3Apmid%2F10552930&rft.aulast=Thompson&rft.aufirst=MA&rft.au=Moon%2C+E&rft.au=Kim%2C+UJ&rft.au=Xu%2C+J&rft.au=Siciliano%2C+MJ&rft.au=Weinshilboum%2C+RM&rft_id=http%3A%2F%2Fcrfdl.org%3A1111%2Fxmlui%2Fbitstream%2Fhandle%2F123456789%2F307%2FThompson99humanINMT.pdf%3Fsequence%3D1&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988">[<a href="/wiki/Wikipedia:Link_rot" title="Wikipedia:Link rot">permanent dead link</a>‍] </li> <li id="cite_note-100"><a href="#cite_ref-100">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://erowid.org/library/books_online/tihkal/tihkal06.shtml">"Erowid Online Books: "TIHKAL" – #6 DMT"</a>. erowid.org. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20180421022519/https://www.erowid.org/library/books_online/tihkal/tihkal06.shtml">Archived</a> from the original on 2018-04-21. Retrieved 2018-02-02.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=erowid.org&rft.atitle=Erowid+Online+Books%3A+%22TIHKAL%22+%E2%80%93+%236+DMT&rft_id=https%3A%2F%2Ferowid.org%2Flibrary%2Fbooks_online%2Ftihkal%2Ftihkal06.shtml&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-101"><a href="#cite_ref-101">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBoschRocaArmengolFernández-Forner2001" class="citation journal cs1">Bosch J, Roca T, Armengol M, Fernández-Forner D (4 February 2001). "Synthesis of 5-(sulfamoylmethyl)indoles". Tetrahedron. 57 (6): 1041–1048. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0040-4020%2800%2901091-7">10.1016/S0040-4020(00)01091-7</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Tetrahedron&rft.atitle=Synthesis+of+5-%28sulfamoylmethyl%29indoles&rft.volume=57&rft.issue=6&rft.pages=1041-1048&rft.date=2001-02-04&rft_id=info%3Adoi%2F10.1016%2FS0040-4020%2800%2901091-7&rft.aulast=Bosch&rft.aufirst=J&rft.au=Roca%2C+T&rft.au=Armengol%2C+M&rft.au=Fern%C3%A1ndez-Forner%2C+D&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-102"><a href="#cite_ref-102">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBrandtMooreFreemanKanu2010" class="citation journal cs1">Brandt SD, Moore SA, Freeman S, Kanu AB (July 2010). "Characterization of the synthesis of N,N-dimethyltryptamine by reductive amination using gas chromatography ion trap mass spectrometry". Drug Testing and Analysis. 2 (7): 330–338. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fdta.142">10.1002/dta.142</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/20648523">20648523</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Drug+Testing+and+Analysis&rft.atitle=Characterization+of+the+synthesis+of+N%2CN-dimethyltryptamine+by+reductive+amination+using+gas+chromatography+ion+trap+mass+spectrometry&rft.volume=2&rft.issue=7&rft.pages=330-338&rft.date=2010-07&rft_id=info%3Adoi%2F10.1002%2Fdta.142&rft_id=info%3Apmid%2F20648523&rft.aulast=Brandt&rft.aufirst=SD&rft.au=Moore%2C+SA&rft.au=Freeman%2C+S&rft.au=Kanu%2C+AB&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-103"><a href="#cite_ref-103">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMoreiraMurtaGattoFagg2015" class="citation journal cs1">Moreira LA, Murta MM, Gatto CC, Fagg CW, dos Santos ML (April 2015). <a rel="nofollow" class="external text" href="https://doi.org/10.1177%2F1934578X1501000411">"Concise synthesis of N,N-dimethyltryptamine and 5-methoxy-N,N-dimethyltryptamine starting with bufotenine from Brazilian Anadenanthera ssp"</a>. Natural Product Communications. 10 (4): 581–584. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1177%2F1934578X1501000411">10.1177/1934578X1501000411</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/25973481">25973481</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:34076965">34076965</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Natural+Product+Communications&rft.atitle=Concise+synthesis+of+N%2CN-dimethyltryptamine+and+5-methoxy-N%2CN-dimethyltryptamine+starting+with+bufotenine+from+Brazilian+Anadenanthera+ssp&rft.volume=10&rft.issue=4&rft.pages=581-584&rft.date=2015-04&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A34076965%23id-name%3DS2CID&rft_id=info%3Apmid%2F25973481&rft_id=info%3Adoi%2F10.1177%2F1934578X1501000411&rft.aulast=Moreira&rft.aufirst=LA&rft.au=Murta%2C+MM&rft.au=Gatto%2C+CC&rft.au=Fagg%2C+CW&rft.au=dos+Santos%2C+ML&rft_id=https%3A%2F%2Fdoi.org%2F10.1177%252F1934578X1501000411&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-104"><a href="#cite_ref-104">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://hyperlab.info/inv/index.php?lang=en&act=ST&f=17&t=913&st=120">"Hyperlab.info -> Мелатонин и 5-MeO-DMT"</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20230927010145/https://hyperlab.info/inv/index.php?lang=en&act=ST&f=17&t=913&st=120">Archived</a> from the original on 2023-09-27. Retrieved 2023-09-27.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Hyperlab.info+-%3E+%D0%9C%D0%B5%D0%BB%D0%B0%D1%82%D0%BE%D0%BD%D0%B8%D0%BD+%D0%B8+5-MeO-DMT&rft_id=https%3A%2F%2Fhyperlab.info%2Finv%2Findex.php%3Flang%3Den%26act%3DST%26f%3D17%26t%3D913%26st%3D120&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid23881860-105">^ <a href="#cite_ref-pmid23881860_105-0">a</a> <a href="#cite_ref-pmid23881860_105-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBarkerBorjiginLomnickaStrassman2013" class="citation journal cs1">Barker SA, Borjigin J, Lomnicka I, Strassman R (December 2013). <a rel="nofollow" class="external text" href="https://deepblue.lib.umich.edu/bitstream/2027.42/101767/1/bmc2981.pdf">"LC/MS/MS analysis of the endogenous dimethyltryptamine hallucinogens, their precursors, and major metabolites in rat pineal gland microdialysate"</a> (PDF). Biomedical Chromatography. 27 (12): 1690–1700. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fbmc.2981">10.1002/bmc.2981</a>. <a href="/wiki/Hdl_(identifier)" class="mw-redirect" title="Hdl (identifier)">hdl</a>:<a rel="nofollow" class="external text" href="https://hdl.handle.net/2027.42%2F101767">2027.42/101767</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/23881860">23881860</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20240526042116/https://deepblue.lib.umich.edu/bitstream/2027.42/101767/1/bmc2981.pdf">Archived</a> (PDF) from the original on 2024-05-26. Retrieved 2018-04-20.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biomedical+Chromatography&rft.atitle=LC%2FMS%2FMS+analysis+of+the+endogenous+dimethyltryptamine+hallucinogens%2C+their+precursors%2C+and+major+metabolites+in+rat+pineal+gland+microdialysate&rft.volume=27&rft.issue=12&rft.pages=1690-1700&rft.date=2013-12&rft_id=info%3Ahdl%2F2027.42%2F101767&rft_id=info%3Apmid%2F23881860&rft_id=info%3Adoi%2F10.1002%2Fbmc.2981&rft.aulast=Barker&rft.aufirst=SA&rft.au=Borjigin%2C+J&rft.au=Lomnicka%2C+I&rft.au=Strassman%2C+R&rft_id=https%3A%2F%2Fdeepblue.lib.umich.edu%2Fbitstream%2F2027.42%2F101767%2F1%2Fbmc2981.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid24508833-106"><a href="#cite_ref-pmid24508833_106-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGomesCoimbraClaraDörr2014" class="citation journal cs1">Gomes MM, Coimbra JB, Clara RO, Dörr FA, Moreno AC, Chagas JR, et al. (April 2014). <a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.bcp.2014.01.035">"Biosynthesis of N,N-dimethyltryptamine (DMT) in a melanoma cell line and its metabolization by peroxidases"</a>. Biochemical Pharmacology. 88 (3): 393–401. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.bcp.2014.01.035">10.1016/j.bcp.2014.01.035</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/24508833">24508833</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+Pharmacology&rft.atitle=Biosynthesis+of+N%2CN-dimethyltryptamine+%28DMT%29+in+a+melanoma+cell+line+and+its+metabolization+by+peroxidases&rft.volume=88&rft.issue=3&rft.pages=393-401&rft.date=2014-04&rft_id=info%3Adoi%2F10.1016%2Fj.bcp.2014.01.035&rft_id=info%3Apmid%2F24508833&rft.aulast=Gomes&rft.aufirst=MM&rft.au=Coimbra%2C+JB&rft.au=Clara%2C+RO&rft.au=D%C3%B6rr%2C+FA&rft.au=Moreno%2C+AC&rft.au=Chagas%2C+JR&rft.au=Tufik%2C+S&rft.au=Pinto%2C+E&rft.au=Catalani%2C+LH&rft.au=Campa%2C+A&rft_id=https%3A%2F%2Fdoi.org%2F10.1016%252Fj.bcp.2014.01.035&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid29095071-107"><a href="#cite_ref-pmid29095071_107-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFNicholsDE2017" class="citation journal cs1">Nichols, DE (Nov 2017). <a rel="nofollow" class="external text" href="https://doi.org/10.1177%2F0269881117736919">"N,N-Dimethyltryptamine and the pineal gland: Separating fact from myth"</a>. Journal of Psychopharmacology. 32 (1): 30–36. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1177%2F0269881117736919">10.1177/0269881117736919</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/29095071">29095071</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Psychopharmacology&rft.atitle=N%2CN-Dimethyltryptamine+and+the+pineal+gland%3A+Separating+fact+from+myth&rft.volume=32&rft.issue=1&rft.pages=30-36&rft.date=2017-11&rft_id=info%3Adoi%2F10.1177%2F0269881117736919&rft_id=info%3Apmid%2F29095071&rft.au=Nichols&rft.au=DE&rft_id=https%3A%2F%2Fdoi.org%2F10.1177%252F0269881117736919&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid25171370-108"><a href="#cite_ref-pmid25171370_108-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSzaboKovacsFrecskaRajnavolgyi2014" class="citation journal cs1">Szabo A, Kovacs A, Frecska E, Rajnavolgyi E (29 August 2014). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4149582">"Psychedelic N,N-dimethyltryptamine and 5-methoxy-N,N-dimethyltryptamine modulate innate and adaptive inflammatory responses through the sigma-1 receptor of human monocyte-derived dendritic cells"</a>. PLOS ONE. 9 (8): e106533. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2014PLoSO...9j6533S">2014PLoSO...9j6533S</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1371%2Fjournal.pone.0106533">10.1371/journal.pone.0106533</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4149582">4149582</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/25171370">25171370</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=PLOS+ONE&rft.atitle=Psychedelic+N%2CN-dimethyltryptamine+and+5-methoxy-N%2CN-dimethyltryptamine+modulate+innate+and+adaptive+inflammatory+responses+through+the+sigma-1+receptor+of+human+monocyte-derived+dendritic+cells&rft.volume=9&rft.issue=8&rft.pages=e106533&rft.date=2014-08-29&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4149582%23id-name%3DPMC&rft_id=info%3Apmid%2F25171370&rft_id=info%3Adoi%2F10.1371%2Fjournal.pone.0106533&rft_id=info%3Abibcode%2F2014PLoSO...9j6533S&rft.aulast=Szabo&rft.aufirst=A&rft.au=Kovacs%2C+A&rft.au=Frecska%2C+E&rft.au=Rajnavolgyi%2C+E&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4149582&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-109"><a href="#cite_ref-109">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDeanLiuHuffSheler2019" class="citation journal cs1">Dean JG, Liu T, Huff S, Sheler B, Barker SA, Strassman RJ, et al. (June 2019). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6597727">"Biosynthesis and Extracellular Concentrations of N,N-dimethyltryptamine (DMT) in Mammalian Brain"</a>. Scientific Reports. 9 (1): 9333. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2019NatSR...9.9333D">2019NatSR...9.9333D</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2Fs41598-019-45812-w">10.1038/s41598-019-45812-w</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6597727">6597727</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/31249368">31249368</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Scientific+Reports&rft.atitle=Biosynthesis+and+Extracellular+Concentrations+of+N%2CN-dimethyltryptamine+%28DMT%29+in+Mammalian+Brain&rft.volume=9&rft.issue=1&rft.pages=9333&rft.date=2019-06&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6597727%23id-name%3DPMC&rft_id=info%3Apmid%2F31249368&rft_id=info%3Adoi%2F10.1038%2Fs41598-019-45812-w&rft_id=info%3Abibcode%2F2019NatSR...9.9333D&rft.aulast=Dean&rft.aufirst=JG&rft.au=Liu%2C+T&rft.au=Huff%2C+S&rft.au=Sheler%2C+B&rft.au=Barker%2C+SA&rft.au=Strassman%2C+RJ&rft.au=Wang%2C+MM&rft.au=Borjigin%2C+J&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6597727&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid5839067-110"><a href="#cite_ref-pmid5839067_110-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFranzenGross1965" class="citation journal cs1">Franzen F, Gross H (June 1965). <a rel="nofollow" class="external text" href="https://doi.org/10.1038%2F2061052a0">"Tryptamine, N,N-dimethyltryptamine, N,N-dimethyl-5-hydroxytryptamine and 5-methoxytryptamine in human blood and urine"</a>. Nature. 206 (988): 1052. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/1965Natur.206.1052F">1965Natur.206.1052F</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2F2061052a0">10.1038/2061052a0</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/5839067">5839067</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:4226040">4226040</a>. <q>After the elaboration of sufficiently selective and quantitative procedures, which are discussed elsewhere, we were able to study the occurrence of tryptamine, N,N-dimethyltryptamine, N,N-dimethyl-5-hydroxytryptamine and 5-hydroxytryptamine in normal human blood and urine. [...] In 11 of 37 probands N,N-dimethyltryptamine was demonstrated in blood (...). In the urine 42.95 ± 8.6 μg of dimethyltryptamine/24 h were excreted.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Nature&rft.atitle=Tryptamine%2C+N%2CN-dimethyltryptamine%2C+N%2CN-dimethyl-5-hydroxytryptamine+and+5-methoxytryptamine+in+human+blood+and+urine&rft.volume=206&rft.issue=988&rft.pages=1052&rft.date=1965-06&rft_id=info%3Adoi%2F10.1038%2F2061052a0&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A4226040%23id-name%3DS2CID&rft_id=info%3Apmid%2F5839067&rft_id=info%3Abibcode%2F1965Natur.206.1052F&rft.aulast=Franzen&rft.aufirst=F&rft.au=Gross%2C+H&rft_id=https%3A%2F%2Fdoi.org%2F10.1038%252F2061052a0&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid5860629-111"><a href="#cite_ref-pmid5860629_111-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSiegel1965" class="citation journal cs1">Siegel M (October 1965). "A sensitive method for the detection of N,N-dimethylserotonin (bufotenin) in urine; failure to demonstrate its presence in the urine of schizophrenic and normal subjects". Journal of Psychiatric Research. 3 (3): 205–211. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0022-3956%2865%2990030-0">10.1016/0022-3956(65)90030-0</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/5860629">5860629</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Psychiatric+Research&rft.atitle=A+sensitive+method+for+the+detection+of+N%2CN-dimethylserotonin+%28bufotenin%29+in+urine%3B+failure+to+demonstrate+its+presence+in+the+urine+of+schizophrenic+and+normal+subjects&rft.volume=3&rft.issue=3&rft.pages=205-211&rft.date=1965-10&rft_id=info%3Adoi%2F10.1016%2F0022-3956%2865%2990030-0&rft_id=info%3Apmid%2F5860629&rft.aulast=Siegel&rft.aufirst=M&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid11232854-112"><a href="#cite_ref-pmid11232854_112-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBarkerLittlefield-ChabaudDavid2001" class="citation journal cs1">Barker SA, Littlefield-Chabaud MA, David C (February 2001). "Distribution of the hallucinogens N,N-dimethyltryptamine and 5-methoxy-N,N-dimethyltryptamine in rat brain following intraperitoneal injection: application of a new solid-phase extraction LC-APcI-MS-MS-isotope dilution method". Journal of Chromatography. B, Biomedical Sciences and Applications. 751 (1): 37–47. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0378-4347%2800%2900442-4">10.1016/S0378-4347(00)00442-4</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/11232854">11232854</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Chromatography.+B%2C+Biomedical+Sciences+and+Applications&rft.atitle=Distribution+of+the+hallucinogens+N%2CN-dimethyltryptamine+and+5-methoxy-N%2CN-dimethyltryptamine+in+rat+brain+following+intraperitoneal+injection%3A+application+of+a+new+solid-phase+extraction+LC-APcI-MS-MS-isotope+dilution+method&rft.volume=751&rft.issue=1&rft.pages=37-47&rft.date=2001-02&rft_id=info%3Adoi%2F10.1016%2FS0378-4347%2800%2900442-4&rft_id=info%3Apmid%2F11232854&rft.aulast=Barker&rft.aufirst=SA&rft.au=Littlefield-Chabaud%2C+MA&rft.au=David%2C+C&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid11763413-113">^ <a href="#cite_ref-pmid11763413_113-0">a</a> <a href="#cite_ref-pmid11763413_113-1">b</a> <a href="#cite_ref-pmid11763413_113-2">c</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFForsströmTuominenKarkkäinen2001" class="citation journal cs1">Forsström T, Tuominen J, Karkkäinen J (2001). "Determination of potentially hallucinogenic N-dimethylated indoleamines in human urine by HPLC/ESI-MS-MS". Scandinavian Journal of Clinical and Laboratory Investigation. 61 (7): 547–556. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1080%2F003655101753218319">10.1080/003655101753218319</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/11763413">11763413</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:218987277">218987277</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Scandinavian+Journal+of+Clinical+and+Laboratory+Investigation&rft.atitle=Determination+of+potentially+hallucinogenic+N-dimethylated+indoleamines+in+human+urine+by+HPLC%2FESI-MS-MS&rft.volume=61&rft.issue=7&rft.pages=547-556&rft.date=2001&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A218987277%23id-name%3DS2CID&rft_id=info%3Apmid%2F11763413&rft_id=info%3Adoi%2F10.1080%2F003655101753218319&rft.aulast=Forsstr%C3%B6m&rft.aufirst=T&rft.au=Tuominen%2C+J&rft.au=Karkk%C3%A4inen%2C+J&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid20523750-114"><a href="#cite_ref-pmid20523750_114-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFShenJiangYu2009" class="citation journal cs1">Shen HW, Jiang XL, Yu AM (April 2009). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2879651">"Development of a LC-MS/MS method to analyze 5-methoxy-N,N-dimethyltryptamine and bufotenine, and application to pharmacokinetic study"</a>. Bioanalysis. 1 (1): 87–95. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.4155%2Fbio.09.7">10.4155/bio.09.7</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2879651">2879651</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/20523750">20523750</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Bioanalysis&rft.atitle=Development+of+a+LC-MS%2FMS+method+to+analyze+5-methoxy-N%2CN-dimethyltryptamine+and+bufotenine%2C+and+application+to+pharmacokinetic+study&rft.volume=1&rft.issue=1&rft.pages=87-95&rft.date=2009-04&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2879651%23id-name%3DPMC&rft_id=info%3Apmid%2F20523750&rft_id=info%3Adoi%2F10.4155%2Fbio.09.7&rft.aulast=Shen&rft.aufirst=HW&rft.au=Jiang%2C+XL&rft.au=Yu%2C+AM&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2879651&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid4517484-115"><a href="#cite_ref-pmid4517484_115-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWyattMandelAhnWalker1973" class="citation journal cs1">Wyatt RJ, Mandel LR, Ahn HS, Walker RW, Vanden Heuvel WJ (July 1973). "Gas chromatographic-mass spectrometric isotope dilution determination of N,N-dimethyltryptamine concentrations in normals and psychiatric patients". Psychopharmacologia. 31 (3): 265–270. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00422516">10.1007/BF00422516</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/4517484">4517484</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:42469897">42469897</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacologia&rft.atitle=Gas+chromatographic-mass+spectrometric+isotope+dilution+determination+of+N%2CN-dimethyltryptamine+concentrations+in+normals+and+psychiatric+patients&rft.volume=31&rft.issue=3&rft.pages=265-270&rft.date=1973-07&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A42469897%23id-name%3DS2CID&rft_id=info%3Apmid%2F4517484&rft_id=info%3Adoi%2F10.1007%2FBF00422516&rft.aulast=Wyatt&rft.aufirst=RJ&rft.au=Mandel%2C+LR&rft.au=Ahn%2C+HS&rft.au=Walker%2C+RW&rft.au=Vanden+Heuvel%2C+WJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid803203-116"><a href="#cite_ref-pmid803203_116-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAngristGershonSathananthanWalker1976" class="citation journal cs1">Angrist B, Gershon S, Sathananthan G, Walker RW, López-Ramos B, Mandel LR, et al. (May 1976). "Dimethyltryptamine levels in blood of schizophrenic patients and control subjects". Psychopharmacology. 47 (1): 29–32. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00428697">10.1007/BF00428697</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/803203">803203</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:5850801">5850801</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacology&rft.atitle=Dimethyltryptamine+levels+in+blood+of+schizophrenic+patients+and+control+subjects&rft.volume=47&rft.issue=1&rft.pages=29-32&rft.date=1976-05&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A5850801%23id-name%3DS2CID&rft_id=info%3Apmid%2F803203&rft_id=info%3Adoi%2F10.1007%2FBF00428697&rft.aulast=Angrist&rft.aufirst=B&rft.au=Gershon%2C+S&rft.au=Sathananthan%2C+G&rft.au=Walker%2C+RW&rft.au=L%C3%B3pez-Ramos%2C+B&rft.au=Mandel%2C+LR&rft.au=Vandenheuvel%2C+WJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid271509-117"><a href="#cite_ref-pmid271509_117-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFOonRodnight1977" class="citation journal cs1">Oon MC, Rodnight R (December 1977). "A gas chromatographic procedure for determining N, N-dimethyltryptamine and N-monomethyltryptamine in urine using a nitrogen detector". Biochemical Medicine. 18 (3): 410–419. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-2944%2877%2990077-1">10.1016/0006-2944(77)90077-1</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/271509">271509</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+Medicine&rft.atitle=A+gas+chromatographic+procedure+for+determining+N%2C+N-dimethyltryptamine+and+N-monomethyltryptamine+in+urine+using+a+nitrogen+detector&rft.volume=18&rft.issue=3&rft.pages=410-419&rft.date=1977-12&rft_id=info%3Adoi%2F10.1016%2F0006-2944%2877%2990077-1&rft_id=info%3Apmid%2F271509&rft.aulast=Oon&rft.aufirst=MC&rft.au=Rodnight%2C+R&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-118"><a href="#cite_ref-118">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCallawayRaymonHearnMcKenna1996" class="citation journal cs1">Callaway JC, Raymon LP, Hearn WL, McKenna DJ, Grob CS, Brito GS, et al. (October 1996). <a rel="nofollow" class="external text" href="https://doi.org/10.1093%2Fjat%2F20.6.492">"Quantitation of N,N-dimethyltryptamine and harmala alkaloids in human plasma after oral dosing with ayahuasca"</a>. Journal of Analytical Toxicology. 20 (6): 492–497. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1093%2Fjat%2F20.6.492">10.1093/jat/20.6.492</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/8889686">8889686</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Analytical+Toxicology&rft.atitle=Quantitation+of+N%2CN-dimethyltryptamine+and+harmala+alkaloids+in+human+plasma+after+oral+dosing+with+ayahuasca&rft.volume=20&rft.issue=6&rft.pages=492-497&rft.date=1996-10&rft_id=info%3Adoi%2F10.1093%2Fjat%2F20.6.492&rft_id=info%3Apmid%2F8889686&rft.aulast=Callaway&rft.aufirst=JC&rft.au=Raymon%2C+LP&rft.au=Hearn%2C+WL&rft.au=McKenna%2C+DJ&rft.au=Grob%2C+CS&rft.au=Brito%2C+GS&rft.au=Mash%2C+DC&rft_id=https%3A%2F%2Fdoi.org%2F10.1093%252Fjat%252F20.6.492&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-119"><a href="#cite_ref-119">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBaselt2011" class="citation book cs1">Baselt R (2011). Disposition of Toxic Drugs and Chemicals in Man (9th ed.). Seal Beach, CA: Biomedical Publications. pp. 525–526. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-9626523-8-7" title="Special:BookSources/978-0-9626523-8-7"><bdi>978-0-9626523-8-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Disposition+of+Toxic+Drugs+and+Chemicals+in+Man&rft.place=Seal+Beach%2C+CA&rft.pages=525-526&rft.edition=9th&rft.pub=Biomedical+Publications&rft.date=2011&rft.isbn=978-0-9626523-8-7&rft.aulast=Baselt&rft.aufirst=R&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid5150167-120"><a href="#cite_ref-pmid5150167_120-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMandelRosenzweigKuehl1971" class="citation journal cs1">Mandel LR, Rosenzweig S, Kuehl FA (March 1971). "Purification and substrate specificity of indoleamine-N-methyl transferase". Biochemical Pharmacology. 20 (3): 712–716. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-2952%2871%2990158-4">10.1016/0006-2952(71)90158-4</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/5150167">5150167</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+Pharmacology&rft.atitle=Purification+and+substrate+specificity+of+indoleamine-N-methyl+transferase&rft.volume=20&rft.issue=3&rft.pages=712-716&rft.date=1971-03&rft_id=info%3Adoi%2F10.1016%2F0006-2952%2871%2990158-4&rft_id=info%3Apmid%2F5150167&rft.aulast=Mandel&rft.aufirst=LR&rft.au=Rosenzweig%2C+S&rft.au=Kuehl%2C+FA&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid1056183-121"><a href="#cite_ref-pmid1056183_121-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLinNarasimhachari1975" class="citation journal cs1">Lin R, Narasimhachari N (June 1975). "N-Methylation of 1-methyltryptamines by indolethylamine N-methyltransferase". Biochemical Pharmacology. 24 (11–12): 1239–1240. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-2952%2875%2990071-4">10.1016/0006-2952(75)90071-4</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/1056183">1056183</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+Pharmacology&rft.atitle=N-Methylation+of+1-methyltryptamines+by+indolethylamine+N-methyltransferase&rft.volume=24&rft.issue=11%E2%80%9312&rft.pages=1239-1240&rft.date=1975-06&rft_id=info%3Adoi%2F10.1016%2F0006-2952%2875%2990071-4&rft_id=info%3Apmid%2F1056183&rft.aulast=Lin&rft.aufirst=R&rft.au=Narasimhachari%2C+N&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid5034200-122"><a href="#cite_ref-pmid5034200_122-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMandelAhnVandenHeuvel1972" class="citation journal cs1">Mandel LR, Ahn HS, VandenHeuvel WJ (April 1972). "Indoleamine-N-methyl transferase in human lung". Biochemical Pharmacology. 21 (8): 1197–1200. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-2952%2872%2990113-X">10.1016/0006-2952(72)90113-X</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/5034200">5034200</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+Pharmacology&rft.atitle=Indoleamine-N-methyl+transferase+in+human+lung&rft.volume=21&rft.issue=8&rft.pages=1197-1200&rft.date=1972-04&rft_id=info%3Adoi%2F10.1016%2F0006-2952%2872%2990113-X&rft_id=info%3Apmid%2F5034200&rft.aulast=Mandel&rft.aufirst=LR&rft.au=Ahn%2C+HS&rft.au=VandenHeuvel%2C+WJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid1067427-123"><a href="#cite_ref-pmid1067427_123-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRosengartenMellerFreidhoff1976" class="citation journal cs1">Rosengarten H, Meller E, Freidhoff AJ (1976). "Possible source of error in studies of enzymatic formation of dimethyltryptamine". Journal of Psychiatric Research. 13 (1): 23–30. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0022-3956%2876%2990006-6">10.1016/0022-3956(76)90006-6</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/1067427">1067427</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Psychiatric+Research&rft.atitle=Possible+source+of+error+in+studies+of+enzymatic+formation+of+dimethyltryptamine&rft.volume=13&rft.issue=1&rft.pages=23-30&rft.date=1976&rft_id=info%3Adoi%2F10.1016%2F0022-3956%2876%2990006-6&rft_id=info%3Apmid%2F1067427&rft.aulast=Rosengarten&rft.aufirst=H&rft.au=Meller%2C+E&rft.au=Freidhoff%2C+AJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid5793241-124"><a href="#cite_ref-pmid5793241_124-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMorganMandell1969" class="citation journal cs1">Morgan M, Mandell AJ (August 1969). "Indole(ethyl)amine N-methyltransferase in the brain". Science. 165 (3892): 492–493. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/1969Sci...165..492M">1969Sci...165..492M</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1126%2Fscience.165.3892.492">10.1126/science.165.3892.492</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/5793241">5793241</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:43317224">43317224</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Science&rft.atitle=Indole%28ethyl%29amine+N-methyltransferase+in+the+brain&rft.volume=165&rft.issue=3892&rft.pages=492-493&rft.date=1969-08&rft_id=info%3Adoi%2F10.1126%2Fscience.165.3892.492&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A43317224%23id-name%3DS2CID&rft_id=info%3Apmid%2F5793241&rft_id=info%3Abibcode%2F1969Sci...165..492M&rft.aulast=Morgan&rft.aufirst=M&rft.au=Mandell%2C+AJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid5279043-125"><a href="#cite_ref-pmid5279043_125-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMandellMorgan1971" class="citation journal cs1">Mandell AJ, Morgan M (March 1971). "Indole(ethyl)amine N-methyltransferase in human brain". Nature. 230 (11): 85–87. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2Fnewbio230085a0">10.1038/newbio230085a0</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/5279043">5279043</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Nature&rft.atitle=Indole%28ethyl%29amine+N-methyltransferase+in+human+brain&rft.volume=230&rft.issue=11&rft.pages=85-87&rft.date=1971-03&rft_id=info%3Adoi%2F10.1038%2Fnewbio230085a0&rft_id=info%3Apmid%2F5279043&rft.aulast=Mandell&rft.aufirst=AJ&rft.au=Morgan%2C+M&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid4703789-126"><a href="#cite_ref-pmid4703789_126-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSaavedraCoyleAxelrod1973" class="citation journal cs1">Saavedra JM, Coyle JT, Axelrod J (March 1973). "The distribution and properties of the nonspecific N-methyltransferase in brain". Journal of Neurochemistry. 20 (3): 743–752. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1471-4159.1973.tb00035.x">10.1111/j.1471-4159.1973.tb00035.x</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/4703789">4703789</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:42038762">42038762</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Neurochemistry&rft.atitle=The+distribution+and+properties+of+the+nonspecific+N-methyltransferase+in+brain&rft.volume=20&rft.issue=3&rft.pages=743-752&rft.date=1973-03&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A42038762%23id-name%3DS2CID&rft_id=info%3Apmid%2F4703789&rft_id=info%3Adoi%2F10.1111%2Fj.1471-4159.1973.tb00035.x&rft.aulast=Saavedra&rft.aufirst=JM&rft.au=Coyle%2C+JT&rft.au=Axelrod%2C+J&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid5059565-127"><a href="#cite_ref-pmid5059565_127-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSaavedraAxelrod1972" class="citation journal cs1">Saavedra JM, Axelrod J (March 1972). <a rel="nofollow" class="external text" href="http://crfdl.org:1111/xmlui/bitstream/handle/123456789/392/1733285.pdf?sequence=1">"Psychotomimetic N-methylated tryptamines: formation in brain in vivo and in vitro"</a> (PDF). Science. 175 (4028): 1365–1366. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/1972Sci...175.1365S">1972Sci...175.1365S</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1126%2Fscience.175.4028.1365">10.1126/science.175.4028.1365</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/5059565">5059565</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:30864349">30864349</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Science&rft.atitle=Psychotomimetic+N-methylated+tryptamines%3A+formation+in+brain+in+vivo+and+in+vitro&rft.volume=175&rft.issue=4028&rft.pages=1365-1366&rft.date=1972-03&rft_id=info%3Adoi%2F10.1126%2Fscience.175.4028.1365&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A30864349%23id-name%3DS2CID&rft_id=info%3Apmid%2F5059565&rft_id=info%3Abibcode%2F1972Sci...175.1365S&rft.aulast=Saavedra&rft.aufirst=JM&rft.au=Axelrod%2C+J&rft_id=http%3A%2F%2Fcrfdl.org%3A1111%2Fxmlui%2Fbitstream%2Fhandle%2F123456789%2F392%2F1733285.pdf%3Fsequence%3D1&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988">[<a href="/wiki/Wikipedia:Link_rot" title="Wikipedia:Link rot">permanent dead link</a>‍] </li> <li id="cite_note-pmid4725358-128"><a href="#cite_ref-pmid4725358_128-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWuBoulton1973" class="citation journal cs1">Wu PH, Boulton AA (July 1973). "Distribution and metabolism of tryptamine in rat brain". Canadian Journal of Biochemistry. 51 (7): 1104–1112. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1139%2Fo73-144">10.1139/o73-144</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/4725358">4725358</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Canadian+Journal+of+Biochemistry&rft.atitle=Distribution+and+metabolism+of+tryptamine+in+rat+brain&rft.volume=51&rft.issue=7&rft.pages=1104-1112&rft.date=1973-07&rft_id=info%3Adoi%2F10.1139%2Fo73-144&rft_id=info%3Apmid%2F4725358&rft.aulast=Wu&rft.aufirst=PH&rft.au=Boulton%2C+AA&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid963555-129"><a href="#cite_ref-pmid963555_129-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBoarderRodnight1976" class="citation journal cs1">Boarder MR, Rodnight R (September 1976). "Tryptamine-N-methyltransferase activity in brain tissue: a re-examination". Brain Research. 114 (2): 359–364. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-8993%2876%2990680-6">10.1016/0006-8993(76)90680-6</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/963555">963555</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:36334101">36334101</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Brain+Research&rft.atitle=Tryptamine-N-methyltransferase+activity+in+brain+tissue%3A+a+re-examination&rft.volume=114&rft.issue=2&rft.pages=359-364&rft.date=1976-09&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A36334101%23id-name%3DS2CID&rft_id=info%3Apmid%2F963555&rft_id=info%3Adoi%2F10.1016%2F0006-8993%2876%2990680-6&rft.aulast=Boarder&rft.aufirst=MR&rft.au=Rodnight%2C+R&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid823298-130"><a href="#cite_ref-pmid823298_130-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGomesNeethlingShanley1976" class="citation journal cs1">Gomes UR, Neethling AC, Shanley BC (September 1976). "Enzymatic N-methylation of indoleamines by mammalian brain: fact or artefact?". Journal of Neurochemistry. 27 (3): 701–705. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1471-4159.1976.tb10397.x">10.1111/j.1471-4159.1976.tb10397.x</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/823298">823298</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:6043841">6043841</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Neurochemistry&rft.atitle=Enzymatic+N-methylation+of+indoleamines+by+mammalian+brain%3A+fact+or+artefact%3F&rft.volume=27&rft.issue=3&rft.pages=701-705&rft.date=1976-09&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A6043841%23id-name%3DS2CID&rft_id=info%3Apmid%2F823298&rft_id=info%3Adoi%2F10.1111%2Fj.1471-4159.1976.tb10397.x&rft.aulast=Gomes&rft.aufirst=UR&rft.au=Neethling%2C+AC&rft.au=Shanley%2C+BC&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid279646-131"><a href="#cite_ref-pmid279646_131-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStramentinoliBaldessarini1978" class="citation journal cs1">Stramentinoli G, Baldessarini RJ (October 1978). "Lack of enhancement of dimethyltryptamine formation in rat brain and rabbit lung in vivo by methionine or S-adenosylmethionine". Journal of Neurochemistry. 31 (4): 1015–1020. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1471-4159.1978.tb00141.x">10.1111/j.1471-4159.1978.tb00141.x</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/279646">279646</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:26099031">26099031</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Neurochemistry&rft.atitle=Lack+of+enhancement+of+dimethyltryptamine+formation+in+rat+brain+and+rabbit+lung+in+vivo+by+methionine+or+S-adenosylmethionine&rft.volume=31&rft.issue=4&rft.pages=1015-1020&rft.date=1978-10&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A26099031%23id-name%3DS2CID&rft_id=info%3Apmid%2F279646&rft_id=info%3Adoi%2F10.1111%2Fj.1471-4159.1978.tb00141.x&rft.aulast=Stramentinoli&rft.aufirst=G&rft.au=Baldessarini%2C+RJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-UniProtO95050-132">^ <a href="#cite_ref-UniProtO95050_132-0">a</a> <a href="#cite_ref-UniProtO95050_132-1">b</a> <a href="#cite_ref-UniProtO95050_132-2">c</a> <a href="#cite_ref-UniProtO95050_132-3">d</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.uniprot.org/uniprot/O95050">"INMT – Indolethylamine N-methyltransferase – Homo sapiens (Human) – INMT gene & protein"</a>. Uniprot.org. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20180920111803/https://www.uniprot.org/uniprot/O95050">Archived</a> from the original on 2018-09-20. Retrieved 2018-03-24.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Uniprot.org&rft.atitle=INMT+%E2%80%93+Indolethylamine+N-methyltransferase+%E2%80%93+Homo+sapiens+%28Human%29+%E2%80%93+INMT+gene+%26+protein&rft_id=https%3A%2F%2Fwww.uniprot.org%2Funiprot%2FO95050&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid27216487-133"><a href="#cite_ref-pmid27216487_133-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRickliMoningHoenerLiechti2016" class="citation journal cs1">Rickli A, Moning OD, Hoener MC, Liechti ME (August 2016). <a rel="nofollow" class="external text" href="http://edoc.unibas.ch/53326/1/20170117174852_587e4af45b658.pdf">"Receptor interaction profiles of novel psychoactive tryptamines compared with classic hallucinogens"</a> (PDF). European Neuropsychopharmacology. 26 (8): 1327–1337. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.euroneuro.2016.05.001">10.1016/j.euroneuro.2016.05.001</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/27216487">27216487</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:6685927">6685927</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=European+Neuropsychopharmacology&rft.atitle=Receptor+interaction+profiles+of+novel+psychoactive+tryptamines+compared+with+classic+hallucinogens&rft.volume=26&rft.issue=8&rft.pages=1327-1337&rft.date=2016-08&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A6685927%23id-name%3DS2CID&rft_id=info%3Apmid%2F27216487&rft_id=info%3Adoi%2F10.1016%2Fj.euroneuro.2016.05.001&rft.aulast=Rickli&rft.aufirst=A&rft.au=Moning%2C+OD&rft.au=Hoener%2C+MC&rft.au=Liechti%2C+ME&rft_id=http%3A%2F%2Fedoc.unibas.ch%2F53326%2F1%2F20170117174852_587e4af45b658.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid19881490-134">^ <a href="#cite_ref-pmid19881490_134-0">a</a> <a href="#cite_ref-pmid19881490_134-1">b</a> <a href="#cite_ref-pmid19881490_134-2">c</a> <a href="#cite_ref-pmid19881490_134-3">d</a> <a href="#cite_ref-pmid19881490_134-4">e</a> <a href="#cite_ref-pmid19881490_134-5">f</a> <a href="#cite_ref-pmid19881490_134-6">g</a> <a href="#cite_ref-pmid19881490_134-7">h</a> <a href="#cite_ref-pmid19881490_134-8">i</a> <a href="#cite_ref-pmid19881490_134-9">j</a> <a href="#cite_ref-pmid19881490_134-10">k</a> <a href="#cite_ref-pmid19881490_134-11">l</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKeiserSetolaIrwinLaggner2009" class="citation journal cs1">Keiser MJ, Setola V, Irwin JJ, Laggner C, Abbas AI, Hufeisen SJ, et al. (November 2009). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2784146">"Predicting new molecular targets for known drugs"</a>. Nature. 462 (7270): 175–181. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2009Natur.462..175K">2009Natur.462..175K</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2Fnature08506">10.1038/nature08506</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2784146">2784146</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/19881490">19881490</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Nature&rft.atitle=Predicting+new+molecular+targets+for+known+drugs&rft.volume=462&rft.issue=7270&rft.pages=175-181&rft.date=2009-11&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2784146%23id-name%3DPMC&rft_id=info%3Apmid%2F19881490&rft_id=info%3Adoi%2F10.1038%2Fnature08506&rft_id=info%3Abibcode%2F2009Natur.462..175K&rft.aulast=Keiser&rft.aufirst=MJ&rft.au=Setola%2C+V&rft.au=Irwin%2C+JJ&rft.au=Laggner%2C+C&rft.au=Abbas%2C+AI&rft.au=Hufeisen%2C+SJ&rft.au=Jensen%2C+NH&rft.au=Kuijer%2C+MB&rft.au=Matos%2C+RC&rft.au=Tran%2C+TB&rft.au=Whaley%2C+R&rft.au=Glennon%2C+RA&rft.au=Hert%2C+J&rft.au=Thomas%2C+KL&rft.au=Edwards%2C+DD&rft.au=Shoichet%2C+BK&rft.au=Roth%2C+BL&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2784146&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid1828347-135">^ <a href="#cite_ref-pmid1828347_135-0">a</a> <a href="#cite_ref-pmid1828347_135-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDeliganisPiercePeroutka1991" class="citation journal cs1">Deliganis AV, Pierce PA, Peroutka SJ (June 1991). "Differential interactions of dimethyltryptamine (DMT) with 5-HT1A and 5-HT2 receptors". Biochemical Pharmacology. 41 (11): 1739–1744. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-2952%2891%2990178-8">10.1016/0006-2952(91)90178-8</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/1828347">1828347</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+Pharmacology&rft.atitle=Differential+interactions+of+dimethyltryptamine+%28DMT%29+with+5-HT%3Csub%3E1A%3C%2Fsub%3E+and+5-HT%3Csub%3E2%3C%2Fsub%3E+receptors&rft.volume=41&rft.issue=11&rft.pages=1739-1744&rft.date=1991-06&rft_id=info%3Adoi%2F10.1016%2F0006-2952%2891%2990178-8&rft_id=info%3Apmid%2F1828347&rft.aulast=Deliganis&rft.aufirst=AV&rft.au=Pierce%2C+PA&rft.au=Peroutka%2C+SJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid2540505-136">^ <a href="#cite_ref-pmid2540505_136-0">a</a> <a href="#cite_ref-pmid2540505_136-1">b</a> <a href="#cite_ref-pmid2540505_136-2">c</a> <a href="#cite_ref-pmid2540505_136-3">d</a> <a href="#cite_ref-pmid2540505_136-4">e</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPiercePeroutka1989" class="citation journal cs1">Pierce PA, Peroutka SJ (1989). "Hallucinogenic drug interactions with neurotransmitter receptor binding sites in human cortex". Psychopharmacology. 97 (1): 118–122. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00443425">10.1007/BF00443425</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/2540505">2540505</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:32936434">32936434</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacology&rft.atitle=Hallucinogenic+drug+interactions+with+neurotransmitter+receptor+binding+sites+in+human+cortex&rft.volume=97&rft.issue=1&rft.pages=118-122&rft.date=1989&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A32936434%23id-name%3DS2CID&rft_id=info%3Apmid%2F2540505&rft_id=info%3Adoi%2F10.1007%2FBF00443425&rft.aulast=Pierce&rft.aufirst=PA&rft.au=Peroutka%2C+SJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid20126400-137">^ <a href="#cite_ref-pmid20126400_137-0">a</a> <a href="#cite_ref-pmid20126400_137-1">b</a> <a href="#cite_ref-pmid20126400_137-2">c</a> <a href="#cite_ref-pmid20126400_137-3">d</a> <a href="#cite_ref-pmid20126400_137-4">e</a> <a href="#cite_ref-pmid20126400_137-5">f</a> <a href="#cite_ref-pmid20126400_137-6">g</a> <a href="#cite_ref-pmid20126400_137-7">h</a> <a href="#cite_ref-pmid20126400_137-8">i</a> <a href="#cite_ref-pmid20126400_137-9">j</a> <a href="#cite_ref-pmid20126400_137-10">k</a> <a href="#cite_ref-pmid20126400_137-11">l</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRay2010" class="citation journal cs1">Ray TS (February 2010). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2814854">"Psychedelics and the human receptorome"</a>. PLOS ONE. 5 (2): e9019. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2010PLoSO...5.9019R">2010PLoSO...5.9019R</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1371%2Fjournal.pone.0009019">10.1371/journal.pone.0009019</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2814854">2814854</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/20126400">20126400</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=PLOS+ONE&rft.atitle=Psychedelics+and+the+human+receptorome&rft.volume=5&rft.issue=2&rft.pages=e9019&rft.date=2010-02&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2814854%23id-name%3DPMC&rft_id=info%3Apmid%2F20126400&rft_id=info%3Adoi%2F10.1371%2Fjournal.pone.0009019&rft_id=info%3Abibcode%2F2010PLoSO...5.9019R&rft.aulast=Ray&rft.aufirst=TS&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2814854&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid9768567-138">^ <a href="#cite_ref-pmid9768567_138-0">a</a> <a href="#cite_ref-pmid9768567_138-1">b</a> <a href="#cite_ref-pmid9768567_138-2">c</a> <a href="#cite_ref-pmid9768567_138-3">d</a> <a href="#cite_ref-pmid9768567_138-4">e</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSmithCantonBarrettSanders-Bush1998" class="citation journal cs1">Smith RL, Canton H, Barrett RJ, Sanders-Bush E (November 1998). <a rel="nofollow" class="external text" href="http://crfdl.org:1111/xmlui/bitstream/handle/123456789/17/Agonist%20Properties%20of%20N,N-Dimethyltryptaminenext%20term%20at%20Ser.pdf">"Agonist properties of N,N-dimethyltryptamine at serotonin 5-HT2A and 5-HT2C receptors"</a> (PDF). Pharmacology, Biochemistry, and Behavior. 61 (3): 323–330. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0091-3057%2898%2900110-5">10.1016/S0091-3057(98)00110-5</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/9768567">9768567</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:27591297">27591297</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Pharmacology%2C+Biochemistry%2C+and+Behavior&rft.atitle=Agonist+properties+of+N%2CN-dimethyltryptamine+at+serotonin+5-HT%3Csub%3E2A%3C%2Fsub%3E+and+5-HT%3Csub%3E2C%3C%2Fsub%3E+receptors&rft.volume=61&rft.issue=3&rft.pages=323-330&rft.date=1998-11&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A27591297%23id-name%3DS2CID&rft_id=info%3Apmid%2F9768567&rft_id=info%3Adoi%2F10.1016%2FS0091-3057%2898%2900110-5&rft.aulast=Smith&rft.aufirst=RL&rft.au=Canton%2C+H&rft.au=Barrett%2C+RJ&rft.au=Sanders-Bush%2C+E&rft_id=http%3A%2F%2Fcrfdl.org%3A1111%2Fxmlui%2Fbitstream%2Fhandle%2F123456789%2F17%2FAgonist%2520Properties%2520of%2520N%2CN-Dimethyltryptaminenext%2520term%2520at%2520Ser.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988">[<a href="/wiki/Wikipedia:Link_rot" title="Wikipedia:Link rot">permanent dead link</a>‍] </li> <li id="cite_note-pmid19505264-139"><a href="#cite_ref-pmid19505264_139-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRothmanBaumann2009" class="citation journal cs1">Rothman RB, Baumann MH (May 2009). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2695569">"Serotonergic drugs and valvular heart disease"</a>. Expert Opinion on Drug Safety. 8 (3): 317–329. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1517%2F14740330902931524">10.1517/14740330902931524</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2695569">2695569</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/19505264">19505264</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Expert+Opinion+on+Drug+Safety&rft.atitle=Serotonergic+drugs+and+valvular+heart+disease&rft.volume=8&rft.issue=3&rft.pages=317-329&rft.date=2009-05&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2695569%23id-name%3DPMC&rft_id=info%3Apmid%2F19505264&rft_id=info%3Adoi%2F10.1517%2F14740330902931524&rft.aulast=Rothman&rft.aufirst=RB&rft.au=Baumann%2C+MH&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2695569&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid17202450-140"><a href="#cite_ref-pmid17202450_140-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRoth2007" class="citation journal cs1"><a href="/wiki/Bryan_Roth" title="Bryan Roth">Roth BL</a> (January 2007). "Drugs and valvular heart disease". The New England Journal of Medicine. 356 (1): 6–9. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1056%2FNEJMp068265">10.1056/NEJMp068265</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/17202450">17202450</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+New+England+Journal+of+Medicine&rft.atitle=Drugs+and+valvular+heart+disease&rft.volume=356&rft.issue=1&rft.pages=6-9&rft.date=2007-01&rft_id=info%3Adoi%2F10.1056%2FNEJMp068265&rft_id=info%3Apmid%2F17202450&rft.aulast=Roth&rft.aufirst=BL&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-141"><a href="#cite_ref-141">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFUrbanClarkevon_ZastrowNichols2007" class="citation journal cs1">Urban JD, Clarke WP, von Zastrow M, Nichols DE, Kobilka B, Weinstein H, et al. (January 2007). <a rel="nofollow" class="external text" href="https://cdr.lib.unc.edu/concern/articles/xs55mf307">"Functional selectivity and classical concepts of quantitative pharmacology"</a>. The Journal of Pharmacology and Experimental Therapeutics. 320 (1): 1–13. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1124%2Fjpet.106.104463">10.1124/jpet.106.104463</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16803859">16803859</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:447937">447937</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20200428163253/https://cdr.lib.unc.edu/concern/articles/xs55mf307">Archived</a> from the original on 2020-04-28. Retrieved 2019-07-12.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Journal+of+Pharmacology+and+Experimental+Therapeutics&rft.atitle=Functional+selectivity+and+classical+concepts+of+quantitative+pharmacology&rft.volume=320&rft.issue=1&rft.pages=1-13&rft.date=2007-01&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A447937%23id-name%3DS2CID&rft_id=info%3Apmid%2F16803859&rft_id=info%3Adoi%2F10.1124%2Fjpet.106.104463&rft.aulast=Urban&rft.aufirst=JD&rft.au=Clarke%2C+WP&rft.au=von+Zastrow%2C+M&rft.au=Nichols%2C+DE&rft.au=Kobilka%2C+B&rft.au=Weinstein%2C+H&rft.au=Javitch%2C+JA&rft.au=Roth%2C+BL&rft.au=Christopoulos%2C+A&rft.au=Sexton%2C+PM&rft.au=Miller%2C+KJ&rft.au=Spedding%2C+M&rft.au=Mailman%2C+RB&rft_id=https%3A%2F%2Fcdr.lib.unc.edu%2Fconcern%2Farticles%2Fxs55mf307&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid16962229-142"><a href="#cite_ref-pmid16962229_142-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBurchettHicks2006" class="citation journal cs1">Burchett SA, Hicks TP (August 2006). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20120201112618/http://www.mimosahostilis.com/files/The%20mysterious%20trace%20amines%20%20protean%20neuromodulato.pdf">"The mysterious trace amines: protean neuromodulators of synaptic transmission in mammalian brain"</a> (PDF). Progress in Neurobiology. 79 (5–6): 223–246. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.pneurobio.2006.07.003">10.1016/j.pneurobio.2006.07.003</a>. <a href="/wiki/OCLC_(identifier)" class="mw-redirect" title="OCLC (identifier)">OCLC</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/oclc/231983957">231983957</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16962229">16962229</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:10272684">10272684</a>. Archived from <a rel="nofollow" class="external text" href="http://www.mimosahostilis.com/files/The%20mysterious%20trace%20amines%20%20protean%20neuromodulato.pdf">the original</a> (PDF) on 1 February 2012.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Progress+in+Neurobiology&rft.atitle=The+mysterious+trace+amines%3A+protean+neuromodulators+of+synaptic+transmission+in+mammalian+brain&rft.volume=79&rft.issue=5%E2%80%936&rft.pages=223-246&rft.date=2006-08&rft_id=info%3Aoclcnum%2F231983957&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A10272684%23id-name%3DS2CID&rft_id=info%3Apmid%2F16962229&rft_id=info%3Adoi%2F10.1016%2Fj.pneurobio.2006.07.003&rft.aulast=Burchett&rft.aufirst=SA&rft.au=Hicks%2C+TP&rft_id=http%3A%2F%2Fwww.mimosahostilis.com%2Ffiles%2FThe%2520mysterious%2520trace%2520amines%2520%2520protean%2520neuromodulato.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid19213917-143">^ <a href="#cite_ref-pmid19213917_143-0">a</a> <a href="#cite_ref-pmid19213917_143-1">b</a> <a href="#cite_ref-pmid19213917_143-2">c</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFontanillaJohannessenHajipourCozzi2009" class="citation journal cs1">Fontanilla D, Johannessen M, Hajipour AR, Cozzi NV, Jackson MB, Ruoho AE (February 2009). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2947205">"The hallucinogen N,N-dimethyltryptamine (DMT) is an endogenous sigma-1 receptor regulator"</a>. Science. 323 (5916): 934–937. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2009Sci...323..934F">2009Sci...323..934F</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1126%2Fscience.1166127">10.1126/science.1166127</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2947205">2947205</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/19213917">19213917</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Science&rft.atitle=The+hallucinogen+N%2CN-dimethyltryptamine+%28DMT%29+is+an+endogenous+sigma-1+receptor+regulator&rft.volume=323&rft.issue=5916&rft.pages=934-937&rft.date=2009-02&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2947205%23id-name%3DPMC&rft_id=info%3Apmid%2F19213917&rft_id=info%3Adoi%2F10.1126%2Fscience.1166127&rft_id=info%3Abibcode%2F2009Sci...323..934F&rft.aulast=Fontanilla&rft.aufirst=D&rft.au=Johannessen%2C+M&rft.au=Hajipour%2C+AR&rft.au=Cozzi%2C+NV&rft.au=Jackson%2C+MB&rft.au=Ruoho%2C+AE&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2947205&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid19756361-144">^ <a href="#cite_ref-pmid19756361_144-0">a</a> <a href="#cite_ref-pmid19756361_144-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCozziGopalakrishnanAndersonFeih2009" class="citation journal cs1">Cozzi NV, Gopalakrishnan A, Anderson LL, Feih JT, Shulgin AT, Daley PF, et al. (December 2009). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20100617172010/http://www.neurophys.wisc.edu/~cozzi/Hallucinogenic%20tryptamines%20as%20SERT%20and%20VMAT2%20substrates.%20%20Cozzi.%20%20J.%20Neural%20Transm.,%20116,%201591-1599%20(2009).pdf">"Dimethyltryptamine and other hallucinogenic tryptamines exhibit substrate behavior at the serotonin uptake transporter and the vesicle monoamine transporter"</a> (PDF). Journal of Neural Transmission. 116 (12): 1591–1599. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs00702-009-0308-8">10.1007/s00702-009-0308-8</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/19756361">19756361</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:15928043">15928043</a>. Archived from <a rel="nofollow" class="external text" href="http://www.neurophys.wisc.edu/~cozzi/Hallucinogenic%20tryptamines%20as%20SERT%20and%20VMAT2%20substrates.%20%20Cozzi.%20%20J.%20Neural%20Transm.,%20116,%201591-1599%20(2009).pdf">the original</a> (PDF) on 17 June 2010. Retrieved 20 November 2010.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Neural+Transmission&rft.atitle=Dimethyltryptamine+and+other+hallucinogenic+tryptamines+exhibit+substrate+behavior+at+the+serotonin+uptake+transporter+and+the+vesicle+monoamine+transporter&rft.volume=116&rft.issue=12&rft.pages=1591-1599&rft.date=2009-12&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A15928043%23id-name%3DS2CID&rft_id=info%3Apmid%2F19756361&rft_id=info%3Adoi%2F10.1007%2Fs00702-009-0308-8&rft.aulast=Cozzi&rft.aufirst=NV&rft.au=Gopalakrishnan%2C+A&rft.au=Anderson%2C+LL&rft.au=Feih%2C+JT&rft.au=Shulgin%2C+AT&rft.au=Daley%2C+PF&rft.au=Ruoho%2C+AE&rft_id=http%3A%2F%2Fwww.neurophys.wisc.edu%2F~cozzi%2FHallucinogenic%2520tryptamines%2520as%2520SERT%2520and%2520VMAT2%2520substrates.%2520%2520Cozzi.%2520%2520J.%2520Neural%2520Transm.%2C%2520116%2C%25201591-1599%2520%282009%29.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-BloughLandavazoDecker2014-145"><a href="#cite_ref-BloughLandavazoDecker2014_145-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBloughLandavazoDeckerPartilla2014" class="citation journal cs1">Blough BE, Landavazo A, Decker AM, Partilla JS, Baumann MH, Rothman RB (October 2014). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4194234">"Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes"</a>. Psychopharmacology (Berl). 231 (21): 4135–4144. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs00213-014-3557-7">10.1007/s00213-014-3557-7</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4194234">4194234</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/24800892">24800892</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacology+%28Berl%29&rft.atitle=Interaction+of+psychoactive+tryptamines+with+biogenic+amine+transporters+and+serotonin+receptor+subtypes&rft.volume=231&rft.issue=21&rft.pages=4135-4144&rft.date=2014-10&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4194234%23id-name%3DPMC&rft_id=info%3Apmid%2F24800892&rft_id=info%3Adoi%2F10.1007%2Fs00213-014-3557-7&rft.aulast=Blough&rft.aufirst=BE&rft.au=Landavazo%2C+A&rft.au=Decker%2C+AM&rft.au=Partilla%2C+JS&rft.au=Baumann%2C+MH&rft.au=Rothman%2C+RB&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4194234&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-nida1994-146"><a href="#cite_ref-nida1994_146-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGlennon1994" class="citation book cs1">Glennon RA (1994). <a rel="nofollow" class="external text" href="http://crfdl.org:1111/xmlui/bitstream/handle/123456789/288/hallucinogens%20an%20update.pdf">"Classical hallucinogens: an introductory overview"</a> (PDF). In Lin GC, Glennon RA (eds.). Hallucinogens: An Update. NIDA Research Monograph Series. Vol. 146. Rockville, MD: U.S. Dept. of Health and Human Services, Public Health Service, National Institutes of Health, National Institute on Drug Abuse. p. 4. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20110725203539/http://crfdl.org:1111/xmlui/bitstream/handle/123456789/288/hallucinogens%20an%20update.pdf">Archived</a> (PDF) from the original on 2011-07-25.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Classical+hallucinogens%3A+an+introductory+overview&rft.btitle=Hallucinogens%3A+An+Update&rft.place=Rockville%2C+MD&rft.series=NIDA+Research+Monograph+Series&rft.pages=4&rft.pub=U.S.+Dept.+of+Health+and+Human+Services%2C+Public+Health+Service%2C+National+Institutes+of+Health%2C+National+Institute+on+Drug+Abuse&rft.date=1994&rft.aulast=Glennon&rft.aufirst=RA&rft_id=http%3A%2F%2Fcrfdl.org%3A1111%2Fxmlui%2Fbitstream%2Fhandle%2F123456789%2F288%2Fhallucinogens%2520an%2520update.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988">[<a href="/wiki/Wikipedia:Link_rot" title="Wikipedia:Link rot">permanent dead link</a>‍] </li> <li id="cite_note-pmid17977517-147"><a href="#cite_ref-pmid17977517_147-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFantegrossiMurnaneReissig2008" class="citation journal cs1">Fantegrossi WE, Murnane KS, Reissig CJ (January 2008). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2247373">"The behavioral pharmacology of hallucinogens"</a>. Biochemical Pharmacology. 75 (1): 17–33. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.bcp.2007.07.018">10.1016/j.bcp.2007.07.018</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2247373">2247373</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/17977517">17977517</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+Pharmacology&rft.atitle=The+behavioral+pharmacology+of+hallucinogens&rft.volume=75&rft.issue=1&rft.pages=17-33&rft.date=2008-01&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2247373%23id-name%3DPMC&rft_id=info%3Apmid%2F17977517&rft_id=info%3Adoi%2F10.1016%2Fj.bcp.2007.07.018&rft.aulast=Fantegrossi&rft.aufirst=WE&rft.au=Murnane%2C+KS&rft.au=Reissig%2C+CJ&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2247373&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid14761703-148">^ <a href="#cite_ref-pmid14761703_148-0">a</a> <a href="#cite_ref-pmid14761703_148-1">b</a> <a href="#cite_ref-pmid14761703_148-2">c</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFNichols2004" class="citation journal cs1">Nichols DE (February 2004). "Hallucinogens". Pharmacology & Therapeutics. 101 (2): 131–181. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.pharmthera.2003.11.002">10.1016/j.pharmthera.2003.11.002</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/14761703">14761703</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Pharmacology+%26+Therapeutics&rft.atitle=Hallucinogens&rft.volume=101&rft.issue=2&rft.pages=131-181&rft.date=2004-02&rft_id=info%3Adoi%2F10.1016%2Fj.pharmthera.2003.11.002&rft_id=info%3Apmid%2F14761703&rft.aulast=Nichols&rft.aufirst=DE&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid9875725-149"><a href="#cite_ref-pmid9875725_149-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFVollenweiderVollenweider-ScherpenhuyzenBäblerVogel1998" class="citation journal cs1">Vollenweider FX, Vollenweider-Scherpenhuyzen MF, Bäbler A, Vogel H, Hell D (December 1998). "Psilocybin induces schizophrenia-like psychosis in humans via a serotonin-2 agonist action". NeuroReport. 9 (17): 3897–3902. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1097%2F00001756-199812010-00024">10.1097/00001756-199812010-00024</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/9875725">9875725</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:37706068">37706068</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=NeuroReport&rft.atitle=Psilocybin+induces+schizophrenia-like+psychosis+in+humans+via+a+serotonin-2+agonist+action&rft.volume=9&rft.issue=17&rft.pages=3897-3902&rft.date=1998-12&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A37706068%23id-name%3DS2CID&rft_id=info%3Apmid%2F9875725&rft_id=info%3Adoi%2F10.1097%2F00001756-199812010-00024&rft.aulast=Vollenweider&rft.aufirst=FX&rft.au=Vollenweider-Scherpenhuyzen%2C+MF&rft.au=B%C3%A4bler%2C+A&rft.au=Vogel%2C+H&rft.au=Hell%2C+D&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid8788488-150">^ <a href="#cite_ref-pmid8788488_150-0">a</a> <a href="#cite_ref-pmid8788488_150-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFStrassman1996" class="citation journal cs1">Strassman RJ (1996). <a rel="nofollow" class="external text" href="http://crfdl.org:1111/xmlui/bitstream/handle/123456789/373/Beh_Brain_Res_96.pdf">"Human psychopharmacology of N,N-dimethyltryptamine"</a> (PDF). Behavioural Brain Research. 73 (1–2): 121–124. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0166-4328%2896%2900081-2">10.1016/0166-4328(96)00081-2</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/8788488">8788488</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:4047951">4047951</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Behavioural+Brain+Research&rft.atitle=Human+psychopharmacology+of+N%2CN-dimethyltryptamine&rft.volume=73&rft.issue=1%E2%80%932&rft.pages=121-124&rft.date=1996&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A4047951%23id-name%3DS2CID&rft_id=info%3Apmid%2F8788488&rft_id=info%3Adoi%2F10.1016%2F0166-4328%2896%2900081-2&rft.aulast=Strassman&rft.aufirst=RJ&rft_id=http%3A%2F%2Fcrfdl.org%3A1111%2Fxmlui%2Fbitstream%2Fhandle%2F123456789%2F373%2FBeh_Brain_Res_96.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988">[<a href="/wiki/Wikipedia:Link_rot" title="Wikipedia:Link rot">permanent dead link</a>‍] </li> <li id="cite_note-pmid6513725-151"><a href="#cite_ref-pmid6513725_151-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGlennonTitelerMcKenney1984" class="citation journal cs1">Glennon RA, Titeler M, McKenney JD (December 1984). "Evidence for 5-HT2 involvement in the mechanism of action of hallucinogenic agents". Life Sciences. 35 (25): 2505–2511. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0024-3205%2884%2990436-3">10.1016/0024-3205(84)90436-3</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/6513725">6513725</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Life+Sciences&rft.atitle=Evidence+for+5-HT%3Csub%3E2%3C%2Fsub%3E+involvement+in+the+mechanism+of+action+of+hallucinogenic+agents&rft.volume=35&rft.issue=25&rft.pages=2505-2511&rft.date=1984-12&rft_id=info%3Adoi%2F10.1016%2F0024-3205%2884%2990436-3&rft_id=info%3Apmid%2F6513725&rft.aulast=Glennon&rft.aufirst=RA&rft.au=Titeler%2C+M&rft.au=McKenney%2C+JD&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid9023266-152"><a href="#cite_ref-pmid9023266_152-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRothChoudharyKhanUluer1997" class="citation journal cs1">Roth BL, Choudhary MS, Khan N, Uluer AZ (February 1997). <a rel="nofollow" class="external text" href="http://jpet.aspetjournals.org/content/280/2/576.full.pdf">"High-affinity agonist binding is not sufficient for agonist efficacy at 5-hydroxytryptamine2A receptors: evidence in favor of a modified ternary complex model"</a> (PDF). The Journal of Pharmacology and Experimental Therapeutics. 280 (2): 576–83. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/9023266">9023266</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20240526042118/http://jpet.aspetjournals.org/content/280/2/576.full.pdf">Archived</a> (PDF) from the original on 2024-05-26. Retrieved 2010-11-29.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Journal+of+Pharmacology+and+Experimental+Therapeutics&rft.atitle=High-affinity+agonist+binding+is+not+sufficient+for+agonist+efficacy+at+5-hydroxytryptamine2A+receptors%3A+evidence+in+favor+of+a+modified+ternary+complex+model&rft.volume=280&rft.issue=2&rft.pages=576-83&rft.date=1997-02&rft_id=info%3Apmid%2F9023266&rft.aulast=Roth&rft.aufirst=BL&rft.au=Choudhary%2C+MS&rft.au=Khan%2C+N&rft.au=Uluer%2C+AZ&rft_id=http%3A%2F%2Fjpet.aspetjournals.org%2Fcontent%2F280%2F2%2F576.full.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid20165943-153"><a href="#cite_ref-pmid20165943_153-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCanalOlaghere_da_SilvaGreschWatt2010" class="citation journal cs1">Canal CE, Olaghere da Silva UB, Gresch PJ, Watt EE, Sanders-Bush E, Airey DC (April 2010). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2868321">"The serotonin 2C receptor potently modulates the head-twitch response in mice induced by a phenethylamine hallucinogen"</a>. Psychopharmacology. 209 (2): 163–174. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fs00213-010-1784-0">10.1007/s00213-010-1784-0</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2868321">2868321</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/20165943">20165943</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacology&rft.atitle=The+serotonin+2C+receptor+potently+modulates+the+head-twitch+response+in+mice+induced+by+a+phenethylamine+hallucinogen&rft.volume=209&rft.issue=2&rft.pages=163-174&rft.date=2010-04&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2868321%23id-name%3DPMC&rft_id=info%3Apmid%2F20165943&rft_id=info%3Adoi%2F10.1007%2Fs00213-010-1784-0&rft.aulast=Canal&rft.aufirst=CE&rft.au=Olaghere+da+Silva%2C+UB&rft.au=Gresch%2C+PJ&rft.au=Watt%2C+EE&rft.au=Sanders-Bush%2C+E&rft.au=Airey%2C+DC&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2868321&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid19278957-154">^ <a href="#cite_ref-pmid19278957_154-0">a</a> <a href="#cite_ref-pmid19278957_154-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSuHayashiVaupel2009" class="citation journal cs1">Su TP, Hayashi T, Vaupel DB (March 2009). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3155724">"When the endogenous hallucinogenic trace amine N,N-dimethyltryptamine meets the sigma-1 receptor"</a>. Science Signaling. 2 (61): pe12. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1126%2Fscisignal.261pe12">10.1126/scisignal.261pe12</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3155724">3155724</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/19278957">19278957</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Science+Signaling&rft.atitle=When+the+endogenous+hallucinogenic+trace+amine+N%2CN-dimethyltryptamine+meets+the+sigma-1+receptor&rft.volume=2&rft.issue=61&rft.pages=pe12&rft.date=2009-03&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3155724%23id-name%3DPMC&rft_id=info%3Apmid%2F19278957&rft_id=info%3Adoi%2F10.1126%2Fscisignal.261pe12&rft.aulast=Su&rft.aufirst=TP&rft.au=Hayashi%2C+T&rft.au=Vaupel%2C+DB&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3155724&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid6798607-155"><a href="#cite_ref-pmid6798607_155-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMorinanCollier1981" class="citation journal cs1">Morinan A, Collier JG (1981). "Effects of pargyline and SKF-525A on brain N,N-dimethyltryptamine concentrations and hyperactivity in mice". Psychopharmacology. 75 (2): 179–183. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00432184">10.1007/BF00432184</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/6798607">6798607</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:43576890">43576890</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacology&rft.atitle=Effects+of+pargyline+and+SKF-525A+on+brain+N%2CN-dimethyltryptamine+concentrations+and+hyperactivity+in+mice&rft.volume=75&rft.issue=2&rft.pages=179-183&rft.date=1981&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A43576890%23id-name%3DS2CID&rft_id=info%3Apmid%2F6798607&rft_id=info%3Adoi%2F10.1007%2FBF00432184&rft.aulast=Morinan&rft.aufirst=A&rft.au=Collier%2C+JG&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid20723248-156">^ <a href="#cite_ref-pmid20723248_156-0">a</a> <a href="#cite_ref-pmid20723248_156-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBestNijhoutReed2010" class="citation journal cs1">Best J, Nijhout HF, Reed M (August 2010). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2942809">"Serotonin synthesis, release and reuptake in terminals: a mathematical model"</a>. Theoretical Biology & Medical Modelling. 7 (1): 34. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1186%2F1742-4682-7-34">10.1186/1742-4682-7-34</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2942809">2942809</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/20723248">20723248</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Theoretical+Biology+%26+Medical+Modelling&rft.atitle=Serotonin+synthesis%2C+release+and+reuptake+in+terminals%3A+a+mathematical+model&rft.volume=7&rft.issue=1&rft.pages=34&rft.date=2010-08&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2942809%23id-name%3DPMC&rft_id=info%3Apmid%2F20723248&rft_id=info%3Adoi%2F10.1186%2F1742-4682-7-34&rft.aulast=Best&rft.aufirst=J&rft.au=Nijhout%2C+HF&rft.au=Reed%2C+M&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2942809&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid16146432-157">^ <a href="#cite_ref-pmid16146432_157-0">a</a> <a href="#cite_ref-pmid16146432_157-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMerrillCloughJobeBrowning2005" class="citation journal cs1">Merrill MA, Clough RW, Jobe PC, Browning RA (September 2005). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20181031214030/http://assets0.pubget.com/pdf/16146432.pdf">"Brainstem seizure severity regulates forebrain seizure expression in the audiogenic kindling model"</a> (PDF). Epilepsia. 46 (9): 1380–1388. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fj.1528-1167.2005.39404.x">10.1111/j.1528-1167.2005.39404.x</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/16146432">16146432</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:23783863">23783863</a>. Archived from <a rel="nofollow" class="external text" href="http://assets0.pubget.com/pdf/16146432.pdf">the original</a> (PDF) on 31 October 2018.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Epilepsia&rft.atitle=Brainstem+seizure+severity+regulates+forebrain+seizure+expression+in+the+audiogenic+kindling+model&rft.volume=46&rft.issue=9&rft.pages=1380-1388&rft.date=2005-09&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A23783863%23id-name%3DS2CID&rft_id=info%3Apmid%2F16146432&rft_id=info%3Adoi%2F10.1111%2Fj.1528-1167.2005.39404.x&rft.aulast=Merrill&rft.aufirst=MA&rft.au=Clough%2C+RW&rft.au=Jobe%2C+PC&rft.au=Browning%2C+RA&rft_id=http%3A%2F%2Fassets0.pubget.com%2Fpdf%2F16146432.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid11086995-158"><a href="#cite_ref-pmid11086995_158-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBrunsRiedelKlingaufJahn2000" class="citation journal cs1">Bruns D, Riedel D, Klingauf J, Jahn R (October 2000). "Quantal release of serotonin". Neuron. 28 (1): 205–220. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0896-6273%2800%2900097-0">10.1016/S0896-6273(00)00097-0</a>. <a href="/wiki/Hdl_(identifier)" class="mw-redirect" title="Hdl (identifier)">hdl</a>:<a rel="nofollow" class="external text" href="https://hdl.handle.net/11858%2F00-001M-0000-0029-D137-5">11858/00-001M-0000-0029-D137-5</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/11086995">11086995</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:6364237">6364237</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Neuron&rft.atitle=Quantal+release+of+serotonin&rft.volume=28&rft.issue=1&rft.pages=205-220&rft.date=2000-10&rft_id=info%3Ahdl%2F11858%2F00-001M-0000-0029-D137-5&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A6364237%23id-name%3DS2CID&rft_id=info%3Apmid%2F11086995&rft_id=info%3Adoi%2F10.1016%2FS0896-6273%2800%2900097-0&rft.aulast=Bruns&rft.aufirst=D&rft.au=Riedel%2C+D&rft.au=Klingauf%2C+J&rft.au=Jahn%2C+R&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-159"><a href="#cite_ref-159">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMorales_GarcíaCalleja_CondeLópez_MorenoAlonso_Gil2020" class="citation journal cs1">Morales García JA, Calleja Conde J, López Moreno JA, Alonso Gil S, Sanz San Cristobal M, Riba J, et al. (September 2020). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7522265">"N,N-Dimethyltryptamine compound found in the hallucinogenic tea ayahuasca, regulates adult neurogenesis in vitro and in vivo"</a>. Translational Psychiatry. 10 (1): 331. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2Fs41398-020-01011-0">10.1038/s41398-020-01011-0</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7522265">7522265</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/32989216">32989216</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Translational+Psychiatry&rft.atitle=N%2CN-Dimethyltryptamine+compound+found+in+the+hallucinogenic+tea+ayahuasca%2C+regulates+adult+neurogenesis+in+vitro+and+in+vivo&rft.volume=10&rft.issue=1&rft.pages=331&rft.date=2020-09&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC7522265%23id-name%3DPMC&rft_id=info%3Apmid%2F32989216&rft_id=info%3Adoi%2F10.1038%2Fs41398-020-01011-0&rft.aulast=Morales+Garc%C3%ADa&rft.aufirst=JA&rft.au=Calleja+Conde%2C+J&rft.au=L%C3%B3pez+Moreno%2C+JA&rft.au=Alonso+Gil%2C+S&rft.au=Sanz+San+Cristobal%2C+M&rft.au=Riba%2C+J&rft.au=P%C3%A9rez+Castillo%2C+A&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC7522265&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid4607811-160">^ <a href="#cite_ref-pmid4607811_160-0">a</a> <a href="#cite_ref-pmid4607811_160-1">b</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKaplanMandelStillmanWalker1974" class="citation journal cs1">Kaplan J, Mandel LR, Stillman R, Walker RW, VandenHeuvel WJ, Gillin JC, et al. (1974). "Blood and urine levels of N,N-dimethyltryptamine following administration of psychoactive dosages to human subjects". Psychopharmacologia. 38 (3): 239–245. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00421376">10.1007/BF00421376</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/4607811">4607811</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:12346844">12346844</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacologia&rft.atitle=Blood+and+urine+levels+of+N%2CN-dimethyltryptamine+following+administration+of+psychoactive+dosages+to+human+subjects&rft.volume=38&rft.issue=3&rft.pages=239-245&rft.date=1974&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A12346844%23id-name%3DS2CID&rft_id=info%3Apmid%2F4607811&rft_id=info%3Adoi%2F10.1007%2FBF00421376&rft.aulast=Kaplan&rft.aufirst=J&rft.au=Mandel%2C+LR&rft.au=Stillman%2C+R&rft.au=Walker%2C+RW&rft.au=VandenHeuvel%2C+WJ&rft.au=Gillin%2C+JC&rft.au=Wyatt%2C+RJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid6812592-161"><a href="#cite_ref-pmid6812592_161-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBarkerBeatonChristianMonti1982" class="citation journal cs1">Barker SA, Beaton JM, Christian ST, Monti JA, Morris PE (August 1982). "Comparison of the brain levels of N,N-dimethyltryptamine and alpha,alpha,beta,beta-tetradeutero-N,N-dimethyltryptamine following intraperitoneal injection. The in vivo kinetic isotope effect". Biochemical Pharmacology. 31 (15): 2513–2516. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-2952%2882%2990062-4">10.1016/0006-2952(82)90062-4</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/6812592">6812592</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+Pharmacology&rft.atitle=Comparison+of+the+brain+levels+of+N%2CN-dimethyltryptamine+and+alpha%2Calpha%2Cbeta%2Cbeta-tetradeutero-N%2CN-dimethyltryptamine+following+intraperitoneal+injection.+The+in+vivo+kinetic+isotope+effect&rft.volume=31&rft.issue=15&rft.pages=2513-2516&rft.date=1982-08&rft_id=info%3Adoi%2F10.1016%2F0006-2952%2882%2990062-4&rft_id=info%3Apmid%2F6812592&rft.aulast=Barker&rft.aufirst=SA&rft.au=Beaton%2C+JM&rft.au=Christian%2C+ST&rft.au=Monti%2C+JA&rft.au=Morris%2C+PE&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid41604-162"><a href="#cite_ref-pmid41604_162-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSangiahGomezDomino1979" class="citation journal cs1">Sangiah S, Gomez MV, Domino EF (December 1979). "Accumulation of N,N-dimethyltryptamine in rat brain cortical slices". Biological Psychiatry. 14 (6): 925–936. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/41604">41604</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biological+Psychiatry&rft.atitle=Accumulation+of+N%2CN-dimethyltryptamine+in+rat+brain+cortical+slices&rft.volume=14&rft.issue=6&rft.pages=925-936&rft.date=1979-12&rft_id=info%3Apmid%2F41604&rft.aulast=Sangiah&rft.aufirst=S&rft.au=Gomez%2C+MV&rft.au=Domino%2C+EF&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid3472526-163"><a href="#cite_ref-pmid3472526_163-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSitaramLockettTalomsinBlackman1987" class="citation journal cs1">Sitaram BR, Lockett L, Talomsin R, Blackman GL, McLeod WR (May 1987). "In vivo metabolism of 5-methoxy-N,N-dimethyltryptamine and N,N-dimethyltryptamine in the rat". Biochemical Pharmacology. 36 (9): 1509–1512. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0006-2952%2887%2990118-3">10.1016/0006-2952(87)90118-3</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/3472526">3472526</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biochemical+Pharmacology&rft.atitle=In+vivo+metabolism+of+5-methoxy-N%2CN-dimethyltryptamine+and+N%2CN-dimethyltryptamine+in+the+rat&rft.volume=36&rft.issue=9&rft.pages=1509-1512&rft.date=1987-05&rft_id=info%3Adoi%2F10.1016%2F0006-2952%2887%2990118-3&rft_id=info%3Apmid%2F3472526&rft.aulast=Sitaram&rft.aufirst=BR&rft.au=Lockett%2C+L&rft.au=Talomsin%2C+R&rft.au=Blackman%2C+GL&rft.au=McLeod%2C+WR&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid3866749-164"><a href="#cite_ref-pmid3866749_164-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFTakahashiTakahashiIdoYanai1985" class="citation journal cs1">Takahashi T, Takahashi K, Ido T, Yanai K, Iwata R, Ishiwata K, et al. (December 1985). "11C-labeling of indolealkylamine alkaloids and the comparative study of their tissue distributions". The International Journal of Applied Radiation and Isotopes. 36 (12): 965–969. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0020-708X%2885%2990257-1">10.1016/0020-708X(85)90257-1</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/3866749">3866749</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+International+Journal+of+Applied+Radiation+and+Isotopes&rft.atitle=%3Csup%3E11%3C%2Fsup%3EC-labeling+of+indolealkylamine+alkaloids+and+the+comparative+study+of+their+tissue+distributions&rft.volume=36&rft.issue=12&rft.pages=965-969&rft.date=1985-12&rft_id=info%3Adoi%2F10.1016%2F0020-708X%2885%2990257-1&rft_id=info%3Apmid%2F3866749&rft.aulast=Takahashi&rft.aufirst=T&rft.au=Takahashi%2C+K&rft.au=Ido%2C+T&rft.au=Yanai%2C+K&rft.au=Iwata%2C+R&rft.au=Ishiwata%2C+K&rft.au=Nozoe%2C+S&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid3489620-165"><a href="#cite_ref-pmid3489620_165-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFYanaiIdoIshiwataHatazawa1986" class="citation journal cs1">Yanai K, Ido T, Ishiwata K, Hatazawa J, Takahashi T, Iwata R, et al. (1986). "In vivo kinetics and displacement study of a carbon-11-labeled hallucinogen, N,N-[11C]dimethyltryptamine". European Journal of Nuclear Medicine. 12 (3): 141–146. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00276707">10.1007/BF00276707</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/3489620">3489620</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:20030999">20030999</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=European+Journal+of+Nuclear+Medicine&rft.atitle=In+vivo+kinetics+and+displacement+study+of+a+carbon-11-labeled+hallucinogen%2C+N%2CN-%5B%3Csup%3E11%3C%2Fsup%3EC%5Ddimethyltryptamine&rft.volume=12&rft.issue=3&rft.pages=141-146&rft.date=1986&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A20030999%23id-name%3DS2CID&rft_id=info%3Apmid%2F3489620&rft_id=info%3Adoi%2F10.1007%2FBF00276707&rft.aulast=Yanai&rft.aufirst=K&rft.au=Ido%2C+T&rft.au=Ishiwata%2C+K&rft.au=Hatazawa%2C+J&rft.au=Takahashi%2C+T&rft.au=Iwata%2C+R&rft.au=Matsuzawa%2C+T&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-pmid10404423-166"><a href="#cite_ref-pmid10404423_166-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCallawayMcKennaGrobBrito1999" class="citation journal cs1">Callaway JC, McKenna DJ, Grob CS, Brito GS, Raymon LP, Poland RE, et al. (June 1999). <a rel="nofollow" class="external text" href="http://wiki.dmt-nexus.com/w/images/2/26/Pharmacokinetics_of_hoasca_in_healthy_humans.pdf">"Pharmacokinetics of Hoasca alkaloids in healthy humans"</a> (PDF). Journal of Ethnopharmacology. 65 (3): 243–256. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0378-8741%2898%2900168-8">10.1016/S0378-8741(98)00168-8</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/10404423">10404423</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Ethnopharmacology&rft.atitle=Pharmacokinetics+of+Hoasca+alkaloids+in+healthy+humans&rft.volume=65&rft.issue=3&rft.pages=243-256&rft.date=1999-06&rft_id=info%3Adoi%2F10.1016%2FS0378-8741%2898%2900168-8&rft_id=info%3Apmid%2F10404423&rft.aulast=Callaway&rft.aufirst=JC&rft.au=McKenna%2C+DJ&rft.au=Grob%2C+CS&rft.au=Brito%2C+GS&rft.au=Raymon%2C+LP&rft.au=Poland%2C+RE&rft.au=Andrade%2C+EN&rft.au=Andrade%2C+EO&rft.au=Mash%2C+DC&rft_id=http%3A%2F%2Fwiki.dmt-nexus.com%2Fw%2Fimages%2F2%2F26%2FPharmacokinetics_of_hoasca_in_healthy_humans.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988">[<a href="/wiki/Wikipedia:Link_rot" title="Wikipedia:Link rot">permanent dead link</a>‍] </li> <li id="cite_note-pmid12660312-167"><a href="#cite_ref-pmid12660312_167-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRibaValleUrbanoYritia2003" class="citation journal cs1">Riba J, Valle M, Urbano G, Yritia M, Morte A, Barbanoj MJ (July 2003). "Human pharmacology of ayahuasca: subjective and cardiovascular effects, monoamine metabolite excretion, and pharmacokinetics". The Journal of Pharmacology and Experimental Therapeutics. 306 (1): 73–83. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1124%2Fjpet.103.049882">10.1124/jpet.103.049882</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/12660312">12660312</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:6147566">6147566</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Journal+of+Pharmacology+and+Experimental+Therapeutics&rft.atitle=Human+pharmacology+of+ayahuasca%3A+subjective+and+cardiovascular+effects%2C+monoamine+metabolite+excretion%2C+and+pharmacokinetics&rft.volume=306&rft.issue=1&rft.pages=73-83&rft.date=2003-07&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A6147566%23id-name%3DS2CID&rft_id=info%3Apmid%2F12660312&rft_id=info%3Adoi%2F10.1124%2Fjpet.103.049882&rft.aulast=Riba&rft.aufirst=J&rft.au=Valle%2C+M&rft.au=Urbano%2C+G&rft.au=Yritia%2C+M&rft.au=Morte%2C+A&rft.au=Barbanoj%2C+MJ&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-judge-168"><a href="#cite_ref-judge_168-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSenyor2013" class="citation news cs1">Senyor E (6 August 2013). <a rel="nofollow" class="external text" href="http://www.ynetnews.com/articles/0,7340,L-4414356,00.html">"Judge's son arrested for importing 2kg of hallucinogenic drug"</a>. <a href="/wiki/Ynetnews" class="mw-redirect" title="Ynetnews">Ynetnews</a>. <a href="/wiki/Tel_Aviv" title="Tel Aviv">Tel Aviv</a>: <a href="/wiki/Yediot_Ahronot" class="mw-redirect" title="Yediot Ahronot">Yediot Ahronot</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20170812064720/http://www.ynetnews.com/articles/0,7340,L-4414356,00.html">Archived</a> from the original on 12 August 2017. Retrieved 11 August 2017. <q>Son of <a href="/wiki/Central_District_(Israel)" title="Central District (Israel)">central district</a> judge arrested for allegedly importing DMT – LSD like drug – from <a href="/wiki/Netherlands" title="Netherlands">Holland</a>. [...] The suspect denies the allegations against him and claims he did not know the substance was on the list of illegal drugs.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Ynetnews&rft.atitle=Judge%27s+son+arrested+for+importing+2kg+of+hallucinogenic+drug&rft.date=2013-08-06&rft.aulast=Senyor&rft.aufirst=E&rft_id=http%3A%2F%2Fwww.ynetnews.com%2Farticles%2F0%2C7340%2CL-4414356%2C00.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-169"><a href="#cite_ref-169">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.mangaloretoday.com/opinion/THE-GOD-DRUG-DMT.html">"THE GOD DRUG- DMT"</a>. Mangaloretoday.com. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20200921184859/http://www.mangaloretoday.com/opinion/THE-GOD-DRUG-DMT.html">Archived</a> from the original on 21 September 2020. Retrieved 10 August 2020.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Mangaloretoday.com&rft.atitle=THE+GOD+DRUG-+DMT&rft_id=https%3A%2F%2Fwww.mangaloretoday.com%2Fopinion%2FTHE-GOD-DRUG-DMT.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-170"><a href="#cite_ref-170">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.gesetze-im-internet.de/btmg_1981/anlage_i.html">"Gesetz über den Verkehr mit Betäubungsmitteln (Betäubungsmittelgesetz – BtMG) Anlage I (zu § 1 Abs. 1) (nicht verkehrsfähige Betäubungsmittel)"</a>. gesetze-im-internet.de. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20150402113610/https://www.gesetze-im-internet.de/btmg_1981/anlage_i.html">Archived</a> from the original on 2015-04-02. Retrieved 2018-08-25.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=gesetze-im-internet.de&rft.atitle=Gesetz+%C3%BCber+den+Verkehr+mit+Bet%C3%A4ubungsmitteln+%28Bet%C3%A4ubungsmittelgesetz+%E2%80%93+BtMG%29+Anlage+I+%28zu+%C2%A7+1+Abs.+1%29+%28nicht+verkehrsf%C3%A4hige+Bet%C3%A4ubungsmittel%29&rft_id=https%3A%2F%2Fwww.gesetze-im-internet.de%2Fbtmg_1981%2Fanlage_i.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-171"><a href="#cite_ref-171">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.irishexaminer.com/ireland/man-fined-for-having-drug-used-in-amazon-458558.html">"Man fined for having drug used in Amazon"</a>. 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Independent.ie. 4 December 2017. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20190129124337/https://www.independent.ie/irish-news/courts/sect-leader-spared-jail-for-importing-hallucinogenic-drug-for-religious-sacrament-36377897.html">Archived</a> from the original on 29 January 2019. 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Likumi.lv. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20190213123947/https://likumi.lv/ta/id/121086-noteikumi-par-latvija-kontrolejamajam-narkotiskajam-vielam-psihotropajam-vielam-un-prekursoriem#piel1">Archived</a> from the original on 13 February 2019. 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Retrieved 13 February 2019.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=likumi.lv&rft.atitle=Regulations+Regarding+Narcotic+Substances%2C+Psychotropic+Substances+and+Precursors+to+be+Controlled+in+Latvia&rft_id=https%3A%2F%2Flikumi.lv%2Fta%2Fen%2Fen%2Fid%2F121086&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-175"><a href="#cite_ref-175">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://base.garant.ru/12112176/">"Постановление Правительства РФ от 30 June 1998 N 681 "Об утверждении перечня наркотических средств, психотропных веществ и их прекурсоров, подлежащих контролю в Российской Федерации" (с изменениями и дополнениями)"</a>. Base.garant.ru. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20130420064645/http://base.garant.ru/12112176/">Archived</a> from the original on 20 April 2013. Retrieved 5 December 2016.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Base.garant.ru&rft.atitle=%D0%9F%D0%BE%D1%81%D1%82%D0%B0%D0%BD%D0%BE%D0%B2%D0%BB%D0%B5%D0%BD%D0%B8%D0%B5+%D0%9F%D1%80%D0%B0%D0%B2%D0%B8%D1%82%D0%B5%D0%BB%D1%8C%D1%81%D1%82%D0%B2%D0%B0+%D0%A0%D0%A4+%D0%BE%D1%82+30+June+1998+N+681+%22%D0%9E%D0%B1+%D1%83%D1%82%D0%B2%D0%B5%D1%80%D0%B6%D0%B4%D0%B5%D0%BD%D0%B8%D0%B8+%D0%BF%D0%B5%D1%80%D0%B5%D1%87%D0%BD%D1%8F+%D0%BD%D0%B0%D1%80%D0%BA%D0%BE%D1%82%D0%B8%D1%87%D0%B5%D1%81%D0%BA%D0%B8%D1%85+%D1%81%D1%80%D0%B5%D0%B4%D1%81%D1%82%D0%B2%2C+%D0%BF%D1%81%D0%B8%D1%85%D0%BE%D1%82%D1%80%D0%BE%D0%BF%D0%BD%D1%8B%D1%85+%D0%B2%D0%B5%D1%89%D0%B5%D1%81%D1%82%D0%B2+%D0%B8+%D0%B8%D1%85+%D0%BF%D1%80%D0%B5%D0%BA%D1%83%D1%80%D1%81%D0%BE%D1%80%D0%BE%D0%B2%2C+%D0%BF%D0%BE%D0%B4%D0%BB%D0%B5%D0%B6%D0%B0%D1%89%D0%B8%D1%85+%D0%BA%D0%BE%D0%BD%D1%82%D1%80%D0%BE%D0%BB%D1%8E+%D0%B2+%D0%A0%D0%BE%D1%81%D1%81%D0%B8%D0%B9%D1%81%D0%BA%D0%BE%D0%B9+%D0%A4%D0%B5%D0%B4%D0%B5%D1%80%D0%B0%D1%86%D0%B8%D0%B8%22+%28%D1%81+%D0%B8%D0%B7%D0%BC%D0%B5%D0%BD%D0%B5%D0%BD%D0%B8%D1%8F%D0%BC%D0%B8+%D0%B8+%D0%B4%D0%BE%D0%BF%D0%BE%D0%BB%D0%BD%D0%B5%D0%BD%D0%B8%D1%8F%D0%BC%D0%B8%29&rft_id=http%3A%2F%2Fbase.garant.ru%2F12112176%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-176"><a href="#cite_ref-176">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20180412145222/https://lakemedelsverket.se/upload/lvfs/LVFS_2011-10.pdf">"Läkemedelsverkets författningssamling"</a> (PDF). Archived from <a rel="nofollow" class="external text" href="https://lakemedelsverket.se/upload/lvfs/LVFS_2011-10.pdf">the original</a> (PDF) on 12 April 2018. Retrieved 22 July 2019.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=L%C3%A4kemedelsverkets+f%C3%B6rfattningssamling&rft_id=https%3A%2F%2Flakemedelsverket.se%2Fupload%2Flvfs%2FLVFS_2011-10.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-177"><a href="#cite_ref-177">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.domstol.se/globalassets/filer/domstol/hogstadomstolen/avgoranden/20182/b-1605-18.pdf">"HÖGSTA DOMSTOLENS DOM Mål nr meddelad i Stockholm den 13 December 2018"</a> (PDF). Domstol.se. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20200309130030/https://www.domstol.se/globalassets/filer/domstol/hogstadomstolen/avgoranden/20182/b-1605-18.pdf">Archived</a> (PDF) from the original on 2020-03-09. Retrieved 8 March 2022.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Domstol.se&rft.atitle=H%C3%96GSTA+DOMSTOLENS+DOM+M%C3%A5l+nr+meddelad+i+Stockholm+den+13+December+2018&rft_id=https%3A%2F%2Fwww.domstol.se%2Fglobalassets%2Ffiler%2Fdomstol%2Fhogstadomstolen%2Favgoranden%2F20182%2Fb-1605-18.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-178"><a href="#cite_ref-178">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.druglijn.be/drugs-abc/lsd-en-tripmiddelen/wetgeving">"Wetgeving rond LSD en tripmiddelen"</a>. Druglijn.be. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20190420154514/https://www.druglijn.be/drugs-abc/lsd-en-tripmiddelen/wetgeving">Archived</a> from the original on 2019-04-20. Retrieved 2019-04-20.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Druglijn.be&rft.atitle=Wetgeving+rond+LSD+en+tripmiddelen&rft_id=https%3A%2F%2Fwww.druglijn.be%2Fdrugs-abc%2Flsd-en-tripmiddelen%2Fwetgeving&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-179"><a href="#cite_ref-179">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFO'Brien2019" class="citation web cs1">O'Brien C (8 May 2019). <a rel="nofollow" class="external text" href="https://www.ctvnews.ca/health/health-canada-allows-more-religious-groups-to-import-psychedelic-ayahuasca-1.4414145">"Health Canada allows more religious groups to import psychedelic ayahuasca"</a>. Ctvnews.ca. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20220421212418/https://www.ctvnews.ca/health/health-canada-allows-more-religious-groups-to-import-psychedelic-ayahuasca-1.4414145">Archived</a> from the original on 21 April 2022. Retrieved 8 March 2022.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Ctvnews.ca&rft.atitle=Health+Canada+allows+more+religious+groups+to+import+psychedelic+ayahuasca&rft.date=2019-05-08&rft.aulast=O%27Brien&rft.aufirst=C&rft_id=https%3A%2F%2Fwww.ctvnews.ca%2Fhealth%2Fhealth-canada-allows-more-religious-groups-to-import-psychedelic-ayahuasca-1.4414145&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-180"><a href="#cite_ref-180">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRochester2017" class="citation web cs1">Rochester J (17 July 2017). <a rel="nofollow" class="external text" href="https://chacruna.net/how-ayahuasca-church-received-religious-exemption-canada/">"How Our Santo Daime Church Received Religious Exemption to Use Ayahuasca in Canada"</a>. Chacruna.net. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20190404141006/https://chacruna.net/how-ayahuasca-church-received-religious-exemption-canada/">Archived</a> from the original on 4 April 2019. Retrieved 1 May 2019.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Chacruna.net&rft.atitle=How+Our+Santo+Daime+Church+Received+Religious+Exemption+to+Use+Ayahuasca+in+Canada&rft.date=2017-07-17&rft.aulast=Rochester&rft.aufirst=J&rft_id=https%3A%2F%2Fchacruna.net%2Fhow-ayahuasca-church-received-religious-exemption-canada%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-181"><a href="#cite_ref-181">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20111003151720/http://csp.org/society/docs/SantoDaimeAshland20090318.pdf">"Church of the Holy Light of the Queen v. Mukasey"</a> (PDF). Archived from <a rel="nofollow" class="external text" href="http://csp.org/society/docs/SantoDaimeAshland20090318.pdf">the original</a> (PDF) on 3 October 2011. Retrieved 5 December 2018.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Church+of+the+Holy+Light+of+the+Queen+v.+Mukasey&rft_id=http%3A%2F%2Fcsp.org%2Fsociety%2Fdocs%2FSantoDaimeAshland20090318.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-182"><a href="#cite_ref-182">^</a> <cite>Church of the Holy Light of the Queen v. Mukasey</cite> (D. Ore. 2009) ("permanently enjoins Defendants from prohibiting or penalizing the sacramental use of Daime tea by Plaintiffs during Plaintiffs' religious ceremonies"), <a rel="nofollow" class="external text" href="http://www.bialabate.net/wp-content/uploads/2009/04/161-31909-permanent-injunction.pdf">Text</a>, <a rel="nofollow" class="external text" href="https://web.archive.org/web/20110723025832/http://www.bialabate.net/wp-content/uploads/2009/04/161-31909-permanent-injunction.pdf">archived</a> from the original on 2011-07-23. </li> <li id="cite_note-183"><a href="#cite_ref-183">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBerryNZPA2011" class="citation news cs1">Berry M, <a href="/wiki/New_Zealand_Press_Association" title="New Zealand Press Association">NZPA</a> (19 May 2011). <a rel="nofollow" class="external text" href="http://www.stuff.co.nz/marlborough-express/news/5025678/Rare-drug-bound-for-Blenheim">"Rare drug bound for Blenheim"</a>. Marlborough Express. <a href="/wiki/Blenheim,_New_Zealand" title="Blenheim, New Zealand">Blenheim, New Zealand</a>: <a href="/wiki/Fairfax_New_Zealand" class="mw-redirect" title="Fairfax New Zealand">Fairfax New Zealand</a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20121024072226/http://www.stuff.co.nz/marlborough-express/news/5025678/Rare-drug-bound-for-Blenheim">Archived</a> from the original on 24 October 2012. Retrieved 23 May 2012.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Marlborough+Express&rft.atitle=Rare+drug+bound+for+Blenheim&rft.date=2011-05-19&rft.aulast=Berry&rft.aufirst=M&rft.au=NZPA&rft_id=http%3A%2F%2Fwww.stuff.co.nz%2Fmarlborough-express%2Fnews%2F5025678%2FRare-drug-bound-for-Blenheim&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-NZMoDA-184"><a href="#cite_ref-NZMoDA_184-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="NZMoDA" class="citation web cs1"><a rel="nofollow" class="external text" href="http://www.legislation.govt.nz/act/public/1975/0116/latest/DLM436576.html">"Schedule 1: Class A controlled drugs"</a>. Misuse of Drugs Act 1975. <a href="/wiki/Wellington" title="Wellington">Wellington</a>, N.Z.: <a href="/wiki/Parliamentary_Counsel_Office_(New_Zealand)" title="Parliamentary Counsel Office (New Zealand)">Parliamentary Counsel Office/Te Tari Tohutohu Pāremata</a>. 1 May 2012. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20120302164159/http://legislation.govt.nz/act/public/1975/0116/latest/DLM436576.html">Archived</a> from the original on 2 March 2012. Retrieved 23 May 2012.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Misuse+of+Drugs+Act+1975&rft.atitle=Schedule+1%3A+Class+A+controlled+drugs&rft.date=2012-05-01&rft_id=http%3A%2F%2Fwww.legislation.govt.nz%2Fact%2Fpublic%2F1975%2F0116%2Flatest%2FDLM436576.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-Poisons_Standard-185"><a href="#cite_ref-Poisons_Standard_185-0">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.comlaw.gov.au/Details/F2015L01534">"Poisons Standard October 2015"</a>. comlaw.gov.au. 30 September 2015. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20160119074606/https://www.comlaw.gov.au/Details/F2015L01534/">Archived</a> from the original on 2016-01-19. Retrieved 2016-01-06.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=comlaw.gov.au&rft.atitle=Poisons+Standard+October+2015&rft.date=2015-09-30&rft_id=https%3A%2F%2Fwww.comlaw.gov.au%2FDetails%2FF2015L01534&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-186"><a href="#cite_ref-186">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20151222191725/http://www.slp.wa.gov.au/pco/prod/FileStore.nsf/Documents/MRDocument%3A26063P/%24FILE/Poisons%20Act%201964%20-%20%5B09-f0-04%5D.pdf?OpenElement">"Poisons Act"</a> (PDF). slp.wa.gov.au. 1964. Archived from <a rel="nofollow" class="external text" href="http://www.slp.wa.gov.au/pco/prod/FileStore.nsf/Documents/MRDocument:26063P/$FILE/Poisons%20Act%201964%20-%20%5B09-f0-04%5D.pdf?OpenElement">the original</a> (PDF) on 22 December 2015.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=slp.wa.gov.au&rft.atitle=Poisons+Act&rft.date=1964&rft_id=http%3A%2F%2Fwww.slp.wa.gov.au%2Fpco%2Fprod%2FFileStore.nsf%2FDocuments%2FMRDocument%3A26063P%2F%24FILE%2FPoisons%2520Act%25201964%2520-%2520%255B09-f0-04%255D.pdf%3FOpenElement&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-187"><a href="#cite_ref-187">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20111107074102/http://www.ag.gov.au/www/agd/agd.nsf/Page/Consultationsreformsandreviews_ConsultationonimplementationofmodeldrugschedulesforCommonwealthseriousdrugoffences">"Consultation on implementation of model drug schedules for Commonwealth serious drug offenses"</a>. <a href="/wiki/Attorney-General%27s_Department_(Australia)" title="Attorney-General's Department (Australia)">Australian Government, Attorney-General's Department</a>. 24 June 2010. Archived from <a rel="nofollow" class="external text" href="http://www.ag.gov.au/www/agd/agd.nsf/Page/Consultationsreformsandreviews_ConsultationonimplementationofmodeldrugschedulesforCommonwealthseriousdrugoffences">the original</a> on 7 November 2011.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Consultation+on+implementation+of+model+drug+schedules+for+Commonwealth+serious+drug+offenses&rft.pub=Australian+Government%2C+Attorney-General%27s+Department&rft.date=2010-06-24&rft_id=http%3A%2F%2Fwww.ag.gov.au%2Fwww%2Fagd%2Fagd.nsf%2FPage%2FConsultationsreformsandreviews_ConsultationonimplementationofmodeldrugschedulesforCommonwealthseriousdrugoffences&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-188"><a href="#cite_ref-188">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation journal cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20141216060822/http://connection.ebscohost.com/c/articles/79564875/aussie-dmt-ban">"AUSSIE DMT BAN"</a>. American Herb Association Quarterly Newsletter. 27 (3): 14. August 2012. Archived from <a rel="nofollow" class="external text" href="http://connection.ebscohost.com/c/articles/79564875/aussie-dmt-ban">the original</a> on 16 December 2014.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=American+Herb+Association+Quarterly+Newsletter&rft.atitle=AUSSIE+DMT+BAN&rft.volume=27&rft.issue=3&rft.pages=14&rft.date=2012-08&rft_id=http%3A%2F%2Fconnection.ebscohost.com%2Fc%2Farticles%2F79564875%2Faussie-dmt-ban&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-189"><a href="#cite_ref-189">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20151222180141/http://www.slp.wa.gov.au/pco/prod/FileStore.nsf/Documents/MRDocument%3A28280P/%24FILE/Misuse%20Of%20Drugs%20Act%201981%20-%20%5B06-e0-00%5D.pdf?OpenElement">"Misuse of Drugs Act 1981 (2015)"</a> (PDF). slp.wa.gov.au. Archived from <a rel="nofollow" class="external text" href="http://www.slp.wa.gov.au/pco/prod/FileStore.nsf/Documents/MRDocument:28280P/$FILE/Misuse%20Of%20Drugs%20Act%201981%20-%20%5B06-e0-00%5D.pdf?OpenElement">the original</a> (PDF) on 22 December 2015.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=slp.wa.gov.au&rft.atitle=Misuse+of+Drugs+Act+1981+%282015%29&rft_id=http%3A%2F%2Fwww.slp.wa.gov.au%2Fpco%2Fprod%2FFileStore.nsf%2FDocuments%2FMRDocument%3A28280P%2F%24FILE%2FMisuse%2520Of%2520Drugs%2520Act%25201981%2520-%2520%255B06-e0-00%255D.pdf%3FOpenElement&rfr_id=info%3Asid%2Fen.wikipedia.org%3AN%2CN-Dimethyltryptamine" class="Z3988"> </li> <li id="cite_note-190"><a href="#cite_ref-190">^</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBlack" class="citation news cs1">Black L. <a rel="nofollow" class="external text" href="https://www.thestranger.com/features/2018/08/15/30763161/new-on-the-black-market-vape-pens-full-of-dmt">"New on the Black Market: Vape Pens Full of DMT"</a>. The Stranger. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20200229091407/https://www.thestranger.com/features/2018/08/15/30763161/new-on-the-black-market-vape-pens-full-of-dmt">Archived</a> from the original on 2020-02-29. 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href="/w/index.php?title=2C-T-20&action=edit&redlink=1" class="new" title="2C-T-20 (page does not exist)">2C-T-20</a></li> <li><a href="/wiki/2C-T-21" title="2C-T-21">2C-T-21</a></li> <li><a href="/w/index.php?title=2C-T-22&action=edit&redlink=1" class="new" title="2C-T-22 (page does not exist)">2C-T-22</a></li> <li><a href="/w/index.php?title=2C-T-22.5&action=edit&redlink=1" class="new" title="2C-T-22.5 (page does not exist)">2C-T-22.5</a></li> <li><a href="/w/index.php?title=2C-T-23&action=edit&redlink=1" class="new" title="2C-T-23 (page does not exist)">2C-T-23</a></li> <li><a href="/w/index.php?title=2C-T-24&action=edit&redlink=1" class="new" title="2C-T-24 (page does not exist)">2C-T-24</a></li> <li><a href="/w/index.php?title=2C-T-25&action=edit&redlink=1" class="new" title="2C-T-25 (page does not exist)">2C-T-25</a></li> <li><a href="/w/index.php?title=2C-T-27&action=edit&redlink=1" class="new" title="2C-T-27 (page does not exist)">2C-T-27</a></li> <li><a href="/wiki/2C-T-28" title="2C-T-28">2C-T-28</a></li> <li><a href="/w/index.php?title=2C-T-30&action=edit&redlink=1" class="new" title="2C-T-30 (page does not exist)">2C-T-30</a></li> <li><a href="/w/index.php?title=2C-T-31&action=edit&redlink=1" class="new" title="2C-T-31 (page does not exist)">2C-T-31</a></li> <li><a href="/w/index.php?title=2C-T-32&action=edit&redlink=1" class="new" title="2C-T-32 (page does not exist)">2C-T-32</a></li> <li><a href="/w/index.php?title=2C-T-33&action=edit&redlink=1" class="new" title="2C-T-33 (page does not exist)">2C-T-33</a></li> <li><a href="/wiki/2C-TFE" title="2C-TFE">2C-TFE</a></li> <li><a href="/wiki/2C-TFM" title="2C-TFM">2C-TFM</a></li> <li><a href="/wiki/2C-YN" title="2C-YN">2C-YN</a></li> <li><a href="/wiki/2C-V" title="2C-V">2C-V</a></li></ul> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/25-NB" title="25-NB">25x-NBx</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">25x-<abbr title="NB: N-benzyl">NB</abbr></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/25B-NB" class="mw-redirect" title="25B-NB">25B-NB</a></li> <li><a href="/w/index.php?title=25C-NB&action=edit&redlink=1" class="new" title="25C-NB (page does not exist)">25C-NB</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">25x-<abbr title="NB: N-benzyl; 3OMe: 3-methoxy">NB3OMe</abbr></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=25B-NB3OMe&action=edit&redlink=1" class="new" title="25B-NB3OMe (page does not exist)">25B-NB3OMe</a></li> <li><a href="/wiki/25C-NB3OMe" title="25C-NB3OMe">25C-NB3OMe</a></li> <li><a href="/w/index.php?title=25D-NB3OMe&action=edit&redlink=1" class="new" title="25D-NB3OMe (page does not exist)">25D-NB3OMe</a></li> <li><a href="/w/index.php?title=25E-NB3OMe&action=edit&redlink=1" class="new" title="25E-NB3OMe (page does not exist)">25E-NB3OMe</a></li> <li><a href="/w/index.php?title=25H-NB3OMe&action=edit&redlink=1" class="new" title="25H-NB3OMe (page does not exist)">25H-NB3OMe</a></li> <li><a href="/wiki/25I-NB3OMe" title="25I-NB3OMe">25I-NB3OMe</a></li> <li><a href="/w/index.php?title=25N-NB3OMe&action=edit&redlink=1" class="new" title="25N-NB3OMe (page does not exist)">25N-NB3OMe</a></li> <li><a href="/w/index.php?title=25P-NB3OMe&action=edit&redlink=1" class="new" title="25P-NB3OMe (page does not exist)">25P-NB3OMe</a></li> <li><a href="/w/index.php?title=25T2-NB3OMe&action=edit&redlink=1" class="new" title="25T2-NB3OMe (page does not exist)">25T2-NB3OMe</a></li> <li><a href="/w/index.php?title=25T4-NB3OMe&action=edit&redlink=1" class="new" title="25T4-NB3OMe (page does not exist)">25T4-NB3OMe</a></li> <li><a href="/w/index.php?title=25T7-NB3OMe&action=edit&redlink=1" class="new" title="25T7-NB3OMe (page does not exist)">25T7-NB3OMe</a></li> <li><a href="/w/index.php?title=25TFM-NB3OMe&action=edit&redlink=1" class="new" title="25TFM-NB3OMe (page does not exist)">25TFM-NB3OMe</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">25x-<abbr title="NB: N-benzyl; 4OMe: 4-methoxy">NB4OMe</abbr></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=25B-NB4OMe&action=edit&redlink=1" class="new" title="25B-NB4OMe (page does not exist)">25B-NB4OMe</a></li> <li><a href="/wiki/25C-NB4OMe" title="25C-NB4OMe">25C-NB4OMe</a></li> <li><a href="/w/index.php?title=25D-NB4OMe&action=edit&redlink=1" class="new" title="25D-NB4OMe (page does not exist)">25D-NB4OMe</a></li> <li><a href="/w/index.php?title=25E-NB4OMe&action=edit&redlink=1" class="new" title="25E-NB4OMe (page does not exist)">25E-NB4OMe</a></li> <li><a href="/w/index.php?title=25H-NB4OMe&action=edit&redlink=1" class="new" title="25H-NB4OMe (page does not exist)">25H-NB4OMe</a></li> <li><a href="/wiki/25I-NB4OMe" title="25I-NB4OMe">25I-NB4OMe</a></li> <li><a href="/w/index.php?title=25N-NB4OMe&action=edit&redlink=1" class="new" title="25N-NB4OMe (page does not exist)">25N-NB4OMe</a></li> <li><a href="/w/index.php?title=25P-NB4OMe&action=edit&redlink=1" class="new" title="25P-NB4OMe (page does not exist)">25P-NB4OMe</a></li> <li><a href="/w/index.php?title=25T2-NB4OMe&action=edit&redlink=1" class="new" title="25T2-NB4OMe (page does not exist)">25T2-NB4OMe</a></li> <li><a href="/w/index.php?title=25T4-NB4OMe&action=edit&redlink=1" class="new" title="25T4-NB4OMe (page does not exist)">25T4-NB4OMe</a></li> <li><a href="/w/index.php?title=25T7-NB4OMe&action=edit&redlink=1" class="new" title="25T7-NB4OMe (page does not exist)">25T7-NB4OMe</a></li> <li><a href="/w/index.php?title=25TFM-NB4OMe&action=edit&redlink=1" class="new" title="25TFM-NB4OMe (page does not exist)">25TFM-NB4OMe</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">25x-<abbr title="NB: N-benzyl; F: fluoro">NBF</abbr></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/25B-NBF" title="25B-NBF">25B-NBF</a></li> <li><a href="/wiki/25C-NBF" title="25C-NBF">25C-NBF</a></li> <li><a href="/w/index.php?title=25D-NBF&action=edit&redlink=1" class="new" title="25D-NBF (page does not exist)">25D-NBF</a></li> <li><a href="/w/index.php?title=25E-NBF&action=edit&redlink=1" class="new" title="25E-NBF (page does not exist)">25E-NBF</a></li> <li><a href="/w/index.php?title=25H-NBF&action=edit&redlink=1" class="new" title="25H-NBF (page does not exist)">25H-NBF</a></li> <li><a href="/wiki/25I-NBF" title="25I-NBF">25I-NBF</a></li> <li><a href="/w/index.php?title=25P-NBF&action=edit&redlink=1" class="new" title="25P-NBF (page does not exist)">25P-NBF</a></li> <li><a href="/w/index.php?title=25T2-NBF&action=edit&redlink=1" class="new" title="25T2-NBF (page does not exist)">25T2-NBF</a></li> <li><a href="/w/index.php?title=25T7-NBF&action=edit&redlink=1" class="new" title="25T7-NBF (page does not exist)">25T7-NBF</a></li> <li><a href="/w/index.php?title=25TFM-NBF&action=edit&redlink=1" class="new" title="25TFM-NBF (page does not exist)">25TFM-NBF</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">25x-<abbr title="NB: N-benzyl; MD: methylenedioxy">NBMD</abbr></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=25B-NBMD&action=edit&redlink=1" class="new" title="25B-NBMD (page does not exist)">25B-NBMD</a></li> <li><a href="/w/index.php?title=25C-NBMD&action=edit&redlink=1" class="new" title="25C-NBMD (page does not exist)">25C-NBMD</a></li> <li><a href="/w/index.php?title=25D-NBMD&action=edit&redlink=1" class="new" title="25D-NBMD (page does not exist)">25D-NBMD</a></li> <li><a href="/w/index.php?title=25E-NBMD&action=edit&redlink=1" class="new" title="25E-NBMD (page does not exist)">25E-NBMD</a></li> <li><a href="/w/index.php?title=25F-NBMD&action=edit&redlink=1" class="new" title="25F-NBMD (page does not exist)">25F-NBMD</a></li> <li><a href="/w/index.php?title=25H-NBMD&action=edit&redlink=1" class="new" title="25H-NBMD (page does not exist)">25H-NBMD</a></li> <li><a href="/wiki/25I-NBMD" title="25I-NBMD">25I-NBMD</a></li> <li><a href="/w/index.php?title=25P-NBMD&action=edit&redlink=1" class="new" title="25P-NBMD (page does not exist)">25P-NBMD</a></li> <li><a href="/w/index.php?title=25T2-NBMD&action=edit&redlink=1" class="new" title="25T2-NBMD (page does not exist)">25T2-NBMD</a></li> <li><a href="/w/index.php?title=25T7-NBMD&action=edit&redlink=1" class="new" title="25T7-NBMD (page does not exist)">25T7-NBMD</a></li> <li><a href="/w/index.php?title=25TFM-NBMD&action=edit&redlink=1" class="new" title="25TFM-NBMD (page does not exist)">25TFM-NBMD</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">25x-<abbr title="NB: N-benzyl; OH: hydroxy">NBOH</abbr></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/25B-NBOH" title="25B-NBOH">25B-NBOH</a></li> <li><a href="/wiki/25C-NBOH" title="25C-NBOH">25C-NBOH</a></li> <li><a href="/wiki/25CN-NBOH" title="25CN-NBOH">25CN-NBOH</a></li> <li><a href="/w/index.php?title=25D-NBOH&action=edit&redlink=1" class="new" title="25D-NBOH (page does not exist)">25D-NBOH</a></li> <li><a href="/wiki/25E-NBOH" title="25E-NBOH">25E-NBOH</a></li> <li><a href="/w/index.php?title=25F-NBOH&action=edit&redlink=1" class="new" title="25F-NBOH (page does not exist)">25F-NBOH</a></li> <li><a href="/w/index.php?title=25H-NBOH&action=edit&redlink=1" class="new" title="25H-NBOH (page does not exist)">25H-NBOH</a></li> <li><a href="/wiki/25I-NBOH" title="25I-NBOH">25I-NBOH</a></li> <li><a href="/w/index.php?title=25P-NBOH&action=edit&redlink=1" class="new" title="25P-NBOH (page does not exist)">25P-NBOH</a></li> <li><a href="/w/index.php?title=25T2-NBOH&action=edit&redlink=1" class="new" title="25T2-NBOH (page does not exist)">25T2-NBOH</a></li> <li><a href="/w/index.php?title=25T7-NBOH&action=edit&redlink=1" class="new" title="25T7-NBOH (page does not exist)">25T7-NBOH</a></li> <li><a href="/w/index.php?title=25TFM-NBOH&action=edit&redlink=1" class="new" title="25TFM-NBOH (page does not exist)">25TFM-NBOH</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">25x-<abbr title="NB: N-benzyl; OMe: methoxy">NBOMe</abbr></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/25B-NBOMe" title="25B-NBOMe">25B-NBOMe</a></li> <li><a href="/wiki/25C-NBOMe" title="25C-NBOMe">25C-NBOMe</a></li> <li><a href="/wiki/25CN-NBOMe" title="25CN-NBOMe">25CN-NBOMe</a></li> <li><a href="/wiki/25D-NBOMe" title="25D-NBOMe">25D-NBOMe</a></li> <li><a href="/wiki/25E-NBOMe" title="25E-NBOMe">25E-NBOMe</a></li> <li><a href="/w/index.php?title=25F-NBOMe&action=edit&redlink=1" class="new" title="25F-NBOMe (page does not exist)">25F-NBOMe</a></li> <li><a href="/wiki/25G-NBOMe" title="25G-NBOMe">25G-NBOMe</a></li> <li><a href="/wiki/25H-NBOMe" title="25H-NBOMe">25H-NBOMe</a></li> <li><a href="/wiki/25I-NBOMe" title="25I-NBOMe">25I-NBOMe</a></li> <li><a href="/wiki/25iP-NBOMe" title="25iP-NBOMe">25iP-NBOMe</a></li> <li><a href="/wiki/25N-NBOMe" title="25N-NBOMe">25N-NBOMe</a></li> <li><a href="/wiki/25P-NBOMe" title="25P-NBOMe">25P-NBOMe</a></li> <li><a href="/w/index.php?title=25T-NBOMe&action=edit&redlink=1" class="new" title="25T-NBOMe (page does not exist)">25T-NBOMe</a></li> <li><a href="/w/index.php?title=25T2-NBOMe&action=edit&redlink=1" class="new" title="25T2-NBOMe (page does not exist)">25T2-NBOMe</a></li> <li><a href="/w/index.php?title=25T4-NBOMe&action=edit&redlink=1" class="new" title="25T4-NBOMe (page does not exist)">25T4-NBOMe</a></li> <li><a href="/wiki/25T7-NBOMe" title="25T7-NBOMe">25T7-NBOMe</a></li> <li><a href="/wiki/25TFM-NBOMe" title="25TFM-NBOMe">25TFM-NBOMe</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Atypical structures</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=25B-N1POMe&action=edit&redlink=1" class="new" title="25B-N1POMe (page does not exist)">25B-N1POMe</a></li> <li><a href="/w/index.php?title=25B-NAcPip&action=edit&redlink=1" class="new" title="25B-NAcPip (page does not exist)">25B-NAcPip</a></li> <li><a href="/w/index.php?title=25B-NB23DM&action=edit&redlink=1" class="new" title="25B-NB23DM (page does not exist)">25B-NB23DM</a></li> <li><a href="/w/index.php?title=25B-NB25DM&action=edit&redlink=1" class="new" title="25B-NB25DM (page does not exist)">25B-NB25DM</a></li> <li><a href="/w/index.php?title=25C-NBCl&action=edit&redlink=1" class="new" title="25C-NBCl (page does not exist)">25C-NBCl</a></li> <li><a href="/w/index.php?title=25C-NBOEt&action=edit&redlink=1" class="new" title="25C-NBOEt (page does not exist)">25C-NBOEt</a></li> <li><a href="/w/index.php?title=25C-NBOiPr&action=edit&redlink=1" class="new" title="25C-NBOiPr (page does not exist)">25C-NBOiPr</a></li> <li><a href="/w/index.php?title=25I-N2Nap1OH&action=edit&redlink=1" class="new" title="25I-N2Nap1OH (page does not exist)">25I-N2Nap1OH</a></li> <li><a href="/w/index.php?title=25I-N3MT2M&action=edit&redlink=1" class="new" title="25I-N3MT2M (page does not exist)">25I-N3MT2M</a></li> <li><a href="/w/index.php?title=25I-N4MT3M&action=edit&redlink=1" class="new" title="25I-N4MT3M (page does not exist)">25I-N4MT3M</a></li> <li><a href="/wiki/25I-NB34MD" title="25I-NB34MD">25I-NB34MD</a></li> <li><a href="/w/index.php?title=25I-NBAm&action=edit&redlink=1" class="new" title="25I-NBAm (page does not exist)">25I-NBAm</a></li> <li><a href="/w/index.php?title=25I-NBBr&action=edit&redlink=1" class="new" title="25I-NBBr (page does not exist)">25I-NBBr</a></li> <li><a href="/w/index.php?title=25I-NBMeOH&action=edit&redlink=1" class="new" title="25I-NBMeOH (page does not exist)">25I-NBMeOH</a></li> <li><a href="/w/index.php?title=25I-NBTFM&action=edit&redlink=1" class="new" title="25I-NBTFM (page does not exist)">25I-NBTFM</a></li> <li><a href="/wiki/2CBCB-NBOMe" title="2CBCB-NBOMe">2CBCB-NBOMe</a></li> <li><a href="/wiki/2CBFly-NBOMe" title="2CBFly-NBOMe">2CBFly-NBOMe</a></li> <li><a href="/wiki/4-EA-NBOMe" title="4-EA-NBOMe">4-EA-NBOMe</a></li> <li><a href="/w/index.php?title=5-APB-NBOMe&action=edit&redlink=1" class="new" title="5-APB-NBOMe (page does not exist)">5-APB-NBOMe</a></li> <li><a href="/w/index.php?title=5MT-NBOMe&action=edit&redlink=1" class="new" title="5MT-NBOMe (page does not exist)">5MT-NBOMe</a></li> <li><a href="/w/index.php?title=C30-NBOMe&action=edit&redlink=1" class="new" title="C30-NBOMe (page does not exist)">C30-NBOMe</a></li> <li><a href="/w/index.php?title=DOB-NBOMe&action=edit&redlink=1" class="new" title="DOB-NBOMe (page does not exist)">DOB-NBOMe</a></li> <li><a href="/w/index.php?title=DOI-NBOMe&action=edit&redlink=1" class="new" title="DOI-NBOMe (page does not exist)">DOI-NBOMe</a></li> <li><a href="/w/index.php?title=FECIMBI-36&action=edit&redlink=1" class="new" title="FECIMBI-36 (page does not exist)">FECIMBI-36</a></li> <li><a href="/w/index.php?title=MDPEA-NBOMe&action=edit&redlink=1" class="new" title="MDPEA-NBOMe (page does not exist)">MDPEA-NBOMe</a></li> <li><a href="/wiki/N-Ethyl-2C-B" title="N-Ethyl-2C-B">N-Ethyl-2C-B</a></li> <li><a href="/w/index.php?title=NBOMe-escaline&action=edit&redlink=1" class="new" title="NBOMe-escaline (page does not exist)">NBOMe-escaline</a></li> <li><a href="/wiki/NBOMe-mescaline" title="NBOMe-mescaline">NBOMe-mescaline</a></li> <li><a href="/wiki/ZDCM-04" title="ZDCM-04">ZDCM-04</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">25x-NMx</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=25B-NMe7BF&action=edit&redlink=1" class="new" title="25B-NMe7BF (page does not exist)">25B-NMe7BF</a></li> <li><a href="/w/index.php?title=25B-NMe7BT&action=edit&redlink=1" class="new" title="25B-NMe7BT (page does not exist)">25B-NMe7BT</a></li> <li><a href="/w/index.php?title=25B-NMe7Bim&action=edit&redlink=1" class="new" title="25B-NMe7Bim (page does not exist)">25B-NMe7Bim</a></li> <li><a href="/w/index.php?title=25B-NMe7Box&action=edit&redlink=1" class="new" title="25B-NMe7Box (page does not exist)">25B-NMe7Box</a></li> <li><a href="/w/index.php?title=25B-NMe7DHBF&action=edit&redlink=1" class="new" title="25B-NMe7DHBF (page does not exist)">25B-NMe7DHBF</a></li> <li><a href="/w/index.php?title=25B-NMe7Ind&action=edit&redlink=1" class="new" title="25B-NMe7Ind (page does not exist)">25B-NMe7Ind</a></li> <li><a href="/w/index.php?title=25B-NMe7Indz&action=edit&redlink=1" class="new" title="25B-NMe7Indz (page does not exist)">25B-NMe7Indz</a></li> <li><a href="/w/index.php?title=25B-NMePyr&action=edit&redlink=1" class="new" title="25B-NMePyr (page does not exist)">25B-NMePyr</a></li> <li><a href="/w/index.php?title=25I-NMe7DHBF&action=edit&redlink=1" class="new" title="25I-NMe7DHBF (page does not exist)">25I-NMe7DHBF</a></li> <li><a href="/w/index.php?title=25I-NMeFur&action=edit&redlink=1" class="new" title="25I-NMeFur (page does not exist)">25I-NMeFur</a></li> <li><a href="/w/index.php?title=25I-NMeTHF&action=edit&redlink=1" class="new" title="25I-NMeTHF (page does not exist)">25I-NMeTHF</a></li> <li><a href="/w/index.php?title=25I-NMeTh&action=edit&redlink=1" class="new" title="25I-NMeTh (page does not exist)">25I-NMeTh</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/N-(2C)-fentanyl" class="mw-redirect" title="N-(2C)-fentanyl">N-(2C)-fentanyl</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=N-(2C-B)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-B) fentanyl (page does not exist)">N-(2C-B) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-C)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-C) fentanyl (page does not exist)">N-(2C-C) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-D)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-D) fentanyl (page does not exist)">N-(2C-D) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-E)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-E) fentanyl (page does not exist)">N-(2C-E) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-G)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-G) fentanyl (page does not exist)">N-(2C-G) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-H)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-H) fentanyl (page does not exist)">N-(2C-H) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-I)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-I) fentanyl (page does not exist)">N-(2C-I) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-IP)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-IP) fentanyl (page does not exist)">N-(2C-IP) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-N)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-N) fentanyl (page does not exist)">N-(2C-N) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-P)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-P) fentanyl (page does not exist)">N-(2C-P) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-T)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-T) fentanyl (page does not exist)">N-(2C-T) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-T-2)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-T-2) fentanyl (page does not exist)">N-(2C-T-2) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-T-4)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-T-4) fentanyl (page does not exist)">N-(2C-T-4) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-T-7)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-T-7) fentanyl (page does not exist)">N-(2C-T-7) fentanyl</a></li> <li><a href="/w/index.php?title=N-(2C-TFM)_fentanyl&action=edit&redlink=1" class="new" title="N-(2C-TFM) fentanyl (page does not exist)">N-(2C-TFM) fentanyl</a></li></ul> </div></td></tr></tbody></table><div> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">3C-x</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/3C-AL" title="3C-AL">3C-AL</a></li> <li><a href="/wiki/3C-BZ" title="3C-BZ">3C-BZ</a></li> <li><a href="/wiki/3C-DFE" title="3C-DFE">3C-DFE</a></li> <li><a href="/wiki/3C-E" title="3C-E">3C-E</a></li> <li><a href="/wiki/3C-MAL" title="3C-MAL">3C-MAL</a></li> <li><a href="/wiki/3C-P" title="3C-P">3C-P</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">4C-x</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4C-B" title="4C-B">4C-B</a></li> <li><a href="/w/index.php?title=4C-C&action=edit&redlink=1" class="new" title="4C-C (page does not exist)">4C-C</a></li> <li><a href="/wiki/4C-D" class="mw-redirect" title="4C-D">4C-D</a></li> <li><a href="/w/index.php?title=4C-E&action=edit&redlink=1" class="new" title="4C-E (page does not exist)">4C-E</a></li> <li><a href="/w/index.php?title=4C-I&action=edit&redlink=1" class="new" title="4C-I (page does not exist)">4C-I</a></li> <li><a href="/w/index.php?title=4C-N&action=edit&redlink=1" class="new" title="4C-N (page does not exist)">4C-N</a></li> <li><a href="/w/index.php?title=4C-P&action=edit&redlink=1" class="new" title="4C-P (page does not exist)">4C-P</a></li> <li><a href="/wiki/4C-T-2" title="4C-T-2">4C-T-2</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/DOx" title="DOx">DOx</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aleph_(psychedelic)" title="Aleph (psychedelic)">DOT</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-bromoamphetamine" title="2,5-Dimethoxy-4-bromoamphetamine">DOB</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-chloroamphetamine" title="2,5-Dimethoxy-4-chloroamphetamine">DOC</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine" title="2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine">DOEF</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-ethylamphetamine" title="2,5-Dimethoxy-4-ethylamphetamine">DOET</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-fluoroamphetamine" title="2,5-Dimethoxy-4-fluoroamphetamine">DOF</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-iodoamphetamine" title="2,5-Dimethoxy-4-iodoamphetamine">DOI</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-isopropylamphetamine" title="2,5-Dimethoxy-4-isopropylamphetamine">DOiPR</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-methylamphetamine" title="2,5-Dimethoxy-4-methylamphetamine">DOM</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-nitroamphetamine" title="2,5-Dimethoxy-4-nitroamphetamine">DON</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-propylamphetamine" title="2,5-Dimethoxy-4-propylamphetamine">DOPR</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-trifluoromethylamphetamine" title="2,5-Dimethoxy-4-trifluoromethylamphetamine">DOTFM</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-ethoxyamphetamine" title="2,5-Dimethoxy-4-ethoxyamphetamine">MEM</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">HOT-x</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/HOT-2" title="HOT-2">HOT-2</a></li> <li><a href="/wiki/HOT-7" title="HOT-7">HOT-7</a></li> <li><a href="/wiki/HOT-17" title="HOT-17">HOT-17</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Substituted_methylenedioxyphenethylamine" title="Substituted methylenedioxyphenethylamine">MDxx</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/DMMDA" title="DMMDA">DMMDA</a></li> <li><a href="/wiki/2,3-Dimethoxy-4,5-methylenedioxyamphetamine" class="mw-redirect" title="2,3-Dimethoxy-4,5-methylenedioxyamphetamine">DMMDA-2</a></li> <li><a href="/wiki/Lophophine" title="Lophophine">Lophophine</a></li> <li><a href="/wiki/3,4-Methylenedioxyamphetamine" title="3,4-Methylenedioxyamphetamine">MDA</a></li> <li><a href="/wiki/MDAI" title="MDAI">MDAI</a></li> <li><a href="/wiki/MDBZ" class="mw-redirect" title="MDBZ">MDBZ</a></li> <li><a href="/wiki/MDMA" title="MDMA">MDMA</a></li> <li><a href="/wiki/MMDA_(drug)" title="MMDA (drug)">MMDA</a></li> <li><a href="/wiki/MMDA-2" title="MMDA-2">MMDA-2</a></li> <li><a href="/wiki/MMDA-3a" class="mw-redirect" title="MMDA-3a">MMDA-3a</a></li> <li><a href="/wiki/MMDMA" title="MMDMA">MMDMA</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Mescaline (subst.)</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-Bromomescaline" title="2-Bromomescaline">2-Bromomescaline</a></li> <li><a href="/wiki/Thioescaline" title="Thioescaline">3-TE</a></li> <li><a href="/wiki/Thioescaline" title="Thioescaline">4-TE</a></li> <li><a href="/wiki/Thiomescaline" title="Thiomescaline">3-TM</a></li> <li><a href="/wiki/Thiomescaline" title="Thiomescaline">4-TM</a></li> <li><a href="/wiki/Allylescaline" title="Allylescaline">Allylescaline</a></li> <li><a href="/wiki/Asymbescaline" title="Asymbescaline">Asymbescaline</a></li> <li><a href="/wiki/Buscaline" title="Buscaline">Buscaline</a></li> <li><a href="/wiki/Cyclopropylmescaline" title="Cyclopropylmescaline">Cyclopropylmescaline</a></li> <li><a href="/w/index.php?title=Difluoromescaline&action=edit&redlink=1" class="new" title="Difluoromescaline (page does not exist)">Difluoromescaline</a></li> <li><a href="/w/index.php?title=Difluoroescaline&action=edit&redlink=1" class="new" title="Difluoroescaline (page does not exist)">Difluoroescaline</a></li> <li><a href="/wiki/Escaline" title="Escaline">Escaline</a></li> <li><a href="/w/index.php?title=Fluoroproscaline&action=edit&redlink=1" class="new" title="Fluoroproscaline (page does not exist)">Fluoroproscaline</a></li> <li><a href="/w/index.php?title=Isobuscaline&action=edit&redlink=1" class="new" title="Isobuscaline (page does not exist)">Isobuscaline</a></li> <li><a href="/wiki/Isoproscaline" title="Isoproscaline">Isoproscaline</a></li> <li><a href="/wiki/Jimscaline" title="Jimscaline">Jimscaline</a></li> <li><a href="/wiki/Mescaline" title="Mescaline">Mescaline</a></li> <li><a href="/wiki/Metaescaline" title="Metaescaline">Metaescaline</a></li> <li><a href="/wiki/Methallylescaline" title="Methallylescaline">Methallylescaline</a></li> <li><a href="/wiki/Proscaline" title="Proscaline">Proscaline</a></li> <li><a href="/wiki/Thioproscaline" title="Thioproscaline">Thioproscaline</a></li> <li><a href="/w/index.php?title=Trifluoroescaline&action=edit&redlink=1" class="new" title="Trifluoroescaline (page does not exist)">Trifluoroescaline</a></li> <li><a href="/wiki/Trifluoromescaline" title="Trifluoromescaline">Trifluoromescaline</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Trimethoxyamphetamine" title="Trimethoxyamphetamine">TMAs</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>TMA</li> <li>TMA-2</li> <li>TMA-3</li> <li>TMA-4</li> <li>TMA-5</li> <li>TMA-6</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2C-B-BUTTERFLY" title="2C-B-BUTTERFLY">2C-B-BUTTERFLY</a></li> <li><a href="/w/index.php?title=2C-B-DragonFLY&action=edit&redlink=1" class="new" title="2C-B-DragonFLY (page does not exist)">2C-B-DragonFLY</a></li> <li><a href="/w/index.php?title=2C-B-DragonFLY-NBOH&action=edit&redlink=1" class="new" title="2C-B-DragonFLY-NBOH (page does not exist)">2C-B-DragonFLY-NBOH</a></li> <li><a href="/w/index.php?title=2C-B-FLY-NB2EtO5Cl&action=edit&redlink=1" class="new" title="2C-B-FLY-NB2EtO5Cl (page does not exist)">2C-B-FLY-NB2EtO5Cl</a></li> <li><a href="/w/index.php?title=2CB-5-hemifly&action=edit&redlink=1" class="new" title="2CB-5-hemifly (page does not exist)">2CB-5-hemifly</a></li> <li><a href="/wiki/2CB-Ind" title="2CB-Ind">2CB-Ind</a></li> <li><a href="/wiki/2CD-5EtO" title="2CD-5EtO">2CD-5EtO</a></li> <li><a href="/wiki/TOET_(psychedelic)#2-TOET" title="TOET (psychedelic)">2-TOET</a></li> <li><a href="/wiki/TOET_(psychedelic)#5-TOET" title="TOET (psychedelic)">5-TOET</a></li> <li><a href="/wiki/TOM_(psychedelic)" title="TOM (psychedelic)">2-TOM</a></li> <li><a href="/wiki/TOM_(psychedelic)" title="TOM (psychedelic)">5-TOM</a></li> <li><a href="/wiki/BOB_(psychedelic)" title="BOB (psychedelic)">BOB</a></li> <li><a href="/wiki/BOD_(psychedelic)" title="BOD (psychedelic)">BOD</a></li> <li><a href="/wiki/%CE%92k-2C-B" title="Βk-2C-B">βk-2C-B</a></li> <li><a href="/w/index.php?title=%CE%92k-2C-I&action=edit&redlink=1" class="new" title="Βk-2C-I (page does not exist)">βk-2C-I</a></li> <li><a href="/wiki/DESOXY" title="DESOXY">DESOXY</a></li> <li><a href="/wiki/2,5-Dimethoxy-4-methylphenylcyclopropylamine" title="2,5-Dimethoxy-4-methylphenylcyclopropylamine">DMCPA</a></li> <li><a href="/wiki/DMBMPP" title="DMBMPP">DMBMPP</a></li> <li><a href="/wiki/DOB-FLY" title="DOB-FLY">DOB-FLY</a></li> <li><a href="/wiki/Fenfluramine" title="Fenfluramine">Fenfluramine</a></li> <li><a href="/wiki/Ganesha_(psychedelic)" title="Ganesha (psychedelic)">Ganesha</a></li> <li><a href="/wiki/Macromerine" title="Macromerine">Macromerine</a></li> <li><a href="/wiki/3-Methoxy-4-methylamphetamine" title="3-Methoxy-4-methylamphetamine">MMA</a></li> <li><a href="/wiki/TCB-2" title="TCB-2">TCB-2</a></li> <li><a href="/wiki/TOMSO" title="TOMSO">TOMSO</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Substituted_piperazine" title="Substituted piperazine">Piperazines</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2C-B-PP" title="2C-B-PP">2C-B-PP</a></li> <li><a href="/wiki/Benzylpiperazine" title="Benzylpiperazine">BZP</a></li> <li><a href="/wiki/Para-Fluorophenylpiperazine" title="Para-Fluorophenylpiperazine">pFPP</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Substituted_alpha-alkyltryptamine" class="mw-redirect" title="Substituted alpha-alkyltryptamine">alpha-alkyltryptamines</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/AL-37350A" title="AL-37350A">4,5-DHP-α-MT</a></li> <li><a href="/wiki/5-MeO-AET" title="5-MeO-AET">5-MeO-α-ET</a></li> <li><a href="/wiki/5-MeO-aMT" title="5-MeO-aMT">5-MeO-α-MT</a></li> <li><a href="/wiki/Alpha-Ethyltryptamine" class="mw-redirect" title="Alpha-Ethyltryptamine">α-ET</a></li> <li><a href="/wiki/Alpha-Methyltryptamine" class="mw-redirect" title="Alpha-Methyltryptamine">α-MT</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">x-<abbr title="N,N-Diallyltryptamine">DALT</abbr></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=4-HO-DALT&action=edit&redlink=1" class="new" title="4-HO-DALT (page does not exist)">(Daltocin) 4-HO-DALT</a></li> <li><a href="/wiki/4-AcO-DALT" title="4-AcO-DALT">(Daltacetin) 4-AcO-DALT</a></li> <li><a href="/wiki/5-MeO-DALT" title="5-MeO-DALT">5-MeO-DALT</a></li> <li><a href="/wiki/DALT" title="DALT">DALT</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">x-<abbr title="N,N-Diethyltryptamine">DET</abbr></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4-Acetoxy-DET" class="mw-redirect" title="4-Acetoxy-DET">(Ethacetin) 4-AcO-DET</a></li> <li><a href="/wiki/4-HO-DET" title="4-HO-DET">(Ethocin) 4-HO-DET</a></li> <li><a href="/wiki/5-MeO-DET" title="5-MeO-DET">5-MeO-DET</a></li> <li><a href="/wiki/Diethyltryptamine" title="Diethyltryptamine">(T-9) DET</a></li> <li><a href="/wiki/Ethocybin" title="Ethocybin">(Ethocybin) 4-PO-DET</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">x-<abbr title="N,N-Diisopropyltryptamine">DiPT</abbr></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4-Acetoxy-DiPT" title="4-Acetoxy-DiPT">(Ipracetin) 4-AcO-DiPT</a></li> <li><a href="/wiki/4-HO-DiPT" title="4-HO-DiPT">(Iprocin) 4-HO-DiPT</a></li> <li><a href="/wiki/5-Methoxy-N,N-diisopropyltryptamine" class="mw-redirect" title="5-Methoxy-N,N-diisopropyltryptamine">5-MeO-DiPT</a></li> <li><a href="/wiki/Diisopropyltryptamine" class="mw-redirect" title="Diisopropyltryptamine">DiPT</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">x-<abbr title="N,N-Dimethyltryptamine">DMT</abbr></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole" class="mw-redirect" title="1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole">4,5-DHP-DMT</a></li> <li><a href="/wiki/2,N,N-TMT" title="2,N,N-TMT">2,N,N-TMT</a></li> <li><a href="/wiki/O-Acetylpsilocin" title="O-Acetylpsilocin">4-AcO-DMT</a></li> <li><a href="/wiki/4-Hydroxy-5-methoxydimethyltryptamine" title="4-Hydroxy-5-methoxydimethyltryptamine">4-HO-5-MeO-DMT</a></li> <li><a href="/w/index.php?title=4,N,N-TMT&action=edit&redlink=1" class="new" title="4,N,N-TMT (page does not exist)">4,N,N-TMT</a></li> <li><a href="/wiki/4-Propionyloxy-DMT" class="mw-redirect" title="4-Propionyloxy-DMT">4-Propionyloxy-DMT</a></li> <li><a href="/w/index.php?title=5,6-diBr-DMT&action=edit&redlink=1" class="new" title="5,6-diBr-DMT (page does not exist)">5,6-diBr-DMT</a></li> <li><a href="/wiki/5-AcO-DMT" class="mw-redirect" title="5-AcO-DMT">5-AcO-DMT</a></li> <li><a href="/wiki/5-Bromo-DMT" title="5-Bromo-DMT">5-Bromo-DMT</a></li> <li><a href="/w/index.php?title=(Indapex)_5-MeO-2-TMT&action=edit&redlink=1" class="new" title="(Indapex) 5-MeO-2-TMT (page does not exist)">5-MeO-2,N,N-TMT</a></li> <li><a href="/w/index.php?title=5-MeO-4,N,N-TMT&action=edit&redlink=1" class="new" title="5-MeO-4,N,N-TMT (page does not exist)">5-MeO-4,N,N-TMT</a></li> <li><a href="/w/index.php?title=5-MeO-%CE%B1,N,N-TMT&action=edit&redlink=1" class="new" title="5-MeO-α,N,N-TMT (page does not exist)">5-MeO-α,N,N-TMT</a></li> <li><a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">5-MeO-DMT</a></li> <li><a href="/wiki/5,N,N-TMT" title="5,N,N-TMT">5-N,N-TMT</a></li> <li><a href="/wiki/7,N,N-TMT" title="7,N,N-TMT">7,N,N-TMT</a></li> <li><a href="/wiki/Alpha-N,N-Trimethyltryptamine" class="mw-redirect" title="Alpha-N,N-Trimethyltryptamine">α,N,N-TMT</a></li> <li><a href="/wiki/Bufotenin" title="Bufotenin">(Bufotenin) 5-HO-DMT</a></li> <li><a class="mw-selflink selflink">DMT</a></li> <li><a href="/wiki/Norbaeocystin" title="Norbaeocystin">Norbaeocystin</a></li> <li><a href="/wiki/Psilocin" title="Psilocin">(Psilocin) 4-HO-DMT</a></li> <li><a href="/wiki/Psilocybin" title="Psilocybin">(Psilocybin) 4-PO-DMT</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">x-<abbr title="N,N-Dipropyltryptamine">DPT</abbr></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=4-Acetoxy-DPT&action=edit&redlink=1" class="new" title="4-Acetoxy-DPT (page does not exist)">(Depracetin) 4-AcO-DPT</a></li> <li><a href="/wiki/4-HO-DPT" title="4-HO-DPT">(Deprocin) 4-HO-DPT</a></li> <li><a href="/wiki/5-MeO-DPT" title="5-MeO-DPT">5-MeO-DPT</a></li> <li><a href="/wiki/Dipropyltryptamine" title="Dipropyltryptamine">(The Light) DPT</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Ibogaine-related</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/18-Methylaminocoronaridine" title="18-Methylaminocoronaridine">18-MAC</a></li> <li><a href="/wiki/18-Methoxycoronaridine" title="18-Methoxycoronaridine">18-MC</a></li> <li><a href="/wiki/Coronaridine" title="Coronaridine">Coronaridine</a></li> <li><a href="/wiki/Ibogaine" title="Ibogaine">Ibogaine</a></li> <li><a href="/wiki/Ibogamine" title="Ibogamine">Ibogamine</a></li> <li><a href="/wiki/2-Methoxyethyl-18-methoxycoronaridinate" title="2-Methoxyethyl-18-methoxycoronaridinate">ME-18-MC</a></li> <li><a href="/wiki/Noribogaine" title="Noribogaine">Noribogaine</a></li> <li><a href="/wiki/Tabernanthine" title="Tabernanthine">Tabernanthine</a></li> <li><a href="/wiki/Voacangine" title="Voacangine">Voacangine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">x-<abbr title="N-Methyl-N-ethyltryptamine">MET</abbr></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4-HO-MET" title="4-HO-MET">(Metocin) 4-HO-MET</a></li> <li><a href="/wiki/4-AcO-MET" title="4-AcO-MET">(Metocetin) 4-AcO-MET</a></li> <li><a href="/wiki/5-MeO-MET" title="5-MeO-MET">5-MeO-MET</a></li> <li><a href="/wiki/N-Methyl-N-ethyltryptamine" title="N-Methyl-N-ethyltryptamine">MET</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">x-<abbr title="N-Methyl-N-isopropyltryptamine">MiPT</abbr></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4-Acetoxy-MiPT" class="mw-redirect" title="4-Acetoxy-MiPT">(Mipracetin) 4-AcO-MiPT</a></li> <li><a href="/wiki/4-HO-MiPT" title="4-HO-MiPT">(Miprocin) 4-HO-MiPT</a></li> <li><a href="/wiki/5,N-Dimethyl-N-isopropyltryptamine" class="mw-redirect" title="5,N-Dimethyl-N-isopropyltryptamine">5-Me-MiPT</a></li> <li><a href="/wiki/5-MeO-MiPT" title="5-MeO-MiPT">(Moxy) 5-MeO-MiPT</a></li> <li><a href="/wiki/Methylisopropyltryptamine" class="mw-redirect" title="Methylisopropyltryptamine">MiPT</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4-HO-DBT" title="4-HO-DBT">4-HO-DBT</a></li> <li><a href="/wiki/4-HO-EPT" title="4-HO-EPT">4-HO-EPT</a></li> <li><a href="/wiki/4-HO-McPT" title="4-HO-McPT">4-HO-McPT</a></li> <li><a href="/wiki/4-HO-MPMI" title="4-HO-MPMI">(Lucigenol) 4-HO-MPMI</a></li> <li><a href="/wiki/4-HO-MPT" title="4-HO-MPT">(Meprocin) 4-HO-MPT</a></li> <li><a href="/wiki/5-MeO-EiPT" title="5-MeO-EiPT">5-MeO-EiPT</a></li> <li><a href="/wiki/5-MeO-MALT" title="5-MeO-MALT">5-MeO-MALT</a></li> <li><a href="/wiki/5-MeO-MPMI" title="5-MeO-MPMI">5-MeO-MPMI</a></li> <li><a href="/wiki/Aeruginascin" title="Aeruginascin">Aeruginascin</a></li> <li><a href="/wiki/Baeocystin" title="Baeocystin">Baeocystin</a></li> <li><a href="/wiki/Dibutyltryptamine" title="Dibutyltryptamine">DBT</a></li> <li><a href="/w/index.php?title=Dicyclopropyltryptamine&action=edit&redlink=1" class="new" title="Dicyclopropyltryptamine (page does not exist)">DCPT</a></li> <li><a href="/wiki/Ethylisopropyltryptamine" title="Ethylisopropyltryptamine">EiPT</a></li> <li><a href="/wiki/Ethylpropyltryptamine" title="Ethylpropyltryptamine">EPT</a></li> <li><a href="/wiki/Methylpropyltryptamine" title="Methylpropyltryptamine">MPT</a></li> <li><a href="/wiki/Propylisopropyltryptamine" title="Propylisopropyltryptamine">PiPT</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/AL-38022A" title="AL-38022A">AL-38022A</a></li> <li><a href="/wiki/ALPHA_(psychedelic)" title="ALPHA (psychedelic)">ALPHA</a></li> <li><a href="/wiki/Dimemebfe" title="Dimemebfe">Dimemebfe</a></li> <li><a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Glaucine" title="Glaucine">Glaucine</a></li> <li><a href="/wiki/Lorcaserin" title="Lorcaserin">Lorcaserin</a></li> <li><a href="/wiki/M-ALPHA" class="mw-redirect" title="M-ALPHA">M-ALPHA</a></li> <li><a href="/wiki/RH-34" title="RH-34">RH-34</a> Also <a href="/wiki/Empathogen-entactogen" class="mw-redirect" title="Empathogen-entactogen">empathogens</a> in general (e. g.: <a href="/wiki/5-APB" title="5-APB">5-APB</a>, <a href="/wiki/5-MAPB" title="5-MAPB">5-MAPB</a>, <a href="/wiki/6-APB" title="6-APB">6-APB</a> and other <a href="/wiki/Substituted_benzofuran" title="Substituted benzofuran">substituted benzofurans</a>).</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Dissociative" title="Dissociative">Dissociatives</a> (<a href="/wiki/NMDA_receptor" title="NMDA receptor">NMDAR</a> <a href="/wiki/NMDA_receptor_antagonist" title="NMDA receptor antagonist">antagonists</a>)</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Arylcyclohexylamine" title="Arylcyclohexylamine">Arylcyclo‐ hexylamines</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Ketamine-related</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-Fluorodeschloroketamine" title="2-Fluorodeschloroketamine">2-Fluorodeschloroketamine</a></li> <li><a href="/wiki/Arketamine" title="Arketamine">Arketamine</a> ((R)-ketamine)</li> <li><a href="/wiki/Deschloroketamine" title="Deschloroketamine">Deschloroketamine</a></li> <li><a href="/wiki/Ethketamine" class="mw-redirect" title="Ethketamine">Ethketamine</a> (N-Ethylnorketamine)</li> <li><a href="/wiki/Esketamine" title="Esketamine">Esketamine</a> ((S)-ketamine)</li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a></li> <li><a href="/wiki/Methoxetamine" title="Methoxetamine">Methoxetamine</a></li> <li><a href="/wiki/Methoxmetamine" title="Methoxmetamine">Methoxmetamine</a></li> <li><a href="/wiki/Methoxyketamine" title="Methoxyketamine">Methoxyketamine</a></li> <li><a href="/wiki/MXiPr" class="mw-redirect" title="MXiPr">MXiPr</a></li> <li><a href="/wiki/Norketamine" title="Norketamine">Norketamine</a></li> <li><a href="/wiki/Tiletamine" title="Tiletamine">Tiletamine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">PCP-related</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2%27-Oxo-PCE" class="mw-redirect" title="2'-Oxo-PCE">2'-Oxo-PCE</a></li> <li><a href="/w/index.php?title=3-HO-PCE&action=edit&redlink=1" class="new" title="3-HO-PCE (page does not exist)">3-HO-PCE</a></li> <li><a href="/wiki/3-HO-PCP" title="3-HO-PCP">3-HO-PCP</a></li> <li><a href="/wiki/3-MeO-PCE" title="3-MeO-PCE">3-MeO-PCE</a></li> <li><a href="/wiki/3-MeO-PCMo" title="3-MeO-PCMo">3-MeO-PCMo</a></li> <li><a href="/wiki/3-MeO-PCP" title="3-MeO-PCP">3-MeO-PCP</a></li> <li><a href="/w/index.php?title=3-MeO-PCPr&action=edit&redlink=1" class="new" title="3-MeO-PCPr (page does not exist)">3-MeO-PCPr</a></li> <li><a href="/w/index.php?title=3-MeO-PCPy&action=edit&redlink=1" class="new" title="3-MeO-PCPy (page does not exist)">3-MeO-PCPy</a></li> <li><a href="/wiki/4-MeO-PCP" title="4-MeO-PCP">4-MeO-PCP</a></li> <li><a href="/wiki/BDPC" title="BDPC">BDPC</a></li> <li><a href="/wiki/Dieticyclidine" title="Dieticyclidine">Dieticyclidine</a> (PCDE)</li> <li><a href="/wiki/Eticyclidine" title="Eticyclidine">Eticyclidine</a> (PCE)</li> <li><a href="/wiki/PCPr" title="PCPr">PCPr</a></li> <li><a href="/wiki/Phencyclidine" title="Phencyclidine">Phencyclidine</a> (PCP)</li> <li><a href="/wiki/Rolicyclidine" title="Rolicyclidine">Rolicyclidine</a> (PCPy)</li> <li><a href="/wiki/Tenocyclidine" title="Tenocyclidine">Tenocyclidine</a> (TCP)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/BTCP" class="mw-redirect" title="BTCP">BTCP</a></li> <li><a href="/wiki/Gacyclidine" title="Gacyclidine">Gacyclidine</a></li> <li><a href="/wiki/PRE-084" title="PRE-084">PRE-084</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Adamantane" title="Adamantane">Adamantanes</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amantadine" title="Amantadine">Amantadine</a></li> <li><a href="/wiki/Memantine" title="Memantine">Memantine</a></li> <li><a href="/wiki/Rimantadine" title="Rimantadine">Rimantadine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Diarylethylamines</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Diphenidine" title="Diphenidine">Diphenidine</a></li> <li><a href="/wiki/Ephenidine" title="Ephenidine">Ephenidine</a></li> <li><a href="/wiki/Fluorolintane" title="Fluorolintane">Fluorolintane</a></li> <li><a href="/wiki/Methoxphenidine" title="Methoxphenidine">Methoxphenidine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Morphinan" title="Morphinan">Morphinans</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Dextrallorphan" title="Dextrallorphan">Dextrallorphan</a></li> <li><a href="/wiki/Dextromethorphan" title="Dextromethorphan">Dextromethorphan</a></li> <li><a href="/wiki/Dextrorphan" title="Dextrorphan">Dextrorphan</a></li> <li><a href="/wiki/Racemethorphan" class="mw-redirect" title="Racemethorphan">Racemethorphan</a></li> <li><a href="/wiki/Racemorphan" title="Racemorphan">Racemorphan</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-EMSB" class="mw-redirect" title="2-EMSB">2-EMSB</a></li> <li><a href="/wiki/2-MDP" title="2-MDP">2-MDP</a></li> <li><a href="/wiki/8A-PDHQ" title="8A-PDHQ">8A-PDHQ</a></li> <li><a href="/wiki/Aptiganel" title="Aptiganel">Aptiganel</a></li> <li><a href="/wiki/Budipine" title="Budipine">Budipine</a></li> <li><a href="/wiki/Delucemine" title="Delucemine">Delucemine</a></li> <li><a href="/wiki/Dexoxadrol" title="Dexoxadrol">Dexoxadrol</a></li> <li><a href="/wiki/Dizocilpine" title="Dizocilpine">Dizocilpine</a></li> <li><a href="/wiki/Etoxadrol" title="Etoxadrol">Etoxadrol</a></li> <li><a href="/wiki/Herkinorin" title="Herkinorin">Herkinorin</a></li> <li><a href="/wiki/Ibogaine" title="Ibogaine">Ibogaine</a></li> <li><a href="/wiki/Midafotel" title="Midafotel">Midafotel</a></li> <li><a href="/wiki/NEFA_(drug)" title="NEFA (drug)">NEFA</a></li> <li><a href="/wiki/Neramexane" title="Neramexane">Neramexane</a></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide</a></li> <li><a href="/wiki/Noribogaine" title="Noribogaine">Noribogaine</a></li> <li><a href="/wiki/Perzinfotel" title="Perzinfotel">Perzinfotel</a></li> <li><a href="/wiki/RB-64" title="RB-64">RB-64</a></li> <li><a href="/wiki/Remacemide" title="Remacemide">Remacemide</a></li> <li><a href="/wiki/Selfotel" title="Selfotel">Selfotel</a></li> <li><a href="/wiki/Xenon" title="Xenon">Xenon</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Deliriant" title="Deliriant">Deliriants</a> (<a href="/wiki/Muscarinic_acetylcholine_receptor" title="Muscarinic acetylcholine receptor">mAChR</a> <a href="/wiki/Anticholinergic" title="Anticholinergic">antagonists</a>)</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Atropine" title="Atropine">Atropine</a></li> <li><a href="/wiki/Benactyzine" title="Benactyzine">Benactyzine</a></li> <li><a href="/wiki/Benzatropine" title="Benzatropine">Benzatropine</a></li> <li><a href="/wiki/Benzydamine" title="Benzydamine">Benzydamine</a></li> <li><a href="/wiki/Biperiden" title="Biperiden">Biperiden</a></li> <li><a href="/w/index.php?title=BRN-1484501&action=edit&redlink=1" class="new" title="BRN-1484501 (page does not exist)">BRN-1484501</a></li> <li><a href="/wiki/Brompheniramine" title="Brompheniramine">Brompheniramine</a></li> <li><a href="/wiki/3-Quinuclidinyl_benzilate" title="3-Quinuclidinyl benzilate">BZ</a></li> <li><a href="/wiki/CAR-226,086" title="CAR-226,086">CAR-226,086</a></li> <li><a href="/wiki/CAR-301,060" title="CAR-301,060">CAR-301,060</a></li> <li><a href="/wiki/CAR-302,196" title="CAR-302,196">CAR-302,196</a></li> <li><a href="/wiki/CAR-302,282" title="CAR-302,282">CAR-302,282</a></li> <li><a href="/w/index.php?title=CAR-302,368&action=edit&redlink=1" class="new" title="CAR-302,368 (page does not exist)">CAR-302,368</a></li> <li><a href="/w/index.php?title=CAR-302,537&action=edit&redlink=1" class="new" title="CAR-302,537 (page does not exist)">CAR-302,537</a></li> <li><a href="/wiki/CAR-302,668" title="CAR-302,668">CAR-302,668</a></li> <li><a href="/wiki/Chloropyramine" title="Chloropyramine">Chloropyramine</a></li> <li><a href="/wiki/Chlorphenamine" title="Chlorphenamine">Chlorphenamine</a></li> <li><a href="/wiki/Clemastine" title="Clemastine">Clemastine</a></li> <li><a href="/wiki/CS-27349" title="CS-27349">CS-27349</a></li> <li><a href="/wiki/Cyclizine" title="Cyclizine">Cyclizine</a></li> <li><a href="/wiki/Cyproheptadine" title="Cyproheptadine">Cyproheptadine</a></li> <li><a href="/wiki/Dicycloverine" title="Dicycloverine">Dicycloverine</a></li> <li><a href="/wiki/Dimenhydrinate" title="Dimenhydrinate">Dimenhydrinate</a></li> <li><a href="/wiki/Diphenhydramine" title="Diphenhydramine">Diphenhydramine</a></li> <li><a href="/wiki/Ditran" title="Ditran">Ditran</a></li> <li><a href="/wiki/Doxylamine" title="Doxylamine">Doxylamine</a></li> <li><a href="/wiki/EA-3167" title="EA-3167">EA-3167</a></li> <li><a href="/wiki/EA-3443" title="EA-3443">EA-3443</a></li> <li><a href="/wiki/EA-3580" title="EA-3580">EA-3580</a></li> <li><a href="/wiki/EA-3834" title="EA-3834">EA-3834</a></li> <li><a href="/wiki/Flavoxate" title="Flavoxate">Flavoxate</a></li> <li><a href="/wiki/Hyoscyamine" title="Hyoscyamine">Hyoscyamine</a></li> <li><a href="/wiki/N-Ethyl-3-piperidyl_benzilate" title="N-Ethyl-3-piperidyl benzilate">JB-318</a></li> <li><a href="/wiki/N-Methyl-3-piperidyl_benzilate" title="N-Methyl-3-piperidyl benzilate">JB-336</a></li> <li><a href="/wiki/Meclozine" class="mw-redirect" title="Meclozine">Meclozine</a></li> <li><a href="/wiki/Mepyramine" title="Mepyramine">Mepyramine</a></li> <li><a href="/wiki/Orphenadrine" title="Orphenadrine">Orphenadrine</a></li> <li><a href="/wiki/Oxybutynin" title="Oxybutynin">Oxybutynin</a></li> <li><a href="/wiki/Pheniramine" title="Pheniramine">Pheniramine</a></li> <li><a href="/wiki/Phenyltoloxamine" title="Phenyltoloxamine">Phenyltoloxamine</a></li> <li><a href="/wiki/Procyclidine" title="Procyclidine">Procyclidine</a></li> <li><a href="/wiki/Promethazine" title="Promethazine">Promethazine</a></li> <li><a href="/wiki/Scopolamine" title="Scopolamine">Scopolamine</a></li> <li><a href="/wiki/Tolterodine" title="Tolterodine">Tolterodine</a></li> <li><a href="/wiki/Trihexyphenidyl" title="Trihexyphenidyl">Trihexyphenidyl</a></li> <li><a href="/wiki/Tripelennamine" title="Tripelennamine">Tripelennamine</a></li> <li><a href="/wiki/Triprolidine" title="Triprolidine">Triprolidine</a></li> <li><a href="/wiki/WIN-2299" title="WIN-2299">WIN-2299</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Cannabinoid" title="Cannabinoid">Cannabinoids</a> (<a href="/wiki/Cannabinoid_receptor_type_1" class="mw-redirect" title="Cannabinoid receptor type 1">CB1</a> agonists)</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Phytocannabinoids" class="mw-redirect" title="Phytocannabinoids">Natural</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Salvinorin_A" title="Salvinorin A">Salvinorin A</a></li> <li><a href="/wiki/Tetrahydrocannabinol" title="Tetrahydrocannabinol">THC (Dronabinol)</a></li> <li><a href="/wiki/THCV" class="mw-redirect" title="THCV">THCV</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Synthetic_cannabinoids" title="Synthetic cannabinoids">Synthetic</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_AM_cannabinoids" title="List of AM cannabinoids">AM-x</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/AM-087" title="AM-087">AM-087</a></li> <li><a href="/wiki/AM251" class="mw-redirect" title="AM251">AM-251</a></li> <li><a href="/w/index.php?title=AM-279_(disambiguation)&action=edit&redlink=1" class="new" title="AM-279 (disambiguation) (page does not exist)">AM-279</a></li> <li><a href="/w/index.php?title=AM-281_(disambiguation)&action=edit&redlink=1" class="new" title="AM-281 (disambiguation) (page does not exist)">AM-281</a></li> <li><a href="/w/index.php?title=AM-356_(disambiguation)&action=edit&redlink=1" class="new" title="AM-356 (disambiguation) (page does not exist)">AM-356</a></li> <li><a href="/w/index.php?title=AM-374_(disambiguation)&action=edit&redlink=1" class="new" title="AM-374 (disambiguation) (page does not exist)">AM-374</a></li> <li><a href="/w/index.php?title=AM-381_(disambiguation)&action=edit&redlink=1" class="new" title="AM-381 (disambiguation) (page does not exist)">AM-381</a></li> <li><a href="/wiki/AM-404" class="mw-redirect" title="AM-404">AM-404</a></li> <li><a href="/wiki/AM-411" title="AM-411">AM-411</a></li> <li><a href="/wiki/AM-630" title="AM-630">AM-630</a></li> <li><a href="/w/index.php?title=AM-661&action=edit&redlink=1" class="new" title="AM-661 (page does not exist)">AM-661</a></li> <li><a href="/wiki/AM-678" class="mw-redirect" title="AM-678">AM-678</a></li> <li><a href="/wiki/AM-679_(cannabinoid)" title="AM-679 (cannabinoid)">AM-679</a></li> <li><a href="/wiki/AM-694" title="AM-694">AM-694</a></li> <li><a href="/w/index.php?title=AM-735&action=edit&redlink=1" class="new" title="AM-735 (page does not exist)">AM-735</a></li> <li><a href="/wiki/AM-855" title="AM-855">AM-855</a></li> <li><a href="/w/index.php?title=AM-881&action=edit&redlink=1" class="new" title="AM-881 (page does not exist)">AM-881</a></li> <li><a href="/wiki/AM-883" class="mw-redirect" title="AM-883">AM-883</a></li> <li><a href="/wiki/AM-905" title="AM-905">AM-905</a></li> <li><a href="/wiki/AM-906" title="AM-906">AM-906</a></li> <li><a href="/wiki/AM-919" title="AM-919">AM-919</a></li> <li><a href="/wiki/AM-926" class="mw-redirect" title="AM-926">AM-926</a></li> <li><a href="/wiki/AM-938" title="AM-938">AM-938</a></li> <li><a href="/w/index.php?title=AM-1116&action=edit&redlink=1" class="new" title="AM-1116 (page does not exist)">AM-1116</a></li> <li><a href="/w/index.php?title=AM-1172&action=edit&redlink=1" class="new" title="AM-1172 (page does not exist)">AM-1172</a></li> <li><a href="/wiki/AM-1220" title="AM-1220">AM-1220</a></li> <li><a href="/wiki/AM-1221" title="AM-1221">AM-1221</a></li> <li><a href="/wiki/AM-1235" title="AM-1235">AM-1235</a></li> <li><a href="/wiki/AM-1241" title="AM-1241">AM-1241</a></li> <li><a href="/wiki/AM-1248" title="AM-1248">AM-1248</a></li> <li><a href="/w/index.php?title=AM-1710&action=edit&redlink=1" class="new" title="AM-1710 (page does not exist)">AM-1710</a></li> <li><a href="/wiki/AM-1714" title="AM-1714">AM-1714</a></li> <li><a href="/w/index.php?title=AM-1902&action=edit&redlink=1" class="new" title="AM-1902 (page does not exist)">AM-1902</a></li> <li><a href="/wiki/AM-2201" title="AM-2201">AM-2201</a></li> <li><a href="/w/index.php?title=AM-2212&action=edit&redlink=1" class="new" title="AM-2212 (page does not exist)">AM-2212</a></li> <li><a href="/w/index.php?title=AM-2213&action=edit&redlink=1" class="new" title="AM-2213 (page does not exist)">AM-2213</a></li> <li><a href="/wiki/AM-2232" title="AM-2232">AM-2232</a></li> <li><a href="/wiki/AM-2233" title="AM-2233">AM-2233</a></li> <li><a href="/wiki/AM-2389" title="AM-2389">AM-2389</a></li> <li><a href="/w/index.php?title=AM-3102&action=edit&redlink=1" class="new" title="AM-3102 (page does not exist)">AM-3102</a></li> <li><a href="/wiki/AM-4030" title="AM-4030">AM-4030</a></li> <li><a href="/w/index.php?title=AM-4054&action=edit&redlink=1" class="new" title="AM-4054 (page does not exist)">AM-4054</a></li> <li><a href="/wiki/AM-4056" class="mw-redirect" title="AM-4056">AM-4056</a></li> <li><a href="/wiki/AM-4113" class="mw-redirect" title="AM-4113">AM-4113</a></li> <li><a href="/wiki/AM-6545" title="AM-6545">AM-6545</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_CP_cannabinoids" title="List of CP cannabinoids">CP x</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/CP_47,497" title="CP 47,497">CP 47,497</a></li> <li><a href="/wiki/CP_55,244" title="CP 55,244">CP 55,244</a></li> <li><a href="/wiki/CP_55,940" title="CP 55,940">CP 55,940</a></li> <li><a href="/w/index.php?title=(%C2%B1)-CP_55,940&action=edit&redlink=1" class="new" title="(±)-CP 55,940 (page does not exist)">(±)-CP 55,940</a></li> <li><a href="/w/index.php?title=(%2B)-CP_55,940&action=edit&redlink=1" class="new" title="(+)-CP 55,940 (page does not exist)">(+)-CP 55,940</a></li> <li><a href="/w/index.php?title=(-)-CP_55,940&action=edit&redlink=1" class="new" title="(-)-CP 55,940 (page does not exist)">(-)-CP 55,940</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_HU_cannabinoids" title="List of HU cannabinoids">HU-x</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/HU-210" title="HU-210">HU-210</a></li> <li><a href="/wiki/HU-211" class="mw-redirect" title="HU-211">HU-211</a></li> <li><a href="/wiki/HU-239" class="mw-redirect" title="HU-239">HU-239</a></li> <li><a href="/wiki/HU-243" title="HU-243">HU-243</a></li> <li><a href="/wiki/HU-308" class="mw-redirect" title="HU-308">HU-308</a></li> <li><a href="/wiki/HU-320" title="HU-320">HU-320</a></li> <li><a href="/wiki/HU-331" title="HU-331">HU-331</a></li> <li><a href="/wiki/HU-336" title="HU-336">HU-336</a></li> <li><a href="/wiki/HU-345" title="HU-345">HU-345</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_JWH_cannabinoids" title="List of JWH cannabinoids">JWH-x</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/JWH-007" title="JWH-007">JWH-007</a></li> <li><a href="/wiki/JWH-015" title="JWH-015">JWH-015</a></li> <li><a href="/wiki/JWH-018" title="JWH-018">JWH-018</a></li> <li><a href="/wiki/JWH-019" title="JWH-019">JWH-019</a></li> <li><a href="/wiki/JWH-030" title="JWH-030">JWH-030</a></li> <li><a href="/wiki/JWH-047" title="JWH-047">JWH-047</a></li> <li><a href="/wiki/JWH-048" title="JWH-048">JWH-048</a></li> <li><a href="/wiki/JWH-051" title="JWH-051">JWH-051</a></li> <li><a href="/wiki/JWH-057" title="JWH-057">JWH-057</a></li> <li><a href="/wiki/JWH-073" title="JWH-073">JWH-073</a></li> <li><a href="/wiki/JWH-081" title="JWH-081">JWH-081</a></li> <li><a href="/wiki/JWH-098" title="JWH-098">JWH-098</a></li> <li><a href="/wiki/JWH-116" title="JWH-116">JWH-116</a></li> <li><a href="/wiki/JWH-120" title="JWH-120">JWH-120</a></li> <li><a href="/wiki/JWH-122" title="JWH-122">JWH-122</a></li> <li><a href="/wiki/JWH-133" title="JWH-133">JWH-133</a></li> <li><a href="/w/index.php?title=JWH-139&action=edit&redlink=1" class="new" title="JWH-139 (page does not exist)">JWH-139</a></li> <li><a href="/wiki/JWH-147" title="JWH-147">JWH-147</a></li> <li><a href="/wiki/JWH-148" title="JWH-148">JWH-148</a></li> <li><a href="/wiki/JWH-149" title="JWH-149">JWH-149</a></li> <li><a href="/wiki/JWH-149" title="JWH-149">JWH-149</a></li> <li><a href="/wiki/JWH-161" title="JWH-161">JWH-161</a></li> <li><a href="/wiki/JWH-164" title="JWH-164">JWH-164</a></li> <li><a href="/w/index.php?title=JWH-166&action=edit&redlink=1" class="new" title="JWH-166 (page does not exist)">JWH-166</a></li> <li><a href="/wiki/JWH-167" title="JWH-167">JWH-167</a></li> <li><a href="/wiki/JWH-171" class="mw-redirect" title="JWH-171">JWH-171</a></li> <li><a href="/wiki/JWH-175" title="JWH-175">JWH-175</a></li> <li><a href="/wiki/JWH-176" title="JWH-176">JWH-176</a></li> <li><a href="/w/index.php?title=JWH-181&action=edit&redlink=1" class="new" title="JWH-181 (page does not exist)">JWH-181</a></li> <li><a href="/wiki/JWH-182" class="mw-redirect" title="JWH-182">JWH-182</a></li> <li><a href="/wiki/JWH-184" title="JWH-184">JWH-184</a></li> <li><a href="/wiki/JWH-185" title="JWH-185">JWH-185</a></li> <li><a href="/w/index.php?title=JWH-192&action=edit&redlink=1" class="new" title="JWH-192 (page does not exist)">JWH-192</a></li> <li><a href="/wiki/JWH-193" title="JWH-193">JWH-193</a></li> <li><a href="/w/index.php?title=JWH-194&action=edit&redlink=1" class="new" title="JWH-194 (page does not exist)">JWH-194</a></li> <li><a href="/w/index.php?title=JWH-195&action=edit&redlink=1" class="new" title="JWH-195 (page does not exist)">JWH-195</a></li> <li><a href="/wiki/JWH-196" title="JWH-196">JWH-196</a></li> <li><a href="/w/index.php?title=JWH-197&action=edit&redlink=1" class="new" title="JWH-197 (page does not exist)">JWH-197</a></li> <li><a href="/wiki/JWH-198" title="JWH-198">JWH-198</a></li> <li><a href="/w/index.php?title=JWH-199&action=edit&redlink=1" class="new" title="JWH-199 (page does not exist)">JWH-199</a></li> <li><a href="/wiki/JWH-200" title="JWH-200">JWH-200</a></li> <li><a href="/wiki/JWH-203" title="JWH-203">JWH-203</a></li> <li><a href="/w/index.php?title=JWH-205&action=edit&redlink=1" class="new" title="JWH-205 (page does not exist)">JWH-205</a></li> <li><a href="/wiki/JWH-210" title="JWH-210">JWH-210</a></li> <li><a href="/wiki/JWH-210" title="JWH-210">JWH-210</a></li> <li><a href="/w/index.php?title=JWH-213&action=edit&redlink=1" class="new" title="JWH-213 (page does not exist)">JWH-213</a></li> <li><a href="/w/index.php?title=JWH-220&action=edit&redlink=1" class="new" title="JWH-220 (page does not exist)">JWH-220</a></li> <li><a href="/w/index.php?title=JWH-229&action=edit&redlink=1" class="new" title="JWH-229 (page does not exist)">JWH-229</a></li> <li><a href="/w/index.php?title=JWH-234&action=edit&redlink=1" class="new" title="JWH-234 (page does not exist)">JWH-234</a></li> <li><a href="/wiki/JWH-249" title="JWH-249">JWH-249</a></li> <li><a href="/wiki/JWH-250" title="JWH-250">JWH-250</a></li> <li><a href="/wiki/JWH-251" title="JWH-251">JWH-251</a></li> <li><a href="/w/index.php?title=JWH-253&action=edit&redlink=1" class="new" title="JWH-253 (page does not exist)">JWH-253</a></li> <li><a href="/w/index.php?title=JWH-258&action=edit&redlink=1" class="new" title="JWH-258 (page does not exist)">JWH-258</a></li> <li><a href="/w/index.php?title=JWH-300&action=edit&redlink=1" class="new" title="JWH-300 (page does not exist)">JWH-300</a></li> <li><a href="/wiki/JWH-302" title="JWH-302">JWH-302</a></li> <li><a href="/wiki/JWH-307" title="JWH-307">JWH-307</a></li> <li><a href="/w/index.php?title=JWH-336&action=edit&redlink=1" class="new" title="JWH-336 (page does not exist)">JWH-336</a></li> <li><a href="/w/index.php?title=JWH-350&action=edit&redlink=1" class="new" title="JWH-350 (page does not exist)">JWH-350</a></li> <li><a href="/wiki/JWH-359" title="JWH-359">JWH-359</a></li> <li><a href="/w/index.php?title=JWH-387&action=edit&redlink=1" class="new" title="JWH-387 (page does not exist)">JWH-387</a></li> <li><a href="/wiki/JWH-398" title="JWH-398">JWH-398</a></li> <li><a href="/wiki/JWH-424" title="JWH-424">JWH-424</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_miscellaneous_designer_cannabinoids" title="List of miscellaneous designer cannabinoids">Misc. designer cannabinoids</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4-HTMPIPO" title="4-HTMPIPO">4-HTMPIPO</a></li> <li><a href="/wiki/5F-AB-FUPPYCA" title="5F-AB-FUPPYCA">5F-AB-FUPPYCA</a></li> <li><a href="/wiki/5F-AB-PINACA" title="5F-AB-PINACA">5F-AB-PINACA</a></li> <li><a href="/wiki/5F-ADB" title="5F-ADB">5F-ADB</a></li> <li><a href="/wiki/5F-ADB-PINACA" title="5F-ADB-PINACA">5F-ADB-PINACA</a></li> <li><a href="/wiki/5F-ADBICA" title="5F-ADBICA">5F-ADBICA</a></li> <li><a href="/wiki/5F-AMB" title="5F-AMB">5F-AMB</a></li> <li><a href="/wiki/5F-APINACA" title="5F-APINACA">5F-APINACA</a></li> <li><a href="/wiki/5F-CUMYL-PINACA" title="5F-CUMYL-PINACA">5F-CUMYL-PINACA</a></li> <li><a href="/wiki/5F-NNE1" title="5F-NNE1">5F-NNE1</a></li> <li><a href="/wiki/5F-PB-22" title="5F-PB-22">5F-PB-22</a></li> <li><a href="/wiki/5F-SDB-006" title="5F-SDB-006">5F-SDB-006</a></li> <li><a href="/wiki/A-796,260" title="A-796,260">A-796,260</a></li> <li><a href="/wiki/A-836,339" title="A-836,339">A-836,339</a></li> <li><a href="/wiki/AB-001" title="AB-001">AB-001</a></li> <li><a href="/wiki/AB-005" title="AB-005">AB-005</a></li> <li><a href="/wiki/AB-CHFUPYCA" title="AB-CHFUPYCA">AB-CHFUPYCA</a></li> <li><a href="/wiki/AB-CHMINACA" title="AB-CHMINACA">AB-CHMINACA</a></li> <li><a href="/wiki/AB-FUBINACA" title="AB-FUBINACA">AB-FUBINACA</a></li> <li><a href="/wiki/AB-PINACA" title="AB-PINACA">AB-PINACA</a></li> <li><a href="/wiki/ADAMANTYL-THPINACA" class="mw-redirect" title="ADAMANTYL-THPINACA">ADAMANTYL-THPINACA</a></li> <li><a href="/wiki/ADB-CHMINACA" title="ADB-CHMINACA">ADB-CHMINACA</a></li> <li><a href="/wiki/ADB-FUBINACA" title="ADB-FUBINACA">ADB-FUBINACA</a></li> <li><a href="/wiki/ADB-PINACA" title="ADB-PINACA">ADB-PINACA</a></li> <li><a href="/wiki/ADBICA" title="ADBICA">ADBICA</a></li> <li><a href="/wiki/ADSB-FUB-187" title="ADSB-FUB-187">ADSB-FUB-187</a></li> <li><a href="/wiki/AMB-FUBINACA" title="AMB-FUBINACA">AMB-FUBINACA</a></li> <li><a href="/wiki/APICA_(synthetic_cannabinoid_drug)" title="APICA (synthetic cannabinoid drug)">APICA</a></li> <li><a href="/wiki/APINACA" title="APINACA">APINACA</a></li> <li><a href="/wiki/APP-FUBINACA" title="APP-FUBINACA">APP-FUBINACA</a></li> <li><a href="/wiki/CB-13" title="CB-13">CB-13</a></li> <li><a href="/wiki/CUMYL-PICA" title="CUMYL-PICA">CUMYL-PICA</a></li> <li><a href="/wiki/CUMYL-PINACA" title="CUMYL-PINACA">CUMYL-PINACA</a></li> <li><a href="/wiki/CUMYL-THPINACA" title="CUMYL-THPINACA">CUMYL-THPINACA</a></li> <li><a href="/wiki/Dimethylheptylpyran" title="Dimethylheptylpyran">DMHP</a></li> <li><a href="/wiki/EAM-2201" title="EAM-2201">EAM-2201</a></li> <li><a href="/wiki/FAB-144" title="FAB-144">FAB-144</a></li> <li><a href="/wiki/FDU-PB-22" title="FDU-PB-22">FDU-PB-22</a></li> <li><a href="/wiki/FUB-144" title="FUB-144">FUB-144</a></li> <li><a href="/wiki/FUB-APINACA" title="FUB-APINACA">FUB-APINACA</a></li> <li><a href="/wiki/FUB-JWH-018" title="FUB-JWH-018">FUB-JWH-018</a></li> <li><a href="/wiki/FUB-PB-22" title="FUB-PB-22">FUB-PB-22</a></li> <li><a href="/wiki/FUBIMINA" title="FUBIMINA">FUBIMINA</a></li> <li><a href="/wiki/JTE_7-31" title="JTE 7-31">JTE 7-31</a></li> <li><a href="/wiki/JTE-907" title="JTE-907">JTE-907</a></li> <li><a href="/wiki/Levonantradol" title="Levonantradol">Levonantradol</a></li> <li><a href="/wiki/MDMB-CHMICA" title="MDMB-CHMICA">MDMB-CHMICA</a></li> <li><a href="/wiki/MDMB-CHMINACA" title="MDMB-CHMINACA">MDMB-CHMINACA</a></li> <li><a href="/wiki/MDMB-FUBINACA" title="MDMB-FUBINACA">MDMB-FUBINACA</a></li> <li><a href="/wiki/MEPIRAPIM" class="mw-redirect" title="MEPIRAPIM">MEPIRAPIM</a></li> <li><a href="/wiki/MAM-2201" title="MAM-2201">MAM-2201</a></li> <li><a href="/wiki/MDA-19" title="MDA-19">MDA-19</a></li> <li><a href="/wiki/MN-18" title="MN-18">MN-18</a></li> <li><a href="/wiki/MN-25" title="MN-25">MN-25</a></li> <li><a href="/wiki/NESS-0327" title="NESS-0327">NESS-0327</a></li> <li><a href="/wiki/NESS-040C5" title="NESS-040C5">NESS-040C5</a></li> <li><a href="/wiki/Nabilone" title="Nabilone">Nabilone</a></li> <li><a href="/wiki/Nabitan" title="Nabitan">Nabitan</a></li> <li><a href="/wiki/NM-2201" title="NM-2201">NM-2201</a></li> <li><a href="/wiki/NNE1" title="NNE1">NNE1</a></li> <li><a href="/wiki/Org_28611" title="Org 28611">Org 28611</a></li> <li><a href="/wiki/Parahexyl" title="Parahexyl">Parahexyl</a></li> <li><a href="/wiki/PTI-1" title="PTI-1">PTI-1</a></li> <li><a href="/wiki/PTI-2" title="PTI-2">PTI-2</a></li> <li><a href="/wiki/PX-1" title="PX-1">PX-1</a></li> <li><a href="/wiki/PX-2" title="PX-2">PX-2</a></li> <li><a href="/wiki/PX-3" title="PX-3">PX-3</a></li> <li><a href="/wiki/QUCHIC" title="QUCHIC">QUCHIC</a></li> <li><a href="/wiki/QUPIC" class="mw-redirect" title="QUPIC">QUPIC</a></li> <li><a href="/wiki/RCS-4" title="RCS-4">RCS-4</a></li> <li><a href="/wiki/RCS-8" title="RCS-8">RCS-8</a></li> <li><a href="/wiki/SDB-005" title="SDB-005">SDB-005</a></li> <li><a href="/wiki/SDB-006" title="SDB-006">SDB-006</a></li> <li><a href="/wiki/STS-135_(drug)" title="STS-135 (drug)">STS-135</a></li> <li><a href="/wiki/THC-O-acetate" title="THC-O-acetate">THC-O-acetate</a></li> <li><a href="/wiki/THC-O-phosphate" title="THC-O-phosphate">THC-O-phosphate</a></li> <li><a href="/wiki/THJ-018" title="THJ-018">THJ-018</a></li> <li><a href="/wiki/THJ-2201" title="THJ-2201">THJ-2201</a></li> <li><a href="/wiki/UR-144" title="UR-144">UR-144</a></li> <li><a href="/wiki/WIN_55,212-2" title="WIN 55,212-2">WIN 55,212-2</a></li> <li><a href="/wiki/XLR-11" title="XLR-11">XLR-11</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Dopamine_receptor_D2" title="Dopamine receptor D2">D2</a> <a href="/wiki/Dopamine_agonist" title="Dopamine agonist">agonists</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Apomorphine" title="Apomorphine">Apomorphine</a></li> <li><a href="/wiki/Aporphine" title="Aporphine">Aporphine</a></li> <li><a href="/wiki/Bromocriptine" title="Bromocriptine">Bromocriptine</a></li> <li><a href="/wiki/Cabergoline" title="Cabergoline">Cabergoline</a></li> <li><a href="/wiki/Lisuride" title="Lisuride">Lisuride</a></li> <li><a href="/wiki/LSD" title="LSD">LSD</a></li> <li><a href="/wiki/Memantine" title="Memantine">Memantine</a></li> <li><a href="/wiki/Nuciferine" title="Nuciferine">Nuciferine</a></li> <li><a href="/wiki/Pergolide" title="Pergolide">Pergolide</a></li> <li><a href="/wiki/Phenethylamine" title="Phenethylamine">Phenethylamine</a></li> <li><a href="/wiki/Piribedil" title="Piribedil">Piribedil</a></li> <li><a href="/wiki/Pramipexole" title="Pramipexole">Pramipexole</a></li> <li><a href="/wiki/Ropinirole" title="Ropinirole">Ropinirole</a></li> <li><a href="/wiki/Rotigotine" title="Rotigotine">Rotigotine</a></li> <li><a href="/wiki/Salvinorin_A" title="Salvinorin A">Salvinorin A</a> Also indirect D2 agonists, such as <a href="/wiki/Dopamine_reuptake_inhibitor" title="Dopamine reuptake inhibitor">dopamine reuptake inhibitors</a> (<a href="/wiki/Cocaine" title="Cocaine">cocaine</a>, <a href="/wiki/Methylphenidate" title="Methylphenidate">methylphenidate</a>), <a href="/wiki/Releasing_agent" class="mw-redirect" title="Releasing agent">releasing agents</a> (<a href="/wiki/Amphetamine" title="Amphetamine">amphetamine</a>, <a href="/wiki/Methamphetamine" title="Methamphetamine">methamphetamine</a>), and <a href="/wiki/Precursor_(chemistry)" title="Precursor (chemistry)">precursors</a> (<a href="/wiki/L-DOPA" title="L-DOPA">levodopa</a>).</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/GABAA_receptor" title="GABAA receptor">GABAA</a> enhancers</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/CI-966" title="CI-966">CI-966</a></li> <li><a href="/wiki/Eszopiclone" title="Eszopiclone">Eszopiclone</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/Muscimol" title="Muscimol">Muscimol</a> (<a href="/wiki/Amanita_muscaria" title="Amanita muscaria">Amanita muscaria</a>)</li> <li><a href="/wiki/Zaleplon" title="Zaleplon">Zaleplon</a></li> <li><a href="/wiki/Zolpidem" title="Zolpidem">Zolpidem</a></li> <li><a href="/wiki/Zopiclone" title="Zopiclone">Zopiclone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Inhalant" title="Inhalant">Inhalants</a> (Mixed <a href="/wiki/Mechanism_of_action" title="Mechanism of action">MOA</a>)</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aliphatic_hydrocarbons" class="mw-redirect" title="Aliphatic hydrocarbons">Aliphatic hydrocarbons</a> <ul><li><a href="/wiki/Butane" title="Butane">Butane</a></li> <li><a href="/wiki/Gasoline" title="Gasoline">Gasoline</a></li> <li><a href="/wiki/Kerosene" title="Kerosene">Kerosene</a></li> <li><a href="/wiki/Propane" title="Propane">Propane</a></li></ul></li> <li><a href="/wiki/Aromatic_hydrocarbon" class="mw-redirect" title="Aromatic hydrocarbon">Aromatic hydrocarbons</a> <ul><li><a href="/wiki/Toluene" title="Toluene">Toluene</a></li></ul></li> <li><a href="/wiki/Ether" title="Ether">Ethers</a> <ul><li><a href="/wiki/Diethyl_ether" title="Diethyl ether">Diethyl ether</a></li> <li><a href="/wiki/Enflurane" title="Enflurane">Enflurane</a></li></ul></li> <li><a href="/wiki/Haloalkane" title="Haloalkane">Haloalkanes</a> <ul><li><a href="/wiki/Chlorofluorocarbon" title="Chlorofluorocarbon">Chlorofluorocarbons</a></li> <li><a href="/wiki/Chloroform" title="Chloroform">Chloroform</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/%CE%9A-opioid_receptor" title="Κ-opioid receptor">κOR</a> <a href="/wiki/Opioid" title="Opioid">agonists</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Salvinorin_B_ethoxymethyl_ether" class="mw-redirect" title="Salvinorin B ethoxymethyl ether">2-EMSB</a></li> <li><a href="/wiki/Alazocine" title="Alazocine">Alazocine</a></li> <li><a href="/wiki/Bremazocine" title="Bremazocine">Bremazocine</a></li> <li><a href="/wiki/Butorphan" class="mw-redirect" title="Butorphan">Butorphan</a></li> <li><a href="/wiki/Butorphanol" title="Butorphanol">Butorphanol</a></li> <li><a href="/wiki/Cyclazocine" title="Cyclazocine">Cyclazocine</a></li> <li><a href="/wiki/Cyclorphan" title="Cyclorphan">Cyclorphan</a></li> <li><a href="/wiki/Cyprenorphine" title="Cyprenorphine">Cyprenorphine</a></li> <li><a href="/wiki/Diprenorphine" title="Diprenorphine">Diprenorphine</a></li> <li><a href="/wiki/Enadoline" title="Enadoline">Enadoline</a></li> <li><a href="/wiki/Herkinorin" title="Herkinorin">Herkinorin</a></li> <li><a href="/wiki/Heroin" title="Heroin">Heroin</a></li> <li><a href="/wiki/HZ-2" title="HZ-2">HZ-2</a></li> <li><a href="/wiki/Ibogaine" title="Ibogaine">Ibogaine</a></li> <li><a href="/wiki/Ketazocine" title="Ketazocine">Ketazocine</a></li> <li><a href="/wiki/Levallorphan" title="Levallorphan">Levallorphan</a></li> <li><a href="/wiki/Levomethorphan" title="Levomethorphan">Levomethorphan</a></li> <li><a href="/wiki/Levorphanol" title="Levorphanol">Levorphanol</a></li> <li><a href="/wiki/LPK-26" title="LPK-26">LPK-26</a></li> <li><a href="/wiki/Metazocine" title="Metazocine">Metazocine</a></li> <li><a href="/wiki/Morphine" title="Morphine">Morphine</a></li> <li><a href="/wiki/Nalbuphine" title="Nalbuphine">Nalbuphine</a></li> <li><a href="/wiki/Nalmefene" title="Nalmefene">Nalmefene</a></li> <li><a href="/wiki/Nalorphine" title="Nalorphine">Nalorphine</a></li> <li><a href="/wiki/Noribogaine" title="Noribogaine">Noribogaine</a></li> <li><a href="/wiki/Oxilorphan" title="Oxilorphan">Oxilorphan</a></li> <li><a href="/wiki/Pentazocine" title="Pentazocine">Pentazocine</a></li> <li><a href="/wiki/Phenazocine" title="Phenazocine">Phenazocine</a></li> <li><a href="/wiki/Proxorphan" title="Proxorphan">Proxorphan</a></li> <li><a href="/wiki/Racemethorphan" class="mw-redirect" title="Racemethorphan">Racemethorphan</a></li> <li><a href="/wiki/Racemorphan" title="Racemorphan">Racemorphan</a></li> <li><a href="/wiki/Salvinorin_A" title="Salvinorin A">Salvinorin A</a></li> <li><a href="/wiki/Spiradoline" title="Spiradoline">Spiradoline</a></li> <li><a href="/wiki/Tifluadom" title="Tifluadom">Tifluadom</a></li> <li><a href="/wiki/U-50488" title="U-50488">U-50488</a></li> <li><a href="/wiki/U-69,593" title="U-69,593">U-69,593</a></li> <li><a href="/wiki/Xorphanol" title="Xorphanol">Xorphanol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Oneirogen" title="Oneirogen">Oneirogens</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Calea_ternifolia" title="Calea ternifolia">Calea zacatechichi</a></li> <li><a href="/wiki/Silene_undulata" title="Silene undulata">Silene capensis</a></li> <li><a href="/wiki/Galantamine" title="Galantamine">Galantamine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Glaucine" title="Glaucine">Glaucine</a></li> <li><a href="/wiki/Isoaminile" title="Isoaminile">Isoaminile</a></li> <li><a href="/wiki/Noscapine" title="Noscapine">Noscapine</a></li> <li><a href="/wiki/Prenoxdiazine" title="Prenoxdiazine">Prenoxdiazine</a></li> <li><a href="/wiki/Pukateine" title="Pukateine">Pukateine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Tryptamines" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Tryptamines" title="Template:Tryptamines"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Tryptamines" title="Template talk:Tryptamines"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Tryptamines" title="Special:EditPage/Template:Tryptamines"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Tryptamines" style="font-size:114%;margin:0 4em"><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/1-Methylpsilocin" title="1-Methylpsilocin">1-Methylpsilocin</a></li> <li><a href="/wiki/2-HO-NMT" title="2-HO-NMT">2-HO-NMT</a></li> <li><a href="/wiki/2-Me-DET" title="2-Me-DET">2-Me-DET</a></li> <li><a href="/wiki/2-Methyl-5-hydroxytryptamine" title="2-Methyl-5-hydroxytryptamine">2-Methyl-5-HT</a></li> <li><a href="/wiki/2,N,N-TMT" title="2,N,N-TMT">2,N,N-TMT</a></li> <li><a href="/wiki/1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole" class="mw-redirect" title="1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole">4,5-DHP-DMT</a></li> <li><a href="/wiki/4-AcO-DALT" title="4-AcO-DALT">4-AcO-DALT</a></li> <li><a href="/wiki/4-Acetoxy-DET" class="mw-redirect" title="4-Acetoxy-DET">4-AcO-DET</a></li> <li><a href="/wiki/4-Acetoxy-DiPT" title="4-Acetoxy-DiPT">4-AcO-DiPT</a></li> <li><a href="/wiki/4-AcO-DPT" title="4-AcO-DPT">4-AcO-DPT</a></li> <li><a href="/w/index.php?title=4-AcO-EPT&action=edit&redlink=1" class="new" title="4-AcO-EPT (page does not exist)">4-AcO-EPT</a></li> <li><a href="/w/index.php?title=4-AcO-MALT&action=edit&redlink=1" class="new" title="4-AcO-MALT (page does not exist)">4-AcO-MALT</a></li> <li><a href="/wiki/4-Acetoxy-MET" class="mw-redirect" title="4-Acetoxy-MET">4-AcO-MET</a></li> <li><a href="/wiki/4-Acetoxy-MiPT" class="mw-redirect" title="4-Acetoxy-MiPT">4-AcO-MiPT</a></li> <li><a href="/w/index.php?title=4-AcO-NMT&action=edit&redlink=1" class="new" title="4-AcO-NMT (page does not exist)">4-AcO-NMT</a></li> <li><a href="/w/index.php?title=4-AcO-TMT&action=edit&redlink=1" class="new" title="4-AcO-TMT (page does not exist)">4-AcO-TMT</a></li> <li><a href="/wiki/4-Fluoro-5-methoxy-DMT" title="4-Fluoro-5-methoxy-DMT">4-F-5-MeO-DMT</a></li> <li><a href="/wiki/4-Hydroxy-5-methoxydimethyltryptamine" title="4-Hydroxy-5-methoxydimethyltryptamine">4-HO-5-MeO-DMT</a></li> <li><a href="/w/index.php?title=4-HO-DALT&action=edit&redlink=1" class="new" title="4-HO-DALT (page does not exist)">4-HO-DALT</a></li> <li><a href="/wiki/4-HO-DBT" title="4-HO-DBT">4-HO-DBT</a></li> <li><a href="/wiki/4-HO-DET" title="4-HO-DET">4-HO-DET</a></li> <li><a href="/wiki/4-HO-DiPT" title="4-HO-DiPT">4-HO-DiPT</a></li> <li><a href="/wiki/4-HO-DPT" title="4-HO-DPT">4-HO-DPT</a></li> <li><a href="/wiki/4-HO-DSBT" title="4-HO-DSBT">4-HO-DSBT</a></li> <li><a href="/wiki/4-HO-EPT" title="4-HO-EPT">4-HO-EPT</a></li> <li><a href="/wiki/4-HO-MALT" title="4-HO-MALT">4-HO-MALT</a></li> <li><a href="/wiki/4-HO-MET" title="4-HO-MET">4-HO-MET</a></li> <li><a href="/wiki/4-HO-McPT" title="4-HO-McPT">4-HO-McPT</a></li> <li><a href="/wiki/4-HO-McPeT" title="4-HO-McPeT">4-HO-McPeT</a></li> <li><a href="/wiki/4-HO-MiPT" title="4-HO-MiPT">4-HO-MiPT</a></li> <li><a href="/wiki/4-HO-MPT" title="4-HO-MPT">4-HO-MPT</a></li> <li><a href="/w/index.php?title=4-HO-MsBT&action=edit&redlink=1" class="new" title="4-HO-MsBT (page does not exist)">4-HO-MsBT</a></li> <li><a href="/wiki/4-HO-NALT" title="4-HO-NALT">4-HO-NALT</a></li> <li><a href="/wiki/4-HO-NMT" class="mw-redirect" title="4-HO-NMT">4-HO-NMT</a></li> <li><a href="/wiki/4-HO-PiPT" title="4-HO-PiPT">4-HO-PiPT</a></li> <li><a href="/wiki/4-HO-pyr-T" title="4-HO-pyr-T">4-HO-pyr-T</a></li> <li><a href="/wiki/4-HO-TMT" title="4-HO-TMT">4-HO-TMT</a></li> <li><a href="/wiki/4-Hydroxytryptamine" title="4-Hydroxytryptamine">4-HT</a></li> <li><a href="/w/index.php?title=4-MeO-DiPT&action=edit&redlink=1" class="new" title="4-MeO-DiPT (page does not exist)">4-MeO-DiPT</a></li> <li><a href="/wiki/4-MeO-DMT" title="4-MeO-DMT">4-MeO-DMT</a></li> <li><a href="/wiki/4-MeO-MiPT" title="4-MeO-MiPT">4-MeO-MiPT</a></li> <li><a href="/wiki/4-PrO-DMT" title="4-PrO-DMT">4-PrO-DMT</a></li> <li><a href="/wiki/4,5-MDO-DMT" title="4,5-MDO-DMT">4,5-MDO-DMT</a></li> <li><a href="/wiki/4,5-MDO-DiPT" title="4,5-MDO-DiPT">4,5-MDO-DiPT</a></li> <li><a href="/wiki/5-Benzyloxytryptamine" title="5-Benzyloxytryptamine">5-BT</a></li> <li><a href="/wiki/5-Bromo-DMT" title="5-Bromo-DMT">5-Bromo-DMT</a></li> <li><a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a></li> <li><a href="/wiki/5-Chloro-DMT" title="5-Chloro-DMT">5-Chloro-DMT</a></li> <li><a href="/wiki/5-Ethoxy-DMT" title="5-Ethoxy-DMT">5-Ethoxy-DMT</a></li> <li><a href="/wiki/5-Ethyl-DMT" title="5-Ethyl-DMT">5-Ethyl-DMT</a></li> <li><a href="/wiki/5-Fluoro-DET" title="5-Fluoro-DET">5-Fluoro-DET</a></li> <li><a href="/wiki/5-Fluoro-DMT" title="5-Fluoro-DMT">5-Fluoro-DMT</a></li> <li><a href="/wiki/5-Fluoro-EPT" title="5-Fluoro-EPT">5-Fluoro-EPT</a></li> <li><a href="/wiki/5-Fluoro-MET" title="5-Fluoro-MET">5-Fluoro-MET</a></li> <li><a href="/wiki/5-HO-DiPT" title="5-HO-DiPT">5-HO-DiPT</a></li> <li><a href="/wiki/5-Hydroxytryptophan" title="5-Hydroxytryptophan">5-HTP (oxitriptan)</a></li> <li><a href="/wiki/5-MeO-2-TMT" title="5-MeO-2-TMT">5-MeO-2-TMT</a></li> <li><a href="/w/index.php?title=5-MeO-34MPEMT&action=edit&redlink=1" class="new" title="5-MeO-34MPEMT (page does not exist)">5-MeO-34MPEMT</a></li> <li><a href="/wiki/5-Methoxy-7,N,N-trimethyltryptamine" title="5-Methoxy-7,N,N-trimethyltryptamine">5-MeO-7,N,N-TMT</a></li> <li><a href="/wiki/5-MeO-DALT" title="5-MeO-DALT">5-MeO-DALT</a></li> <li><a href="/wiki/5-MeO-DBT" title="5-MeO-DBT">5-MeO-DBT</a></li> <li><a href="/wiki/5-MeO-DET" title="5-MeO-DET">5-MeO-DET</a></li> <li><a href="/wiki/5-Methoxy-N,N-diisopropyltryptamine" class="mw-redirect" title="5-Methoxy-N,N-diisopropyltryptamine">5-MeO-DiPT</a></li> <li><a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">5-MeO-DMT</a></li> <li><a href="/wiki/5-MeO-DPT" title="5-MeO-DPT">5-MeO-DPT</a></li> <li><a href="/wiki/5-MeO-EiPT" title="5-MeO-EiPT">5-MeO-EiPT</a></li> <li><a href="/wiki/5-MeO-EPT" title="5-MeO-EPT">5-MeO-EPT</a></li> <li><a href="/wiki/5-MeO-MALT" title="5-MeO-MALT">5-MeO-MALT</a></li> <li><a href="/wiki/5-MeO-MET" title="5-MeO-MET">5-MeO-MET</a></li> <li><a href="/wiki/5-MeO-MiPT" title="5-MeO-MiPT">5-MeO-MiPT</a></li> <li><a href="/wiki/5-MeO-NMT" title="5-MeO-NMT">5-MeO-NMT</a></li> <li><a href="/wiki/5-MeO-pyr-T" title="5-MeO-pyr-T">5-MeO-pyr-T</a></li> <li><a href="/wiki/5-MeO-NBpBrT" title="5-MeO-NBpBrT">5-MeO-NBpBrT</a></li> <li><a href="/wiki/5-MeO-T-NBOMe" title="5-MeO-T-NBOMe">5-MeO-T-NBOMe</a></li> <li><a href="/wiki/5-MeS-DMT" title="5-MeS-DMT">5-MeS-DMT</a></li> <li><a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-Methoxytryptamine (5-MT; mexamine)</a></li> <li><a href="/wiki/5,N,N-TMT" title="5,N,N-TMT">5-Methyl-DMT</a></li> <li><a href="/w/index.php?title=5-Methyltryptamine&action=edit&redlink=1" class="new" title="5-Methyltryptamine (page does not exist)">5-Methyltryptamine</a></li> <li><a href="/w/index.php?title=5-MT-NB3OMe&action=edit&redlink=1" class="new" title="5-MT-NB3OMe (page does not exist)">5-MT-NB3OMe</a></li> <li><a href="/wiki/5-(Nonyloxy)tryptamine" title="5-(Nonyloxy)tryptamine">5-(Nonyloxy)tryptamine</a></li> <li><a href="/wiki/5,6-MeO-MiPT" title="5,6-MeO-MiPT">5,6-MeO-MiPT</a></li> <li><a href="/wiki/5,6-MDO-DiPT" title="5,6-MDO-DiPT">5,6-MDO-DiPT</a></li> <li><a href="/wiki/5,6-MDO-DMT" title="5,6-MDO-DMT">5,6-MDO-DMT</a></li> <li><a href="/wiki/5,6-MDO-MiPT" title="5,6-MDO-MiPT">5,6-MDO-MiPT</a></li> <li><a href="/wiki/5,6-Dihydroxytryptamine" title="5,6-Dihydroxytryptamine">5,6-DHT</a></li> <li><a href="/wiki/5,7-Dihydroxytryptamine" title="5,7-Dihydroxytryptamine">5,7-DHT</a></li> <li><a href="/wiki/6-Fluoro-DMT" title="6-Fluoro-DMT">6-Fluoro-DMT</a></li> <li><a href="/wiki/6-MeO-DMT" title="6-MeO-DMT">6-MeO-DMT</a></li> <li><a href="/wiki/7,N,N-TMT" title="7,N,N-TMT">7-Methyl-DMT</a></li> <li><a href="/wiki/Acetryptine" title="Acetryptine">Acetryptine (5-AT)</a></li> <li><a href="/wiki/Aeruginascin" title="Aeruginascin">Aeruginascin (4-PO-TMT)</a></li> <li><a href="/wiki/AGH-107" title="AGH-107">AGH-107</a></li> <li><a href="/wiki/AGH-192" title="AGH-192">AGH-192</a></li> <li><a href="/wiki/AH-494" title="AH-494">AH-494</a></li> <li><a href="/w/index.php?title=ALiPT&action=edit&redlink=1" class="new" title="ALiPT (page does not exist)">ALiPT</a></li> <li><a href="/wiki/Alpertine" title="Alpertine">Alpertine</a></li> <li><a href="/wiki/Baeocystin" title="Baeocystin">Baeocystin (4-PO-NMT)</a></li> <li><a href="/wiki/Benzotript" title="Benzotript">Benzotript (4-chlorobenzoyl-L-tryptophan)</a></li> <li><a href="/wiki/Bufotenidine" title="Bufotenidine">Bufotenidine (5-HTQ)</a></li> <li><a href="/wiki/Bufotenin" title="Bufotenin">Bufotenin (5-HO-DMT)</a></li> <li><a href="/wiki/Convolutindole_A" title="Convolutindole A">Convolutindole A</a></li> <li><a href="/wiki/CP-132,484" title="CP-132,484">CP-132,484</a></li> <li><a href="/wiki/DALT" title="DALT">DALT</a></li> <li><a href="/wiki/Dibutyltryptamine" title="Dibutyltryptamine">DBT</a></li> <li><a href="/wiki/Desformylflustrabromine" title="Desformylflustrabromine">Desformylflustrabromine</a></li> <li><a href="/wiki/Diethyltryptamine" title="Diethyltryptamine">DET</a></li> <li><a href="/wiki/Diisopropyltryptamine" class="mw-redirect" title="Diisopropyltryptamine">DiPT</a></li> <li><a href="/wiki/Dimethyltryptamine" class="mw-redirect" title="Dimethyltryptamine">DMT</a></li> <li><a href="/wiki/Dipropyltryptamine" title="Dipropyltryptamine">DPT</a></li> <li><a href="/wiki/E-6801" title="E-6801">E-6801</a></li> <li><a href="/wiki/E-6837" title="E-6837">E-6837</a></li> <li><a href="/wiki/Ethylisopropyltryptamine" title="Ethylisopropyltryptamine">EiPT</a></li> <li><a href="/wiki/EMDT" title="EMDT">EMDT</a></li> <li><a href="/wiki/Ethylpropyltryptamine" title="Ethylpropyltryptamine">EPT</a></li> <li><a href="/wiki/Ethocybin" title="Ethocybin">Ethocybin (4-PO-DET)</a></li> <li><a href="/wiki/FGIN-127" title="FGIN-127">FGIN-127</a></li> <li><a href="/wiki/FGIN-143" title="FGIN-143">FGIN-143</a></li> <li><a href="/wiki/FT-104" title="FT-104">FT-104</a></li> <li><a href="/wiki/HIOC" title="HIOC">HIOC</a></li> <li><a href="/wiki/Idalopirdine" title="Idalopirdine">Idalopirdine</a></li> <li><a href="/w/index.php?title=Indolylethylfentanyl&action=edit&redlink=1" class="new" title="Indolylethylfentanyl (page does not exist)">Indolylethylfentanyl</a></li> <li><a href="/wiki/Indorenate" title="Indorenate">Indorenate</a></li> <li><a href="/wiki/4-HO-DiPT" title="4-HO-DiPT">Iprocin (4-HO-DiPT)</a></li> <li><a href="/wiki/Lespedamine" title="Lespedamine">Lespedamine</a></li> <li><a href="/wiki/N-Methyl-N-ethyltryptamine" title="N-Methyl-N-ethyltryptamine">MET</a></li> <li><a href="/wiki/Methylbutyltryptamine" title="Methylbutyltryptamine">Methylbutyltryptamine</a></li> <li><a href="/wiki/4-HO-MiPT" title="4-HO-MiPT">Miprocin (4-HO-MiPT)</a></li> <li><a href="/wiki/Methylisopropyltryptamine" class="mw-redirect" title="Methylisopropyltryptamine">MiPT</a></li> <li><a href="/wiki/4-Acetoxy-MiPT" class="mw-redirect" title="4-Acetoxy-MiPT">MPT</a></li> <li><a href="/wiki/Milipertine" title="Milipertine">Milipertine</a></li> <li><a href="/wiki/MS-245" title="MS-245">MS-245</a></li> <li><a href="/wiki/Methylbutyltryptamine#MSBT" title="Methylbutyltryptamine">MSBT</a></li> <li><a href="/wiki/N-Feruloylserotonin" title="N-Feruloylserotonin">N-Feruloylserotonin (moschamine)</a></li> <li><a href="/wiki/N-Ethyltryptamine" title="N-Ethyltryptamine">NET</a></li> <li><a href="/wiki/N-Methyltryptamine" title="N-Methyltryptamine">NMT</a></li> <li><a href="/wiki/Norbaeocystin" title="Norbaeocystin">Norbaeocystin (4-PO-T)</a></li> <li><a href="/wiki/N-t-Butyltryptamine" title="N-t-Butyltryptamine">NTBT</a></li> <li><a href="/wiki/O-4310" title="O-4310">O-4310</a></li> <li><a href="/wiki/O-Pivalylbufotenine" title="O-Pivalylbufotenine">O-Pivalylbufotenine</a></li> <li><a href="/wiki/Oxypertine" title="Oxypertine">Oxypertine</a></li> <li><a href="/wiki/Propylisopropyltryptamine" title="Propylisopropyltryptamine">PiPT</a></li> <li><a href="/wiki/Psilacetin" class="mw-redirect" title="Psilacetin">Psilacetin (O-acetylpsilocin; 4-AcO-DMT)</a></li> <li><a href="/wiki/Psilocin" title="Psilocin">Psilocin (4-HO-DMT)</a></li> <li><a href="/wiki/Psilocybin" title="Psilocybin">Psilocybin (4-PO-DMT)</a></li> <li><a href="/wiki/Pyr-T" title="Pyr-T">Pyr-T</a></li> <li><a href="/wiki/RS134-49" title="RS134-49">RS134-49</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/Solypertine" title="Solypertine">Solypertine</a></li> <li><a href="/wiki/ST-1936" title="ST-1936">ST-1936</a></li> <li><a href="/wiki/Tryptamine" title="Tryptamine">Tryptamine</a></li> <li><a href="/wiki/Tryptophan" title="Tryptophan">Tryptophan</a></li> <li><a href="/wiki/Yuremamine" title="Yuremamine">Yuremamine</a></li> <li><a href="/w/index.php?title=Z2876442907&action=edit&redlink=1" class="new" title="Z2876442907 (page does not exist)">Z2876442907</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/N-Acetyltryptamine" title="N-Acetyltryptamine">N-Acetyltryptamines</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-Iodomelatonin" title="2-Iodomelatonin">2-Iodomelatonin</a></li> <li><a href="/w/index.php?title=2-Phenylmelatonin&action=edit&redlink=1" class="new" title="2-Phenylmelatonin (page does not exist)">2-Phenylmelatonin</a></li> <li><a href="/w/index.php?title=5-Methoxyluzindole&action=edit&redlink=1" class="new" title="5-Methoxyluzindole (page does not exist)">5-Methoxyluzindole</a></li> <li><a href="/w/index.php?title=6-Chloromelatonin&action=edit&redlink=1" class="new" title="6-Chloromelatonin (page does not exist)">6-Chloromelatonin</a></li> <li><a href="/w/index.php?title=6-Fluoromelatonin&action=edit&redlink=1" class="new" title="6-Fluoromelatonin (page does not exist)">6-Fluoromelatonin</a></li> <li><a href="/wiki/6-Hydroxymelatonin" title="6-Hydroxymelatonin">6-Hydroxymelatonin</a></li> <li><a href="/w/index.php?title=6-Methoxymelatonin&action=edit&redlink=1" class="new" title="6-Methoxymelatonin (page does not exist)">6-Methoxymelatonin</a></li> <li><a href="/w/index.php?title=6,7-Dichloro-2-methylmelatonin&action=edit&redlink=1" class="new" title="6,7-Dichloro-2-methylmelatonin (page does not exist)">6,7-Dichloro-2-methylmelatonin</a></li> <li><a href="/wiki/%CE%91-Methylmelatonin" title="Α-Methylmelatonin">α-Methylmelatonin</a></li> <li><a href="/wiki/Luzindole" title="Luzindole">Luzindole</a></li> <li><a href="/wiki/Melatonin" title="Melatonin">Melatonin</a></li> <li><a href="/wiki/N-Acetylserotonin" title="N-Acetylserotonin">Normelatonin (N-acetylserotonin; NAS)</a></li> <li><a href="/wiki/N-Acetyltryptamine" title="N-Acetyltryptamine">N-Acetyltryptamine</a></li> <li><a href="/w/index.php?title=N-Butanoylmelatonin&action=edit&redlink=1" class="new" title="N-Butanoylmelatonin (page does not exist)">N-Butanoylmelatonin</a></li> <li><a href="/w/index.php?title=N-Propionylmelatonin&action=edit&redlink=1" class="new" title="N-Propionylmelatonin (page does not exist)">N-Propionylmelatonin</a></li> <li><a href="/wiki/Piromelatine" title="Piromelatine">Piromelatine</a></li> <li><a href="/wiki/TIK-301" title="TIK-301">TIK-301</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/%CE%91-Alkyltryptamine" class="mw-redirect" title="Α-Alkyltryptamine">α-Alkyltryptamines</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2,%CE%B1-Dimethyltryptamine" title="2,α-Dimethyltryptamine">2,α-DMT</a></li> <li><a href="/wiki/4-HO-%CE%B1MT" title="4-HO-αMT">4-HO-αMT</a></li> <li><a href="/wiki/4-HO-MPMI" title="4-HO-MPMI">4-HO-MPMI (lucigenol)</a></li> <li><a href="/wiki/4-Methyl-%CE%B1-ethyltryptamine" title="4-Methyl-α-ethyltryptamine">4-Me-αET</a></li> <li><a href="/wiki/4-Me-%CE%B1MT" class="mw-redirect" title="4-Me-αMT">4-Me-αMT</a></li> <li><a href="/wiki/5-Chloro-%CE%B1MT" title="5-Chloro-αMT">5-Chloro-αMT</a></li> <li><a href="/wiki/5-Ethoxy-AMT" class="mw-redirect" title="5-Ethoxy-AMT">5-Ethoxy-αMT</a></li> <li><a href="/wiki/5-Fluoro-AET" title="5-Fluoro-AET">5-Fluoro-αET</a></li> <li><a href="/wiki/5-Fluoro-AMT" title="5-Fluoro-AMT">5-Fluoro-αMT</a></li> <li><a href="/w/index.php?title=5-Isopropoxy-AMT&action=edit&redlink=1" class="new" title="5-Isopropoxy-AMT (page does not exist)">5-iPrO-αMT</a></li> <li><a href="/w/index.php?title=5-MeO-%CE%B1,N,N-TMT&action=edit&redlink=1" class="new" title="5-MeO-α,N,N-TMT (page does not exist)">5-MeO-α,N,N-TMT</a></li> <li><a href="/wiki/5-MeO-AET" title="5-MeO-AET">5-MeO-αET </a></li> <li><a href="/wiki/5-MeO-aMT" title="5-MeO-aMT">5-MeO-αMT</a></li> <li><a href="/wiki/5-MeO-MPMI" title="5-MeO-MPMI">5-MeO-MPMI</a></li> <li><a href="/w/index.php?title=5-Methyl-AET&action=edit&redlink=1" class="new" title="5-Methyl-AET (page does not exist)">5-Methyl-αET</a></li> <li><a href="/wiki/6-Fluoro-AMT" title="6-Fluoro-AMT">6-Fluoro-αMT</a></li> <li><a href="/wiki/7-Chloro-AMT" title="7-Chloro-AMT">7-Chloro-αMT</a></li> <li><a href="/wiki/7-Methyl-%CE%B1-ethyltryptamine" title="7-Methyl-α-ethyltryptamine">7-Methyl-αET</a></li> <li><a href="/wiki/%CE%91-Methyl-5-hydroxytryptophan" title="Α-Methyl-5-hydroxytryptophan">α-Methyl-5-HTP</a></li> <li><a href="/wiki/%CE%91-Methylmelatonin" title="Α-Methylmelatonin">α-Methylmelatonin</a></li> <li><a href="/wiki/%CE%91-Methylserotonin" title="Α-Methylserotonin">α-Methylserotonin (5-HO-αMT)</a></li> <li><a href="/wiki/%CE%91-Methyltryptophan" title="Α-Methyltryptophan">α-Methyltryptophan (αMTP)</a></li> <li><a href="/wiki/Alpha,N-DMT" class="mw-redirect" title="Alpha,N-DMT">α,N-DMT (N-methyl-αMT)</a></li> <li><a href="/wiki/%CE%91,N,N-Trimethyltryptamine" title="Α,N,N-Trimethyltryptamine">α,N,N-TMT</a></li> <li><a href="/wiki/Alpha,N,O-TMS" class="mw-redirect" title="Alpha,N,O-TMS">α,N,O-TMS</a></li> <li><a href="/wiki/%CE%91-Ethyltryptamine" title="Α-Ethyltryptamine">αET (etryptamine)</a></li> <li><a href="/wiki/%CE%91-Methyltryptamine" title="Α-Methyltryptamine">αMT</a></li> <li><a href="/wiki/AL-37350A" title="AL-37350A">AL-37350A (4,5-DHP-αMT)</a></li> <li><a href="/wiki/BNC-210" title="BNC-210">BNC-210</a></li> <li><a href="/wiki/BW-723C86" title="BW-723C86">BW-723C86</a></li> <li><a href="/wiki/CP-135807" title="CP-135807">CP-135807</a></li> <li><a href="/wiki/Indolylpropylaminopentane" title="Indolylpropylaminopentane">IPAP (α,N-DPT)</a></li> <li><a href="/wiki/MPMI_(drug)" title="MPMI (drug)">MPMI</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Triptan" title="Triptan">Triptans</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Almotriptan" title="Almotriptan">Almotriptan</a></li> <li><a href="/wiki/Donitriptan" title="Donitriptan">Donitriptan</a></li> <li><a href="/wiki/Eletriptan" title="Eletriptan">Eletriptan</a></li> <li><a href="/wiki/Frovatriptan" title="Frovatriptan">Frovatriptan</a></li> <li><a href="/wiki/L-694247" title="L-694247">L-694247</a></li> <li><a href="/wiki/Rizatriptan" title="Rizatriptan">Rizatriptan</a></li> <li><a href="/wiki/Sumatriptan" title="Sumatriptan">Sumatriptan</a></li> <li><a href="/wiki/Zolmitriptan" title="Zolmitriptan">Zolmitriptan</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Cyclic_compound" title="Cyclic compound">Cyclized tryptamines</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Bay_R_1531" title="Bay R 1531">Bay R 1531</a></li> <li><a href="/wiki/Ciclindole" title="Ciclindole">Ciclindole</a></li> <li><a href="/wiki/Cyclic_3-hydroxymelatonin" title="Cyclic 3-hydroxymelatonin">Cyclic 3-OHM</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> and <a href="/wiki/Lysergamide" class="mw-redirect" title="Lysergamide">lysergamides</a> (e.g., <a href="/wiki/Lysergic_acid_diethylamide" class="mw-redirect" title="Lysergic acid diethylamide">LSD</a>)</li> <li><a href="/wiki/Flucindole" title="Flucindole">Flucindole</a></li> <li><a href="/wiki/Harmala_alkaloid" title="Harmala alkaloid">Harmala alkaloids</a> and <a href="/wiki/%CE%92-carboline" class="mw-redirect" title="Β-carboline">β-carbolines</a> (e.g., <a href="/wiki/6-MeO-THH" title="6-MeO-THH">6-MeO-THH</a>, <a href="/wiki/9-Methyl-%CE%B2-carboline" title="9-Methyl-β-carboline">9-Me-BC</a>, <a href="/wiki/%CE%92-carboline" class="mw-redirect" title="Β-carboline">β-carboline (norharman)</a>, <a href="/wiki/Harmaline" title="Harmaline">harmaline</a>, <a href="/wiki/Harmalol" title="Harmalol">harmalol</a>, <a href="/wiki/Harmane" title="Harmane">harmane</a>, <a href="/wiki/Harmine" title="Harmine">harmine</a>, <a href="/wiki/Pinoline" title="Pinoline">pinoline</a>, <a href="/wiki/Tetrahydroharmine" title="Tetrahydroharmine">tetrahydroharmine</a>, <a href="/wiki/Tryptoline" title="Tryptoline">tryptoline</a>)</li> <li><a href="/wiki/Iboga-type_alkaloid" title="Iboga-type alkaloid">Iboga alkaloids</a> and related (e.g., <a href="/wiki/DM-506" title="DM-506">DM-506 (ibogaminalog)</a>, <a href="/wiki/Ibogaine" title="Ibogaine">ibogaine</a>, <a href="/wiki/Ibogamine" title="Ibogamine">ibogamine</a>, <a href="/wiki/Noribogaine" title="Noribogaine">noribogaine</a>, <a href="/wiki/Tabernanthalog" title="Tabernanthalog">tabernanthalog</a>, <a href="/wiki/Tabernanthine" title="Tabernanthine">tabernanthine</a>)</li> <li><a href="/wiki/Metralindole" title="Metralindole">Metralindole</a></li> <li><a href="/wiki/NDTDI" title="NDTDI">NDTDI</a></li> <li><a href="/wiki/PHA-57378" title="PHA-57378">PHA-57378</a></li> <li><a href="/wiki/PNU-22394" title="PNU-22394">PNU-22394</a></li> <li><a href="/wiki/PNU-181731" title="PNU-181731">PNU-181731</a></li> <li><a href="/wiki/RU-28306" title="RU-28306">RU-28306</a></li> <li><a href="/wiki/Yohimban" title="Yohimban">Yohimbans</a> (e.g., <a href="/wiki/Yohimbine" title="Yohimbine">yohimbine</a>, <a href="/wiki/Rauwolscine" title="Rauwolscine">rauwolscine</a>, <a href="/wiki/Spegatrine" title="Spegatrine">spegatrine</a>, <a href="/wiki/Corynanthine" title="Corynanthine">corynanthine</a>, <a href="/wiki/Ajmalicine" title="Ajmalicine">ajmalicine</a>, <a href="/wiki/Reserpine" title="Reserpine">reserpine</a>, <a href="/wiki/Deserpidine" title="Deserpidine">deserpidine</a>, <a href="/wiki/Rescinnamine" title="Rescinnamine">rescinnamine</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Related compounds</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=2-Azapsilocin&action=edit&redlink=1" class="new" title="2-Azapsilocin (page does not exist)">2-Azapsilocin</a></li> <li><a href="/w/index.php?title=4-Aza-5-MeO-DPT&action=edit&redlink=1" class="new" title="4-Aza-5-MeO-DPT (page does not exist)">4-Aza-5-MeO-DPT</a></li> <li><a href="/w/index.php?title=5-Aza-4-MeO-DiPT&action=edit&redlink=1" class="new" title="5-Aza-4-MeO-DiPT (page does not exist)">5-Aza-4-MeO-DiPT</a></li> <li><a href="/wiki/5-Hydroxyindoleacetic_acid" title="5-Hydroxyindoleacetic acid">5-HIAA</a></li> <li><a href="/wiki/5-Hydroxyindoleacetaldehyde" title="5-Hydroxyindoleacetaldehyde">5-HIAL</a></li> <li><a href="/w/index.php?title=5-Hydroxyindole_thiazoladine_carboxylic_acid&action=edit&redlink=1" class="new" title="5-Hydroxyindole thiazoladine carboxylic acid (page does not exist)">5-HITCA</a></li> <li><a href="/w/index.php?title=5-Methoxyindoleacetaldehyde&action=edit&redlink=1" class="new" title="5-Methoxyindoleacetaldehyde (page does not exist)">5-MIAL</a></li> <li><a href="/w/index.php?title=7-Aza-5-MeO-DiPT&action=edit&redlink=1" class="new" title="7-Aza-5-MeO-DiPT (page does not exist)">7-Aza-5-MeO-DiPT</a></li> <li><a href="/wiki/AAZ-A-154" title="AAZ-A-154">AAZ-A-154</a></li> <li><a href="/wiki/AL-34662" title="AL-34662">AL-34662</a></li> <li><a href="/wiki/AL-38022A" title="AL-38022A">AL-38022A</a></li> <li><a href="/wiki/BRL-54443" title="BRL-54443">BRL-54443</a></li> <li><a href="/wiki/CP-94253" title="CP-94253">CP-94253</a></li> <li><a href="/wiki/EMD-386088" title="EMD-386088">EMD-386088</a></li> <li><a href="/w/index.php?title=I-32_(drug)&action=edit&redlink=1" class="new" title="I-32 (drug) (page does not exist)">I-32</a></li> <li><a href="/wiki/Indoleacetaldehyde" class="mw-redirect" title="Indoleacetaldehyde">IAL</a></li> <li><a href="/wiki/Latrepirdine" title="Latrepirdine">Latrepirdine</a></li> <li><a href="/wiki/LY-367,265" title="LY-367,265">LY-367265</a></li> <li><a href="/wiki/Pirlindole" title="Pirlindole">Pirlindole</a></li> <li><a href="/wiki/(R)-69" title="(R)-69">(R)-69 (3IQ)</a></li> <li><a href="/wiki/Ro60-0175" title="Ro60-0175">Ro60-0175</a></li> <li><a href="/wiki/Ro60-0213" title="Ro60-0213">Ro60-0213</a></li> <li><a href="/wiki/RU-24,969" title="RU-24,969">RU-24,969</a></li> <li><a href="/wiki/Sertindole" title="Sertindole">Sertindole</a></li> <li><a href="/wiki/SN-22" title="SN-22">SN-22</a></li> <li><a href="/wiki/Substituted_benzofuran" title="Substituted benzofuran">Substituted benzofurans</a> (e.g., <a href="/w/index.php?title=3-(2-aminopropyl)benzofuran&action=edit&redlink=1" class="new" title="3-(2-aminopropyl)benzofuran (page does not exist)">3-APB</a>, <a href="/wiki/5-MeO-DiBF" title="5-MeO-DiBF">5-MeO-DiBF</a>, <a href="/wiki/Benzofuranylpropylaminopentane" title="Benzofuranylpropylaminopentane">BPAP</a>, <a href="/wiki/Dimemebfe" title="Dimemebfe">dimemebfe</a>, <a href="/w/index.php?title=Mebfap&action=edit&redlink=1" class="new" title="Mebfap (page does not exist)">mebfap</a>)</li> <li><a href="/wiki/Tepirindole" title="Tepirindole">Tepirindole</a></li> <li><a href="/wiki/Tetrindole" title="Tetrindole">Tetrindole</a></li> <li><a href="/wiki/Triptan" title="Triptan">Triptans</a> (e.g., <a href="/wiki/Avitriptan" title="Avitriptan">avitriptan</a>, <a href="/wiki/LY-334370" title="LY-334370">LY-334370</a>, <a href="/wiki/Naratriptan" title="Naratriptan">naratriptan</a>)</li> <li><a href="/wiki/VER-3323" title="VER-3323">VER-3323</a></li> <li><a href="/wiki/VU6067416" title="VU6067416">VU6067416</a></li> <li><a href="/wiki/YM-348" title="YM-348">YM-348</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Neurotransmitters" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2" style="text-align: center;"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Neurotransmitters" title="Template:Neurotransmitters"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Neurotransmitters" title="Template talk:Neurotransmitters"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Neurotransmitters" title="Special:EditPage/Template:Neurotransmitters"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Neurotransmitters" style="font-size:114%;margin:0 4em"><a href="/wiki/Neurotransmitter" title="Neurotransmitter">Neurotransmitters</a></div></th></tr><tr><th scope="row" class="navbox-group" style="text-align: center;;width:1%"><a href="/wiki/Amino_acid" title="Amino acid">Amino acid</a>-derived</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Major excitatory / inhibitory systems</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;">Glutamate system</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Agmatine" title="Agmatine">Agmatine</a></li> <li><a href="/wiki/Aspartic_acid" title="Aspartic acid">Aspartic acid (aspartate)</a></li> <li><a href="/wiki/Glutamate_(neurotransmitter)" title="Glutamate (neurotransmitter)">Glutamic acid (glutamate)</a></li> <li><a href="/wiki/Glutathione" title="Glutathione">Glutathione</a></li> <li><a href="/wiki/Glycine" title="Glycine">Glycine</a></li> <li><a href="/wiki/S-Nitrosoglutathione" title="S-Nitrosoglutathione">GSNO</a></li> <li><a href="/wiki/Oxidized_glutathione" class="mw-redirect" title="Oxidized glutathione">GSSG</a></li> <li><a href="/wiki/Kynurenic_acid" title="Kynurenic acid">Kynurenic acid</a></li> <li><a href="/wiki/N-Acetylaspartic_acid" title="N-Acetylaspartic acid">NAA</a></li> <li><a href="/wiki/N-Acetylaspartylglutamic_acid" title="N-Acetylaspartylglutamic acid">NAAG</a></li> <li><a href="/wiki/Proline" title="Proline">Proline</a></li> <li><a href="/wiki/Serine" title="Serine">Serine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;">GABA system</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Gamma-Aminobutyric_acid" class="mw-redirect" title="Gamma-Aminobutyric acid">GABA</a></li> <li><a href="/wiki/Gamma-Amino-beta-hydroxybutyric_acid" class="mw-redirect" title="Gamma-Amino-beta-hydroxybutyric acid">GABOB</a></li> <li><a href="/wiki/Gamma-Hydroxybutyric_acid" class="mw-redirect" title="Gamma-Hydroxybutyric acid">GHB</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;">Glycine system</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Alanine" title="Alanine">α-Alanine</a></li> <li><a href="/wiki/%CE%92-Alanine" title="Β-Alanine">β-Alanine</a></li> <li><a href="/wiki/Glycine" title="Glycine">Glycine</a></li> <li><a href="/wiki/Hypotaurine" title="Hypotaurine">Hypotaurine</a></li> <li><a href="/wiki/Proline" title="Proline">Proline</a></li> <li><a href="/wiki/Sarcosine" title="Sarcosine">Sarcosine</a></li> <li><a href="/wiki/Serine" title="Serine">Serine</a></li> <li><a href="/wiki/Taurine" title="Taurine">Taurine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;"><a href="/wiki/GHB_receptor" title="GHB receptor">GHB system</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Gamma-Hydroxybutyric_acid" class="mw-redirect" title="Gamma-Hydroxybutyric acid">GHB</a></li> <li><a href="/wiki/T-HCA" title="T-HCA">T-HCA (GHC)</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;"><a href="/wiki/Biogenic_amine" title="Biogenic amine">Biogenic amines</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:4em;font-weight:normal; text-align: center;">Monoamines</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/6-Hydroxymelatonin" title="6-Hydroxymelatonin">6-OHM</a></li> <li><a href="/wiki/Dopamine" title="Dopamine">Dopamine</a></li> <li><a href="/wiki/Adrenaline" title="Adrenaline">Epinephrine (adrenaline)</a></li> <li><a href="/wiki/N-Acetylserotonin" title="N-Acetylserotonin">NAS (normelatonin)</a></li> <li><a href="/wiki/Norepinephrine" title="Norepinephrine">Norepinephrine (noradrenaline)</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;font-weight:normal; text-align: center;">Trace amines</th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/3-Iodothyronamine" title="3-Iodothyronamine">3-Iodothyronamine</a></li> <li><a href="/wiki/N-Methylphenethylamine" title="N-Methylphenethylamine">N-Methylphenethylamine</a></li> <li><a href="/wiki/N-Methyltryptamine" title="N-Methyltryptamine">N-Methyltryptamine</a></li> <li><a href="/wiki/Norfenefrine" title="Norfenefrine">m-Octopamine</a></li> <li><a href="/wiki/Octopamine" title="Octopamine">p-Octopamine</a></li> <li><a href="/wiki/Phenylethanolamine" title="Phenylethanolamine">Phenylethanolamine</a></li> <li><a href="/wiki/Phenethylamine" title="Phenethylamine">Phenethylamine</a></li> <li><a href="/wiki/Synephrine" title="Synephrine">Synephrine</a></li> <li><a href="/wiki/Tryptamine" title="Tryptamine">Tryptamine</a></li> <li><a href="/wiki/Meta-Tyramine" title="Meta-Tyramine">m-Tyramine</a></li> <li><a href="/wiki/Tyramine" title="Tyramine">p-Tyramine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;font-weight:normal; text-align: center;">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Histamine" title="Histamine">Histamine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;"><a href="/wiki/Neuropeptide" title="Neuropeptide">Neuropeptides</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>See <a href="/wiki/Template:Neuropeptides" title="Template:Neuropeptides">here</a> instead.</li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="text-align: center;;width:1%"><a href="/wiki/Lipid" title="Lipid">Lipid</a>-derived</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Endocannabinoids" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Endocannabinoids</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-Arachidonoylglycerol" title="2-Arachidonoylglycerol">2-AG</a></li> <li><a href="/wiki/2-Arachidonyl_glyceryl_ether" title="2-Arachidonyl glyceryl ether">2-AGE (noladin ether)</a></li> <li><a href="/w/index.php?title=2-Arachidonoyl_lysophosphatidylinositol&action=edit&redlink=1" class="new" title="2-Arachidonoyl lysophosphatidylinositol (page does not exist)">2-ALPI</a></li> <li><a href="/wiki/2-Oleoylglycerol" title="2-Oleoylglycerol">2-OG</a></li> <li><a href="/wiki/Arachidonoyl_serotonin" title="Arachidonoyl serotonin">AA-5-HT</a></li> <li><a href="/wiki/Anandamide" title="Anandamide">Anandamide (AEA)</a></li> <li><a href="/wiki/Docosatetraenoylethanolamide" title="Docosatetraenoylethanolamide">DEA</a></li> <li><a href="/wiki/Lysophosphatidylinositol" title="Lysophosphatidylinositol">LPI</a></li> <li><a href="/wiki/N-Arachidonoyl_dopamine" title="N-Arachidonoyl dopamine">NADA</a></li> <li><a href="/wiki/N-Arachidonylglycine" title="N-Arachidonylglycine">NAGly</a></li> <li><a href="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">OEA</a></li> <li><a href="/wiki/Oleamide" title="Oleamide">Oleamide</a></li> <li><a href="/wiki/Palmitoylethanolamide" title="Palmitoylethanolamide">PEA</a></li> <li><a href="/wiki/RVD-Hp%CE%B1" title="RVD-Hpα">RVD-Hpα</a></li> <li><a href="/wiki/Stearoylethanolamide" title="Stearoylethanolamide">SEA</a></li> <li><a href="/wiki/Virodhamine" title="Virodhamine">Virodhamine (O-AEA)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;"><a href="/wiki/Neurosteroid" title="Neurosteroid">Neurosteroids</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>See <a href="/wiki/Template:Steroid_hormones" title="Template:Steroid hormones">here</a> instead.</li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="text-align: center;;width:1%"><a href="/wiki/Nucleobase" class="mw-redirect" title="Nucleobase">Nucleobase</a>-derived</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Nucleosides" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Nucleosides</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Adenosine_system" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;"><a href="/wiki/Adenosine" title="Adenosine">Adenosine</a> system</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Adenosine_diphosphate" title="Adenosine diphosphate">ADP</a></li> <li><a href="/wiki/Adenosine_monophosphate" title="Adenosine monophosphate">AMP</a></li> <li><a href="/wiki/Adenosine_triphosphate" title="Adenosine triphosphate">ATP</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="text-align: center;;width:1%"><a href="/wiki/Vitamin" title="Vitamin">Vitamin</a>-derived</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="text-align: center;;width:1%">Miscellaneous</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Cholinergic_system" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Cholinergic system</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetylcholine" title="Acetylcholine">Acetylcholine</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Gasotransmitters" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Gasotransmitters</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Carbon_monoxide" title="Carbon monoxide">Carbon monoxide (CO)</a></li> <li><a href="/wiki/Hydrogen_sulfide" title="Hydrogen sulfide">Hydrogen sulfide (H2S)</a></li> <li><a href="/wiki/Nitric_oxide" title="Nitric oxide">Nitric oxide (NO)</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Candidates" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Candidates</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetaldehyde" title="Acetaldehyde">Acetaldehyde</a></li> <li><a href="/wiki/Ammonia" title="Ammonia">Ammonia (NH3)</a></li> <li><a href="/wiki/Carbonyl_sulfide" title="Carbonyl sulfide">Carbonyl sulfide (COS)</a></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide (N2O)</a></li> <li><a href="/wiki/Sulfur_dioxide" title="Sulfur dioxide">Sulfur dioxide (SO2)</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Serotonin_receptor_modulators" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Serotonin_receptor_modulators" title="Template:Serotonin receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Serotonin_receptor_modulators" title="Template talk:Serotonin receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Serotonin_receptor_modulators" title="Special:EditPage/Template:Serotonin receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Serotonin_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/5-HT_receptor" title="5-HT receptor">Serotonin receptor</a> <a href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT1_receptor" title="5-HT1 receptor">5-HT1</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT1A_receptor" title="5-HT1A receptor">5-HT1A</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/8-OH-DPAT" title="8-OH-DPAT">8-OH-DPAT</a></li> <li><a href="/wiki/Adatanserin" title="Adatanserin">Adatanserin</a></li> <li><a href="/wiki/Amphetamine" title="Amphetamine">Amphetamine</a></li> <li><a href="/wiki/Antidepressant" title="Antidepressant">Antidepressants</a> (e.g., <a href="/wiki/Etoperidone" title="Etoperidone">etoperidone</a>, <a href="/wiki/Hydroxynefazodone" title="Hydroxynefazodone">hydroxynefazodone</a>, <a href="/wiki/Nefazodone" title="Nefazodone">nefazodone</a>, <a href="/wiki/Trazodone" title="Trazodone">trazodone</a>, <a href="/wiki/Triazoledione" title="Triazoledione">triazoledione</a>, <a href="/wiki/Vilazodone" title="Vilazodone">vilazodone</a>, <a href="/wiki/Vortioxetine" title="Vortioxetine">vortioxetine</a>)</li> <li><a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Aripiprazole" title="Aripiprazole">aripiprazole</a>, <a href="/wiki/Asenapine" title="Asenapine">asenapine</a>, <a href="/wiki/Brexpiprazole" title="Brexpiprazole">brexpiprazole</a>, <a href="/wiki/Cariprazine" title="Cariprazine">cariprazine</a>, <a href="/wiki/Clozapine" title="Clozapine">clozapine</a>, <a href="/wiki/Lurasidone" title="Lurasidone">lurasidone</a>, <a href="/wiki/Quetiapine" title="Quetiapine">quetiapine</a>, <a href="/wiki/Ziprasidone" title="Ziprasidone">ziprasidone</a>)</li> <li><a href="/wiki/Azapirone" title="Azapirone">Azapirones</a> (e.g., <a href="/wiki/Buspirone" title="Buspirone">buspirone</a>, <a href="/wiki/Eptapirone" title="Eptapirone">eptapirone</a>, <a href="/wiki/Gepirone" title="Gepirone">gepirone</a>, <a href="/wiki/Perospirone" title="Perospirone">perospirone</a>, <a href="/wiki/Tandospirone" title="Tandospirone">tandospirone</a>)</li> <li><a href="/wiki/Bay_R_1531" title="Bay R 1531">Bay R 1531</a></li> <li><a href="/wiki/Befiradol" title="Befiradol">Befiradol</a></li> <li><a href="/wiki/BMY-14802" title="BMY-14802">BMY-14802</a></li> <li><a href="/wiki/Cannabidiol" title="Cannabidiol">Cannabidiol</a></li> <li><a href="/wiki/Dimemebfe" title="Dimemebfe">Dimemebfe</a></li> <li><a href="/wiki/Dopamine" title="Dopamine">Dopamine</a></li> <li><a href="/wiki/Ebalzotan" title="Ebalzotan">Ebalzotan</a></li> <li><a href="/wiki/Eltoprazine" title="Eltoprazine">Eltoprazine</a></li> <li><a href="/wiki/Enciprazine" title="Enciprazine">Enciprazine</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Bromocriptine" title="Bromocriptine">bromocriptine</a>, <a href="/wiki/Cabergoline" title="Cabergoline">cabergoline</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Ergotamine" title="Ergotamine">ergotamine</a>, <a href="/wiki/Lisuride" title="Lisuride">lisuride</a>, <a href="/wiki/LSD" title="LSD">LSD</a>, <a href="/wiki/Methylergometrine" title="Methylergometrine">methylergometrine (methylergonovine)</a>, <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>, <a href="/wiki/Pergolide" title="Pergolide">pergolide</a>)</li> <li><a href="/wiki/F-11,461" title="F-11,461">F-11,461</a></li> <li><a href="/w/index.php?title=F-12826&action=edit&redlink=1" class="new" title="F-12826 (page does not exist)">F-12826</a></li> <li><a href="/w/index.php?title=F-13714&action=edit&redlink=1" class="new" title="F-13714 (page does not exist)">F-13714</a></li> <li><a href="/w/index.php?title=F-14679&action=edit&redlink=1" class="new" title="F-14679 (page does not exist)">F-14679</a></li> <li><a href="/wiki/F-15063" title="F-15063">F-15063</a></li> <li><a href="/wiki/F-15,599" title="F-15,599">F-15,599</a></li> <li><a href="/wiki/Flesinoxan" title="Flesinoxan">Flesinoxan</a></li> <li><a href="/wiki/Flibanserin" title="Flibanserin">Flibanserin</a></li> <li><a href="/wiki/Flumexadol" title="Flumexadol">Flumexadol</a></li> <li><a href="/wiki/Hypidone" title="Hypidone">Hypidone</a></li> <li><a href="/wiki/Lesopitron" title="Lesopitron">Lesopitron</a></li> <li><a href="/wiki/LY-293284" title="LY-293284">LY-293284</a></li> <li><a href="/w/index.php?title=LY-301317&action=edit&redlink=1" class="new" title="LY-301317 (page does not exist)">LY-301317</a></li> <li><a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a></li> <li><a href="/wiki/Osemozotan" title="Osemozotan">MKC-242</a></li> <li><a href="/wiki/Naluzotan" title="Naluzotan">Naluzotan</a></li> <li><a href="/wiki/NBUMP" title="NBUMP">NBUMP</a></li> <li><a href="/wiki/Osemozotan" title="Osemozotan">Osemozotan</a></li> <li><a href="/wiki/Oxaflozane" title="Oxaflozane">Oxaflozane</a></li> <li><a href="/wiki/Pardoprunox" title="Pardoprunox">Pardoprunox</a></li> <li><a href="/wiki/Piclozotan" title="Piclozotan">Piclozotan</a></li> <li><a href="/wiki/Rauwolscine" title="Rauwolscine">Rauwolscine</a></li> <li><a href="/wiki/Repinotan" title="Repinotan">Repinotan</a></li> <li><a href="/wiki/Roxindole" title="Roxindole">Roxindole</a></li> <li><a href="/wiki/RU-24,969" title="RU-24,969">RU-24,969</a></li> <li><a href="/wiki/S-14,506" title="S-14,506">S-14,506</a></li> <li><a href="/wiki/S-14671" title="S-14671">S-14671</a></li> <li><a href="/wiki/S-15535" title="S-15535">S-15535</a></li> <li><a href="/wiki/Sarizotan" title="Sarizotan">Sarizotan</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/w/index.php?title=SSR-181507&action=edit&redlink=1" class="new" title="SSR-181507 (page does not exist)">SSR-181507</a></li> <li><a href="/wiki/Sunepitron" title="Sunepitron">Sunepitron</a></li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a>, <a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">5-MeO-DMT</a>, <a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a>, <a href="/wiki/Bufotenin" title="Bufotenin">bufotenin</a>, <a class="mw-selflink selflink">DMT</a>, <a href="/wiki/Indorenate" title="Indorenate">indorenate</a>, <a href="/wiki/N-Methylserotonin" title="N-Methylserotonin">N-Me-5-HT</a>, <a href="/wiki/Psilocin" title="Psilocin">psilocin</a>, <a href="/wiki/Psilocybin" title="Psilocybin">psilocybin</a>)</li> <li><a href="/wiki/TGBA01AD" title="TGBA01AD">TGBA01AD</a></li> <li><a href="/wiki/U-92,016-A" title="U-92,016-A">U-92,016-A</a></li> <li><a href="/wiki/Urapidil" title="Urapidil">Urapidil</a></li> <li><a href="/wiki/Vilazodone" title="Vilazodone">Vilazodone</a></li> <li><a href="/wiki/Xaliproden" title="Xaliproden">Xaliproden</a></li> <li><a href="/wiki/Yohimbine" title="Yohimbine">Yohimbine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Iloperidone" title="Iloperidone">iloperidone</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>, <a href="/wiki/Sertindole" title="Sertindole">sertindole</a>)</li> <li><a href="/w/index.php?title=AV965&action=edit&redlink=1" class="new" title="AV965 (page does not exist)">AV965</a></li> <li><a href="/wiki/Beta_blocker" title="Beta blocker">Beta blockers</a> (e.g., <a href="/wiki/Alprenolol" title="Alprenolol">alprenolol</a>, <a href="/wiki/Carteolol" title="Carteolol">carteolol</a>, <a href="/wiki/Cyanopindolol" title="Cyanopindolol">cyanopindolol</a>, <a href="/wiki/Iodocyanopindolol" title="Iodocyanopindolol">iodocyanopindolol</a>, <a href="/wiki/Isamoltane" title="Isamoltane">isamoltane</a>, <a href="/wiki/Oxprenolol" title="Oxprenolol">oxprenolol</a>, <a href="/wiki/Penbutolol" title="Penbutolol">penbutolol</a>, <a href="/wiki/Pindobind" title="Pindobind">pindobind</a>, <a href="/wiki/Pindolol" title="Pindolol">pindolol</a>, <a href="/wiki/Propranolol" title="Propranolol">propranolol</a>, <a href="/wiki/Tertatolol" title="Tertatolol">tertatolol</a>)</li> <li><a href="/wiki/BMY-7,378" class="mw-redirect" title="BMY-7,378">BMY-7,378</a></li> <li><a href="/wiki/CSP-2503" title="CSP-2503">CSP-2503</a></li> <li><a href="/wiki/Dotarizine" title="Dotarizine">Dotarizine</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Metergoline" title="Metergoline">metergoline</a>)</li> <li><a href="/w/index.php?title=FCE-24379&action=edit&redlink=1" class="new" title="FCE-24379 (page does not exist)">FCE-24379</a></li> <li><a href="/wiki/Flopropione" title="Flopropione">Flopropione</a></li> <li><a href="/w/index.php?title=GR-46611&action=edit&redlink=1" class="new" title="GR-46611 (page does not exist)">GR-46611</a></li> <li><a href="/wiki/Isamoltane" title="Isamoltane">Isamoltane</a></li> <li><a href="/wiki/Lecozotan" title="Lecozotan">Lecozotan</a></li> <li><a href="/wiki/Mefway_(18F)" title="Mefway (18F)">Mefway</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/MIN-117" title="MIN-117">MIN-117 (WF-516)</a></li> <li><a href="/wiki/MPPF" title="MPPF">MPPF</a></li> <li><a href="/wiki/NAN-190" title="NAN-190">NAN-190</a></li> <li><a href="/wiki/Robalzotan" title="Robalzotan">Robalzotan</a></li> <li><a href="/wiki/S-15535" title="S-15535">S-15535</a></li> <li><a href="/wiki/SB-649,915" title="SB-649,915">SB-649,915</a></li> <li><a href="/w/index.php?title=SDZ_216-525&action=edit&redlink=1" class="new" title="SDZ 216-525 (page does not exist)">SDZ 216-525</a></li> <li><a href="/wiki/Spiperone" title="Spiperone">Spiperone</a></li> <li><a href="/wiki/Spiramide" title="Spiramide">Spiramide</a></li> <li><a href="/wiki/Spiroxatrine" title="Spiroxatrine">Spiroxatrine</a></li> <li><a href="/wiki/UH-301" title="UH-301">UH-301</a></li> <li><a href="/wiki/WAY-100135" title="WAY-100135">WAY-100135</a></li> <li><a href="/wiki/WAY-100635" title="WAY-100635">WAY-100635</a></li> <li><a href="/wiki/Xylamidine" title="Xylamidine">Xylamidine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Unknown/unsorted: <a href="/wiki/Acetryptine" title="Acetryptine">Acetryptine</a></li> <li><a href="/wiki/Carvedilol" title="Carvedilol">Carvedilol</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Ergometrine" title="Ergometrine">ergometrine (ergonovine)</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT1B_receptor" title="5-HT1B receptor">5-HT1B</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/Anpirtoline" title="Anpirtoline">Anpirtoline</a></li> <li><a href="/wiki/CGS-12066A" title="CGS-12066A">CGS-12066A</a></li> <li><a href="/wiki/CP-93129" title="CP-93129">CP-93129</a></li> <li><a href="/wiki/CP-94253" title="CP-94253">CP-94253</a></li> <li><a href="/wiki/CP-122,288" title="CP-122,288">CP-122,288</a></li> <li><a href="/wiki/CP-135807" title="CP-135807">CP-135807</a></li> <li><a href="/wiki/Eltoprazine" title="Eltoprazine">Eltoprazine</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Bromocriptine" title="Bromocriptine">bromocriptine</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Ergotamine" title="Ergotamine">ergotamine</a>, <a href="/wiki/Methylergometrine" title="Methylergometrine">methylergometrine (methylergonovine)</a>, <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>, <a href="/wiki/Pergolide" title="Pergolide">pergolide</a>)</li> <li><a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a></li> <li><a href="/wiki/RU-24,969" title="RU-24,969">RU-24,969</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/Triptan" title="Triptan">Triptans</a> (e.g., <a href="/wiki/Avitriptan" title="Avitriptan">avitriptan</a>, <a href="/wiki/Donitriptan" title="Donitriptan">donitriptan</a>, <a href="/wiki/Eletriptan" title="Eletriptan">eletriptan</a>, <a href="/wiki/Sumatriptan" title="Sumatriptan">sumatriptan</a>, <a href="/wiki/Zolmitriptan" title="Zolmitriptan">zolmitriptan</a>)</li> <li><a href="/wiki/Trifluoromethylphenylpiperazine" title="Trifluoromethylphenylpiperazine">TFMPP</a></li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/5-Benzyloxytryptamine" title="5-Benzyloxytryptamine">5-BT</a>, <a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a>, <a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a>, <a class="mw-selflink selflink">DMT</a>)</li> <li><a href="/wiki/Vortioxetine" title="Vortioxetine">Vortioxetine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/AR-A000002" title="AR-A000002">AR-A000002</a></li> <li><a href="/wiki/Beta_blocker" title="Beta blocker">Beta blockers</a> (e.g., <a href="/wiki/Alprenolol" title="Alprenolol">alprenolol</a>, <a href="/wiki/Carteolol" title="Carteolol">carteolol</a>, <a href="/wiki/Isamoltane" title="Isamoltane">isamoltane</a>, <a href="/wiki/Oxprenolol" title="Oxprenolol">oxprenolol</a>, <a href="/wiki/Penbutolol" title="Penbutolol">penbutolol</a>, <a href="/wiki/Propranolol" title="Propranolol">propranolol</a>, <a href="/wiki/Tertatolol" title="Tertatolol">tertatolol</a>)</li> <li><a href="/wiki/Elzasonan" title="Elzasonan">Elzasonan</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Metergoline" title="Metergoline">metergoline</a>)</li> <li><a href="/wiki/GR-127935" title="GR-127935">GR-127935</a></li> <li><a href="/wiki/Isamoltane" title="Isamoltane">Isamoltane</a></li> <li><a href="/wiki/LY-393558" title="LY-393558">LY-393558</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/SB-216641" title="SB-216641">SB-216641</a></li> <li><a href="/w/index.php?title=SB-224289&action=edit&redlink=1" class="new" title="SB-224289 (page does not exist)">SB-224289</a></li> <li><a href="/wiki/SB-236057" title="SB-236057">SB-236057</a></li> <li><a href="/wiki/Yohimbine" title="Yohimbine">Yohimbine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Unknown/unsorted: <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Cabergoline" title="Cabergoline">cabergoline</a>, <a href="/wiki/Ergometrine" title="Ergometrine">ergometrine (ergonovine)</a>, <a href="/wiki/Lisuride" title="Lisuride">lisuride</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT1D_receptor" title="5-HT1D receptor">5-HT1D</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/CP-122,288" title="CP-122,288">CP-122,288</a></li> <li><a href="/wiki/CP-135807" title="CP-135807">CP-135807</a></li> <li><a href="/w/index.php?title=CP-286601&action=edit&redlink=1" class="new" title="CP-286601 (page does not exist)">CP-286601</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Bromocriptine" title="Bromocriptine">bromocriptine</a>, <a href="/wiki/Cabergoline" title="Cabergoline">cabergoline</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Ergotamine" title="Ergotamine">ergotamine</a>, <a href="/wiki/LSD" title="LSD">LSD</a>, <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>)</li> <li><a href="/w/index.php?title=GR-46611&action=edit&redlink=1" class="new" title="GR-46611 (page does not exist)">GR-46611</a></li> <li><a href="/wiki/L-694247" title="L-694247">L-694247</a></li> <li><a href="/w/index.php?title=L-772405&action=edit&redlink=1" class="new" title="L-772405 (page does not exist)">L-772405</a></li> <li><a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a></li> <li><a href="/w/index.php?title=PNU-109291&action=edit&redlink=1" class="new" title="PNU-109291 (page does not exist)">PNU-109291</a></li> <li><a href="/wiki/PNU-142633" title="PNU-142633">PNU-142633</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/TGBA01AD" title="TGBA01AD">TGBA01AD</a></li> <li><a href="/wiki/Triptan" title="Triptan">Triptans</a> (e.g., <a href="/wiki/Almotriptan" title="Almotriptan">almotriptan</a>, <a href="/wiki/Avitriptan" title="Avitriptan">avitriptan</a>, <a href="/wiki/Donitriptan" title="Donitriptan">donitriptan</a>, <a href="/wiki/Eletriptan" title="Eletriptan">eletriptan</a>, <a href="/wiki/Frovatriptan" title="Frovatriptan">frovatriptan</a>, <a href="/wiki/Naratriptan" title="Naratriptan">naratriptan</a>, <a href="/wiki/Rizatriptan" title="Rizatriptan">rizatriptan</a>, <a href="/wiki/Sumatriptan" title="Sumatriptan">sumatriptan</a>, <a href="/wiki/Zolmitriptan" title="Zolmitriptan">zolmitriptan</a>)</li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/5-Benzyloxytryptamine" title="5-Benzyloxytryptamine">5-BT</a>, <a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a>, <a href="/wiki/5-Ethyl-DMT" title="5-Ethyl-DMT">5-Et-DMT</a>, <a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a>, <a href="/wiki/5-(Nonyloxy)tryptamine" title="5-(Nonyloxy)tryptamine">5-(nonyloxy)tryptamine</a>, <a class="mw-selflink selflink">DMT</a>)</li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/Alniditan" title="Alniditan">Alniditan</a></li> <li><a href="/wiki/BRL-15,572" title="BRL-15,572">BRL-15,572</a></li> <li><a href="/wiki/Elzasonan" title="Elzasonan">Elzasonan</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Metergoline" title="Metergoline">metergoline</a>)</li> <li><a href="/wiki/GR-127935" title="GR-127935">GR-127935</a></li> <li><a href="/wiki/Ketanserin" title="Ketanserin">Ketanserin</a></li> <li><a href="/wiki/LY-310762" title="LY-310762">LY-310762</a></li> <li><a href="/wiki/LY-367642" title="LY-367642">LY-367642</a></li> <li><a href="/wiki/LY-393558" title="LY-393558">LY-393558</a></li> <li><a href="/wiki/LY-456219" title="LY-456219">LY-456219</a></li> <li><a href="/wiki/LY-456220" title="LY-456220">LY-456220</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/Mianserin" title="Mianserin">Mianserin</a></li> <li><a href="/wiki/Ritanserin" title="Ritanserin">Ritanserin</a></li> <li><a href="/wiki/Yohimbine" title="Yohimbine">Yohimbine</a></li> <li><a href="/wiki/Ziprasidone" title="Ziprasidone">Ziprasidone</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Unknown/unsorted: <a href="/wiki/Acetryptine" title="Acetryptine">Acetryptine</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Lisuride" title="Lisuride">lisuride</a>, <a href="/wiki/Lysergol" title="Lysergol">lysergol</a>, <a href="/wiki/Pergolide" title="Pergolide">pergolide</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT1E_receptor" title="5-HT1E receptor">5-HT1E</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/BRL-54443" title="BRL-54443">BRL-54443</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>)</li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/Triptan" title="Triptan">Triptans</a> (e.g., <a href="/wiki/Eletriptan" title="Eletriptan">eletriptan</a>)</li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/Tryptamine" title="Tryptamine">tryptamine</a>)</li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Unknown/unsorted: <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Ergometrine" title="Ergometrine">ergometrine (ergonovine)</a>, <a href="/wiki/Lysergol" title="Lysergol">lysergol</a>, <a href="/wiki/Methylergometrine" title="Methylergometrine">methylergometrine (methylergonovine)</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT1F_receptor" title="5-HT1F receptor">5-HT1F</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/BRL-54443" title="BRL-54443">BRL-54443</a></li> <li><a href="/wiki/CP-122,288" title="CP-122,288">CP-122,288</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Bromocriptine" title="Bromocriptine">bromocriptine</a>, <a href="/wiki/Lysergol" title="Lysergol">lysergol</a>, <a href="/wiki/Methylergometrine" title="Methylergometrine">methylergometrine (methylergonovine)</a> <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>)</li> <li><a href="/wiki/Lasmiditan" title="Lasmiditan">Lasmiditan</a></li> <li><a href="/wiki/LY-334370" title="LY-334370">LY-334370</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/Triptan" title="Triptan">Triptans</a> (e.g., <a href="/wiki/Eletriptan" title="Eletriptan">eletriptan</a>, <a href="/wiki/Naratriptan" title="Naratriptan">naratriptan</a>, <a href="/wiki/Sumatriptan" title="Sumatriptan">sumatriptan</a>)</li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a>)</li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/Mianserin" title="Mianserin">Mianserin</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT2_receptor" title="5-HT2 receptor">5-HT2</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT2A_receptor" title="5-HT2A receptor">5-HT2A</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: 25H/NB series (e.g., <a href="/wiki/25I-NBF" title="25I-NBF">25I-NBF</a>, <a href="/wiki/25I-NBMD" title="25I-NBMD">25I-NBMD</a>, <a href="/wiki/25I-NBOH" title="25I-NBOH">25I-NBOH</a>, <a href="/wiki/25I-NBOMe" title="25I-NBOMe">25I-NBOMe</a>, <a href="/wiki/25B-NBOMe" title="25B-NBOMe">25B-NBOMe</a>, <a href="/wiki/25C-NBOMe" title="25C-NBOMe">25C-NBOMe</a>, <a href="/wiki/25TFM-NBOMe" title="25TFM-NBOMe">25TFM-NBOMe</a>, <a href="/wiki/2CBCB-NBOMe" title="2CBCB-NBOMe">2CBCB-NBOMe</a>, <a href="/wiki/25CN-NBOH" title="25CN-NBOH">25CN-NBOH</a>, <a href="/wiki/2CBFly-NBOMe" title="2CBFly-NBOMe">2CBFly-NBOMe</a>)</li> <li><a href="/wiki/2C_(psychedelics)" title="2C (psychedelics)">2Cs</a> (e.g., <a href="/wiki/2C-B" title="2C-B">2C-B</a>, <a href="/wiki/2C-E" title="2C-E">2C-E</a>, <a href="/wiki/2C-I" title="2C-I">2C-I</a>, <a href="/wiki/2C-T-2" title="2C-T-2">2C-T-2</a>, <a href="/wiki/2C-T-7" title="2C-T-7">2C-T-7</a>, <a href="/wiki/2C-T-21" title="2C-T-21">2C-T-21</a>)</li> <li><a href="/wiki/2C-B-FLY" title="2C-B-FLY">2C-B-FLY</a></li> <li><a href="/wiki/2CB-Ind" title="2CB-Ind">2CB-Ind</a></li> <li><a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-Methoxytryptamines</a> (<a href="/wiki/5-MeO-DET" title="5-MeO-DET">5-MeO-DET</a>, <a href="/wiki/5-Methoxy-N,N-diisopropyltryptamine" class="mw-redirect" title="5-Methoxy-N,N-diisopropyltryptamine">5-MeO-DiPT</a>, <a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">5-MeO-DMT</a>, <a href="/wiki/5-MeO-DPT" title="5-MeO-DPT">5-MeO-DPT</a>, <a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a>)</li> <li><a href="/wiki/Substituted_alpha-alkyltryptamine" class="mw-redirect" title="Substituted alpha-alkyltryptamine">α-Alkyltryptamines</a> (e.g., <a href="/wiki/5-Chloro-%CE%B1MT" title="5-Chloro-αMT">5-Cl-αMT</a>, <a href="/wiki/5-Fluoro-AMT" title="5-Fluoro-AMT">5-Fl-αMT</a>, <a href="/wiki/5-MeO-AET" title="5-MeO-AET">5-MeO-αET</a>, <a href="/wiki/5-MeO-aMT" title="5-MeO-aMT">5-MeO-αMT</a>, <a href="/wiki/Alpha-Methylserotonin" class="mw-redirect" title="Alpha-Methylserotonin">α-Me-5-HT</a>, <a href="/wiki/Alpha-Ethyltryptamine" class="mw-redirect" title="Alpha-Ethyltryptamine">αET</a>, <a href="/wiki/Alpha-Methyltryptamine" class="mw-redirect" title="Alpha-Methyltryptamine">αMT</a>)</li> <li><a href="/wiki/AL-34662" title="AL-34662">AL-34662</a></li> <li><a href="/wiki/AL-37350A" title="AL-37350A">AL-37350A</a></li> <li><a href="/wiki/Bromo-DragonFLY" title="Bromo-DragonFLY">Bromo-DragonFLY</a></li> <li><a href="/wiki/Dimemebfe" title="Dimemebfe">Dimemebfe</a></li> <li><a href="/wiki/DMBMPP" title="DMBMPP">DMBMPP</a></li> <li><a href="/wiki/DOx" title="DOx">DOx</a> (e.g., <a href="/wiki/2,5-Dimethoxy-4-bromoamphetamine" title="2,5-Dimethoxy-4-bromoamphetamine">DOB</a>, <a href="/wiki/2,5-Dimethoxy-4-chloroamphetamine" title="2,5-Dimethoxy-4-chloroamphetamine">DOC</a>, <a href="/wiki/2,5-Dimethoxy-4-iodoamphetamine" title="2,5-Dimethoxy-4-iodoamphetamine">DOI</a>, <a href="/wiki/2,5-Dimethoxy-4-methylamphetamine" title="2,5-Dimethoxy-4-methylamphetamine">DOM</a>)</li> <li><a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/1P-LSD" title="1P-LSD">1P-LSD</a>, <a href="/wiki/ALD-52" title="ALD-52">ALD-52</a>, <a href="/wiki/Bromocriptine" title="Bromocriptine">bromocriptine</a>, <a href="/wiki/Cabergoline" title="Cabergoline">cabergoline</a>, <a href="/wiki/Ergine" title="Ergine">ergine (LSA)</a>, <a href="/wiki/Ergometrine" title="Ergometrine">ergometrine (ergonovine)</a>, <a href="/wiki/Ergotamine" title="Ergotamine">ergotamine</a>, <a href="/wiki/Lisuride" title="Lisuride">lisuride</a>, <a href="/wiki/Lysergic_acid_2,4-dimethylazetidide" title="Lysergic acid 2,4-dimethylazetidide">LA-SS-Az</a>, <a href="/wiki/Lysergic_acid_2-butyl_amide" title="Lysergic acid 2-butyl amide">LSB</a>, <a href="/wiki/LSD" title="LSD">LSD</a>, <a href="/wiki/LSD-Pip" title="LSD-Pip">LSD-Pip</a>, <a href="/wiki/Lysergic_acid_hydroxyethylamide" title="Lysergic acid hydroxyethylamide">LSH</a>, <a href="/wiki/Lysergic_acid_3-pentyl_amide" title="Lysergic acid 3-pentyl amide">LSP</a>, <a href="/wiki/Methylergometrine" title="Methylergometrine">methylergometrine (methylergonovine)</a>, <a href="/wiki/Pergolide" title="Pergolide">pergolide</a>)</li> <li><a href="/wiki/Flumexadol" title="Flumexadol">Flumexadol</a></li> <li><a href="/wiki/IHCH-7113" title="IHCH-7113">IHCH-7113</a></li> <li><a href="/wiki/Jimscaline" title="Jimscaline">Jimscaline</a></li> <li><a href="/wiki/Lorcaserin" title="Lorcaserin">Lorcaserin</a></li> <li><a href="/wiki/Substituted_methylenedioxyphenethylamine" title="Substituted methylenedioxyphenethylamine">MDxx</a> (e.g., <a href="/wiki/3,4-Methylenedioxyamphetamine" title="3,4-Methylenedioxyamphetamine">MDA (tenamfetamine)</a>, <a href="/wiki/MDMA" title="MDMA">MDMA (midomafetamine)</a>, <a href="/wiki/3,4-Methylenedioxy-N-hydroxyamphetamine" title="3,4-Methylenedioxy-N-hydroxyamphetamine">MDOH</a>, <a href="/wiki/MMDA_(drug)" title="MMDA (drug)">MMDA</a>)</li> <li><a href="/wiki/O-4310" title="O-4310">O-4310</a></li> <li><a href="/wiki/Oxaflozane" title="Oxaflozane">Oxaflozane</a></li> <li><a href="/wiki/PHA-57378" title="PHA-57378">PHA-57378</a></li> <li><a href="/wiki/PNU-22394" title="PNU-22394">PNU-22394</a></li> <li><a href="/wiki/PNU-181731" title="PNU-181731">PNU-181731</a></li> <li><a href="/wiki/RH-34" title="RH-34">RH-34</a></li> <li><a href="/wiki/SCHEMBL5334361" title="SCHEMBL5334361">SCHEMBL5334361</a></li> <li><a href="/wiki/Substituted_phenethylamine" title="Substituted phenethylamine">Phenethylamines</a> (e.g., <a href="/wiki/Lophophine" title="Lophophine">lophophine</a>, <a href="/wiki/Mescaline" title="Mescaline">mescaline</a>)</li> <li><a href="/wiki/Piperazine" title="Piperazine">Piperazines</a> (e.g., <a href="/wiki/Benzylpiperazine" title="Benzylpiperazine">BZP</a>, <a href="/wiki/Quipazine" title="Quipazine">quipazine</a>, <a href="/wiki/Trifluoromethylphenylpiperazine" title="Trifluoromethylphenylpiperazine">TFMPP</a>)</li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/TCB-2" title="TCB-2">TCB-2</a></li> <li><a href="/wiki/TFMFly" title="TFMFly">TFMFly</a></li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/5-Benzyloxytryptamine" title="5-Benzyloxytryptamine">5-BT</a>, <a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a>, <a href="/wiki/Bufotenin" title="Bufotenin">bufotenin</a>, <a href="/wiki/Diethyltryptamine" title="Diethyltryptamine">DET</a>, <a href="/wiki/Diisopropyltryptamine" class="mw-redirect" title="Diisopropyltryptamine">DiPT</a>, <a class="mw-selflink selflink">DMT</a>, <a href="/wiki/Dipropyltryptamine" title="Dipropyltryptamine">DPT</a>, <a href="/wiki/Psilocin" title="Psilocin">psilocin</a>, <a href="/wiki/Psilocybin" title="Psilocybin">psilocybin</a>, <a href="/wiki/Tryptamine" title="Tryptamine">tryptamine</a>)</li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/5-I-R91150" title="5-I-R91150">5-I-R91150</a></li> <li><a href="/wiki/5-MeO-NBpBrT" title="5-MeO-NBpBrT">5-MeO-NBpBrT</a></li> <li><a href="/wiki/AC-90179" title="AC-90179">AC-90179</a></li> <li><a href="/wiki/Adatanserin" title="Adatanserin">Adatanserin</a></li> <li><a href="/wiki/Altanserin" title="Altanserin">Altanserin</a></li> <li><a href="/wiki/Antihistamine" title="Antihistamine">Antihistamines</a> (e.g., <a href="/wiki/Cyproheptadine" title="Cyproheptadine">cyproheptadine</a>, <a href="/wiki/Hydroxyzine" title="Hydroxyzine">hydroxyzine</a>, <a href="/wiki/Ketotifen" title="Ketotifen">ketotifen</a>, <a href="/wiki/Perlapine" title="Perlapine">perlapine</a>)</li> <li><a href="/wiki/9-Aminomethyl-9,10-dihydroanthracene" title="9-Aminomethyl-9,10-dihydroanthracene">AMDA</a></li> <li><a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Amperozide" title="Amperozide">amperozide</a>, <a href="/wiki/Aripiprazole" title="Aripiprazole">aripiprazole</a>, <a href="/wiki/Asenapine" title="Asenapine">asenapine</a>, <a href="/wiki/Blonanserin" title="Blonanserin">blonanserin</a>, <a href="/wiki/Brexpiprazole" title="Brexpiprazole">brexpiprazole</a>, <a href="/wiki/Carpipramine" title="Carpipramine">carpipramine</a>, <a href="/wiki/Clocapramine" title="Clocapramine">clocapramine</a>, <a href="/wiki/Clorotepine" title="Clorotepine">clorotepine</a>, <a href="/wiki/Clozapine" title="Clozapine">clozapine</a>, <a href="/wiki/Fluperlapine" title="Fluperlapine">fluperlapine</a>, <a href="/wiki/Gevotroline" title="Gevotroline">gevotroline</a>, <a href="/wiki/Iloperidone" title="Iloperidone">iloperidone</a>, <a href="/wiki/Lurasidone" title="Lurasidone">lurasidone</a>, <a href="/wiki/Melperone" title="Melperone">melperone</a>, <a href="/wiki/Mosapramine" title="Mosapramine">mosapramine</a>, <a href="/wiki/Ocaperidone" title="Ocaperidone">ocaperidone</a>, <a href="/wiki/Olanzapine" title="Olanzapine">olanzapine</a>, <a href="/wiki/Paliperidone" title="Paliperidone">paliperidone</a>, <a href="/wiki/Quetiapine" title="Quetiapine">quetiapine</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>, <a href="/wiki/Sertindole" title="Sertindole">sertindole</a>, <a href="/wiki/Zicronapine" title="Zicronapine">zicronapine</a>, <a href="/wiki/Ziprasidone" title="Ziprasidone">ziprasidone</a>, <a href="/wiki/Zotepine" title="Zotepine">zotepine</a>)</li> <li><a href="/wiki/Chlorprothixene" title="Chlorprothixene">Chlorprothixene</a></li> <li><a href="/wiki/Cinanserin" title="Cinanserin">Cinanserin</a></li> <li><a href="/wiki/CSP-2503" title="CSP-2503">CSP-2503</a></li> <li><a href="/wiki/Deramciclane" title="Deramciclane">Deramciclane</a></li> <li><a href="/wiki/Dotarizine" title="Dotarizine">Dotarizine</a></li> <li><a href="/wiki/Eplivanserin" title="Eplivanserin">Eplivanserin</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Amesergide" title="Amesergide">amesergide</a>, <a href="/w/index.php?title=LY-53857&action=edit&redlink=1" class="new" title="LY-53857 (page does not exist)">LY-53857</a>, <a href="/wiki/LY-215,840" title="LY-215,840">LY-215,840</a>, <a href="/wiki/Mesulergine" title="Mesulergine">mesulergine</a>, <a href="/wiki/Metergoline" title="Metergoline">metergoline</a>, <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>, <a href="/wiki/Sergolexole" title="Sergolexole">sergolexole</a>)</li> <li><a href="/wiki/Fananserin" title="Fananserin">Fananserin</a></li> <li><a href="/wiki/Flibanserin" title="Flibanserin">Flibanserin</a></li> <li><a href="/wiki/Glemanserin" title="Glemanserin">Glemanserin</a></li> <li><a href="/w/index.php?title=Irindalone&action=edit&redlink=1" class="new" title="Irindalone (page does not exist)">Irindalone</a></li> <li><a href="/wiki/Ketanserin" title="Ketanserin">Ketanserin</a></li> <li><a href="/wiki/KML-010" title="KML-010">KML-010</a></li> <li><a href="/w/index.php?title=Landipirdine&action=edit&redlink=1" class="new" title="Landipirdine (page does not exist)">Landipirdine</a></li> <li><a href="/wiki/LY-393558" title="LY-393558">LY-393558</a></li> <li><a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a></li> <li><a href="/wiki/Medifoxamine" title="Medifoxamine">Medifoxamine</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/MIN-117" title="MIN-117">MIN-117 (WF-516)</a></li> <li><a href="/wiki/Naftidrofuryl" title="Naftidrofuryl">Naftidrofuryl</a></li> <li><a href="/wiki/Nantenine" title="Nantenine">Nantenine</a></li> <li><a href="/wiki/Nelotanserin" title="Nelotanserin">Nelotanserin</a></li> <li><a href="/wiki/Opiranserin" title="Opiranserin">Opiranserin (VVZ-149)</a></li> <li><a href="/wiki/Pelanserin" title="Pelanserin">Pelanserin</a></li> <li><a href="/wiki/Phenoxybenzamine" title="Phenoxybenzamine">Phenoxybenzamine</a></li> <li><a href="/wiki/Pimavanserin" title="Pimavanserin">Pimavanserin</a></li> <li><a href="/wiki/Pirenperone" title="Pirenperone">Pirenperone</a></li> <li><a href="/wiki/Pizotifen" title="Pizotifen">Pizotifen</a></li> <li><a href="/wiki/Pruvanserin" title="Pruvanserin">Pruvanserin</a></li> <li><a href="/wiki/Rauwolscine" title="Rauwolscine">Rauwolscine</a></li> <li><a href="/wiki/Ritanserin" title="Ritanserin">Ritanserin</a></li> <li><a href="/wiki/Roluperidone" title="Roluperidone">Roluperidone</a></li> <li><a href="/wiki/S-14671" title="S-14671">S-14671</a></li> <li><a href="/wiki/Sarpogrelate" title="Sarpogrelate">Sarpogrelate</a></li> <li><a href="/wiki/Serotonin_antagonist_and_reuptake_inhibitor" title="Serotonin antagonist and reuptake inhibitor">Serotonin antagonists and reuptake inhibitors</a> (e.g., <a href="/wiki/Etoperidone" title="Etoperidone">etoperidone</a>, <a href="/wiki/Hydroxynefazodone" title="Hydroxynefazodone">hydroxynefazodone</a>, <a href="/wiki/Lubazodone" title="Lubazodone">lubazodone</a>, <a href="/wiki/Mepiprazole" title="Mepiprazole">mepiprazole</a>, <a href="/wiki/Nefazodone" title="Nefazodone">nefazodone</a>, <a href="/wiki/Triazoledione" title="Triazoledione">triazoledione</a>, <a href="/wiki/Trazodone" title="Trazodone">trazodone</a>)</li> <li><a href="/w/index.php?title=SR-46349B&action=edit&redlink=1" class="new" title="SR-46349B (page does not exist)">SR-46349B</a></li> <li><a href="/wiki/TGBA01AD" title="TGBA01AD">TGBA01AD</a></li> <li><a href="/wiki/Teniloxazine" title="Teniloxazine">Teniloxazine</a></li> <li><a href="/w/index.php?title=Temanogrel&action=edit&redlink=1" class="new" title="Temanogrel (page does not exist)">Temanogrel</a></li> <li><a href="/wiki/Tetracyclic_antidepressant" title="Tetracyclic antidepressant">Tetracyclic antidepressants</a> (e.g., <a href="/wiki/Amoxapine" title="Amoxapine">amoxapine</a>, <a href="/wiki/Aptazapine" title="Aptazapine">aptazapine</a>, <a href="/wiki/Esmirtazapine" title="Esmirtazapine">esmirtazapine</a>, <a href="/wiki/Maprotiline" title="Maprotiline">maprotiline</a>, <a href="/wiki/Mianserin" title="Mianserin">mianserin</a>, <a href="/wiki/Mirtazapine" title="Mirtazapine">mirtazapine</a>)</li> <li><a href="/wiki/Tricyclic_antidepressant" title="Tricyclic antidepressant">Tricyclic antidepressants</a> (e.g., <a href="/wiki/Amitriptyline" title="Amitriptyline">amitriptyline</a>)</li> <li><a href="/wiki/Typical_antipsychotic" title="Typical antipsychotic">Typical antipsychotics</a> (e.g., <a href="/wiki/Chlorpromazine" title="Chlorpromazine">chlorpromazine</a>, <a href="/wiki/Fluphenazine" title="Fluphenazine">fluphenazine</a>, <a href="/wiki/Haloperidol" title="Haloperidol">haloperidol</a>, <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>, <a href="/wiki/Perphenazine" title="Perphenazine">perphenazine</a>, <a href="/wiki/Pimozide" title="Pimozide">pimozide</a>, <a href="/wiki/Pipamperone" title="Pipamperone">pipamperone</a>, <a href="/wiki/Prochlorperazine" title="Prochlorperazine">prochlorperazine</a>, <a href="/wiki/Setoperone" title="Setoperone">setoperone</a>, <a href="/wiki/Spiperone" title="Spiperone">spiperone</a>, <a href="/wiki/Spiramide" title="Spiramide">spiramide</a>, <a href="/wiki/Thioridazine" title="Thioridazine">thioridazine</a>, <a href="/wiki/Tiotixene" title="Tiotixene">thiothixene</a>, <a href="/wiki/Trifluoperazine" title="Trifluoperazine">trifluoperazine</a>)</li> <li><a href="/wiki/Volinanserin" title="Volinanserin">Volinanserin</a></li> <li><a href="/wiki/Xylamidine" title="Xylamidine">Xylamidine</a></li> <li><a href="/wiki/Yohimbine" title="Yohimbine">Yohimbine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Unknown/unsorted: <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Nicergoline" title="Nicergoline">nicergoline</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT2B_receptor" title="5-HT2B receptor">5-HT2B</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/4-Methylaminorex" title="4-Methylaminorex">4-Methylaminorex</a></li> <li><a href="/wiki/Aminorex" title="Aminorex">Aminorex</a></li> <li><a href="/wiki/Substituted_amphetamine" title="Substituted amphetamine">Amphetamines</a> (e.g., <a href="/wiki/Chlorphentermine" title="Chlorphentermine">chlorphentermine</a>, <a href="/wiki/Cloforex" title="Cloforex">cloforex</a>, <a href="/wiki/Dexfenfluramine" title="Dexfenfluramine">dexfenfluramine</a>, <a href="/wiki/Fenfluramine" title="Fenfluramine">fenfluramine</a>, <a href="/wiki/Levofenfluramine" title="Levofenfluramine">levofenfluramine</a>, <a href="/wiki/Norfenfluramine" title="Norfenfluramine">norfenfluramine</a>)</li> <li><a href="/wiki/BW-723C86" title="BW-723C86">BW-723C86</a></li> <li><a href="/wiki/DOx" title="DOx">DOx</a> (e.g., <a href="/wiki/2,5-Dimethoxy-4-bromoamphetamine" title="2,5-Dimethoxy-4-bromoamphetamine">DOB</a>, <a href="/wiki/2,5-Dimethoxy-4-chloroamphetamine" title="2,5-Dimethoxy-4-chloroamphetamine">DOC</a>, <a href="/wiki/2,5-Dimethoxy-4-iodoamphetamine" title="2,5-Dimethoxy-4-iodoamphetamine">DOI</a>, <a href="/wiki/2,5-Dimethoxy-4-methylamphetamine" title="2,5-Dimethoxy-4-methylamphetamine">DOM</a>)</li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Cabergoline" title="Cabergoline">cabergoline</a>, <a href="/wiki/Dihydroergocryptine" title="Dihydroergocryptine">dihydroergocryptine</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Ergotamine" title="Ergotamine">ergotamine</a>, <a href="/wiki/Methylergometrine" title="Methylergometrine">methylergometrine (methylergonovine)</a>, <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>, <a href="/wiki/Pergolide" title="Pergolide">pergolide</a>)</li> <li><a href="/wiki/Lorcaserin" title="Lorcaserin">Lorcaserin</a></li> <li><a href="/wiki/Substituted_methylenedioxyphenethylamine" title="Substituted methylenedioxyphenethylamine">MDxx</a> (e.g., <a href="/wiki/3,4-Methylenedioxyamphetamine" title="3,4-Methylenedioxyamphetamine">MDA (tenamfetamine)</a>, <a href="/wiki/MDMA" title="MDMA">MDMA (midomafetamine)</a>, <a href="/wiki/3,4-Methylenedioxy-N-hydroxyamphetamine" title="3,4-Methylenedioxy-N-hydroxyamphetamine">MDOH</a>, <a href="/wiki/MMDA_(drug)" title="MMDA (drug)">MMDA</a>)</li> <li><a href="/wiki/Substituted_piperazine" title="Substituted piperazine">Piperazines</a> (e.g., <a href="/wiki/Trifluoromethylphenylpiperazine" title="Trifluoromethylphenylpiperazine">TFMPP</a>)</li> <li><a href="/wiki/PNU-22394" title="PNU-22394">PNU-22394</a></li> <li><a href="/wiki/Ro60-0175" title="Ro60-0175">Ro60-0175</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/5-Benzyloxytryptamine" title="5-Benzyloxytryptamine">5-BT</a>, <a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a>, <a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a>, <a href="/wiki/Alpha-Methylserotonin" class="mw-redirect" title="Alpha-Methylserotonin">α-Me-5-HT</a>, <a href="/wiki/Bufotenin" title="Bufotenin">bufotenin</a>, <a href="/wiki/Diethyltryptamine" title="Diethyltryptamine">DET</a>, <a href="/wiki/Diisopropyltryptamine" class="mw-redirect" title="Diisopropyltryptamine">DiPT</a>, <a class="mw-selflink selflink">DMT</a>, <a href="/wiki/Dipropyltryptamine" title="Dipropyltryptamine">DPT</a>, <a href="/wiki/Psilocin" title="Psilocin">psilocin</a>, <a href="/wiki/Psilocybin" title="Psilocybin">psilocybin</a>, <a href="/wiki/Tryptamine" title="Tryptamine">tryptamine</a>)</li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/Agomelatine" title="Agomelatine">Agomelatine</a></li> <li><a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Amisulpride" title="Amisulpride">amisulpride</a>, <a href="/wiki/Aripiprazole" title="Aripiprazole">aripiprazole</a>, <a href="/wiki/Asenapine" title="Asenapine">asenapine</a>, <a href="/wiki/Brexpiprazole" title="Brexpiprazole">brexpiprazole</a>, <a href="/wiki/Cariprazine" title="Cariprazine">cariprazine</a>, <a href="/wiki/Clozapine" title="Clozapine">clozapine</a>, <a href="/w/index.php?title=N-desalkylquetiapine&action=edit&redlink=1" class="new" title="N-desalkylquetiapine (page does not exist)">N-desalkylquetiapine (norquetiapine)</a>, <a href="/wiki/Desmethylclozapine" title="Desmethylclozapine">N-desmethylclozapine (norclozapine)</a>, <a href="/wiki/Olanzapine" title="Olanzapine">olanzapine</a>, <a href="/wiki/Pipamperone" title="Pipamperone">pipamperone</a>, <a href="/wiki/Quetiapine" title="Quetiapine">quetiapine</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>, <a href="/wiki/Ziprasidone" title="Ziprasidone">ziprasidone</a>)</li> <li><a href="/wiki/Cyproheptadine" title="Cyproheptadine">Cyproheptadine</a></li> <li><a href="/wiki/EGIS-7625" title="EGIS-7625">EGIS-7625</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Amesergide" title="Amesergide">amesergide</a>, <a href="/wiki/Bromocriptine" title="Bromocriptine">bromocriptine</a>, <a href="/wiki/Lisuride" title="Lisuride">lisuride</a>, <a href="/w/index.php?title=LY-53857&action=edit&redlink=1" class="new" title="LY-53857 (page does not exist)">LY-53857</a>, <a href="/wiki/LY-272,015" title="LY-272,015">LY-272015</a>, <a href="/wiki/Mesulergine" title="Mesulergine">mesulergine</a>)</li> <li><a href="/wiki/Ketanserin" title="Ketanserin">Ketanserin</a></li> <li><a href="/wiki/LY-393558" title="LY-393558">LY-393558</a></li> <li><a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a></li> <li><a href="/wiki/Metadoxine" title="Metadoxine">Metadoxine</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/Pirenperone" title="Pirenperone">Pirenperone</a></li> <li><a href="/wiki/Pizotifen" title="Pizotifen">Pizotifen</a></li> <li><a href="/wiki/Propranolol" title="Propranolol">Propranolol</a></li> <li><a href="/wiki/PRX-08066" title="PRX-08066">PRX-08066</a></li> <li><a href="/wiki/Rauwolscine" title="Rauwolscine">Rauwolscine</a></li> <li><a href="/wiki/Ritanserin" title="Ritanserin">Ritanserin</a></li> <li><a href="/wiki/RS-127445" title="RS-127445">RS-127445</a></li> <li><a href="/wiki/Sarpogrelate" title="Sarpogrelate">Sarpogrelate</a></li> <li><a href="/wiki/SB-200646" title="SB-200646">SB-200646</a></li> <li><a href="/wiki/SB-204741" title="SB-204741">SB-204741</a></li> <li><a href="/wiki/SB-206553" title="SB-206553">SB-206553</a></li> <li><a href="/wiki/SB-215505" title="SB-215505">SB-215505</a></li> <li><a href="/w/index.php?title=SB-221284&action=edit&redlink=1" class="new" title="SB-221284 (page does not exist)">SB-221284</a></li> <li><a href="/wiki/SB-228357" title="SB-228357">SB-228357</a></li> <li><a href="/wiki/SDZ_SER-082" title="SDZ SER-082">SDZ SER-082</a></li> <li><a href="/wiki/Tegaserod" title="Tegaserod">Tegaserod</a></li> <li><a href="/wiki/Tetracyclic_antidepressant" title="Tetracyclic antidepressant">Tetracyclic antidepressants</a> (e.g., <a href="/wiki/Amoxapine" title="Amoxapine">amoxapine</a>, <a href="/wiki/Mianserin" title="Mianserin">mianserin</a>, <a href="/wiki/Mirtazapine" title="Mirtazapine">mirtazapine</a>)</li> <li><a href="/wiki/Trazodone" title="Trazodone">Trazodone</a></li> <li><a href="/wiki/Typical_antipsychotic" title="Typical antipsychotic">Typical antipsychotics</a> (e.g., <a href="/wiki/Chlorpromazine" title="Chlorpromazine">chlorpromazine</a>)</li> <li><a href="/wiki/TIK-301" title="TIK-301">TIK-301</a></li> <li><a href="/wiki/Yohimbine" title="Yohimbine">Yohimbine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Unknown/unsorted: <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Ergometrine" title="Ergometrine">ergometrine (ergonovine)</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT2C_receptor" title="5-HT2C receptor">5-HT2C</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/2C_(psychedelics)" title="2C (psychedelics)">2Cs</a> (e.g., <a href="/wiki/2C-B" title="2C-B">2C-B</a>, <a href="/wiki/2C-E" title="2C-E">2C-E</a>, <a href="/wiki/2C-I" title="2C-I">2C-I</a>, <a href="/wiki/2C-T-2" title="2C-T-2">2C-T-2</a>, <a href="/wiki/2C-T-7" title="2C-T-7">2C-T-7</a>, <a href="/wiki/2C-T-21" title="2C-T-21">2C-T-21</a>)</li> <li><a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-Methoxytryptamines</a> (<a href="/wiki/5-MeO-DET" title="5-MeO-DET">5-MeO-DET</a>, <a href="/wiki/5-Methoxy-N,N-diisopropyltryptamine" class="mw-redirect" title="5-Methoxy-N,N-diisopropyltryptamine">5-MeO-DiPT</a>, <a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">5-MeO-DMT</a>, <a href="/wiki/5-MeO-DPT" title="5-MeO-DPT">5-MeO-DPT</a>, <a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a>)</li> <li><a href="/wiki/Substituted_alpha-alkyltryptamine" class="mw-redirect" title="Substituted alpha-alkyltryptamine">α-Alkyltryptamines</a> (e.g., <a href="/wiki/5-Chloro-%CE%B1MT" title="5-Chloro-αMT">5-Cl-αMT</a>, <a href="/wiki/5-Fluoro-AMT" title="5-Fluoro-AMT">5-Fl-αMT</a>, <a href="/wiki/5-MeO-AET" title="5-MeO-AET">5-MeO-αET</a>, <a href="/wiki/5-MeO-aMT" title="5-MeO-aMT">5-MeO-αMT</a>, <a href="/wiki/Alpha-Methylserotonin" class="mw-redirect" title="Alpha-Methylserotonin">α-Me-5-HT</a>, <a href="/wiki/Alpha-Ethyltryptamine" class="mw-redirect" title="Alpha-Ethyltryptamine">αET</a>, <a href="/wiki/Alpha-Methyltryptamine" class="mw-redirect" title="Alpha-Methyltryptamine">αMT</a>)</li> <li><a href="/wiki/A-372159" title="A-372159">A-372159</a></li> <li><a href="/wiki/AL-38022A" title="AL-38022A">AL-38022A</a></li> <li><a href="/wiki/Alstonine" title="Alstonine">Alstonine</a></li> <li><a href="/wiki/CP-809101" title="CP-809101">CP-809101</a></li> <li><a href="/wiki/Dimemebfe" title="Dimemebfe">Dimemebfe</a></li> <li><a href="/wiki/DOx" title="DOx">DOx</a> (e.g., <a href="/wiki/2,5-Dimethoxy-4-bromoamphetamine" title="2,5-Dimethoxy-4-bromoamphetamine">DOB</a>, <a href="/wiki/2,5-Dimethoxy-4-chloroamphetamine" title="2,5-Dimethoxy-4-chloroamphetamine">DOC</a>, <a href="/wiki/2,5-Dimethoxy-4-iodoamphetamine" title="2,5-Dimethoxy-4-iodoamphetamine">DOI</a>, <a href="/wiki/2,5-Dimethoxy-4-methylamphetamine" title="2,5-Dimethoxy-4-methylamphetamine">DOM</a>)</li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/ALD-52" title="ALD-52">ALD-52</a>, <a href="/wiki/Cabergoline" title="Cabergoline">cabergoline</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Ergine" title="Ergine">ergine (LSA)</a>, <a href="/wiki/Ergotamine" title="Ergotamine">ergotamine</a>, <a href="/wiki/Lisuride" title="Lisuride">lisuride</a>, <a href="/wiki/Lysergic_acid_2,4-dimethylazetidide" title="Lysergic acid 2,4-dimethylazetidide">LA-SS-Az</a>, <a href="/wiki/Lysergic_acid_2-butyl_amide" title="Lysergic acid 2-butyl amide">LSB</a>, <a href="/wiki/LSD" title="LSD">LSD</a>, <a href="/wiki/LSD-Pip" title="LSD-Pip">LSD-Pip</a>, <a href="/wiki/Lysergic_acid_hydroxyethylamide" title="Lysergic acid hydroxyethylamide">LSH</a>, <a href="/wiki/Lysergic_acid_3-pentyl_amide" title="Lysergic acid 3-pentyl amide">LSP</a>, <a href="/wiki/Pergolide" title="Pergolide">pergolide</a>)</li> <li><a href="/wiki/Flumexadol" title="Flumexadol">Flumexadol</a></li> <li><a href="/wiki/Lorcaserin" title="Lorcaserin">Lorcaserin</a></li> <li><a href="/wiki/Substituted_methylenedioxyphenethylamine" title="Substituted methylenedioxyphenethylamine">MDxx</a> (e.g., <a href="/wiki/3,4-Methylenedioxyamphetamine" title="3,4-Methylenedioxyamphetamine">MDA (tenamfetamine)</a>, <a href="/wiki/MDMA" title="MDMA">MDMA (midomafetamine)</a>, <a href="/wiki/3,4-Methylenedioxy-N-hydroxyamphetamine" title="3,4-Methylenedioxy-N-hydroxyamphetamine">MDOH</a>, <a href="/wiki/MMDA_(drug)" title="MMDA (drug)">MMDA</a>)</li> <li><a href="/wiki/MK-212" title="MK-212">MK-212</a></li> <li><a href="/wiki/ORG-12962" title="ORG-12962">ORG-12962</a></li> <li><a href="/wiki/ORG-37684" title="ORG-37684">ORG-37684</a></li> <li><a href="/wiki/Oxaflozane" title="Oxaflozane">Oxaflozane</a></li> <li><a href="/wiki/PHA-57378" title="PHA-57378">PHA-57378</a></li> <li><a href="/wiki/Substituted_phenethylamine" title="Substituted phenethylamine">Phenethylamines</a> (e.g., <a href="/wiki/Lophophine" title="Lophophine">lophophine</a>, <a href="/wiki/Mescaline" title="Mescaline">mescaline</a>)</li> <li><a href="/wiki/Piperazine" title="Piperazine">Piperazines</a> (e.g., <a href="/wiki/Aripiprazole" title="Aripiprazole">aripiprazole</a>, <a href="/wiki/Benzylpiperazine" title="Benzylpiperazine">BZP</a>, <a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a>, <a href="/wiki/Quipazine" title="Quipazine">quipazine</a>, <a href="/wiki/Trifluoromethylphenylpiperazine" title="Trifluoromethylphenylpiperazine">TFMPP</a>)</li> <li><a href="/wiki/PNU-22394" title="PNU-22394">PNU-22394</a></li> <li><a href="/wiki/PNU-181731" title="PNU-181731">PNU-181731</a></li> <li><a href="/wiki/Ro60-0175" title="Ro60-0175">Ro60-0175</a></li> <li><a href="/wiki/Ro60-0213" title="Ro60-0213">Ro60-0213</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/5-Benzyloxytryptamine" title="5-Benzyloxytryptamine">5-BT</a>, <a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a>, <a href="/wiki/Bufotenin" title="Bufotenin">bufotenin</a>, <a href="/wiki/Diethyltryptamine" title="Diethyltryptamine">DET</a>, <a href="/wiki/Diisopropyltryptamine" class="mw-redirect" title="Diisopropyltryptamine">DiPT</a>, <a class="mw-selflink selflink">DMT</a>, <a href="/wiki/Dipropyltryptamine" title="Dipropyltryptamine">DPT</a>, <a href="/wiki/Psilocin" title="Psilocin">psilocin</a>, <a href="/wiki/Psilocybin" title="Psilocybin">psilocybin</a>, <a href="/wiki/Tryptamine" title="Tryptamine">tryptamine</a>)</li> <li><a href="/wiki/Vabicaserin" title="Vabicaserin">Vabicaserin</a></li> <li><a href="/wiki/WAY-629" title="WAY-629">WAY-629</a></li> <li><a href="/wiki/WAY-161503" title="WAY-161503">WAY-161503</a></li> <li><a href="/wiki/YM-348" title="YM-348">YM-348</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/Adatanserin" title="Adatanserin">Adatanserin</a></li> <li><a href="/wiki/Agomelatine" title="Agomelatine">Agomelatine</a></li> <li><a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Asenapine" title="Asenapine">asenapine</a>, <a href="/wiki/Clorotepine" title="Clorotepine">clorotepine</a>, <a href="/wiki/Clozapine" title="Clozapine">clozapine</a>, <a href="/wiki/Fluperlapine" title="Fluperlapine">fluperlapine</a>, <a href="/wiki/Iloperidone" title="Iloperidone">iloperidone</a>, <a href="/wiki/Melperone" title="Melperone">melperone</a>, <a href="/wiki/Olanzapine" title="Olanzapine">olanzapine</a>, <a href="/wiki/Paliperidone" title="Paliperidone">paliperidone</a>, <a href="/wiki/Quetiapine" title="Quetiapine">quetiapine</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>, <a href="/wiki/Sertindole" title="Sertindole">sertindole</a>, <a href="/wiki/Ziprasidone" title="Ziprasidone">ziprasidone</a>, <a href="/wiki/Zotepine" title="Zotepine">zotepine</a>)</li> <li><a href="/wiki/Captodiame" title="Captodiame">Captodiame</a></li> <li><a href="/wiki/6-Chloro-5-ethoxy-N-(pyridin-2-yl)indoline-1-carboxamide" title="6-Chloro-5-ethoxy-N-(pyridin-2-yl)indoline-1-carboxamide">CEPC</a></li> <li><a href="/wiki/Cinanserin" title="Cinanserin">Cinanserin</a></li> <li><a href="/wiki/Cyproheptadine" title="Cyproheptadine">Cyproheptadine</a></li> <li><a href="/wiki/Deramciclane" title="Deramciclane">Deramciclane</a></li> <li><a href="/wiki/Desmetramadol" title="Desmetramadol">Desmetramadol</a></li> <li><a href="/wiki/Dotarizine" title="Dotarizine">Dotarizine</a></li> <li><a href="/wiki/Eltoprazine" title="Eltoprazine">Eltoprazine</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Amesergide" title="Amesergide">amesergide</a>, <a href="/wiki/Bromocriptine" title="Bromocriptine">bromocriptine</a>, <a href="/w/index.php?title=LY-53857&action=edit&redlink=1" class="new" title="LY-53857 (page does not exist)">LY-53857</a>, <a href="/wiki/LY-215,840" title="LY-215,840">LY-215,840</a>, <a href="/wiki/Mesulergine" title="Mesulergine">mesulergine</a>, <a href="/wiki/Metergoline" title="Metergoline">metergoline</a>, <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>, <a href="/wiki/Sergolexole" title="Sergolexole">sergolexole</a>)</li> <li><a href="/wiki/Etoperidone" title="Etoperidone">Etoperidone</a></li> <li><a href="/wiki/Fluoxetine" title="Fluoxetine">Fluoxetine</a></li> <li><a href="/w/index.php?title=FR-260010&action=edit&redlink=1" class="new" title="FR-260010 (page does not exist)">FR-260010</a></li> <li><a href="/w/index.php?title=Irindalone&action=edit&redlink=1" class="new" title="Irindalone (page does not exist)">Irindalone</a></li> <li><a href="/wiki/Ketanserin" title="Ketanserin">Ketanserin</a></li> <li><a href="/wiki/Ketotifen" title="Ketotifen">Ketotifen</a></li> <li><a href="/wiki/Latrepirdine" title="Latrepirdine">Latrepirdine (dimebolin)</a></li> <li><a href="/wiki/Medifoxamine" title="Medifoxamine">Medifoxamine</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/Nefazodone" title="Nefazodone">Nefazodone</a></li> <li><a href="/wiki/Pirenperone" title="Pirenperone">Pirenperone</a></li> <li><a href="/wiki/Pizotifen" title="Pizotifen">Pizotifen</a></li> <li><a href="/wiki/Propranolol" title="Propranolol">Propranolol</a></li> <li><a href="/wiki/Ritanserin" title="Ritanserin">Ritanserin</a></li> <li><a href="/wiki/RS-102221" title="RS-102221">RS-102221</a></li> <li><a href="/wiki/S-14671" title="S-14671">S-14671</a></li> <li><a href="/wiki/SB-200646" title="SB-200646">SB-200646</a></li> <li><a href="/wiki/SB-206553" title="SB-206553">SB-206553</a></li> <li><a href="/w/index.php?title=SB-221284&action=edit&redlink=1" class="new" title="SB-221284 (page does not exist)">SB-221284</a></li> <li><a href="/wiki/SB-228357" title="SB-228357">SB-228357</a></li> <li><a href="/wiki/SB-242084" title="SB-242084">SB-242084</a></li> <li><a href="/wiki/SB-243213" title="SB-243213">SB-243213</a></li> <li><a href="/wiki/SDZ_SER-082" title="SDZ SER-082">SDZ SER-082</a></li> <li><a href="/wiki/Tedatioxetine" title="Tedatioxetine">Tedatioxetine</a></li> <li><a href="/wiki/Tetracyclic_antidepressant" title="Tetracyclic antidepressant">Tetracyclic antidepressants</a> (e.g., <a href="/wiki/Amoxapine" title="Amoxapine">amoxapine</a>, <a href="/wiki/Aptazapine" title="Aptazapine">aptazapine</a>, <a href="/wiki/Esmirtazapine" title="Esmirtazapine">esmirtazapine</a>, <a href="/wiki/Maprotiline" title="Maprotiline">maprotiline</a>, <a href="/wiki/Mianserin" title="Mianserin">mianserin</a>, <a href="/wiki/Mirtazapine" title="Mirtazapine">mirtazapine</a>)</li> <li><a href="/wiki/TIK-301" title="TIK-301">TIK-301</a></li> <li><a href="/wiki/Tramadol" title="Tramadol">Tramadol</a></li> <li><a href="/wiki/Trazodone" title="Trazodone">Trazodone</a></li> <li><a href="/wiki/Tricyclic_antidepressant" title="Tricyclic antidepressant">Tricyclic antidepressants</a> (e.g., <a href="/wiki/Amitriptyline" title="Amitriptyline">amitriptyline</a>, <a href="/wiki/Nortriptyline" title="Nortriptyline">nortriptyline</a>)</li> <li><a href="/wiki/Typical_antipsychotic" title="Typical antipsychotic">Typical antipsychotics</a> (e.g., <a href="/wiki/Chlorpromazine" title="Chlorpromazine">chlorpromazine</a>, <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>, <a href="/wiki/Pimozide" title="Pimozide">pimozide</a>, <a href="/wiki/Pipamperone" title="Pipamperone">pipamperone</a>, <a href="/wiki/Thioridazine" title="Thioridazine">thioridazine</a>)</li> <li><a href="/wiki/Xylamidine" title="Xylamidine">Xylamidine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Unknown/unsorted: <a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Ergometrine" title="Ergometrine">ergometrine (ergonovine)</a>, <a href="/wiki/Methylergometrine" title="Methylergometrine">methylergometrine (methylergonovine)</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT3_receptor" title="5-HT3 receptor">5-HT3</a>–<a href="/wiki/5-HT7_receptor" title="5-HT7 receptor">7</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT3_receptor" title="5-HT3 receptor">5-HT3</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">Alcohols</a> (e.g., <a href="/wiki/N-Butanol" class="mw-redirect" title="N-Butanol">butanol</a>, <a href="/wiki/Alcohol_(drug)" title="Alcohol (drug)">ethanol (alcohol)</a>, <a href="/wiki/2,2,2-Trichloroethanol" title="2,2,2-Trichloroethanol">trichloroethanol</a>)</li> <li><a href="/wiki/Chlorophenylbiguanide" title="Chlorophenylbiguanide">m-CPBG</a></li> <li><a href="/wiki/Phenylbiguanide" title="Phenylbiguanide">Phenylbiguanide</a></li> <li><a href="/wiki/Piperazine" title="Piperazine">Piperazines</a> (e.g., <a href="/wiki/Benzylpiperazine" title="Benzylpiperazine">BZP</a>, <a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a>, <a href="/wiki/Quipazine" title="Quipazine">quipazine</a>)</li> <li><a href="/wiki/RS-56812" title="RS-56812">RS-56812</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/SR-57227" title="SR-57227">SR-57227</a></li> <li><a href="/w/index.php?title=SR-57227A&action=edit&redlink=1" class="new" title="SR-57227A (page does not exist)">SR-57227A</a></li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/2-Methyl-5-hydroxytryptamine" title="2-Methyl-5-hydroxytryptamine">2-Me-5-HT</a>, <a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a>, <a href="/wiki/Bufotenidine" title="Bufotenidine">bufotenidine (5-HTQ)</a>)</li> <li><a href="/wiki/Inhalational_anaesthetic" class="mw-redirect" title="Inhalational anaesthetic">Volatiles/gases</a> (e.g., <a href="/wiki/Halothane" title="Halothane">halothane</a>, <a href="/wiki/Isoflurane" title="Isoflurane">isoflurane</a>, <a href="/wiki/Toluene" title="Toluene">toluene</a>, <a href="/wiki/1,1,1-Trichloroethane" title="1,1,1-Trichloroethane">trichloroethane</a>)</li> <li><a href="/wiki/YM-31636" title="YM-31636">YM-31636</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/Alosetron" title="Alosetron">Alosetron</a></li> <li><a href="/wiki/Anpirtoline" title="Anpirtoline">Anpirtoline</a></li> <li><a href="/w/index.php?title=Arazasetron&action=edit&redlink=1" class="new" title="Arazasetron (page does not exist)">Arazasetron</a></li> <li><a href="/wiki/AS-8112" title="AS-8112">AS-8112</a></li> <li><a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Clozapine" title="Clozapine">clozapine</a>, <a href="/wiki/Olanzapine" title="Olanzapine">olanzapine</a>, <a href="/wiki/Quetiapine" title="Quetiapine">quetiapine</a>)</li> <li><a href="/wiki/Azasetron" title="Azasetron">Azasetron</a></li> <li><a href="/wiki/Batanopride" title="Batanopride">Batanopride</a></li> <li><a href="/wiki/Bemesetron" title="Bemesetron">Bemesetron (MDL-72222)</a></li> <li><a href="/wiki/Bupropion" title="Bupropion">Bupropion</a></li> <li><a href="/wiki/Cilansetron" title="Cilansetron">Cilansetron</a></li> <li><a href="/wiki/CSP-2503" title="CSP-2503">CSP-2503</a></li> <li><a href="/wiki/Dazopride" title="Dazopride">Dazopride</a></li> <li><a href="/wiki/Dolasetron" title="Dolasetron">Dolasetron</a></li> <li><a href="/wiki/Galanolactone" title="Galanolactone">Galanolactone</a></li> <li><a href="/wiki/Granisetron" title="Granisetron">Granisetron</a></li> <li><a href="/wiki/Hydroxybupropion" title="Hydroxybupropion">Hydroxybupropion</a></li> <li><a href="/wiki/Lerisetron" title="Lerisetron">Lerisetron</a></li> <li><a href="/wiki/Memantine" title="Memantine">Memantine</a></li> <li><a href="/wiki/Ondansetron" title="Ondansetron">Ondansetron</a></li> <li><a href="/wiki/Palonosetron" title="Palonosetron">Palonosetron</a></li> <li><a href="/wiki/Ramosetron" title="Ramosetron">Ramosetron</a></li> <li><a href="/wiki/Renzapride" title="Renzapride">Renzapride</a></li> <li><a href="/wiki/Ricasetron" title="Ricasetron">Ricasetron</a></li> <li><a href="/wiki/Tedatioxetine" title="Tedatioxetine">Tedatioxetine</a></li> <li><a href="/wiki/Tetracyclic_antidepressant" title="Tetracyclic antidepressant">Tetracyclic antidepressants</a> (e.g., <a href="/wiki/Amoxapine" title="Amoxapine">amoxapine</a>, <a href="/wiki/Mianserin" title="Mianserin">mianserin</a>, <a href="/wiki/Mirtazapine" title="Mirtazapine">mirtazapine</a>)</li> <li><a href="/wiki/Thujone" title="Thujone">Thujone</a></li> <li><a href="/wiki/Tropanserin" title="Tropanserin">Tropanserin</a></li> <li><a href="/wiki/Tropisetron" title="Tropisetron">Tropisetron</a></li> <li><a href="/wiki/Typical_antipsychotic" title="Typical antipsychotic">Typical antipsychotics</a> (e.g., <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>)</li> <li><a href="/wiki/Inhalational_anaesthetic" class="mw-redirect" title="Inhalational anaesthetic">Volatiles/gases</a> (e.g., <a href="/wiki/Nitrous_oxide" title="Nitrous oxide">nitrous oxide</a>, <a href="/wiki/Sevoflurane" title="Sevoflurane">sevoflurane</a>, <a href="/wiki/Xenon" title="Xenon">xenon</a>)</li> <li><a href="/wiki/Vortioxetine" title="Vortioxetine">Vortioxetine</a></li> <li><a href="/wiki/Zacopride" title="Zacopride">Zacopride</a></li> <li><a href="/wiki/Zatosetron" title="Zatosetron">Zatosetron</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Unknown/unsorted: <a href="/w/index.php?title=LY-53857&action=edit&redlink=1" class="new" title="LY-53857 (page does not exist)">LY-53857</a></li> <li><a href="/wiki/Piperazine" title="Piperazine">Piperazines</a> (e.g., <a href="/wiki/Naphthylpiperazine" title="Naphthylpiperazine">naphthylpiperazine</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT4_receptor" title="5-HT4 receptor">5-HT4</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a></li> <li><a href="/wiki/BIMU8" title="BIMU8">BIMU8</a></li> <li><a href="/wiki/Capeserod" title="Capeserod">Capeserod</a></li> <li><a href="/wiki/Cinitapride" title="Cinitapride">Cinitapride</a></li> <li><a href="/wiki/Cisapride" title="Cisapride">Cisapride</a></li> <li><a href="/wiki/CJ-033466" title="CJ-033466">CJ-033466</a></li> <li><a href="/wiki/Dazopride" title="Dazopride">Dazopride</a></li> <li><a href="/wiki/Metoclopramide" title="Metoclopramide">Metoclopramide</a></li> <li><a href="/w/index.php?title=Minesapride&action=edit&redlink=1" class="new" title="Minesapride (page does not exist)">Minesapride</a></li> <li><a href="/wiki/Mosapride" title="Mosapride">Mosapride</a></li> <li><a href="/wiki/Prucalopride" title="Prucalopride">Prucalopride</a></li> <li><a href="/wiki/PRX-03140" title="PRX-03140">PRX-03140</a></li> <li><a href="/wiki/Renzapride" title="Renzapride">Renzapride</a></li> <li><a href="/wiki/RS-67,333" title="RS-67,333">RS-67,333</a></li> <li><a href="/w/index.php?title=RS-67,506&action=edit&redlink=1" class="new" title="RS-67,506 (page does not exist)">RS-67,506</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/Tegaserod" title="Tegaserod">Tegaserod</a></li> <li><a href="/w/index.php?title=Usmarapride&action=edit&redlink=1" class="new" title="Usmarapride (page does not exist)">Usmarapride</a></li> <li><a href="/wiki/Velusetrag" title="Velusetrag">Velusetrag</a></li> <li><a href="/wiki/Zacopride" title="Zacopride">Zacopride</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/GR-113808" title="GR-113808">GR-113808</a></li> <li><a href="/w/index.php?title=GR-125487&action=edit&redlink=1" class="new" title="GR-125487 (page does not exist)">GR-125487</a></li> <li><a href="/wiki/Lysine" title="Lysine">L-Lysine</a></li> <li><a href="/wiki/Piboserod" title="Piboserod">Piboserod</a></li> <li><a href="/w/index.php?title=RS-39604&action=edit&redlink=1" class="new" title="RS-39604 (page does not exist)">RS-39604</a></li> <li><a href="/w/index.php?title=RS-67532&action=edit&redlink=1" class="new" title="RS-67532 (page does not exist)">RS-67532</a></li> <li><a href="/w/index.php?title=SB-203186&action=edit&redlink=1" class="new" title="SB-203186 (page does not exist)">SB-203186</a></li> <li><a href="/wiki/SB-204070" title="SB-204070">SB-204070</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT5A_receptor" title="5-HT5A receptor">5-HT5A</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/2-Bromo-LSD" title="2-Bromo-LSD">2-Br-LSD (BOL-148)</a>, <a href="/wiki/Ergotamine" title="Ergotamine">ergotamine</a>, <a href="/wiki/LSD" title="LSD">LSD</a>)</li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a>)</li> <li><a href="/wiki/Valerenic_acid" title="Valerenic acid">Valerenic acid</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/Asenapine" title="Asenapine">Asenapine</a></li> <li><a href="/wiki/Latrepirdine" title="Latrepirdine">Latrepirdine (dimebolin)</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/Ritanserin" title="Ritanserin">Ritanserin</a></li> <li><a href="/wiki/SB-699551" title="SB-699551">SB-699551</a></li></ul> <ul><li>Unknown/unsorted: <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Metergoline" title="Metergoline">metergoline</a>, <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>)</li> <li><a href="/wiki/Piperazine" title="Piperazine">Piperazines</a> (e.g., <a href="/wiki/Naphthylpiperazine" title="Naphthylpiperazine">naphthylpiperazine</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT6_receptor" title="5-HT6 receptor">5-HT6</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Dihydroergocryptine" title="Dihydroergocryptine">dihydroergocryptine</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Ergotamine" title="Ergotamine">ergotamine</a>, <a href="/wiki/Lisuride" title="Lisuride">lisuride</a>, <a href="/wiki/LSD" title="LSD">LSD</a>, <a href="/wiki/Mesulergine" title="Mesulergine">mesulergine</a>, <a href="/wiki/Metergoline" title="Metergoline">metergoline</a>, <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>)</li> <li><a href="/wiki/Hypidone" title="Hypidone">Hypidone</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/2-Methyl-5-hydroxytryptamine" title="2-Methyl-5-hydroxytryptamine">2-Me-5-HT</a>, <a href="/wiki/5-Benzyloxytryptamine" title="5-Benzyloxytryptamine">5-BT</a>, <a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a>, <a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a>, <a href="/wiki/Bufotenin" title="Bufotenin">Bufotenin</a>, <a href="/wiki/E-6801" title="E-6801">E-6801</a>, <a href="/wiki/E-6837" title="E-6837">E-6837</a>, <a href="/wiki/EMD-386088" title="EMD-386088">EMD-386088</a>, <a href="/wiki/EMDT" title="EMDT">EMDT</a>, <a href="/w/index.php?title=LY-586713&action=edit&redlink=1" class="new" title="LY-586713 (page does not exist)">LY-586713</a>, <a href="/w/index.php?title=N-Methyl-5-HT&action=edit&redlink=1" class="new" title="N-Methyl-5-HT (page does not exist)">N-Me-5-HT</a>, <a href="/wiki/ST-1936" title="ST-1936">ST-1936</a>, <a href="/wiki/Tryptamine" title="Tryptamine">tryptamine</a>)</li> <li><a href="/wiki/WAY-181187" title="WAY-181187">WAY-181187</a></li> <li><a href="/wiki/WAY-208466" title="WAY-208466">WAY-208466</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/w/index.php?title=ABT-354&action=edit&redlink=1" class="new" title="ABT-354 (page does not exist)">ABT-354</a></li> <li><a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Aripiprazole" title="Aripiprazole">aripiprazole</a>, <a href="/wiki/Asenapine" title="Asenapine">asenapine</a>, <a href="/wiki/Clorotepine" title="Clorotepine">clorotepine</a>, <a href="/wiki/Clozapine" title="Clozapine">clozapine</a>, <a href="/wiki/Fluperlapine" title="Fluperlapine">fluperlapine</a>, <a href="/wiki/Iloperidone" title="Iloperidone">iloperidone</a>, <a href="/wiki/Olanzapine" title="Olanzapine">olanzapine</a>, <a href="/wiki/Tiospirone" title="Tiospirone">tiospirone</a>)</li> <li><a href="/wiki/AVN-101" title="AVN-101">AVN-101</a></li> <li><a href="/wiki/AVN-211" title="AVN-211">AVN-211</a></li> <li><a href="/wiki/AVN-322" title="AVN-322">AVN-322</a></li> <li><a href="/wiki/AVN-397" title="AVN-397">AVN-397</a></li> <li><a href="/w/index.php?title=BGC20-760&action=edit&redlink=1" class="new" title="BGC20-760 (page does not exist)">BGC20-760</a></li> <li><a href="/w/index.php?title=BVT-5182&action=edit&redlink=1" class="new" title="BVT-5182 (page does not exist)">BVT-5182</a></li> <li><a href="/w/index.php?title=BVT-74316&action=edit&redlink=1" class="new" title="BVT-74316 (page does not exist)">BVT-74316</a></li> <li><a href="/wiki/Cerlapirdine" title="Cerlapirdine">Cerlapirdine</a></li> <li><a href="/wiki/EGIS-12,233" title="EGIS-12,233">EGIS-12,233</a></li> <li><a href="/w/index.php?title=GW-742457&action=edit&redlink=1" class="new" title="GW-742457 (page does not exist)">GW-742457</a></li> <li><a href="/wiki/Idalopirdine" title="Idalopirdine">Idalopirdine</a></li> <li><a href="/wiki/Ketanserin" title="Ketanserin">Ketanserin</a></li> <li><a href="/w/index.php?title=Landipirdine&action=edit&redlink=1" class="new" title="Landipirdine (page does not exist)">Landipirdine</a></li> <li><a href="/wiki/Latrepirdine" title="Latrepirdine">Latrepirdine (dimebolin)</a></li> <li><a href="/wiki/Masupirdine" title="Masupirdine">Masupirdine</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/MS-245" title="MS-245">MS-245</a></li> <li><a href="/wiki/PRX-07034" title="PRX-07034">PRX-07034</a></li> <li><a href="/wiki/Ritanserin" title="Ritanserin">Ritanserin</a></li> <li><a href="/wiki/Ro_04-6790" title="Ro 04-6790">Ro 04-6790</a></li> <li><a href="/w/index.php?title=Ro_63-0563&action=edit&redlink=1" class="new" title="Ro 63-0563 (page does not exist)">Ro 63-0563</a></li> <li><a href="/wiki/SB-258585" title="SB-258585">SB-258585</a></li> <li><a href="/wiki/SB-271046" title="SB-271046">SB-271046</a></li> <li><a href="/wiki/SB-357134" title="SB-357134">SB-357134</a></li> <li><a href="/wiki/SB-399885" title="SB-399885">SB-399885</a></li> <li><a href="/wiki/Intepirdine" title="Intepirdine">SB-742457</a></li> <li><a href="/wiki/Tetracyclic_antidepressant" title="Tetracyclic antidepressant">Tetracyclic antidepressants</a> (e.g., <a href="/wiki/Amoxapine" title="Amoxapine">amoxapine</a>, <a href="/wiki/Mianserin" title="Mianserin">mianserin</a>)</li> <li><a href="/wiki/Tricyclic_antidepressant" title="Tricyclic antidepressant">Tricyclic antidepressants</a> (e.g., <a href="/wiki/Amitriptyline" title="Amitriptyline">amitriptyline</a>, <a href="/wiki/Clomipramine" title="Clomipramine">clomipramine</a>, <a href="/wiki/Doxepin" title="Doxepin">doxepin</a>, <a href="/wiki/Nortriptyline" title="Nortriptyline">nortriptyline</a>)</li> <li><a href="/wiki/Typical_antipsychotic" title="Typical antipsychotic">Typical antipsychotics</a> (e.g., <a href="/wiki/Chlorpromazine" title="Chlorpromazine">chlorpromazine</a>, <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>)</li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Unknown/unsorted: <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/2-Bromo-LSD" title="2-Bromo-LSD">2-Br-LSD (BOL-148)</a>, <a href="/wiki/Bromocriptine" title="Bromocriptine">bromocriptine</a>, <a href="/wiki/Lergotrile" title="Lergotrile">lergotrile</a>, <a href="/wiki/Pergolide" title="Pergolide">pergolide</a>)</li> <li><a href="/wiki/Piperazine" title="Piperazine">Piperazines</a> (e.g., <a href="/wiki/Naphthylpiperazine" title="Naphthylpiperazine">naphthylpiperazine</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT7_receptor" title="5-HT7 receptor">5-HT7</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/8-OH-DPAT" title="8-OH-DPAT">8-OH-DPAT</a></li> <li><a href="/wiki/AS-19_(drug)" title="AS-19 (drug)">AS-19</a></li> <li><a href="/wiki/Bifeprunox" title="Bifeprunox">Bifeprunox</a></li> <li><a href="/wiki/E-55888" title="E-55888">E-55888</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/LSD" title="LSD">LSD</a>)</li> <li><a href="/wiki/LP-12" title="LP-12">LP-12</a></li> <li><a href="/wiki/LP-44" title="LP-44">LP-44</a></li> <li><a href="/wiki/LP-211" title="LP-211">LP-211</a></li> <li><a href="/wiki/RU-24,969" title="RU-24,969">RU-24,969</a></li> <li><a href="/wiki/Sarizotan" title="Sarizotan">Sarizotan</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li> <li><a href="/wiki/Triptan" title="Triptan">Triptans</a> (e.g., <a href="/wiki/Frovatriptan" title="Frovatriptan">frovatriptan</a>)</li> <li><a href="/wiki/Substituted_tryptamine" title="Substituted tryptamine">Tryptamines</a> (e.g., <a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a>, <a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a>, <a href="/wiki/Bufotenin" title="Bufotenin">bufotenin</a>, <a href="/wiki/N-Methylserotonin" title="N-Methylserotonin">N-Me-5-HT</a>)</li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Antagonists: <a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Amisulpride" title="Amisulpride">amisulpride</a>, <a href="/wiki/Aripiprazole" title="Aripiprazole">aripiprazole</a>, <a href="/wiki/Asenapine" title="Asenapine">asenapine</a>, <a href="/wiki/Brexpiprazole" title="Brexpiprazole">brexpiprazole</a>, <a href="/wiki/Clorotepine" title="Clorotepine">clorotepine</a>, <a href="/wiki/Clozapine" title="Clozapine">clozapine</a>, <a href="/wiki/Fluperlapine" title="Fluperlapine">fluperlapine</a>, <a href="/wiki/Olanzapine" title="Olanzapine">olanzapine</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>, <a href="/wiki/Sertindole" title="Sertindole">sertindole</a>, <a href="/wiki/Tiospirone" title="Tiospirone">tiospirone</a>, <a href="/wiki/Ziprasidone" title="Ziprasidone">ziprasidone</a>, <a href="/wiki/Zotepine" title="Zotepine">zotepine</a>)</li> <li><a href="/wiki/Butaclamol" title="Butaclamol">Butaclamol</a></li> <li><a href="/wiki/DR-4485" title="DR-4485">DR-4485</a></li> <li><a href="/wiki/EGIS-12,233" title="EGIS-12,233">EGIS-12,233</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/2-Bromo-LSD" title="2-Bromo-LSD">2-Br-LSD (BOL-148)</a>, <a href="/wiki/Amesergide" title="Amesergide">amesergide</a>, <a href="/wiki/Bromocriptine" title="Bromocriptine">bromocriptine</a>, <a href="/wiki/Cabergoline" title="Cabergoline">cabergoline</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Ergotamine" title="Ergotamine">ergotamine</a>, <a href="/w/index.php?title=LY-53857&action=edit&redlink=1" class="new" title="LY-53857 (page does not exist)">LY-53857</a>, <a href="/wiki/LY-215,840" title="LY-215,840">LY-215,840</a>, <a href="/wiki/Mesulergine" title="Mesulergine">mesulergine</a>, <a href="/wiki/Metergoline" title="Metergoline">metergoline</a>, <a href="/wiki/Methysergide" title="Methysergide">methysergide</a>, <a href="/wiki/Sergolexole" title="Sergolexole">sergolexole</a>)</li> <li><a href="/wiki/JNJ-18038683" title="JNJ-18038683">JNJ-18038683</a></li> <li><a href="/wiki/Ketanserin" title="Ketanserin">Ketanserin</a></li> <li><a href="/wiki/LY-215,840" title="LY-215,840">LY-215,840</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/Ritanserin" title="Ritanserin">Ritanserin</a></li> <li><a href="/wiki/SB-258719" title="SB-258719">SB-258719</a></li> <li><a href="/w/index.php?title=SB-258741&action=edit&redlink=1" class="new" title="SB-258741 (page does not exist)">SB-258741</a></li> <li><a href="/wiki/SB-269970" title="SB-269970">SB-269970</a></li> <li><a href="/w/index.php?title=SB-656104&action=edit&redlink=1" class="new" title="SB-656104 (page does not exist)">SB-656104</a></li> <li><a href="/w/index.php?title=SB-656104A&action=edit&redlink=1" class="new" title="SB-656104A (page does not exist)">SB-656104A</a></li> <li><a href="/w/index.php?title=SB-691673&action=edit&redlink=1" class="new" title="SB-691673 (page does not exist)">SB-691673</a></li> <li><a href="/w/index.php?title=SLV-313&action=edit&redlink=1" class="new" title="SLV-313 (page does not exist)">SLV-313</a></li> <li><a href="/w/index.php?title=SLV-314&action=edit&redlink=1" class="new" title="SLV-314 (page does not exist)">SLV-314</a></li> <li><a href="/wiki/Spiperone" title="Spiperone">Spiperone</a></li> <li><a href="/w/index.php?title=SSR-181507&action=edit&redlink=1" class="new" title="SSR-181507 (page does not exist)">SSR-181507</a></li> <li><a href="/wiki/Tetracyclic_antidepressant" title="Tetracyclic antidepressant">Tetracyclic antidepressants</a> (e.g., <a href="/wiki/Amoxapine" title="Amoxapine">amoxapine</a>, <a href="/wiki/Maprotiline" title="Maprotiline">maprotiline</a>, <a href="/wiki/Mianserin" title="Mianserin">mianserin</a>, <a href="/wiki/Mirtazapine" title="Mirtazapine">mirtazapine</a>)</li> <li><a href="/wiki/Tricyclic_antidepressant" title="Tricyclic antidepressant">Tricyclic antidepressants</a> (e.g., <a href="/wiki/Amitriptyline" title="Amitriptyline">amitriptyline</a>, <a href="/wiki/Clomipramine" title="Clomipramine">clomipramine</a>, <a href="/wiki/Imipramine" title="Imipramine">imipramine</a>)</li> <li><a href="/wiki/Typical_antipsychotic" title="Typical antipsychotic">Typical antipsychotics</a> (e.g., <a href="/wiki/Acetophenazine" title="Acetophenazine">acetophenazine</a>, <a href="/wiki/Chlorpromazine" title="Chlorpromazine">chlorpromazine</a>, <a href="/wiki/Chlorprothixene" title="Chlorprothixene">chlorprothixene</a>, <a href="/wiki/Fluphenazine" title="Fluphenazine">fluphenazine</a>, <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>, <a href="/wiki/Pimozide" title="Pimozide">pimozide</a>)</li> <li><a href="/wiki/Vortioxetine" title="Vortioxetine">Vortioxetine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Unknown/unsorted: <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Lisuride" title="Lisuride">lisuride</a>, <a href="/wiki/Pergolide" title="Pergolide">pergolide</a>)</li> <li><a href="/wiki/Piperazine" title="Piperazine">Piperazines</a> (e.g., <a href="/wiki/Naphthylpiperazine" title="Naphthylpiperazine">naphthylpiperazine</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <ul><li>See also: <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></li> <li><a href="/wiki/Template:Adrenergic_receptor_modulators" title="Template:Adrenergic receptor modulators">Adrenergics</a></li> <li><a href="/wiki/Template:Dopamine_receptor_modulators" title="Template:Dopamine receptor modulators">Dopaminergics</a></li> <li><a href="/wiki/Template:Melatonin_receptor_modulators" title="Template:Melatonin receptor modulators">Melatonergics</a></li> <li><a href="/wiki/Template:Monoamine_reuptake_inhibitors" title="Template:Monoamine reuptake inhibitors">Monoamine reuptake inhibitors</a> and <a href="/wiki/Template:Monoamine_releasing_agents" title="Template:Monoamine releasing agents">releasing agents</a></li> <li><a href="/wiki/Template:Monoamine_metabolism_modulators" title="Template:Monoamine metabolism modulators">Monoamine metabolism modulators</a></li> <li><a href="/wiki/Template:Monoamine_neurotoxins" title="Template:Monoamine neurotoxins">Monoamine neurotoxins</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Monoamine_releasing_agents" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Monoamine_releasing_agents" title="Template:Monoamine releasing agents"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Monoamine_releasing_agents" title="Template talk:Monoamine releasing agents"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Monoamine_releasing_agents" title="Special:EditPage/Template:Monoamine releasing agents"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Monoamine_releasing_agents" style="font-size:114%;margin:0 4em"><a href="/wiki/Monoamine_releasing_agent" title="Monoamine releasing agent">Monoamine releasing agents</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Dopamine_releasing_agents" class="mw-redirect" title="Dopamine releasing agents"><abbr title="Dopamine releasing agents">DRAs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Dopamine releasing agents</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0;text-align: left;"><div style="padding:0 0.25em"> <ul><li>Morpholines: <a href="/wiki/Fenbutrazate" title="Fenbutrazate">Fenbutrazate</a></li> <li><a href="/wiki/Fenmetramide" title="Fenmetramide">Fenmetramide</a></li> <li><a href="/wiki/Morazone" title="Morazone">Morazone</a></li> <li><a href="/wiki/Morforex" title="Morforex">Morforex</a></li> <li><a href="/wiki/Phendimetrazine" title="Phendimetrazine">Phendimetrazine</a></li> <li><a href="/wiki/Phenmetrazine" title="Phenmetrazine">Phenmetrazine</a></li> <li><a href="/wiki/Pseudophenmetrazine" title="Pseudophenmetrazine">Pseudophenmetrazine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0;text-align: left;"><div style="padding:0 0.25em"> <ul><li>Oxazolines: <a href="/wiki/4-Methylaminorex" title="4-Methylaminorex">4-MAR</a></li> <li><a href="/wiki/Aminorex" title="Aminorex">Aminorex</a></li> <li><a href="/wiki/Clominorex" title="Clominorex">Clominorex</a></li> <li><a href="/wiki/Cyclazodone" title="Cyclazodone">Cyclazodone</a></li> <li><a href="/wiki/Fenozolone" title="Fenozolone">Fenozolone</a></li> <li><a href="/wiki/Fluminorex" title="Fluminorex">Fluminorex</a></li> <li><a href="/wiki/Pemoline" title="Pemoline">Pemoline</a></li> <li><a href="/wiki/Thozalinone" title="Thozalinone">Thozalinone</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0;text-align: left;"><div style="padding:0 0.25em"> <ul><li>Phenethylamines: <a href="/wiki/Phenylethanolamine" title="Phenylethanolamine">2-OH-PEA</a></li> <li><a href="/wiki/4-Chlorophenylisobutylamine" title="4-Chlorophenylisobutylamine">4-CAB</a></li> <li><a href="/wiki/4-Fluoroamphetamine" title="4-Fluoroamphetamine">4-FA</a></li> <li><a href="/wiki/4-Fluoromethamphetamine" title="4-Fluoromethamphetamine">4-FMA</a></li> <li><a href="/wiki/4-Methylamphetamine" title="4-Methylamphetamine">4-MA</a></li> <li><a href="/wiki/4-Methylmethamphetamine" class="mw-redirect" title="4-Methylmethamphetamine">4-MMA</a></li> <li><a href="/wiki/Alfetamine" title="Alfetamine">Alfetamine</a></li> <li><a href="/wiki/Amfecloral" title="Amfecloral">Amfecloral</a></li> <li><a href="/wiki/Amfepentorex" title="Amfepentorex">Amfepentorex</a></li> <li><a href="/wiki/Amfepramone" title="Amfepramone">Amfepramone</a></li> <li><a href="/wiki/Amphetamine" title="Amphetamine">Amphetamine</a> (<a href="/wiki/Dextroamphetamine" title="Dextroamphetamine">Dextroamphetamine</a></li> <li><a href="/wiki/Levoamphetamine" title="Levoamphetamine">Levoamphetamine</a>)</li> <li><a href="/wiki/Amphetaminil" class="mw-redirect" title="Amphetaminil">Amphetaminil</a></li> <li><a href="/wiki/%CE%92-Methylphenethylamine" title="Β-Methylphenethylamine">β-Me-PEA</a></li> <li><a href="/wiki/1,3-Benzodioxolylbutanamine" title="1,3-Benzodioxolylbutanamine">BDB</a></li> <li><a href="/wiki/BOH_(drug)" title="BOH (drug)">BOH</a></li> <li><a href="/wiki/Benzphetamine" title="Benzphetamine">Benzphetamine</a></li> <li><a href="/wiki/Buphedrone" title="Buphedrone">Buphedrone</a></li> <li><a href="/wiki/Butylone" title="Butylone">Butylone</a></li> <li><a href="/wiki/Cathine" title="Cathine">Cathine</a></li> <li><a href="/wiki/Cathinone" title="Cathinone">Cathinone</a></li> <li><a href="/wiki/Clobenzorex" title="Clobenzorex">Clobenzorex</a></li> <li><a href="/wiki/Clortermine" title="Clortermine">Clortermine</a></li> <li><a href="/wiki/D-Deprenyl" title="D-Deprenyl">D-Deprenyl</a></li> <li><a href="/wiki/Dimethoxyamphetamine" title="Dimethoxyamphetamine">DMA</a></li> <li><a href="/wiki/Dimethoxymethamphetamine" title="Dimethoxymethamphetamine">DMMA</a></li> <li><a href="/wiki/Dimethylamphetamine" title="Dimethylamphetamine">Dimethylamphetamine</a></li> <li><a href="/wiki/Ephedrine" title="Ephedrine">Ephedrine</a></li> <li><a href="/wiki/Ethcathinone" title="Ethcathinone">Ethcathinone</a></li> <li><a href="/wiki/1,3-Benzodioxolyl-N-ethylbutanamine" title="1,3-Benzodioxolyl-N-ethylbutanamine">EBDB</a></li> <li><a href="/wiki/Ethylone" title="Ethylone">Ethylone</a></li> <li><a href="/wiki/Etilamfetamine" title="Etilamfetamine">Etilamfetamine</a></li> <li><a href="/wiki/Famprofazone" title="Famprofazone">Famprofazone</a></li> <li><a href="/wiki/Fenethylline" title="Fenethylline">Fenethylline</a></li> <li><a href="/wiki/Fenproporex" title="Fenproporex">Fenproporex</a></li> <li><a href="/wiki/Flephedrone" title="Flephedrone">Flephedrone</a></li> <li><a href="/wiki/Fludorex" title="Fludorex">Fludorex</a></li> <li><a href="/wiki/Furfenorex" title="Furfenorex">Furfenorex</a></li> <li><a href="/wiki/Hordenine" title="Hordenine">Hordenine</a></li> <li><a href="/wiki/4-Hydroxyamphetamine" title="4-Hydroxyamphetamine">4-Hydroxyamphetamine</a></li> <li><a href="/wiki/Iofetamine_(123I)" title="Iofetamine (123I)">Iofetamine (123I)</a></li> <li><a href="/wiki/Lisdexamfetamine" title="Lisdexamfetamine">Lisdexamfetamine</a></li> <li><a href="/wiki/Lophophine" title="Lophophine">Lophophine</a></li> <li><a href="/wiki/Mefenorex" title="Mefenorex">Mefenorex</a></li> <li><a href="/wiki/Mephedrone" title="Mephedrone">Mephedrone</a></li> <li><a href="/wiki/Metamfepramone" title="Metamfepramone">Metamfepramone</a></li> <li><a href="/wiki/Methamphetamine" title="Methamphetamine">Methamphetamine</a> <ul><li><a href="/wiki/Dextromethamphetamine" class="mw-redirect" title="Dextromethamphetamine">Dextromethamphetamine</a></li> <li><a href="/wiki/Levomethamphetamine" class="mw-redirect" title="Levomethamphetamine">Levomethamphetamine</a></li></ul></li> <li><a href="/wiki/Methcathinone" title="Methcathinone">Methcathinone</a></li> <li><a href="/wiki/Methedrone" title="Methedrone">Methedrone</a></li> <li><a href="/wiki/MMDA_(drug)" title="MMDA (drug)">MMDA</a></li> <li><a href="/wiki/MMDMA" title="MMDMA">MMDMA</a></li> <li><a href="/wiki/1,3-Benzodioxolyl-N-methylbutanamine" class="mw-redirect" title="1,3-Benzodioxolyl-N-methylbutanamine">MBDB</a></li> <li><a href="/wiki/3,4-Methylenedioxyamphetamine" title="3,4-Methylenedioxyamphetamine">MDA (tenamfetamine)</a></li> <li><a href="/wiki/Methylenedioxyethylamphetamine" class="mw-redirect" title="Methylenedioxyethylamphetamine">MDEA</a></li> <li><a href="/wiki/MDMA" title="MDMA">MDMA (midomafetamine)</a></li> <li><a href="/wiki/Methylenedioxymethylphenethylamine" class="mw-redirect" title="Methylenedioxymethylphenethylamine">MDMPEA</a></li> <li><a href="/wiki/Methylenedioxyhydroxyamphetamine" class="mw-redirect" title="Methylenedioxyhydroxyamphetamine">MDOH</a></li> <li><a href="/wiki/Methylenedioxyphenethylamine" class="mw-redirect" title="Methylenedioxyphenethylamine">MDPEA</a></li> <li><a href="/wiki/Methylone" title="Methylone">Methylone</a></li> <li><a href="/wiki/Morforex" title="Morforex">Morforex</a></li> <li><a href="/wiki/Ortetamine" title="Ortetamine">Ortetamine</a></li> <li><a href="/wiki/Para-Bromoamphetamine" title="Para-Bromoamphetamine">pBA</a></li> <li><a href="/wiki/Para-Chloroamphetamine" title="Para-Chloroamphetamine">pCA</a></li> <li><a href="/wiki/Para-Iodoamphetamine" title="Para-Iodoamphetamine">pIA</a></li> <li><a href="/wiki/Pholedrine" title="Pholedrine">Pholedrine</a></li> <li><a href="/wiki/Phenethylamine" title="Phenethylamine">Phenethylamine</a></li> <li><a href="/wiki/Pholedrine" title="Pholedrine">Pholedrine</a></li> <li><a href="/wiki/Phenpromethamine" title="Phenpromethamine">Phenpromethamine</a></li> <li><a href="/wiki/Prenylamine" title="Prenylamine">Prenylamine</a></li> <li><a href="/wiki/Propylamphetamine" title="Propylamphetamine">Propylamphetamine</a></li> <li><a href="/wiki/Pseudoephedrine" title="Pseudoephedrine">Pseudoephedrine</a></li> <li><a href="/wiki/Tiflorex" title="Tiflorex">Tiflorex</a></li> <li><a href="/wiki/Tyramine" title="Tyramine">Tyramine</a></li> <li><a href="/wiki/Xylopropamine" title="Xylopropamine">Xylopropamine</a></li> <li><a href="/wiki/Zylofuramine" title="Zylofuramine">Zylofuramine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0;text-align: left;"><div style="padding:0 0.25em"> <ul><li>Piperazines: <a href="/wiki/2C-B-BZP" title="2C-B-BZP">2C-B-BZP</a></li> <li><a href="/wiki/Benzylpiperazine" title="Benzylpiperazine">BZP</a></li> <li><a href="/wiki/Methylbenzylpiperazine" title="Methylbenzylpiperazine">MBZP</a></li> <li><a href="/wiki/Methylenedioxybenzylpiperazine" title="Methylenedioxybenzylpiperazine">MDBZP</a></li> <li><a href="/wiki/Para-Methoxyphenylpiperazine" title="Para-Methoxyphenylpiperazine">MeOPP</a></li> <li><a href="/wiki/Ortho-Methylphenylpiperazine" title="Ortho-Methylphenylpiperazine">oMPP</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0;text-align: left;"><div style="padding:0 0.25em"> <ul><li>Others: <a href="/wiki/2-Amino-1,2-dihydronaphthalene" title="2-Amino-1,2-dihydronaphthalene">2-ADN</a></li> <li><a href="/wiki/2-Aminoindane" title="2-Aminoindane">2-AI</a></li> <li><a href="/wiki/2-Aminotetralin" title="2-Aminotetralin">2-AT</a></li> <li><a href="/wiki/4-Benzylpiperidine" title="4-Benzylpiperidine">4-BP</a></li> <li><a href="/wiki/5-APDI" title="5-APDI">5-APDI</a></li> <li><a href="/wiki/5-IAI" title="5-IAI">5-IAI</a></li> <li><a href="/wiki/Amineptine" title="Amineptine">Amineptine</a></li> <li><a href="/wiki/Clofenciclan" title="Clofenciclan">Clofenciclan</a></li> <li><a href="/wiki/Cyclopentamine" title="Cyclopentamine">Cyclopentamine</a></li> <li><a href="/wiki/Cypenamine" title="Cypenamine">Cypenamine</a></li> <li><a href="/wiki/Cyprodenate" title="Cyprodenate">Cyprodenate</a></li> <li><a href="/wiki/Feprosidnine" title="Feprosidnine">Feprosidnine</a></li> <li><a href="/wiki/Gilutensin" class="mw-redirect" title="Gilutensin">Gilutensin</a></li> <li><a href="/wiki/Heptaminol" title="Heptaminol">Heptaminol</a></li> <li><a href="/wiki/Hexacyclonate" title="Hexacyclonate">Hexacyclonate</a></li> <li><a href="/wiki/Indanorex" title="Indanorex">Indanorex</a></li> <li><a href="/wiki/Isometheptene" title="Isometheptene">Isometheptene</a></li> <li><a href="/wiki/Methylhexanamine" title="Methylhexanamine">Methylhexanamine</a></li> <li><a href="/wiki/Naphthylaminopropane" title="Naphthylaminopropane">Naphthylaminopropane</a></li> <li><a href="/wiki/Octodrine" title="Octodrine">Octodrine</a></li> <li><a href="/wiki/Phthalimidopropiophenone" title="Phthalimidopropiophenone">Phthalimidopropiophenone</a></li> <li><a href="/wiki/Phenylbiguanide" title="Phenylbiguanide">Phenylbiguanide</a></li> <li><a href="/wiki/Propylhexedrine" title="Propylhexedrine">Propylhexedrine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Norepinephrine_releasing_agents" class="mw-redirect" title="Norepinephrine releasing agents"><abbr title="Norepinephrine releasing agents">NRAs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Norepinephrine releasing agents</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0;text-align: left;"><div style="padding:0 0.25em"> <ul><li>Morpholines: <a href="/wiki/Fenbutrazate" title="Fenbutrazate">Fenbutrazate</a></li> <li><a href="/wiki/Fenmetramide" title="Fenmetramide">Fenmetramide</a></li> <li><a href="/wiki/Morazone" title="Morazone">Morazone</a></li> <li><a href="/wiki/Morforex" title="Morforex">Morforex</a></li> <li><a href="/wiki/Phendimetrazine" title="Phendimetrazine">Phendimetrazine</a></li> <li><a href="/wiki/Phenmetrazine" title="Phenmetrazine">Phenmetrazine</a></li> <li><a href="/wiki/Pseudophenmetrazine" title="Pseudophenmetrazine">Pseudophenmetrazine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0;text-align: left;"><div style="padding:0 0.25em"> <ul><li>Oxazolines: <a href="/wiki/4-Methylaminorex" title="4-Methylaminorex">4-MAR</a></li> <li><a href="/wiki/Aminorex" title="Aminorex">Aminorex</a></li> <li><a href="/wiki/Clominorex" title="Clominorex">Clominorex</a></li> <li><a href="/wiki/Cyclazodone" title="Cyclazodone">Cyclazodone</a></li> <li><a href="/wiki/Fenozolone" title="Fenozolone">Fenozolone</a></li> <li><a href="/wiki/Fluminorex" title="Fluminorex">Fluminorex</a></li> <li><a href="/wiki/Pemoline" title="Pemoline">Pemoline</a></li> <li><a href="/wiki/Thozalinone" title="Thozalinone">Thozalinone</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0;text-align: left;"><div style="padding:0 0.25em"> <ul><li>Phenethylamines: <a href="/wiki/Phenylethanolamine" title="Phenylethanolamine">2-OH-PEA</a></li> <li><a href="/wiki/4-Chlorophenylisobutylamine" title="4-Chlorophenylisobutylamine">4-CAB</a></li> <li><a href="/wiki/4-Fluoroamphetamine" title="4-Fluoroamphetamine">4-FA</a></li> <li><a href="/wiki/4-Fluoromethamphetamine" title="4-Fluoromethamphetamine">4-FMA</a></li> <li><a href="/wiki/4-Methylamphetamine" title="4-Methylamphetamine">4-MA</a></li> <li><a href="/wiki/4-Methylmethamphetamine" class="mw-redirect" title="4-Methylmethamphetamine">4-MMA</a></li> <li><a href="/wiki/Alfetamine" title="Alfetamine">Alfetamine</a></li> <li><a href="/wiki/Amfecloral" title="Amfecloral">Amfecloral</a></li> <li><a href="/wiki/Amfepentorex" title="Amfepentorex">Amfepentorex</a></li> <li><a href="/wiki/Amfepramone" title="Amfepramone">Amfepramone</a></li> <li><a href="/wiki/Amphetamine" title="Amphetamine">Amphetamine</a> <ul><li><a href="/wiki/Dextroamphetamine" title="Dextroamphetamine">Dextroamphetamine</a></li> <li><a href="/wiki/Levoamphetamine" title="Levoamphetamine">Levoamphetamine</a></li></ul></li> <li><a href="/wiki/Amphetaminil" class="mw-redirect" title="Amphetaminil">Amphetaminil</a></li> <li><a href="/wiki/%CE%92-Methylphenethylamine" title="Β-Methylphenethylamine">β-Me-PEA</a></li> <li><a href="/wiki/1,3-Benzodioxolylbutanamine" title="1,3-Benzodioxolylbutanamine">BDB</a></li> <li><a href="/wiki/Benzphetamine" title="Benzphetamine">Benzphetamine</a></li> <li><a href="/wiki/BOH_(drug)" title="BOH (drug)">BOH</a></li> <li><a href="/wiki/Buphedrone" title="Buphedrone">Buphedrone</a></li> <li><a href="/wiki/Butylone" title="Butylone">Butylone</a></li> <li><a href="/wiki/Cathine" title="Cathine">Cathine</a></li> <li><a href="/wiki/Cathinone" title="Cathinone">Cathinone</a></li> <li><a href="/wiki/Clobenzorex" title="Clobenzorex">Clobenzorex</a></li> <li><a href="/wiki/Clortermine" title="Clortermine">Clortermine</a></li> <li><a href="/wiki/Dimethylamphetamine" title="Dimethylamphetamine">Dimethylamphetamine</a></li> <li><a href="/wiki/Dimethoxyamphetamine" title="Dimethoxyamphetamine">DMA</a></li> <li><a href="/wiki/Dimethoxymethamphetamine" title="Dimethoxymethamphetamine">DMMA</a></li> <li><a href="/wiki/1,3-Benzodioxolyl-N-ethylbutanamine" title="1,3-Benzodioxolyl-N-ethylbutanamine">EBDB</a></li> <li><a href="/wiki/Ephedrine" title="Ephedrine">Ephedrine</a></li> <li><a href="/wiki/Ethcathinone" title="Ethcathinone">Ethcathinone</a></li> <li><a href="/wiki/Ethylone" title="Ethylone">Ethylone</a></li> <li><a href="/wiki/Etilamfetamine" title="Etilamfetamine">Etilamfetamine</a></li> <li><a href="/wiki/Famprofazone" title="Famprofazone">Famprofazone</a></li> <li><a href="/wiki/Fenethylline" title="Fenethylline">Fenethylline</a></li> <li><a href="/wiki/Fenproporex" title="Fenproporex">Fenproporex</a></li> <li><a href="/wiki/Flephedrone" title="Flephedrone">Flephedrone</a></li> <li><a href="/wiki/Fludorex" title="Fludorex">Fludorex</a></li> <li><a href="/wiki/Furfenorex" title="Furfenorex">Furfenorex</a></li> <li><a href="/wiki/Hordenine" title="Hordenine">Hordenine</a></li> <li><a href="/wiki/4-Hydroxyamphetamine" title="4-Hydroxyamphetamine">4-Hydroxyamphetamine</a></li> <li><a href="/wiki/5-APDI" title="5-APDI">5-APDI</a> (IAP)</li> <li><a href="/wiki/Iofetamine_(123I)" title="Iofetamine (123I)">Iofetamine (123I)</a></li> <li><a href="/wiki/Lisdexamfetamine" title="Lisdexamfetamine">Lisdexamfetamine</a></li> <li><a href="/wiki/Lophophine" title="Lophophine">Lophophine</a></li> <li><a href="/wiki/1,3-Benzodioxolyl-N-methylbutanamine" class="mw-redirect" title="1,3-Benzodioxolyl-N-methylbutanamine">MBDB</a></li> <li><a href="/wiki/3,4-Methylenedioxyamphetamine" title="3,4-Methylenedioxyamphetamine">MDA (tenamfetamine)</a></li> <li><a href="/wiki/Methylenedioxyethylamphetamine" class="mw-redirect" title="Methylenedioxyethylamphetamine">MDEA</a></li> <li><a href="/wiki/MDMA" title="MDMA">MDMA (midomafetamine)</a></li> <li><a href="/wiki/Metamfepramone" title="Metamfepramone">Metamfepramone</a></li> <li><a href="/wiki/Methylenedioxymethylphenethylamine" class="mw-redirect" title="Methylenedioxymethylphenethylamine">MDMPEA</a></li> <li><a href="/wiki/Methylenedioxyhydroxyamphetamine" class="mw-redirect" title="Methylenedioxyhydroxyamphetamine">MDOH</a></li> <li><a href="/wiki/Methylenedioxyphenethylamine" class="mw-redirect" title="Methylenedioxyphenethylamine">MDPEA</a></li> <li><a href="/wiki/Mefenorex" title="Mefenorex">Mefenorex</a></li> <li><a href="/wiki/Mephedrone" title="Mephedrone">Mephedrone</a></li> <li><a href="/wiki/Mephentermine" title="Mephentermine">Mephentermine</a></li> <li><a href="/wiki/Methamphetamine" title="Methamphetamine">Methamphetamine</a> <ul><li><a href="/wiki/Dextromethamphetamine" class="mw-redirect" title="Dextromethamphetamine">Dextromethamphetamine</a></li> <li><a href="/wiki/Levomethamphetamine" class="mw-redirect" title="Levomethamphetamine">Levomethamphetamine</a></li></ul></li> <li><a href="/wiki/Methcathinone" title="Methcathinone">Methcathinone</a></li> <li><a href="/wiki/Methedrone" title="Methedrone">Methedrone</a></li> <li><a href="/wiki/Methylone" title="Methylone">Methylone</a></li> <li><a href="/wiki/Morforex" title="Morforex">Morforex</a></li> <li><a href="/wiki/Naphthylaminopropane" title="Naphthylaminopropane">Naphthylaminopropane</a></li> <li><a href="/wiki/Ortetamine" title="Ortetamine">Ortetamine</a></li> <li><a href="/wiki/Para-Bromoamphetamine" title="Para-Bromoamphetamine">pBA</a></li> <li><a href="/wiki/Para-Chloroamphetamine" title="Para-Chloroamphetamine">pCA</a></li> <li><a href="/wiki/Pentorex" title="Pentorex">Pentorex</a></li> <li><a href="/wiki/Phenethylamine" title="Phenethylamine">Phenethylamine</a></li> <li><a href="/wiki/Pholedrine" title="Pholedrine">Pholedrine</a></li> <li><a href="/wiki/Phenpromethamine" title="Phenpromethamine">Phenpromethamine</a></li> <li><a href="/wiki/Phentermine" title="Phentermine">Phentermine</a></li> <li><a href="/wiki/Phenylpropanolamine" title="Phenylpropanolamine">Phenylpropanolamine</a></li> <li><a href="/wiki/Para-Iodoamphetamine" title="Para-Iodoamphetamine">pIA</a></li> <li><a href="/wiki/Prenylamine" title="Prenylamine">Prenylamine</a></li> <li><a href="/wiki/Propylamphetamine" title="Propylamphetamine">Propylamphetamine</a></li> <li><a href="/wiki/Pseudoephedrine" title="Pseudoephedrine">Pseudoephedrine</a></li> <li><a href="/wiki/Selegiline" title="Selegiline">Selegiline</a> (also <a href="/wiki/D-Deprenyl" title="D-Deprenyl">D-Deprenyl</a>)</li> <li><a href="/wiki/Tiflorex" title="Tiflorex">Tiflorex</a></li> <li><a href="/wiki/Tyramine" title="Tyramine">Tyramine</a></li> <li><a href="/wiki/Xylopropamine" title="Xylopropamine">Xylopropamine</a></li> <li><a href="/wiki/Zylofuramine" title="Zylofuramine">Zylofuramine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0;text-align: left;"><div style="padding:0 0.25em"> <ul><li>Piperazines: <a href="/wiki/2C-B-BZP" title="2C-B-BZP">2C-B-BZP</a></li> <li><a href="/wiki/Benzylpiperazine" title="Benzylpiperazine">BZP</a></li> <li><a href="/wiki/Methylbenzylpiperazine" title="Methylbenzylpiperazine">MBZP</a></li> <li><a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a></li> <li><a href="/wiki/Methylenedioxybenzylpiperazine" title="Methylenedioxybenzylpiperazine">MDBZP</a></li> <li><a href="/wiki/Para-Methoxyphenylpiperazine" title="Para-Methoxyphenylpiperazine">MeOPP</a></li> <li><a href="/wiki/Ortho-Methylphenylpiperazine" title="Ortho-Methylphenylpiperazine">oMPP</a></li> <li><a href="/wiki/Para-Fluorophenylpiperazine" title="Para-Fluorophenylpiperazine">pFPP</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0;text-align: left;"><div style="padding:0 0.25em"> <ul><li>Others: <a href="/wiki/2-Amino-1,2-dihydronaphthalene" title="2-Amino-1,2-dihydronaphthalene">2-ADN</a></li> <li><a href="/wiki/2-Aminoindane" title="2-Aminoindane">2-AI</a></li> <li><a href="/wiki/2-Aminotetralin" title="2-Aminotetralin">2-AT</a></li> <li><a href="/wiki/2-Benzylpiperidine" title="2-Benzylpiperidine">2-BP</a></li> <li><a href="/wiki/4-Benzylpiperidine" title="4-Benzylpiperidine">4-BP</a></li> <li><a href="/wiki/5-IAI" title="5-IAI">5-IAI</a></li> <li><a href="/wiki/Clofenciclan" title="Clofenciclan">Clofenciclan</a></li> <li><a href="/wiki/Cyclopentamine" title="Cyclopentamine">Cyclopentamine</a></li> <li><a href="/wiki/Cypenamine" title="Cypenamine">Cypenamine</a></li> <li><a href="/wiki/Cyprodenate" title="Cyprodenate">Cyprodenate</a></li> <li><a href="/wiki/Feprosidnine" title="Feprosidnine">Feprosidnine</a></li> <li><a href="/wiki/Gilutensin" class="mw-redirect" title="Gilutensin">Gilutensin</a></li> <li><a href="/wiki/Heptaminol" title="Heptaminol">Heptaminol</a></li> <li><a href="/wiki/Hexacyclonate" title="Hexacyclonate">Hexacyclonate</a></li> <li><a href="/wiki/Indanorex" title="Indanorex">Indanorex</a></li> <li><a href="/wiki/Isometheptene" title="Isometheptene">Isometheptene</a></li> <li><a href="/wiki/Methylhexanamine" title="Methylhexanamine">Methylhexanamine</a></li> <li><a href="/wiki/Octodrine" title="Octodrine">Octodrine</a></li> <li><a href="/wiki/Phthalimidopropiophenone" title="Phthalimidopropiophenone">Phthalimidopropiophenone</a></li> <li><a href="/wiki/Propylhexedrine" title="Propylhexedrine">Propylhexedrine</a></li> <li><a href="/wiki/Tuaminoheptane" title="Tuaminoheptane">Tuaminoheptane</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Serotonin_releasing_agents" class="mw-redirect" title="Serotonin releasing agents"><abbr title="Serotonin releasing agents">SRAs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Serotonin releasing agents</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Aminoindanes: <a href="/wiki/5-IAI" title="5-IAI">5-IAI</a></li> <li><a href="/wiki/1-Aminomethyl-5-methoxyindane" title="1-Aminomethyl-5-methoxyindane">AMMI</a></li> <li><a href="/wiki/Ethyltrifluoromethylaminoindane" title="Ethyltrifluoromethylaminoindane">ETAI</a></li> <li><a href="/wiki/MDAI" title="MDAI">MDAI</a></li> <li><a href="/wiki/MDMAI" title="MDMAI">MDMAI</a></li> <li><a href="/wiki/MMAI" title="MMAI">MMAI</a></li> <li><a href="/wiki/Trifluoromethylaminoindane" title="Trifluoromethylaminoindane">TAI</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Aminotetralins: <a href="/wiki/6-CAT" title="6-CAT">6-CAT</a></li> <li><a href="/wiki/8-OH-DPAT" title="8-OH-DPAT">8-OH-DPAT</a></li> <li><a href="/wiki/MDAT" title="MDAT">MDAT</a></li> <li><a href="/wiki/MDMAT" title="MDMAT">MDMAT</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Oxazolines: <a href="/wiki/4-Methylaminorex" title="4-Methylaminorex">4-Methylaminorex</a></li> <li><a href="/wiki/Aminorex" title="Aminorex">Aminorex</a></li> <li><a href="/wiki/Clominorex" title="Clominorex">Clominorex</a></li> <li><a href="/wiki/Fluminorex" title="Fluminorex">Fluminorex</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Phenethylamines: <a href="/wiki/2-Methyl-MDA" title="2-Methyl-MDA">2-Methyl-MDA</a></li> <li><a href="/wiki/4-Chlorophenylisobutylamine" title="4-Chlorophenylisobutylamine">4-CAB</a></li> <li><a href="/wiki/4-Fluoroamphetamine" title="4-Fluoroamphetamine">4-FA</a></li> <li><a href="/wiki/4-Fluoromethamphetamine" title="4-Fluoromethamphetamine">4-FMA</a></li> <li><a href="/wiki/4-Hydroxyamphetamine" title="4-Hydroxyamphetamine">4-HA</a></li> <li><a href="/wiki/4-Methylthioamphetamine" title="4-Methylthioamphetamine">4-MTA</a></li> <li><a href="/wiki/5-APDB" title="5-APDB">5-APDB</a></li> <li><a href="/wiki/5-Methyl-MDA" title="5-Methyl-MDA">5-Methyl-MDA</a></li> <li><a href="/wiki/6-APDB" title="6-APDB">6-APDB</a></li> <li><a href="/wiki/6-Methyl-MDA" title="6-Methyl-MDA">6-Methyl-MDA</a></li> <li><a href="/wiki/3-Methoxy-4-methyl-%CE%B1-ethylphenethylamine" class="mw-redirect" title="3-Methoxy-4-methyl-α-ethylphenethylamine">AEMMA</a></li> <li><a href="/wiki/Amiflamine" title="Amiflamine">Amiflamine</a></li> <li><a href="/wiki/Benzodioxolylbutanamine" class="mw-redirect" title="Benzodioxolylbutanamine">BDB</a></li> <li><a href="/wiki/BOH_(drug)" title="BOH (drug)">BOH</a></li> <li><a href="/wiki/4-Bromomethcathinone" title="4-Bromomethcathinone">Brephedrone</a></li> <li><a href="/wiki/Butylone" title="Butylone">Butylone</a></li> <li><a href="/wiki/Chlorphentermine" title="Chlorphentermine">Chlorphentermine</a></li> <li><a href="/wiki/Cloforex" title="Cloforex">Cloforex</a></li> <li><a href="/wiki/Amfepramone" title="Amfepramone">Amfepramone</a></li> <li><a href="/wiki/Metamfepramone" title="Metamfepramone">Metamfepramone</a></li> <li><a href="/wiki/3,4-Dichloroamphetamine" title="3,4-Dichloroamphetamine">DCA</a></li> <li><a href="/wiki/Dexfenfluramine" title="Dexfenfluramine">Dexfenfluramine</a></li> <li><a href="/wiki/DFMDA" title="DFMDA">DFMDA</a></li> <li><a href="/wiki/Dimethoxyamphetamine" title="Dimethoxyamphetamine">DMA</a></li> <li><a href="/wiki/Dimethoxymethamphetamine" title="Dimethoxymethamphetamine">DMMA</a></li> <li><a href="/wiki/Ethylbenzodioxolylbutanamine" class="mw-redirect" title="Ethylbenzodioxolylbutanamine">EBDB</a></li> <li><a href="/wiki/EDMA" title="EDMA">EDMA</a></li> <li><a href="/wiki/Ethylone" title="Ethylone">Ethylone</a></li> <li><a href="/wiki/Etolorex" title="Etolorex">Etolorex</a></li> <li><a href="/wiki/Fenfluramine" title="Fenfluramine">Fenfluramine</a></li> <li><a href="/wiki/Flephedrone" title="Flephedrone">Flephedrone</a></li> <li><a href="/wiki/Flucetorex" title="Flucetorex">Flucetorex</a></li> <li><a href="/wiki/Indanylaminopropane" class="mw-redirect" title="Indanylaminopropane">IAP</a></li> <li><a href="/wiki/Iofetamine" class="mw-redirect" title="Iofetamine">Iofetamine</a></li> <li><a href="/wiki/Levofenfluramine" title="Levofenfluramine">Levofenfluramine</a></li> <li><a href="/wiki/Lophophine" title="Lophophine">Lophophine</a></li> <li><a href="/wiki/Methylbenzodioxolylbutanamine" class="mw-redirect" title="Methylbenzodioxolylbutanamine">MBDB</a></li> <li><a href="/wiki/3,4-Methylenedioxyamphetamine" title="3,4-Methylenedioxyamphetamine">MDA (tenamfetamine)</a></li> <li><a href="/wiki/Methylenedioxyethylamphetamine" class="mw-redirect" title="Methylenedioxyethylamphetamine">MDEA</a></li> <li><a href="/wiki/Methylenedioxyhydroxymethamphetamine" class="mw-redirect" title="Methylenedioxyhydroxymethamphetamine">MDHMA</a></li> <li><a href="/wiki/MDMA" title="MDMA">MDMA (midomafetamine)</a></li> <li><a href="/wiki/Methylenedioxymethylphenethylamine" class="mw-redirect" title="Methylenedioxymethylphenethylamine">MDMPEA</a></li> <li><a href="/wiki/Methylenedioxyhydroxyamphetamine" class="mw-redirect" title="Methylenedioxyhydroxyamphetamine">MDOH</a></li> <li><a href="/wiki/Methylenedioxyphenethylamine" class="mw-redirect" title="Methylenedioxyphenethylamine">MDPEA</a></li> <li><a href="/wiki/Mephedrone" title="Mephedrone">Mephedrone</a></li> <li><a href="/wiki/Methedrone" title="Methedrone">Methedrone</a></li> <li><a href="/wiki/Methylone" title="Methylone">Methylone</a></li> <li><a href="/wiki/3-Methoxy-4-methylamphetamine" title="3-Methoxy-4-methylamphetamine">MMA</a></li> <li><a href="/wiki/MMDA_(drug)" title="MMDA (drug)">MMDA</a></li> <li><a href="/wiki/MMDMA" title="MMDMA">MMDMA</a></li> <li><a href="/wiki/3-Methoxy-4-methylmethamphetamine" class="mw-redirect" title="3-Methoxy-4-methylmethamphetamine">MMMA</a></li> <li><a href="/wiki/Naphthylaminopropane" title="Naphthylaminopropane">NAP</a></li> <li><a href="/wiki/Norfenfluramine" title="Norfenfluramine">Norfenfluramine</a></li> <li><a href="/wiki/4-Trifluoromethylamphetamine" class="mw-redirect" title="4-Trifluoromethylamphetamine">4-TFMA</a></li> <li><a href="/wiki/Para-Bromoamphetamine" title="Para-Bromoamphetamine">pBA</a></li> <li><a href="/wiki/Para-Chloroamphetamine" title="Para-Chloroamphetamine">pCA</a></li> <li><a href="/wiki/Para-Iodoamphetamine" title="Para-Iodoamphetamine">pIA</a></li> <li><a href="/wiki/Para-Methoxyamphetamine" title="Para-Methoxyamphetamine">PMA</a></li> <li><a href="/wiki/Para-Methoxyethylamphetamine" class="mw-redirect" title="Para-Methoxyethylamphetamine">PMEA</a></li> <li><a href="/wiki/Para-Methoxymethamphetamine" class="mw-redirect" title="Para-Methoxymethamphetamine">PMMA</a></li> <li><a href="/wiki/Tetralinylaminopropane" class="mw-redirect" title="Tetralinylaminopropane">TAP</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Piperazines: <a href="/wiki/2C-B-BZP" title="2C-B-BZP">2C-B-BZP</a></li> <li><a href="/w/index.php?title=3-Methoxyphenylpiperazine&action=edit&redlink=1" class="new" title="3-Methoxyphenylpiperazine (page does not exist)">3-MeOPP</a></li> <li><a href="/wiki/Benzylpiperazine" title="Benzylpiperazine">BZP</a></li> <li><a href="/wiki/3,4-Dichlorophenylpiperazine" class="mw-redirect" title="3,4-Dichlorophenylpiperazine">DCPP</a></li> <li><a href="/wiki/Methylbenzylpiperazine" title="Methylbenzylpiperazine">MBZP</a></li> <li><a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a></li> <li><a href="/wiki/Methylenedioxybenzylpiperazine" title="Methylenedioxybenzylpiperazine">MDBZP</a></li> <li><a href="/wiki/Para-Methoxyphenylpiperazine" title="Para-Methoxyphenylpiperazine">MeOPP</a></li> <li><a href="/wiki/Mepiprazole" title="Mepiprazole">Mepiprazole</a></li> <li><a href="/wiki/Ortho-Methylphenylpiperazine" title="Ortho-Methylphenylpiperazine">oMPP</a></li> <li><a href="/wiki/Para-Chlorophenylpiperazine" title="Para-Chlorophenylpiperazine">pCPP</a></li> <li><a href="/wiki/Para-Fluorophenylpiperazine" title="Para-Fluorophenylpiperazine">pFPP</a></li> <li><a href="/wiki/1-(4-Trifluoromethyl-phenyl)-piperazine" class="mw-redirect" title="1-(4-Trifluoromethyl-phenyl)-piperazine">pTFMPP</a></li> <li><a href="/wiki/Trifluoromethylphenylpiperazine" title="Trifluoromethylphenylpiperazine">TFMPP</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Tryptamines: <a href="/wiki/4-Methyl-AET" class="mw-redirect" title="4-Methyl-AET">4-Methyl-αET</a></li> <li><a href="/wiki/4-Methyl-AMT" class="mw-redirect" title="4-Methyl-AMT">4-Methyl-αMT</a></li> <li><a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a></li> <li><a href="/wiki/5-MeO-AET" title="5-MeO-AET">5-MeO-αET</a></li> <li><a href="/wiki/5-MeO-AMT" class="mw-redirect" title="5-MeO-AMT">5-MeO-αMT</a></li> <li><a href="/wiki/5-Methoxytryptamine" title="5-Methoxytryptamine">5-MT</a></li> <li><a href="/wiki/Alpha-Ethyltryptamine" class="mw-redirect" title="Alpha-Ethyltryptamine">αET</a></li> <li><a href="/wiki/Alpha-Methyltryptamine" class="mw-redirect" title="Alpha-Methyltryptamine">αMT</a></li> <li><a href="/wiki/Dimethyltryptamine" class="mw-redirect" title="Dimethyltryptamine">DMT</a></li> <li><a href="/wiki/Tryptamine" title="Tryptamine">Tryptamine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Others: <a href="/wiki/Indeloxazine" title="Indeloxazine">Indeloxazine</a></li> <li><a href="/wiki/Viqualine" title="Viqualine">Viqualine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>DAT modulators: Agonist-like: <a href="/wiki/SoRI-9804" title="SoRI-9804">SoRI-9804</a></li> <li><a href="/w/index.php?title=SoRI-20040&action=edit&redlink=1" class="new" title="SoRI-20040 (page does not exist)">SoRI-20040</a>; Antagonist-like: <a href="/wiki/SoRI-20041" title="SoRI-20041">SoRI-20041</a></li></ul> <ul><li>Adrenergic release blockers: <a href="/wiki/Bethanidine" title="Bethanidine">Bethanidine</a></li> <li><a href="/wiki/Bretylium" title="Bretylium">Bretylium</a></li> <li><a href="/wiki/Guanadrel" title="Guanadrel">Guanadrel</a></li> <li><a href="/wiki/Guanazodine" title="Guanazodine">Guanazodine</a></li> <li><a href="/wiki/Guanethidine" title="Guanethidine">Guanethidine</a></li> <li><a href="/wiki/Guanoxan" title="Guanoxan">Guanoxan</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div>See also: <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a> • <a href="/wiki/Template:Monoamine_reuptake_inhibitors" title="Template:Monoamine reuptake inhibitors">Monoamine reuptake inhibitors</a> • <a href="/wiki/Template:Adrenergics" class="mw-redirect" title="Template:Adrenergics">Adrenergics</a> • <a href="/wiki/Template:Dopaminergics" class="mw-redirect" title="Template:Dopaminergics">Dopaminergics</a> • <a href="/wiki/Template:Serotonergics" class="mw-redirect" title="Template:Serotonergics">Serotonergics</a> • <a href="/wiki/Template:Monoamine_metabolism_modulators" title="Template:Monoamine metabolism modulators">Monoamine metabolism modulators</a> • <a href="/wiki/Template:Monoamine_neurotoxins" title="Template:Monoamine neurotoxins">Monoamine neurotoxins</a></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Sigma_receptor_modulators" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Sigma_receptor_modulators" title="Template:Sigma receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Sigma_receptor_modulators" title="Template talk:Sigma receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Sigma_receptor_modulators" title="Special:EditPage/Template:Sigma receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Sigma_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Sigma_receptor" title="Sigma receptor">Sigma receptor</a> <a href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Sigma-1_receptor" title="Sigma-1 receptor">σ1</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/3-PPP" title="3-PPP">3-PPP</a></li> <li><a href="/wiki/4-PPBP" title="4-PPBP">4-PPBP</a></li> <li><a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">5-MeO-DMT</a></li> <li><a href="/wiki/Alazocine" title="Alazocine">Alazocine (SKF-10047)</a></li> <li><a href="/wiki/Amantadine" title="Amantadine">Amantadine</a></li> <li><a href="/wiki/Arketamine" title="Arketamine">Arketamine</a></li> <li><a href="/w/index.php?title=BD-737&action=edit&redlink=1" class="new" title="BD-737 (page does not exist)">BD-737</a></li> <li><a href="/wiki/BD-1052" class="mw-redirect" title="BD-1052">BD-1052</a></li> <li><a href="/wiki/Blarcamesine" title="Blarcamesine">Blarcamesine</a></li> <li><a href="/wiki/Captodiame" title="Captodiame">Captodiame</a></li> <li><a href="/wiki/Citalopram" title="Citalopram">Citalopram</a></li> <li><a href="/wiki/Calcitonin_gene-related_peptide" title="Calcitonin gene-related peptide"><abbr title="Calcitonin gene-related peptide">CGRP</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Calcitonin gene-related peptide</li> <li><a href="/wiki/Cloperastine" title="Cloperastine">Cloperastine</a></li> <li><a href="/wiki/Cocaine" title="Cocaine">Cocaine</a></li> <li><a href="/wiki/Cutamesine" title="Cutamesine">Cutamesine (SA-4503)</a></li> <li><a href="/wiki/Cyclazocine" title="Cyclazocine">Cyclazocine</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">Dehydroepiandrosterone (DHEA)</a> (<a href="/wiki/Prasterone" title="Prasterone">prasterone</a>)</li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">Dehydroepiandrosterone sulfate (DHEA-S)</a> (<a href="/wiki/Prasterone_sulfate" title="Prasterone sulfate">prasterone sulfate</a>)</li> <li><a href="/wiki/Dextrallorphan" title="Dextrallorphan">Dextrallorphan</a></li> <li><a href="/wiki/Dextromethorphan" title="Dextromethorphan">Dextromethorphan (DXM)</a></li> <li><a href="/wiki/Dextrorphan" title="Dextrorphan">Dextrorphan (DXO)</a></li> <li><a href="/wiki/Dimemorfan" title="Dimemorfan">Dimemorfan</a></li> <li><a href="/wiki/Dimethyltryptamine" class="mw-redirect" title="Dimethyltryptamine">Dimethyltryptamine (DMT)</a></li> <li><a href="/wiki/Ditolylguanidine" title="Ditolylguanidine">Ditolylguanidine (DTG)</a></li> <li><a href="/wiki/Donepezil" title="Donepezil">Donepezil</a></li> <li><a href="/wiki/Eliprodil" title="Eliprodil">Eliprodil</a></li> <li><a href="/wiki/Escitalopram" title="Escitalopram">Escitalopram</a></li> <li><a href="/wiki/Fabomotizole" title="Fabomotizole">Fabomotizole (afobazole)</a></li> <li><a href="/wiki/Fluoxetine" title="Fluoxetine">Fluoxetine</a></li> <li><a href="/wiki/Fluvoxamine" title="Fluvoxamine">Fluvoxamine</a></li> <li><a href="/wiki/Ifenprodil" title="Ifenprodil">Ifenprodil</a></li> <li><a href="/wiki/Igmesine" title="Igmesine">Igmesine (JO-1784)</a></li> <li><a href="/w/index.php?title=IPAB_(drug)&action=edit&redlink=1" class="new" title="IPAB (drug) (page does not exist)">IPAB</a></li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a></li> <li><a href="/wiki/L-687384" class="mw-redirect" title="L-687384">L-687384</a></li> <li><a href="/wiki/MDMA" title="MDMA"><abbr title="Methylenedioxymethamphetamine">MDMA</abbr> (midomafetamine)</a></li> <li><a href="/wiki/Memantine" title="Memantine">Memantine</a></li> <li><a href="/wiki/Methamphetamine" title="Methamphetamine">Methamphetamine</a></li> <li><a href="/wiki/Methoxetamine" title="Methoxetamine">Methoxetamine</a></li> <li><a href="/wiki/Methylphenidate" title="Methylphenidate">Methylphenidate</a></li> <li><a href="/wiki/Nepinalone" title="Nepinalone">Nepinalone</a></li> <li><a href="/wiki/Neuropeptide_Y" title="Neuropeptide Y">Neuropeptide Y</a></li> <li><a href="/wiki/Noscapine" title="Noscapine">Noscapine</a></li> <li><a href="/w/index.php?title=OPC-14523&action=edit&redlink=1" class="new" title="OPC-14523 (page does not exist)">OPC-14523</a></li> <li><a href="/wiki/Opipramol" title="Opipramol">Opipramol</a></li> <li><a href="/wiki/Pentazocine" title="Pentazocine">Pentazocine</a></li> <li><a href="/wiki/Pentoxyverine" title="Pentoxyverine">Pentoxyverine (carbetapentane)</a></li> <li><a href="/wiki/PRE-084" title="PRE-084">PRE-084</a></li> <li><a href="/wiki/Pregnenolone" title="Pregnenolone">Pregnenolone</a></li> <li><a href="/wiki/Pregnenolone_sulfate" title="Pregnenolone sulfate">Pregnenolone sulfate</a></li> <li><a href="/wiki/Pridopidine" title="Pridopidine">Pridopidine</a></li> <li><a href="/wiki/Racemethorphan" class="mw-redirect" title="Racemethorphan">Racemethorphan (methorphan)</a></li> <li><a href="/wiki/Racemorphan" title="Racemorphan">Racemorphan (morphanol)</a></li> <li><a href="/w/index.php?title=UMB-23&action=edit&redlink=1" class="new" title="UMB-23 (page does not exist)">UMB-23</a></li> <li><a href="/w/index.php?title=UMB-82&action=edit&redlink=1" class="new" title="UMB-82 (page does not exist)">UMB-82</a></li></ul> <ul><li>Antagonists: <a href="/wiki/3-PPP" title="3-PPP">3-PPP</a></li> <li><a href="/wiki/AC-927" class="mw-redirect" title="AC-927">AC-927</a></li> <li><a href="/wiki/BD-1008" class="mw-redirect" title="BD-1008">BD-1008</a></li> <li><a href="/wiki/BD-1031" class="mw-redirect" title="BD-1031">BD-1031</a></li> <li><a href="/wiki/BD-1047" title="BD-1047">BD-1047</a></li> <li><a href="/wiki/BD-1060" class="mw-redirect" title="BD-1060">BD-1060</a></li> <li><a href="/wiki/BD-1063" class="mw-redirect" title="BD-1063">BD-1063</a></li> <li><a href="/wiki/BD-1067" class="mw-redirect" title="BD-1067">BD-1067</a></li> <li><a href="/wiki/BMY-14802" title="BMY-14802">BMY-14802 (BMS-181100)</a></li> <li><a href="/wiki/CM-156" class="mw-redirect" title="CM-156">CM-156</a></li> <li><a href="/w/index.php?title=Dup-734&action=edit&redlink=1" class="new" title="Dup-734 (page does not exist)">Dup-734</a></li> <li><a href="/w/index.php?title=E-5842&action=edit&redlink=1" class="new" title="E-5842 (page does not exist)">E-5842</a></li> <li><a href="/wiki/E-52862" title="E-52862">E-52862 (S1RA)</a></li> <li><a href="/wiki/Haloperidol" title="Haloperidol">Haloperidol</a></li> <li><a href="/w/index.php?title=LR-132&action=edit&redlink=1" class="new" title="LR-132 (page does not exist)">LR-132</a></li> <li><a href="/w/index.php?title=LR-172&action=edit&redlink=1" class="new" title="LR-172 (page does not exist)">LR-172</a></li> <li><a href="/wiki/MS-377" title="MS-377">MS-377</a></li> <li><a href="/wiki/NE-100" title="NE-100">NE-100</a></li> <li><a href="/w/index.php?title=NPC-16377&action=edit&redlink=1" class="new" title="NPC-16377 (page does not exist)">NPC-16377</a></li> <li><a href="/wiki/Panamesine" title="Panamesine">Panamesine (EMD-57455)</a></li> <li><a href="/w/index.php?title=PD-144418&action=edit&redlink=1" class="new" title="PD-144418 (page does not exist)">PD-144418</a></li> <li><a href="/wiki/Pentazocine" title="Pentazocine">Pentazocine</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li> <li><a href="/wiki/Rimcazole" title="Rimcazole">Rimcazole (BW-234U)</a></li> <li><a href="/wiki/Sertraline" title="Sertraline">Sertraline</a></li> <li><a href="/w/index.php?title=SR-31742A&action=edit&redlink=1" class="new" title="SR-31742A (page does not exist)">SR-31742A</a></li></ul> <ul><li>Allosteric modulators: <a href="/wiki/Phenytoin" title="Phenytoin">Phenytoin</a>; Positive: <a href="/wiki/Methylphenylpiracetam" title="Methylphenylpiracetam">Methylphenylpiracetam</a></li> <li><a href="/w/index.php?title=SOMCL-668&action=edit&redlink=1" class="new" title="SOMCL-668 (page does not exist)">SOMCL-668</a></li></ul> <ul><li>Unknown/unsorted: <a href="/w/index.php?title=3-Methoxydextrallorphan&action=edit&redlink=1" class="new" title="3-Methoxydextrallorphan (page does not exist)">3-Methoxydextrallorphan</a></li> <li><a href="/wiki/3-MeO-PCP" title="3-MeO-PCP">3-MeO-PCP</a></li> <li><a href="/wiki/4C-T-2" title="4C-T-2">4C-T-2</a></li> <li><a href="/w/index.php?title=4-IBP&action=edit&redlink=1" class="new" title="4-IBP (page does not exist)">4-IBP</a></li> <li><a href="/w/index.php?title=4-IPBS&action=edit&redlink=1" class="new" title="4-IPBS (page does not exist)">4-IPBS</a></li> <li><a href="/wiki/4-MeO-PCP" title="4-MeO-PCP">4-MeO-PCP</a></li> <li><a href="/wiki/5-MeO-DALT" title="5-MeO-DALT">5-MeO-DALT</a></li> <li><a href="/wiki/5-MeO-DiPT" title="5-MeO-DiPT">5-MeO-DiPT</a></li> <li><a href="/wiki/Amitriptyline" title="Amitriptyline">Amitriptyline</a></li> <li><a href="/w/index.php?title=Azidopamil&action=edit&redlink=1" class="new" title="Azidopamil (page does not exist)">Azidopamil</a></li> <li><a href="/wiki/Chlorpromazine" title="Chlorpromazine">Chlorpromazine</a></li> <li><a href="/wiki/Clemastine" title="Clemastine">Clemastine</a></li> <li><a href="/wiki/Clomipramine" title="Clomipramine">Clomipramine</a></li> <li><a href="/wiki/Clorgiline" title="Clorgiline">Clorgiline</a></li> <li><a href="/wiki/D-Deprenyl" title="D-Deprenyl">D-Deprenyl</a></li> <li><a href="/wiki/N,N-Diisopropyltryptamine" class="mw-redirect" title="N,N-Diisopropyltryptamine"><abbr title="N,N-Diisopropyltryptamine">DiPT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip N,N-Diisopropyltryptamine</li> <li><a href="/wiki/N,N-Dipropyltryptamine" class="mw-redirect" title="N,N-Dipropyltryptamine"><abbr title="N,N-Dipropyltryptamine">DPT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip N,N-Dipropyltryptamine</li> <li><a href="/wiki/Ibogaine" title="Ibogaine">Ibogaine</a></li> <li><a href="/wiki/Imipramine" title="Imipramine">Imipramine</a></li> <li><a href="/w/index.php?title=KCR-12-83.1&action=edit&redlink=1" class="new" title="KCR-12-83.1 (page does not exist)">KCR-12-83.1</a></li> <li><a href="/wiki/Nemonapride" title="Nemonapride">Nemonapride</a></li> <li><a href="/wiki/Noribogaine" title="Noribogaine">Noribogaine</a></li> <li><a href="/w/index.php?title=RHL-033&action=edit&redlink=1" class="new" title="RHL-033 (page does not exist)">RHL-033</a></li> <li><a href="/wiki/RS-67,333" title="RS-67,333">RS-67,333</a></li> <li><a href="/wiki/RTI-55" title="RTI-55">RTI-55</a></li> <li><a href="/wiki/Saffron" title="Saffron">Saffron</a></li> <li><a href="/wiki/Safinamide" title="Safinamide">Safinamide</a></li> <li><a href="/wiki/Selegiline" title="Selegiline">Selegiline</a></li> <li><a href="/w/index.php?title=Spipethiane&action=edit&redlink=1" class="new" title="Spipethiane (page does not exist)">Spipethiane</a></li> <li><a href="/wiki/Trifluoperazine" title="Trifluoperazine">Trifluoperazine</a></li> <li><a href="/wiki/W-18_(drug)" title="W-18 (drug)">W-18</a></li> <li><a href="/wiki/YKP10A" class="mw-redirect" title="YKP10A">YKP10A</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Sigma-2_receptor" title="Sigma-2 receptor">σ2</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/3-PPP" title="3-PPP">3-PPP</a></li> <li><a href="/wiki/Arketamine" title="Arketamine">Arketamine</a></li> <li><a href="/wiki/BD-1047" title="BD-1047">BD-1047</a></li> <li><a href="/wiki/BD1063" title="BD1063">BD1063</a></li> <li><a href="/wiki/Ditolylguanidine" title="Ditolylguanidine">Ditolylguanidine (DTG)</a></li> <li><a href="/w/index.php?title=DKR-1005&action=edit&redlink=1" class="new" title="DKR-1005 (page does not exist)">DKR-1005</a></li> <li><a href="/w/index.php?title=DKR-1051&action=edit&redlink=1" class="new" title="DKR-1051 (page does not exist)">DKR-1051</a></li> <li><a href="/wiki/Haloperidol" title="Haloperidol">Haloperidol</a></li> <li><a href="/wiki/Ifenprodil" title="Ifenprodil">Ifenprodil</a></li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a></li> <li><a href="/wiki/MDMA" title="MDMA"><abbr title="Methylenedioxymethamphetamine">MDMA</abbr> (midomafetamine)</a></li> <li><a href="/wiki/Methamphetamine" title="Methamphetamine">Methamphetamine</a></li> <li><a href="/w/index.php?title=OPC-14523&action=edit&redlink=1" class="new" title="OPC-14523 (page does not exist)">OPC-14523</a></li> <li><a href="/wiki/Opipramol" title="Opipramol">Opipramol</a></li> <li><a href="/wiki/PB-28" title="PB-28">PB-28</a></li> <li><a href="/wiki/Phencyclidine" title="Phencyclidine">Phencyclidine</a></li> <li><a href="/wiki/Siramesine" title="Siramesine">Siramesine (Lu 28-179)</a></li> <li><a href="/w/index.php?title=UKH-1114&action=edit&redlink=1" class="new" title="UKH-1114 (page does not exist)">UKH-1114</a></li></ul> <ul><li>Antagonists: <a href="/wiki/AC-927" class="mw-redirect" title="AC-927">AC-927</a></li> <li><a href="/wiki/BD-1008" class="mw-redirect" title="BD-1008">BD-1008</a></li> <li><a href="/wiki/BD-1067" class="mw-redirect" title="BD-1067">BD-1067</a></li> <li><a href="/wiki/CM-156" class="mw-redirect" title="CM-156">CM-156</a></li> <li><a href="/w/index.php?title=CT-1812&action=edit&redlink=1" class="new" title="CT-1812 (page does not exist)">CT-1812</a></li> <li><a href="/w/index.php?title=LR-172&action=edit&redlink=1" class="new" title="LR-172 (page does not exist)">LR-172</a></li> <li><a href="/wiki/MIN-101" class="mw-redirect" title="MIN-101">MIN-101</a></li> <li><a href="/wiki/Panamesine" title="Panamesine">Panamesine (EMD-57455)</a></li> <li><a href="/w/index.php?title=SAS-0132&action=edit&redlink=1" class="new" title="SAS-0132 (page does not exist)">SAS-0132</a></li></ul> <ul><li>Unknown/unsorted: <a href="/w/index.php?title=3-Methoxydextrallorphan&action=edit&redlink=1" class="new" title="3-Methoxydextrallorphan (page does not exist)">3-Methoxydextrallorphan</a></li> <li><a href="/wiki/3-MeO-PCE" title="3-MeO-PCE">3-MeO-PCE</a></li> <li><a href="/wiki/4-MeO-PCP" title="4-MeO-PCP">4-MeO-PCP</a></li> <li><a href="/wiki/5-MeO-DALT" title="5-MeO-DALT">5-MeO-DALT</a></li> <li><a href="/wiki/5-MeO-DiPT" title="5-MeO-DiPT">5-MeO-DiPT</a></li> <li><a href="/wiki/Clemastine" title="Clemastine">Clemastine</a></li> <li><a href="/wiki/N,N-Diisopropyltryptamine" class="mw-redirect" title="N,N-Diisopropyltryptamine"><abbr title="N,N-Diisopropyltryptamine">DiPT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip N,N-Diisopropyltryptamine</li> <li><a href="/wiki/N,N-Dipropyltryptamine" class="mw-redirect" title="N,N-Dipropyltryptamine"><abbr title="N,N-Dipropyltryptamine">DPT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip N,N-Dipropyltryptamine</li> <li><a href="/wiki/Ibogaine" title="Ibogaine">Ibogaine</a></li> <li><a href="/wiki/Lu_29-252" title="Lu 29-252">Lu 29-252</a></li> <li><a href="/wiki/Nemonapride" title="Nemonapride">Nemonapride</a></li> <li><a href="/wiki/Nepinalone" title="Nepinalone">Nepinalone</a></li> <li><a href="/wiki/Noribogaine" title="Noribogaine">Noribogaine</a></li> <li><a href="/wiki/Pentazocine" title="Pentazocine">Pentazocine</a></li> <li><a href="/wiki/RS-67,333" title="RS-67,333">RS-67,333</a></li> <li><a href="/wiki/Safinamide" title="Safinamide">Safinamide</a></li> <li><a href="/wiki/3,4,5-Trimethoxyamphetamine" class="mw-redirect" title="3,4,5-Trimethoxyamphetamine"><abbr title="3,4,5-Trimethoxyamphetamine">TMA</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip 3,4,5-Trimethoxyamphetamine</li> <li><a href="/w/index.php?title=UMB-23&action=edit&redlink=1" class="new" title="UMB-23 (page does not exist)">UMB-23</a></li> <li><a href="/w/index.php?title=UMB-82&action=edit&redlink=1" class="new" title="UMB-82 (page does not exist)">UMB-82</a></li> <li><a href="/wiki/W-18_(drug)" title="W-18 (drug)">W-18</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Unsorted</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>Agonists: <a href="/wiki/Berberine" title="Berberine">Berberine</a></li> <li><a href="/wiki/Ethylketazocine" title="Ethylketazocine">Ethylketazocine</a></li> <li><a href="/wiki/Fourphit" title="Fourphit">Fourphit</a></li> <li><a href="/wiki/Metaphit" title="Metaphit">Metaphit</a></li> <li><a href="/wiki/Naluzotan" title="Naluzotan">Naluzotan</a></li> <li><a href="/wiki/Tapentadol" title="Tapentadol">Tapentadol</a></li> <li><a href="/wiki/Tenocyclidine" title="Tenocyclidine">Tenocyclidine</a></li></ul> <ul><li>Antagonists: <a href="/w/index.php?title=AHD1&action=edit&redlink=1" class="new" title="AHD1 (page does not exist)">AHD1</a></li> <li><a href="/w/index.php?title=AZ66&action=edit&redlink=1" class="new" title="AZ66 (page does not exist)">AZ66</a></li> <li><a href="/wiki/Lamotrigine" title="Lamotrigine">Lamotrigine</a></li> <li><a href="/wiki/Naloxone" title="Naloxone">Naloxone</a></li> <li><a href="/w/index.php?title=SM-21&action=edit&redlink=1" class="new" title="SM-21 (page does not exist)">SM-21</a></li> <li><a href="/w/index.php?title=UMB-100&action=edit&redlink=1" class="new" title="UMB-100 (page does not exist)">UMB-100</a></li> <li><a href="/w/index.php?title=UMB-101&action=edit&redlink=1" class="new" title="UMB-101 (page does not exist)">UMB-101</a></li> <li><a href="/w/index.php?title=UMB-103&action=edit&redlink=1" class="new" title="UMB-103 (page does not exist)">UMB-103</a></li> <li><a href="/w/index.php?title=UMB-116&action=edit&redlink=1" class="new" title="UMB-116 (page does not exist)">UMB-116</a></li> <li><a href="/w/index.php?title=YZ-011&action=edit&redlink=1" class="new" title="YZ-011 (page does not exist)">YZ-011</a></li> <li><a href="/w/index.php?title=YZ-069&action=edit&redlink=1" class="new" title="YZ-069 (page does not exist)">YZ-069</a></li> <li><a href="/w/index.php?title=YZ-185&action=edit&redlink=1" class="new" title="YZ-185 (page does not exist)">YZ-185</a></li></ul> <ul><li>Allosteric modulators: <a href="/wiki/SKF-83959" class="mw-redirect" title="SKF-83959">SKF-83959</a></li></ul> <ul><li>Unknown/unsorted: <a href="/wiki/18-Methoxycoronaridine" title="18-Methoxycoronaridine">18-Methoxycoronaridine</a></li> <li><a href="/w/index.php?title=BMY-13980&action=edit&redlink=1" class="new" title="BMY-13980 (page does not exist)">BMY-13980</a></li> <li><a href="/wiki/Butaclamol" title="Butaclamol">Butaclamol</a></li> <li><a href="/wiki/Caramiphen" title="Caramiphen">Caramiphen</a></li> <li><a href="/w/index.php?title=Carvotroline&action=edit&redlink=1" class="new" title="Carvotroline (page does not exist)">Carvotroline</a></li> <li><a href="/wiki/Chlorphenamine" title="Chlorphenamine">Chlorphenamine (chlorpheniramine)</a></li> <li><a href="/wiki/Chlorpromazine" title="Chlorpromazine">Chlorpromazine</a></li> <li><a href="/wiki/Cinnarizine" title="Cinnarizine">Cinnarizine</a></li> <li><a href="/w/index.php?title=Cinuperone&action=edit&redlink=1" class="new" title="Cinuperone (page does not exist)">Cinuperone</a></li> <li><a href="/wiki/Clocapramine" title="Clocapramine">Clocapramine</a></li> <li><a href="/wiki/Dezocine" title="Dezocine">Dezocine</a></li> <li><a href="/w/index.php?title=EMD-59983&action=edit&redlink=1" class="new" title="EMD-59983 (page does not exist)">EMD-59983</a></li> <li><a href="/wiki/Hypericin" title="Hypericin">Hypericin</a> (<a href="/wiki/St._John%27s_wort" class="mw-redirect" title="St. John's wort">St. John's wort</a>)</li> <li><a href="/wiki/Fluphenazine" title="Fluphenazine">Fluphenazine</a></li> <li><a href="/wiki/Gevotroline" title="Gevotroline">Gevotroline (WY-47384)</a></li> <li><a href="/wiki/Mepyramine" title="Mepyramine">Mepyramine (pyrilamine)</a></li> <li><a href="/wiki/Molindone" title="Molindone">Molindone</a></li> <li><a href="/wiki/Perphenazine" title="Perphenazine">Perphenazine</a></li> <li><a href="/wiki/Pimozide" title="Pimozide">Pimozide</a></li> <li><a href="/wiki/Proadifen" title="Proadifen">Proadifen</a></li> <li><a href="/wiki/Promethazine" title="Promethazine">Promethazine</a></li> <li><a href="/wiki/Propranolol" title="Propranolol">Propranolol</a></li> <li><a href="/wiki/Quinidine" title="Quinidine">Quinidine</a></li> <li><a href="/wiki/Remoxipride" title="Remoxipride">Remoxipride</a></li> <li><a href="/w/index.php?title=SL_82.0715&action=edit&redlink=1" class="new" title="SL 82.0715 (page does not exist)">SL 82.0715</a></li> <li><a href="/w/index.php?title=SR-31747A&action=edit&redlink=1" class="new" title="SR-31747A (page does not exist)">SR-31747A</a></li> <li><a href="/wiki/Tiospirone" title="Tiospirone">Tiospirone (BMY-13859)</a></li> <li><a href="/wiki/Venlafaxine" title="Venlafaxine">Venlafaxine</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div>See also: <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></div></td></tr></tbody></table></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Retrieved from "<a dir="ltr" href="https://en.wikipedia.org/w/index.php?title=N,N-Dimethyltryptamine&oldid=1258215479">https://en.wikipedia.org/w/index.php?title=N,N-Dimethyltryptamine&oldid=1258215479</a>"</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Help:Category" title="Help:Category">Categories</a>: <ul><li><a href="/wiki/Category:Drugs_not_assigned_an_ATC_code" title="Category:Drugs not assigned an ATC code">Drugs not assigned an ATC code</a></li><li><a href="/wiki/Category:5-HT2A_agonists" title="Category:5-HT2A agonists">5-HT2A agonists</a></li><li><a href="/wiki/Category:Ayahuasca" title="Category:Ayahuasca">Ayahuasca</a></li><li><a href="/wiki/Category:Dimethylamino_compounds" title="Category:Dimethylamino compounds">Dimethylamino compounds</a></li><li><a href="/wiki/Category:Entheogens" title="Category:Entheogens">Entheogens</a></li><li><a href="/wiki/Category:Experimental_antidepressants" title="Category:Experimental antidepressants">Experimental antidepressants</a></li><li><a href="/wiki/Category:Experimental_anxiolytics" title="Category:Experimental anxiolytics">Experimental anxiolytics</a></li><li><a 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