CINXE.COM
Substituted tryptamine - Wikipedia
<!DOCTYPE html> <html class="client-nojs vector-feature-language-in-header-enabled vector-feature-language-in-main-page-header-disabled vector-feature-page-tools-pinned-disabled vector-feature-toc-pinned-clientpref-1 vector-feature-main-menu-pinned-disabled vector-feature-limited-width-clientpref-1 vector-feature-limited-width-content-enabled vector-feature-custom-font-size-clientpref-1 vector-feature-appearance-pinned-clientpref-1 vector-feature-night-mode-enabled skin-theme-clientpref-day vector-sticky-header-enabled vector-toc-available" lang="en" dir="ltr"> <head> <meta charset="UTF-8"> <title>Substituted tryptamine - Wikipedia</title> <script>(function(){var className="client-js vector-feature-language-in-header-enabled vector-feature-language-in-main-page-header-disabled vector-feature-page-tools-pinned-disabled vector-feature-toc-pinned-clientpref-1 vector-feature-main-menu-pinned-disabled vector-feature-limited-width-clientpref-1 vector-feature-limited-width-content-enabled vector-feature-custom-font-size-clientpref-1 vector-feature-appearance-pinned-clientpref-1 vector-feature-night-mode-enabled skin-theme-clientpref-day vector-sticky-header-enabled vector-toc-available";var cookie=document.cookie.match(/(?:^|; )enwikimwclientpreferences=([^;]+)/);if(cookie){cookie[1].split('%2C').forEach(function(pref){className=className.replace(new RegExp('(^| )'+pref.replace(/-clientpref-\w+$|[^\w-]+/g,'')+'-clientpref-\\w+( |$)'),'$1'+pref+'$2');});}document.documentElement.className=className;}());RLCONF={"wgBreakFrames":false,"wgSeparatorTransformTable":["",""],"wgDigitTransformTable":["",""],"wgDefaultDateFormat":"dmy", "wgMonthNames":["","January","February","March","April","May","June","July","August","September","October","November","December"],"wgRequestId":"1fcba203-274c-44bb-8e5a-8c72081bcfd0","wgCanonicalNamespace":"","wgCanonicalSpecialPageName":false,"wgNamespaceNumber":0,"wgPageName":"Substituted_tryptamine","wgTitle":"Substituted tryptamine","wgCurRevisionId":1276754328,"wgRevisionId":1276754328,"wgArticleId":33869663,"wgIsArticle":true,"wgIsRedirect":false,"wgAction":"view","wgUserName":null,"wgUserGroups":["*"],"wgCategories":["Articles with short description","Short description matches Wikidata","Incomplete lists from October 2021","Tryptamines","Alpha-Alkyltryptamines","Functional groups"],"wgPageViewLanguage":"en","wgPageContentLanguage":"en","wgPageContentModel":"wikitext","wgRelevantPageName":"Substituted_tryptamine","wgRelevantArticleId":33869663,"wgIsProbablyEditable":true,"wgRelevantPageIsProbablyEditable":true,"wgRestrictionEdit":[],"wgRestrictionMove":[],"wgNoticeProject": "wikipedia","wgCiteReferencePreviewsActive":false,"wgFlaggedRevsParams":{"tags":{"status":{"levels":1}}},"wgMediaViewerOnClick":true,"wgMediaViewerEnabledByDefault":true,"wgPopupsFlags":0,"wgVisualEditor":{"pageLanguageCode":"en","pageLanguageDir":"ltr","pageVariantFallbacks":"en"},"wgMFDisplayWikibaseDescriptions":{"search":true,"watchlist":true,"tagline":false,"nearby":true},"wgWMESchemaEditAttemptStepOversample":false,"wgWMEPageLength":80000,"wgEditSubmitButtonLabelPublish":true,"wgULSPosition":"interlanguage","wgULSisCompactLinksEnabled":false,"wgVector2022LanguageInHeader":true,"wgULSisLanguageSelectorEmpty":false,"wgWikibaseItemId":"Q10705510","wgCheckUserClientHintsHeadersJsApi":["brands","architecture","bitness","fullVersionList","mobile","model","platform","platformVersion"],"GEHomepageSuggestedEditsEnableTopics":true,"wgGETopicsMatchModeEnabled":false,"wgGEStructuredTaskRejectionReasonTextInputEnabled":false,"wgGELevelingUpEnabledForUser":false};RLSTATE={ "ext.globalCssJs.user.styles":"ready","site.styles":"ready","user.styles":"ready","ext.globalCssJs.user":"ready","user":"ready","user.options":"loading","ext.cite.styles":"ready","skins.vector.search.codex.styles":"ready","skins.vector.styles":"ready","skins.vector.icons":"ready","jquery.tablesorter.styles":"ready","jquery.makeCollapsible.styles":"ready","ext.wikimediamessages.styles":"ready","ext.visualEditor.desktopArticleTarget.noscript":"ready","ext.uls.interlanguage":"ready","wikibase.client.init":"ready","ext.wikimediaBadges":"ready"};RLPAGEMODULES=["ext.cite.ux-enhancements","mediawiki.page.media","site","mediawiki.page.ready","jquery.tablesorter","jquery.makeCollapsible","mediawiki.toc","skins.vector.js","ext.centralNotice.geoIP","ext.centralNotice.startUp","ext.gadget.ReferenceTooltips","ext.gadget.switcher","ext.urlShortener.toolbar","ext.centralauth.centralautologin","mmv.bootstrap","ext.popups","ext.visualEditor.desktopArticleTarget.init","ext.visualEditor.targetLoader", "ext.echo.centralauth","ext.eventLogging","ext.wikimediaEvents","ext.navigationTiming","ext.uls.interface","ext.cx.eventlogging.campaigns","ext.cx.uls.quick.actions","wikibase.client.vector-2022","ext.checkUser.clientHints","ext.growthExperiments.SuggestedEditSession"];</script> <script>(RLQ=window.RLQ||[]).push(function(){mw.loader.impl(function(){return["user.options@12s5i",function($,jQuery,require,module){mw.user.tokens.set({"patrolToken":"+\\","watchToken":"+\\","csrfToken":"+\\"}); }];});});</script> <link rel="stylesheet" href="/w/load.php?lang=en&modules=ext.cite.styles%7Cext.uls.interlanguage%7Cext.visualEditor.desktopArticleTarget.noscript%7Cext.wikimediaBadges%7Cext.wikimediamessages.styles%7Cjquery.makeCollapsible.styles%7Cjquery.tablesorter.styles%7Cskins.vector.icons%2Cstyles%7Cskins.vector.search.codex.styles%7Cwikibase.client.init&only=styles&skin=vector-2022"> <script async="" src="/w/load.php?lang=en&modules=startup&only=scripts&raw=1&skin=vector-2022"></script> <meta name="ResourceLoaderDynamicStyles" content=""> <link rel="stylesheet" href="/w/load.php?lang=en&modules=site.styles&only=styles&skin=vector-2022"> <meta name="generator" content="MediaWiki 1.44.0-wmf.17"> <meta name="referrer" content="origin"> <meta name="referrer" content="origin-when-cross-origin"> <meta name="robots" content="max-image-preview:standard"> <meta name="format-detection" content="telephone=no"> <meta property="og:image" content="https://upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Tryptamine_rests_General_Formula_V.svg/1200px-Tryptamine_rests_General_Formula_V.svg.png"> <meta property="og:image:width" content="1200"> <meta property="og:image:height" content="800"> <meta property="og:image" content="https://upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Tryptamine_rests_General_Formula_V.svg/800px-Tryptamine_rests_General_Formula_V.svg.png"> <meta property="og:image:width" content="800"> <meta property="og:image:height" content="533"> <meta property="og:image" content="https://upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Tryptamine_rests_General_Formula_V.svg/640px-Tryptamine_rests_General_Formula_V.svg.png"> <meta property="og:image:width" content="640"> <meta property="og:image:height" content="427"> <meta name="viewport" content="width=1120"> <meta property="og:title" content="Substituted tryptamine - Wikipedia"> <meta property="og:type" content="website"> <link rel="preconnect" href="//upload.wikimedia.org"> <link rel="alternate" media="only screen and (max-width: 640px)" href="//en.m.wikipedia.org/wiki/Substituted_tryptamine"> <link rel="alternate" type="application/x-wiki" title="Edit this page" href="/w/index.php?title=Substituted_tryptamine&action=edit"> <link rel="apple-touch-icon" href="/static/apple-touch/wikipedia.png"> <link rel="icon" href="/static/favicon/wikipedia.ico"> <link rel="search" type="application/opensearchdescription+xml" href="/w/rest.php/v1/search" title="Wikipedia (en)"> <link rel="EditURI" type="application/rsd+xml" href="//en.wikipedia.org/w/api.php?action=rsd"> <link rel="canonical" href="https://en.wikipedia.org/wiki/Substituted_tryptamine"> <link rel="license" href="https://creativecommons.org/licenses/by-sa/4.0/deed.en"> <link rel="alternate" type="application/atom+xml" title="Wikipedia Atom feed" href="/w/index.php?title=Special:RecentChanges&feed=atom"> <link rel="dns-prefetch" href="//meta.wikimedia.org" /> <link rel="dns-prefetch" href="login.wikimedia.org"> </head> <body class="skin--responsive skin-vector skin-vector-search-vue mediawiki ltr sitedir-ltr mw-hide-empty-elt ns-0 ns-subject mw-editable page-Substituted_tryptamine rootpage-Substituted_tryptamine skin-vector-2022 action-view"><a class="mw-jump-link" href="#bodyContent">Jump to content</a> <div class="vector-header-container"> <header class="vector-header mw-header"> <div class="vector-header-start"> <nav class="vector-main-menu-landmark" aria-label="Site"> <div id="vector-main-menu-dropdown" class="vector-dropdown vector-main-menu-dropdown vector-button-flush-left vector-button-flush-right" title="Main menu" > <input type="checkbox" id="vector-main-menu-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-main-menu-dropdown" class="vector-dropdown-checkbox " aria-label="Main menu" > <label id="vector-main-menu-dropdown-label" for="vector-main-menu-dropdown-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" ><span class="vector-icon mw-ui-icon-menu mw-ui-icon-wikimedia-menu"></span> <span class="vector-dropdown-label-text">Main menu</span> </label> <div class="vector-dropdown-content"> <div id="vector-main-menu-unpinned-container" class="vector-unpinned-container"> <div id="vector-main-menu" class="vector-main-menu vector-pinnable-element"> <div class="vector-pinnable-header vector-main-menu-pinnable-header vector-pinnable-header-unpinned" data-feature-name="main-menu-pinned" data-pinnable-element-id="vector-main-menu" data-pinned-container-id="vector-main-menu-pinned-container" data-unpinned-container-id="vector-main-menu-unpinned-container" > <div class="vector-pinnable-header-label">Main menu</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-main-menu.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-main-menu.unpin">hide</button> </div> <div id="p-navigation" class="vector-menu mw-portlet mw-portlet-navigation" > <div class="vector-menu-heading"> Navigation </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="n-mainpage-description" class="mw-list-item"><a href="/wiki/Main_Page" title="Visit the main page [z]" accesskey="z"><span>Main page</span></a></li><li id="n-contents" class="mw-list-item"><a href="/wiki/Wikipedia:Contents" title="Guides to browsing Wikipedia"><span>Contents</span></a></li><li id="n-currentevents" class="mw-list-item"><a href="/wiki/Portal:Current_events" title="Articles related to current events"><span>Current events</span></a></li><li id="n-randompage" class="mw-list-item"><a href="/wiki/Special:Random" title="Visit a randomly selected article [x]" accesskey="x"><span>Random article</span></a></li><li id="n-aboutsite" class="mw-list-item"><a href="/wiki/Wikipedia:About" title="Learn about Wikipedia and how it works"><span>About Wikipedia</span></a></li><li id="n-contactpage" class="mw-list-item"><a href="//en.wikipedia.org/wiki/Wikipedia:Contact_us" title="How to contact Wikipedia"><span>Contact us</span></a></li> </ul> </div> </div> <div id="p-interaction" class="vector-menu mw-portlet mw-portlet-interaction" > <div class="vector-menu-heading"> Contribute </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="n-help" class="mw-list-item"><a href="/wiki/Help:Contents" title="Guidance on how to use and edit Wikipedia"><span>Help</span></a></li><li id="n-introduction" class="mw-list-item"><a href="/wiki/Help:Introduction" title="Learn how to edit Wikipedia"><span>Learn to edit</span></a></li><li id="n-portal" class="mw-list-item"><a href="/wiki/Wikipedia:Community_portal" title="The hub for editors"><span>Community portal</span></a></li><li id="n-recentchanges" class="mw-list-item"><a href="/wiki/Special:RecentChanges" title="A list of recent changes to Wikipedia [r]" accesskey="r"><span>Recent changes</span></a></li><li id="n-upload" class="mw-list-item"><a href="/wiki/Wikipedia:File_upload_wizard" title="Add images or other media for use on Wikipedia"><span>Upload file</span></a></li><li id="n-specialpages" class="mw-list-item"><a href="/wiki/Special:SpecialPages"><span>Special pages</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> <a href="/wiki/Main_Page" class="mw-logo"> <img class="mw-logo-icon" src="/static/images/icons/wikipedia.png" alt="" aria-hidden="true" height="50" width="50"> <span class="mw-logo-container skin-invert"> <img class="mw-logo-wordmark" alt="Wikipedia" src="/static/images/mobile/copyright/wikipedia-wordmark-en.svg" style="width: 7.5em; height: 1.125em;"> <img class="mw-logo-tagline" alt="The Free Encyclopedia" src="/static/images/mobile/copyright/wikipedia-tagline-en.svg" width="117" height="13" style="width: 7.3125em; height: 0.8125em;"> </span> </a> </div> <div class="vector-header-end"> <div id="p-search" role="search" class="vector-search-box-vue vector-search-box-collapses vector-search-box-show-thumbnail vector-search-box-auto-expand-width vector-search-box"> <a href="/wiki/Special:Search" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only search-toggle" title="Search Wikipedia [f]" accesskey="f"><span class="vector-icon mw-ui-icon-search mw-ui-icon-wikimedia-search"></span> <span>Search</span> </a> <div class="vector-typeahead-search-container"> <div class="cdx-typeahead-search cdx-typeahead-search--show-thumbnail cdx-typeahead-search--auto-expand-width"> <form action="/w/index.php" id="searchform" class="cdx-search-input cdx-search-input--has-end-button"> <div id="simpleSearch" class="cdx-search-input__input-wrapper" data-search-loc="header-moved"> <div class="cdx-text-input cdx-text-input--has-start-icon"> <input class="cdx-text-input__input" type="search" name="search" placeholder="Search Wikipedia" aria-label="Search Wikipedia" autocapitalize="sentences" title="Search Wikipedia [f]" accesskey="f" id="searchInput" > <span class="cdx-text-input__icon cdx-text-input__start-icon"></span> </div> <input type="hidden" name="title" value="Special:Search"> </div> <button class="cdx-button cdx-search-input__end-button">Search</button> </form> </div> </div> </div> <nav class="vector-user-links vector-user-links-wide" aria-label="Personal tools"> <div class="vector-user-links-main"> <div id="p-vector-user-menu-preferences" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <div id="p-vector-user-menu-userpage" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <nav class="vector-appearance-landmark" aria-label="Appearance"> <div id="vector-appearance-dropdown" class="vector-dropdown " title="Change the appearance of the page's font size, width, and color" > <input type="checkbox" id="vector-appearance-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-appearance-dropdown" class="vector-dropdown-checkbox " aria-label="Appearance" > <label id="vector-appearance-dropdown-label" for="vector-appearance-dropdown-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" ><span class="vector-icon mw-ui-icon-appearance mw-ui-icon-wikimedia-appearance"></span> <span class="vector-dropdown-label-text">Appearance</span> </label> <div class="vector-dropdown-content"> <div id="vector-appearance-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <div id="p-vector-user-menu-notifications" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <div id="p-vector-user-menu-overflow" class="vector-menu mw-portlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-sitesupport-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="https://donate.wikimedia.org/?wmf_source=donate&wmf_medium=sidebar&wmf_campaign=en.wikipedia.org&uselang=en" class=""><span>Donate</span></a> </li> <li id="pt-createaccount-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="/w/index.php?title=Special:CreateAccount&returnto=Substituted+tryptamine" title="You are encouraged to create an account and log in; however, it is not mandatory" class=""><span>Create account</span></a> </li> <li id="pt-login-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="/w/index.php?title=Special:UserLogin&returnto=Substituted+tryptamine" title="You're encouraged to log in; however, it's not mandatory. [o]" accesskey="o" class=""><span>Log in</span></a> </li> </ul> </div> </div> </div> <div id="vector-user-links-dropdown" class="vector-dropdown vector-user-menu vector-button-flush-right vector-user-menu-logged-out" title="Log in and more options" > <input type="checkbox" id="vector-user-links-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-user-links-dropdown" class="vector-dropdown-checkbox " aria-label="Personal tools" > <label id="vector-user-links-dropdown-label" for="vector-user-links-dropdown-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" ><span class="vector-icon mw-ui-icon-ellipsis mw-ui-icon-wikimedia-ellipsis"></span> <span class="vector-dropdown-label-text">Personal tools</span> </label> <div class="vector-dropdown-content"> <div id="p-personal" class="vector-menu mw-portlet mw-portlet-personal user-links-collapsible-item" title="User menu" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-sitesupport" class="user-links-collapsible-item mw-list-item"><a href="https://donate.wikimedia.org/?wmf_source=donate&wmf_medium=sidebar&wmf_campaign=en.wikipedia.org&uselang=en"><span>Donate</span></a></li><li id="pt-createaccount" class="user-links-collapsible-item mw-list-item"><a href="/w/index.php?title=Special:CreateAccount&returnto=Substituted+tryptamine" title="You are encouraged to create an account and log in; however, it is not mandatory"><span class="vector-icon mw-ui-icon-userAdd mw-ui-icon-wikimedia-userAdd"></span> <span>Create account</span></a></li><li id="pt-login" class="user-links-collapsible-item mw-list-item"><a href="/w/index.php?title=Special:UserLogin&returnto=Substituted+tryptamine" title="You're encouraged to log in; however, it's not mandatory. [o]" accesskey="o"><span class="vector-icon mw-ui-icon-logIn mw-ui-icon-wikimedia-logIn"></span> <span>Log in</span></a></li> </ul> </div> </div> <div id="p-user-menu-anon-editor" class="vector-menu mw-portlet mw-portlet-user-menu-anon-editor" > <div class="vector-menu-heading"> Pages for logged out editors <a href="/wiki/Help:Introduction" aria-label="Learn more about editing"><span>learn more</span></a> </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-anoncontribs" class="mw-list-item"><a href="/wiki/Special:MyContributions" title="A list of edits made from this IP address [y]" accesskey="y"><span>Contributions</span></a></li><li id="pt-anontalk" class="mw-list-item"><a href="/wiki/Special:MyTalk" title="Discussion about edits from this IP address [n]" accesskey="n"><span>Talk</span></a></li> </ul> </div> </div> </div> </div> </nav> </div> </header> </div> <div class="mw-page-container"> <div class="mw-page-container-inner"> <div class="vector-sitenotice-container"> <div id="siteNotice"><!-- CentralNotice --></div> </div> <div class="vector-column-start"> <div class="vector-main-menu-container"> <div id="mw-navigation"> <nav id="mw-panel" class="vector-main-menu-landmark" aria-label="Site"> <div id="vector-main-menu-pinned-container" class="vector-pinned-container"> </div> </nav> </div> </div> <div class="vector-sticky-pinned-container"> <nav id="mw-panel-toc" aria-label="Contents" data-event-name="ui.sidebar-toc" class="mw-table-of-contents-container vector-toc-landmark"> <div id="vector-toc-pinned-container" class="vector-pinned-container"> <div id="vector-toc" class="vector-toc vector-pinnable-element"> <div class="vector-pinnable-header vector-toc-pinnable-header vector-pinnable-header-pinned" data-feature-name="toc-pinned" data-pinnable-element-id="vector-toc" > <h2 class="vector-pinnable-header-label">Contents</h2> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-toc.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-toc.unpin">hide</button> </div> <ul class="vector-toc-contents" id="mw-panel-toc-list"> <li id="toc-mw-content-text" class="vector-toc-list-item vector-toc-level-1"> <a href="#" class="vector-toc-link"> <div class="vector-toc-text">(Top)</div> </a> </li> <li id="toc-List_of_substituted_tryptamines" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#List_of_substituted_tryptamines"> <div class="vector-toc-text"> <span class="vector-toc-numb">1</span> <span>List of substituted tryptamines</span> </div> </a> <ul id="toc-List_of_substituted_tryptamines-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-List_of_substituted_α-alkyltryptamines" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#List_of_substituted_α-alkyltryptamines"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>List of substituted α-alkyltryptamines</span> </div> </a> <ul id="toc-List_of_substituted_α-alkyltryptamines-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-List_of_substituted_β-ketotryptamines" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#List_of_substituted_β-ketotryptamines"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>List of substituted β-ketotryptamines</span> </div> </a> <ul id="toc-List_of_substituted_β-ketotryptamines-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Related_compounds" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Related_compounds"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Related compounds</span> </div> </a> <ul id="toc-Related_compounds-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Tryptamine-based_therapeutics" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Tryptamine-based_therapeutics"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Tryptamine-based therapeutics</span> </div> </a> <ul id="toc-Tryptamine-based_therapeutics-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Further_reading" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Further_reading"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Further reading</span> </div> </a> <ul id="toc-Further_reading-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-See_also" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#See_also"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>See also</span> </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 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">8</span> <span>References</span> </div> </a> <ul id="toc-References-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" title="Table of Contents" > <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" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">Toggle the table of contents</span> </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"><span class="mw-page-title-main">Substituted tryptamine</span></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 5 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-5" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">5 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Tryptamine" title="Tryptamine – German" lang="de" hreflang="de" data-title="Tryptamine" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%AA%D8%B1%DB%8C%D9%BE%D8%AA%D8%A7%D9%85%DB%8C%D9%86_%D8%A7%D8%B3%D8%AA%D8%AE%D9%84%D8%A7%D9%81%DB%8C" title="تریپتامین استخلافی – Persian" lang="fa" hreflang="fa" data-title="تریپتامین استخلافی" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Tryptamine_(stofklasse)" title="Tryptamine (stofklasse) – Dutch" lang="nl" hreflang="nl" data-title="Tryptamine (stofklasse)" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Tryptamiinit" title="Tryptamiinit – Finnish" lang="fi" hreflang="fi" data-title="Tryptamiinit" data-language-autonym="Suomi" data-language-local-name="Finnish" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Tryptaminer" title="Tryptaminer – Swedish" lang="sv" hreflang="sv" data-title="Tryptaminer" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q10705510#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Namespaces"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Substituted_tryptamine" title="View the content page [c]" accesskey="c"><span>Article</span></a></li><li id="ca-talk" class="vector-tab-noicon mw-list-item"><a href="/wiki/Talk:Substituted_tryptamine" rel="discussion" title="Discuss improvements to the content page [t]" accesskey="t"><span>Talk</span></a></li> </ul> </div> </div> <div id="vector-variants-dropdown" class="vector-dropdown emptyPortlet" > <input type="checkbox" id="vector-variants-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-variants-dropdown" class="vector-dropdown-checkbox " aria-label="Change language variant" > <label id="vector-variants-dropdown-label" for="vector-variants-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">English</span> </label> <div class="vector-dropdown-content"> <div id="p-variants" class="vector-menu mw-portlet mw-portlet-variants emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> </div> </div> </nav> </div> <div id="right-navigation" class="vector-collapsible"> <nav aria-label="Views"> <div id="p-views" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-views" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-view" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Substituted_tryptamine"><span>Read</span></a></li><li id="ca-edit" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Substituted_tryptamine&action=edit" title="Edit this page [e]" accesskey="e"><span>Edit</span></a></li><li id="ca-history" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Substituted_tryptamine&action=history" title="Past revisions of this page [h]" accesskey="h"><span>View history</span></a></li> </ul> </div> </div> </nav> <nav class="vector-page-tools-landmark" aria-label="Page tools"> <div id="vector-page-tools-dropdown" class="vector-dropdown vector-page-tools-dropdown" > <input type="checkbox" id="vector-page-tools-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-tools-dropdown" class="vector-dropdown-checkbox " aria-label="Tools" > <label id="vector-page-tools-dropdown-label" for="vector-page-tools-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">Tools</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-tools-unpinned-container" class="vector-unpinned-container"> <div id="vector-page-tools" class="vector-page-tools vector-pinnable-element"> <div class="vector-pinnable-header vector-page-tools-pinnable-header vector-pinnable-header-unpinned" data-feature-name="page-tools-pinned" data-pinnable-element-id="vector-page-tools" data-pinned-container-id="vector-page-tools-pinned-container" data-unpinned-container-id="vector-page-tools-unpinned-container" > <div class="vector-pinnable-header-label">Tools</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-page-tools.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-page-tools.unpin">hide</button> </div> <div id="p-cactions" class="vector-menu mw-portlet mw-portlet-cactions emptyPortlet vector-has-collapsible-items" title="More options" > <div class="vector-menu-heading"> Actions </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-more-view" class="selected vector-more-collapsible-item mw-list-item"><a href="/wiki/Substituted_tryptamine"><span>Read</span></a></li><li id="ca-more-edit" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Substituted_tryptamine&action=edit" title="Edit this page [e]" accesskey="e"><span>Edit</span></a></li><li id="ca-more-history" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Substituted_tryptamine&action=history"><span>View history</span></a></li> </ul> </div> </div> <div id="p-tb" class="vector-menu mw-portlet mw-portlet-tb" > <div class="vector-menu-heading"> General </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="t-whatlinkshere" class="mw-list-item"><a href="/wiki/Special:WhatLinksHere/Substituted_tryptamine" title="List of all English Wikipedia pages containing links to this page [j]" accesskey="j"><span>What links here</span></a></li><li id="t-recentchangeslinked" class="mw-list-item"><a href="/wiki/Special:RecentChangesLinked/Substituted_tryptamine" rel="nofollow" title="Recent changes in pages linked from this page [k]" accesskey="k"><span>Related changes</span></a></li><li id="t-upload" class="mw-list-item"><a href="//en.wikipedia.org/wiki/Wikipedia:File_Upload_Wizard" title="Upload files [u]" accesskey="u"><span>Upload file</span></a></li><li id="t-permalink" class="mw-list-item"><a href="/w/index.php?title=Substituted_tryptamine&oldid=1276754328" title="Permanent link to this revision of this page"><span>Permanent link</span></a></li><li id="t-info" class="mw-list-item"><a href="/w/index.php?title=Substituted_tryptamine&action=info" title="More information about this page"><span>Page information</span></a></li><li id="t-cite" class="mw-list-item"><a href="/w/index.php?title=Special:CiteThisPage&page=Substituted_tryptamine&id=1276754328&wpFormIdentifier=titleform" title="Information on how to cite this page"><span>Cite this page</span></a></li><li id="t-urlshortener" class="mw-list-item"><a href="/w/index.php?title=Special:UrlShortener&url=https%3A%2F%2Fen.wikipedia.org%2Fwiki%2FSubstituted_tryptamine"><span>Get shortened URL</span></a></li><li id="t-urlshortener-qrcode" class="mw-list-item"><a href="/w/index.php?title=Special:QrCode&url=https%3A%2F%2Fen.wikipedia.org%2Fwiki%2FSubstituted_tryptamine"><span>Download QR code</span></a></li> </ul> </div> </div> <div id="p-coll-print_export" class="vector-menu mw-portlet mw-portlet-coll-print_export" > <div class="vector-menu-heading"> Print/export </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="coll-download-as-rl" class="mw-list-item"><a href="/w/index.php?title=Special:DownloadAsPdf&page=Substituted_tryptamine&action=show-download-screen" title="Download this page as a PDF file"><span>Download as PDF</span></a></li><li id="t-print" class="mw-list-item"><a href="/w/index.php?title=Substituted_tryptamine&printable=yes" title="Printable version of this page [p]" accesskey="p"><span>Printable version</span></a></li> </ul> </div> </div> <div id="p-wikibase-otherprojects" class="vector-menu mw-portlet mw-portlet-wikibase-otherprojects" > <div class="vector-menu-heading"> In other projects </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="wb-otherproject-link wb-otherproject-commons mw-list-item"><a href="https://commons.wikimedia.org/wiki/Category:Tryptamines" hreflang="en"><span>Wikimedia Commons</span></a></li><li id="t-wikibase" class="wb-otherproject-link wb-otherproject-wikibase-dataitem mw-list-item"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q10705510" title="Structured data on this page hosted by Wikidata [g]" accesskey="g"><span>Wikidata item</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> </div> </div> </div> <div class="vector-column-end"> <div class="vector-sticky-pinned-container"> <nav class="vector-page-tools-landmark" aria-label="Page tools"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Appearance"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <div id="vector-appearance" class="vector-appearance vector-pinnable-element"> <div class="vector-pinnable-header vector-appearance-pinnable-header vector-pinnable-header-pinned" data-feature-name="appearance-pinned" data-pinnable-element-id="vector-appearance" data-pinned-container-id="vector-appearance-pinned-container" data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Appearance</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Class of indoles</div> <figure class="mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Tryptamine_rests_General_Formula_V.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Tryptamine_rests_General_Formula_V.svg/200px-Tryptamine_rests_General_Formula_V.svg.png" decoding="async" width="200" height="133" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Tryptamine_rests_General_Formula_V.svg/300px-Tryptamine_rests_General_Formula_V.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e4/Tryptamine_rests_General_Formula_V.svg/400px-Tryptamine_rests_General_Formula_V.svg.png 2x" data-file-width="366" data-file-height="244" /></a><figcaption>The structure of substituted tryptamines. Tryptamine itself is obtained when R4=R5=RN<sub>1</sub>=RN<sub>2</sub>=Rα = H.</figcaption></figure> <figure class="mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Tryptamine_structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a9/Tryptamine_structure.svg/225px-Tryptamine_structure.svg.png" decoding="async" width="225" height="139" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a9/Tryptamine_structure.svg/338px-Tryptamine_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a9/Tryptamine_structure.svg/450px-Tryptamine_structure.svg.png 2x" data-file-width="359" data-file-height="221" /></a><figcaption>The structure of substituted tryptamines with all positions labeled.</figcaption></figure> <p><b>Substituted tryptamines</b>, or simply <b>tryptamines</b>, also known as <b>serotonin analogues</b> (i.e., <b>5-hydroxytryptamine analogues</b>), are <a href="/wiki/Organic_compound" title="Organic compound">organic compounds</a> which may be thought of as being derived from <a href="/wiki/Tryptamine" title="Tryptamine">tryptamine</a> itself. The molecular structures of all tryptamines contain an <a href="/wiki/Indole" title="Indole">indole</a> ring, joined to an <a href="/wiki/Amino_group" class="mw-redirect" title="Amino group">amino (NH<sub>2</sub>) group</a> via an ethyl (−CH2–CH2−) <a href="/wiki/Side_chain" title="Side chain">sidechain</a>. In substituted tryptamines, the indole ring, sidechain, and/or amino group are modified by substituting another group for one of the hydrogen (H) atoms. </p><p>Well-known tryptamines include <a href="/wiki/Serotonin" title="Serotonin">serotonin</a>, an important <a href="/wiki/Neurotransmitter" title="Neurotransmitter">neurotransmitter</a>, and <a href="/wiki/Melatonin" title="Melatonin">melatonin</a>, a <a href="/wiki/Hormone" title="Hormone">hormone</a> involved in regulating the sleep-wake cycle. Tryptamine <a href="/wiki/Alkaloids" class="mw-redirect" title="Alkaloids">alkaloids</a> are found in <a href="/wiki/Fungi" class="mw-redirect" title="Fungi">fungi</a>, <a href="/wiki/Plants" class="mw-redirect" title="Plants">plants</a> and <a href="/wiki/Animal" title="Animal">animals</a>; and sometimes used by <a href="/wiki/Humans" class="mw-redirect" title="Humans">humans</a> for the neurological or <a href="/wiki/Psychotropic" class="mw-redirect" title="Psychotropic">psychotropic</a> effects of the substance. Prominent examples of tryptamine alkaloids include <a href="/wiki/Psilocybin" title="Psilocybin">psilocybin</a> (from "<a href="/wiki/Psilocybin_mushroom" title="Psilocybin mushroom">psilocybin mushrooms</a>") and <a href="/wiki/Dimethyltryptamine" class="mw-redirect" title="Dimethyltryptamine">DMT</a>. In South America, dimethyltryptamine is obtained from numerous plant sources, like <a href="/wiki/Chacruna" class="mw-redirect" title="Chacruna">chacruna</a>, and it is often used in <a href="/wiki/Ayahuasca" title="Ayahuasca">ayahuasca</a> brews. Many <a href="/wiki/Chemical_synthesis" title="Chemical synthesis">synthetic</a> tryptamines have also been made, including the <a href="/wiki/Migraine" title="Migraine">migraine</a> <a href="/wiki/Medication" title="Medication">drug</a> <a href="/wiki/Sumatriptan" title="Sumatriptan">sumatriptan</a>, and <a href="/wiki/Psychedelic_drug" title="Psychedelic drug">psychedelic drugs</a>. A 2022 study has found the variety of tryptamines present in wild mushrooms may affect the therapeutic impact.<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>The tryptamine structure, in particular its indole ring, may be part of the structure of some more complex compounds, for example: <a href="/wiki/LSD" title="LSD">LSD</a>, <a href="/wiki/Ibogaine" title="Ibogaine">ibogaine</a>, <a href="/wiki/Mitragynine" title="Mitragynine">mitragynine</a> and <a href="/wiki/Yohimbine" title="Yohimbine">yohimbine</a>. A thorough investigation of dozens of tryptamine compounds was published by <a href="/wiki/Ann_Shulgin" title="Ann Shulgin">Ann</a> and <a href="/wiki/Alexander_Shulgin" title="Alexander Shulgin">Alexander Shulgin</a> under the title <a href="/wiki/TiHKAL" title="TiHKAL">TiHKAL</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="List_of_substituted_tryptamines">List of substituted tryptamines</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Substituted_tryptamine&action=edit&section=1" title="Edit section: List of substituted tryptamines"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></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="plainlinks metadata ambox mbox-small-left ambox-notice" role="presentation" style="width: auto;"><tbody><tr><td class="mbox-image"><span typeof="mw:File"><span><img alt="" src="//upload.wikimedia.org/wikipedia/en/thumb/1/1d/Information_icon4.svg/20px-Information_icon4.svg.png" decoding="async" width="20" height="20" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/1/1d/Information_icon4.svg/30px-Information_icon4.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/1/1d/Information_icon4.svg/40px-Information_icon4.svg.png 2x" data-file-width="620" data-file-height="620" /></span></span></td><td class="mbox-text" style="width: auto;"><div class="mbox-text-span">This list is <a href="/wiki/Wikipedia:WikiProject_Lists#Incomplete_lists" title="Wikipedia:WikiProject Lists">incomplete</a>; you can help by <a class="external text" href="https://en.wikipedia.org/w/index.php?title=Substituted_tryptamine&action=edit">adding missing items</a>. <span class="date-container"><i>(<span class="date">October 2021</span>)</i></span></div></td></tr></tbody></table> <table class="wikitable sortable"> <caption><b>Selected tryptamines</b> </caption> <tbody><tr> <th>Chemical structure </th> <th>Short Name </th> <th>Origin </th> <th>Ring Substitution </th> <th>R<sup>N1</sup> </th> <th>R<sup>N2</sup> </th> <th>Full Name </th> <th>CAS Number </th></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Tryptamine_structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a9/Tryptamine_structure.svg/130px-Tryptamine_structure.svg.png" decoding="async" width="130" height="80" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a9/Tryptamine_structure.svg/195px-Tryptamine_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a9/Tryptamine_structure.svg/260px-Tryptamine_structure.svg.png 2x" data-file-width="359" data-file-height="221" /></a></span></td> <td><a href="/wiki/Tryptamine" title="Tryptamine">Tryptamine</a></td> <td>Animals, plants, fungi</td> <td>H</td> <td>H</td> <td>H</td> <td>3-(2-aminoethyl)indole / 2-(1H-indol-3-yl)ethanamine</td> <td>61-54-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:NMT_structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/78/NMT_structure.svg/120px-NMT_structure.svg.png" decoding="async" width="120" height="82" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/78/NMT_structure.svg/180px-NMT_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/78/NMT_structure.svg/240px-NMT_structure.svg.png 2x" data-file-width="512" data-file-height="349" /></a></span></td> <td><a href="/wiki/N-Methyltryptamine" title="N-Methyltryptamine">NMT</a></td> <td>Plants</td> <td>H</td> <td>H</td> <td>CH<sub>3</sub></td> <td><i>N</i>-methyltryptamine</td> <td>61-49-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:2-Hydroxy-NMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e5/2-Hydroxy-NMT.svg/120px-2-Hydroxy-NMT.svg.png" decoding="async" width="120" height="81" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e5/2-Hydroxy-NMT.svg/180px-2-Hydroxy-NMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e5/2-Hydroxy-NMT.svg/240px-2-Hydroxy-NMT.svg.png 2x" data-file-width="512" data-file-height="347" /></a></span></td> <td><a href="/wiki/2-HO-NMT" title="2-HO-NMT">2-HO-NMT</a></td> <td>Plants</td> <td>2-OH</td> <td>H</td> <td>CH<sub>3</sub></td> <td>2-hydroxy-<i>N</i>-methyltryptamine</td> <td>106987-89-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-NMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/5-MeO-NMT.svg/120px-5-MeO-NMT.svg.png" decoding="async" width="120" height="95" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/5-MeO-NMT.svg/180px-5-MeO-NMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/62/5-MeO-NMT.svg/240px-5-MeO-NMT.svg.png 2x" data-file-width="460" data-file-height="365" /></a></span></td> <td><a href="/wiki/5-MeO-NMT" title="5-MeO-NMT">5-MeO-NMT</a></td> <td>Plants</td> <td>5-OCH<sub>3</sub></td> <td>H</td> <td>CH<sub>3</sub></td> <td>5-methoxy-<i>N</i>-methyltryptamine</td> <td>2009-03-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Serotonin-2D-skeletal.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Serotonin-2D-skeletal.svg/120px-Serotonin-2D-skeletal.svg.png" decoding="async" width="120" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Serotonin-2D-skeletal.svg/180px-Serotonin-2D-skeletal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Serotonin-2D-skeletal.svg/240px-Serotonin-2D-skeletal.svg.png 2x" data-file-width="512" data-file-height="371" /></a></span></td> <td><a href="/wiki/Serotonin" title="Serotonin">Serotonin</a></td> <td>Animals, plants</td> <td>5-OH</td> <td>H</td> <td>H</td> <td>5-hydroxytryptamine</td> <td>50-67-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Norbufotenine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/30/Norbufotenine.svg/120px-Norbufotenine.svg.png" decoding="async" width="120" height="79" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/30/Norbufotenine.svg/180px-Norbufotenine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/30/Norbufotenine.svg/240px-Norbufotenine.svg.png 2x" data-file-width="512" data-file-height="336" /></a></span></td> <td><a href="/wiki/N-Methylserotonin" title="N-Methylserotonin"><i>N</i><sub>ω</sub>-Methylserotonin</a> (norbufotenin)</td> <td>Plants</td> <td>5-OH</td> <td>H</td> <td>CH<sub>3</sub></td> <td>5-hydroxy-<i>N</i>-methyltryptamine</td> <td>1134-01-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Bufotenin2DACS.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f8/Bufotenin2DACS.svg/120px-Bufotenin2DACS.svg.png" decoding="async" width="120" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f8/Bufotenin2DACS.svg/180px-Bufotenin2DACS.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f8/Bufotenin2DACS.svg/240px-Bufotenin2DACS.svg.png 2x" data-file-width="719" data-file-height="519" /></a></span></td> <td><a href="/wiki/Bufotenin" title="Bufotenin">Bufotenin</a></td> <td>Animals, plants, fungi</td> <td>5-OH</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-hydroxy-<i>N,N</i>-dimethyltryptamine</td> <td>487-93-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Bufotenidine.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/Bufotenidine.png/120px-Bufotenidine.png" decoding="async" width="120" height="100" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/Bufotenidine.png/180px-Bufotenidine.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/49/Bufotenidine.png/240px-Bufotenidine.png 2x" data-file-width="1178" data-file-height="983" /></a></span></td> <td><a href="/wiki/Bufotenidine" title="Bufotenidine">Bufotenidine</a></td> <td>Amphibians</td> <td>5-O<sup>−</sup></td> <td colspan="2">(CH<sub>3</sub>)<sub>3</sub></td> <td>3-[2-(trimethylazaniumyl)ethyl]-1H-indol-5-olate</td> <td>487-91-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Melatonin.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/74/Melatonin.svg/120px-Melatonin.svg.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/74/Melatonin.svg/180px-Melatonin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/74/Melatonin.svg/240px-Melatonin.svg.png 2x" data-file-width="270" data-file-height="200" /></a></span></td> <td><a href="/wiki/Melatonin" title="Melatonin">Melatonin</a></td> <td>Animals, plants, microbes</td> <td>5-<a href="/wiki/Methoxy" class="mw-redirect" title="Methoxy">OCH<sub>3</sub></a></td> <td>H</td> <td><a href="/wiki/Acetyl" class="mw-redirect" title="Acetyl">O=C-CH<sub>3</sub></a></td> <td>5-methoxy-<i>N</i>-acetyltryptamine</td> <td>73-31-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:N-Acetylserotonin.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8b/N-Acetylserotonin.png/120px-N-Acetylserotonin.png" decoding="async" width="120" height="68" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8b/N-Acetylserotonin.png/180px-N-Acetylserotonin.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8b/N-Acetylserotonin.png/240px-N-Acetylserotonin.png 2x" data-file-width="1929" data-file-height="1097" /></a></span></td> <td><a href="/wiki/N-Acetylserotonin" title="N-Acetylserotonin"><i>N</i>-Acetylserotonin</a></td> <td>Animals</td> <td>5-OH</td> <td>H</td> <td>O=C-CH<sub>3</sub></td> <td>5-hydroxy-<i>N</i>-acetyltryptamine</td> <td>1210-83-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-Hydroxymelatonin_structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/ce/6-Hydroxymelatonin_structure.svg/120px-6-Hydroxymelatonin_structure.svg.png" decoding="async" width="120" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/ce/6-Hydroxymelatonin_structure.svg/180px-6-Hydroxymelatonin_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/ce/6-Hydroxymelatonin_structure.svg/240px-6-Hydroxymelatonin_structure.svg.png 2x" data-file-width="1150" data-file-height="900" /></a></span></td> <td><a href="/wiki/6-Hydroxymelatonin" title="6-Hydroxymelatonin">6-Hydroxymelatonin</a></td> <td>Animals</td> <td>5-OCH<sub>3</sub>, 6-OH</td> <td>H</td> <td>O=C-CH<sub>3</sub></td> <td><i>N</i>-[2-(6-Hydroxy-5-methoxy-1<i>H</i>-indol-3-yl)ethyl]acetamide</td> <td>2208-41-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Norpsilocin.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e8/Norpsilocin.svg/120px-Norpsilocin.svg.png" decoding="async" width="120" height="104" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e8/Norpsilocin.svg/180px-Norpsilocin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e8/Norpsilocin.svg/240px-Norpsilocin.svg.png 2x" data-file-width="482" data-file-height="417" /></a></span></td> <td><a href="/wiki/4-HO-NMT" class="mw-redirect" title="4-HO-NMT">4-HO-NMT</a></td> <td>Fungi</td> <td>4-<a href="/wiki/Hydroxyl" class="mw-redirect" title="Hydroxyl">OH</a></td> <td>H</td> <td>CH<sub>3</sub></td> <td>4-hydroxy-<i>N</i>-methyltryptamine</td> <td>28363-70-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Psilocin.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/92/Psilocin.svg/120px-Psilocin.svg.png" decoding="async" width="120" height="72" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/92/Psilocin.svg/180px-Psilocin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/92/Psilocin.svg/240px-Psilocin.svg.png 2x" data-file-width="295" data-file-height="178" /></a></span></td> <td><a href="/wiki/Psilocin" title="Psilocin">Psilocin</a></td> <td>Fungi</td> <td>4-<a href="/wiki/Hydroxyl" class="mw-redirect" title="Hydroxyl">OH</a></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>4-hydroxy-<i>N,N</i>-dimethyltryptamine</td> <td>520-53-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Norbaeocystin.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8c/Norbaeocystin.svg/120px-Norbaeocystin.svg.png" decoding="async" width="120" height="117" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8c/Norbaeocystin.svg/180px-Norbaeocystin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8c/Norbaeocystin.svg/240px-Norbaeocystin.svg.png 2x" data-file-width="986" data-file-height="964" /></a></span></td> <td><a href="/wiki/Norbaeocystin" title="Norbaeocystin">Norbaeocystin</a></td> <td>Fungi</td> <td>4-OPO<sub>3</sub>H<sub>2</sub></td> <td>H</td> <td>H</td> <td>4-phosphoryloxy-tryptamine</td> <td>21420-59-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Baeocystin_Formula_V.1.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/fe/Baeocystin_Formula_V.1.svg/120px-Baeocystin_Formula_V.1.svg.png" decoding="async" width="120" height="101" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/fe/Baeocystin_Formula_V.1.svg/180px-Baeocystin_Formula_V.1.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/fe/Baeocystin_Formula_V.1.svg/240px-Baeocystin_Formula_V.1.svg.png 2x" data-file-width="466" data-file-height="394" /></a></span></td> <td><a href="/wiki/Baeocystin" title="Baeocystin">Baeocystin</a></td> <td>Fungi</td> <td>4-OPO<sub>3</sub>H<sub>2</sub></td> <td>H</td> <td>CH<sub>3</sub></td> <td>4-phosphoryloxy-<i>N</i>-methyl-tryptamine</td> <td>21420-58-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Psilocybin,_Kekul%C3%A9,_skeletal_formula_of_canonical_psilocybin.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/97/Psilocybin%2C_Kekul%C3%A9%2C_skeletal_formula_of_canonical_psilocybin.svg/120px-Psilocybin%2C_Kekul%C3%A9%2C_skeletal_formula_of_canonical_psilocybin.svg.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/97/Psilocybin%2C_Kekul%C3%A9%2C_skeletal_formula_of_canonical_psilocybin.svg/180px-Psilocybin%2C_Kekul%C3%A9%2C_skeletal_formula_of_canonical_psilocybin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/97/Psilocybin%2C_Kekul%C3%A9%2C_skeletal_formula_of_canonical_psilocybin.svg/240px-Psilocybin%2C_Kekul%C3%A9%2C_skeletal_formula_of_canonical_psilocybin.svg.png 2x" data-file-width="343" data-file-height="264" /></a></span></td> <td><a href="/wiki/Psilocybin" title="Psilocybin">Psilocybin</a></td> <td>Fungi</td> <td>4-OPO<sub>3</sub>H<sub>2</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>4-phosphoryloxy-<i>N,N</i>-dimethyltryptamine</td> <td>520-52-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Aeruginascin.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/23/Aeruginascin.png/120px-Aeruginascin.png" decoding="async" width="120" height="106" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/23/Aeruginascin.png/180px-Aeruginascin.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/23/Aeruginascin.png/240px-Aeruginascin.png 2x" data-file-width="942" data-file-height="835" /></a></span></td> <td><a href="/wiki/Aeruginascin" title="Aeruginascin">Aeruginascin</a></td> <td>Fungi</td> <td>4-OPO<sub>3</sub>H<sub>2</sub></td> <td colspan="2">(CH<sub>3</sub>)<sub>3</sub></td> <td>[3-[2-(trimethylazaniumyl)ethyl]-1<i>H</i>-indol-4-yl] hydrogen phosphate</td> <td>114264-95-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/88/DMT.svg/120px-DMT.svg.png" decoding="async" width="120" height="71" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/88/DMT.svg/180px-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/88/DMT.svg/240px-DMT.svg.png 2x" data-file-width="236" data-file-height="139" /></a></span></td> <td><a href="/wiki/Dimethyltryptamine" class="mw-redirect" title="Dimethyltryptamine">DMT</a></td> <td>Animals, plants</td> <td>H</td> <td><a href="/wiki/Methyl" class="mw-redirect" title="Methyl">CH<sub>3</sub></a></td> <td>CH<sub>3</sub></td> <td><i>N,N</i>-dimethyltryptamine</td> <td>61-50-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Lespedamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/79/Lespedamine.svg/120px-Lespedamine.svg.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/79/Lespedamine.svg/180px-Lespedamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/79/Lespedamine.svg/240px-Lespedamine.svg.png 2x" data-file-width="512" data-file-height="378" /></a></span></td> <td><a href="/wiki/Lespedamine" title="Lespedamine">Lespedamine</a></td> <td>Plants</td> <td>1-OCH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>1-methoxy-<i>N,N</i>-dimethyltryptamine</td> <td>4335-93-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/5-MeO-DMT.svg/120px-5-MeO-DMT.svg.png" decoding="async" width="120" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/5-MeO-DMT.svg/180px-5-MeO-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b8/5-MeO-DMT.svg/240px-5-MeO-DMT.svg.png 2x" data-file-width="480" data-file-height="365" /></a></span></td> <td><a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">5-MeO-DMT</a></td> <td>Animals, plants</td> <td>5-OCH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-methoxy-<i>N,N</i>-dimethyltryptamine</td> <td>1019-45-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Bromo-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cb/5-Bromo-DMT.svg/120px-5-Bromo-DMT.svg.png" decoding="async" width="120" height="83" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cb/5-Bromo-DMT.svg/180px-5-Bromo-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cb/5-Bromo-DMT.svg/240px-5-Bromo-DMT.svg.png 2x" data-file-width="480" data-file-height="330" /></a></span></td> <td><a href="/wiki/5-Bromo-DMT" title="5-Bromo-DMT">5-Bromo-DMT</a></td> <td>Marine sponges, invertebrates</td> <td>5-Br</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-bromo-<i>N,N</i>-dimethyltryptamine</td> <td>17274-65-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-Br-T.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/dd/6-Br-T.svg/120px-6-Br-T.svg.png" decoding="async" width="120" height="53" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/dd/6-Br-T.svg/180px-6-Br-T.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/dd/6-Br-T.svg/240px-6-Br-T.svg.png 2x" data-file-width="565" data-file-height="250" /></a></span></td> <td><a href="/wiki/6-Bromotryptamine" title="6-Bromotryptamine">6-Bromotryptamine</a></td> <td>Marine invertebrates</td> <td>6-Br</td> <td>H</td> <td>H</td> <td>6-bromotryptamine</td> <td>96624-18-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5,6_diBr-T.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/5%2C6_diBr-T.svg/120px-5%2C6_diBr-T.svg.png" decoding="async" width="120" height="70" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/5%2C6_diBr-T.svg/180px-5%2C6_diBr-T.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/49/5%2C6_diBr-T.svg/240px-5%2C6_diBr-T.svg.png 2x" data-file-width="565" data-file-height="330" /></a></span></td> <td><a href="/wiki/5,6-Dibromotryptamine" title="5,6-Dibromotryptamine">5,6-Dibromotryptamine</a></td> <td>Marine invertebrates</td> <td>5,6-Br</td> <td>H</td> <td>H</td> <td>5,6-dibromotryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5,6_diBr-NMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6a/5%2C6_diBr-NMT.svg/120px-5%2C6_diBr-NMT.svg.png" decoding="async" width="120" height="73" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6a/5%2C6_diBr-NMT.svg/180px-5%2C6_diBr-NMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6a/5%2C6_diBr-NMT.svg/240px-5%2C6_diBr-NMT.svg.png 2x" data-file-width="545" data-file-height="330" /></a></span></td> <td><a href="/wiki/5,6-Dibromo-NMT" class="mw-redirect" title="5,6-Dibromo-NMT">5,6-Dibromo-NMT</a></td> <td>Marine invertebrates</td> <td>5,6-Br</td> <td>H</td> <td>CH<sub>3</sub></td> <td>5,6-dibromo-<i>N</i>-methyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5,6-dibromo-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/66/5%2C6-dibromo-DMT.svg/120px-5%2C6-dibromo-DMT.svg.png" decoding="async" width="120" height="71" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/66/5%2C6-dibromo-DMT.svg/180px-5%2C6-dibromo-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/66/5%2C6-dibromo-DMT.svg/240px-5%2C6-dibromo-DMT.svg.png 2x" data-file-width="560" data-file-height="330" /></a></span></td> <td><a href="/wiki/5,6-Dibromo-DMT" title="5,6-Dibromo-DMT">5,6-Dibromo-DMT</a></td> <td>Marine sponges, invertebrates</td> <td>5,6-Br</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5,6-dibromo-<i>N,N</i>-dimethyltryptamine</td> <td>72853-80-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Desformylflustrabromine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4d/Desformylflustrabromine.svg/120px-Desformylflustrabromine.svg.png" decoding="async" width="120" height="80" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4d/Desformylflustrabromine.svg/180px-Desformylflustrabromine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4d/Desformylflustrabromine.svg/240px-Desformylflustrabromine.svg.png 2x" data-file-width="512" data-file-height="342" /></a></span></td> <td><a href="/wiki/Desformylflustrabromine" title="Desformylflustrabromine">Desformylflustrabromine</a></td> <td>Marine invertebrates</td> <td>2-(α,α-dimethylallyl), 6-Br</td> <td>H</td> <td>CH<sub>3</sub></td> <td>2-[6-bromo-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-N-methylethanamine</td> <td>474657-72-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Convolutindole_A.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Convolutindole_A.svg/120px-Convolutindole_A.svg.png" decoding="async" width="120" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Convolutindole_A.svg/180px-Convolutindole_A.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f2/Convolutindole_A.svg/240px-Convolutindole_A.svg.png 2x" data-file-width="560" data-file-height="400" /></a></span></td> <td><a href="/wiki/Convolutindole_A" title="Convolutindole A">Convolutindole A</a></td> <td>Marine invertebrates</td> <td>2,4,6-Br, 1,7-OCH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>1,7-dimethoxy-2,4,6-tribromo-<i>N,N</i>-dimethyltryptamine</td> <td>443356-86-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Acetryptine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e7/Acetryptine.svg/120px-Acetryptine.svg.png" decoding="async" width="120" height="78" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e7/Acetryptine.svg/180px-Acetryptine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e7/Acetryptine.svg/240px-Acetryptine.svg.png 2x" data-file-width="1075" data-file-height="700" /></a></span></td> <td><a href="/wiki/Acetryptine" title="Acetryptine">Acetryptine</a> </td> <td>artificial </td> <td>5-COCH<sub>3</sub> </td> <td>H </td> <td>H </td> <td>5-Acetyltryptamine </td> <td>3551-18-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-benzyloxytryptamine.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b1/5-benzyloxytryptamine.png/130px-5-benzyloxytryptamine.png" decoding="async" width="130" height="61" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b1/5-benzyloxytryptamine.png/195px-5-benzyloxytryptamine.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b1/5-benzyloxytryptamine.png/260px-5-benzyloxytryptamine.png 2x" data-file-width="1158" data-file-height="547" /></a></span></td> <td><a href="/wiki/5-Benzyloxytryptamine" title="5-Benzyloxytryptamine">5-BT</a> </td> <td>artificial </td> <td>5-OCH<sub>2</sub>C<sub>6</sub>H<sub>5</sub> </td> <td>H </td> <td>H </td> <td>5-Benzyloxytryptamine </td> <td>20776-45-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Carboxamidotryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cb/5-Carboxamidotryptamine.svg/120px-5-Carboxamidotryptamine.svg.png" decoding="async" width="120" height="76" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cb/5-Carboxamidotryptamine.svg/180px-5-Carboxamidotryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cb/5-Carboxamidotryptamine.svg/240px-5-Carboxamidotryptamine.svg.png 2x" data-file-width="193" data-file-height="122" /></a></span></td> <td><a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</a> </td> <td>artificial </td> <td>5-CONH<sub>2</sub> </td> <td>H </td> <td>H </td> <td>5-Carboxamidotryptamine </td> <td>74885-09-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Nonyloxytryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/5-Nonyloxytryptamine.svg/130px-5-Nonyloxytryptamine.svg.png" decoding="async" width="130" height="43" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/5-Nonyloxytryptamine.svg/195px-5-Nonyloxytryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/62/5-Nonyloxytryptamine.svg/260px-5-Nonyloxytryptamine.svg.png 2x" data-file-width="701" data-file-height="230" /></a></span></td> <td><a href="/wiki/5-(Nonyloxy)tryptamine" title="5-(Nonyloxy)tryptamine">5-(Nonyloxy)tryptamine</a></td> <td>artificial</td> <td>5-O(CH<sub>2</sub>)<sub>8</sub>CH<sub>3</sub></td> <td>H</td> <td>H</td> <td>5-nonyloxytryptamine</td> <td>157798-12-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:2-Methyl-5-hydroxytryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7f/2-Methyl-5-hydroxytryptamine.svg/120px-2-Methyl-5-hydroxytryptamine.svg.png" decoding="async" width="120" height="80" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7f/2-Methyl-5-hydroxytryptamine.svg/180px-2-Methyl-5-hydroxytryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7f/2-Methyl-5-hydroxytryptamine.svg/240px-2-Methyl-5-hydroxytryptamine.svg.png 2x" data-file-width="345" data-file-height="231" /></a></span></td> <td><a href="/wiki/2-Methyl-5-hydroxytryptamine" title="2-Methyl-5-hydroxytryptamine">2-Methyl-5-hydroxytryptamine</a> </td> <td>artificial </td> <td>2-CH<sub>3</sub>, 5-OH </td> <td>H </td> <td>H </td> <td>3-(2-aminoethyl)-2-methyl-1<i>H</i>-indol-5-ol </td> <td>78263-90-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:N-Ethyltryptamine.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8f/N-Ethyltryptamine.png/120px-N-Ethyltryptamine.png" decoding="async" width="120" height="72" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8f/N-Ethyltryptamine.png/180px-N-Ethyltryptamine.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8f/N-Ethyltryptamine.png/240px-N-Ethyltryptamine.png 2x" data-file-width="468" data-file-height="282" /></a></span></td> <td><a href="/wiki/N-Ethyltryptamine" title="N-Ethyltryptamine">NET</a> </td> <td>artificial </td> <td>H </td> <td>H </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>N-ethyltryptamine </td> <td>61-53-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:NiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/78/NiPT_structure.png/120px-NiPT_structure.png" decoding="async" width="120" height="132" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/78/NiPT_structure.png/180px-NiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/78/NiPT_structure.png/240px-NiPT_structure.png 2x" data-file-width="769" data-file-height="843" /></a></span></td> <td>NiPT </td> <td>artificial </td> <td>H </td> <td>H </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>N-isopropyltryptamine </td> <td>14121-10-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:NcPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/NcPT_structure.png/120px-NcPT_structure.png" decoding="async" width="120" height="133" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/NcPT_structure.png/180px-NcPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0f/NcPT_structure.png/240px-NcPT_structure.png 2x" data-file-width="759" data-file-height="841" /></a></span></td> <td>NcPT </td> <td>artificial </td> <td>H </td> <td>H </td> <td>C<sub>3</sub>H<sub>5</sub> </td> <td>N-cyclopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:NSBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/46/NSBT_structure.png/120px-NSBT_structure.png" decoding="async" width="120" height="103" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/46/NSBT_structure.png/180px-NSBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/46/NSBT_structure.png/240px-NSBT_structure.png 2x" data-file-width="846" data-file-height="729" /></a></span></td> <td>NSBT </td> <td>artificial </td> <td>H </td> <td>H </td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> </td> <td>N-<i>sec</i>-butyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:N-t-butyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/N-t-butyltryptamine.svg/120px-N-t-butyltryptamine.svg.png" decoding="async" width="120" height="110" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/N-t-butyltryptamine.svg/180px-N-t-butyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/38/N-t-butyltryptamine.svg/240px-N-t-butyltryptamine.svg.png 2x" data-file-width="95" data-file-height="87" /></a></span></td> <td><a href="/wiki/N-t-Butyltryptamine" title="N-t-Butyltryptamine">NTBT</a> </td> <td>artificial </td> <td>H </td> <td>H </td> <td>C(CH<sub>3</sub>)<sub>3</sub> </td> <td>N-[2-(1H-indol-3-yl)ethyl]-2-methylpropan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5MT-NBOMe_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/48/5MT-NBOMe_structure.png/130px-5MT-NBOMe_structure.png" decoding="async" width="130" height="85" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/48/5MT-NBOMe_structure.png/195px-5MT-NBOMe_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/48/5MT-NBOMe_structure.png/260px-5MT-NBOMe_structure.png 2x" data-file-width="774" data-file-height="509" /></a></span></td> <td><a href="/wiki/5-MeO-T-NBOMe" title="5-MeO-T-NBOMe">5-MeO-T-NBOMe</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>H </td> <td>CH<sub>2</sub>C<sub>6</sub>H<sub>4</sub>(<i>o</i>-OCH<sub>3</sub>) </td> <td>5-methoxy-<i>N</i>-(<i>ortho</i>-methoxybenzyl)tryptamine </td> <td>1335331-37-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5MT-NB3OMe_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/5MT-NB3OMe_structure.png/130px-5MT-NB3OMe_structure.png" decoding="async" width="130" height="70" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/5MT-NB3OMe_structure.png/195px-5MT-NB3OMe_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/68/5MT-NB3OMe_structure.png/260px-5MT-NB3OMe_structure.png 2x" data-file-width="1194" data-file-height="640" /></a></span></td> <td>5-MT-NB3OMe <sup id="cite_ref-pmid30629611_2-0" class="reference"><a href="#cite_note-pmid30629611-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>H </td> <td>CH<sub>2</sub>C<sub>6</sub>H<sub>4</sub>(<i>m</i>-OCH<sub>3</sub>) </td> <td>5-methoxy-<i>N</i>-(<i>meta</i>-methoxybenzyl)tryptamine </td> <td>1648553-42-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Methoxy-N-(4-bromobenzyl)tryptamine).svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/5-Methoxy-N-%284-bromobenzyl%29tryptamine%29.svg/130px-5-Methoxy-N-%284-bromobenzyl%29tryptamine%29.svg.png" decoding="async" width="130" height="124" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/5-Methoxy-N-%284-bromobenzyl%29tryptamine%29.svg/195px-5-Methoxy-N-%284-bromobenzyl%29tryptamine%29.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/ff/5-Methoxy-N-%284-bromobenzyl%29tryptamine%29.svg/260px-5-Methoxy-N-%284-bromobenzyl%29tryptamine%29.svg.png 2x" data-file-width="134" data-file-height="128" /></a></span></td> <td><a href="/wiki/5-MeO-NBpBrT" title="5-MeO-NBpBrT">5-MeO-NBpBrT</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>H </td> <td>CH<sub>2</sub>C<sub>6</sub>H<sub>4</sub>(<i>p</i>-Br) </td> <td>N-(4-Bromobenzyl)-2-(5-methoxy-1H-indol-3-yl)ethanamine </td> <td>155639-13-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-34MPEMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/54/5-MeO-34MPEMT_structure.png/130px-5-MeO-34MPEMT_structure.png" decoding="async" width="130" height="63" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/54/5-MeO-34MPEMT_structure.png/195px-5-MeO-34MPEMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/54/5-MeO-34MPEMT_structure.png/260px-5-MeO-34MPEMT_structure.png 2x" data-file-width="1535" data-file-height="741" /></a></span></td> <td>5-MeO-34MPEMT <sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>C<sub>6</sub>H<sub>3</sub>(<i>p,m</i>-OCH<sub>3</sub>) </td> <td>N-methyl-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(5-methoxy-1H-indol-3-yl)ethanamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Lu-AE58054.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/45/Lu-AE58054.svg/130px-Lu-AE58054.svg.png" decoding="async" width="130" height="40" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/45/Lu-AE58054.svg/195px-Lu-AE58054.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/45/Lu-AE58054.svg/260px-Lu-AE58054.svg.png 2x" data-file-width="2060" data-file-height="640" /></a></span></td> <td><a href="/wiki/Idalopirdine" title="Idalopirdine">Idalopirdine</a> </td> <td>artificial </td> <td>6-F </td> <td>H </td> <td>CH<sub>2</sub>C<sub>6</sub>H<sub>4</sub>(<i>m</i>-OCH<sub>2</sub>CF<sub>2</sub>CF<sub>2</sub>H) </td> <td>2-(6-Fluoro-1<i>H</i>-indol-3-yl)-<i>N</i>-(3-(2,2,3,3-tetrafluoropropoxy)benzyl)ethanamine </td> <td>467459-31-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Z2876442907_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/66/Z2876442907_structure.png/130px-Z2876442907_structure.png" decoding="async" width="130" height="58" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/66/Z2876442907_structure.png/195px-Z2876442907_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/66/Z2876442907_structure.png/260px-Z2876442907_structure.png 2x" data-file-width="1254" data-file-height="555" /></a></span></td> <td>Z2876442907<sup id="cite_ref-pmid38187536_4-0" class="reference"><a href="#cite_note-pmid38187536-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </td> <td>artificial </td> <td>4-CH<sub>3</sub> </td> <td>H </td> <td>CH<sub>2</sub>(C<sub>3</sub>HNS)COOCH<sub>2</sub>CH<sub>3</sub> </td> <td>ethyl 2-({[2-(4-methyl-1H-indol-3-yl)ethyl]amino}methyl)-1,3-thiazole-5-carboxylate </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Pyr-T.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c1/Pyr-T.png/120px-Pyr-T.png" decoding="async" width="120" height="68" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c1/Pyr-T.png/180px-Pyr-T.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c1/Pyr-T.png/240px-Pyr-T.png 2x" data-file-width="2820" data-file-height="1604" /></a></span></td> <td><a href="/wiki/Pyr-T" title="Pyr-T">Pyr-T</a></td> <td>artificial</td> <td>H</td> <td colspan="2">(CH<sub>2</sub>)<sub>4</sub></td> <td>3-[2-(Pyrrolidin-1-yl)ethyl]-1<i>H</i>-indole</td> <td>14008-96-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-pyr-T.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5a/4-HO-pyr-T.png/120px-4-HO-pyr-T.png" decoding="async" width="120" height="65" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5a/4-HO-pyr-T.png/180px-4-HO-pyr-T.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5a/4-HO-pyr-T.png/240px-4-HO-pyr-T.png 2x" data-file-width="2148" data-file-height="1164" /></a></span></td> <td><a href="/wiki/4-HO-pyr-T" title="4-HO-pyr-T">4-HO-pyr-T</a></td> <td>artificial</td> <td>4-OH</td> <td colspan="2">(CH<sub>2</sub>)<sub>4</sub></td> <td>3-[2-(Pyrrolidin-1-yl)ethyl]-1<i>H</i>-indol-4-ol</td> <td>63097-26-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-pyr-T.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d8/5-MeO-pyr-T.png/120px-5-MeO-pyr-T.png" decoding="async" width="120" height="80" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d8/5-MeO-pyr-T.png/180px-5-MeO-pyr-T.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d8/5-MeO-pyr-T.png/240px-5-MeO-pyr-T.png 2x" data-file-width="2382" data-file-height="1592" /></a></span></td> <td><a href="/wiki/5-MeO-pyr-T" title="5-MeO-pyr-T">5-MeO-pyr-T</a></td> <td>artificial</td> <td>5-OCH<sub>3</sub></td> <td colspan="2">(CH<sub>2</sub>)<sub>4</sub></td> <td>5-Methoxy-3-[2-(pyrrolidin-1-yl)ethyl]-1<i>H</i>-indole</td> <td>3949-14-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Indolylethylfentanyl_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ee/Indolylethylfentanyl_structure.png/120px-Indolylethylfentanyl_structure.png" decoding="async" width="120" height="78" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ee/Indolylethylfentanyl_structure.png/180px-Indolylethylfentanyl_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ee/Indolylethylfentanyl_structure.png/240px-Indolylethylfentanyl_structure.png 2x" data-file-width="953" data-file-height="623" /></a></span></td> <td>Indolylethylfentanyl</td> <td>artificial</td> <td>H</td> <td colspan="2">(CH<sub>2</sub>)<sub>5</sub>-4-N(COCH<sub>2</sub>CH<sub>3</sub>)C<sub>6</sub>H<sub>5</sub></td> <td>N-[1-[2-(1H-indol-3-yl)ethyl]piperidin-4-yl]-N-phenylpropanamide</td> <td>58399-46-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:MET_image.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1d/MET_image.svg/120px-MET_image.svg.png" decoding="async" width="120" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1d/MET_image.svg/180px-MET_image.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1d/MET_image.svg/240px-MET_image.svg.png 2x" data-file-width="176" data-file-height="134" /></a></span></td> <td><a href="/wiki/N-Methyl-N-ethyltryptamine" title="N-Methyl-N-ethyltryptamine">MET</a> </td> <td>artificial </td> <td>H </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>N-Methyl-N-ethyltryptamine </td> <td>5599-69-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:MPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b7/MPT_structure.png/120px-MPT_structure.png" decoding="async" width="120" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b7/MPT_structure.png/180px-MPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b7/MPT_structure.png/240px-MPT_structure.png 2x" data-file-width="1036" data-file-height="753" /></a></span></td> <td>MPT </td> <td>artificial </td> <td>H </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>N-Methyl-N-propyltryptamine </td> <td>850032-72-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:MIPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/aa/MIPT.svg/120px-MIPT.svg.png" decoding="async" width="120" height="71" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/aa/MIPT.svg/180px-MIPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/aa/MIPT.svg/240px-MIPT.svg.png 2x" data-file-width="361" data-file-height="213" /></a></span></td> <td><a href="/wiki/Methylisopropyltryptamine" class="mw-redirect" title="Methylisopropyltryptamine">MiPT</a> </td> <td>artificial </td> <td>H </td> <td>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>N-Methyl-N-isopropyltryptamine </td> <td>96096-52-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:McPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b9/McPT_structure.png/120px-McPT_structure.png" decoding="async" width="120" height="98" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b9/McPT_structure.png/180px-McPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b9/McPT_structure.png/240px-McPT_structure.png 2x" data-file-width="958" data-file-height="782" /></a></span></td> <td>McPT </td> <td>artificial </td> <td>H </td> <td>CH<sub>3</sub> </td> <td>C<sub>3</sub>H<sub>5</sub> </td> <td>N-Methyl-N-cyclopropyltryptamine </td> <td>1373918-63-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:EcPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/EcPT_structure.png/120px-EcPT_structure.png" decoding="async" width="120" height="125" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/EcPT_structure.png/180px-EcPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/ba/EcPT_structure.png/240px-EcPT_structure.png 2x" data-file-width="705" data-file-height="732" /></a></span></td> <td>EcPT </td> <td>artificial </td> <td>H </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>C<sub>3</sub>H<sub>5</sub> </td> <td>N-ethyl-N-cyclopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:PcPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1c/PcPT_structure.png/120px-PcPT_structure.png" decoding="async" width="120" height="108" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1c/PcPT_structure.png/180px-PcPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1c/PcPT_structure.png/240px-PcPT_structure.png 2x" data-file-width="812" data-file-height="733" /></a></span></td> <td>PcPT </td> <td>artificial </td> <td>H </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>C<sub>3</sub>H<sub>5</sub> </td> <td>N-propyl-N-cyclopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:IPcPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/02/IPcPT_structure.png/120px-IPcPT_structure.png" decoding="async" width="120" height="115" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/02/IPcPT_structure.png/180px-IPcPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/02/IPcPT_structure.png/240px-IPcPT_structure.png 2x" data-file-width="758" data-file-height="726" /></a></span></td> <td>iPcPT </td> <td>artificial </td> <td>H </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>C<sub>3</sub>H<sub>5</sub> </td> <td>N-isopropyl-N-cyclopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:DcPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0a/DcPT_structure.png/120px-DcPT_structure.png" decoding="async" width="120" height="108" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0a/DcPT_structure.png/180px-DcPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0a/DcPT_structure.png/240px-DcPT_structure.png 2x" data-file-width="788" data-file-height="710" /></a></span></td> <td>DcPT </td> <td>artificial </td> <td>H </td> <td>C<sub>3</sub>H<sub>5</sub> </td> <td>C<sub>3</sub>H<sub>5</sub> </td> <td>N,N-dicyclopropyltryptamine </td> <td>1373918-62-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Methylbutyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Methylbutyltryptamine.svg/120px-Methylbutyltryptamine.svg.png" decoding="async" width="120" height="49" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Methylbutyltryptamine.svg/180px-Methylbutyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Methylbutyltryptamine.svg/240px-Methylbutyltryptamine.svg.png 2x" data-file-width="415" data-file-height="168" /></a></span></td> <td><a href="/wiki/Methylbutyltryptamine" title="Methylbutyltryptamine">MBT</a> </td> <td>artificial </td> <td>H </td> <td>CH<sub>3</sub> </td> <td>(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub> </td> <td>N-Methyl-N-butyltryptamine </td> <td>848130-12-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:MSBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5b/MSBT_structure.png/120px-MSBT_structure.png" decoding="async" width="120" height="105" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5b/MSBT_structure.png/180px-MSBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5b/MSBT_structure.png/240px-MSBT_structure.png 2x" data-file-width="832" data-file-height="726" /></a></span></td> <td>MSBT </td> <td>artificial </td> <td>H </td> <td>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> </td> <td>N-Methyl-N-<i>sec</i>-butyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:MiBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/da/MiBT_structure.png/120px-MiBT_structure.png" decoding="async" width="120" height="85" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/da/MiBT_structure.png/180px-MiBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/da/MiBT_structure.png/240px-MiBT_structure.png 2x" data-file-width="1055" data-file-height="748" /></a></span></td> <td>MiBT </td> <td>artificial </td> <td>H </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>N-Methyl-N-<i>iso</i>-butyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:McPMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f3/McPMT_structure.png/120px-McPMT_structure.png" decoding="async" width="120" height="84" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f3/McPMT_structure.png/180px-McPMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f3/McPMT_structure.png/240px-McPMT_structure.png 2x" data-file-width="1075" data-file-height="755" /></a></span></td> <td>McPMT </td> <td>artificial </td> <td>H </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>C<sub>3</sub>H<sub>5</sub> </td> <td>N-Methyl-N-(cyclopropylmethyl)tryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Diethyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/57/Diethyltryptamine.svg/120px-Diethyltryptamine.svg.png" decoding="async" width="120" height="70" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/57/Diethyltryptamine.svg/180px-Diethyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/57/Diethyltryptamine.svg/240px-Diethyltryptamine.svg.png 2x" data-file-width="500" data-file-height="293" /></a></span></td> <td><a href="/wiki/Diethyltryptamine" title="Diethyltryptamine">DET</a> </td> <td>artificial </td> <td>H </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td><i>N,N</i>-diethyltryptamine </td> <td>61-51-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Ethylpropyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/18/Ethylpropyltryptamine.svg/120px-Ethylpropyltryptamine.svg.png" decoding="async" width="120" height="104" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/18/Ethylpropyltryptamine.svg/180px-Ethylpropyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/18/Ethylpropyltryptamine.svg/240px-Ethylpropyltryptamine.svg.png 2x" data-file-width="485" data-file-height="420" /></a></span></td> <td><a href="/wiki/Ethylpropyltryptamine" title="Ethylpropyltryptamine">EPT</a> </td> <td>artificial </td> <td>H </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>N-Ethyl-N-propyltryptamine </td> <td>850032-68-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Ethylisopropyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ea/Ethylisopropyltryptamine.svg/120px-Ethylisopropyltryptamine.svg.png" decoding="async" width="120" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ea/Ethylisopropyltryptamine.svg/180px-Ethylisopropyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ea/Ethylisopropyltryptamine.svg/240px-Ethylisopropyltryptamine.svg.png 2x" data-file-width="500" data-file-height="360" /></a></span></td> <td><a href="/wiki/Ethylisopropyltryptamine" title="Ethylisopropyltryptamine">EiPT</a> </td> <td>artificial </td> <td>H </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>N-Ethyl-N-isopropyltryptamine </td> <td>848130-11-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:DPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/77/DPT.svg/120px-DPT.svg.png" decoding="async" width="120" height="76" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/77/DPT.svg/180px-DPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/77/DPT.svg/240px-DPT.svg.png 2x" data-file-width="476" data-file-height="301" /></a></span></td> <td><a href="/wiki/Dipropyltryptamine" title="Dipropyltryptamine">DPT</a> </td> <td>artificial </td> <td>H </td> <td><a href="/wiki/Propyl" class="mw-redirect" title="Propyl">CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></a> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td><i>N,N</i>-dipropyltryptamine </td> <td>61-52-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Propylisopropyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8f/Propylisopropyltryptamine.svg/120px-Propylisopropyltryptamine.svg.png" decoding="async" width="120" height="61" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8f/Propylisopropyltryptamine.svg/180px-Propylisopropyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8f/Propylisopropyltryptamine.svg/240px-Propylisopropyltryptamine.svg.png 2x" data-file-width="373" data-file-height="189" /></a></span></td> <td><a href="/wiki/Propylisopropyltryptamine" title="Propylisopropyltryptamine">PiPT</a> </td> <td>artificial </td> <td>H </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>N-Propyl-N-isopropyltryptamine </td> <td>1354632-00-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:DiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c9/DiPT.svg/120px-DiPT.svg.png" decoding="async" width="120" height="76" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c9/DiPT.svg/180px-DiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c9/DiPT.svg/240px-DiPT.svg.png 2x" data-file-width="343" data-file-height="216" /></a></span></td> <td><a href="/wiki/Diisopropyltryptamine" class="mw-redirect" title="Diisopropyltryptamine">DiPT</a> </td> <td>artificial </td> <td>H </td> <td><a href="/wiki/Isopropyl" class="mw-redirect" title="Isopropyl">CH(CH<sub>3</sub>)<sub>2</sub></a> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td><i>N,N</i>-diisopropyltryptamine </td> <td>14780-24-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:EBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/91/EBT_structure.png/120px-EBT_structure.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/91/EBT_structure.png/180px-EBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/91/EBT_structure.png/240px-EBT_structure.png 2x" data-file-width="1150" data-file-height="878" /></a></span></td> <td>EBT </td> <td>artificial </td> <td>H </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub> </td> <td>N-ethyl-N-butyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:PBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/ab/PBT_structure.png/120px-PBT_structure.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/ab/PBT_structure.png/180px-PBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/ab/PBT_structure.png/240px-PBT_structure.png 2x" data-file-width="1170" data-file-height="934" /></a></span></td> <td>PBT </td> <td>artificial </td> <td>H </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub> </td> <td>N-propyl-N-butyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:IPsBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/92/IPsBT_structure.png/120px-IPsBT_structure.png" decoding="async" width="120" height="109" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/92/IPsBT_structure.png/180px-IPsBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/92/IPsBT_structure.png/240px-IPsBT_structure.png 2x" data-file-width="795" data-file-height="721" /></a></span></td> <td>iPsBT </td> <td>artificial </td> <td>H </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> </td> <td>N-isopropyl-N-sec-butyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Dibutyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3e/Dibutyltryptamine.svg/120px-Dibutyltryptamine.svg.png" decoding="async" width="120" height="106" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3e/Dibutyltryptamine.svg/180px-Dibutyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3e/Dibutyltryptamine.svg/240px-Dibutyltryptamine.svg.png 2x" data-file-width="247" data-file-height="218" /></a></span></td> <td><a href="/wiki/Dibutyltryptamine" title="Dibutyltryptamine">DBT</a> </td> <td>artificial </td> <td>H </td> <td>(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub> </td> <td>(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub> </td> <td><i>N,N</i>-dibutyltryptamine </td> <td>15741-77-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:DIBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/45/DIBT_structure.png/120px-DIBT_structure.png" decoding="async" width="120" height="115" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/45/DIBT_structure.png/180px-DIBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/45/DIBT_structure.png/240px-DIBT_structure.png 2x" data-file-width="861" data-file-height="828" /></a></span></td> <td>DIBT </td> <td>artificial </td> <td>H </td> <td>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td><i>N,N</i>-diisobutyltryptamine </td> <td>63938-64-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:DSBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7a/DSBT_structure.png/120px-DSBT_structure.png" decoding="async" width="120" height="106" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7a/DSBT_structure.png/180px-DSBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7a/DSBT_structure.png/240px-DSBT_structure.png 2x" data-file-width="875" data-file-height="772" /></a></span></td> <td>DSBT </td> <td>artificial </td> <td>H </td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> </td> <td><i>N,N</i>-disecbutyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Methylallyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/Methylallyltryptamine.svg/120px-Methylallyltryptamine.svg.png" decoding="async" width="120" height="98" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/Methylallyltryptamine.svg/180px-Methylallyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b8/Methylallyltryptamine.svg/240px-Methylallyltryptamine.svg.png 2x" data-file-width="495" data-file-height="405" /></a></span></td> <td><a href="/wiki/MALT_(psychedelic_drug)" class="mw-redirect" title="MALT (psychedelic drug)">MALT</a> </td> <td>artificial </td> <td>H </td> <td>CH<sub>3</sub> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>N-methyl-N-allyltryptamine </td> <td>1366416-29-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:DALT-structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/97/DALT-structure.png/120px-DALT-structure.png" decoding="async" width="120" height="68" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/97/DALT-structure.png/180px-DALT-structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/97/DALT-structure.png/240px-DALT-structure.png 2x" data-file-width="2011" data-file-height="1140" /></a></span></td> <td><a href="/wiki/Diallyltryptamine" class="mw-redirect" title="Diallyltryptamine">DALT</a> </td> <td>artificial </td> <td>H </td> <td><a href="/wiki/Allyl" class="mw-redirect" title="Allyl">H<sub>2</sub>C=CH-CH<sub>2</sub></a> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td><i>N,N</i>-diallyltryptamine </td> <td>60676-77-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:ALiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/67/ALiPT_structure.png/120px-ALiPT_structure.png" decoding="async" width="120" height="101" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/67/ALiPT_structure.png/180px-ALiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/67/ALiPT_structure.png/240px-ALiPT_structure.png 2x" data-file-width="869" data-file-height="732" /></a></span></td> <td>ALiPT </td> <td>artificial </td> <td>H </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>N-allyl-N-isopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:2-Me-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a6/2-Me-DMT.svg/120px-2-Me-DMT.svg.png" decoding="async" width="120" height="70" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a6/2-Me-DMT.svg/180px-2-Me-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a6/2-Me-DMT.svg/240px-2-Me-DMT.svg.png 2x" data-file-width="376" data-file-height="218" /></a></span></td> <td><a href="/wiki/2,N,N-TMT" title="2,N,N-TMT">2-Methyl-DMT</a> </td> <td>artificial </td> <td>2-CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>(2-(2-methyl-1<i>H</i>-indol-3-yl)-1-methyl-ethyl)dimethylamine </td> <td>1080-95-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:2-methyl-diethyltryptamine.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e1/2-methyl-diethyltryptamine.png/120px-2-methyl-diethyltryptamine.png" decoding="async" width="120" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e1/2-methyl-diethyltryptamine.png/180px-2-methyl-diethyltryptamine.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e1/2-methyl-diethyltryptamine.png/240px-2-methyl-diethyltryptamine.png 2x" data-file-width="838" data-file-height="599" /></a></span></td> <td><a href="/wiki/2-Me-DET" title="2-Me-DET">2-Me-DET</a> </td> <td>artificial </td> <td>2-CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td><i>N</i>,<i>N</i>-Diethyl-2-(2-methyl-1<i>H</i>-indol-3-yl)ethan-1-amine </td> <td>26628-88-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-Amino-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/83/4-Amino-DMT_structure.png/120px-4-Amino-DMT_structure.png" decoding="async" width="120" height="126" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/83/4-Amino-DMT_structure.png/180px-4-Amino-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/83/4-Amino-DMT_structure.png/240px-4-Amino-DMT_structure.png 2x" data-file-width="653" data-file-height="686" /></a></span></td> <td>4-Amino-DMT <sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </td> <td>artificial </td> <td>4-NH<sub>2</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>4-amino-<i>N,N</i>-dimethyltryptamine </td> <td>60331-61-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-Me-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e3/4-Me-DMT_structure.png/120px-4-Me-DMT_structure.png" decoding="async" width="120" height="126" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e3/4-Me-DMT_structure.png/180px-4-Me-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e3/4-Me-DMT_structure.png/240px-4-Me-DMT_structure.png 2x" data-file-width="654" data-file-height="686" /></a></span></td> <td>4-Methyl-DMT </td> <td>artificial </td> <td>4-CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>4,<i>N,N</i>-trimethyltryptamine </td> <td>28289-23-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-MeO-DMT.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/66/4-MeO-DMT.png/120px-4-MeO-DMT.png" decoding="async" width="120" height="111" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/66/4-MeO-DMT.png/180px-4-MeO-DMT.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/66/4-MeO-DMT.png/240px-4-MeO-DMT.png 2x" data-file-width="677" data-file-height="628" /></a></span></td> <td><a href="/wiki/4-MeO-DMT" title="4-MeO-DMT">4-MeO-DMT</a> </td> <td>artificial </td> <td>4-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>4-methoxy-<i>N,N</i>-dimethyltryptamine </td> <td>3965-97-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-MeO-MiPT.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8b/4-MeO-MiPT.png/120px-4-MeO-MiPT.png" decoding="async" width="120" height="85" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8b/4-MeO-MiPT.png/180px-4-MeO-MiPT.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8b/4-MeO-MiPT.png/240px-4-MeO-MiPT.png 2x" data-file-width="2139" data-file-height="1521" /></a></span></td> <td><a href="/wiki/4-MeO-MiPT" title="4-MeO-MiPT">4-MeO-MiPT</a> </td> <td>artificial </td> <td>4-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-methoxy-N-methyl-N-isopropyltryptamine </td> <td>96096-53-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-MeO-DiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/4-MeO-DiPT_structure.png/120px-4-MeO-DiPT_structure.png" decoding="async" width="120" height="125" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/ba/4-MeO-DiPT_structure.png/180px-4-MeO-DiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/ba/4-MeO-DiPT_structure.png/240px-4-MeO-DiPT_structure.png 2x" data-file-width="742" data-file-height="771" /></a></span></td> <td>4-MeO-DiPT </td> <td>artificial </td> <td>4-OCH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-methoxy-N,N-diisopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:O-Acetylpsilocin_chemical_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6a/O-Acetylpsilocin_chemical_structure.png/120px-O-Acetylpsilocin_chemical_structure.png" decoding="async" width="120" height="113" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6a/O-Acetylpsilocin_chemical_structure.png/180px-O-Acetylpsilocin_chemical_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6a/O-Acetylpsilocin_chemical_structure.png/240px-O-Acetylpsilocin_chemical_structure.png 2x" data-file-width="1689" data-file-height="1592" /></a></span></td> <td><a href="/wiki/4-AcO-DMT" title="4-AcO-DMT">4-AcO-DMT</a> </td> <td>artificial </td> <td>4-OCOCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>4-acetoxy-<i>N,N</i>-dimethyltryptamine </td> <td>92292-84-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-PrO-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/4-PrO-DMT.svg/120px-4-PrO-DMT.svg.png" decoding="async" width="120" height="98" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/4-PrO-DMT.svg/180px-4-PrO-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7e/4-PrO-DMT.svg/240px-4-PrO-DMT.svg.png 2x" data-file-width="329" data-file-height="269" /></a></span></td> <td><a href="/wiki/4-PrO-DMT" title="4-PrO-DMT">4-PrO-DMT</a> </td> <td>artificial </td> <td>4-OCOCH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>4-propionyloxy-<i>N,N</i>-dimethyltryptamine </td> <td>1373882-11-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-MET.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/dc/4-HO-MET.svg/120px-4-HO-MET.svg.png" decoding="async" width="120" height="83" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/dc/4-HO-MET.svg/180px-4-HO-MET.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/dc/4-HO-MET.svg/240px-4-HO-MET.svg.png 2x" data-file-width="376" data-file-height="261" /></a></span></td> <td><a href="/wiki/4-HO-MET" title="4-HO-MET">4-HO-MET</a> </td> <td>artificial </td> <td>4-OH </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-hydroxy-N-methyl-N-ethyltryptamine </td> <td>77872-41-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-Acetoxy-N-methyl-N-ethyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/54/4-Acetoxy-N-methyl-N-ethyltryptamine.svg/120px-4-Acetoxy-N-methyl-N-ethyltryptamine.svg.png" decoding="async" width="120" height="109" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/54/4-Acetoxy-N-methyl-N-ethyltryptamine.svg/180px-4-Acetoxy-N-methyl-N-ethyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/54/4-Acetoxy-N-methyl-N-ethyltryptamine.svg/240px-4-Acetoxy-N-methyl-N-ethyltryptamine.svg.png 2x" data-file-width="512" data-file-height="464" /></a></span></td> <td><a href="/wiki/4-Acetoxy-MET" class="mw-redirect" title="4-Acetoxy-MET">4-Acetoxy-MET</a> </td> <td>artificial </td> <td>4-OCOCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-acetoxy-N-methyl-N-ethyltryptamine </td> <td>1445751-40-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-PO-MET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/4-PO-MET_structure.png/120px-4-PO-MET_structure.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/4-PO-MET_structure.png/180px-4-PO-MET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d6/4-PO-MET_structure.png/240px-4-PO-MET_structure.png 2x" data-file-width="877" data-file-height="676" /></a></span></td> <td>4-PO-MET </td> <td>artificial </td> <td>4-OPO<sub>3</sub>H<sub>2</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-phosphoryloxy-N-methyl-N-ethyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-DET.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/84/4-HO-DET.svg/120px-4-HO-DET.svg.png" decoding="async" width="120" height="67" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/84/4-HO-DET.svg/180px-4-HO-DET.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/84/4-HO-DET.svg/240px-4-HO-DET.svg.png 2x" data-file-width="540" data-file-height="300" /></a></span></td> <td><a href="/wiki/4-HO-DET" title="4-HO-DET">4-HO-DET</a> </td> <td>artificial </td> <td>4-OH </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-hydroxy-<i>N,N</i>-diethyltryptamine </td> <td>22204-89-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-Acetoxy-DET.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/ad/4-Acetoxy-DET.png/120px-4-Acetoxy-DET.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/ad/4-Acetoxy-DET.png/180px-4-Acetoxy-DET.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/ad/4-Acetoxy-DET.png/240px-4-Acetoxy-DET.png 2x" data-file-width="503" data-file-height="404" /></a></span></td> <td><a href="/wiki/4-Acetoxy-DET" class="mw-redirect" title="4-Acetoxy-DET">4-Acetoxy-DET</a> </td> <td>artificial </td> <td>4-OCOCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-acetoxy-N,N-diethyltryptamine </td> <td>1135424-15-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Ethocybin.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/91/Ethocybin.png/120px-Ethocybin.png" decoding="async" width="120" height="103" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/91/Ethocybin.png/180px-Ethocybin.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/91/Ethocybin.png/240px-Ethocybin.png 2x" data-file-width="1091" data-file-height="935" /></a></span></td> <td><a href="/wiki/Ethocybin" title="Ethocybin">4-PO-DET</a> </td> <td>artificial </td> <td>4-OPO<sub>3</sub>H<sub>2</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-phosphoryloxy-N,N-diethyltryptamine </td> <td>60480-02-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-Hydroxy-N-ethyl-N-propyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cc/4-Hydroxy-N-ethyl-N-propyltryptamine.svg/120px-4-Hydroxy-N-ethyl-N-propyltryptamine.svg.png" decoding="async" width="120" height="104" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cc/4-Hydroxy-N-ethyl-N-propyltryptamine.svg/180px-4-Hydroxy-N-ethyl-N-propyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cc/4-Hydroxy-N-ethyl-N-propyltryptamine.svg/240px-4-Hydroxy-N-ethyl-N-propyltryptamine.svg.png 2x" data-file-width="485" data-file-height="420" /></a></span></td> <td><a href="/wiki/4-HO-EPT" title="4-HO-EPT">4-HO-EPT</a> </td> <td>artificial </td> <td>4-OH </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-hydroxy-N-ethyl-N-propyltryptamine </td> <td>2595431-59-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-PO-EPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/91/4-PO-EPT_structure.png/120px-4-PO-EPT_structure.png" decoding="async" width="120" height="88" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/91/4-PO-EPT_structure.png/180px-4-PO-EPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/91/4-PO-EPT_structure.png/240px-4-PO-EPT_structure.png 2x" data-file-width="989" data-file-height="725" /></a></span></td> <td>4-PO-EPT </td> <td>artificial </td> <td>4-OPO<sub>3</sub>H<sub>2</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-phosphoryloxy-N-ethyl-N-propyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-AcO-EiPT_Structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/4-AcO-EiPT_Structure.svg/120px-4-AcO-EiPT_Structure.svg.png" decoding="async" width="120" height="111" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/4-AcO-EiPT_Structure.svg/180px-4-AcO-EiPT_Structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3f/4-AcO-EiPT_Structure.svg/240px-4-AcO-EiPT_Structure.svg.png 2x" data-file-width="1279" data-file-height="1178" /></a></span></td> <td>4-AcO-EiPT </td> <td>artificial </td> <td>4-OCOCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-acetoxy-N-ethyl-N-isopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-MPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1a/4-HO-MPT.svg/120px-4-HO-MPT.svg.png" decoding="async" width="120" height="63" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1a/4-HO-MPT.svg/180px-4-HO-MPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1a/4-HO-MPT.svg/240px-4-HO-MPT.svg.png 2x" data-file-width="341" data-file-height="178" /></a></span></td> <td><a href="/wiki/4-HO-MPT" title="4-HO-MPT">4-HO-MPT</a> </td> <td>artificial </td> <td>4-OH </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-hydroxy-N-methyl-N-propyltryptamine </td> <td>763035-03-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-MiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d3/4-HO-MiPT.svg/120px-4-HO-MiPT.svg.png" decoding="async" width="120" height="78" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d3/4-HO-MiPT.svg/180px-4-HO-MiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d3/4-HO-MiPT.svg/240px-4-HO-MiPT.svg.png 2x" data-file-width="343" data-file-height="224" /></a></span></td> <td><a href="/wiki/4-HO-MiPT" title="4-HO-MiPT">4-HO-MiPT</a> </td> <td>artificial </td> <td>4-OH </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH<sub>3</sub> </td> <td>4-hydroxy-<i>N</i>-isopropyl-<i>N</i>-methyltryptamine </td> <td>77872-43-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-Acetoxy-MiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8f/4-Acetoxy-MiPT.svg/120px-4-Acetoxy-MiPT.svg.png" decoding="async" width="120" height="101" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8f/4-Acetoxy-MiPT.svg/180px-4-Acetoxy-MiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8f/4-Acetoxy-MiPT.svg/240px-4-Acetoxy-MiPT.svg.png 2x" data-file-width="512" data-file-height="431" /></a></span></td> <td><a href="/wiki/4-Acetoxy-MiPT" class="mw-redirect" title="4-Acetoxy-MiPT">4-Acetoxy-MiPT</a> </td> <td>artificial </td> <td>4-OCOCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-acetoxy-N-methyl-N-isopropyltryptamine </td> <td>1024612-25-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-MALT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/4-HO-MALT_structure.png/120px-4-HO-MALT_structure.png" decoding="async" width="120" height="97" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/4-HO-MALT_structure.png/180px-4-HO-MALT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/ff/4-HO-MALT_structure.png/240px-4-HO-MALT_structure.png 2x" data-file-width="987" data-file-height="799" /></a></span></td> <td><a href="/wiki/4-HO-MALT" title="4-HO-MALT">4-HO-MALT</a><sup id="cite_ref-pmid33860183_6-0" class="reference"><a href="#cite_note-pmid33860183-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </td> <td>artificial </td> <td>4-OH </td> <td>CH<sub>3</sub> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>4-hydroxy-N-Methyl-N-allyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-AcO-MALT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/9e/4-AcO-MALT_structure.png/120px-4-AcO-MALT_structure.png" decoding="async" width="120" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/9e/4-AcO-MALT_structure.png/180px-4-AcO-MALT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/9e/4-AcO-MALT_structure.png/240px-4-AcO-MALT_structure.png 2x" data-file-width="1111" data-file-height="800" /></a></span></td> <td>4-AcO-MALT<sup id="cite_ref-pmid33614134_7-0" class="reference"><a href="#cite_note-pmid33614134-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> </td> <td>artificial </td> <td>4-OCOCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>4-acetoxy-N-Methyl-N-allyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-NALT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/4-HO-NALT_structure.png/120px-4-HO-NALT_structure.png" decoding="async" width="120" height="100" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/4-HO-NALT_structure.png/180px-4-HO-NALT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b8/4-HO-NALT_structure.png/240px-4-HO-NALT_structure.png 2x" data-file-width="998" data-file-height="832" /></a></span></td> <td><a href="/wiki/4-HO-NALT" title="4-HO-NALT">4-HO-NALT</a><sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </td> <td>artificial </td> <td>4-OH </td> <td>H </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>4-hydroxy-N-allyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-MSBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/32/4-HO-MSBT_structure.png/120px-4-HO-MSBT_structure.png" decoding="async" width="120" height="101" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/32/4-HO-MSBT_structure.png/180px-4-HO-MSBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/32/4-HO-MSBT_structure.png/240px-4-HO-MSBT_structure.png 2x" data-file-width="846" data-file-height="710" /></a></span></td> <td>4-HO-MSBT </td> <td>artificial </td> <td>4-OH </td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>4-hydroxy-<i>N</i>-<i>sec</i>-butyl-<i>N</i>-methyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-EiBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/89/4-HO-EiBT_structure.png/120px-4-HO-EiBT_structure.png" decoding="async" width="120" height="110" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/89/4-HO-EiBT_structure.png/180px-4-HO-EiBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/89/4-HO-EiBT_structure.png/240px-4-HO-EiBT_structure.png 2x" data-file-width="839" data-file-height="769" /></a></span></td> <td><a href="/wiki/4-HO-EiBT" title="4-HO-EiBT">4-HO-EiBT</a> </td> <td>artificial<sup id="cite_ref-9" class="reference"><a href="#cite_note-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </td> <td>4-OH </td> <td>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-hydroxy-<i>N</i>-<i>iso</i>-butyl-<i>N</i>-ethyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-McPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/13/4-HO-McPT.svg/120px-4-HO-McPT.svg.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/13/4-HO-McPT.svg/180px-4-HO-McPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/13/4-HO-McPT.svg/240px-4-HO-McPT.svg.png 2x" data-file-width="324" data-file-height="259" /></a></span></td> <td><a href="/wiki/4-HO-McPT" title="4-HO-McPT">4-HO-McPT</a> </td> <td>artificial </td> <td>4-OH </td> <td>C<sub>3</sub>H<sub>5</sub> </td> <td>CH<sub>3</sub> </td> <td>4-hydroxy-<i>N</i>-cyclopropyl-<i>N</i>-methyltryptamine </td> <td>2883663-05-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-McPeT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/40/4-HO-McPeT.svg/120px-4-HO-McPeT.svg.png" decoding="async" width="120" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/40/4-HO-McPeT.svg/180px-4-HO-McPeT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/40/4-HO-McPeT.svg/240px-4-HO-McPeT.svg.png 2x" data-file-width="356" data-file-height="271" /></a></span></td> <td><a href="/wiki/4-HO-McPeT" title="4-HO-McPeT">4-HO-McPeT</a> </td> <td>artificial </td> <td>4-OH </td> <td>C<sub>5</sub>H<sub>9</sub> </td> <td>CH<sub>3</sub> </td> <td>4-hydroxy-<i>N</i>-cyclopentyl-<i>N</i>-methyltryptamine </td> <td>77872-48-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-OH-McPMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/dc/4-OH-McPMT_structure.png/120px-4-OH-McPMT_structure.png" decoding="async" width="120" height="85" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/dc/4-OH-McPMT_structure.png/180px-4-OH-McPMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/dc/4-OH-McPMT_structure.png/240px-4-OH-McPMT_structure.png 2x" data-file-width="1288" data-file-height="916" /></a></span></td> <td>4-HO-McPMT <sup id="cite_ref-10" class="reference"><a href="#cite_note-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </td> <td>artificial </td> <td>4-OH </td> <td>CH<sub>2</sub>C<sub>3</sub>H<sub>5</sub> </td> <td>CH<sub>3</sub> </td> <td>4-hydroxy-<i>N</i>-cyclopropylmethyl-<i>N</i>-methyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-DPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/27/4-HO-DPT.svg/120px-4-HO-DPT.svg.png" decoding="async" width="120" height="61" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/27/4-HO-DPT.svg/180px-4-HO-DPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/27/4-HO-DPT.svg/240px-4-HO-DPT.svg.png 2x" data-file-width="380" data-file-height="194" /></a></span></td> <td><a href="/wiki/4-HO-DPT" title="4-HO-DPT">4-HO-DPT</a> </td> <td>artificial </td> <td>4-OH </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-hydroxy-<i>N,N</i>-dipropyltryptamine </td> <td>63065-88-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-AcO-DPT_Structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/fe/4-AcO-DPT_Structure.svg/120px-4-AcO-DPT_Structure.svg.png" decoding="async" width="120" height="114" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/fe/4-AcO-DPT_Structure.svg/180px-4-AcO-DPT_Structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/fe/4-AcO-DPT_Structure.svg/240px-4-AcO-DPT_Structure.svg.png 2x" data-file-width="1385" data-file-height="1313" /></a></span></td> <td><a href="/wiki/4-AcO-DPT" title="4-AcO-DPT">4-AcO-DPT</a> </td> <td>artificial </td> <td>4-OCOCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-acetoxy-N,N-dipropyltryptamine </td> <td>1445751-75-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-PiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/24/4-HO-PiPT_structure.png/120px-4-HO-PiPT_structure.png" decoding="async" width="120" height="112" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/24/4-HO-PiPT_structure.png/180px-4-HO-PiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/24/4-HO-PiPT_structure.png/240px-4-HO-PiPT_structure.png 2x" data-file-width="832" data-file-height="774" /></a></span></td> <td><a href="/wiki/4-HO-PiPT" title="4-HO-PiPT">4-HO-PiPT</a> </td> <td>artificial </td> <td>4-OH </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-hydroxy-<i>N</i>-propyl-<i>N</i>-isopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-AcO-PiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b0/4-AcO-PiPT_structure.png/120px-4-AcO-PiPT_structure.png" decoding="async" width="120" height="85" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b0/4-AcO-PiPT_structure.png/180px-4-AcO-PiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b0/4-AcO-PiPT_structure.png/240px-4-AcO-PiPT_structure.png 2x" data-file-width="1197" data-file-height="847" /></a></span></td> <td>4-AcO-PiPT </td> <td>artificial </td> <td>4-OCOCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-acetoxy-<i>N</i>-propyl-<i>N</i>-isopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-DIPT.SVG" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/27/4-HO-DIPT.SVG/120px-4-HO-DIPT.SVG.png" decoding="async" width="120" height="66" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/27/4-HO-DIPT.SVG/180px-4-HO-DIPT.SVG.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/27/4-HO-DIPT.SVG/240px-4-HO-DIPT.SVG.png 2x" data-file-width="217" data-file-height="119" /></a></span></td> <td><a href="/wiki/4-HO-DIPT" class="mw-redirect" title="4-HO-DIPT">4-HO-DIPT</a> </td> <td>artificial </td> <td>4-OH </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-hydroxy-<i>N,N</i>-diisopropyltryptamine </td> <td>132328-45-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-AcO-DiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/64/4-AcO-DiPT.svg/120px-4-AcO-DiPT.svg.png" decoding="async" width="120" height="98" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/64/4-AcO-DiPT.svg/180px-4-AcO-DiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/64/4-AcO-DiPT.svg/240px-4-AcO-DiPT.svg.png 2x" data-file-width="425" data-file-height="346" /></a></span></td> <td><a href="/wiki/4-Acetoxy-DiPT" title="4-Acetoxy-DiPT">4-Acetoxy-DiPT</a> </td> <td>artificial </td> <td>4-OCOCH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-acetoxy-N,N-diisopropyltryptamine </td> <td>936015-60-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-PrO-DiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d5/4-PrO-DiPT_structure.png/120px-4-PrO-DiPT_structure.png" decoding="async" width="120" height="108" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d5/4-PrO-DiPT_structure.png/180px-4-PrO-DiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d5/4-PrO-DiPT_structure.png/240px-4-PrO-DiPT_structure.png 2x" data-file-width="875" data-file-height="789" /></a></span></td> <td>4-PrO-DiPT </td> <td>artificial </td> <td>4-OCOCH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-propionyloxy-N,N-diisopropyltryptamine </td> <td>1373882-13-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:FT-104_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c5/FT-104_structure.png/120px-FT-104_structure.png" decoding="async" width="120" height="103" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c5/FT-104_structure.png/180px-FT-104_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c5/FT-104_structure.png/240px-FT-104_structure.png 2x" data-file-width="963" data-file-height="829" /></a></span></td> <td><a href="/wiki/FT-104" title="FT-104">FT-104</a> </td> <td>artificial </td> <td>4-OCO(CH<sub>2</sub>)<sub>3</sub>COOH </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-glutaryloxy-N,N-diisopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-PO-DiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0e/4-PO-DiPT_structure.png/120px-4-PO-DiPT_structure.png" decoding="async" width="120" height="102" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0e/4-PO-DiPT_structure.png/180px-4-PO-DiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0e/4-PO-DiPT_structure.png/240px-4-PO-DiPT_structure.png 2x" data-file-width="914" data-file-height="777" /></a></span></td> <td>4-PO-DiPT </td> <td>artificial </td> <td>4-OPO<sub>3</sub>H<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-phosphoryloxy-N,N-diisopropyltryptamine </td> <td>1373882-09-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-DALT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6e/4-HO-DALT_structure.png/120px-4-HO-DALT_structure.png" decoding="async" width="120" height="117" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6e/4-HO-DALT_structure.png/180px-4-HO-DALT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6e/4-HO-DALT_structure.png/240px-4-HO-DALT_structure.png 2x" data-file-width="816" data-file-height="793" /></a></span></td> <td>4-HO-DALT </td> <td>artificial </td> <td>4-OH </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>4-hydroxy-N,N-diallyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-AcO-DALT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/2d/4-AcO-DALT.svg/120px-4-AcO-DALT.svg.png" decoding="async" width="120" height="102" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/2d/4-AcO-DALT.svg/180px-4-AcO-DALT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/2d/4-AcO-DALT.svg/240px-4-AcO-DALT.svg.png 2x" data-file-width="394" data-file-height="335" /></a></span></td> <td><a href="/wiki/4-AcO-DALT" title="4-AcO-DALT">4-AcO-DALT</a> </td> <td>artificial </td> <td>4-OCOCH<sub>3</sub> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>4-acetoxy-N,N-diallyltryptamine </td> <td>1445751-71-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-DBT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ea/4-HO-DBT.svg/120px-4-HO-DBT.svg.png" decoding="async" width="120" height="58" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ea/4-HO-DBT.svg/180px-4-HO-DBT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ea/4-HO-DBT.svg/240px-4-HO-DBT.svg.png 2x" data-file-width="424" data-file-height="204" /></a></span></td> <td><a href="/wiki/4-HO-DBT" title="4-HO-DBT">4-HO-DBT</a> </td> <td>artificial </td> <td>4-OH </td> <td>(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub> </td> <td>(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub> </td> <td>4-hydroxy-<i>N,N</i>-dibutyltryptamine </td> <td>63065-89-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-DIBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/39/4-HO-DIBT_structure.png/120px-4-HO-DIBT_structure.png" decoding="async" width="120" height="117" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/39/4-HO-DIBT_structure.png/180px-4-HO-DIBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/39/4-HO-DIBT_structure.png/240px-4-HO-DIBT_structure.png 2x" data-file-width="850" data-file-height="826" /></a></span></td> <td>4-HO-DIBT </td> <td>artificial </td> <td>4-OH </td> <td>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>4-hydroxy-<i>N,N</i>-diisobutyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-DSBT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/ca/4-HO-DSBT.svg/120px-4-HO-DSBT.svg.png" decoding="async" width="120" height="129" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/ca/4-HO-DSBT.svg/180px-4-HO-DSBT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/ca/4-HO-DSBT.svg/240px-4-HO-DSBT.svg.png 2x" data-file-width="486" data-file-height="523" /></a></span></td> <td><a href="/wiki/4-HO-DSBT" title="4-HO-DSBT">4-HO-DSBT</a> </td> <td>artificial </td> <td>4-OH </td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> </td> <td>4-hydroxy-<i>N,N</i>-disecbutyltryptamine </td> <td>127507-01-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-MET.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a7/5-MeO-MET.svg/120px-5-MeO-MET.svg.png" decoding="async" width="120" height="95" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a7/5-MeO-MET.svg/180px-5-MeO-MET.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a7/5-MeO-MET.svg/240px-5-MeO-MET.svg.png 2x" data-file-width="345" data-file-height="274" /></a></span></td> <td><a href="/wiki/5-MeO-MET" title="5-MeO-MET">5-MeO-MET</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>5-methoxy-<i>N</i>-Methyl-<i>N</i>-ethyltryptamine </td> <td>16977-53-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-DET.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/2c/5-MeO-DET.svg/120px-5-MeO-DET.svg.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/2c/5-MeO-DET.svg/180px-5-MeO-DET.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/2c/5-MeO-DET.svg/240px-5-MeO-DET.svg.png 2x" data-file-width="426" data-file-height="315" /></a></span></td> <td><a href="/wiki/5-MeO-DET" title="5-MeO-DET">5-MeO-DET</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-methoxy-<i>N</i>,<i>N</i>-diethyltryptamine </td> <td>2454-70-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-MPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/06/5-MeO-MPT_structure.png/120px-5-MeO-MPT_structure.png" decoding="async" width="120" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/06/5-MeO-MPT_structure.png/180px-5-MeO-MPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/06/5-MeO-MPT_structure.png/240px-5-MeO-MPT_structure.png 2x" data-file-width="1109" data-file-height="802" /></a></span></td> <td>5-MeO-MPT </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-methoxy-<i>N</i>-methyl-<i>N</i>-propyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-EPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/20/5-MeO-EPT.svg/120px-5-MeO-EPT.svg.png" decoding="async" width="120" height="60" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/20/5-MeO-EPT.svg/180px-5-MeO-EPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/20/5-MeO-EPT.svg/240px-5-MeO-EPT.svg.png 2x" data-file-width="512" data-file-height="254" /></a></span></td> <td><a href="/wiki/5-MeO-EPT" title="5-MeO-EPT">5-MeO-EPT</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-methoxy-<i>N</i>-ethyl-<i>N</i>-propyltryptamine </td> <td>850032-67-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-DPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/79/5-MeO-DPT.svg/120px-5-MeO-DPT.svg.png" decoding="async" width="120" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/79/5-MeO-DPT.svg/180px-5-MeO-DPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/79/5-MeO-DPT.svg/240px-5-MeO-DPT.svg.png 2x" data-file-width="375" data-file-height="269" /></a></span></td> <td><a href="/wiki/5-MeO-DPT" title="5-MeO-DPT">5-MeO-DPT</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-methoxy-<i>N</i>,<i>N</i>-dipropyltryptamine </td> <td>69496-75-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-MALT.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/58/5-MeO-MALT.png/120px-5-MeO-MALT.png" decoding="async" width="120" height="66" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/58/5-MeO-MALT.png/180px-5-MeO-MALT.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/58/5-MeO-MALT.png/240px-5-MeO-MALT.png 2x" data-file-width="393" data-file-height="215" /></a></span></td> <td><a href="/wiki/5-MeO-MALT" title="5-MeO-MALT">5-MeO-MALT</a> </td> <td>artificial </td> <td>5-<a href="/wiki/Methoxy" class="mw-redirect" title="Methoxy">OCH<sub>3</sub></a> </td> <td><a href="/wiki/Allyl" class="mw-redirect" title="Allyl">H<sub>2</sub>C=CH-CH<sub>2</sub></a> </td> <td>CH<sub>3</sub> </td> <td>5-methoxy-<i>N</i>-Methyl-<i>N</i>-allyltryptamine </td> <td>1373918-64-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-DALT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/77/5-MeO-DALT.svg/120px-5-MeO-DALT.svg.png" decoding="async" width="120" height="74" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/77/5-MeO-DALT.svg/180px-5-MeO-DALT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/77/5-MeO-DALT.svg/240px-5-MeO-DALT.svg.png 2x" data-file-width="512" data-file-height="314" /></a></span></td> <td><a href="/wiki/5-MeO-DALT" title="5-MeO-DALT">5-MeO-DALT</a> </td> <td>artificial </td> <td>5-<a href="/wiki/Methoxy" class="mw-redirect" title="Methoxy">OCH<sub>3</sub></a> </td> <td><a href="/wiki/Allyl" class="mw-redirect" title="Allyl">H<sub>2</sub>C=CH-CH<sub>2</sub></a> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>5-methoxy-<i>N,N</i>-diallyltryptamine </td> <td>928822-98-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-ALiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a5/5-MeO-ALiPT_structure.png/120px-5-MeO-ALiPT_structure.png" decoding="async" width="120" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a5/5-MeO-ALiPT_structure.png/180px-5-MeO-ALiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a5/5-MeO-ALiPT_structure.png/240px-5-MeO-ALiPT_structure.png 2x" data-file-width="920" data-file-height="723" /></a></span></td> <td>5-MeO-ALiPT </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>5-methoxy-N-allyl-N-isopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-MiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/92/5-MeO-MiPT.svg/120px-5-MeO-MiPT.svg.png" decoding="async" width="120" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/92/5-MeO-MiPT.svg/180px-5-MeO-MiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/92/5-MeO-MiPT.svg/240px-5-MeO-MiPT.svg.png 2x" data-file-width="136" data-file-height="103" /></a></span></td> <td><a href="/wiki/5-MeO-MiPT" title="5-MeO-MiPT">5-MeO-MiPT</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>5-methoxy-<i>N,N</i>-methylisopropyltryptamine </td> <td>96096-55-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5,6-MeO-MiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/84/5%2C6-MeO-MiPT.svg/120px-5%2C6-MeO-MiPT.svg.png" decoding="async" width="120" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/84/5%2C6-MeO-MiPT.svg/180px-5%2C6-MeO-MiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/84/5%2C6-MeO-MiPT.svg/240px-5%2C6-MeO-MiPT.svg.png 2x" data-file-width="399" data-file-height="285" /></a></span></td> <td><a href="/wiki/5,6-MeO-MiPT" title="5,6-MeO-MiPT">5,6-MeO-MiPT</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub>, 6-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>5,6-dimethoxy-<i>N,N</i>-methylisopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-McPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4e/5-MeO-McPT_structure.png/120px-5-MeO-McPT_structure.png" decoding="async" width="120" height="85" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4e/5-MeO-McPT_structure.png/180px-5-MeO-McPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4e/5-MeO-McPT_structure.png/240px-5-MeO-McPT_structure.png 2x" data-file-width="1105" data-file-height="787" /></a></span></td> <td>5-MeO-McPT </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>C<sub>3</sub>H<sub>5</sub> </td> <td>5-methoxy-<i>N</i>-methyl-<i>N</i>-cyclopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-McBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/87/5-MeO-McBT_structure.png/120px-5-MeO-McBT_structure.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/87/5-MeO-McBT_structure.png/180px-5-MeO-McBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/87/5-MeO-McBT_structure.png/240px-5-MeO-McBT_structure.png 2x" data-file-width="943" data-file-height="702" /></a></span></td> <td>5-MeO-McBT </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>C<sub>4</sub>H<sub>7</sub> </td> <td>5-methoxy-<i>N</i>-methyl-<i>N</i>-cyclobutyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-EiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/80/5-MeO-EiPT_structure.png/120px-5-MeO-EiPT_structure.png" decoding="async" width="120" height="71" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/80/5-MeO-EiPT_structure.png/180px-5-MeO-EiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/80/5-MeO-EiPT_structure.png/240px-5-MeO-EiPT_structure.png 2x" data-file-width="381" data-file-height="225" /></a></span></td> <td><a href="/wiki/5-MeO-EiPT" title="5-MeO-EiPT">5-MeO-EiPT</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>5-methoxy-N-ethyl-N-isopropyltryptamine </td> <td>850032-66-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-PiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7a/5-MeO-PiPT_structure.png/120px-5-MeO-PiPT_structure.png" decoding="async" width="120" height="93" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7a/5-MeO-PiPT_structure.png/180px-5-MeO-PiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7a/5-MeO-PiPT_structure.png/240px-5-MeO-PiPT_structure.png 2x" data-file-width="1122" data-file-height="870" /></a></span></td> <td><a href="/wiki/5-MeO-PiPT" title="5-MeO-PiPT">5-MeO-PiPT</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>5-methoxy-<i>N</i>-propyl-<i>N</i>-isopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-DiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/5-MeO-DiPT.svg/120px-5-MeO-DiPT.svg.png" decoding="async" width="120" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7e/5-MeO-DiPT.svg/180px-5-MeO-DiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7e/5-MeO-DiPT.svg/240px-5-MeO-DiPT.svg.png 2x" data-file-width="136" data-file-height="103" /></a></span></td> <td><a href="/wiki/5-MeO-DIPT" class="mw-redirect" title="5-MeO-DIPT">5-MeO-DIPT</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>5-methoxy-<i>N,N</i>-diisopropyltryptamine </td> <td>4021-34-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-DBT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/53/5-MeO-DBT.svg/120px-5-MeO-DBT.svg.png" decoding="async" width="120" height="69" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/53/5-MeO-DBT.svg/180px-5-MeO-DBT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/53/5-MeO-DBT.svg/240px-5-MeO-DBT.svg.png 2x" data-file-width="458" data-file-height="263" /></a></span></td> <td><a href="/wiki/5-MeO-DBT" title="5-MeO-DBT">5-MeO-DBT</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub> </td> <td>(CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub> </td> <td>5-methoxy-<i>N</i>,<i>N</i>-dibutyltryptamine </td> <td>73785-42-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-DsBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/5-MeO-DsBT_structure.png/120px-5-MeO-DsBT_structure.png" decoding="async" width="120" height="88" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/5-MeO-DsBT_structure.png/180px-5-MeO-DsBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/49/5-MeO-DsBT_structure.png/240px-5-MeO-DsBT_structure.png 2x" data-file-width="951" data-file-height="696" /></a></span></td> <td>5-MeO-DSBT </td> <td>artificial </td> <td>5-OCH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-methoxy-<i>N</i>,<i>N</i>-di-<i>sec</i>-butyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeS-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/45/5-MeS-DMT.svg/120px-5-MeS-DMT.svg.png" decoding="async" width="120" height="99" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/45/5-MeS-DMT.svg/180px-5-MeS-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/45/5-MeS-DMT.svg/240px-5-MeS-DMT.svg.png 2x" data-file-width="294" data-file-height="243" /></a></span></td> <td><a href="/wiki/5-MeS-DMT" title="5-MeS-DMT">5-MeS-DMT</a> </td> <td>artificial </td> <td>5-SCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>5-methylthio-<i>N,N</i>-dimethyltryptamine </td> <td>5102-11-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-AcO-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/28/5-AcO-DMT.svg/120px-5-AcO-DMT.svg.png" decoding="async" width="120" height="74" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/28/5-AcO-DMT.svg/180px-5-AcO-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/28/5-AcO-DMT.svg/240px-5-AcO-DMT.svg.png 2x" data-file-width="405" data-file-height="251" /></a></span></td> <td><a href="/wiki/O-Acetylbufotenine" title="O-Acetylbufotenine">5-AcO-DMT</a> </td> <td>artificial </td> <td>5-OCOCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>5-acetoxy-<i>N</i>,<i>N</i>-dimethyltryptamine </td> <td>16977-50-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-AcO-MET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/be/5-AcO-MET_structure.png/120px-5-AcO-MET_structure.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/be/5-AcO-MET_structure.png/180px-5-AcO-MET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/be/5-AcO-MET_structure.png/240px-5-AcO-MET_structure.png 2x" data-file-width="1067" data-file-height="789" /></a></span></td> <td>5-AcO-MET <sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> </td> <td>artificial </td> <td>5-OCOCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-acetoxy-N-methyl-N-ethyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-AcO-DET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/08/5-AcO-DET_structure.png/120px-5-AcO-DET_structure.png" decoding="async" width="120" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/08/5-AcO-DET_structure.png/180px-5-AcO-DET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/08/5-AcO-DET_structure.png/240px-5-AcO-DET_structure.png 2x" data-file-width="1152" data-file-height="900" /></a></span></td> <td>5-AcO-DET </td> <td>artificial </td> <td>5-OCOCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-acetoxy-<i>N</i>,<i>N</i>-diethyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-AcO-EPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5e/5-AcO-EPT_structure.png/120px-5-AcO-EPT_structure.png" decoding="async" width="120" height="88" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5e/5-AcO-EPT_structure.png/180px-5-AcO-EPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5e/5-AcO-EPT_structure.png/240px-5-AcO-EPT_structure.png 2x" data-file-width="1262" data-file-height="924" /></a></span></td> <td>5-AcO-EPT <sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </td> <td>artificial </td> <td>5-OCOCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-acetoxy-N-ethyl-N-propyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-AcO-DPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3b/5-AcO-DPT_structure.png/120px-5-AcO-DPT_structure.png" decoding="async" width="120" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3b/5-AcO-DPT_structure.png/180px-5-AcO-DPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3b/5-AcO-DPT_structure.png/240px-5-AcO-DPT_structure.png 2x" data-file-width="1003" data-file-height="787" /></a></span></td> <td>5-AcO-DPT </td> <td>artificial </td> <td>5-OCOCH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-acetoxy-<i>N</i>,<i>N</i>-dipropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-AcO-MiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ea/5-AcO-MiPT_structure.png/120px-5-AcO-MiPT_structure.png" decoding="async" width="120" height="84" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ea/5-AcO-MiPT_structure.png/180px-5-AcO-MiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ea/5-AcO-MiPT_structure.png/240px-5-AcO-MiPT_structure.png 2x" data-file-width="1139" data-file-height="799" /></a></span></td> <td>5-AcO-MiPT </td> <td>artificial </td> <td>5-OCOCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>5-acetoxy-N-methyl-N-isopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-AcO-DiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4e/5-AcO-DiPT_structure.png/120px-5-AcO-DiPT_structure.png" decoding="async" width="120" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4e/5-AcO-DiPT_structure.png/180px-5-AcO-DiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4e/5-AcO-DiPT_structure.png/240px-5-AcO-DiPT_structure.png 2x" data-file-width="1162" data-file-height="878" /></a></span></td> <td>5-AcO-DiPT </td> <td>artificial </td> <td>5-OCOCH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>5-acetoxy-<i>N</i>,<i>N</i>-diisopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-EtO-DMT_Structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/5-EtO-DMT_Structure.svg/120px-5-EtO-DMT_Structure.svg.png" decoding="async" width="120" height="82" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/5-EtO-DMT_Structure.svg/180px-5-EtO-DMT_Structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b8/5-EtO-DMT_Structure.svg/240px-5-EtO-DMT_Structure.svg.png 2x" data-file-width="580" data-file-height="396" /></a></span></td> <td><a href="/wiki/5-Ethoxy-DMT" title="5-Ethoxy-DMT">5-Ethoxy-DMT</a></td> <td>artificial</td> <td>5-OCH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-ethoxy-<i>N,N</i>-dimethyltryptamine</td> <td>855245-09-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-EtO-MET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/51/5-EtO-MET_structure.png/120px-5-EtO-MET_structure.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/51/5-EtO-MET_structure.png/180px-5-EtO-MET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/51/5-EtO-MET_structure.png/240px-5-EtO-MET_structure.png 2x" data-file-width="886" data-file-height="654" /></a></span></td> <td>5-Ethoxy-MET</td> <td>artificial</td> <td>5-OCH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>5-ethoxy-N-methyl-N-ethyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-EtO-DET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a4/5-EtO-DET_structure.png/120px-5-EtO-DET_structure.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a4/5-EtO-DET_structure.png/180px-5-EtO-DET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a4/5-EtO-DET_structure.png/240px-5-EtO-DET_structure.png 2x" data-file-width="875" data-file-height="701" /></a></span></td> <td>5-Ethoxy-DET</td> <td>artificial</td> <td>5-OCH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>5-ethoxy-N,N-diethyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-EtO-MPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/5-EtO-MPT_structure.png/120px-5-EtO-MPT_structure.png" decoding="async" width="120" height="81" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/5-EtO-MPT_structure.png/180px-5-EtO-MPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6f/5-EtO-MPT_structure.png/240px-5-EtO-MPT_structure.png 2x" data-file-width="1003" data-file-height="679" /></a></span></td> <td>5-Ethoxy-MPT</td> <td>artificial</td> <td>5-OCH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>5-ethoxy-N-methyl-N-propyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-EtO-EPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/5-EtO-EPT_structure.png/120px-5-EtO-EPT_structure.png" decoding="async" width="120" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/5-EtO-EPT_structure.png/180px-5-EtO-EPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6f/5-EtO-EPT_structure.png/240px-5-EtO-EPT_structure.png 2x" data-file-width="988" data-file-height="719" /></a></span></td> <td>5-Ethoxy-EPT</td> <td>artificial</td> <td>5-OCH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>5-ethoxy-N-ethyl-N-propyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-EtO-DPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/46/5-EtO-DPT_structure.png/120px-5-EtO-DPT_structure.png" decoding="async" width="120" height="95" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/46/5-EtO-DPT_structure.png/180px-5-EtO-DPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/46/5-EtO-DPT_structure.png/240px-5-EtO-DPT_structure.png 2x" data-file-width="992" data-file-height="787" /></a></span></td> <td>5-Ethoxy-DPT</td> <td>artificial</td> <td>5-OCH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>5-ethoxy-N,N-dipropyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-EtO-MiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d5/5-EtO-MiPT_structure.png/120px-5-EtO-MiPT_structure.png" decoding="async" width="120" height="83" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d5/5-EtO-MiPT_structure.png/180px-5-EtO-MiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d5/5-EtO-MiPT_structure.png/240px-5-EtO-MiPT_structure.png 2x" data-file-width="943" data-file-height="653" /></a></span></td> <td>5-Ethoxy-MiPT</td> <td>artificial</td> <td>5-OCH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH(CH<sub>3</sub>)<sub>2</sub></td> <td>5-ethoxy-N-methyl-N-isopropyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-EtO-EiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f0/5-EtO-EiPT_structure.png/120px-5-EtO-EiPT_structure.png" decoding="async" width="120" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f0/5-EtO-EiPT_structure.png/180px-5-EtO-EiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f0/5-EtO-EiPT_structure.png/240px-5-EtO-EiPT_structure.png 2x" data-file-width="936" data-file-height="733" /></a></span></td> <td>5-Ethoxy-EiPT</td> <td>artificial</td> <td>5-OCH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH(CH<sub>3</sub>)<sub>2</sub></td> <td>5-ethoxy-N-ethyl-N-isopropyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-EtO-DiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/dc/5-EtO-DiPT_structure.png/120px-5-EtO-DiPT_structure.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/dc/5-EtO-DiPT_structure.png/180px-5-EtO-DiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/dc/5-EtO-DiPT_structure.png/240px-5-EtO-DiPT_structure.png 2x" data-file-width="960" data-file-height="732" /></a></span></td> <td>5-Ethoxy-DiPT</td> <td>artificial</td> <td>5-OCH<sub>2</sub>CH<sub>3</sub></td> <td>CH(CH<sub>3</sub>)<sub>2</sub></td> <td>CH(CH<sub>3</sub>)<sub>2</sub></td> <td>5-ethoxy-N,N-diisopropyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-EtO-DALT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/34/5-EtO-DALT_structure.png/120px-5-EtO-DALT_structure.png" decoding="async" width="120" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/34/5-EtO-DALT_structure.png/180px-5-EtO-DALT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/34/5-EtO-DALT_structure.png/240px-5-EtO-DALT_structure.png 2x" data-file-width="997" data-file-height="782" /></a></span></td> <td>5-Ethoxy-DALT</td> <td>artificial</td> <td>5-OCH<sub>2</sub>CH<sub>3</sub></td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub></td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub></td> <td>5-ethoxy-N,N-diallyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-BnO-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b9/5-BnO-DMT_structure.png/120px-5-BnO-DMT_structure.png" decoding="async" width="120" height="72" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b9/5-BnO-DMT_structure.png/180px-5-BnO-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b9/5-BnO-DMT_structure.png/240px-5-BnO-DMT_structure.png 2x" data-file-width="1140" data-file-height="682" /></a></span></td> <td>5-BnO-DMT </td> <td>artificial </td> <td>5-OCH<sub>2</sub>C<sub>6</sub>H<sub>5</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>5-benzyloxy-<i>N</i>,<i>N</i>-dimethyltryptamine </td> <td>101832-88-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-OH-DET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/04/5-OH-DET_structure.png/120px-5-OH-DET_structure.png" decoding="async" width="120" height="100" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/04/5-OH-DET_structure.png/180px-5-OH-DET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/04/5-OH-DET_structure.png/240px-5-OH-DET_structure.png 2x" data-file-width="888" data-file-height="739" /></a></span></td> <td>5-HO-DET </td> <td>artificial </td> <td>5-OH </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-hydroxy-<i>N</i>,<i>N</i>-diethyltryptamine </td> <td>14009-42-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-OH-DPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/24/5-OH-DPT_structure.png/120px-5-OH-DPT_structure.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/24/5-OH-DPT_structure.png/180px-5-OH-DPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/24/5-OH-DPT_structure.png/240px-5-OH-DPT_structure.png 2x" data-file-width="989" data-file-height="793" /></a></span></td> <td>5-HO-DPT </td> <td>artificial </td> <td>5-OH </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-hydroxy-<i>N</i>,<i>N</i>-dipropyltryptamine </td> <td>36288-75-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-OH-MiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/61/5-OH-MiPT_structure.png/120px-5-OH-MiPT_structure.png" decoding="async" width="120" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/61/5-OH-MiPT_structure.png/180px-5-OH-MiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/61/5-OH-MiPT_structure.png/240px-5-OH-MiPT_structure.png 2x" data-file-width="900" data-file-height="652" /></a></span></td> <td>5-HO-MiPT </td> <td>artificial </td> <td>5-OH </td> <td>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>5-hydroxy-N-methyl-N-isopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-HO-DiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b7/5-HO-DiPT.svg/120px-5-HO-DiPT.svg.png" decoding="async" width="120" height="93" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b7/5-HO-DiPT.svg/180px-5-HO-DiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b7/5-HO-DiPT.svg/240px-5-HO-DiPT.svg.png 2x" data-file-width="384" data-file-height="299" /></a></span></td> <td><a href="/wiki/5-HO-DiPT" title="5-HO-DiPT">5-HO-DiPT</a> </td> <td>artificial </td> <td>5-OH </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>5-hydroxy-<i>N</i>,<i>N</i>-diisopropyltryptamine </td> <td>36288-76-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5,N,N-TMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7c/5%2CN%2CN-TMT.svg/120px-5%2CN%2CN-TMT.svg.png" decoding="async" width="120" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7c/5%2CN%2CN-TMT.svg/180px-5%2CN%2CN-TMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7c/5%2CN%2CN-TMT.svg/240px-5%2CN%2CN-TMT.svg.png 2x" data-file-width="376" data-file-height="271" /></a></span></td> <td>5-Methyl-DMT (<a href="/wiki/5,N,N-TMT" title="5,N,N-TMT">5,N,N-TMT</a>)</td> <td>artificial</td> <td>5-CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5,<i>N,N</i>-trimethyltryptamine</td> <td>22120-39-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Ethyl-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8a/5-Ethyl-DMT.svg/120px-5-Ethyl-DMT.svg.png" decoding="async" width="120" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8a/5-Ethyl-DMT.svg/180px-5-Ethyl-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8a/5-Ethyl-DMT.svg/240px-5-Ethyl-DMT.svg.png 2x" data-file-width="525" data-file-height="400" /></a></span></td> <td><a href="/wiki/5-Ethyl-DMT" title="5-Ethyl-DMT">5-Ethyl-DMT</a></td> <td>artificial</td> <td>5-CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-ethyl-<i>N,N</i>-dimethyltryptamine</td> <td>171783-25-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-iPr-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f1/5-iPr-DMT_structure.png/120px-5-iPr-DMT_structure.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f1/5-iPr-DMT_structure.png/180px-5-iPr-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f1/5-iPr-DMT_structure.png/240px-5-iPr-DMT_structure.png 2x" data-file-width="846" data-file-height="680" /></a></span></td> <td>5-Isopropyl-DMT</td> <td>artificial</td> <td>5-CH(CH<sub>3</sub>)<sub>2</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-isopropyl-<i>N,N</i>-dimethyltryptamine</td> <td>156281-04-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-tBu-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/5-tBu-DMT_structure.png/120px-5-tBu-DMT_structure.png" decoding="async" width="120" height="98" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/5-tBu-DMT_structure.png/180px-5-tBu-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/68/5-tBu-DMT_structure.png/240px-5-tBu-DMT_structure.png 2x" data-file-width="840" data-file-height="684" /></a></span></td> <td>5-(t-Butyl)-DMT <sup id="cite_ref-pmid9986723_13-0" class="reference"><a href="#cite_note-pmid9986723-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup></td> <td>artificial</td> <td>5-C(CH<sub>3</sub>)<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-(<i>tert</i>-butyl)-<i>N,N</i>-dimethyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Fluoro-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6e/5-Fluoro-DMT_structure.png/120px-5-Fluoro-DMT_structure.png" decoding="async" width="120" height="100" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6e/5-Fluoro-DMT_structure.png/180px-5-Fluoro-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6e/5-Fluoro-DMT_structure.png/240px-5-Fluoro-DMT_structure.png 2x" data-file-width="2123" data-file-height="1761" /></a></span></td> <td><a href="/wiki/5-Fluoro-DMT" title="5-Fluoro-DMT">5-Fluoro-DMT</a></td> <td>artificial</td> <td>5-F</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-fluoro-<i>N,N</i>-dimethyltryptamine</td> <td>22120-36-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-F-MET.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7d/5-F-MET.svg/120px-5-F-MET.svg.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7d/5-F-MET.svg/180px-5-F-MET.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7d/5-F-MET.svg/240px-5-F-MET.svg.png 2x" data-file-width="342" data-file-height="274" /></a></span></td> <td><a href="/wiki/5-Fluoro-MET" class="mw-redirect" title="5-Fluoro-MET">5-Fluoro-MET</a></td> <td>artificial</td> <td>5-F</td> <td>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>5-fluoro-N-methyl-N-ethyltryptamine</td> <td>2698331-35-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Fluoro-DET.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/53/5-Fluoro-DET.svg/120px-5-Fluoro-DET.svg.png" decoding="async" width="120" height="105" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/53/5-Fluoro-DET.svg/180px-5-Fluoro-DET.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/53/5-Fluoro-DET.svg/240px-5-Fluoro-DET.svg.png 2x" data-file-width="342" data-file-height="299" /></a></span></td> <td><a href="/wiki/5-Fluoro-DET" title="5-Fluoro-DET">5-Fluoro-DET</a></td> <td>artificial</td> <td>5-F</td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>5-fluoro-<i>N,N</i>-diethyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Fluoro-EPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/9a/5-Fluoro-EPT.svg/120px-5-Fluoro-EPT.svg.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/9a/5-Fluoro-EPT.svg/180px-5-Fluoro-EPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/9a/5-Fluoro-EPT.svg/240px-5-Fluoro-EPT.svg.png 2x" data-file-width="391" data-file-height="299" /></a></span></td> <td><a href="/wiki/5-Fluoro-EPT" title="5-Fluoro-EPT">5-Fluoro-EPT</a></td> <td>artificial</td> <td>5-F</td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>5-fluoro-N-ethyl-N-propyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-F-DPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f1/5-F-DPT_structure.png/120px-5-F-DPT_structure.png" decoding="async" width="120" height="100" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f1/5-F-DPT_structure.png/180px-5-F-DPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f1/5-F-DPT_structure.png/240px-5-F-DPT_structure.png 2x" data-file-width="945" data-file-height="790" /></a></span></td> <td><a href="/w/index.php?title=5-Fluoro-DPT&action=edit&redlink=1" class="new" title="5-Fluoro-DPT (page does not exist)">5-Fluoro-DPT</a></td> <td>artificial</td> <td>5-F</td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>5-fluoro-<i>N,N</i>-dipropyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5F-PiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f1/5F-PiPT_structure.png/120px-5F-PiPT_structure.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f1/5F-PiPT_structure.png/180px-5F-PiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f1/5F-PiPT_structure.png/240px-5F-PiPT_structure.png 2x" data-file-width="945" data-file-height="700" /></a></span></td> <td><a href="/w/index.php?title=5-Fluoro-PiPT&action=edit&redlink=1" class="new" title="5-Fluoro-PiPT (page does not exist)">5-Fluoro-PiPT</a></td> <td>artificial</td> <td>5-F</td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH(CH<sub>3</sub>)<sub>2</sub></td> <td>5-fluoro-<i>N</i>-propyl-<i>N</i>-isopropyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5F-PcBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/37/5F-PcBT_structure.png/120px-5F-PcBT_structure.png" decoding="async" width="120" height="90" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/37/5F-PcBT_structure.png/180px-5F-PcBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/37/5F-PcBT_structure.png/240px-5F-PcBT_structure.png 2x" data-file-width="946" data-file-height="707" /></a></span></td> <td><a href="/w/index.php?title=5-Fluoro-PcBT&action=edit&redlink=1" class="new" title="5-Fluoro-PcBT (page does not exist)">5-Fluoro-PcBT</a></td> <td>artificial</td> <td>5-F</td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH(CH<sub>2</sub>)<sub>3</sub></td> <td>5-fluoro-<i>N</i>-propyl-<i>N</i>-cyclobutyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5F-iPcBT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/5F-iPcBT_structure.png/120px-5F-iPcBT_structure.png" decoding="async" width="120" height="101" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/5F-iPcBT_structure.png/180px-5F-iPcBT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/68/5F-iPcBT_structure.png/240px-5F-iPcBT_structure.png 2x" data-file-width="856" data-file-height="719" /></a></span></td> <td><a href="/w/index.php?title=5-Fluoro-iPcBT&action=edit&redlink=1" class="new" title="5-Fluoro-iPcBT (page does not exist)">5-Fluoro-iPcBT</a></td> <td>artificial</td> <td>5-F</td> <td>CH(CH<sub>3</sub>)<sub>2</sub></td> <td>CH(CH<sub>2</sub>)<sub>3</sub></td> <td>5-fluoro-<i>N</i>-isopropyl-<i>N</i>-cyclobutyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-F-DiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1d/5-F-DiPT_structure.png/120px-5-F-DiPT_structure.png" decoding="async" width="120" height="100" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1d/5-F-DiPT_structure.png/180px-5-F-DiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1d/5-F-DiPT_structure.png/240px-5-F-DiPT_structure.png 2x" data-file-width="861" data-file-height="720" /></a></span></td> <td><a href="/w/index.php?title=5-Fluoro-DiPT&action=edit&redlink=1" class="new" title="5-Fluoro-DiPT (page does not exist)">5-Fluoro-DiPT</a></td> <td>artificial</td> <td>5-F</td> <td>CH(CH<sub>3</sub>)<sub>2</sub></td> <td>CH(CH<sub>3</sub>)<sub>2</sub></td> <td>5-fluoro-<i>N,N</i>-diisoproptryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5F-sBALT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ed/5F-sBALT_structure.png/120px-5F-sBALT_structure.png" decoding="async" width="120" height="100" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ed/5F-sBALT_structure.png/180px-5F-sBALT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ed/5F-sBALT_structure.png/240px-5F-sBALT_structure.png 2x" data-file-width="943" data-file-height="788" /></a></span></td> <td><a href="/w/index.php?title=5-Fluoro-sBALT&action=edit&redlink=1" class="new" title="5-Fluoro-sBALT (page does not exist)">5-Fluoro-sBALT</a></td> <td>artificial</td> <td>5-F</td> <td>CH(CH<sub>3</sub>)CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH=CH<sub>2</sub></td> <td>5-fluoro-N-<i>sec</i>-butyl-N-allyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5F-M1MALT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/5F-M1MALT_structure.png/120px-5F-M1MALT_structure.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/5F-M1MALT_structure.png/180px-5F-M1MALT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f2/5F-M1MALT_structure.png/240px-5F-M1MALT_structure.png 2x" data-file-width="921" data-file-height="683" /></a></span></td> <td>5-Fluoro-M1MALT</td> <td>artificial</td> <td>5-F</td> <td>CH<sub>3</sub></td> <td>CH(CH<sub>3</sub>)CH=CH<sub>2</sub></td> <td>5-fluoro-N-methyl-N-(1-methylallyl)tryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Chloro-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c7/5-Chloro-DMT.svg/120px-5-Chloro-DMT.svg.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c7/5-Chloro-DMT.svg/180px-5-Chloro-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c7/5-Chloro-DMT.svg/240px-5-Chloro-DMT.svg.png 2x" data-file-width="328" data-file-height="252" /></a></span></td> <td><a href="/wiki/5-Chloro-DMT" title="5-Chloro-DMT">5-Chloro-DMT</a></td> <td>artificial</td> <td>5-Cl</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-chloro-<i>N,N</i>-dimethyltryptamine</td> <td>22120-32-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-I-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/9f/5-I-DMT_structure.png/120px-5-I-DMT_structure.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/9f/5-I-DMT_structure.png/180px-5-I-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/9f/5-I-DMT_structure.png/240px-5-I-DMT_structure.png 2x" data-file-width="1128" data-file-height="898" /></a></span></td> <td><a href="/w/index.php?title=5-Iodo-DMT&action=edit&redlink=1" class="new" title="5-Iodo-DMT (page does not exist)">5-Iodo-DMT</a></td> <td>artificial</td> <td>5-I</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-iodo-<i>N,N</i>-dimethyltryptamine</td> <td>22120-38-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-TFM-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/5-TFM-DMT_structure.png/120px-5-TFM-DMT_structure.png" decoding="async" width="120" height="97" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/5-TFM-DMT_structure.png/180px-5-TFM-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c3/5-TFM-DMT_structure.png/240px-5-TFM-DMT_structure.png 2x" data-file-width="849" data-file-height="686" /></a></span></td> <td><a href="/wiki/5-TFM-DMT" title="5-TFM-DMT">5-TFM-DMT</a></td> <td>artificial</td> <td>5-CF<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-(trifluoromethyl)-<i>N,N</i>-dimethyltryptamine</td> <td>2418713-32-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-TFMO-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/56/5-TFMO-DMT_structure.png/120px-5-TFMO-DMT_structure.png" decoding="async" width="120" height="74" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/56/5-TFMO-DMT_structure.png/180px-5-TFMO-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/56/5-TFMO-DMT_structure.png/240px-5-TFMO-DMT_structure.png 2x" data-file-width="1436" data-file-height="886" /></a></span></td> <td><a href="/wiki/5-TFMO-DMT" title="5-TFMO-DMT">5-TFMO-DMT</a><sup id="cite_ref-14" class="reference"><a href="#cite_note-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup></td> <td>artificial</td> <td>5-OCF<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-(trifluoromethoxy)-<i>N,N</i>-dimethyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-NO2-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/85/5-NO2-DMT_structure.png/120px-5-NO2-DMT_structure.png" decoding="async" width="120" height="97" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/85/5-NO2-DMT_structure.png/180px-5-NO2-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/85/5-NO2-DMT_structure.png/240px-5-NO2-DMT_structure.png 2x" data-file-width="850" data-file-height="689" /></a></span></td> <td><a href="/wiki/5-Nitro-DMT" title="5-Nitro-DMT">5-Nitro-DMT</a><sup id="cite_ref-15" class="reference"><a href="#cite_note-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup></td> <td>artificial</td> <td>5-NO<sub>2</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-nitro-<i>N,N</i>-dimethyltryptamine</td> <td>69937-13-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-CN-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/25/5-CN-DMT_structure.png/120px-5-CN-DMT_structure.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/25/5-CN-DMT_structure.png/180px-5-CN-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/25/5-CN-DMT_structure.png/240px-5-CN-DMT_structure.png 2x" data-file-width="864" data-file-height="688" /></a></span></td> <td><a href="/w/index.php?title=5-CN-DMT&action=edit&redlink=1" class="new" title="5-CN-DMT (page does not exist)">5-CN-DMT</a></td> <td>artificial</td> <td>5-C≡N</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-cyano-<i>N,N</i>-dimethyltryptamine</td> <td>17380-42-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-CN-DPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/02/5-CN-DPT_structure.png/120px-5-CN-DPT_structure.png" decoding="async" width="120" height="98" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/02/5-CN-DPT_structure.png/180px-5-CN-DPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/02/5-CN-DPT_structure.png/240px-5-CN-DPT_structure.png 2x" data-file-width="1007" data-file-height="822" /></a></span></td> <td><a href="/w/index.php?title=5-CN-DPT&action=edit&redlink=1" class="new" title="5-CN-DPT (page does not exist)">5-CN-DPT</a></td> <td>artificial</td> <td>5-C≡N</td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>5-cyano-<i>N,N</i>-dipropyltryptamine</td> <td>74885-19-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Almotriptan_skeletal.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/95/Almotriptan_skeletal.svg/120px-Almotriptan_skeletal.svg.png" decoding="async" width="120" height="70" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/95/Almotriptan_skeletal.svg/180px-Almotriptan_skeletal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/95/Almotriptan_skeletal.svg/240px-Almotriptan_skeletal.svg.png 2x" data-file-width="695" data-file-height="405" /></a></span></td> <td><a href="/wiki/Almotriptan" title="Almotriptan">Almotriptan</a> </td> <td>artificial </td> <td>5-(CH<sub>2</sub>SO<sub>2</sub>N(CH<sub>2</sub>)<sub>4</sub>) </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td><i>N</i>,<i>N</i>-dimethyl-2- [5-(pyrrolidin-1-ylsulfonylmethyl)- 1<i>H</i>-indol-3-yl]-ethanamine </td> <td>154323-57-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Rizatriptan_Structural_Formula_V.1.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a6/Rizatriptan_Structural_Formula_V.1.svg/120px-Rizatriptan_Structural_Formula_V.1.svg.png" decoding="async" width="120" height="68" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a6/Rizatriptan_Structural_Formula_V.1.svg/180px-Rizatriptan_Structural_Formula_V.1.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a6/Rizatriptan_Structural_Formula_V.1.svg/240px-Rizatriptan_Structural_Formula_V.1.svg.png 2x" data-file-width="608" data-file-height="345" /></a></span></td> <td><a href="/wiki/Rizatriptan" title="Rizatriptan">Rizatriptan</a> </td> <td>artificial </td> <td>5-(CH<sub>2</sub>(N<sub>3</sub>(CH)<sub>2</sub>)) </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td><i>N</i>,<i>N</i>-dimethyl-2-[5-(1<i>H</i>-1,2,4-triazol-1-ylmethyl)-1<i>H</i>-indol-3-yl]ethanamine </td> <td>145202-66-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Sumatriptan.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/Sumatriptan.svg/120px-Sumatriptan.svg.png" decoding="async" width="120" height="75" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/Sumatriptan.svg/180px-Sumatriptan.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/38/Sumatriptan.svg/240px-Sumatriptan.svg.png 2x" data-file-width="640" data-file-height="400" /></a></span></td> <td><a href="/wiki/Sumatriptan" title="Sumatriptan">Sumatriptan</a> </td> <td>artificial </td> <td>5-(CH<sub>2</sub>SO<sub>2</sub>NHCH<sub>3</sub>) </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>1-[3-(2-Dimethylaminoethyl)-1<i>H</i>-indol-5-yl]-<i>N</i>-methyl-methanesulfonamide </td> <td>103628-46-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Zolmitriptan_Structure_V.1.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/71/Zolmitriptan_Structure_V.1.svg/120px-Zolmitriptan_Structure_V.1.svg.png" decoding="async" width="120" height="64" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/71/Zolmitriptan_Structure_V.1.svg/180px-Zolmitriptan_Structure_V.1.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/71/Zolmitriptan_Structure_V.1.svg/240px-Zolmitriptan_Structure_V.1.svg.png 2x" data-file-width="661" data-file-height="350" /></a></span></td> <td><a href="/wiki/Zolmitriptan" title="Zolmitriptan">Zolmitriptan</a> </td> <td>artificial </td> <td>5-(CHNHC=OOCH<sub>2</sub>) </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>5-( 4-(<i>S</i>)-1,3-oxazolidin-2-one)-<i>N,N</i>-dimethyltryptamine </td> <td>139264-17-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-Fluoro-DMT_skeletal.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d9/6-Fluoro-DMT_skeletal.svg/120px-6-Fluoro-DMT_skeletal.svg.png" decoding="async" width="120" height="73" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d9/6-Fluoro-DMT_skeletal.svg/180px-6-Fluoro-DMT_skeletal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d9/6-Fluoro-DMT_skeletal.svg/240px-6-Fluoro-DMT_skeletal.svg.png 2x" data-file-width="188" data-file-height="114" /></a></span></td> <td><a href="/wiki/6-Fluoro-DMT" title="6-Fluoro-DMT">6-Fluoro-DMT</a></td> <td>artificial</td> <td>6-F</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>6-fluoro-<i>N,N</i>-dimethyltryptamine</td> <td>1511-31-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-Fluoro-DET.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/04/6-Fluoro-DET.svg/120px-6-Fluoro-DET.svg.png" decoding="async" width="120" height="108" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/04/6-Fluoro-DET.svg/180px-6-Fluoro-DET.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/04/6-Fluoro-DET.svg/240px-6-Fluoro-DET.svg.png 2x" data-file-width="342" data-file-height="308" /></a></span></td> <td><a href="/wiki/6-Fluoro-DET" title="6-Fluoro-DET">6-Fluoro-DET</a><sup id="cite_ref-Rabin_2002_16-0" class="reference"><a href="#cite_note-Rabin_2002-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup></td> <td>artificial</td> <td>6-F</td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>6-fluoro-<i>N,N</i>-diethyltryptamine</td> <td>2836-69-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-Cl-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/02/6-Cl-DMT_structure.png/120px-6-Cl-DMT_structure.png" decoding="async" width="120" height="103" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/02/6-Cl-DMT_structure.png/180px-6-Cl-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/02/6-Cl-DMT_structure.png/240px-6-Cl-DMT_structure.png 2x" data-file-width="808" data-file-height="696" /></a></span></td> <td>6-Chloro-DMT</td> <td>artificial</td> <td>6-Cl</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>6-chloro-<i>N,N</i>-dimethyltryptamine</td> <td>25390-72-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-Me-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/90/6-Me-DMT_structure.png/120px-6-Me-DMT_structure.png" decoding="async" width="120" height="105" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/90/6-Me-DMT_structure.png/180px-6-Me-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/90/6-Me-DMT_structure.png/240px-6-Me-DMT_structure.png 2x" data-file-width="768" data-file-height="669" /></a></span></td> <td>6-Methyl-DMT</td> <td>artificial</td> <td>6-CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>6,<i>N,N</i>-trimethyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-OH-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/cb/6-OH-DMT_structure.png/120px-6-OH-DMT_structure.png" decoding="async" width="120" height="90" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/cb/6-OH-DMT_structure.png/180px-6-OH-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/cb/6-OH-DMT_structure.png/240px-6-OH-DMT_structure.png 2x" data-file-width="1021" data-file-height="764" /></a></span></td> <td>6-Hydroxy-DMT</td> <td>artificial</td> <td>6-OH</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>6-hydroxy-<i>N,N</i>-dimethyltryptamine</td> <td>1476-33-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-OH-DET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5c/6-OH-DET_structure.png/120px-6-OH-DET_structure.png" decoding="async" width="120" height="101" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5c/6-OH-DET_structure.png/180px-6-OH-DET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5c/6-OH-DET_structure.png/240px-6-OH-DET_structure.png 2x" data-file-width="1082" data-file-height="908" /></a></span></td> <td>6-Hydroxy-DET</td> <td>artificial</td> <td>6-OH</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>6-hydroxy-<i>N,N</i>-diethyltryptamine</td> <td>1476-59-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-MeO-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b3/6-MeO-DMT_structure.png/120px-6-MeO-DMT_structure.png" decoding="async" width="120" height="98" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b3/6-MeO-DMT_structure.png/180px-6-MeO-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b3/6-MeO-DMT_structure.png/240px-6-MeO-DMT_structure.png 2x" data-file-width="840" data-file-height="686" /></a></span></td> <td>6-Methoxy-DMT</td> <td>artificial</td> <td>6-OCH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>6-methoxy-<i>N,N</i>-dimethyltryptamine</td> <td>2426-88-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-TMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ee/7-TMT_structure.png/120px-7-TMT_structure.png" decoding="async" width="120" height="129" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ee/7-TMT_structure.png/180px-7-TMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ee/7-TMT_structure.png/240px-7-TMT_structure.png 2x" data-file-width="677" data-file-height="726" /></a></span></td> <td><a href="/wiki/7,N,N-TMT" title="7,N,N-TMT">7-Methyl-DMT</a></td> <td>artificial</td> <td>7-CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>7,<i>N,N</i>-trimethyltryptamine</td> <td>65882-39-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-Et-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/2a/7-Et-DMT_structure.png/120px-7-Et-DMT_structure.png" decoding="async" width="120" height="139" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/2a/7-Et-DMT_structure.png/180px-7-Et-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/2a/7-Et-DMT_structure.png/240px-7-Et-DMT_structure.png 2x" data-file-width="680" data-file-height="786" /></a></span></td> <td>7-Ethyl-DMT</td> <td>artificial</td> <td>7-CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>7-ethyl-<i>N,N</i>-dimethyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-Cl-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/39/7-Cl-DMT_structure.png/120px-7-Cl-DMT_structure.png" decoding="async" width="120" height="135" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/39/7-Cl-DMT_structure.png/180px-7-Cl-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/39/7-Cl-DMT_structure.png/240px-7-Cl-DMT_structure.png 2x" data-file-width="656" data-file-height="737" /></a></span></td> <td>7-Chloro-DMT</td> <td>artificial</td> <td>7-Cl</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>7-chloro-<i>N,N</i>-dimethyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-Br-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/67/7-Br-DMT_structure.png/120px-7-Br-DMT_structure.png" decoding="async" width="120" height="134" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/67/7-Br-DMT_structure.png/180px-7-Br-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/67/7-Br-DMT_structure.png/240px-7-Br-DMT_structure.png 2x" data-file-width="662" data-file-height="740" /></a></span></td> <td>7-Bromo-DMT<sup id="cite_ref-pmid6779006_17-0" class="reference"><a href="#cite_note-pmid6779006-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup></td> <td>artificial</td> <td>7-Br</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>7-bromo-<i>N,N</i>-dimethyltryptamine</td> <td>74798-68-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-MeO-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/16/7-MeO-DMT_structure.png/120px-7-MeO-DMT_structure.png" decoding="async" width="120" height="137" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/16/7-MeO-DMT_structure.png/180px-7-MeO-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/16/7-MeO-DMT_structure.png/240px-7-MeO-DMT_structure.png 2x" data-file-width="675" data-file-height="772" /></a></span></td> <td>7-Methoxy-DMT</td> <td>artificial</td> <td>7-OCH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>7-methoxy-<i>N,N</i>-dimethyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-MeO-MiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7a/7-MeO-MiPT_structure.png/120px-7-MeO-MiPT_structure.png" decoding="async" width="120" height="133" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7a/7-MeO-MiPT_structure.png/180px-7-MeO-MiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7a/7-MeO-MiPT_structure.png/240px-7-MeO-MiPT_structure.png 2x" data-file-width="720" data-file-height="798" /></a></span></td> <td>7-Methoxy-MiPT</td> <td>artificial</td> <td>7-OCH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>CH(CH<sub>3</sub>)<sub>2</sub></td> <td>7-methoxy-<i>N</i>-methyl-<i>N</i>-isopropyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:1-Methylpsilocin.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1e/1-Methylpsilocin.svg/120px-1-Methylpsilocin.svg.png" decoding="async" width="120" height="123" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1e/1-Methylpsilocin.svg/180px-1-Methylpsilocin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1e/1-Methylpsilocin.svg/240px-1-Methylpsilocin.svg.png 2x" data-file-width="276" data-file-height="284" /></a></span></td> <td><a href="/wiki/1-Methylpsilocin" title="1-Methylpsilocin">1-Methylpsilocin</a> </td> <td>artificial </td> <td>1-CH<sub>3</sub>, 4-OH </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>1-Methyl-3-[2-(<i>N</i>,<i>N</i>-dimethylamino)ethyl]-4-hydroxyindole </td> <td>1465-16-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:1-Me-5-MeO-DiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/16/1-Me-5-MeO-DiPT.svg/120px-1-Me-5-MeO-DiPT.svg.png" decoding="async" width="120" height="102" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/16/1-Me-5-MeO-DiPT.svg/180px-1-Me-5-MeO-DiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/16/1-Me-5-MeO-DiPT.svg/240px-1-Me-5-MeO-DiPT.svg.png 2x" data-file-width="512" data-file-height="437" /></a></span></td> <td>1-Methyl-5-MeO-DiPT </td> <td>artificial </td> <td>1-CH<sub>3</sub>, 5-OCH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>1-methyl-5-methoxy-<i>N,N</i>-diisopropyltryptamine </td> <td>1373882-10-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:NB-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/73/NB-DMT.svg/120px-NB-DMT.svg.png" decoding="async" width="120" height="235" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/73/NB-DMT.svg/180px-NB-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/73/NB-DMT.svg/240px-NB-DMT.svg.png 2x" data-file-width="66" data-file-height="129" /></a></span></td> <td><a href="/wiki/NBoc-DMT" title="NBoc-DMT">NBoc-DMT</a> </td> <td>artificial </td> <td>1-OCOC(CH<sub>3</sub>)<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>1-(t-butoxycarbonyl)-N,N-dimethyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:NB-5-MeO-MiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/88/NB-5-MeO-MiPT_structure.png/120px-NB-5-MeO-MiPT_structure.png" decoding="async" width="120" height="133" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/88/NB-5-MeO-MiPT_structure.png/180px-NB-5-MeO-MiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/88/NB-5-MeO-MiPT_structure.png/240px-NB-5-MeO-MiPT_structure.png 2x" data-file-width="653" data-file-height="725" /></a></span></td> <td>NB-5-MeO-MiPT </td> <td>artificial </td> <td>1-OCOC(CH<sub>3</sub>)<sub>3</sub>, 5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>1-(t-butoxycarbonyl)-5-methoxy-N-methyl-N-isopropyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:NB-5-MeO-DALT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/78/NB-5-MeO-DALT_structure.png/120px-NB-5-MeO-DALT_structure.png" decoding="async" width="120" height="142" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/78/NB-5-MeO-DALT_structure.png/180px-NB-5-MeO-DALT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/78/NB-5-MeO-DALT_structure.png/240px-NB-5-MeO-DALT_structure.png 2x" data-file-width="707" data-file-height="837" /></a></span></td> <td>NB-5-MeO-DALT </td> <td>artificial </td> <td>1-OCOC(CH<sub>3</sub>)<sub>3</sub>, 5-OCH<sub>3</sub> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>H<sub>2</sub>C=CH-CH<sub>2</sub> </td> <td>1-(t-butoxycarbonyl)-5-methoxy-<i>N,N</i>-diallyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-Fluoropsilocin_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b6/6-Fluoropsilocin_structure.png/120px-6-Fluoropsilocin_structure.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b6/6-Fluoropsilocin_structure.png/180px-6-Fluoropsilocin_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b6/6-Fluoropsilocin_structure.png/240px-6-Fluoropsilocin_structure.png 2x" data-file-width="771" data-file-height="618" /></a></span></td> <td>6-Fluoropsilocin</td> <td>artificial</td> <td>4-OH,6-F</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>4-hydroxy-6-fluoro-N,N-dimethyltryptamine</td> <td>312314-12-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6F-5-MeO-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/db/6F-5-MeO-DMT_structure.png/120px-6F-5-MeO-DMT_structure.png" decoding="async" width="120" height="97" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/db/6F-5-MeO-DMT_structure.png/180px-6F-5-MeO-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/db/6F-5-MeO-DMT_structure.png/240px-6F-5-MeO-DMT_structure.png 2x" data-file-width="960" data-file-height="772" /></a></span></td> <td>6-Fluoro-5-MeO-DMT</td> <td>artificial</td> <td>5-OCH<sub>3</sub>,6-F</td> <td>CH<sub>3</sub></td> <td>CH<sub>3</sub></td> <td>5-methoxy-6-fluoro-N,N-dimethyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:56DF-EPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/95/56DF-EPT_structure.png/120px-56DF-EPT_structure.png" decoding="async" width="120" height="97" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/95/56DF-EPT_structure.png/180px-56DF-EPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/95/56DF-EPT_structure.png/240px-56DF-EPT_structure.png 2x" data-file-width="925" data-file-height="749" /></a></span></td> <td>5,6-Difluoro-EPT</td> <td>artificial</td> <td>5-F, 6-F</td> <td>CH<sub>2</sub>CH<sub>3</sub></td> <td>CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub></td> <td>5,6-difluoro-N-ethyl-N-propyltryptamine</td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-2,N,N-TMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c2/5-MeO-2%2CN%2CN-TMT.svg/120px-5-MeO-2%2CN%2CN-TMT.svg.png" decoding="async" width="120" height="101" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c2/5-MeO-2%2CN%2CN-TMT.svg/180px-5-MeO-2%2CN%2CN-TMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c2/5-MeO-2%2CN%2CN-TMT.svg/240px-5-MeO-2%2CN%2CN-TMT.svg.png 2x" data-file-width="376" data-file-height="315" /></a></span></td> <td><a href="/wiki/5-MeO-2-TMT" title="5-MeO-2-TMT">5-MeO-2-TMT</a> </td> <td>artificial </td> <td>2-CH<sub>3</sub>, 5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>2-(5-methoxy-2-methyl-H-indol-3-yl)-N,N-dimethylethanamine </td> <td>67292-68-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-7-TMT.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3b/5-MeO-7-TMT.png/120px-5-MeO-7-TMT.png" decoding="async" width="120" height="109" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3b/5-MeO-7-TMT.png/180px-5-MeO-7-TMT.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3b/5-MeO-7-TMT.png/240px-5-MeO-7-TMT.png 2x" data-file-width="799" data-file-height="726" /></a></span></td> <td><a href="/wiki/5-Methoxy-7,N,N-trimethyltryptamine" title="5-Methoxy-7,N,N-trimethyltryptamine">5-Methoxy-7,N,N-trimethyltryptamine</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub>, 7-CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>5-Methoxy-7,<i>N</i>,<i>N</i>-trimethyltryptamine </td> <td>61018-77-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-4NN-TMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ee/5-MeO-4NN-TMT_structure.png/120px-5-MeO-4NN-TMT_structure.png" decoding="async" width="120" height="95" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ee/5-MeO-4NN-TMT_structure.png/180px-5-MeO-4NN-TMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ee/5-MeO-4NN-TMT_structure.png/240px-5-MeO-4NN-TMT_structure.png 2x" data-file-width="967" data-file-height="763" /></a></span></td> <td>5-Methoxy-4,N,N-trimethyltryptamine </td> <td>artificial </td> <td>4-CH<sub>3</sub>, 5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>5-Methoxy-4,<i>N</i>,<i>N</i>-trimethyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-5-MeO-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/92/4-HO-5-MeO-DMT.svg/120px-4-HO-5-MeO-DMT.svg.png" decoding="async" width="120" height="99" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/92/4-HO-5-MeO-DMT.svg/180px-4-HO-5-MeO-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/92/4-HO-5-MeO-DMT.svg/240px-4-HO-5-MeO-DMT.svg.png 2x" data-file-width="458" data-file-height="379" /></a></span></td> <td><a href="/wiki/4-Hydroxy-5-methoxydimethyltryptamine" class="mw-redirect" title="4-Hydroxy-5-methoxydimethyltryptamine">4-HO-5-MeO-DMT</a> </td> <td>artificial </td> <td>4-OH, 5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>4-Hydroxy-5-methoxy-<i>N</i>,<i>N</i>-dimethyltryptamine </td> <td>2433-31-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-Fluoro-5-methoxy-N,N-dimethyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/74/4-Fluoro-5-methoxy-N%2CN-dimethyltryptamine.svg/120px-4-Fluoro-5-methoxy-N%2CN-dimethyltryptamine.svg.png" decoding="async" width="120" height="74" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/74/4-Fluoro-5-methoxy-N%2CN-dimethyltryptamine.svg/180px-4-Fluoro-5-methoxy-N%2CN-dimethyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/74/4-Fluoro-5-methoxy-N%2CN-dimethyltryptamine.svg/240px-4-Fluoro-5-methoxy-N%2CN-dimethyltryptamine.svg.png 2x" data-file-width="620" data-file-height="381" /></a></span></td> <td><a href="/wiki/4-Fluoro-5-methoxy-DMT" title="4-Fluoro-5-methoxy-DMT">4-F-5-MeO-DMT</a> </td> <td>artificial </td> <td>4-F, 5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>4-Fluoro-5-Methoxy-<i>N</i>,<i>N</i>-dimethyltryptamine </td> <td>312314-18-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7F-5-MeO-MET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6a/7F-5-MeO-MET_structure.png/120px-7F-5-MeO-MET_structure.png" decoding="async" width="120" height="116" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6a/7F-5-MeO-MET_structure.png/180px-7F-5-MeO-MET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6a/7F-5-MeO-MET_structure.png/240px-7F-5-MeO-MET_structure.png 2x" data-file-width="827" data-file-height="801" /></a></span></td> <td><a href="/wiki/7F-5-MeO-MET" class="mw-redirect" title="7F-5-MeO-MET">5-methoxy-7-fluoro-MET</a> </td> <td>artificial </td> <td>5-OCH<sub>3</sub>, 7-F </td> <td>CH<sub>3</sub> </td> <td>CH<sub>2</sub>CH<sub>3</sub> </td> <td>5-Methoxy-7-Fluoro-<i>N</i>-methyl-<i>N</i>-ethyltryptamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:EMDT_structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/2d/EMDT_structure.svg/120px-EMDT_structure.svg.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/2d/EMDT_structure.svg/180px-EMDT_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/2d/EMDT_structure.svg/240px-EMDT_structure.svg.png 2x" data-file-width="330" data-file-height="252" /></a></span></td> <td><a href="/wiki/EMDT" title="EMDT">EMDT</a> </td> <td>artificial </td> <td>2-CH<sub>2</sub>CH<sub>3</sub>, 5-OCH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>2-(2-ethyl-5-methoxy-1H-indol-3-yl)-<i>N</i>,<i>N</i>-dimethylethanamine </td> <td>263744-72-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:ST-1936_structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a3/ST-1936_structure.svg/120px-ST-1936_structure.svg.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a3/ST-1936_structure.svg/180px-ST-1936_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a3/ST-1936_structure.svg/240px-ST-1936_structure.svg.png 2x" data-file-width="329" data-file-height="252" /></a></span></td> <td><a href="/wiki/ST-1936" title="ST-1936">ST-1936</a> </td> <td>artificial </td> <td>2-CH<sub>3</sub>, 5-Cl </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>2-(2-methyl-5-chloro-1H-indol-3-yl)-<i>N</i>,<i>N</i>-dimethylethanamine </td> <td>1210-81-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:O-4310_structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e2/O-4310_structure.svg/120px-O-4310_structure.svg.png" decoding="async" width="120" height="117" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e2/O-4310_structure.svg/180px-O-4310_structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e2/O-4310_structure.svg/240px-O-4310_structure.svg.png 2x" data-file-width="327" data-file-height="320" /></a></span></td> <td><a href="/wiki/O-4310" title="O-4310">O-4310</a> </td> <td>artificial </td> <td>1-CH(CH<sub>3</sub>)<sub>2</sub>, 4-OH, 6-F </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>3-[2-(dimethylamino)ethyl]-6-fluoro-1-isopropyl-1H-indol-4-ol </td> <td>885671-63-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:CP-132,484_Structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/CP-132%2C484_Structure.svg/120px-CP-132%2C484_Structure.svg.png" decoding="async" width="120" height="100" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/CP-132%2C484_Structure.svg/180px-CP-132%2C484_Structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6f/CP-132%2C484_Structure.svg/240px-CP-132%2C484_Structure.svg.png 2x" data-file-width="4550" data-file-height="3791" /></a></span></td> <td><a href="/wiki/CP-132,484" title="CP-132,484">CP-132,484</a> </td> <td>artificial </td> <td>1-methyl-4,5-(OCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>) </td> <td>H </td> <td>H </td> <td>1-(2-aminoethyl)-3-methyl-8,9-dihydropyrano(3,2-e)indole </td> <td>143508-76-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4,5-DHP-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/4%2C5-DHP-DMT.svg/120px-4%2C5-DHP-DMT.svg.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/4%2C5-DHP-DMT.svg/180px-4%2C5-DHP-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/68/4%2C5-DHP-DMT.svg/240px-4%2C5-DHP-DMT.svg.png 2x" data-file-width="329" data-file-height="251" /></a></span></td> <td><a href="/wiki/4,5-DHP-DMT" title="4,5-DHP-DMT">4,5-DHP-DMT</a> </td> <td>artificial </td> <td>4,5-(OCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>) </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>1-(2-dimethylaminoethyl)-8,9-dihydropyrano[3,2-<i>e</i>]indole </td> <td>135360-97-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4,5-DHF-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/35/4%2C5-DHF-DMT_structure.png/120px-4%2C5-DHF-DMT_structure.png" decoding="async" width="120" height="116" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/35/4%2C5-DHF-DMT_structure.png/180px-4%2C5-DHF-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/35/4%2C5-DHF-DMT_structure.png/240px-4%2C5-DHF-DMT_structure.png 2x" data-file-width="738" data-file-height="712" /></a></span></td> <td>4,5-DHF-DMT (<b>P-3</b>) </td> <td>artificial<sup id="cite_ref-18" class="reference"><a href="#cite_note-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> </td> <td>4,5-(CH<sub>2</sub>CH<sub>2</sub>O) </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>2-(3,6-dihydro-2H-furo[2,3-e]indol-8-yl)-N,N-dimethylethan-1-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4,5-Methylbenzodioxole-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ea/4%2C5-Methylbenzodioxole-DMT_structure.png/120px-4%2C5-Methylbenzodioxole-DMT_structure.png" decoding="async" width="120" height="110" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ea/4%2C5-Methylbenzodioxole-DMT_structure.png/180px-4%2C5-Methylbenzodioxole-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ea/4%2C5-Methylbenzodioxole-DMT_structure.png/240px-4%2C5-Methylbenzodioxole-DMT_structure.png 2x" data-file-width="767" data-file-height="703" /></a></span></td> <td>4,5-Methylbenzodioxole-DMT (<b>P-131</b>) </td> <td>artificial </td> <td>4,5-(OC(CH<sub>3</sub>)=N) </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>N,N-dimethyl-2-(2-methyl-6H-[1,3]oxazolo[4,5-e]indol-8-yl)ethan-1-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4,5-MDO-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/85/4%2C5-MDO-DMT.svg/120px-4%2C5-MDO-DMT.svg.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/85/4%2C5-MDO-DMT.svg/180px-4%2C5-MDO-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/85/4%2C5-MDO-DMT.svg/240px-4%2C5-MDO-DMT.svg.png 2x" data-file-width="375" data-file-height="299" /></a></span></td> <td><a href="/wiki/4,5-MDO-DMT" title="4,5-MDO-DMT">4,5-MDO-DMT</a> </td> <td>artificial </td> <td>4,5-(OCH<sub>2</sub>O) </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>2-(2<i>H</i>,6<i>H</i>-[1,3]Dioxolo[4,5-<i>e</i>]indol-8-yl)-<i>N</i>,<i>N</i>-dimethylethan-1-amine </td> <td>81249-30-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4,5-MDO-DiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/31/4%2C5-MDO-DiPT.svg/120px-4%2C5-MDO-DiPT.svg.png" decoding="async" width="120" height="84" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/31/4%2C5-MDO-DiPT.svg/180px-4%2C5-MDO-DiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/31/4%2C5-MDO-DiPT.svg/240px-4%2C5-MDO-DiPT.svg.png 2x" data-file-width="425" data-file-height="299" /></a></span></td> <td><a href="/wiki/4,5-MDO-DiPT" title="4,5-MDO-DiPT">4,5-MDO-DiPT</a> </td> <td>artificial </td> <td>4,5-(OCH<sub>2</sub>O) </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td><i>N</i>-[2-(2<i>H</i>,6<i>H</i>-[1,3]Dioxolo[4,5-<i>e</i>]indol-8-yl)ethyl]-<i>N</i>-(propan-2-yl)propan-2-amine </td> <td>82173-82-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5,6-FUR-DMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/5%2C6-FUR-DMT_structure.png/120px-5%2C6-FUR-DMT_structure.png" decoding="async" width="120" height="100" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/5%2C6-FUR-DMT_structure.png/180px-5%2C6-FUR-DMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/49/5%2C6-FUR-DMT_structure.png/240px-5%2C6-FUR-DMT_structure.png 2x" data-file-width="808" data-file-height="672" /></a></span></td> <td>5,6-FUR-DMT (<b>P-4</b>) </td> <td>artificial </td> <td>5,6-(CH=CHO) </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>2-(7H-furo[3,2-f]indol-5-yl)-N,N-dimethylethan-1-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5,6-MDO-DMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f8/5%2C6-MDO-DMT.svg/120px-5%2C6-MDO-DMT.svg.png" decoding="async" width="120" height="78" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f8/5%2C6-MDO-DMT.svg/180px-5%2C6-MDO-DMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f8/5%2C6-MDO-DMT.svg/240px-5%2C6-MDO-DMT.svg.png 2x" data-file-width="345" data-file-height="224" /></a></span></td> <td><a href="/wiki/5,6-MDO-DMT" title="5,6-MDO-DMT">5,6-MDO-DMT</a> </td> <td>artificial </td> <td>5,6-(OCH<sub>2</sub>O) </td> <td>CH<sub>3</sub> </td> <td>CH<sub>3</sub> </td> <td>2-(2<i>H</i>,5<i>H</i>-[1,3]Dioxolo[4,5-<i>f</i>]indol-7-yl)-<i>N</i>,<i>N</i>-dimethylethan-1-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5,6-MDO-MiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/5%2C6-MDO-MiPT.svg/120px-5%2C6-MDO-MiPT.svg.png" decoding="async" width="120" height="82" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/5%2C6-MDO-MiPT.svg/180px-5%2C6-MDO-MiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0f/5%2C6-MDO-MiPT.svg/240px-5%2C6-MDO-MiPT.svg.png 2x" data-file-width="393" data-file-height="268" /></a></span></td> <td><a href="/wiki/5,6-MDO-MiPT" title="5,6-MDO-MiPT">5,6-MDO-MiPT</a> </td> <td>artificial </td> <td>5,6-(OCH<sub>2</sub>O) </td> <td>CH<sub>3</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td><i>N</i>-[2-(2<i>H</i>,5<i>H</i>-[1,3]Dioxolo[4,5-<i>f</i>]indol-7-yl)ethyl]-<i>N</i>-methylpropan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5,6-MDO-DiPT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/74/5%2C6-MDO-DiPT.svg/120px-5%2C6-MDO-DiPT.svg.png" decoding="async" width="120" height="68" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/74/5%2C6-MDO-DiPT.svg/180px-5%2C6-MDO-DiPT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/74/5%2C6-MDO-DiPT.svg/240px-5%2C6-MDO-DiPT.svg.png 2x" data-file-width="494" data-file-height="280" /></a></span></td> <td><a href="/wiki/5,6-MDO-DiPT" title="5,6-MDO-DiPT">5,6-MDO-DiPT</a> </td> <td>artificial </td> <td>5,6-(OCH<sub>2</sub>O) </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td>CH(CH<sub>3</sub>)<sub>2</sub> </td> <td><i>N</i>-[2-(2<i>H</i>,5<i>H</i>-[1,3]Dioxolo[4,5-<i>f</i>]indol-7-yl)ethyl]-<i>N</i>-(propan-2-yl)propan-2-amine </td> <td> </td></tr> <tr class="sortbottom"> <th>Chemical Structure </th> <th>Short Name </th> <th>Origin </th> <th>Ring Substitution </th> <th>R<sup>N1</sup> </th> <th>R<sup>N2</sup> </th> <th>Full Name </th> <th>CAS Number </th></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="List_of_substituted_α-alkyltryptamines"><span id="List_of_substituted_.CE.B1-alkyltryptamines"></span>List of substituted α-alkyltryptamines</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Substituted_tryptamine&action=edit&section=2" title="Edit section: List of substituted α-alkyltryptamines"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><b>α-Alkyltryptamines</b> are a group of substituted tryptamines which possess an <a href="/wiki/Alkyl_group" title="Alkyl group">alkyl group</a>, such as a <a href="/wiki/Methyl" class="mw-redirect" title="Methyl">methyl</a> or <a href="/wiki/Ethyl_group" title="Ethyl group">ethyl</a> group, attached at the <a href="/wiki/Alpha_carbon" class="mw-redirect" title="Alpha carbon">alpha carbon</a>, and in most cases no substitution on the <a href="/wiki/Amine" title="Amine">amine</a> nitrogen.<sup id="cite_ref-RiesMiller2009_19-0" class="reference"><a href="#cite_note-RiesMiller2009-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Laing2003_20-0" class="reference"><a href="#cite_note-Laing2003-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-LemkeWilliams2012_21-0" class="reference"><a href="#cite_note-LemkeWilliams2012-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> α-Alkylation of <a href="/wiki/Tryptamine" title="Tryptamine">tryptamine</a> makes it much more <a href="/wiki/Drug_metabolism" title="Drug metabolism">metabolically stable</a> and resistant to degradation by <a href="/wiki/Monoamine_oxidase" title="Monoamine oxidase">monoamine oxidase</a>, resulting in increased <a href="/wiki/Potency_(pharmacology)" title="Potency (pharmacology)">potency</a> and greatly lengthened <a href="/wiki/Half-life" title="Half-life">half-life</a>.<sup id="cite_ref-LemkeWilliams2012_21-1" class="reference"><a href="#cite_note-LemkeWilliams2012-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> This is analogous to α-methylation of <a href="/wiki/Phenethylamine" title="Phenethylamine">phenethylamine</a> into <a href="/wiki/Amphetamine" title="Amphetamine">amphetamine</a>.<sup id="cite_ref-LemkeWilliams2012_21-2" class="reference"><a href="#cite_note-LemkeWilliams2012-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> </p><p>Many α-alkyltryptamines are <a href="/wiki/Drug" title="Drug">drugs</a>, acting as <a href="/wiki/Monoamine_releasing_agent" title="Monoamine releasing agent">monoamine releasing agents</a>, non-selective <a href="/wiki/Serotonin_receptor_agonist" title="Serotonin receptor agonist">serotonin receptor agonists</a>, and/or <a href="/wiki/Monoamine_oxidase_inhibitor" title="Monoamine oxidase inhibitor">monoamine oxidase inhibitors</a>,<sup id="cite_ref-pmid17223101_22-0" class="reference"><a href="#cite_note-pmid17223101-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid25193229_23-0" class="reference"><a href="#cite_note-pmid25193229-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid18057721_24-0" class="reference"><a href="#cite_note-pmid18057721-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid1107123_25-0" class="reference"><a href="#cite_note-pmid1107123-25"><span class="cite-bracket">[</span>25<span class="cite-bracket">]</span></a></sup> and produce <a href="/wiki/Psychostimulant" class="mw-redirect" title="Psychostimulant">psychostimulant</a>, <a href="/wiki/Entactogen" class="mw-redirect" title="Entactogen">entactogen</a>, and/or <a href="/wiki/Serotonergic_psychedelic" class="mw-redirect" title="Serotonergic psychedelic">psychedelic</a> effects.<sup id="cite_ref-RiesMiller2009_19-1" class="reference"><a href="#cite_note-RiesMiller2009-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Laing2003_20-1" class="reference"><a href="#cite_note-Laing2003-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-LemkeWilliams2012_21-3" class="reference"><a href="#cite_note-LemkeWilliams2012-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> The most well-known of these agents are <a href="/wiki/%CE%91-methyltryptamine" class="mw-redirect" title="Α-methyltryptamine">α-methyltryptamine</a> (αMT) and <a href="/wiki/%CE%91-ethyltryptamine" class="mw-redirect" title="Α-ethyltryptamine">α-ethyltryptamine</a> (αET), both of which were used clinically as <a href="/wiki/Antidepressant" title="Antidepressant">antidepressants</a> for a brief period of time in the past and are <a href="/wiki/Drug_abuse" class="mw-redirect" title="Drug abuse">abused</a> as <a href="/wiki/Recreational_drug" class="mw-redirect" title="Recreational drug">recreational drugs</a>.<sup id="cite_ref-Laing2003_20-2" class="reference"><a href="#cite_note-Laing2003-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-LemkeWilliams2012_21-4" class="reference"><a href="#cite_note-LemkeWilliams2012-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> In accordance with its action as a dual <a href="/wiki/Releasing_agent" class="mw-redirect" title="Releasing agent">releasing agent</a> of <a href="/wiki/Serotonin" title="Serotonin">serotonin</a> and <a href="/wiki/Dopamine" title="Dopamine">dopamine</a>, αET has been found to produce <a href="/wiki/Serotonin" title="Serotonin">serotonergic</a> <a href="/wiki/Neurotoxicity" title="Neurotoxicity">neurotoxicity</a> similarly to <a href="/wiki/Substituted_amphetamine" title="Substituted amphetamine">amphetamines</a> like <a href="/wiki/3,4-methylenedioxy-N-methylamphetamine" class="mw-redirect" title="3,4-methylenedioxy-N-methylamphetamine">MDMA</a> and <a href="/wiki/Para-chloroamphetamine" class="mw-redirect" title="Para-chloroamphetamine">PCA</a>, and the same is also likely to hold true for other serotonin and dopamine-releasing α-alkyltryptamines such as αMT, <a href="/wiki/5-MeO-%CE%B1MT" class="mw-redirect" title="5-MeO-αMT">5-MeO-αMT</a>, and various others.<sup id="cite_ref-pmid1722753_26-0" class="reference"><a href="#cite_note-pmid1722753-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> </p> <table class="wikitable" style="background: #FFFFFF"> <tbody><tr> <th>Structure </th> <th>Common name </th> <th>Chemical name </th> <th>CAS number </th></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:L-Tryptophan_-_L-Tryptophan.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c1/L-Tryptophan_-_L-Tryptophan.svg/120px-L-Tryptophan_-_L-Tryptophan.svg.png" decoding="async" width="120" height="54" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c1/L-Tryptophan_-_L-Tryptophan.svg/180px-L-Tryptophan_-_L-Tryptophan.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c1/L-Tryptophan_-_L-Tryptophan.svg/240px-L-Tryptophan_-_L-Tryptophan.svg.png 2x" data-file-width="277" data-file-height="125" /></a></span> </td> <td><a href="/wiki/Tryptophan" title="Tryptophan">Tryptophan</a> </td> <td>(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid </td> <td>73-22-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Hydroxy-L-Tryptophan_(5-HTP).svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1f/5-Hydroxy-L-Tryptophan_%285-HTP%29.svg/120px-5-Hydroxy-L-Tryptophan_%285-HTP%29.svg.png" decoding="async" width="120" height="69" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1f/5-Hydroxy-L-Tryptophan_%285-HTP%29.svg/180px-5-Hydroxy-L-Tryptophan_%285-HTP%29.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1f/5-Hydroxy-L-Tryptophan_%285-HTP%29.svg/240px-5-Hydroxy-L-Tryptophan_%285-HTP%29.svg.png 2x" data-file-width="286" data-file-height="165" /></a></span> </td> <td><a href="/wiki/5-Hydroxytryptophan" title="5-Hydroxytryptophan">5-Hydroxytryptophan</a> </td> <td>2-amino-3-(5-hydroxy-1<i>H</i>-indol-3-yl)propanoic acid </td> <td>4350-09-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:AMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e1/AMT.svg/120px-AMT.svg.png" decoding="async" width="120" height="68" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e1/AMT.svg/180px-AMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e1/AMT.svg/240px-AMT.svg.png 2x" data-file-width="385" data-file-height="218" /></a></span> </td> <td><a href="/wiki/%CE%91-Methyltryptamine" title="Α-Methyltryptamine">αMT</a> </td> <td>1-(1<i>H</i>-Indol-3-yl)propan-2-amine </td> <td>299-26-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-aMT_Structure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/fa/4-HO-aMT_Structure.svg/120px-4-HO-aMT_Structure.svg.png" decoding="async" width="120" height="109" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/fa/4-HO-aMT_Structure.svg/180px-4-HO-aMT_Structure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/fa/4-HO-aMT_Structure.svg/240px-4-HO-aMT_Structure.svg.png 2x" data-file-width="512" data-file-height="467" /></a></span> </td> <td><a href="/wiki/4-HO-%CE%B1MT" title="4-HO-αMT">4-HO-αMT</a> </td> <td>3-(2-aminopropyl)-1<i>H</i>-indol-4-ol </td> <td>15066-09-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-Methyl-AMT.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/bc/4-Methyl-AMT.png/125px-4-Methyl-AMT.png" decoding="async" width="125" height="113" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/bc/4-Methyl-AMT.png/188px-4-Methyl-AMT.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/bc/4-Methyl-AMT.png/250px-4-Methyl-AMT.png 2x" data-file-width="977" data-file-height="880" /></a></span> </td> <td><a href="/wiki/4-Me-%CE%B1MT" class="mw-redirect" title="4-Me-αMT">4-Methyl-αMT</a> </td> <td>1-methyl-2-(4-methyl-1<i>H</i>-indol-3-yl)-ethylamine </td> <td>3569-29-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-fluoro-alpha-methyltryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1e/5-fluoro-alpha-methyltryptamine.svg/130px-5-fluoro-alpha-methyltryptamine.svg.png" decoding="async" width="130" height="90" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1e/5-fluoro-alpha-methyltryptamine.svg/195px-5-fluoro-alpha-methyltryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1e/5-fluoro-alpha-methyltryptamine.svg/260px-5-fluoro-alpha-methyltryptamine.svg.png 2x" data-file-width="620" data-file-height="430" /></a></span> </td> <td><a href="/wiki/5-Fluoro-%CE%B1MT" class="mw-redirect" title="5-Fluoro-αMT">5-Fluoro-αMT</a> </td> <td>1-(5-fluoro-1H-indol-3-yl)propan-2-amine </td> <td>712-08-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Chloro-3-(2-aminopropyl)indole.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b9/5-Chloro-3-%282-aminopropyl%29indole.svg/125px-5-Chloro-3-%282-aminopropyl%29indole.svg.png" decoding="async" width="125" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b9/5-Chloro-3-%282-aminopropyl%29indole.svg/188px-5-Chloro-3-%282-aminopropyl%29indole.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b9/5-Chloro-3-%282-aminopropyl%29indole.svg/250px-5-Chloro-3-%282-aminopropyl%29indole.svg.png 2x" data-file-width="512" data-file-height="376" /></a></span> </td> <td><a href="/wiki/5-Chloro-%CE%B1MT" title="5-Chloro-αMT">5-Chloro-αMT</a> </td> <td>1-(5-Chloro-1H-indol-3-yl)propan-2-amine </td> <td>712-07-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-HO-AMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/bc/5-HO-AMT_structure.png/120px-5-HO-AMT_structure.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/bc/5-HO-AMT_structure.png/180px-5-HO-AMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/bc/5-HO-AMT_structure.png/240px-5-HO-AMT_structure.png 2x" data-file-width="400" data-file-height="306" /></a></span> </td> <td><a href="/wiki/Alpha-Methylserotonin" class="mw-redirect" title="Alpha-Methylserotonin">5-HO-αMT</a> (αMS/α-methyl-5-HT) </td> <td>3-(2-aminopropyl)-1<i>H</i>-indol-5-ol </td> <td>304-52-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-AMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f6/5-MeO-AMT.svg/120px-5-MeO-AMT.svg.png" decoding="async" width="120" height="74" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f6/5-MeO-AMT.svg/180px-5-MeO-AMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f6/5-MeO-AMT.svg/240px-5-MeO-AMT.svg.png 2x" data-file-width="525" data-file-height="325" /></a></span> </td> <td><a href="/wiki/5-MeO-%CE%B1MT" class="mw-redirect" title="5-MeO-αMT">5-MeO-αMT</a> </td> <td>1-(5-methoxy-1<i>H</i>-indol-3-yl)propan-2-amine </td> <td>1137-04-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5EtO-AMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/dd/5EtO-AMT_structure.png/125px-5EtO-AMT_structure.png" decoding="async" width="125" height="81" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/dd/5EtO-AMT_structure.png/188px-5EtO-AMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/dd/5EtO-AMT_structure.png/250px-5EtO-AMT_structure.png 2x" data-file-width="638" data-file-height="413" /></a></span> </td> <td><a href="/wiki/5-Ethoxy-%CE%B1MT" title="5-Ethoxy-αMT">5-Ethoxy-αMT</a> </td> <td>1-(5-ethoxy-1<i>H</i>-indol-3-yl)propan-2-amine </td> <td>101832-83-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-iPrO-AMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8c/5-iPrO-AMT_structure.png/125px-5-iPrO-AMT_structure.png" decoding="async" width="125" height="82" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8c/5-iPrO-AMT_structure.png/188px-5-iPrO-AMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8c/5-iPrO-AMT_structure.png/250px-5-iPrO-AMT_structure.png 2x" data-file-width="924" data-file-height="606" /></a></span> </td> <td>5-Isopropoxy-αMT </td> <td>1-{5-[(propan-2-yl)oxy]-1H-indol-3-yl}propan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:BW-723C86_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1f/BW-723C86_structure.png/120px-BW-723C86_structure.png" decoding="async" width="120" height="68" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1f/BW-723C86_structure.png/180px-BW-723C86_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1f/BW-723C86_structure.png/240px-BW-723C86_structure.png 2x" data-file-width="542" data-file-height="306" /></a></span> </td> <td><a href="/wiki/BW-723C86" title="BW-723C86">BW-723C86</a> </td> <td>1-[5-(2-Thienylmethoxy)-1H-indol-3-yl]-2-propanamine </td> <td>160521-72-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-fluoro-AMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/6-fluoro-AMT_structure.png/120px-6-fluoro-AMT_structure.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/6-fluoro-AMT_structure.png/180px-6-fluoro-AMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d4/6-fluoro-AMT_structure.png/240px-6-fluoro-AMT_structure.png 2x" data-file-width="657" data-file-height="485" /></a></span> </td> <td><a href="/wiki/6-Fluoro-%CE%B1MT" class="mw-redirect" title="6-Fluoro-αMT">6-Fluoro-αMT</a> </td> <td>1-(6-fluoro-1H-indol-3-yl)propan-2-amine </td> <td>712-11-8 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-Cl-AMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/33/7-Cl-AMT_structure.png/130px-7-Cl-AMT_structure.png" decoding="async" width="130" height="132" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/33/7-Cl-AMT_structure.png/195px-7-Cl-AMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/33/7-Cl-AMT_structure.png/260px-7-Cl-AMT_structure.png 2x" data-file-width="801" data-file-height="815" /></a></span> </td> <td><a href="/wiki/7-Chloro-AMT" title="7-Chloro-AMT">7-Chloro-AMT</a> </td> <td>1-(7-chloro-1H-indol-3-yl)propan-2-amine </td> <td>711-99-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:AL-37350A_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/AL-37350A_structure.png/130px-AL-37350A_structure.png" decoding="async" width="130" height="105" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/AL-37350A_structure.png/195px-AL-37350A_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c3/AL-37350A_structure.png/260px-AL-37350A_structure.png 2x" data-file-width="378" data-file-height="306" /></a></span> </td> <td><a href="/wiki/AL-37350A" title="AL-37350A">AL-37350A</a> (4,5-dihydropyrano-αMT) </td> <td>(<i>S</i>)-(+)-1-(2-Aminopropyl)-8,9-dihydropyrano[3,2-<i>e</i>]indole </td> <td>362603-40-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:BIAP_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4e/BIAP_structure.png/130px-BIAP_structure.png" decoding="async" width="130" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4e/BIAP_structure.png/195px-BIAP_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4e/BIAP_structure.png/260px-BIAP_structure.png 2x" data-file-width="1115" data-file-height="807" /></a></span> </td> <td>Compound 5 <sup id="cite_ref-Chang-Fong_2002_27-0" class="reference"><a href="#cite_note-Chang-Fong_2002-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> </td> <td>1-(3H-benzo[e]indol-1-yl)propan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:AET.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d3/AET.svg/120px-AET.svg.png" decoding="async" width="120" height="68" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d3/AET.svg/180px-AET.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d3/AET.svg/240px-AET.svg.png 2x" data-file-width="398" data-file-height="224" /></a></span> </td> <td><a href="/wiki/%CE%91-Ethyltryptamine" title="Α-Ethyltryptamine">αET</a> </td> <td>1-(1<i>H</i>-indol-3-yl)butan-2-amine </td> <td>2235-90-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-Methyl-AET.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/4-Methyl-AET.png/120px-4-Methyl-AET.png" decoding="async" width="120" height="102" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f2/4-Methyl-AET.png/180px-4-Methyl-AET.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f2/4-Methyl-AET.png/240px-4-Methyl-AET.png 2x" data-file-width="1436" data-file-height="1220" /></a></span> </td> <td><a href="/wiki/4-Me-%CE%B1ET" class="mw-redirect" title="4-Me-αET">4-Methyl-αET</a> </td> <td>1-(4-Methyl-1<i>H</i>-indol-3-yl)butan-2-amine </td> <td>28289-30-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4HO-AET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/4HO-AET_structure.png/120px-4HO-AET_structure.png" decoding="async" width="120" height="102" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/4HO-AET_structure.png/180px-4HO-AET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4a/4HO-AET_structure.png/240px-4HO-AET_structure.png 2x" data-file-width="481" data-file-height="407" /></a></span> </td> <td>4-HO-αET </td> <td>1-(4-hydroxy-1<i>H</i>-indol-3-yl)butan-2-amine </td> <td>28289-28-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5F-AET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d8/5F-AET_structure.png/120px-5F-AET_structure.png" decoding="async" width="120" height="92" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d8/5F-AET_structure.png/180px-5F-AET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d8/5F-AET_structure.png/240px-5F-AET_structure.png 2x" data-file-width="538" data-file-height="414" /></a></span> </td> <td><a href="/wiki/5-Fluoro-%CE%B1ET" class="mw-redirect" title="5-Fluoro-αET">5-Fluoro-αET</a> </td> <td>1-(5-fluoro-1H-indol-3-yl)butan-2-amine </td> <td>1380137-98-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5Me-AET_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e3/5Me-AET_structure.png/125px-5Me-AET_structure.png" decoding="async" width="125" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e3/5Me-AET_structure.png/188px-5Me-AET_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e3/5Me-AET_structure.png/250px-5Me-AET_structure.png 2x" data-file-width="544" data-file-height="408" /></a></span> </td> <td><a href="/w/index.php?title=5-Methyl-%CE%B1ET&action=edit&redlink=1" class="new" title="5-Methyl-αET (page does not exist)">5-Methyl-αET</a> </td> <td>1-(5-methyl-1H-indol-3-yl)butan-2-amine </td> <td>1380148-21-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-AET.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c4/5-MeO-AET.svg/125px-5-MeO-AET.svg.png" decoding="async" width="125" height="123" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c4/5-MeO-AET.svg/188px-5-MeO-AET.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c4/5-MeO-AET.svg/250px-5-MeO-AET.svg.png 2x" data-file-width="305" data-file-height="300" /></a></span> </td> <td><a href="/wiki/5-MeO-%CE%B1ET" class="mw-redirect" title="5-MeO-αET">5-MeO-αET</a> </td> <td>1-(5-methoxy-1H-indol-3-yl)butan-2-amine </td> <td>4765-10-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-Methyl-AET.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4f/7-Methyl-AET.png/130px-7-Methyl-AET.png" decoding="async" width="130" height="122" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4f/7-Methyl-AET.png/195px-7-Methyl-AET.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4f/7-Methyl-AET.png/260px-7-Methyl-AET.png 2x" data-file-width="346" data-file-height="324" /></a></span> </td> <td><a href="/wiki/7-Methyl-%CE%B1ET" class="mw-redirect" title="7-Methyl-αET">7-Methyl-αET</a> </td> <td>1-(7-methyl-1<i>H</i>-indol-3-yl)butan-2-amine </td> <td>13712-80-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:A,N,O-TMS.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/12/A%2CN%2CO-TMS.png/125px-A%2CN%2CO-TMS.png" decoding="async" width="125" height="109" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/12/A%2CN%2CO-TMS.png/188px-A%2CN%2CO-TMS.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/12/A%2CN%2CO-TMS.png/250px-A%2CN%2CO-TMS.png 2x" data-file-width="831" data-file-height="724" /></a></span> </td> <td><a href="/wiki/Alpha,N,O-TMS" class="mw-redirect" title="Alpha,N,O-TMS">N-Methyl-5-MeO-αMT</a> (α,N,O-TMS/α,N,O-trimethyl-5-HT) </td> <td>[1-(5-methoxy-1<i>H</i>-indol-3-yl)propan-2-yl](methyl)amine </td> <td>4822-13-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Indolylpropylaminopentane.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/fb/Indolylpropylaminopentane.svg/125px-Indolylpropylaminopentane.svg.png" decoding="async" width="125" height="79" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/fb/Indolylpropylaminopentane.svg/188px-Indolylpropylaminopentane.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/fb/Indolylpropylaminopentane.svg/250px-Indolylpropylaminopentane.svg.png 2x" data-file-width="570" data-file-height="360" /></a></span> </td> <td><a href="/wiki/Indolylpropylaminopentane" title="Indolylpropylaminopentane">Indolylpropylaminopentane</a> (α,N-DPT) </td> <td>1-(1<i>H</i>-indol-3-yl)-<i>N</i>-propylpentan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:%CE%91,N,N-TMT.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/da/%CE%91%2CN%2CN-TMT.png/125px-%CE%91%2CN%2CN-TMT.png" decoding="async" width="125" height="127" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/da/%CE%91%2CN%2CN-TMT.png/188px-%CE%91%2CN%2CN-TMT.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/da/%CE%91%2CN%2CN-TMT.png/250px-%CE%91%2CN%2CN-TMT.png 2x" data-file-width="326" data-file-height="330" /></a></span> </td> <td><a href="/wiki/Alpha-N,N-Trimethyltryptamine" class="mw-redirect" title="Alpha-N,N-Trimethyltryptamine">N,N-Dimethyl-αMT</a> (α,N,N-TMT) </td> <td>(2-(1<i>H</i>-Indol-3-yl)-1-methyl-ethyl)dimethylamine </td> <td>4761-32-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5MeO-TMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b7/5MeO-TMT_structure.png/120px-5MeO-TMT_structure.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b7/5MeO-TMT_structure.png/180px-5MeO-TMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b7/5MeO-TMT_structure.png/240px-5MeO-TMT_structure.png 2x" data-file-width="584" data-file-height="466" /></a></span> </td> <td><a href="/wiki/N,N-Dimethyl-5-MeO-%CE%B1MT" class="mw-redirect" title="N,N-Dimethyl-5-MeO-αMT">N,N-Dimethyl-5-MeO-αMT</a> (5-MeO-α,N,N-TMT) </td> <td>(2-(5-methoxy-1<i>H</i>-Indol-3-yl)-1-methyl-ethyl)dimethylamine </td> <td>101831-90-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:AMDIPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/32/AMDIPT_structure.png/125px-AMDIPT_structure.png" decoding="async" width="125" height="127" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/32/AMDIPT_structure.png/188px-AMDIPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/32/AMDIPT_structure.png/250px-AMDIPT_structure.png 2x" data-file-width="505" data-file-height="512" /></a></span> </td> <td>αMDiPT </td> <td>(2-(1<i>H</i>-Indol-3-yl)-1-methyl-ethyl)diisopropylamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:MPMI_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/db/MPMI_structure.png/130px-MPMI_structure.png" decoding="async" width="130" height="125" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/db/MPMI_structure.png/195px-MPMI_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/db/MPMI_structure.png/260px-MPMI_structure.png 2x" data-file-width="483" data-file-height="465" /></a></span> </td> <td><a href="/wiki/MPMI_(drug)" title="MPMI (drug)">MPMI</a><sup id="cite_ref-28" class="reference"><a href="#cite_note-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup> </td> <td>3-[(1-methylpyrrolidin-2-yl)methyl]-1<i>H</i>-indole </td> <td>143321-54-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-HO-N-Me-TMT.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/4-HO-N-Me-TMT.png/130px-4-HO-N-Me-TMT.png" decoding="async" width="130" height="127" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b8/4-HO-N-Me-TMT.png/195px-4-HO-N-Me-TMT.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b8/4-HO-N-Me-TMT.png/260px-4-HO-N-Me-TMT.png 2x" data-file-width="344" data-file-height="336" /></a></span> </td> <td><a href="/wiki/Lucigenol" class="mw-redirect" title="Lucigenol">Lucigenol</a> </td> <td>(<i>R</i>)-3-(<i>N</i>-methylpyrrolidin-2-ylmethyl)-4-hydoxyindole </td> <td>250672-65-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-N-Me-TMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b3/5-MeO-N-Me-TMT.svg/130px-5-MeO-N-Me-TMT.svg.png" decoding="async" width="130" height="98" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b3/5-MeO-N-Me-TMT.svg/195px-5-MeO-N-Me-TMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b3/5-MeO-N-Me-TMT.svg/260px-5-MeO-N-Me-TMT.svg.png 2x" data-file-width="400" data-file-height="300" /></a></span> </td> <td><a href="/wiki/5-MeO-MPMI" title="5-MeO-MPMI">5-MeO-MPMI</a> </td> <td>5-Methoxy-3-{[(2<i>R</i>)-1-methylpyrrolidin-2-yl]methyl}-1<i>H</i>-indole </td> <td>143321-57-7 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:R5F-MPMI_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5f/R5F-MPMI_structure.png/130px-R5F-MPMI_structure.png" decoding="async" width="130" height="101" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5f/R5F-MPMI_structure.png/195px-R5F-MPMI_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5f/R5F-MPMI_structure.png/260px-R5F-MPMI_structure.png 2x" data-file-width="1214" data-file-height="944" /></a></span> </td> <td><a href="/wiki/5F-MPMI" title="5F-MPMI">5F-MPMI</a><sup id="cite_ref-29" class="reference"><a href="#cite_note-29"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup> </td> <td>(<i>R</i>)-5-fluoro-3-[(1-methylpyrrolidin-2-yl)methyl]-1<i>H</i>-indole </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5Br-MPMI_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/5Br-MPMI_structure.png/130px-5Br-MPMI_structure.png" decoding="async" width="130" height="109" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/5Br-MPMI_structure.png/195px-5Br-MPMI_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d4/5Br-MPMI_structure.png/260px-5Br-MPMI_structure.png 2x" data-file-width="553" data-file-height="464" /></a></span> </td> <td>5-Br-MPMI </td> <td>5-bromo-3-[(1-methylpyrrolidin-2-yl)methyl]-1<i>H</i>-indole </td> <td>143322-57-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Eletriptan_skeletal.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/78/Eletriptan_skeletal.svg/130px-Eletriptan_skeletal.svg.png" decoding="async" width="130" height="67" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/78/Eletriptan_skeletal.svg/195px-Eletriptan_skeletal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/78/Eletriptan_skeletal.svg/260px-Eletriptan_skeletal.svg.png 2x" data-file-width="826" data-file-height="425" /></a></span> </td> <td><a href="/wiki/Eletriptan" title="Eletriptan">Eletriptan</a> </td> <td>3-{[(2<i>R</i>)-1-methylpyrrolidin-2-yl]methyl}-5-[2-(benzenesulfonyl)ethyl]-1<i>H</i>-indole </td> <td>143322-58-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Z5247692566_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/77/Z5247692566_structure.png/130px-Z5247692566_structure.png" decoding="async" width="130" height="99" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/77/Z5247692566_structure.png/195px-Z5247692566_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/77/Z5247692566_structure.png/260px-Z5247692566_structure.png 2x" data-file-width="952" data-file-height="722" /></a></span> </td> <td>Z5247692566<sup id="cite_ref-pmid38187536_4-1" class="reference"><a href="#cite_note-pmid38187536-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-30" class="reference"><a href="#cite_note-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> </td> <td>4-[(3,3-dimethyloxolan-2-yl)methyl]-3-[(1H-indol-3-yl)methyl]morpholine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:%CE%92-Keto-N-methyl-%CE%B1MT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8f/%CE%92-Keto-N-methyl-%CE%B1MT.svg/130px-%CE%92-Keto-N-methyl-%CE%B1MT.svg.png" decoding="async" width="130" height="70" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8f/%CE%92-Keto-N-methyl-%CE%B1MT.svg/195px-%CE%92-Keto-N-methyl-%CE%B1MT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8f/%CE%92-Keto-N-methyl-%CE%B1MT.svg/260px-%CE%92-Keto-N-methyl-%CE%B1MT.svg.png 2x" data-file-width="475" data-file-height="255" /></a></span> </td> <td><a href="/wiki/BK-NM-AMT" title="BK-NM-AMT">BK-NM-AMT</a> (α,<i>N</i>-dimethyl-β-ketotryptamine)<sup id="cite_ref-BloughDeckerLandavazo2019_31-0" class="reference"><a href="#cite_note-BloughDeckerLandavazo2019-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-PubChem-BK-NM-AMT_32-0" class="reference"><a href="#cite_note-PubChem-BK-NM-AMT-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-US20240335414A1_33-0" class="reference"><a href="#cite_note-US20240335414A1-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup> </td> <td>1-(1<i>H</i>-indol-3-yl)-2-(methylamino)propan-1-one </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:BK-5F-NM-AMT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/BK-5F-NM-AMT_structure.png/130px-BK-5F-NM-AMT_structure.png" decoding="async" width="130" height="106" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/BK-5F-NM-AMT_structure.png/195px-BK-5F-NM-AMT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/62/BK-5F-NM-AMT_structure.png/260px-BK-5F-NM-AMT_structure.png 2x" data-file-width="1114" data-file-height="910" /></a></span> </td> <td><a href="/w/index.php?title=BK-5F-NM-AMT&action=edit&redlink=1" class="new" title="BK-5F-NM-AMT (page does not exist)">BK-5F-NM-AMT</a> (5-fluoro-α,<i>N</i>-dimethyl-β-ketotryptamine)<sup id="cite_ref-PubChem-BK-5F-NM-AMT_34-0" class="reference"><a href="#cite_note-PubChem-BK-5F-NM-AMT-34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-IsomerDesign-BK-5F-NM-AMT_35-0" class="reference"><a href="#cite_note-IsomerDesign-BK-5F-NM-AMT-35"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WO2022061242A1_36-0" class="reference"><a href="#cite_note-WO2022061242A1-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-US20240335414A1_33-1" class="reference"><a href="#cite_note-US20240335414A1-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup> </td> <td>1-(5-fluoro-1<i>H</i>-indol-3-yl)-2-(methylamino)propan-1-one </td> <td> </td></tr> <tr> <td> </td> <td><a href="/w/index.php?title=BK-5Cl-NM-AMT&action=edit&redlink=1" class="new" title="BK-5Cl-NM-AMT (page does not exist)">BK-5Cl-NM-AMT</a> (5-chloro-α,<i>N</i>-dimethyl-β-ketotryptamine)<sup id="cite_ref-WO2022061242A1_36-1" class="reference"><a href="#cite_note-WO2022061242A1-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-PubChem-BK-5Cl-NM-AMT_37-0" class="reference"><a href="#cite_note-PubChem-BK-5Cl-NM-AMT-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-IsomerDesign-BK-5Cl-NM-AMT_38-0" class="reference"><a href="#cite_note-IsomerDesign-BK-5Cl-NM-AMT-38"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> </td> <td>1-(5-chloro-1<i>H</i>-indol-3-yl)-2-(methylamino)propan-1-one </td> <td> </td></tr> <tr> <td> </td> <td><a href="/w/index.php?title=BK-5Br-NM-AMT&action=edit&redlink=1" class="new" title="BK-5Br-NM-AMT (page does not exist)">BK-5Br-NM-AMT</a> (5-chloro-α,<i>N</i>-dimethyl-β-ketotryptamine)<sup id="cite_ref-WO2022061242A1_36-2" class="reference"><a href="#cite_note-WO2022061242A1-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-PubChem-BK-5Br-NM-AMT_39-0" class="reference"><a href="#cite_note-PubChem-BK-5Br-NM-AMT-39"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-IsomerDesign-BK-5Br-NM-AMT_40-0" class="reference"><a href="#cite_note-IsomerDesign-BK-5Br-NM-AMT-40"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup> </td> <td>1-(5-bromo-1<i>H</i>-indol-3-yl)-2-(methylamino)propan-1-one </td> <td> </td></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="List_of_substituted_β-ketotryptamines"><span id="List_of_substituted_.CE.B2-ketotryptamines"></span>List of substituted β-ketotryptamines</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Substituted_tryptamine&action=edit&section=3" title="Edit section: List of substituted β-ketotryptamines"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>A number of <a href="/wiki/%CE%92-ketotryptamine" class="mw-redirect" title="Β-ketotryptamine">β-ketotryptamines</a> (beta-ketotryptamines) are known.<sup id="cite_ref-BloughDeckerLandavazo2019_31-1" class="reference"><a href="#cite_note-BloughDeckerLandavazo2019-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-US20240335414A1_33-2" class="reference"><a href="#cite_note-US20240335414A1-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WO2022061242A1_36-3" class="reference"><a href="#cite_note-WO2022061242A1-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup> These compounds are α-alkyl-β-ketotryptamines and are analogous to the <a href="/wiki/Substituted_cathinone" title="Substituted cathinone">cathinones</a> (β-ketoamphetamines) of the related <a href="/wiki/Substituted_phenethylamine" title="Substituted phenethylamine">phenethylamine</a> family. Known β-ketotryptamines include <a href="/wiki/BK-NM-AMT" title="BK-NM-AMT">BK-NM-AMT</a>, <a href="/w/index.php?title=BK-5F-NM-AMT&action=edit&redlink=1" class="new" title="BK-5F-NM-AMT (page does not exist)">BK-5F-NM-AMT</a>, <a href="/w/index.php?title=BK-5Cl-NM-AMT&action=edit&redlink=1" class="new" title="BK-5Cl-NM-AMT (page does not exist)">BK-5Cl-NM-AMT</a>, and <a href="/w/index.php?title=BK-5Br-NM-AMT&action=edit&redlink=1" class="new" title="BK-5Br-NM-AMT (page does not exist)">BK-5Br-NM-AMT</a>.<sup id="cite_ref-BloughDeckerLandavazo2019_31-2" class="reference"><a href="#cite_note-BloughDeckerLandavazo2019-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-US20240335414A1_33-3" class="reference"><a href="#cite_note-US20240335414A1-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WO2022061242A1_36-4" class="reference"><a href="#cite_note-WO2022061242A1-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup> They act as <a href="/wiki/Monoamine_releasing_agent" title="Monoamine releasing agent">monoamine releasing agents</a>.<sup id="cite_ref-BloughDeckerLandavazo2019_31-3" class="reference"><a href="#cite_note-BloughDeckerLandavazo2019-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-US20240335414A1_33-4" class="reference"><a href="#cite_note-US20240335414A1-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WO2022061242A1_36-5" class="reference"><a href="#cite_note-WO2022061242A1-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Related_compounds">Related compounds</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Substituted_tryptamine&action=edit&section=4" title="Edit section: Related compounds"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>A number of related compounds are known, with a similar structure but having the <a href="/wiki/Indole" title="Indole">indole</a> core flipped (<a href="/wiki/Isotryptamine" title="Isotryptamine">isotryptamines</a>) and/or replaced with related cores such as <a href="/wiki/Indene" title="Indene">indene</a>, <a href="/wiki/Indoline" title="Indoline">indoline</a>, <a href="/wiki/Indazole" title="Indazole">indazole</a>, <a href="/wiki/Indolizine" title="Indolizine">indolizine</a>, <a href="/wiki/Benzothiophene" title="Benzothiophene">benzothiophene</a>, or <a href="/wiki/Benzofuran" title="Benzofuran">benzofuran</a>. Like tryptamines, these related compounds are primarily active as agonists at the 5-HT<sub>2</sub> family of serotonin receptors, with applications in the treatment of <a href="/wiki/Glaucoma" title="Glaucoma">glaucoma</a>, <a href="/wiki/Cluster_headache" title="Cluster headache">cluster headaches</a>, or as <a href="/wiki/Anorectic" title="Anorectic">anorectics</a>. </p> <table class="wikitable" style="background: #FFFFFF"> <tbody><tr> <th>Structure </th> <th>Common name </th> <th>Chemical name </th> <th>CAS number </th></tr> <tr> <td> </td> <td><a href="/wiki/C-DMT" title="C-DMT">C-DMT</a><sup id="cite_ref-IsomerDesign-C-DMT_41-0" class="reference"><a href="#cite_note-IsomerDesign-C-DMT-41"><span class="cite-bracket">[</span>41<span class="cite-bracket">]</span></a></sup> </td> <td>2-(3<i>H</i>-inden-1-yl)-<i>N</i>,<i>N</i>-dimethylethanamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Dimemebfe.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/18/Dimemebfe.png/120px-Dimemebfe.png" decoding="async" width="120" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/18/Dimemebfe.png/180px-Dimemebfe.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/18/Dimemebfe.png/240px-Dimemebfe.png 2x" data-file-width="384" data-file-height="302" /></a></span> </td> <td><a href="/wiki/Dimemebfe" title="Dimemebfe">Dimemebfe</a> </td> <td>2-(5-Methoxy-1-benzofuran-3-yl)-<i>N</i>,<i>N</i>-dimethylethanamine </td> <td>140853-58-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-DiBF.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5e/5-MeO-DiBF.svg/120px-5-MeO-DiBF.svg.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5e/5-MeO-DiBF.svg/180px-5-MeO-DiBF.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5e/5-MeO-DiBF.svg/240px-5-MeO-DiBF.svg.png 2x" data-file-width="375" data-file-height="278" /></a></span> </td> <td><a href="/wiki/5-MeO-DiBF" title="5-MeO-DiBF">5-MeO-DiBF</a> </td> <td><i>N</i>-[2-(5-Methoxy-1-benzofuran-3-yl)ethyl]-<i>N</i>-(propan-2-yl)propan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:3APB_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/60/3APB_structure.png/120px-3APB_structure.png" decoding="async" width="120" height="103" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/60/3APB_structure.png/180px-3APB_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/60/3APB_structure.png/240px-3APB_structure.png 2x" data-file-width="453" data-file-height="389" /></a></span> </td> <td><a href="/wiki/3-APB" title="3-APB">3-APB</a> </td> <td>3-(2-aminopropyl)benzofuran </td> <td>105909-13-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:3-APBT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/3-APBT.svg/120px-3-APBT.svg.png" decoding="async" width="120" height="60" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/3-APBT.svg/180px-3-APBT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6f/3-APBT.svg/240px-3-APBT.svg.png 2x" data-file-width="480" data-file-height="240" /></a></span> </td> <td><a href="/wiki/3-APBT" title="3-APBT">3-APBT</a> </td> <td>1-(1-benzothiophen-3-yl)propan-2-amine </td> <td>1201-27-0 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Mebfap_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/39/Mebfap_structure.png/120px-Mebfap_structure.png" decoding="async" width="120" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/39/Mebfap_structure.png/180px-Mebfap_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/39/Mebfap_structure.png/240px-Mebfap_structure.png 2x" data-file-width="520" data-file-height="377" /></a></span> </td> <td><a href="/wiki/Mebfap" title="Mebfap">Mebfap</a> </td> <td>3-(2-aminopropyl)-5-methoxybenzofuran </td> <td>140853-59-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Isotryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Isotryptamine.svg/120px-Isotryptamine.svg.png" decoding="async" width="120" height="69" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Isotryptamine.svg/180px-Isotryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Isotryptamine.svg/240px-Isotryptamine.svg.png 2x" data-file-width="455" data-file-height="260" /></a></span> </td> <td><a href="/wiki/Isotryptamine" title="Isotryptamine">Isotryptamine</a> </td> <td>2-indol-1-ylethanamine </td> <td>13708-58-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Alpha-Methylisotryptamine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5e/Alpha-Methylisotryptamine.svg/120px-Alpha-Methylisotryptamine.svg.png" decoding="async" width="120" height="99" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5e/Alpha-Methylisotryptamine.svg/180px-Alpha-Methylisotryptamine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5e/Alpha-Methylisotryptamine.svg/240px-Alpha-Methylisotryptamine.svg.png 2x" data-file-width="217" data-file-height="179" /></a></span> </td> <td><a href="/wiki/%CE%91-Methylisotryptamine" title="Α-Methylisotryptamine">isoAMT</a> </td> <td>1-indol-1-ylpropan-2-amine </td> <td>1227465-67-9 </td></tr> <tr> <td> </td> <td>(<i>S</i>)-5,6-Difluoro-isoAMT <sup id="cite_ref-Chang-FongAddoDukat2002_42-0" class="reference"><a href="#cite_note-Chang-FongAddoDukat2002-42"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup> </td> <td>(S)-1-(5,6-difluoroindol-1-yl)propan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Ro60-0175_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/41/Ro60-0175_structure.png/120px-Ro60-0175_structure.png" decoding="async" width="120" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/41/Ro60-0175_structure.png/180px-Ro60-0175_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/41/Ro60-0175_structure.png/240px-Ro60-0175_structure.png 2x" data-file-width="378" data-file-height="288" /></a></span> </td> <td><a href="/wiki/Ro60-0175" title="Ro60-0175">Ro60-0175</a> </td> <td>(S)-(6-chloro-5-fluoro-1H-indol-1-yl)propan-2-amine </td> <td>169675-09-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:IsoDMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/21/IsoDMT.svg/120px-IsoDMT.svg.png" decoding="async" width="120" height="108" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/21/IsoDMT.svg/180px-IsoDMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/21/IsoDMT.svg/240px-IsoDMT.svg.png 2x" data-file-width="400" data-file-height="360" /></a></span> </td> <td><a href="/wiki/IsoDMT" title="IsoDMT">isoDMT</a> </td> <td>2-indol-1-yl-N,N-dimethylethanamine </td> <td>87482-09-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-MeO-isoDMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/5-MeO-isoDMT.svg/120px-5-MeO-isoDMT.svg.png" decoding="async" width="120" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/ff/5-MeO-isoDMT.svg/180px-5-MeO-isoDMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/ff/5-MeO-isoDMT.svg/240px-5-MeO-isoDMT.svg.png 2x" data-file-width="520" data-file-height="375" /></a></span> </td> <td><a href="/wiki/5-MeO-isoDMT" title="5-MeO-isoDMT">5-MeO-isoDMT</a> </td> <td>2-(5-methoxyindol-1-yl)-N,N-dimethylethanamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:6-MeO-isoDMT.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/20/6-MeO-isoDMT.svg/120px-6-MeO-isoDMT.svg.png" decoding="async" width="120" height="82" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/20/6-MeO-isoDMT.svg/180px-6-MeO-isoDMT.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/20/6-MeO-isoDMT.svg/240px-6-MeO-isoDMT.svg.png 2x" data-file-width="525" data-file-height="360" /></a></span> </td> <td><a href="/wiki/6-MeO-isoDMT" title="6-MeO-isoDMT">6-MeO-isoDMT</a> </td> <td>2-(6-methoxyindol-1-yl)-N,N-dimethylethanamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:AAZ-A-154_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/41/AAZ-A-154_structure.png/120px-AAZ-A-154_structure.png" decoding="async" width="120" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/41/AAZ-A-154_structure.png/180px-AAZ-A-154_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/41/AAZ-A-154_structure.png/240px-AAZ-A-154_structure.png 2x" data-file-width="848" data-file-height="644" /></a></span> </td> <td><a href="/wiki/Zalsupindole" title="Zalsupindole">Zalsupindole</a> (DLX-001; AAZ-A-154) </td> <td>(2R)-1-(5-methoxy-1H-indol-1-yl)-N,N-dimethylpropan-2-amine </td> <td>2481740-94-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:TACT908.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/TACT908.svg/120px-TACT908.svg.png" decoding="async" width="120" height="108" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/TACT908.svg/180px-TACT908.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/38/TACT908.svg/240px-TACT908.svg.png 2x" data-file-width="400" data-file-height="360" /></a></span> </td> <td><a href="/wiki/2ZEDMA" class="mw-redirect" title="2ZEDMA">2ZEDMA</a> </td> <td>2-indolizin-1-yl-<i>N</i>,<i>N</i>-dimethylethanamine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:1ZP2MA.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/79/1ZP2MA.svg/120px-1ZP2MA.svg.png" decoding="async" width="120" height="55" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/79/1ZP2MA.svg/180px-1ZP2MA.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/79/1ZP2MA.svg/240px-1ZP2MA.svg.png 2x" data-file-width="480" data-file-height="220" /></a></span> </td> <td><a href="/wiki/1ZP2MA" title="1ZP2MA">1ZP2MA</a> </td> <td>1-indolizin-1-yl-<i>N</i>-methylpropan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:1Z2MAP1O.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/1Z2MAP1O.svg/120px-1Z2MAP1O.svg.png" decoding="async" width="120" height="97" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/1Z2MAP1O.svg/180px-1Z2MAP1O.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d4/1Z2MAP1O.svg/240px-1Z2MAP1O.svg.png 2x" data-file-width="214" data-file-height="173" /></a></span> </td> <td><a href="/wiki/1Z2MAP1O" title="1Z2MAP1O">1Z2MAP1O</a> </td> <td>1-indolizin-3-yl-2-(methylamino)propan-1-one </td> <td>2110204-31-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:Example16_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a0/Example16_structure.png/120px-Example16_structure.png" decoding="async" width="120" height="91" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a0/Example16_structure.png/180px-Example16_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a0/Example16_structure.png/240px-Example16_structure.png 2x" data-file-width="834" data-file-height="632" /></a></span> </td> <td>Example 16 <sup id="cite_ref-43" class="reference"><a href="#cite_note-43"><span class="cite-bracket">[</span>43<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-44" class="reference"><a href="#cite_note-44"><span class="cite-bracket">[</span>44<span class="cite-bracket">]</span></a></sup> </td> <td>1-(7-methoxyimidazo[1,5-a]pyridin-3-yl)-N,N-dimethylpropan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:US7012090-1_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7b/US7012090-1_structure.png/120px-US7012090-1_structure.png" decoding="async" width="120" height="96" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7b/US7012090-1_structure.png/180px-US7012090-1_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7b/US7012090-1_structure.png/240px-US7012090-1_structure.png 2x" data-file-width="973" data-file-height="781" /></a></span> </td> <td>Example 1 <sup id="cite_ref-45" class="reference"><a href="#cite_note-45"><span class="cite-bracket">[</span>45<span class="cite-bracket">]</span></a></sup> </td> <td>1-(3-methyl-8,9-dihydropyrano[2,3-g]indol-1(7H)-yl)propan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:VER-3323_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/fa/VER-3323_structure.png/120px-VER-3323_structure.png" decoding="async" width="120" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/fa/VER-3323_structure.png/180px-VER-3323_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/fa/VER-3323_structure.png/240px-VER-3323_structure.png 2x" data-file-width="374" data-file-height="272" /></a></span> </td> <td><a href="/wiki/VER-3323" title="VER-3323">VER-3323</a> </td> <td>(2S)-1-(6-bromo-2,3-dihydroindol-1-yl)propan-2-amine </td> <td>259857-99-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:AL-34662_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/48/AL-34662_structure.png/120px-AL-34662_structure.png" decoding="async" width="120" height="82" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/48/AL-34662_structure.png/180px-AL-34662_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/48/AL-34662_structure.png/240px-AL-34662_structure.png 2x" data-file-width="398" data-file-height="272" /></a></span> </td> <td><a href="/wiki/AL-34662" title="AL-34662">AL-34662</a> </td> <td>1-((S)-2-Aminopropyl)-1H-indazol-6-ol </td> <td>210580-75-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:O-methyl-AL34662_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5f/O-methyl-AL34662_structure.png/120px-O-methyl-AL34662_structure.png" decoding="async" width="120" height="88" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5f/O-methyl-AL34662_structure.png/180px-O-methyl-AL34662_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/5/5f/O-methyl-AL34662_structure.png 2x" data-file-width="196" data-file-height="143" /></a></span> </td> <td>O-methyl-AL-34662 </td> <td>1-((S)-6-methoxy-2-aminopropyl)-1H-indazole </td> <td>210580-60-2 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-methyl-AL34662_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/70/7-methyl-AL34662_structure.png/120px-7-methyl-AL34662_structure.png" decoding="async" width="120" height="83" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/70/7-methyl-AL34662_structure.png/180px-7-methyl-AL34662_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/7/70/7-methyl-AL34662_structure.png 2x" data-file-width="206" data-file-height="143" /></a></span> </td> <td>7-methyl-AL-34662 </td> <td>1-((S)-2-Aminopropyl)-7-methyl-1H-indazol-6-ol </td> <td>874668-67-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-chloro-AL34662_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d0/7-chloro-AL34662_structure.png/120px-7-chloro-AL34662_structure.png" decoding="async" width="120" height="83" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d0/7-chloro-AL34662_structure.png/180px-7-chloro-AL34662_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/d/d0/7-chloro-AL34662_structure.png 2x" data-file-width="208" data-file-height="143" /></a></span> </td> <td>7-chloro-AL-34662 </td> <td>1-((S)-2-Aminopropyl)-7-chloro-1H-indazol-6-ol </td> <td>874881-86-4 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:AL-38022A_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/AL-38022A_structure.png/120px-AL-38022A_structure.png" decoding="async" width="120" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/AL-38022A_structure.png/180px-AL-38022A_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/15/AL-38022A_structure.png/240px-AL-38022A_structure.png 2x" data-file-width="376" data-file-height="272" /></a></span> </td> <td><a href="/wiki/AL-38022A" title="AL-38022A">AL-38022A</a> </td> <td>(S)-2-(8,9-dihydro-7H-pyrano[2,3-g]indazol-1-yl)-1-methylethylamine </td> <td>478132-11-5 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:US6881749-9_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4b/US6881749-9_structure.png/120px-US6881749-9_structure.png" decoding="async" width="120" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4b/US6881749-9_structure.png/180px-US6881749-9_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4b/US6881749-9_structure.png/240px-US6881749-9_structure.png 2x" data-file-width="515" data-file-height="370" /></a></span> </td> <td>Example 9 <sup id="cite_ref-46" class="reference"><a href="#cite_note-46"><span class="cite-bracket">[</span>46<span class="cite-bracket">]</span></a></sup> </td> <td>(S)-α-methyl-pyrano[2,3-g]indazole-1(7H)-ethanamine </td> <td>478132-12-6 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:US7425572-3_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/85/US7425572-3_structure.png/120px-US7425572-3_structure.png" decoding="async" width="120" height="88" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/85/US7425572-3_structure.png/180px-US7425572-3_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/85/US7425572-3_structure.png/240px-US7425572-3_structure.png 2x" data-file-width="512" data-file-height="375" /></a></span> </td> <td>Example 3 <sup id="cite_ref-47" class="reference"><a href="#cite_note-47"><span class="cite-bracket">[</span>47<span class="cite-bracket">]</span></a></sup> </td> <td>(S)-7,8-dihydro-α-methyl-1H-[1,4]dioxino[2,3-g]indazole-1-ethanamine </td> <td>890087-75-9 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:US7268131-1_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/US7268131-1_structure.png/120px-US7268131-1_structure.png" decoding="async" width="120" height="85" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/US7268131-1_structure.png/180px-US7268131-1_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/38/US7268131-1_structure.png/240px-US7268131-1_structure.png 2x" data-file-width="519" data-file-height="368" /></a></span> </td> <td>Example 1 <sup id="cite_ref-48" class="reference"><a href="#cite_note-48"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup> </td> <td>(S)-8,9-dihydro-α,9-dimethylpyrazolo[3,4-f][1,4]benzoxazine-1(7H)-ethanamine </td> <td>1373917-69-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:YM-348_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/85/YM-348_structure.png/120px-YM-348_structure.png" decoding="async" width="120" height="78" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/85/YM-348_structure.png/180px-YM-348_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/85/YM-348_structure.png/240px-YM-348_structure.png 2x" data-file-width="418" data-file-height="272" /></a></span> </td> <td><a href="/wiki/YM-348" title="YM-348">YM-348</a> </td> <td>(2<i>S</i>)-1-(7-ethyl-1<i>H</i>-furo[2,3-<i>g</i>]indazol-1-yl)propan-2-amine </td> <td>372163-84-3 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:2-desethyl-YM348_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1f/2-desethyl-YM348_structure.png/120px-2-desethyl-YM348_structure.png" decoding="async" width="120" height="86" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/1f/2-desethyl-YM348_structure.png/180px-2-desethyl-YM348_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/1f/2-desethyl-YM348_structure.png/240px-2-desethyl-YM348_structure.png 2x" data-file-width="510" data-file-height="365" /></a></span> </td> <td>2-desethyl-YM-348 <sup id="cite_ref-49" class="reference"><a href="#cite_note-49"><span class="cite-bracket">[</span>49<span class="cite-bracket">]</span></a></sup> </td> <td>(2<i>S</i>)-1-(1<i>H</i>-furo[2,3-<i>g</i>]indazol-1-yl)propan-2-amine </td> <td>748116-94-1 </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:I-32_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/I-32_structure.png/120px-I-32_structure.png" decoding="async" width="120" height="118" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/I-32_structure.png/180px-I-32_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0f/I-32_structure.png/240px-I-32_structure.png 2x" data-file-width="908" data-file-height="896" /></a></span> </td> <td>I-32 <sup id="cite_ref-50" class="reference"><a href="#cite_note-50"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup> </td> <td>3-(1-methylpyrrolidin-3-yl)-1H-indol-4-ol </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:2-Azapsilocin_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7a/2-Azapsilocin_structure.png/120px-2-Azapsilocin_structure.png" decoding="async" width="120" height="123" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7a/2-Azapsilocin_structure.png/180px-2-Azapsilocin_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7a/2-Azapsilocin_structure.png/240px-2-Azapsilocin_structure.png 2x" data-file-width="675" data-file-height="692" /></a></span> </td> <td>2-Azapsilocin (Psilocin indazole analogue, <b>P-6</b>)<sup id="cite_ref-51" class="reference"><a href="#cite_note-51"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup> </td> <td>3-[2-(dimethylamino)ethyl]-1H-indazol-4-ol </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:4-Aza-5-MeO-DPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c6/4-Aza-5-MeO-DPT_structure.png/120px-4-Aza-5-MeO-DPT_structure.png" decoding="async" width="120" height="113" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c6/4-Aza-5-MeO-DPT_structure.png/180px-4-Aza-5-MeO-DPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c6/4-Aza-5-MeO-DPT_structure.png/240px-4-Aza-5-MeO-DPT_structure.png 2x" data-file-width="911" data-file-height="857" /></a></span> </td> <td>4-Aza-5-MeO-DPT (<b>P-11</b>) </td> <td>N-[2-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl)ethyl]-N-propylpropan-1-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:5-Aza-4-MeO-DiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/5-Aza-4-MeO-DiPT_structure.png/120px-5-Aza-4-MeO-DiPT_structure.png" decoding="async" width="120" height="118" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/5-Aza-4-MeO-DiPT_structure.png/180px-5-Aza-4-MeO-DiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/62/5-Aza-4-MeO-DiPT_structure.png/240px-5-Aza-4-MeO-DiPT_structure.png 2x" data-file-width="796" data-file-height="785" /></a></span> </td> <td>5-Aza-4-MeO-DiPT (<b>P-36</b>) </td> <td>N-[2-(4-methoxy-1H-pyrrolo[3,2-c]pyridin-3-yl)ethyl]-N-(propan-2-yl)propan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:7-Aza-5-MeO-DiPT_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c0/7-Aza-5-MeO-DiPT_structure.png/120px-7-Aza-5-MeO-DiPT_structure.png" decoding="async" width="120" height="109" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c0/7-Aza-5-MeO-DiPT_structure.png/180px-7-Aza-5-MeO-DiPT_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c0/7-Aza-5-MeO-DiPT_structure.png/240px-7-Aza-5-MeO-DiPT_structure.png 2x" data-file-width="849" data-file-height="771" /></a></span> </td> <td>7-Aza-5-MeO-DiPT (<b>P-19</b>) </td> <td>N-[2-(5-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)ethyl]-N-(propan-2-yl)propan-2-amine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:VU6067416.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/75/VU6067416.png/120px-VU6067416.png" decoding="async" width="120" height="102" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/75/VU6067416.png/180px-VU6067416.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/75/VU6067416.png/240px-VU6067416.png 2x" data-file-width="685" data-file-height="581" /></a></span> </td> <td><a href="/wiki/VU6067416" title="VU6067416">VU6067416</a><sup id="cite_ref-52" class="reference"><a href="#cite_note-52"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup> </td> <td>3-(1,2,5,6-tetrahydropyridin-3-yl)-5-bromo-1H-indazole </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:R69_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c6/R69_structure.png/120px-R69_structure.png" decoding="async" width="120" height="129" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c6/R69_structure.png/180px-R69_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c6/R69_structure.png/240px-R69_structure.png 2x" data-file-width="681" data-file-height="731" /></a></span> </td> <td><a href="/wiki/(R)-69" title="(R)-69">(<i>R</i>)-69</a> </td> <td>3-[(5R)-5-methyl-1,2,5,6-tetrahydropyridin-3-yl]-1H-pyrrolo[2,3-b]pyridine </td> <td> </td></tr> <tr> <td><span typeof="mw:File"><a href="/wiki/File:SN22_structure.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0d/SN22_structure.png/120px-SN22_structure.png" decoding="async" width="120" height="147" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0d/SN22_structure.png/180px-SN22_structure.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0d/SN22_structure.png/240px-SN22_structure.png 2x" data-file-width="429" data-file-height="524" /></a></span> </td> <td><a href="/wiki/SN-22" title="SN-22">SN-22</a> </td> <td>3-(1-methylpiperidin-4-yl)-1H-indole </td> <td>17403-07-5 </td></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="Tryptamine-based_therapeutics">Tryptamine-based therapeutics</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Substituted_tryptamine&action=edit&section=5" title="Edit section: Tryptamine-based therapeutics"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <table class="wikitable"> <tbody><tr> <th>Drug </th> <th>Mechanism </th> <th>Treatment </th> <th>Effect </th> <th>Structure </th></tr> <tr> <td><a href="/wiki/Sumatriptan" title="Sumatriptan">Sumatriptan</a><sup id="cite_ref-:162_53-0" class="reference"><a href="#cite_note-:162-53"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup> </td> <td><a href="/wiki/5-HT1B_receptor" title="5-HT1B receptor">5-HT<sub>1B</sub></a> and <a href="/wiki/5-HT1D_receptor" title="5-HT1D receptor">5-HT<sub>1D</sub></a> agonist </td> <td>Migraine Headaches </td> <td><a href="/wiki/Vasoconstriction" title="Vasoconstriction">Vasoconstriction</a> of brain blood vessels </td> <td><figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Sumatriptan.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/Sumatriptan.svg/220px-Sumatriptan.svg.png" decoding="async" width="220" height="138" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/38/Sumatriptan.svg/330px-Sumatriptan.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/38/Sumatriptan.svg/440px-Sumatriptan.svg.png 2x" data-file-width="640" data-file-height="400" /></a><figcaption>Sumatriptan</figcaption></figure> </td></tr> <tr> <td><a href="/wiki/Rizatriptan" title="Rizatriptan">Rizatriptan</a><sup id="cite_ref-:162_53-1" class="reference"><a href="#cite_note-:162-53"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup> </td> <td><a href="/wiki/5-HT1B_receptor" title="5-HT1B receptor">5-HT<sub>1B</sub></a> and <a href="/wiki/5-HT1D_receptor" title="5-HT1D receptor">5-HT<sub>1D</sub></a> agonist </td> <td>Migraine Headaches </td> <td><a href="/wiki/Vasoconstriction" title="Vasoconstriction">Vasoconstriction</a> of brain blood vessels </td> <td><figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Rizatriptan.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/af/Rizatriptan.png/220px-Rizatriptan.png" decoding="async" width="220" height="132" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/af/Rizatriptan.png/330px-Rizatriptan.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/af/Rizatriptan.png/440px-Rizatriptan.png 2x" data-file-width="2940" data-file-height="1761" /></a><figcaption>Rizatriptan</figcaption></figure> </td></tr> <tr> <td><a href="/wiki/Zolmitriptan" title="Zolmitriptan">Zolmitriptan</a><sup id="cite_ref-:162_53-2" class="reference"><a href="#cite_note-:162-53"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup> </td> <td><a href="/wiki/5-HT1B_receptor" title="5-HT1B receptor">5-HT<sub>1B</sub></a> and <a href="/wiki/5-HT1D_receptor" title="5-HT1D receptor">5-HT<sub>1D</sub></a> agonist </td> <td>Migraine Headaches </td> <td><a href="/wiki/Vasoconstriction" title="Vasoconstriction">Vasoconstriction</a> of brain blood vessels </td> <td><figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Zolmitriptan.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/94/Zolmitriptan.svg/220px-Zolmitriptan.svg.png" decoding="async" width="220" height="121" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/94/Zolmitriptan.svg/330px-Zolmitriptan.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/94/Zolmitriptan.svg/440px-Zolmitriptan.svg.png 2x" data-file-width="1697" data-file-height="932" /></a><figcaption>Zolmitriptan</figcaption></figure> </td></tr> <tr> <td><a href="/wiki/Almotriptan" title="Almotriptan">Almotriptan</a><sup id="cite_ref-:162_53-3" class="reference"><a href="#cite_note-:162-53"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup> </td> <td><a href="/wiki/5-HT1B_receptor" title="5-HT1B receptor">5-HT<sub>1B</sub></a> and <a href="/wiki/5-HT1D_receptor" title="5-HT1D receptor">5-HT<sub>1D</sub></a> agonist </td> <td>Migraine Headaches </td> <td><a href="/wiki/Vasoconstriction" title="Vasoconstriction">Vasoconstriction</a> of brain blood vessels </td> <td><figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Almotriptan_skeletal.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/95/Almotriptan_skeletal.svg/220px-Almotriptan_skeletal.svg.png" decoding="async" width="220" height="128" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/95/Almotriptan_skeletal.svg/330px-Almotriptan_skeletal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/95/Almotriptan_skeletal.svg/440px-Almotriptan_skeletal.svg.png 2x" data-file-width="695" data-file-height="405" /></a><figcaption>Almotriptan</figcaption></figure> </td></tr> <tr> <td><a href="/wiki/Eletriptan" title="Eletriptan">Eletriptan</a><sup id="cite_ref-:162_53-4" class="reference"><a href="#cite_note-:162-53"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup> </td> <td><a href="/wiki/5-HT1B_receptor" title="5-HT1B receptor">5-HT<sub>1B</sub></a> and <a href="/wiki/5-HT1D_receptor" title="5-HT1D receptor">5-HT<sub>1D</sub></a> agonist </td> <td>Migraine Headaches </td> <td><a href="/wiki/Vasoconstriction" title="Vasoconstriction">Vasoconstriction</a> of brain blood vessels </td> <td><figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Eletriptan_skeletal.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/78/Eletriptan_skeletal.svg/220px-Eletriptan_skeletal.svg.png" decoding="async" width="220" height="113" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/78/Eletriptan_skeletal.svg/330px-Eletriptan_skeletal.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/78/Eletriptan_skeletal.svg/440px-Eletriptan_skeletal.svg.png 2x" data-file-width="826" data-file-height="425" /></a><figcaption>Eletriptan</figcaption></figure> </td></tr> <tr> <td><a href="/wiki/Frovatriptan" title="Frovatriptan">Frovatriptan</a><sup id="cite_ref-:162_53-5" class="reference"><a href="#cite_note-:162-53"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup> </td> <td><a href="/wiki/5-HT1B_receptor" title="5-HT1B receptor">5-HT<sub>1B</sub></a> and <a href="/wiki/5-HT1D_receptor" title="5-HT1D receptor">5-HT<sub>1D</sub></a> agonist </td> <td>Migraine Headaches </td> <td><a href="/wiki/Vasoconstriction" title="Vasoconstriction">Vasoconstriction</a> of brain blood vessels </td> <td><figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Frovatriptan_2.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Frovatriptan_2.png/220px-Frovatriptan_2.png" decoding="async" width="220" height="113" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Frovatriptan_2.png/330px-Frovatriptan_2.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Frovatriptan_2.png/440px-Frovatriptan_2.png 2x" data-file-width="3214" data-file-height="1657" /></a><figcaption>Frovatriptan</figcaption></figure> </td></tr> <tr> <td><a href="/wiki/Naratriptan" title="Naratriptan">Naratriptan</a><sup id="cite_ref-:162_53-6" class="reference"><a href="#cite_note-:162-53"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup> </td> <td><a href="/wiki/5-HT1B_receptor" title="5-HT1B receptor">5-HT<sub>1B</sub></a> and <a href="/wiki/5-HT1D_receptor" title="5-HT1D receptor">5-HT<sub>1D</sub></a> agonist </td> <td>Migraine Headaches </td> <td><a href="/wiki/Vasoconstriction" title="Vasoconstriction">Vasoconstriction</a> of brain blood vessels </td> <td><figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Naratriptan.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a8/Naratriptan.svg/220px-Naratriptan.svg.png" decoding="async" width="220" height="129" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a8/Naratriptan.svg/330px-Naratriptan.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a8/Naratriptan.svg/440px-Naratriptan.svg.png 2x" data-file-width="320" data-file-height="188" /></a><figcaption>Naratriptan</figcaption></figure> </td></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="Further_reading">Further reading</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Substituted_tryptamine&action=edit&section=6" title="Edit section: Further reading"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/TiHKAL" title="TiHKAL">TiHKAL</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Substituted_tryptamine&action=edit&section=7" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Ergoline" title="Ergoline">Ergoline</a></li> <li><a href="/wiki/Lysergamide" class="mw-redirect" title="Lysergamide">Lysergamide</a></li> <li><a href="/wiki/Iboga_alkaloid" class="mw-redirect" title="Iboga alkaloid">Iboga alkaloid</a></li> <li><a href="/wiki/Substituted_amphetamine" title="Substituted amphetamine">Substituted amphetamine</a></li> <li><a href="/wiki/Substituted_benzofuran" title="Substituted benzofuran">Substituted benzofuran</a></li> <li><a href="/wiki/Substituted_cathinone" title="Substituted cathinone">Substituted cathinone</a></li> <li><a href="/wiki/Substituted_methylenedioxyphenethylamine" title="Substituted methylenedioxyphenethylamine">Substituted methylenedioxyphenethylamine</a></li> <li><a href="/wiki/Substituted_phenethylamine" title="Substituted phenethylamine">Substituted phenethylamine</a></li> <li><a href="/wiki/2C_(psychedelics)" title="2C (psychedelics)">2C</a>, <a href="/wiki/DOx" title="DOx">DOx</a>, <a href="/wiki/25-NB" title="25-NB">25-NB</a></li> <li><a href="/wiki/List_of_miscellaneous_5-HT2A_receptor_agonists" title="List of miscellaneous 5-HT2A receptor agonists">List of miscellaneous 5-HT2A receptor agonists</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Substituted_tryptamine&action=edit&section=8" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></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 reflist-columns-2"> <ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><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="CITEREFChemistryPrague" class="citation web cs1">Chemistry, University of; Prague, Technology. <a rel="nofollow" class="external text" href="https://phys.org/news/2022-12-psychoactive-compounds-mushrooms-extremely-variable.html">"Concentrations of psychoactive compounds in mushrooms found to be extremely variable"</a>. <i>phys.org</i><span class="reference-accessdate">. Retrieved <span class="nowrap">2022-12-26</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=phys.org&rft.atitle=Concentrations+of+psychoactive+compounds+in+mushrooms+found+to+be+extremely+variable&rft.aulast=Chemistry&rft.aufirst=University+of&rft.au=Prague%2C+Technology&rft_id=https%3A%2F%2Fphys.org%2Fnews%2F2022-12-psychoactive-compounds-mushrooms-extremely-variable.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid30629611-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid30629611_2-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFToro-SazoBreaLozaCimadevila2019" class="citation journal cs1">Toro-Sazo M, Brea J, Loza MI, Cimadevila M, Cassels BK (2019). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6328172">"5-HT2 receptor binding, functional activity and selectivity in N-benzyltryptamines"</a>. <i>PLOS ONE</i>. <b>14</b> (1): e0209804. <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/2019PLoSO..1409804T">2019PLoSO..1409804T</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1371%2Fjournal.pone.0209804">10.1371/journal.pone.0209804</a></span>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6328172">6328172</a></span>. <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/30629611">30629611</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=5-HT2+receptor+binding%2C+functional+activity+and+selectivity+in+N-benzyltryptamines&rft.volume=14&rft.issue=1&rft.pages=e0209804&rft.date=2019&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6328172%23id-name%3DPMC&rft_id=info%3Apmid%2F30629611&rft_id=info%3Adoi%2F10.1371%2Fjournal.pone.0209804&rft_id=info%3Abibcode%2F2019PLoSO..1409804T&rft.aulast=Toro-Sazo&rft.aufirst=M&rft.au=Brea%2C+J&rft.au=Loza%2C+MI&rft.au=Cimadevila%2C+M&rft.au=Cassels%2C+BK&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6328172&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text">Jensen N. Tryptamines as Ligands and Modulators of the Serotonin 5-HT2A Receptor and the Isolation of Aeruginascin from the Hallucinogenic Mushroom Inocybe aeruginascens. PhD thesis, University of Göttingen, 2004</span> </li> <li id="cite_note-pmid38187536-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-pmid38187536_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-pmid38187536_4-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLyuKapolkaGumpperAlon2023" class="citation journal cs1">Lyu J, Kapolka N, Gumpper R, Alon A, Wang L, Jain MK, et al. (December 2023). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10769324">"AlphaFold2 structures template ligand discovery"</a>. <i>bioRxiv</i>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1101%2F2023.12.20.572662">10.1101/2023.12.20.572662</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10769324">10769324</a></span>. <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/38187536">38187536</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=bioRxiv&rft.atitle=AlphaFold2+structures+template+ligand+discovery&rft.date=2023-12&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC10769324%23id-name%3DPMC&rft_id=info%3Apmid%2F38187536&rft_id=info%3Adoi%2F10.1101%2F2023.12.20.572662&rft.aulast=Lyu&rft.aufirst=J&rft.au=Kapolka%2C+N&rft.au=Gumpper%2C+R&rft.au=Alon%2C+A&rft.au=Wang%2C+L&rft.au=Jain%2C+MK&rft.au=Barros-%C3%81lvarez%2C+X&rft.au=Sakamoto%2C+K&rft.au=Kim%2C+Y&rft.au=DiBerto%2C+J&rft.au=Kim%2C+K&rft.au=Tummino%2C+TA&rft.au=Huang%2C+S&rft.au=Irwin%2C+JJ&rft.au=Tarkhanova%2C+OO&rft.au=Moroz%2C+Y&rft.au=Skiniotis%2C+G&rft.au=Kruse%2C+AC&rft.au=Shoichet%2C+BK&rft.au=Roth%2C+BL&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC10769324&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-5">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFMcKayParkhurstSilversteinSkinner1963" class="citation journal cs1">McKay JB, Parkhurst RM, Silverstein RM, Skinner WA (October 1963). "Analogues of Psilocin and Lysergic acid diethylamide I. Chloro, Nitro, and Amino Derivatives of 3-Substituted Indoles". <i>Canadian Journal of Chemistry</i>. <b>41</b> (10): <span class="nowrap">2585–</span>2590. <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%2Fv63-378">10.1139/v63-378</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+Chemistry&rft.atitle=Analogues+of+Psilocin+and+Lysergic+acid+diethylamide+I.+Chloro%2C+Nitro%2C+and+Amino+Derivatives+of+3-Substituted+Indoles.&rft.volume=41&rft.issue=10&rft.pages=%3Cspan+class%3D%22nowrap%22%3E2585-%3C%2Fspan%3E2590&rft.date=1963-10&rft_id=info%3Adoi%2F10.1139%2Fv63-378&rft.aulast=McKay&rft.aufirst=JB&rft.au=Parkhurst%2C+RM&rft.au=Silverstein%2C+RM&rft.au=Skinner%2C+WA&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid33860183-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid33860183_6-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKleinChathaLaskowskiAnderson2021" class="citation journal cs1">Klein AK, Chatha M, Laskowski LJ, Anderson EI, Brandt SD, Chapman SJ, McCorvy JD, Halberstadt AL (April 2021). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8033608">"Investigation of the Structure-Activity Relationships of Psilocybin Analogues"</a>. <i>ACS Pharmacology & Translational Science</i>. <b>4</b> (2): <span class="nowrap">533–</span>542. <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%2Facsptsci.0c00176">10.1021/acsptsci.0c00176</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8033608">8033608</a></span>. <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/33860183">33860183</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=ACS+Pharmacology+%26+Translational+Science&rft.atitle=Investigation+of+the+Structure-Activity+Relationships+of+Psilocybin+Analogues&rft.volume=4&rft.issue=2&rft.pages=%3Cspan+class%3D%22nowrap%22%3E533-%3C%2Fspan%3E542&rft.date=2021-04&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC8033608%23id-name%3DPMC&rft_id=info%3Apmid%2F33860183&rft_id=info%3Adoi%2F10.1021%2Facsptsci.0c00176&rft.aulast=Klein&rft.aufirst=AK&rft.au=Chatha%2C+M&rft.au=Laskowski%2C+LJ&rft.au=Anderson%2C+EI&rft.au=Brandt%2C+SD&rft.au=Chapman%2C+SJ&rft.au=McCorvy%2C+JD&rft.au=Halberstadt%2C+AL&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC8033608&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid33614134-7"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid33614134_7-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFPhamChadeayneGolenManke2021" class="citation journal cs1">Pham DN, Chadeayne AR, Golen JA, Manke DR (February 2021). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7869532">"Psilacetin derivatives: fumarate salts of the meth-yl-ethyl, meth-yl-allyl and diallyl variants of the psilocin prodrug"</a>. <i>Acta Crystallographica Section E</i>. <b>77</b> (Pt 2): <span class="nowrap">101–</span>106. <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/2021AcCrE..77..101P">2021AcCrE..77..101P</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1107%2FS2056989021000116">10.1107/S2056989021000116</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7869532">7869532</a></span>. <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/33614134">33614134</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Acta+Crystallographica+Section+E&rft.atitle=Psilacetin+derivatives%3A+fumarate+salts+of+the+meth-yl-ethyl%2C+meth-yl-allyl+and+diallyl+variants+of+the+psilocin+prodrug&rft.volume=77&rft.issue=Pt+2&rft.pages=%3Cspan+class%3D%22nowrap%22%3E101-%3C%2Fspan%3E106&rft.date=2021-02&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC7869532%23id-name%3DPMC&rft_id=info%3Apmid%2F33614134&rft_id=info%3Adoi%2F10.1107%2FS2056989021000116&rft_id=info%3Abibcode%2F2021AcCrE..77..101P&rft.aulast=Pham&rft.aufirst=DN&rft.au=Chadeayne%2C+AR&rft.au=Golen%2C+JA&rft.au=Manke%2C+DR&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC7869532&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-8"><span class="mw-cite-backlink"><b><a href="#cite_ref-8">^</a></b></span> <span class="reference-text">Sherwood AM, Burkhartzmeyer EK, Williamson SE, Baumann MH, Glatfelter GC. Psychedelic-like Activity of Norpsilocin Analogues. <i>ACS Chem Neurosci</i>. 2024 Jan 17;15(2):315-327. <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><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.3c00610">10.1021/acschemneuro.3c00610</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><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/38189238">38189238</a></span> </li> <li id="cite_note-9"><span class="mw-cite-backlink"><b><a href="#cite_ref-9">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1041539562">.mw-parser-output .citation{word-wrap:break-word}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}</style><span class="citation patent" id="CITEREFBanister_S,_Jorgensen_W,_Jinlong_T2023"><a rel="nofollow" class="external text" href="https://patents.google.com/patent/WO2023115167A1/en?oq=WO2023115167">WO 2023115167</a>, Banister S, Jorgensen W, Jinlong T, "Compounds", published 29 June 2023,  assigned to Psylo Pty Ltd.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=2023115167&rft.cc=WO&rft.title=Compounds&rft.inventor=Banister+S%2C+Jorgensen+W%2C+Jinlong+T&rft.assignee=Psylo+Pty+Ltd.&rft.pubdate=29 June 2023"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-10"><span class="mw-cite-backlink"><b><a href="#cite_ref-10">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFKozikowski_A,_Shaprio_G,_Tueckmantel_W,_McCorvy_J2021"><a rel="nofollow" class="external text" href="https://patentscope.wipo.int/search/en/detail.jsf?docId=WO2021179091&_cid=P20-KY4AHZ-40696-1">WO 2021179091</a>, Kozikowski A, Shaprio G, Tueckmantel W, McCorvy J, "3-(2-(Aminoethyl)-indol-4-ol derivatives, methods of preparation thereof, and the use as 5-HT2 receptor modulators", published 16 September 2021,  assigned to Bright Minds Biosciences Inc. and The Medical College Of Wisconsin Inc.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=2021179091&rft.cc=WO&rft.title=3-%282-%28Aminoethyl%29-indol-4-ol+derivatives%2C+methods+of+preparation+thereof%2C+and+the+use+as+5-HT2+receptor+modulators&rft.inventor=Kozikowski+A%2C+Shaprio+G%2C+Tueckmantel+W%2C+McCorvy+J&rft.assignee=Bright+Minds+Biosciences+Inc.&rft.pubdate=16 September 2021"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-11"><span class="mw-cite-backlink"><b><a href="#cite_ref-11">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFStamets_PE2021"><a rel="nofollow" class="external text" href="https://patentscope.wipo.int/search/en/detail.jsf?docId=WO2021101926">WO 2021101926</a>, Stamets PE, "Tryptamine Compositions for Enhancing Neurite Outgrowth.", published 2021-05-27,  assigned to Stamets Paul Edward.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=2021101926&rft.cc=WO&rft.title=Tryptamine+Compositions+for+Enhancing+Neurite+Outgrowth.&rft.inventor=Stamets+PE&rft.assignee=Stamets+Paul+Edward&rft.pubdate=2021-05-27"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-12"><span class="mw-cite-backlink"><b><a href="#cite_ref-12">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFKruegel_AC,_Sporn_J2021"><a rel="nofollow" class="external text" href="https://patentscope.wipo.int/search/en/detail.jsf?docId=WO2021168082">WO 2021168082</a>, Kruegel AC, Sporn J, "Specific Tryptamines for use in the Treatment of Mood Disorders.", published 26 August 2021</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=2021168082&rft.cc=WO&rft.title=Specific+Tryptamines+for+use+in+the+Treatment+of+Mood+Disorders.&rft.inventor=Kruegel+AC%2C+Sporn+J&rft.pubdate=26 August 2021"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-pmid9986723-13"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid9986723_13-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFXuSchausWalkerKrushinski1999" class="citation journal cs1">Xu YC, Schaus JM, Walker C, Krushinski J, Adham N, Zgombick JM, Liang SX, Kohlman DT, Audia JE (February 1999). "N-Methyl-5-tert-butyltryptamine: A novel, highly potent 5-HT1D receptor agonist". <i>Journal of Medicinal Chemistry</i>. <b>42</b> (3): <span class="nowrap">526–</span>31. <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%2Fjm9805945">10.1021/jm9805945</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/9986723">9986723</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+Medicinal+Chemistry&rft.atitle=N-Methyl-5-tert-butyltryptamine%3A+A+novel%2C+highly+potent+5-HT1D+receptor+agonist&rft.volume=42&rft.issue=3&rft.pages=%3Cspan+class%3D%22nowrap%22%3E526-%3C%2Fspan%3E31&rft.date=1999-02&rft_id=info%3Adoi%2F10.1021%2Fjm9805945&rft_id=info%3Apmid%2F9986723&rft.aulast=Xu&rft.aufirst=YC&rft.au=Schaus%2C+JM&rft.au=Walker%2C+C&rft.au=Krushinski%2C+J&rft.au=Adham%2C+N&rft.au=Zgombick%2C+JM&rft.au=Liang%2C+SX&rft.au=Kohlman%2C+DT&rft.au=Audia%2C+JE&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-14"><span class="mw-cite-backlink"><b><a href="#cite_ref-14">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFKruegel_AC2022"><a rel="nofollow" class="external text" href="https://patentscope.wipo.int/search/docs2/pct/WO2022235927/pdf/sajUgB9feBBH7-__3mqstxlXe0bNbux38L0F3CIfqfeIoRd6DwsRFOeky38MB7P6suwn-LGhylfnZxzms7NnjL5ECezVuxHaYjY-fF3rgUuqobt_3VLz-s7oacujHa1w?docId=id00000069456988&filename=WO2022235927-PAMPH-20221110-6988.pdf">WO 2022235927</a>, Kruegel AC, "Novel Tryptamines and Methods of Treating Mood Disorders", published 10 November 2022,  assigned to <a href="/wiki/Gilgamesh_Pharmaceuticals,_Inc." class="mw-redirect" title="Gilgamesh Pharmaceuticals, Inc.">Gilgamesh Pharmaceuticals, Inc.</a></span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=2022235927&rft.cc=WO&rft.title=Novel+Tryptamines+and+Methods+of+Treating+Mood+Disorders&rft.inventor=Kruegel+AC&rft.assignee=%5B%5BGilgamesh+Pharmaceuticals%2C+Inc.%5D%5D&rft.pubdate=10 November 2022"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-15"><span class="mw-cite-backlink"><b><a href="#cite_ref-15">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFShawWoolley1953" class="citation journal cs1">Shaw E, Woolley DW (April 1953). "The synthesis of nitro-and aminoindoles analogous to serotonin". <i>Journal of the American Chemical Society</i>. <b>75</b> (8): <span class="nowrap">1877–</span>1881. <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%2Fja01104a029">10.1021/ja01104a029</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=The+synthesis+of+nitro-and+aminoindoles+analogous+to+serotonin.&rft.volume=75&rft.issue=8&rft.pages=%3Cspan+class%3D%22nowrap%22%3E1877-%3C%2Fspan%3E1881&rft.date=1953-04&rft_id=info%3Adoi%2F10.1021%2Fja01104a029&rft.aulast=Shaw&rft.aufirst=E&rft.au=Woolley%2C+DW&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-Rabin_2002-16"><span class="mw-cite-backlink"><b><a href="#cite_ref-Rabin_2002_16-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRabinReginaDoatWinter2002" class="citation journal cs1">Rabin RA, Regina M, Doat M, Winter JC (May 2002). "5-HT2A receptor-stimulated phosphoinositide hydrolysis in the stimulus effects of hallucinogens". <i>Pharmacology, Biochemistry, and Behavior</i>. <b>72</b> (<span class="nowrap">1–</span>2): <span class="nowrap">29–</span>37. <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%2801%2900720-1">10.1016/s0091-3057(01)00720-1</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/11900766">11900766</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:6480715">6480715</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=5-HT2A+receptor-stimulated+phosphoinositide+hydrolysis+in+the+stimulus+effects+of+hallucinogens&rft.volume=72&rft.issue=%3Cspan+class%3D%22nowrap%22%3E1%E2%80%93%3C%2Fspan%3E2&rft.pages=%3Cspan+class%3D%22nowrap%22%3E29-%3C%2Fspan%3E37&rft.date=2002-05&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A6480715%23id-name%3DS2CID&rft_id=info%3Apmid%2F11900766&rft_id=info%3Adoi%2F10.1016%2Fs0091-3057%2801%2900720-1&rft.aulast=Rabin&rft.aufirst=RA&rft.au=Regina%2C+M&rft.au=Doat%2C+M&rft.au=Winter%2C+JC&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid6779006-17"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid6779006_17-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGlennonSchubertJacynoRosecrans1980" class="citation journal cs1">Glennon RA, Schubert E, Jacyno JM, Rosecrans JA (November 1980). "Studies on several 7-substituted N,N-dimethyltryptamines". <i>Journal of Medicinal Chemistry</i>. <b>23</b> (11): <span class="nowrap">1222–</span>6. <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%2Fjm00185a014">10.1021/jm00185a014</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/6779006">6779006</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+Medicinal+Chemistry&rft.atitle=Studies+on+several+7-substituted+N%2CN-dimethyltryptamines&rft.volume=23&rft.issue=11&rft.pages=%3Cspan+class%3D%22nowrap%22%3E1222-%3C%2Fspan%3E6&rft.date=1980-11&rft_id=info%3Adoi%2F10.1021%2Fjm00185a014&rft_id=info%3Apmid%2F6779006&rft.aulast=Glennon&rft.aufirst=RA&rft.au=Schubert%2C+E&rft.au=Jacyno%2C+JM&rft.au=Rosecrans%2C+JA&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-18"><span class="mw-cite-backlink"><b><a href="#cite_ref-18">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFBanister_S,_Jorgensen_W,_Jinlong_T2023"><a rel="nofollow" class="external text" href="https://patents.google.com/patent/WO2023115166A1/en?oq=WO2023115166">WO 2023115166</a>, Banister S, Jorgensen W, Jinlong T, "Compounds", published 29 June 2023,  assigned to Psylo Pty Ltd.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=2023115166&rft.cc=WO&rft.title=Compounds&rft.inventor=Banister+S%2C+Jorgensen+W%2C+Jinlong+T&rft.assignee=Psylo+Pty+Ltd.&rft.pubdate=29 June 2023"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-RiesMiller2009-19"><span class="mw-cite-backlink">^ <a href="#cite_ref-RiesMiller2009_19-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-RiesMiller2009_19-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRiesMillerFiellin2009" class="citation book cs1">Ries RK, Miller SC, Fiellin DA (2009). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=j6GGBud8DXcC&pg=PT245"><i>Principles of Addiction Medicine</i></a>. Lippincott Williams & Wilkins. pp. <span class="nowrap">216–</span>218. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-7817-7477-2" title="Special:BookSources/978-0-7817-7477-2"><bdi>978-0-7817-7477-2</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Principles+of+Addiction+Medicine&rft.pages=%3Cspan+class%3D%22nowrap%22%3E216-%3C%2Fspan%3E218&rft.pub=Lippincott+Williams+%26+Wilkins&rft.date=2009&rft.isbn=978-0-7817-7477-2&rft.aulast=Ries&rft.aufirst=RK&rft.au=Miller%2C+SC&rft.au=Fiellin%2C+DA&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dj6GGBud8DXcC%26pg%3DPT245&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-Laing2003-20"><span class="mw-cite-backlink">^ <a href="#cite_ref-Laing2003_20-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Laing2003_20-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Laing2003_20-2"><sup><i><b>c</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLaing2003" class="citation book cs1">Laing RR (2003). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=l1DrqgobbcwC&pg=PA102"><i>Hallucinogens: A Forensic Drug Handbook</i></a>. Academic Press. pp. 102–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-12-433951-4" title="Special:BookSources/978-0-12-433951-4"><bdi>978-0-12-433951-4</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Hallucinogens%3A+A+Forensic+Drug+Handbook&rft.pages=102-&rft.pub=Academic+Press&rft.date=2003&rft.isbn=978-0-12-433951-4&rft.aulast=Laing&rft.aufirst=RR&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dl1DrqgobbcwC%26pg%3DPA102&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-LemkeWilliams2012-21"><span class="mw-cite-backlink">^ <a href="#cite_ref-LemkeWilliams2012_21-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-LemkeWilliams2012_21-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-LemkeWilliams2012_21-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-LemkeWilliams2012_21-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-LemkeWilliams2012_21-4"><sup><i><b>e</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLemkeWilliams2012" class="citation book cs1">Lemke TL, Williams DA (24 January 2012). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=Sd6ot9ul-bUC&pg=PA641"><i>Foye's Principles of Medicinal Chemistry</i></a>. Lippincott Williams & Wilkins. pp. 641–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-60913-345-0" title="Special:BookSources/978-1-60913-345-0"><bdi>978-1-60913-345-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Foye%27s+Principles+of+Medicinal+Chemistry&rft.pages=641-&rft.pub=Lippincott+Williams+%26+Wilkins&rft.date=2012-01-24&rft.isbn=978-1-60913-345-0&rft.aulast=Lemke&rft.aufirst=TL&rft.au=Williams%2C+DA&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DSd6ot9ul-bUC%26pg%3DPA641&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid17223101-22"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid17223101_22-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFNagaiNonakaSatoh_Hisashi_Kamimura2007" class="citation journal cs1">Nagai F, Nonaka R, Satoh Hisashi Kamimura K (March 2007). "The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain". <i>European Journal of Pharmacology</i>. <b>559</b> (<span class="nowrap">2–</span>3): <span class="nowrap">132–</span>7. <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.ejphar.2006.11.075">10.1016/j.ejphar.2006.11.075</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/17223101">17223101</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+Pharmacology&rft.atitle=The+effects+of+non-medically+used+psychoactive+drugs+on+monoamine+neurotransmission+in+rat+brain&rft.volume=559&rft.issue=%3Cspan+class%3D%22nowrap%22%3E2%E2%80%93%3C%2Fspan%3E3&rft.pages=%3Cspan+class%3D%22nowrap%22%3E132-%3C%2Fspan%3E7&rft.date=2007-03&rft_id=info%3Adoi%2F10.1016%2Fj.ejphar.2006.11.075&rft_id=info%3Apmid%2F17223101&rft.aulast=Nagai&rft.aufirst=F&rft.au=Nonaka%2C+R&rft.au=Satoh+Hisashi+Kamimura%2C+K&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid25193229-23"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid25193229_23-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBloughLandavazoPartillaDecker2014" class="citation journal cs1">Blough BE, Landavazo A, Partilla JS, Decker AM, Page KM, Baumann MH, Rothman RB (October 2014). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4211607">"Alpha-ethyltryptamines as dual dopamine-serotonin releasers"</a>. <i>Bioorganic & Medicinal Chemistry Letters</i>. <b>24</b> (19): <span class="nowrap">4754–</span>4758. <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.bmcl.2014.07.062">10.1016/j.bmcl.2014.07.062</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4211607">4211607</a></span>. <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/25193229">25193229</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Bioorganic+%26+Medicinal+Chemistry+Letters&rft.atitle=Alpha-ethyltryptamines+as+dual+dopamine-serotonin+releasers&rft.volume=24&rft.issue=19&rft.pages=%3Cspan+class%3D%22nowrap%22%3E4754-%3C%2Fspan%3E4758&rft.date=2014-10&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4211607%23id-name%3DPMC&rft_id=info%3Apmid%2F25193229&rft_id=info%3Adoi%2F10.1016%2Fj.bmcl.2014.07.062&rft.aulast=Blough&rft.aufirst=BE&rft.au=Landavazo%2C+A&rft.au=Partilla%2C+JS&rft.au=Decker%2C+AM&rft.au=Page%2C+KM&rft.au=Baumann%2C+MH&rft.au=Rothman%2C+RB&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC4211607&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid18057721-24"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid18057721_24-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFNonakaNagaiOgataSatoh2007" class="citation journal cs1">Nonaka R, Nagai F, Ogata A, Satoh K (December 2007). <a rel="nofollow" class="external text" href="https://doi.org/10.1248%2Fbpb.30.2328">"In vitro screening of psychoactive drugs by [(35)S]GTPgammaS binding in rat brain membranes"</a>. <i>Biological & Pharmaceutical Bulletin</i>. <b>30</b> (12): <span class="nowrap">2328–</span>33. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1248%2Fbpb.30.2328">10.1248/bpb.30.2328</a></span>. <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/18057721">18057721</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Biological+%26+Pharmaceutical+Bulletin&rft.atitle=In+vitro+screening+of+psychoactive+drugs+by+%5B%2835%29S%5DGTPgammaS+binding+in+rat+brain+membranes&rft.volume=30&rft.issue=12&rft.pages=%3Cspan+class%3D%22nowrap%22%3E2328-%3C%2Fspan%3E33&rft.date=2007-12&rft_id=info%3Adoi%2F10.1248%2Fbpb.30.2328&rft_id=info%3Apmid%2F18057721&rft.aulast=Nonaka&rft.aufirst=R&rft.au=Nagai%2C+F&rft.au=Ogata%2C+A&rft.au=Satoh%2C+K&rft_id=https%3A%2F%2Fdoi.org%2F10.1248%252Fbpb.30.2328&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid1107123-25"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid1107123_25-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFeldmanChapman1975" class="citation journal cs1">Feldman JM, Chapman B (December 1975). <a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fbf01222097">"Monoamine oxidase inhibitors: nature of their interaction with rabbit pancreatic islets to alter insluin secretion"</a>. <i>Diabetologia</i>. <b>11</b> (6): <span class="nowrap">487–</span>94. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1007%2Fbf01222097">10.1007/bf01222097</a></span>. <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/1107123">1107123</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Diabetologia&rft.atitle=Monoamine+oxidase+inhibitors%3A+nature+of+their+interaction+with+rabbit+pancreatic+islets+to+alter+insluin+secretion&rft.volume=11&rft.issue=6&rft.pages=%3Cspan+class%3D%22nowrap%22%3E487-%3C%2Fspan%3E94&rft.date=1975-12&rft_id=info%3Adoi%2F10.1007%2Fbf01222097&rft_id=info%3Apmid%2F1107123&rft.aulast=Feldman&rft.aufirst=JM&rft.au=Chapman%2C+B&rft_id=https%3A%2F%2Fdoi.org%2F10.1007%252Fbf01222097&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid1722753-26"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid1722753_26-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHuangJohnsonNichols1991" class="citation journal cs1">Huang XM, Johnson MP, Nichols DE (July 1991). "Reduction in brain serotonin markers by alpha-ethyltryptamine (Monase)". <i>European Journal of Pharmacology</i>. <b>200</b> (1): <span class="nowrap">187–</span>90. <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%2F0014-2999%2891%2990686-K">10.1016/0014-2999(91)90686-K</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/1722753">1722753</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+Pharmacology&rft.atitle=Reduction+in+brain+serotonin+markers+by+alpha-ethyltryptamine+%28Monase%29&rft.volume=200&rft.issue=1&rft.pages=%3Cspan+class%3D%22nowrap%22%3E187-%3C%2Fspan%3E90&rft.date=1991-07&rft_id=info%3Adoi%2F10.1016%2F0014-2999%2891%2990686-K&rft_id=info%3Apmid%2F1722753&rft.aulast=Huang&rft.aufirst=XM&rft.au=Johnson%2C+MP&rft.au=Nichols%2C+DE&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-Chang-Fong_2002-27"><span class="mw-cite-backlink"><b><a href="#cite_ref-Chang-Fong_2002_27-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFChang-FongAddoDukatSmith2002" class="citation journal cs1">Chang-Fong J, Addo J, Dukat M, Smith C, Mitchell NA, Herrick-Davis K, Teitler M, Glennon RA (January 2002). "Evaluation of isotryptamine derivatives at 5-HT(2) serotonin receptors". <i>Bioorganic & Medicinal Chemistry Letters</i>. <b>12</b> (2): <span class="nowrap">155–</span>8. <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%2Fs0960-894x%2801%2900713-2">10.1016/s0960-894x(01)00713-2</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/11755343">11755343</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Bioorganic+%26+Medicinal+Chemistry+Letters&rft.atitle=Evaluation+of+isotryptamine+derivatives+at+5-HT%282%29+serotonin+receptors&rft.volume=12&rft.issue=2&rft.pages=%3Cspan+class%3D%22nowrap%22%3E155-%3C%2Fspan%3E8&rft.date=2002-01&rft_id=info%3Adoi%2F10.1016%2Fs0960-894x%2801%2900713-2&rft_id=info%3Apmid%2F11755343&rft.aulast=Chang-Fong&rft.aufirst=J&rft.au=Addo%2C+J&rft.au=Dukat%2C+M&rft.au=Smith%2C+C&rft.au=Mitchell%2C+NA&rft.au=Herrick-Davis%2C+K&rft.au=Teitler%2C+M&rft.au=Glennon%2C+RA&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-28"><span class="mw-cite-backlink"><b><a href="#cite_ref-28">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFMacor_JE,_Wythes_MJ1997"><a rel="nofollow" class="external text" href="https://patents.google.com/patent/US5607951A">US 5607951</a>, Macor JE, Wythes MJ, "Indole derivatives", issued 4 March 1997,  assigned to Pfizer, Inc.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=5607951&rft.cc=US&rft.title=Indole+derivatives&rft.inventor=Macor+JE%2C+Wythes+MJ&rft.assignee=Pfizer%2C+Inc.&rft.date=4 March 1997"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-29"><span class="mw-cite-backlink"><b><a href="#cite_ref-29">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFWallach_J,_Dybek_M2022"><a rel="nofollow" class="external text" href="https://patentscope.wipo.int/search/docs2/pct/WO2022256554/pdf/_n_u__KwBkKuvgReb1fxu34ELxAsVQXXErPxCV3ydgVsKtAJlK3qDiEROh20_lvaVbmbIV8FlEl4jq4Cqmvt7El-cfV1WcrU-j9V_-xiomafitvlZtBvvGcNPoGz1ArH?docId=id00000069908389">WO 2022256554</a>, Wallach J, Dybek M, "Fluorinated Tryptamine Compounds, Analogues Thereof, and Methods Using Same.", published 8 December 2022,  assigned to University Of The Sciences.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=2022256554&rft.cc=WO&rft.title=Fluorinated+Tryptamine+Compounds%2C+Analogues+Thereof%2C+and+Methods+Using+Same.&rft.inventor=Wallach+J%2C+Dybek+M&rft.assignee=University+Of+The+Sciences&rft.pubdate=8 December 2022"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-30"><span class="mw-cite-backlink"><b><a href="#cite_ref-30">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCallaway2024" class="citation journal cs1">Callaway E (18 January 2024). "AlphaFold found thousands of possible psychedelics. Will its predictions help drug discovery?". <i>Nature News</i>. <b>626</b> (7997): <span class="nowrap">14–</span>15. <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/2024Natur.626...14C">2024Natur.626...14C</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%2Fd41586-024-00130-8">10.1038/d41586-024-00130-8</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/38238624">38238624</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:267040499">267040499</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Nature+News&rft.atitle=AlphaFold+found+thousands+of+possible+psychedelics.+Will+its+predictions+help+drug+discovery%3F&rft.volume=626&rft.issue=7997&rft.pages=%3Cspan+class%3D%22nowrap%22%3E14-%3C%2Fspan%3E15&rft.date=2024-01-18&rft_id=info%3Adoi%2F10.1038%2Fd41586-024-00130-8&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A267040499%23id-name%3DS2CID&rft_id=info%3Apmid%2F38238624&rft_id=info%3Abibcode%2F2024Natur.626...14C&rft.aulast=Callaway&rft.aufirst=E&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-BloughDeckerLandavazo2019-31"><span class="mw-cite-backlink">^ <a href="#cite_ref-BloughDeckerLandavazo2019_31-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-BloughDeckerLandavazo2019_31-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-BloughDeckerLandavazo2019_31-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-BloughDeckerLandavazo2019_31-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBloughDeckerLandavazoNamjoshi2019" class="citation journal cs1">Blough BE, Decker AM, Landavazo A, Namjoshi OA, Partilla JS, Baumann MH, Rothman RB (March 2019). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6475490">"The dopamine, serotonin and norepinephrine releasing activities of a series of methcathinone analogs in male rat brain synaptosomes"</a>. <i>Psychopharmacology (Berl)</i>. <b>236</b> (3): <span class="nowrap">915–</span>924. <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%2Fs00213-018-5063-9">10.1007/s00213-018-5063-9</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6475490">6475490</a></span>. <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/30341459">30341459</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=The+dopamine%2C+serotonin+and+norepinephrine+releasing+activities+of+a+series+of+methcathinone+analogs+in+male+rat+brain+synaptosomes&rft.volume=236&rft.issue=3&rft.pages=%3Cspan+class%3D%22nowrap%22%3E915-%3C%2Fspan%3E924&rft.date=2019-03&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6475490%23id-name%3DPMC&rft_id=info%3Apmid%2F30341459&rft_id=info%3Adoi%2F10.1007%2Fs00213-018-5063-9&rft.aulast=Blough&rft.aufirst=BE&rft.au=Decker%2C+AM&rft.au=Landavazo%2C+A&rft.au=Namjoshi%2C+OA&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%2FPMC6475490&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-PubChem-BK-NM-AMT-32"><span class="mw-cite-backlink"><b><a href="#cite_ref-PubChem-BK-NM-AMT_32-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/82282492">"1-(1H-indol-3-yl)-2-(methylamino)propan-1-one"</a>. <i>PubChem</i><span class="reference-accessdate">. Retrieved <span class="nowrap">11 November</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=PubChem&rft.atitle=1-%281H-indol-3-yl%29-2-%28methylamino%29propan-1-one&rft_id=https%3A%2F%2Fpubchem.ncbi.nlm.nih.gov%2Fcompound%2F82282492&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-US20240335414A1-33"><span class="mw-cite-backlink">^ <a href="#cite_ref-US20240335414A1_33-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-US20240335414A1_33-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-US20240335414A1_33-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-US20240335414A1_33-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-US20240335414A1_33-4"><sup><i><b>e</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://patents.google.com/patent/US20240335414A1/">"Specialized combinations for mental disorders or mental enhancement"</a>. <i>Google Patents</i>. 7 June 2024<span class="reference-accessdate">. Retrieved <span class="nowrap">4 November</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Google+Patents&rft.atitle=Specialized+combinations+for+mental+disorders+or+mental+enhancement&rft.date=2024-06-07&rft_id=https%3A%2F%2Fpatents.google.com%2Fpatent%2FUS20240335414A1%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-PubChem-BK-5F-NM-AMT-34"><span class="mw-cite-backlink"><b><a href="#cite_ref-PubChem-BK-5F-NM-AMT_34-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/162765676">"1-(5-fluoro-1H-indol-3-yl)-2-(methylamino)propan-1-one"</a>. <i>PubChem</i><span class="reference-accessdate">. Retrieved <span class="nowrap">11 November</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=PubChem&rft.atitle=1-%285-fluoro-1H-indol-3-yl%29-2-%28methylamino%29propan-1-one&rft_id=https%3A%2F%2Fpubchem.ncbi.nlm.nih.gov%2Fcompound%2F162765676&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-IsomerDesign-BK-5F-NM-AMT-35"><span class="mw-cite-backlink"><b><a href="#cite_ref-IsomerDesign-BK-5F-NM-AMT_35-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://isomerdesign.com/pihkal/explore/12714">"β-Oxo-5-fluoro-α-methyl-NMT"</a>. <i>Isomer Design</i>. 10 November 2024<span class="reference-accessdate">. Retrieved <span class="nowrap">11 November</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Isomer+Design&rft.atitle=%CE%B2-Oxo-5-fluoro-%CE%B1-methyl-NMT&rft.date=2024-11-10&rft_id=https%3A%2F%2Fisomerdesign.com%2Fpihkal%2Fexplore%2F12714&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-WO2022061242A1-36"><span class="mw-cite-backlink">^ <a href="#cite_ref-WO2022061242A1_36-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-WO2022061242A1_36-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-WO2022061242A1_36-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-WO2022061242A1_36-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-WO2022061242A1_36-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-WO2022061242A1_36-5"><sup><i><b>f</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://patents.google.com/patent/WO2022061242A1/">"Advantageous tryptamine compositions for mental disorders or enhancement"</a>. <i>Google Patents</i>. 20 September 2021<span class="reference-accessdate">. Retrieved <span class="nowrap">11 November</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Google+Patents&rft.atitle=Advantageous+tryptamine+compositions+for+mental+disorders+or+enhancement&rft.date=2021-09-20&rft_id=https%3A%2F%2Fpatents.google.com%2Fpatent%2FWO2022061242A1%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-PubChem-BK-5Cl-NM-AMT-37"><span class="mw-cite-backlink"><b><a href="#cite_ref-PubChem-BK-5Cl-NM-AMT_37-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/162765502">"1-(5-chloro-1H-indol-3-yl)-2-(methylamino)propan-1-one"</a>. <i>PubChem</i><span class="reference-accessdate">. Retrieved <span class="nowrap">11 November</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=PubChem&rft.atitle=1-%285-chloro-1H-indol-3-yl%29-2-%28methylamino%29propan-1-one&rft_id=https%3A%2F%2Fpubchem.ncbi.nlm.nih.gov%2Fcompound%2F162765502&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-IsomerDesign-BK-5Cl-NM-AMT-38"><span class="mw-cite-backlink"><b><a href="#cite_ref-IsomerDesign-BK-5Cl-NM-AMT_38-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://isomerdesign.com/pihkal/explore/12715">"β-Oxo-5-chloro-α-methyl-NMT"</a>. <i>Isomer Design</i>. 10 November 2024<span class="reference-accessdate">. Retrieved <span class="nowrap">11 November</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Isomer+Design&rft.atitle=%CE%B2-Oxo-5-chloro-%CE%B1-methyl-NMT&rft.date=2024-11-10&rft_id=https%3A%2F%2Fisomerdesign.com%2Fpihkal%2Fexplore%2F12715&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-PubChem-BK-5Br-NM-AMT-39"><span class="mw-cite-backlink"><b><a href="#cite_ref-PubChem-BK-5Br-NM-AMT_39-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/162765532">"1-(5-bromo-1H-indol-3-yl)-2-(methylamino)propan-1-one"</a>. <i>PubChem</i><span class="reference-accessdate">. Retrieved <span class="nowrap">11 November</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=PubChem&rft.atitle=1-%285-bromo-1H-indol-3-yl%29-2-%28methylamino%29propan-1-one&rft_id=https%3A%2F%2Fpubchem.ncbi.nlm.nih.gov%2Fcompound%2F162765532&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-IsomerDesign-BK-5Br-NM-AMT-40"><span class="mw-cite-backlink"><b><a href="#cite_ref-IsomerDesign-BK-5Br-NM-AMT_40-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://isomerdesign.com/pihkal/explore/12725">"β-Oxo-5-bromo-α-methyl-NMT"</a>. <i>Isomer Design</i>. 10 November 2024<span class="reference-accessdate">. Retrieved <span class="nowrap">11 November</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Isomer+Design&rft.atitle=%CE%B2-Oxo-5-bromo-%CE%B1-methyl-NMT&rft.date=2024-11-10&rft_id=https%3A%2F%2Fisomerdesign.com%2Fpihkal%2Fexplore%2F12725&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-IsomerDesign-C-DMT-41"><span class="mw-cite-backlink"><b><a href="#cite_ref-IsomerDesign-C-DMT_41-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://isomerdesign.com/pihkal/explore/5070">"PiHKAL·info"</a>. <i>Isomer Design</i>. 11 November 2024<span class="reference-accessdate">. Retrieved <span class="nowrap">31 January</span> 2025</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Isomer+Design&rft.atitle=PiHKAL%C2%B7info&rft.date=2024-11-11&rft_id=https%3A%2F%2Fisomerdesign.com%2Fpihkal%2Fexplore%2F5070&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-Chang-FongAddoDukat2002-42"><span class="mw-cite-backlink"><b><a href="#cite_ref-Chang-FongAddoDukat2002_42-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFChang-FongAddoDukatSmith2002" class="citation journal cs1">Chang-Fong J, Addo J, Dukat M, Smith C, Mitchell NA, Herrick-Davis K, Teitler M, Glennon RA (January 2002). "Evaluation of isotryptamine derivatives at 5-HT(2) serotonin receptors". <i>Bioorg Med Chem Lett</i>. <b>12</b> (2): <span class="nowrap">155–</span>158. <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%2Fs0960-894x%2801%2900713-2">10.1016/s0960-894x(01)00713-2</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/11755343">11755343</a>. <q>Detailed re-examination of a compound previously reported to display 100-fold 5-HT2C selectivity [i.e., S(+)-5,6-difluoro-α-methylisotryptamine] revealed that its selectivity versus 5-HT2A receptors was, at best, only 10-fold.</q></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Bioorg+Med+Chem+Lett&rft.atitle=Evaluation+of+isotryptamine+derivatives+at+5-HT%282%29+serotonin+receptors&rft.volume=12&rft.issue=2&rft.pages=%3Cspan+class%3D%22nowrap%22%3E155-%3C%2Fspan%3E158&rft.date=2002-01&rft_id=info%3Adoi%2F10.1016%2Fs0960-894x%2801%2900713-2&rft_id=info%3Apmid%2F11755343&rft.aulast=Chang-Fong&rft.aufirst=J&rft.au=Addo%2C+J&rft.au=Dukat%2C+M&rft.au=Smith%2C+C&rft.au=Mitchell%2C+NA&rft.au=Herrick-Davis%2C+K&rft.au=Teitler%2C+M&rft.au=Glennon%2C+RA&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-43"><span class="mw-cite-backlink"><b><a href="#cite_ref-43">^</a></b></span> <span class="reference-text">Kargbo RB. Neuropharmacological Advances: Harnessing 5-HT2A Receptor Modulators and Psychoplastogens. <i>ACS Med Chem Lett</i>. 2024 Jan 23;15(2):171-173. <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><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%2Facsmedchemlett.4c00003">10.1021/acsmedchemlett.4c00003</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><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/38352827">38352827</a></span> </li> <li id="cite_note-44"><span class="mw-cite-backlink"><b><a href="#cite_ref-44">^</a></b></span> <span class="reference-text"><a rel="nofollow" class="external text" href="https://patents.google.com/patent/WO2023114844A1">Powell NA, Chytil M. Imidazopyridine psychoplastogens and uses thereof. WO 2023/114844</a></span> </li> <li id="cite_note-45"><span class="mw-cite-backlink"><b><a href="#cite_ref-45">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFChen_HH,_May_JA2006"><a rel="nofollow" class="external text" href="https://worldwide.espacenet.com/textdoc?DB=EPODOC&IDX=US7012090">US granted 7012090</a>, Chen HH, May JA, "Pyranoindoles for treating glaucoma", published 17 March 2000, issued 14 March 2006,  assigned to Alcon, Inc.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=7012090&rft.cc=US&rft.title=Pyranoindoles+for+treating+glaucoma&rft.inventor=Chen+HH%2C+May+JA&rft.assignee=Alcon%2C+Inc.&rft.date=14 March 2006&rft.pubdate=17 March 2000"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-46"><span class="mw-cite-backlink"><b><a href="#cite_ref-46">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFChen_HH,_May_JA,_Severns_BS2005"><a rel="nofollow" class="external text" href="https://worldwide.espacenet.com/textdoc?DB=EPODOC&IDX=US6881749">US granted 6881749</a>, Chen HH, May JA, Severns BS, "Pyranoindazoles and their use for the treatment of glaucoma", published 3 June 2004, issued 19 April 2005,  assigned to Alcon, Inc.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=6881749&rft.cc=US&rft.title=Pyranoindazoles+and+their+use+for+the+treatment+of+glaucoma&rft.inventor=Chen+HH%2C+May+JA%2C+Severns+BS&rft.assignee=Alcon%2C+Inc.&rft.date=19 April 2005&rft.pubdate=3 June 2004"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-47"><span class="mw-cite-backlink"><b><a href="#cite_ref-47">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFChen_HH,_May_JA2008"><a rel="nofollow" class="external text" href="https://worldwide.espacenet.com/textdoc?DB=EPODOC&IDX=US7425572">US granted 7425572</a>, Chen HH, May JA, "Use of dioxindoindazoles and dioxoloindazoles for treating glaucoma", published 8 June 2006, issued 16 September 2008,  assigned to Alcon, Inc.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=7425572&rft.cc=US&rft.title=Use+of+dioxindoindazoles+and+dioxoloindazoles+for+treating+glaucoma&rft.inventor=Chen+HH%2C+May+JA&rft.assignee=Alcon%2C+Inc.&rft.date=16 September 2008&rft.pubdate=8 June 2006"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-48"><span class="mw-cite-backlink"><b><a href="#cite_ref-48">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFDantanarayana_AP,_May_JA2007"><a rel="nofollow" class="external text" href="https://worldwide.espacenet.com/textdoc?DB=EPODOC&IDX=US7268131">US granted 7268131</a>, Dantanarayana AP, May JA, "Substituted [1,4]oxazino[2,3-g]indazoles for the treatment of glaucoma", published 15 December 2005, issued 11 September 2007,  assigned to Alcon, Inc.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=7268131&rft.cc=US&rft.title=Substituted+%5B1%2C4%5Doxazino%5B2%2C3-g%5Dindazoles+for+the+treatment+of+glaucoma&rft.inventor=Dantanarayana+AP%2C+May+JA&rft.assignee=Alcon%2C+Inc.&rft.date=11 September 2007&rft.pubdate=15 December 2005"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-49"><span class="mw-cite-backlink"><b><a href="#cite_ref-49">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFShimadaMaenoKazutaKubota2008" class="citation journal cs1">Shimada I, Maeno K, Kazuta K, Kubota H, Kimizuka T, Kimura Y, et al. (February 2008). "Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists". <i>Bioorganic & Medicinal Chemistry</i>. <b>16</b> (4): <span class="nowrap">1966–</span>82. <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.bmc.2007.10.100">10.1016/j.bmc.2007.10.100</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/18035544">18035544</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Bioorganic+%26+Medicinal+Chemistry&rft.atitle=Synthesis+and+structure-activity+relationships+of+a+series+of+substituted+2-%281H-furo%5B2%2C3-g%5Dindazol-1-yl%29ethylamine+derivatives+as+5-HT2C+receptor+agonists&rft.volume=16&rft.issue=4&rft.pages=%3Cspan+class%3D%22nowrap%22%3E1966-%3C%2Fspan%3E82&rft.date=2008-02&rft_id=info%3Adoi%2F10.1016%2Fj.bmc.2007.10.100&rft_id=info%3Apmid%2F18035544&rft.aulast=Shimada&rft.aufirst=I&rft.au=Maeno%2C+K&rft.au=Kazuta%2C+K&rft.au=Kubota%2C+H&rft.au=Kimizuka%2C+T&rft.au=Kimura%2C+Y&rft.au=Hatanaka%2C+K&rft.au=Naitou%2C+Y&rft.au=Wanibuchi%2C+F&rft.au=Sakamoto%2C+S&rft.au=Tsukamoto%2C+S&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> <li id="cite_note-50"><span class="mw-cite-backlink"><b><a href="#cite_ref-50">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFSlassi_A,_Araujo_J,_Higgins_G2022"><a rel="nofollow" class="external text" href="https://patentscope.wipo.int/search/docs2/pct/WO2022120475/pdf/uj8ks7KeBwfyrcKyh46zk14uREF4Bj7Trj6KlQ-oUEt-C_bGCaxuitXf82w1XlNPy1_QtiCTsXAk9lPBgdPNKrIsDWGJA326j7ulFZ3R1QP95os0XOWgsfGAtmOfFlKR?docId=id00000066831129&filename=WO2022120475-PAMPH-20220616-1129.pdf">WO 2022120475</a>, Slassi A, Araujo J, Higgins G, "3-Cyclic Amine-Indole Derivatives as Serotonergic Agents for the Treatment of CNS Disorders.", published 16 June 2022,  assigned to Mindset Pharma Inc.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=2022120475&rft.cc=WO&rft.title=3-Cyclic+Amine-Indole+Derivatives+as+Serotonergic+Agents+for+the+Treatment+of+CNS+Disorders.&rft.inventor=Slassi+A%2C+Araujo+J%2C+Higgins+G&rft.assignee=Mindset+Pharma+Inc.&rft.pubdate=16 June 2022"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-51"><span class="mw-cite-backlink"><b><a href="#cite_ref-51">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1041539562"><span class="citation patent" id="CITEREFBanister_S,_Jorgensen_W,_Jinlong_T2023"><a rel="nofollow" class="external text" href="https://patents.google.com/patent/WO2023115165A1/en?oq=WO2023115165">WO 2023115165</a>, Banister S, Jorgensen W, Jinlong T, "Compounds", published 29 June 2023,  assigned to Psylo Pty Ltd.</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=2023115165&rft.cc=WO&rft.title=Compounds&rft.inventor=Banister+S%2C+Jorgensen+W%2C+Jinlong+T&rft.assignee=Psylo+Pty+Ltd.&rft.pubdate=29 June 2023"><span style="display: none;"> </span></span></span> </li> <li id="cite_note-52"><span class="mw-cite-backlink"><b><a href="#cite_ref-52">^</a></b></span> <span class="reference-text">Jayakodiarachchi N, et al. Evaluation of the Indazole Analogs of 5-MeO-DMT and Related Tryptamines as Serotonin Receptor 2 Agonists. <i>ACS Med. Chem. Lett</i>. 2024 <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><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%2Facsmedchemlett.3c00566">10.1021/acsmedchemlett.3c00566</a></span> </li> <li id="cite_note-:162-53"><span class="mw-cite-backlink">^ <a href="#cite_ref-:162_53-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-:162_53-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-:162_53-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-:162_53-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-:162_53-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-:162_53-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-:162_53-6"><sup><i><b>g</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation cs2"><a rel="nofollow" class="external text" href="http://www.ncbi.nlm.nih.gov/books/NBK548713/">"Serotonin Receptor Agonists (Triptans)"</a>, <i>LiverTox: Clinical and Research Information on Drug-Induced Liver Injury</i>, Bethesda (MD): National Institute of Diabetes and Digestive and Kidney Diseases, 2012, <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/31644023">31644023</a><span class="reference-accessdate">, retrieved <span class="nowrap">2020-10-15</span></span></cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=LiverTox%3A+Clinical+and+Research+Information+on+Drug-Induced+Liver+Injury&rft.atitle=Serotonin+Receptor+Agonists+%28Triptans%29&rft.date=2012&rft_id=info%3Apmid%2F31644023&rft_id=http%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fbooks%2FNBK548713%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3ASubstituted+tryptamine" class="Z3988"></span></span> </li> </ol></div> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output .hlist.inline ul,.mw-parser-output .hlist dl dl,.mw-parser-output .hlist dl ol,.mw-parser-output .hlist dl ul,.mw-parser-output .hlist ol dl,.mw-parser-output .hlist ol ol,.mw-parser-output .hlist ol ul,.mw-parser-output .hlist ul dl,.mw-parser-output .hlist ul ol,.mw-parser-output .hlist ul ul{display:inline}.mw-parser-output .hlist .mw-empty-li{display:none}.mw-parser-output .hlist dt::after{content:": "}.mw-parser-output .hlist dd::after,.mw-parser-output .hlist li::after{content:" · ";font-weight:bold}.mw-parser-output .hlist dd:last-child::after,.mw-parser-output .hlist dt:last-child::after,.mw-parser-output .hlist li:last-child::after{content:none}.mw-parser-output .hlist dd dd:first-child::before,.mw-parser-output .hlist dd dt:first-child::before,.mw-parser-output .hlist dd li:first-child::before,.mw-parser-output .hlist dt dd:first-child::before,.mw-parser-output .hlist dt dt:first-child::before,.mw-parser-output .hlist dt li:first-child::before,.mw-parser-output .hlist li dd:first-child::before,.mw-parser-output .hlist li dt:first-child::before,.mw-parser-output .hlist li li:first-child::before{content:" (";font-weight:normal}.mw-parser-output .hlist dd dd:last-child::after,.mw-parser-output .hlist dd dt:last-child::after,.mw-parser-output .hlist dd li:last-child::after,.mw-parser-output .hlist dt dd:last-child::after,.mw-parser-output .hlist dt dt:last-child::after,.mw-parser-output .hlist dt li:last-child::after,.mw-parser-output .hlist li dd:last-child::after,.mw-parser-output .hlist li dt:last-child::after,.mw-parser-output .hlist li li:last-child::after{content:")";font-weight:normal}.mw-parser-output .hlist ol{counter-reset:listitem}.mw-parser-output .hlist ol>li{counter-increment:listitem}.mw-parser-output .hlist ol>li::before{content:" "counter(listitem)"\a0 "}.mw-parser-output .hlist dd ol>li:first-child::before,.mw-parser-output .hlist dt ol>li:first-child::before,.mw-parser-output .hlist li ol>li:first-child::before{content:" ("counter(listitem)"\a0 "}</style><style data-mw-deduplicate="TemplateStyles:r1236075235">.mw-parser-output .navbox{box-sizing:border-box;border:1px solid #a2a9b1;width:100%;clear:both;font-size:88%;text-align:center;padding:1px;margin:1em auto 0}.mw-parser-output .navbox .navbox{margin-top:0}.mw-parser-output .navbox+.navbox,.mw-parser-output .navbox+.navbox-styles+.navbox{margin-top:-1px}.mw-parser-output .navbox-inner,.mw-parser-output .navbox-subgroup{width:100%}.mw-parser-output .navbox-group,.mw-parser-output .navbox-title,.mw-parser-output .navbox-abovebelow{padding:0.25em 1em;line-height:1.5em;text-align:center}.mw-parser-output .navbox-group{white-space:nowrap;text-align:right}.mw-parser-output .navbox,.mw-parser-output .navbox-subgroup{background-color:#fdfdfd}.mw-parser-output .navbox-list{line-height:1.5em;border-color:#fdfdfd}.mw-parser-output .navbox-list-with-group{text-align:left;border-left-width:2px;border-left-style:solid}.mw-parser-output tr+tr>.navbox-abovebelow,.mw-parser-output tr+tr>.navbox-group,.mw-parser-output tr+tr>.navbox-image,.mw-parser-output tr+tr>.navbox-list{border-top:2px solid #fdfdfd}.mw-parser-output .navbox-title{background-color:#ccf}.mw-parser-output .navbox-abovebelow,.mw-parser-output .navbox-group,.mw-parser-output .navbox-subgroup .navbox-title{background-color:#ddf}.mw-parser-output .navbox-subgroup .navbox-group,.mw-parser-output .navbox-subgroup .navbox-abovebelow{background-color:#e6e6ff}.mw-parser-output .navbox-even{background-color:#f7f7f7}.mw-parser-output .navbox-odd{background-color:transparent}.mw-parser-output .navbox .hlist td dl,.mw-parser-output .navbox .hlist td ol,.mw-parser-output .navbox .hlist td ul,.mw-parser-output .navbox td.hlist dl,.mw-parser-output .navbox td.hlist ol,.mw-parser-output .navbox td.hlist ul{padding:0.125em 0}.mw-parser-output .navbox .navbar{display:block;font-size:100%}.mw-parser-output .navbox-title .navbar{float:left;text-align:left;margin-right:0.5em}body.skin--responsive .mw-parser-output .navbox-image img{max-width:none!important}@media print{body.ns-0 .mw-parser-output .navbox{display:none!important}}</style></div><div role="navigation" class="navbox" aria-labelledby="Serotonin_receptor_modulators871" 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"><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: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_modulators871" 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-HT<sub>1</sub></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-HT<sub>1A</sub></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><i>Agonists:</i> <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 class="mw-selflink selflink">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 href="/wiki/N,N-Dimethyltryptamine" title="N,N-Dimethyltryptamine">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><i>Antagonists:</i> <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><i>Unknown/unsorted:</i> <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" class="mw-redirect" 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-HT<sub>1B</sub></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><i>Agonists:</i> <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 class="mw-selflink selflink">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/N,N-Dimethyltryptamine" title="N,N-Dimethyltryptamine">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><i>Antagonists:</i> <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><i>Unknown/unsorted:</i> <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Cabergoline" title="Cabergoline">cabergoline</a>, <a href="/wiki/Ergometrine" class="mw-redirect" 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-HT<sub>1D</sub></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><i>Agonists:</i> <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 class="mw-selflink selflink">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 href="/wiki/N,N-Dimethyltryptamine" title="N,N-Dimethyltryptamine">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><i>Antagonists:</i> <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><i>Unknown/unsorted:</i> <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-HT<sub>1E</sub></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><i>Agonists:</i> <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 class="mw-selflink selflink">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><i>Antagonists:</i> <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><i>Unknown/unsorted:</i> <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Ergometrine" class="mw-redirect" 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-HT<sub>1F</sub></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><i>Agonists:</i> <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 class="mw-selflink selflink">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><i>Antagonists:</i> <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-HT<sub>2</sub></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-HT<sub>2A</sub></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><i>Agonists:</i> 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" class="mw-redirect" 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" class="mw-redirect" 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 class="mw-selflink selflink">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 href="/wiki/N,N-Dimethyltryptamine" title="N,N-Dimethyltryptamine">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><i>Antagonists:</i> <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><i>Unknown/unsorted:</i> <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-HT<sub>2B</sub></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><i>Agonists:</i> <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 class="mw-selflink selflink">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 href="/wiki/N,N-Dimethyltryptamine" title="N,N-Dimethyltryptamine">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><i>Antagonists:</i> <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="/wiki/SB-221284" title="SB-221284">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><i>Unknown/unsorted:</i> <a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Ergometrine" class="mw-redirect" 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-HT<sub>2C</sub></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><i>Agonists:</i> <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" class="mw-redirect" 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 class="mw-selflink selflink">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 href="/wiki/N,N-Dimethyltryptamine" title="N,N-Dimethyltryptamine">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><i>Antagonists:</i> <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="/wiki/SB-221284" title="SB-221284">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><i>Unknown/unsorted:</i> <a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Ergometrine" class="mw-redirect" 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-HT<sub>3</sub></a><sub>–<a href="/wiki/5-HT7_receptor" title="5-HT7 receptor">7</a></sub></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-HT<sub>3</sub></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><i>Agonists:</i> <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 class="mw-selflink selflink">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><i>Antagonists:</i> <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><i>Unknown/unsorted:</i> <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-HT<sub>4</sub></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><i>Agonists:</i> <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><i>Antagonists:</i> <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-HT<sub>5A</sub></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><i>Agonists:</i> <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 class="mw-selflink selflink">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><i>Antagonists:</i> <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><i>Unknown/unsorted:</i> <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-HT<sub>6</sub></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><i>Agonists:</i> <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 class="mw-selflink selflink">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><i>Antagonists:</i> <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><i>Unknown/unsorted:</i> <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-HT<sub>7</sub></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><i>Agonists:</i> <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 class="mw-selflink selflink">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><i>Antagonists:</i> <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><i>Unknown/unsorted:</i> <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><small><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></small></li> <li><small><i><a href="/wiki/Template:Adrenergic_receptor_modulators" title="Template:Adrenergic receptor modulators">Adrenergics</a></i></small></li> <li><small><i><a href="/wiki/Template:Dopamine_receptor_modulators" title="Template:Dopamine receptor modulators">Dopaminergics</a></i></small></li> <li><small><i><a href="/wiki/Template:Melatonin_receptor_modulators" title="Template:Melatonin receptor modulators">Melatonergics</a></i></small></li> <li><small><i><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></i></small></li> <li><small><i><a href="/wiki/Template:Monoamine_metabolism_modulators" title="Template:Monoamine metabolism modulators">Monoamine metabolism modulators</a></i></small></li> <li><small><i><a href="/wiki/Template:Monoamine_neurotoxins" class="mw-redirect" title="Template:Monoamine neurotoxins">Monoamine neurotoxins</a></i></small></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="Tryptamines232" 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: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="Tryptamines232" style="font-size:114%;margin:0 4em"><a class="mw-selflink selflink">Tryptamines</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a class="mw-selflink selflink">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="/w/index.php?title=1-Methyltryptamine&action=edit&redlink=1" class="new" title="1-Methyltryptamine (page does not exist)">1-Methyl-T</a></li> <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,<i>N</i>,<i>N</i>-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/4,5-Dihydroxytryptamine" title="4,5-Dihydroxytryptamine">4,5-DHT</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="/w/index.php?title=4-Fluorotryptamine&action=edit&redlink=1" class="new" title="4-Fluorotryptamine (page does not exist)">4-Fluoro-T</a></li> <li><a href="/wiki/4-Hydroxy-5-methoxytryptamine" title="4-Hydroxy-5-methoxytryptamine">4-HO-5-MeO-T</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="/w/index.php?title=4-MeO-T&action=edit&redlink=1" class="new" title="4-MeO-T (page does not exist)">4-MeO-T</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="/w/index.php?title=5-Bromotryptamine&action=edit&redlink=1" class="new" title="5-Bromotryptamine (page does not exist)">5-Bromo-T</a></li> <li><a href="/wiki/5-Chloro-DMT" title="5-Chloro-DMT">5-Chloro-DMT</a></li> <li><a href="/w/index.php?title=5-Chlorotryptamine&action=edit&redlink=1" class="new" title="5-Chlorotryptamine (page does not exist)">5-Chloro-T</a></li> <li><a href="/wiki/5-Carboxamidotryptamine" title="5-Carboxamidotryptamine">5-CT</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="/w/index.php?title=5-Fluorotryptamine&action=edit&redlink=1" class="new" title="5-Fluorotryptamine (page does not exist)">5-Fluoro-T</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,<i>N</i>,<i>N</i>-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="/w/index.php?title=5-MeO-NET&action=edit&redlink=1" class="new" title="5-MeO-NET (page does not exist)">5-MeO-NET</a></li> <li><a href="/w/index.php?title=5-MeO-NiPT&action=edit&redlink=1" class="new" title="5-MeO-NiPT (page does not exist)">5-MeO-NiPT</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-Methoxytryptamine" title="5-Methoxytryptamine">5-MeO-T (5-MT; mexamine)</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,N,N-TMT" title="5,N,N-TMT">5-Methyl-DMT</a></li> <li><a href="/wiki/5-Methyltryptamine" title="5-Methyltryptamine">5-Methyl-T</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-NOT</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="/w/index.php?title=6-Fluorotryptamine&action=edit&redlink=1" class="new" title="6-Fluorotryptamine (page does not exist)">6-Fluoro-T</a></li> <li><a href="/wiki/6-MeO-DMT" title="6-MeO-DMT">6-MeO-DMT</a></li> <li><a href="/w/index.php?title=6-Methoxytryptamine&action=edit&redlink=1" class="new" title="6-Methoxytryptamine (page does not exist)">6-MeO-T</a></li> <li><a href="/w/index.php?title=6-Methyltryptamine&action=edit&redlink=1" class="new" title="6-Methyltryptamine (page does not exist)">6-Methyl-T</a></li> <li><a href="/wiki/6,7-Dihydroxytryptamine" title="6,7-Dihydroxytryptamine">6,7-DHT</a></li> <li><a href="/w/index.php?title=7-Chlorotryptamine&action=edit&redlink=1" class="new" title="7-Chlorotryptamine (page does not exist)">7-Chloro-T</a></li> <li><a href="/w/index.php?title=7-Methoxytryptamine&action=edit&redlink=1" class="new" title="7-Methoxytryptamine (page does not exist)">7-MeO-T</a></li> <li><a href="/wiki/7,N,N-TMT" title="7,N,N-TMT">7-Methyl-DMT</a></li> <li><a href="/w/index.php?title=7-Methyltryptamine&action=edit&redlink=1" class="new" title="7-Methyltryptamine (page does not exist)">7-Methyl-T</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-<small>L</small>-tryptophan)</a></li> <li><a href="/wiki/Bretisilocin" title="Bretisilocin">Bretisilocin (5-fluoro-MET)</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/Isamide" title="Isamide">Isamide</a></li> <li><a href="/wiki/Lespedamine" title="Lespedamine">Lespedamine</a></li> <li><a href="/wiki/Methylbutyltryptamine" title="Methylbutyltryptamine">MBT</a></li> <li><a href="/wiki/N-Methyl-N-ethyltryptamine" title="N-Methyl-N-ethyltryptamine">MET</a></li> <li><a href="/wiki/Milipertine" title="Milipertine">Milipertine</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/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"><i>N</i>-Feruloylserotonin (moschamine)</a></li> <li><a href="/wiki/NBoc-DMT" title="NBoc-DMT">NBoc-DMT</a></li> <li><a href="/wiki/N-Ethyltryptamine" title="N-Ethyltryptamine">NET/NETP</a></li> <li><a href="/w/index.php?title=N-Isopropyltryptamine&action=edit&redlink=1" class="new" title="N-Isopropyltryptamine (page does not exist)">NiPT</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"><i>O</i>-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 (<i>O</i>-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/Psilomethoxin" title="Psilomethoxin">Psilomethoxin (4-HO-5-MeO-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 (T)</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"><i>N</i>-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 (<i>N</i>-acetylserotonin; NAS)</a></li> <li><a href="/wiki/N-Acetyltryptamine" title="N-Acetyltryptamine"><i>N</i>-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)"><i>N</i>-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)"><i>N</i>-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%B1ET" title="5-Chloro-αET">5-Chloro-αET</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="/wiki/5-MeO-%CE%B1,N,N-TMT" class="mw-redirect" title="5-MeO-α,N,N-TMT">5-MeO-α,<i>N</i>,<i>N</i>-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" class="mw-redirect" 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,<i>N</i>-DMT (<i>N</i>-methyl-αMT)</a></li> <li><a href="/wiki/%CE%91,N,N-Trimethyltryptamine" title="Α,N,N-Trimethyltryptamine">α,<i>N</i>,<i>N</i>-TMT</a></li> <li><a href="/wiki/Alpha,N,O-TMS" class="mw-redirect" title="Alpha,N,O-TMS">α,<i>N</i>,<i>O</i>-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="/w/index.php?title=BK-5Br-NM-AMT&action=edit&redlink=1" class="new" title="BK-5Br-NM-AMT (page does not exist)">BK-5Br-NM-AMT</a></li> <li><a href="/w/index.php?title=BK-5Cl-NM-AMT&action=edit&redlink=1" class="new" title="BK-5Cl-NM-AMT (page does not exist)">BK-5Cl-NM-AMT</a></li> <li><a href="/w/index.php?title=BK-5F-NM-AMT&action=edit&redlink=1" class="new" title="BK-5F-NM-AMT (page does not exist)">BK-5F-NM-AMT</a></li> <li><a href="/wiki/BK-NM-AMT" title="BK-NM-AMT">BK-NM-AMT</a></li> <li><a href="/wiki/BNC-210" class="mw-redirect" 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,<i>N</i>-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"><i>Harmala</i> 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"><i>Iboga</i> 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/LY-266,097" title="LY-266,097">LY-266,097</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;"><a href="/wiki/Isotryptamine" title="Isotryptamine">Isotryptamines</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/5-MeO-isoDMT" title="5-MeO-isoDMT">5-MeO-isoDMT</a></li> <li><a href="/wiki/6-MeO-isoDMT" title="6-MeO-isoDMT">6-MeO-isoDMT</a></li> <li><a href="/wiki/IsoAMT" class="mw-redirect" title="IsoAMT">isoAMT</a></li> <li><a href="/wiki/IsoDMT" title="IsoDMT">isoDMT</a></li> <li><a href="/wiki/Isotryptamine" title="Isotryptamine">Isotryptamine (isoT)</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/Zalsupindole" title="Zalsupindole">Zalsupindole (DLX-001, AAZ-A-154)</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-odd 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/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/Substituted_benzofuran" title="Substituted benzofuran">Benzofurans</a> (e.g., <a href="/wiki/3-(2-aminopropyl)benzofuran" class="mw-redirect" title="3-(2-aminopropyl)benzofuran">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="/wiki/Mebfap" title="Mebfap">mebfap</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>Non-tryptamine <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/Pirlindole" title="Pirlindole">Pirlindole</a></li> <li><a href="/wiki/(R)-69" title="(R)-69">(<i>R</i>)-69 (3IQ)</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/Tepirindole" title="Tepirindole">Tepirindole</a></li> <li><a href="/wiki/Tetrindole" title="Tetrindole">Tetrindole</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> <!-- NewPP limit report Parsed by mw‐api‐int.codfw.canary‐cd7dff4b‐j5wsw Cached time: 20250220153543 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1, show‐toc] CPU time usage: 1.272 seconds Real time usage: 1.605 seconds Preprocessor visited node count: 8745/1000000 Post‐expand include size: 286316/2097152 bytes Template argument size: 18827/2097152 bytes Highest expansion depth: 16/100 Expensive parser function count: 2/500 Unstrip recursion depth: 1/20 Unstrip post‐expand size: 188465/5000000 bytes Lua time usage: 0.451/10.000 seconds Lua memory usage: 5852582/52428800 bytes Number of Wikibase entities loaded: 0/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 744.694 1 -total 53.25% 396.583 1 Template:Reflist 23.16% 172.462 1 Template:Serotonergics 17.09% 127.278 11 Template:Cite_web 14.91% 111.017 19 Template:Cite_journal 10.70% 79.675 1 Template:Short_description 8.48% 63.126 14 Template:Cite_patent 7.41% 55.183 1 Template:Incomplete_list 7.02% 52.249 2 Template:Pagetype 5.23% 38.916 14 Template:Cite_patent/core --> <!-- Saved in parser cache with key enwiki:pcache:33869663:|#|:idhash:canonical and timestamp 20250220153543 and revision id 1276754328. Rendering was triggered because: api-parse --> </div><!--esi <esi:include src="/esitest-fa8a495983347898/content" /> --><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?useformat=desktop&type=1x1&usesul3=0" 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=Substituted_tryptamine&oldid=1276754328">https://en.wikipedia.org/w/index.php?title=Substituted_tryptamine&oldid=1276754328</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:Tryptamines" title="Category:Tryptamines">Tryptamines</a></li><li><a href="/wiki/Category:Alpha-Alkyltryptamines" title="Category:Alpha-Alkyltryptamines">Alpha-Alkyltryptamines</a></li><li><a href="/wiki/Category:Functional_groups" title="Category:Functional groups">Functional groups</a></li></ul></div><div id="mw-hidden-catlinks" class="mw-hidden-catlinks mw-hidden-cats-hidden">Hidden categories: <ul><li><a href="/wiki/Category:Articles_with_short_description" title="Category:Articles with short description">Articles with short description</a></li><li><a href="/wiki/Category:Short_description_matches_Wikidata" title="Category:Short description matches Wikidata">Short description matches Wikidata</a></li><li><a href="/wiki/Category:Incomplete_lists_from_October_2021" title="Category:Incomplete lists from October 2021">Incomplete lists from October 2021</a></li></ul></div></div> </div> </main> </div> <div class="mw-footer-container"> <footer id="footer" class="mw-footer" > <ul id="footer-info"> <li id="footer-info-lastmod"> This page was last edited on 20 February 2025, at 15:16<span class="anonymous-show"> (UTC)</span>.</li> <li id="footer-info-copyright">Text is available under the <a href="/wiki/Wikipedia:Text_of_the_Creative_Commons_Attribution-ShareAlike_4.0_International_License" title="Wikipedia:Text of the Creative Commons Attribution-ShareAlike 4.0 International License">Creative Commons Attribution-ShareAlike 4.0 License</a>; additional terms may apply. By using this site, you agree to the <a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Terms_of_Use" class="extiw" title="foundation:Special:MyLanguage/Policy:Terms of Use">Terms of Use</a> and <a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Privacy_policy" class="extiw" title="foundation:Special:MyLanguage/Policy:Privacy policy">Privacy Policy</a>. Wikipedia® is a registered trademark of the <a rel="nofollow" class="external text" href="https://wikimediafoundation.org/">Wikimedia Foundation, Inc.</a>, a non-profit organization.</li> </ul> <ul id="footer-places"> <li id="footer-places-privacy"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Privacy_policy">Privacy policy</a></li> <li id="footer-places-about"><a href="/wiki/Wikipedia:About">About Wikipedia</a></li> <li id="footer-places-disclaimers"><a href="/wiki/Wikipedia:General_disclaimer">Disclaimers</a></li> <li id="footer-places-contact"><a href="//en.wikipedia.org/wiki/Wikipedia:Contact_us">Contact Wikipedia</a></li> <li id="footer-places-wm-codeofconduct"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Universal_Code_of_Conduct">Code of Conduct</a></li> <li id="footer-places-developers"><a href="https://developer.wikimedia.org">Developers</a></li> <li id="footer-places-statslink"><a href="https://stats.wikimedia.org/#/en.wikipedia.org">Statistics</a></li> <li id="footer-places-cookiestatement"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Cookie_statement">Cookie statement</a></li> <li id="footer-places-mobileview"><a href="//en.m.wikipedia.org/w/index.php?title=Substituted_tryptamine&mobileaction=toggle_view_mobile" class="noprint stopMobileRedirectToggle">Mobile view</a></li> </ul> <ul id="footer-icons" class="noprint"> <li id="footer-copyrightico"><a href="https://wikimediafoundation.org/" class="cdx-button cdx-button--fake-button cdx-button--size-large cdx-button--fake-button--enabled"><picture><source media="(min-width: 500px)" srcset="/static/images/footer/wikimedia-button.svg" width="84" height="29"><img src="/static/images/footer/wikimedia.svg" width="25" height="25" alt="Wikimedia Foundation" lang="en" loading="lazy"></picture></a></li> <li id="footer-poweredbyico"><a href="https://www.mediawiki.org/" class="cdx-button cdx-button--fake-button cdx-button--size-large cdx-button--fake-button--enabled"><picture><source media="(min-width: 500px)" srcset="/w/resources/assets/poweredby_mediawiki.svg" width="88" height="31"><img src="/w/resources/assets/mediawiki_compact.svg" alt="Powered by MediaWiki" width="25" height="25" loading="lazy"></picture></a></li> </ul> </footer> </div> </div> </div> <div class="vector-header-container vector-sticky-header-container"> <div id="vector-sticky-header" class="vector-sticky-header"> <div class="vector-sticky-header-start"> <div class="vector-sticky-header-icon-start vector-button-flush-left vector-button-flush-right" aria-hidden="true"> <button class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-sticky-header-search-toggle" tabindex="-1" data-event-name="ui.vector-sticky-search-form.icon"><span class="vector-icon mw-ui-icon-search mw-ui-icon-wikimedia-search"></span> <span>Search</span> </button> </div> <div role="search" class="vector-search-box-vue vector-search-box-show-thumbnail vector-search-box"> <div class="vector-typeahead-search-container"> <div class="cdx-typeahead-search cdx-typeahead-search--show-thumbnail"> <form action="/w/index.php" id="vector-sticky-search-form" class="cdx-search-input cdx-search-input--has-end-button"> <div class="cdx-search-input__input-wrapper" data-search-loc="header-moved"> <div class="cdx-text-input cdx-text-input--has-start-icon"> <input class="cdx-text-input__input" type="search" name="search" placeholder="Search Wikipedia"> <span class="cdx-text-input__icon cdx-text-input__start-icon"></span> </div> <input type="hidden" name="title" value="Special:Search"> </div> <button class="cdx-button cdx-search-input__end-button">Search</button> </form> </div> </div> </div> <div class="vector-sticky-header-context-bar"> <nav aria-label="Contents" class="vector-toc-landmark"> <div id="vector-sticky-header-toc" class="vector-dropdown mw-portlet mw-portlet-sticky-header-toc vector-sticky-header-toc vector-button-flush-left" > <input type="checkbox" id="vector-sticky-header-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-sticky-header-toc" class="vector-dropdown-checkbox " aria-label="Toggle the table of contents" > <label id="vector-sticky-header-toc-label" for="vector-sticky-header-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" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">Toggle the table of contents</span> </label> <div class="vector-dropdown-content"> <div id="vector-sticky-header-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <div class="vector-sticky-header-context-bar-primary" aria-hidden="true" ><span class="mw-page-title-main">Substituted tryptamine</span></div> </div> </div> <div class="vector-sticky-header-end" aria-hidden="true"> <div class="vector-sticky-header-icons"> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-talk-sticky-header" tabindex="-1" data-event-name="talk-sticky-header"><span class="vector-icon mw-ui-icon-speechBubbles mw-ui-icon-wikimedia-speechBubbles"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-subject-sticky-header" tabindex="-1" data-event-name="subject-sticky-header"><span class="vector-icon mw-ui-icon-article mw-ui-icon-wikimedia-article"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-history-sticky-header" tabindex="-1" data-event-name="history-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-history mw-ui-icon-wikimedia-wikimedia-history"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only mw-watchlink" id="ca-watchstar-sticky-header" tabindex="-1" data-event-name="watch-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-star mw-ui-icon-wikimedia-wikimedia-star"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-edit-sticky-header" tabindex="-1" data-event-name="wikitext-edit-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-wikiText mw-ui-icon-wikimedia-wikimedia-wikiText"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-ve-edit-sticky-header" tabindex="-1" data-event-name="ve-edit-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-edit mw-ui-icon-wikimedia-wikimedia-edit"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-viewsource-sticky-header" tabindex="-1" data-event-name="ve-edit-protected-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-editLock mw-ui-icon-wikimedia-wikimedia-editLock"></span> <span></span> </a> </div> <div class="vector-sticky-header-buttons"> <button class="cdx-button cdx-button--weight-quiet mw-interlanguage-selector" id="p-lang-btn-sticky-header" tabindex="-1" data-event-name="ui.dropdown-p-lang-btn-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-language mw-ui-icon-wikimedia-wikimedia-language"></span> <span>5 languages</span> </button> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive" id="ca-addsection-sticky-header" tabindex="-1" data-event-name="addsection-sticky-header"><span class="vector-icon mw-ui-icon-speechBubbleAdd-progressive mw-ui-icon-wikimedia-speechBubbleAdd-progressive"></span> <span>Add topic</span> </a> </div> <div class="vector-sticky-header-icon-end"> <div class="vector-user-links"> </div> </div> </div> </div> </div> <div class="vector-settings" id="p-dock-bottom"> <ul></ul> </div><script>(RLQ=window.RLQ||[]).push(function(){mw.config.set({"wgHostname":"mw-web.codfw.main-d8647bfd6-454kf","wgBackendResponseTime":123,"wgPageParseReport":{"limitreport":{"cputime":"1.272","walltime":"1.605","ppvisitednodes":{"value":8745,"limit":1000000},"postexpandincludesize":{"value":286316,"limit":2097152},"templateargumentsize":{"value":18827,"limit":2097152},"expansiondepth":{"value":16,"limit":100},"expensivefunctioncount":{"value":2,"limit":500},"unstrip-depth":{"value":1,"limit":20},"unstrip-size":{"value":188465,"limit":5000000},"entityaccesscount":{"value":0,"limit":400},"timingprofile":["100.00% 744.694 1 -total"," 53.25% 396.583 1 Template:Reflist"," 23.16% 172.462 1 Template:Serotonergics"," 17.09% 127.278 11 Template:Cite_web"," 14.91% 111.017 19 Template:Cite_journal"," 10.70% 79.675 1 Template:Short_description"," 8.48% 63.126 14 Template:Cite_patent"," 7.41% 55.183 1 Template:Incomplete_list"," 7.02% 52.249 2 Template:Pagetype"," 5.23% 38.916 14 Template:Cite_patent/core"]},"scribunto":{"limitreport-timeusage":{"value":"0.451","limit":"10.000"},"limitreport-memusage":{"value":5852582,"limit":52428800}},"cachereport":{"origin":"mw-api-int.codfw.canary-cd7dff4b-j5wsw","timestamp":"20250220153543","ttl":2592000,"transientcontent":false}}});});</script> <script type="application/ld+json">{"@context":"https:\/\/schema.org","@type":"Article","name":"Substituted tryptamine","url":"https:\/\/en.wikipedia.org\/wiki\/Substituted_tryptamine","sameAs":"http:\/\/www.wikidata.org\/entity\/Q10705510","mainEntity":"http:\/\/www.wikidata.org\/entity\/Q10705510","author":{"@type":"Organization","name":"Contributors to Wikimedia projects"},"publisher":{"@type":"Organization","name":"Wikimedia Foundation, Inc.","logo":{"@type":"ImageObject","url":"https:\/\/www.wikimedia.org\/static\/images\/wmf-hor-googpub.png"}},"datePublished":"2011-11-26T05:51:25Z","dateModified":"2025-02-20T15:16:07Z","image":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/e\/e4\/Tryptamine_rests_General_Formula_V.svg","headline":"class of indoles"}</script> </body> </html>