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class="vector-toc-numb">2</span> <span>Physical properties</span> </div> </a> <button aria-controls="toc-Physical_properties-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Physical properties subsection</span> </button> <ul id="toc-Physical_properties-sublist" class="vector-toc-list"> <li id="toc-Electronic_configuration" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Electronic_configuration"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.1</span> <span>Electronic configuration</span> </div> </a> <ul id="toc-Electronic_configuration-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Dipole" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Dipole"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.2</span> <span>Dipole</span> </div> </a> <ul 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</ul> </li> <li id="toc-Organic_chemistry" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Organic_chemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.2</span> <span>Organic chemistry</span> </div> </a> <ul id="toc-Organic_chemistry-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Coordination_complexes" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Coordination_complexes"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.3</span> <span>Coordination complexes</span> </div> </a> <ul id="toc-Coordination_complexes-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Production_and_preparation" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Production_and_preparation"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Production and preparation</span> </div> </a> <button aria-controls="toc-Production_and_preparation-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Production and preparation subsection</span> </button> <ul id="toc-Production_and_preparation-sublist" class="vector-toc-list"> <li id="toc-Laboratory_methods" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Laboratory_methods"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.1</span> <span>Laboratory methods</span> </div> </a> <ul id="toc-Laboratory_methods-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Detection_and_assay" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Detection_and_assay"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Detection and assay</span> </div> </a> <ul id="toc-Detection_and_assay-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Environmental_effects" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Environmental_effects"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Environmental effects</span> </div> </a> <button aria-controls="toc-Environmental_effects-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Environmental effects subsection</span> </button> <ul id="toc-Environmental_effects-sublist" class="vector-toc-list"> <li id="toc-Acid_rain_deposition" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Acid_rain_deposition"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1</span> <span>Acid rain deposition</span> </div> </a> <ul id="toc-Acid_rain_deposition-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Ozone_depletion" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Ozone_depletion"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.2</span> <span>Ozone depletion</span> </div> </a> <ul id="toc-Ozone_depletion-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Precursor_to_NO2" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Precursor_to_NO2"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.3</span> <span>Precursor to NO<sub>2</sub></span> </div> </a> <ul id="toc-Precursor_to_NO2-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Biological_functions" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Biological_functions"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>Biological functions</span> </div> </a> <ul id="toc-Biological_functions-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Occupational_safety_and_health" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Occupational_safety_and_health"> <div class="vector-toc-text"> <span class="vector-toc-numb">8</span> <span>Occupational safety and health</span> </div> </a> <ul id="toc-Occupational_safety_and_health-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Explosion_hazard" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Explosion_hazard"> <div class="vector-toc-text"> <span class="vector-toc-numb">9</span> <span>Explosion hazard</span> </div> </a> <ul id="toc-Explosion_hazard-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">10</span> <span>References</span> </div> </a> <ul id="toc-References-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">11</span> <span>Further reading</span> </div> </a> <ul id="toc-Further_reading-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-External_links" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#External_links"> <div class="vector-toc-text"> <span class="vector-toc-numb">12</span> <span>External links</span> </div> </a> <ul id="toc-External_links-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Contents" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" 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">Nitric oxide</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 55 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-55" 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">55 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-af mw-list-item"><a href="https://af.wikipedia.org/wiki/Stikstofmonoksied" title="Stikstofmonoksied – Afrikaans" lang="af" hreflang="af" data-title="Stikstofmonoksied" data-language-autonym="Afrikaans" data-language-local-name="Afrikaans" class="interlanguage-link-target"><span>Afrikaans</span></a></li><li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%A3%D8%AD%D8%A7%D8%AF%D9%8A_%D8%A3%D9%83%D8%B3%D9%8A%D8%AF_%D8%A7%D9%84%D9%86%D9%8A%D8%AA%D8%B1%D9%88%D8%AC%D9%8A%D9%86" title="أحادي أكسيد النيتروجين – Arabic" lang="ar" hreflang="ar" data-title="أحادي أكسيد النيتروجين" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D9%86%DB%8C%D8%AA%D8%B1%DB%8C%DA%A9_%D8%A7%D9%88%DA%A9%D8%B3%DB%8C%D8%AF" title="نیتریک اوکسید – South Azerbaijani" lang="azb" hreflang="azb" data-title="نیتریک اوکسید" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%A8%E0%A6%BE%E0%A6%87%E0%A6%9F%E0%A7%8D%E0%A6%B0%E0%A6%BF%E0%A6%95_%E0%A6%85%E0%A6%95%E0%A7%8D%E0%A6%B8%E0%A6%BE%E0%A6%87%E0%A6%A1" title="নাইট্রিক অক্সাইড – Bangla" lang="bn" hreflang="bn" data-title="নাইট্রিক অক্সাইড" data-language-autonym="বাংলা" data-language-local-name="Bangla" class="interlanguage-link-target"><span>বাংলা</span></a></li><li class="interlanguage-link interwiki-bg mw-list-item"><a href="https://bg.wikipedia.org/wiki/%D0%90%D0%B7%D0%BE%D1%82%D0%B5%D0%BD_%D0%BE%D0%BA%D1%81%D0%B8%D0%B4" title="Азотен оксид – Bulgarian" lang="bg" hreflang="bg" data-title="Азотен оксид" data-language-autonym="Български" data-language-local-name="Bulgarian" class="interlanguage-link-target"><span>Български</span></a></li><li class="interlanguage-link interwiki-bs mw-list-item"><a href="https://bs.wikipedia.org/wiki/Du%C5%A1ik-monoksid" title="Dušik-monoksid – Bosnian" lang="bs" hreflang="bs" data-title="Dušik-monoksid" data-language-autonym="Bosanski" data-language-local-name="Bosnian" class="interlanguage-link-target"><span>Bosanski</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Mon%C3%B2xid_de_nitrogen" title="Monòxid de nitrogen – Catalan" lang="ca" hreflang="ca" data-title="Monòxid de nitrogen" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Oxid_dusnat%C3%BD" title="Oxid dusnatý – Czech" lang="cs" hreflang="cs" data-title="Oxid dusnatý" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Nitrogenmonoxid" title="Nitrogenmonoxid – Danish" lang="da" hreflang="da" data-title="Nitrogenmonoxid" data-language-autonym="Dansk" data-language-local-name="Danish" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Stickstoffmonoxid" title="Stickstoffmonoxid – German" lang="de" hreflang="de" data-title="Stickstoffmonoxid" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/L%C3%A4mmastikoksiid" title="Lämmastikoksiid – Estonian" lang="et" hreflang="et" data-title="Lämmastikoksiid" data-language-autonym="Eesti" data-language-local-name="Estonian" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%9C%CE%BF%CE%BD%CE%BF%CE%BE%CE%B5%CE%AF%CE%B4%CE%B9%CE%BF_%CF%84%CE%BF%CF%85_%CE%B1%CE%B6%CF%8E%CF%84%CE%BF%CF%85" title="Μονοξείδιο του αζώτου – Greek" lang="el" hreflang="el" data-title="Μονοξείδιο του αζώτου" data-language-autonym="Ελληνικά" data-language-local-name="Greek" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/%C3%93xido_de_nitr%C3%B3geno(II)" title="Óxido de nitrógeno(II) – Spanish" lang="es" hreflang="es" data-title="Óxido de nitrógeno(II)" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Nitrogena_monooksido" title="Nitrogena monooksido – Esperanto" lang="eo" hreflang="eo" data-title="Nitrogena monooksido" data-language-autonym="Esperanto" data-language-local-name="Esperanto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Oxido_nitriko" title="Oxido nitriko – Basque" lang="eu" hreflang="eu" data-title="Oxido nitriko" data-language-autonym="Euskara" data-language-local-name="Basque" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%86%DB%8C%D8%AA%D8%B1%DB%8C%DA%A9_%D8%A7%DA%A9%D8%B3%DB%8C%D8%AF" title="نیتریک اکسید – Persian" lang="fa" hreflang="fa" data-title="نیتریک اکسید" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Monoxyde_d%27azote" title="Monoxyde d'azote – French" lang="fr" hreflang="fr" data-title="Monoxyde d'azote" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ga mw-list-item"><a href="https://ga.wikipedia.org/wiki/Ocsa%C3%ADd_n%C3%ADtreach" title="Ocsaíd nítreach – Irish" lang="ga" hreflang="ga" data-title="Ocsaíd nítreach" data-language-autonym="Gaeilge" data-language-local-name="Irish" class="interlanguage-link-target"><span>Gaeilge</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/%C3%93xido_n%C3%ADtrico" title="Óxido nítrico – Galician" lang="gl" hreflang="gl" data-title="Óxido nítrico" data-language-autonym="Galego" data-language-local-name="Galician" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EC%9D%BC%EC%82%B0%ED%99%94_%EC%A7%88%EC%86%8C" title="일산화 질소 – Korean" lang="ko" hreflang="ko" data-title="일산화 질소" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-hi mw-list-item"><a href="https://hi.wikipedia.org/wiki/%E0%A4%AD%E0%A5%82%E0%A4%AF%E0%A4%BE%E0%A4%A4%E0%A4%BF_%E0%A4%8F%E0%A4%95%E0%A4%9C%E0%A4%BE%E0%A4%B0%E0%A5%87%E0%A4%AF" title="भूयाति एकजारेय – Hindi" lang="hi" hreflang="hi" data-title="भूयाति एकजारेय" data-language-autonym="हिन्दी" data-language-local-name="Hindi" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Du%C5%A1ikov(II)_oksid" title="Dušikov(II) oksid – Croatian" lang="hr" hreflang="hr" data-title="Dušikov(II) oksid" data-language-autonym="Hrvatski" data-language-local-name="Croatian" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Nitrogen_monoksida" title="Nitrogen monoksida – Indonesian" lang="id" hreflang="id" data-title="Nitrogen monoksida" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Monossido_di_azoto" title="Monossido di azoto – Italian" lang="it" hreflang="it" data-title="Monossido di azoto" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%97%D7%A0%D7%A7%D7%9F_%D7%97%D7%9E%D7%A6%D7%A0%D7%99" title="חנקן חמצני – Hebrew" lang="he" hreflang="he" data-title="חנקן חמצני" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-ka mw-list-item"><a href="https://ka.wikipedia.org/wiki/%E1%83%90%E1%83%96%E1%83%9D%E1%83%A2%E1%83%9D%E1%83%95%E1%83%90%E1%83%9C%E1%83%98_%E1%83%9D%E1%83%A5%E1%83%A1%E1%83%98%E1%83%93%E1%83%98" title="აზოტოვანი ოქსიდი – Georgian" lang="ka" hreflang="ka" data-title="აზოტოვანი ოქსიდი" data-language-autonym="ქართული" data-language-local-name="Georgian" class="interlanguage-link-target"><span>ქართული</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Sl%C4%81pek%C4%BCa(II)_oks%C4%ABds" title="Slāpekļa(II) oksīds – Latvian" lang="lv" hreflang="lv" data-title="Slāpekļa(II) oksīds" data-language-autonym="Latviešu" data-language-local-name="Latvian" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-lt mw-list-item"><a href="https://lt.wikipedia.org/wiki/Azoto_monoksidas" title="Azoto monoksidas – Lithuanian" lang="lt" hreflang="lt" data-title="Azoto monoksidas" data-language-autonym="Lietuvių" data-language-local-name="Lithuanian" class="interlanguage-link-target"><span>Lietuvių</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Nitrog%C3%A9n-monoxid" title="Nitrogén-monoxid – Hungarian" lang="hu" hreflang="hu" data-title="Nitrogén-monoxid" data-language-autonym="Magyar" data-language-local-name="Hungarian" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-mk mw-list-item"><a href="https://mk.wikipedia.org/wiki/%D0%90%D0%B7%D0%BE%D1%82_%D0%BC%D0%BE%D0%BD%D0%BE%D0%BA%D1%81%D0%B8%D0%B4" title="Азот моноксид – Macedonian" lang="mk" hreflang="mk" data-title="Азот моноксид" data-language-autonym="Македонски" data-language-local-name="Macedonian" class="interlanguage-link-target"><span>Македонски</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Nitrik_oksida" title="Nitrik oksida – Malay" lang="ms" hreflang="ms" data-title="Nitrik oksida" data-language-autonym="Bahasa Melayu" data-language-local-name="Malay" class="interlanguage-link-target"><span>Bahasa Melayu</span></a></li><li class="interlanguage-link interwiki-mn mw-list-item"><a href="https://mn.wikipedia.org/wiki/%D0%90%D0%B7%D0%BE%D1%82%D1%8B%D0%BD_%D0%BE%D0%BA%D1%81%D0%B8%D0%B4" title="Азотын оксид – Mongolian" lang="mn" hreflang="mn" data-title="Азотын оксид" data-language-autonym="Монгол" data-language-local-name="Mongolian" class="interlanguage-link-target"><span>Монгол</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Stikstofmonoxide" title="Stikstofmonoxide – Dutch" lang="nl" hreflang="nl" data-title="Stikstofmonoxide" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E4%B8%80%E9%85%B8%E5%8C%96%E7%AA%92%E7%B4%A0" title="一酸化窒素 – Japanese" lang="ja" hreflang="ja" data-title="一酸化窒素" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Nitrogenmonoksid" title="Nitrogenmonoksid – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Nitrogenmonoksid" data-language-autonym="Norsk bokmål" data-language-local-name="Norwegian Bokmål" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Tlenek_azotu" title="Tlenek azotu – Polish" lang="pl" hreflang="pl" data-title="Tlenek azotu" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/%C3%93xido_n%C3%ADtrico" title="Óxido nítrico – Portuguese" lang="pt" hreflang="pt" data-title="Óxido nítrico" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Monoxid_de_azot" title="Monoxid de azot – Romanian" lang="ro" hreflang="ro" data-title="Monoxid de azot" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%9E%D0%BA%D1%81%D0%B8%D0%B4_%D0%B0%D0%B7%D0%BE%D1%82%D0%B0(II)" title="Оксид азота(II) – Russian" lang="ru" hreflang="ru" data-title="Оксид азота(II)" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-simple mw-list-item"><a href="https://simple.wikipedia.org/wiki/Nitric_oxide" title="Nitric oxide – Simple English" lang="en-simple" hreflang="en-simple" data-title="Nitric oxide" data-language-autonym="Simple English" data-language-local-name="Simple English" class="interlanguage-link-target"><span>Simple English</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Oxid_dusnat%C3%BD" title="Oxid dusnatý – Slovak" lang="sk" hreflang="sk" data-title="Oxid dusnatý" data-language-autonym="Slovenčina" data-language-local-name="Slovak" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Du%C5%A1ikov_monoksid" title="Dušikov monoksid – Slovenian" lang="sl" hreflang="sl" data-title="Dušikov monoksid" data-language-autonym="Slovenščina" data-language-local-name="Slovenian" class="interlanguage-link-target"><span>Slovenščina</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/%D0%90%D0%B7%D0%BE%D1%82-%D0%BC%D0%BE%D0%BD%D0%BE%D0%BA%D1%81%D0%B8%D0%B4" title="Азот-моноксид – Serbian" lang="sr" hreflang="sr" data-title="Азот-моноксид" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Azot-monoksid" title="Azot-monoksid – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Azot-monoksid" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Typpioksidi" title="Typpioksidi – Finnish" lang="fi" hreflang="fi" data-title="Typpioksidi" 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/Kv%C3%A4veoxid" title="Kväveoxid – Swedish" lang="sv" hreflang="sv" data-title="Kväveoxid" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/%E0%AE%A8%E0%AF%88%E0%AE%9F%E0%AF%8D%E0%AE%B0%E0%AE%BF%E0%AE%95%E0%AF%8D_%E0%AE%86%E0%AE%95%E0%AF%8D%E0%AE%9A%E0%AF%88%E0%AE%9F%E0%AF%81" title="நைட்ரிக் ஆக்சைடு – Tamil" lang="ta" hreflang="ta" data-title="நைட்ரிக் ஆக்சைடு" data-language-autonym="தமிழ்" data-language-local-name="Tamil" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B9%84%E0%B8%99%E0%B8%95%E0%B8%A3%E0%B8%B4%E0%B8%81%E0%B8%AD%E0%B8%AD%E0%B8%81%E0%B9%84%E0%B8%8B%E0%B8%94%E0%B9%8C" title="ไนตริกออกไซด์ – Thai" lang="th" hreflang="th" data-title="ไนตริกออกไซด์" data-language-autonym="ไทย" data-language-local-name="Thai" class="interlanguage-link-target"><span>ไทย</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Azot_monoksit" title="Azot monoksit – Turkish" lang="tr" hreflang="tr" data-title="Azot monoksit" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%9E%D0%BA%D1%81%D0%B8%D0%B4_%D0%B0%D0%B7%D0%BE%D1%82%D1%83(II)" title="Оксид азоту(II) – Ukrainian" lang="uk" hreflang="uk" data-title="Оксид азоту(II)" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-ur mw-list-item"><a href="https://ur.wikipedia.org/wiki/%D9%86%D8%A7%D8%A6%D9%B9%D8%B1%DA%A9_%D8%A2%DA%A9%D8%B3%D8%A7%D8%A6%DA%88" title="نائٹرک آکسائڈ – Urdu" lang="ur" hreflang="ur" data-title="نائٹرک آکسائڈ" data-language-autonym="اردو" data-language-local-name="Urdu" class="interlanguage-link-target"><span>اردو</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Nit%C6%A1_monoxide" title="Nitơ monoxide – Vietnamese" lang="vi" hreflang="vi" data-title="Nitơ monoxide" data-language-autonym="Tiếng Việt" data-language-local-name="Vietnamese" class="interlanguage-link-target"><span>Tiếng Việt</span></a></li><li class="interlanguage-link interwiki-wuu mw-list-item"><a href="https://wuu.wikipedia.org/wiki/%E4%B8%80%E6%B0%A7%E5%8C%96%E6%B0%AE" title="一氧化氮 – Wu" lang="wuu" hreflang="wuu" data-title="一氧化氮" data-language-autonym="吴语" data-language-local-name="Wu" class="interlanguage-link-target"><span>吴语</span></a></li><li class="interlanguage-link interwiki-zh-yue mw-list-item"><a href="https://zh-yue.wikipedia.org/wiki/%E4%B8%80%E6%B0%A7%E5%8C%96%E6%B0%AE" title="一氧化氮 – Cantonese" lang="yue" hreflang="yue" data-title="一氧化氮" data-language-autonym="粵語" data-language-local-name="Cantonese" class="interlanguage-link-target"><span>粵語</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E4%B8%80%E6%B0%A7%E5%8C%96%E6%B0%AE" title="一氧化氮 – Chinese" lang="zh" hreflang="zh" data-title="一氧化氮" data-language-autonym="中文" data-language-local-name="Chinese" 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class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Colorless gas with the formula NO</div> <style data-mw-deduplicate="TemplateStyles:r1236090951">.mw-parser-output .hatnote{font-style:italic}.mw-parser-output div.hatnote{padding-left:1.6em;margin-bottom:0.5em}.mw-parser-output .hatnote i{font-style:normal}.mw-parser-output .hatnote+link+.hatnote{margin-top:-0.5em}@media print{body.ns-0 .mw-parser-output .hatnote{display:none!important}}</style><div role="note" class="hatnote navigation-not-searchable">Not to be confused with <a href="/wiki/Nitrous_oxide" title="Nitrous oxide">nitrous oxide</a>.</div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">This article is about a molecule of one nitrogen atom and one oxygen atom. For other chemical combinations of nitrogen and oxygen, see <a href="/wiki/Nitrogen_oxide" title="Nitrogen oxide">nitrogen oxide</a>. For the use of nitric oxide as a medication or in biology, see <a href="/wiki/Biological_functions_of_nitric_oxide" title="Biological functions of nitric oxide">Biological functions of nitric oxide</a>.</div> <style data-mw-deduplicate="TemplateStyles:r1268415487">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}</style> <table class="infobox ib-chembox"> <caption>Nitric oxide </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Nitric-oxide-2D.svg" class="mw-file-description" title="Skeletal formula of nitric oxide with bond length"><img alt="Skeletal formula of nitric oxide with bond length" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/ca/Nitric-oxide-2D.svg/121px-Nitric-oxide-2D.svg.png" decoding="async" width="121" height="79" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/ca/Nitric-oxide-2D.svg/182px-Nitric-oxide-2D.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/ca/Nitric-oxide-2D.svg/242px-Nitric-oxide-2D.svg.png 2x" data-file-width="890" data-file-height="584" /></a><figcaption>Skeletal formula of nitric oxide with bond length</figcaption></figure> </td></tr> <tr> <td colspan="2" class="borderless" style="text-align:center"> <table border="0" style="width:100%;display:inline-table;"> <tbody><tr> <td style="border-right:1px solid #aaa; width:50%;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Nitric_oxide.svg" class="mw-file-description" title="Skeletal formula showing two lone pairs and one three-electron bond"><img alt="Skeletal formula showing two lone pairs and one three-electron bond" src="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/Nitric_oxide.svg/110px-Nitric_oxide.svg.png" decoding="async" width="110" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/15/Nitric_oxide.svg/165px-Nitric_oxide.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/15/Nitric_oxide.svg/220px-Nitric_oxide.svg.png 2x" data-file-width="320" data-file-height="145" /></a><figcaption>Skeletal formula showing two lone pairs and one three-electron bond</figcaption></figure> </td> <td style="width:50%;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Nitric-oxide-3D-vdW.png" class="mw-file-description" title="Space-filling model of nitric oxide"><img alt="Space-filling model of nitric oxide" src="//upload.wikimedia.org/wikipedia/commons/thumb/7/73/Nitric-oxide-3D-vdW.png/110px-Nitric-oxide-3D-vdW.png" decoding="async" width="110" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/73/Nitric-oxide-3D-vdW.png/165px-Nitric-oxide-3D-vdW.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/73/Nitric-oxide-3D-vdW.png/220px-Nitric-oxide-3D-vdW.png 2x" data-file-width="1100" data-file-height="869" /></a><figcaption>Space-filling model of nitric oxide</figcaption></figure> </td></tr></tbody></table> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature" title="Chemical nomenclature">IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">Nitrogen monoxide<sup id="cite_ref-Nomenclature_2005_1-0" class="reference"><a href="#cite_note-Nomenclature_2005-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></div> </td></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature#Systematic_name" title="Chemical nomenclature">Systematic IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">Oxidonitrogen(•)<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> (additive)</div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">Nitrogen oxide<br />Nitrogen(II) oxide<br />Oxonitrogen<br />Nitrogen monoxide</div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=10102-43-9">10102-43-9</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=%5BN%5D%3DO">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=16480">CHEBI:16480</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembl/explore/compound/ChEMBL1200689">ChEMBL1200689</a></span><sup> <span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.127983.html">127983</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.drugbank.ca"><a rel="nofollow" class="external text" href="https://www.drugbank.ca/drugs/DB00435">DB00435</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.030.233">100.030.233</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q207843#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span> </td></tr> <tr> <td><a href="/wiki/European_Community_number" title="European Community number"><span title="European Community number (chemical identifier)">EC Number</span></a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>233-271-0</li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Gmelin_database" title="Gmelin database">Gmelin Reference</a></div> </td> <td>451 </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/IUPHAR/BPS" class="mw-redirect" title="IUPHAR/BPS">IUPHAR/BPS</a></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.guidetopharmacology.org"><a rel="nofollow" class="external text" href="http://www.guidetopharmacology.org/GRAC/LigandDisplayForward?tab=summary&ligandId=2509">2509</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/KEGG" title="KEGG">KEGG</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.kegg.jp"><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/D00074">D00074</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/145068">145068</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/RTECS" class="mw-redirect" title="RTECS">RTECS number</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>QX0525000</li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/31C4KY9ESH">31C4KY9ESH</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/UN_number" title="UN number">UN number</a> </td> <td>1660 </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID1020938">DTXSID1020938</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q207843#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/NO/c1-2<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: MWUXSHHQAYIFBG-UHFFFAOYSA-N<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></div></li><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1/NO/c1-2</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: MWUXSHHQAYIFBG-UHFFFAOYAI</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">[N]=O</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><span title="Nitrogen">N</span><span title="Oxygen">O</span> </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7001300060000000000♠"></span>30.006</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td>Appearance </td> <td>Colourless gas </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>1.3402 g/L </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>−164 °C (−263 °F; 109 K) </td></tr> <tr> <td><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a> </td> <td>−152 °C (−242 °F; 121 K) </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Aqueous_solution" title="Aqueous solution">Solubility in water</a></div> </td> <td>0.0098 g / 100 ml (0 °C) <br /> 0.0056 g / 100 ml (20 °C) </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Refractive_index" title="Refractive index">Refractive index</a> (<i>n</i><sub>D</sub>)</div> </td> <td>1.0002697 </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Structure </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Molecular_geometry" title="Molecular geometry">Molecular shape</a></div> </td> <td>linear (<a href="/wiki/Point_group" title="Point group">point group</a> C<sub>∞<i>v</i></sub>) </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Thermochemistry </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_molar_entropy" title="Standard molar entropy">Std molar<br />entropy</a> <span style="font-size:112%;">(<i>S</i><sup>⦵</sup><sub>298</sub>)</span></div> </td> <td>210.76 J/(K·mol) </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_enthalpy_change_of_formation" class="mw-redirect" title="Standard enthalpy change of formation">Std enthalpy of<br />formation</a> <span style="font-size:112%;">(Δ<sub>f</sub><i>H</i><sup>⦵</sup><sub>298</sub>)</span></div> </td> <td>90.29 kJ/mol </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Pharmacology </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></div> </td> <td><a href="/wiki/ATC_code_R07" title="ATC code R07">R07AX01</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=R07AX01">WHO</a></span>)  </td></tr> <tr> <td><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">License data</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"> <ul><li><small><abbr class="country-name" title="European Union">EU</abbr></small> <a href="/wiki/European_Medicines_Agency" title="European Medicines Agency">EMA</a>: <span title="www.ema.europa.eu: 'Nitric oxide'"><a rel="nofollow" class="external text" href="https://www.ema.europa.eu/en/medicines/search_api_aggregation_ema_active_substance_and_inn_common_name/Nitric+oxide">by INN</a></span></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Route_of_administration" title="Route of administration">Routes of<br />administration</a></div> </td> <td><a href="/wiki/Inhalation" title="Inhalation">Inhalation</a> </td></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;color:inherit;"><a href="/wiki/Pharmacokinetics" title="Pharmacokinetics">Pharmacokinetics</a>: </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Bioavailability" title="Bioavailability">Bioavailability</a></div> </td> <td>good </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Metabolism" title="Metabolism">Metabolism</a></div> </td> <td>via pulmonary capillary bed </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Biological_half-life" title="Biological half-life">Biological half-life</a></div> </td> <td>2–6 seconds </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Hazards </th></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;color:inherit;"><b><a href="/wiki/Occupational_safety_and_health" title="Occupational safety and health">Occupational safety and health</a></b> (OHS/OSH): </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Main hazards</div> </td> <td>Very toxic, corrosive, oxidizer<sup id="cite_ref-SDS_4-3" class="reference"><a href="#cite_note-SDS-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;color:inherit;"><a href="/wiki/Globally_Harmonized_System_of_Classification_and_Labelling_of_Chemicals" title="Globally Harmonized System of Classification and Labelling of Chemicals"><b>GHS</b> labelling</a>: </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_pictograms" title="GHS hazard pictograms">Pictograms</a></div> </td> <td><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-rondflam.svg" class="mw-file-description" title="GHS03: Oxidizing"><img alt="GHS03: Oxidizing" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e5/GHS-pictogram-rondflam.svg/50px-GHS-pictogram-rondflam.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e5/GHS-pictogram-rondflam.svg/75px-GHS-pictogram-rondflam.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e5/GHS-pictogram-rondflam.svg/100px-GHS-pictogram-rondflam.svg.png 2x" data-file-width="724" data-file-height="724" /></a></span><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-acid.svg" class="mw-file-description" title="GHS05: Corrosive"><img alt="GHS05: Corrosive" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a1/GHS-pictogram-acid.svg/50px-GHS-pictogram-acid.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a1/GHS-pictogram-acid.svg/75px-GHS-pictogram-acid.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a1/GHS-pictogram-acid.svg/100px-GHS-pictogram-acid.svg.png 2x" data-file-width="724" data-file-height="724" /></a></span><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-skull.svg" class="mw-file-description" title="GHS06: Toxic"><img alt="GHS06: Toxic" src="//upload.wikimedia.org/wikipedia/commons/thumb/5/58/GHS-pictogram-skull.svg/50px-GHS-pictogram-skull.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/58/GHS-pictogram-skull.svg/75px-GHS-pictogram-skull.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/58/GHS-pictogram-skull.svg/100px-GHS-pictogram-skull.svg.png 2x" data-file-width="724" data-file-height="724" /></a></span><sup id="cite_ref-ECHA_3-0" class="reference"><a href="#cite_note-ECHA-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-SDS_4-0" class="reference"><a href="#cite_note-SDS-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Globally_Harmonized_System_of_Classification_and_Labelling_of_Chemicals#Signal_word" title="Globally Harmonized System of Classification and Labelling of Chemicals">Signal word</a></div> </td> <td><b>Danger</b> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_statements" title="GHS hazard statements">Hazard statements</a></div> </td> <td><abbr class="abbr" title="H270: May cause or intensify fire: oxidizer">H270</abbr>, <abbr class="abbr" title="H314: Causes severe skin burns and eye damage">H314</abbr>, <abbr class="abbr" title="H330: Fatal if inhaled">H330</abbr><sup id="cite_ref-ECHA_3-1" class="reference"><a href="#cite_note-ECHA-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-SDS_4-1" class="reference"><a href="#cite_note-SDS-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_precautionary_statements" title="GHS precautionary statements">Precautionary statements</a></div> </td> <td><abbr class="abbr" title="P220: Keep/Store away from clothing/.../combustible materials.">P220</abbr>, <abbr class="abbr" title="P244: Keep valves and fittings free from grease and oil">P244</abbr>, <abbr class="abbr" title="P260: Do not breathe dust/fume/gas/mist/vapours/spray.">P260</abbr>, <abbr class="abbr" title="P280: Wear protective gloves/protective clothing/eye protection/face protection.">P280</abbr>, <abbr class="abbr" title="P303+P361+P353+P315: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water [or shower]. Get immediate medical advice/attention.">P303+P361+P353+P315</abbr>, <abbr class="abbr" title="P304+P340+P315: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing. Get immediate medical advice/attention.">P304+P340+P315</abbr>, <abbr class="abbr" title="P305+P351+P338+P315: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing. Get immediate medical advice/attention.">P305+P351+P338+P315</abbr>, <abbr class="abbr" title="P370+P376: In case of fire: Stop leak if safe to do so.">P370+P376</abbr>, <abbr class="abbr" title="P403: Store in a well ventilated place.">P403</abbr>, <abbr class="abbr" title="P405: Store locked up.">P405</abbr><sup id="cite_ref-ECHA_3-2" class="reference"><a href="#cite_note-ECHA-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-SDS_4-2" class="reference"><a href="#cite_note-SDS-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/NFPA_704" title="NFPA 704"><b>NFPA 704</b></a> (fire diamond) </td> <td><style data-mw-deduplicate="TemplateStyles:r1170367383">.mw-parser-output .nfpa-704-diamond-ref{float:right;padding:1px;text-align:right}.mw-parser-output .nfpa-704-diamond-container{width:82px;font-family:sans-serif;margin:0 auto}.mw-parser-output .nfpa-704-diamond-container-ref{float:left;margin-left:1em}.mw-parser-output .nfpa-704-diamond-images{float:left;font-size:20px;text-align:center;position:relative;height:80px;width:80px;padding:1px}.mw-parser-output .nfpa-704-diamond-map{position:absolute;height:80px;width:80px}.mw-parser-output .nfpa-704-diamond .noresize{margin:0 auto}.mw-parser-output .nfpa-704-diamond-code{line-height:1em;text-align:center;position:absolute}.mw-parser-output .nfpa-704-diamond-code>a{color:black}.mw-parser-output .nfpa-704-diamond-blue{width:13px;top:31px;left:15px}.mw-parser-output .nfpa-704-diamond-red{width:12px;top:12px;left:35px}.mw-parser-output .nfpa-704-diamond-yellow{width:13px;top:31px;left:54px}.mw-parser-output .nfpa-704-diamond-white-image{position:relative;top:51px;left:0}.mw-parser-output .nfpa-704-diamond-white-text{vertical-align:middle;text-align:center;line-height:80%;position:absolute;top:52px}.mw-parser-output .nfpa-704-diamond-white-text a>span{position:absolute;color:black}.mw-parser-output .nfpa-704-diamond-white-wors{font-size:15px;width:23px;left:29px}.mw-parser-output .nfpa-704-diamond-white-wox{font-size:15px;font-stretch:condensed;width:21px;line-height:80%;top:-4px;left:29px}.mw-parser-output .nfpa-704-diamond-white-abcp{font-size:13.5px;font-stretch:condensed;width:28px;left:26px}.mw-parser-output .nfpa-704-diamond-white-ac{font-size:10px;width:30px;left:25px}.mw-parser-output .nfpa-704-diamond-white-strike{text-decoration:line-through}</style><div class="nfpa-704-diamond notheme"><div class="nfpa-704-diamond-container"><div class="nfpa-704-diamond-images nounderlines"> <div class="nfpa-704-diamond-map"><figure class="noresize" typeof="mw:File"><span><img alt="NFPA 704 four-colored diamond" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/80px-NFPA_704.svg.png" decoding="async" width="80" height="80" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/120px-NFPA_704.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/160px-NFPA_704.svg.png 2x" data-file-width="512" data-file-height="512" usemap="#ImageMap_77e09a46cdc50f95" /></span><map name="ImageMap_77e09a46cdc50f95"><area href="/wiki/NFPA_704#Blue" shape="poly" coords="23,23,47,47,23,70,0,47" alt="Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas" title="Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas" /><area href="/wiki/NFPA_704#Red" shape="poly" coords="47,0,70,23,47,47,23,23" alt="Flammability 0: Will not burn. E.g. water" title="Flammability 0: Will not burn. E.g. water" /><area href="/wiki/NFPA_704#Yellow" shape="poly" coords="70,23,94,47,70,70,47,47" alt="Instability 3: Capable of detonation or explosive decomposition but requires a strong initiating source, must be heated under confinement before initiation, reacts explosively with water, or will detonate if severely shocked. E.g. hydrogen peroxide" title="Instability 3: Capable of detonation or explosive decomposition but requires a strong initiating source, must be heated under confinement before initiation, reacts explosively with water, or will detonate if severely shocked. E.g. hydrogen peroxide" /><area href="/wiki/NFPA_704#White" shape="poly" coords="47,47,70,70,47,94,23,70" alt="Special hazard OX: Oxidizer. E.g. potassium perchlorate" title="Special hazard OX: Oxidizer. E.g. potassium perchlorate" /></map><figcaption></figcaption></figure></div><div class="nfpa-704-diamond-code nfpa-704-diamond-blue"> <a href="/wiki/NFPA_704#Blue" title="NFPA 704"><span title="Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas" class="notheme mw-no-invert">3</span></a></div><div class="nfpa-704-diamond-code nfpa-704-diamond-red"> <a href="/wiki/NFPA_704#Red" title="NFPA 704"><span title="Flammability 0: Will not burn. E.g. water" class="notheme mw-no-invert">0</span></a></div><div class="nfpa-704-diamond-code nfpa-704-diamond-yellow"> <a href="/wiki/NFPA_704#Yellow" title="NFPA 704"><span title="Instability 3: Capable of detonation or explosive decomposition but requires a strong initiating source, must be heated under confinement before initiation, reacts explosively with water, or will detonate if severely shocked. E.g. hydrogen peroxide" class="notheme mw-no-invert">3</span></a></div><div class="nfpa-704-diamond-white-text mw-no-invert"><a href="/wiki/NFPA_704#White" title="NFPA 704"><span class="nfpa-704-diamond-white-wors" title="Special hazard OX: Oxidizer. E.g. potassium perchlorate">OX</span></a></div></div></div></div> </td></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;color:inherit;"><b>Lethal dose</b> or concentration (LD, LC): </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">LC<sub>50</sub> (<a href="/wiki/Lethal_dose#LC50" title="Lethal dose">median concentration</a>)</div> </td> <td>315 ppm (rabbit, 15 <a href="/wiki/Minute" title="Minute">min</a>)<br />854 ppm (rat, 4 <a href="/wiki/Hour" title="Hour">h</a>)<br />2500 ppm (mouse, 12 min)<sup id="cite_ref-IDLH_5-0" class="reference"><a href="#cite_note-IDLH-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">LC<sub>Lo</sub> (<a href="/wiki/Lethal_dose#LCLo" title="Lethal dose">lowest published</a>)</div> </td> <td>320 ppm (mouse)<sup id="cite_ref-IDLH_5-1" class="reference"><a href="#cite_note-IDLH-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Safety_data_sheet" title="Safety data sheet">Safety data sheet</a> (SDS) </td> <td><a rel="nofollow" class="external text" href="https://web.archive.org/web/20201102102334/https://www.boconline.co.uk/en/images/sg-088-nitric-oxide-v1.2_tcm410-39637.pdf">External SDS</a> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Related compounds </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Related nitrogen oxides</div> </td> <td><a href="/wiki/Dinitrogen_pentoxide" title="Dinitrogen pentoxide">Dinitrogen pentoxide</a><br /> <p><a href="/wiki/Dinitrogen_tetroxide" title="Dinitrogen tetroxide">Dinitrogen tetroxide</a><br /> <a href="/wiki/Dinitrogen_trioxide" title="Dinitrogen trioxide">Dinitrogen trioxide</a><br /> <a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">Nitrogen dioxide</a><br /> <a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide</a><br /> <a href="/wiki/Azanone" class="mw-redirect" title="Azanone">Nitroxyl</a> (reduced form)<br /> <a href="/wiki/Hydroxylamine" title="Hydroxylamine">Hydroxylamine</a> (hydrogenated form) </p> </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; color:inherit; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div> <div style="margin-top: 0.3em;"><div style="text-align:center;"><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/12px-X_mark.svg.png" decoding="async" width="12" height="14" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/18px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/24px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span> <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=477001381&page2=Nitric+oxide">verify</a></span> (<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a> <sup><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup> ?) </div></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>Nitric oxide</b> (<b>nitrogen oxide</b> or <b>nitrogen monoxide</b><sup id="cite_ref-Nomenclature_2005_1-1" class="reference"><a href="#cite_note-Nomenclature_2005-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>) is a colorless gas with the formula <b><span class="chemf nowrap">NO</span></b>. It is one of the principal <a href="/wiki/Oxides_of_nitrogen" class="mw-redirect" title="Oxides of nitrogen">oxides of nitrogen</a>. Nitric oxide is a <a href="/wiki/Free_radical" class="mw-redirect" title="Free radical">free radical</a>: it has an <a href="/wiki/Unpaired_electron" title="Unpaired electron">unpaired electron</a>, which is sometimes denoted by a dot in its <a href="/wiki/Chemical_formula" title="Chemical formula">chemical formula</a> (<sup>•</sup>N=O or <sup>•</sup>NO). Nitric oxide is also a <a href="/wiki/Heteronuclear" class="mw-redirect" title="Heteronuclear">heteronuclear</a> <a href="/wiki/Diatomic_molecule" title="Diatomic molecule">diatomic molecule</a>, a class of molecules whose study spawned early modern <a href="/wiki/Molecular_orbital_theory" title="Molecular orbital theory">theories of chemical bonding</a>.<sup id="cite_ref-G&E_6-0" class="reference"><a href="#cite_note-G&E-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p><p>An important <a href="/wiki/Reaction_intermediate" title="Reaction intermediate">intermediate</a> in <a href="/wiki/Chemical_industry" title="Chemical industry">industrial chemistry</a>, nitric oxide forms in combustion systems and can be generated by lightning in thunderstorms. In mammals, including humans, nitric oxide is a <a href="/wiki/Signaling_molecule" class="mw-redirect" title="Signaling molecule">signaling molecule</a> in many physiological and pathological processes.<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> It was proclaimed the "<a href="/wiki/Molecule_of_the_Year" class="mw-redirect" title="Molecule of the Year">Molecule of the Year</a>" in 1992.<sup id="cite_ref-pmid1361684_8-0" class="reference"><a href="#cite_note-pmid1361684-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> The <a href="/wiki/List_of_Nobel_laureates_in_Physiology_or_Medicine#1951.E2.80.932000" title="List of Nobel laureates in Physiology or Medicine">1998 Nobel Prize in Physiology or Medicine</a> was awarded for discovering nitric oxide's role as a cardiovascular signalling molecule.<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> Its impact extends beyond biology, with applications in medicine, such as the development of <a href="/wiki/Sildenafil" title="Sildenafil">sildenafil</a> (Viagra), and in industry, including <a href="/wiki/Semiconductor" title="Semiconductor">semiconductor</a> manufacturing.<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><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> </p><p>Nitric oxide should not be confused with <a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">nitrogen dioxide</a> (NO<sub>2</sub>), a brown gas and major <a href="/wiki/Air_pollutant" class="mw-redirect" title="Air pollutant">air pollutant</a>, or with <a href="/wiki/Nitrous_oxide" title="Nitrous oxide">nitrous oxide</a> (N<sub>2</sub>O), an <a href="/wiki/General_anaesthetic" title="General anaesthetic">anesthetic</a> gas.<sup id="cite_ref-G&E_6-1" class="reference"><a href="#cite_note-G&E-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="History">History</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=1" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Nitric oxide (NO) was first identified by <a href="/wiki/Joseph_Priestley" title="Joseph Priestley">Joseph Priestley</a> in the late 18th century, originally seen as merely a toxic byproduct of combustion and an environmental pollutant.<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> Its biological significance was later uncovered in the 1980s when researchers <a href="/wiki/Robert_F._Furchgott" title="Robert F. Furchgott">Robert F. Furchgott</a>, <a href="/wiki/Louis_Ignarro" title="Louis Ignarro">Louis J. Ignarro</a>, and <a href="/wiki/Ferid_Murad" title="Ferid Murad">Ferid Murad</a> discovered its critical role as a <a href="/wiki/Vasodilation" title="Vasodilation">vasodilator</a> in the cardiovascular system, a breakthrough that earned them the 1998 Nobel Prize in Physiology or Medicine.<sup id="cite_ref-13" class="reference"><a href="#cite_note-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Physical_properties">Physical properties</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=2" title="Edit section: Physical properties"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Electronic_configuration">Electronic configuration</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=3" title="Edit section: Electronic configuration"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The ground state electronic configuration of NO is, in united atom notation:<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> </p><p><span class="mwe-math-element"><span class="mwe-math-mathml-display mwe-math-mathml-a11y" style="display: none;"><math display="block" xmlns="http://www.w3.org/1998/Math/MathML" alttext="{\displaystyle (1\sigma )^{2}(2\sigma )^{2}(3\sigma )^{2}(4\sigma ^{*})^{2}(5\sigma )^{2}(1\pi )^{4}(2\pi ^{*})^{1}}"> <semantics> <mrow class="MJX-TeXAtom-ORD"> <mstyle displaystyle="true" scriptlevel="0"> <mo stretchy="false">(</mo> <mn>1</mn> <mi>σ</mi> <msup> <mo stretchy="false">)</mo> <mrow class="MJX-TeXAtom-ORD"> <mn>2</mn> </mrow> </msup> <mo stretchy="false">(</mo> <mn>2</mn> <mi>σ</mi> <msup> <mo stretchy="false">)</mo> <mrow class="MJX-TeXAtom-ORD"> <mn>2</mn> </mrow> </msup> <mo stretchy="false">(</mo> <mn>3</mn> <mi>σ</mi> <msup> <mo stretchy="false">)</mo> <mrow class="MJX-TeXAtom-ORD"> <mn>2</mn> </mrow> </msup> <mo stretchy="false">(</mo> <mn>4</mn> <msup> <mi>σ</mi> <mrow class="MJX-TeXAtom-ORD"> <mo>∗</mo> </mrow> </msup> <msup> <mo stretchy="false">)</mo> <mrow class="MJX-TeXAtom-ORD"> <mn>2</mn> </mrow> </msup> <mo stretchy="false">(</mo> <mn>5</mn> <mi>σ</mi> <msup> <mo stretchy="false">)</mo> <mrow class="MJX-TeXAtom-ORD"> <mn>2</mn> </mrow> </msup> <mo stretchy="false">(</mo> <mn>1</mn> <mi>π</mi> <msup> <mo stretchy="false">)</mo> <mrow class="MJX-TeXAtom-ORD"> <mn>4</mn> </mrow> </msup> <mo stretchy="false">(</mo> <mn>2</mn> <msup> <mi>π</mi> <mrow class="MJX-TeXAtom-ORD"> <mo>∗</mo> </mrow> </msup> <msup> <mo stretchy="false">)</mo> <mrow class="MJX-TeXAtom-ORD"> <mn>1</mn> </mrow> </msup> </mstyle> </mrow> <annotation encoding="application/x-tex">{\displaystyle (1\sigma )^{2}(2\sigma )^{2}(3\sigma )^{2}(4\sigma ^{*})^{2}(5\sigma )^{2}(1\pi )^{4}(2\pi ^{*})^{1}}</annotation> </semantics> </math></span><img src="https://wikimedia.org/api/rest_v1/media/math/render/svg/890d440f2acbcd41eb0104706dc1ad1ba07aacf3" class="mwe-math-fallback-image-display mw-invert skin-invert" aria-hidden="true" style="vertical-align: -0.838ex; width:39.606ex; height:3.176ex;" alt="{\displaystyle (1\sigma )^{2}(2\sigma )^{2}(3\sigma )^{2}(4\sigma ^{*})^{2}(5\sigma )^{2}(1\pi )^{4}(2\pi ^{*})^{1}}"></span> </p><p>The first two orbitals are actually pure atomic 1<i>s</i><sub>O</sub> and 1<i>s</i><sub>N</sub> from oxygen and nitrogen respectively and therefore are usually not noted in the united atom notation. Orbitals noted with an asterisk are antibonding. The ordering of 5σ and 1π according to their binding energies is subject to discussion. Removal of a 1π electron leads to 6 states whose energies span over a range starting at a lower level than a 5σ electron an extending to a higher level. This is due to the different orbital momentum couplings between a 1π and a 2π electron. </p><p>The lone electron in the 2π orbital makes NO a doublet (X ²Π) in its ground state whose degeneracy is split in the fine structure from spin-orbit coupling with a total momentum <i>J</i>=<style data-mw-deduplicate="TemplateStyles:r1154941027">.mw-parser-output .frac{white-space:nowrap}.mw-parser-output .frac .num,.mw-parser-output .frac .den{font-size:80%;line-height:0;vertical-align:super}.mw-parser-output .frac .den{vertical-align:sub}.mw-parser-output .sr-only{border:0;clip:rect(0,0,0,0);clip-path:polygon(0px 0px,0px 0px,0px 0px);height:1px;margin:-1px;overflow:hidden;padding:0;position:absolute;width:1px}</style><span class="frac"><span class="num">3</span>⁄<span class="den">2</span></span> or <i>J</i>=<link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1154941027"><span class="frac"><span class="num">1</span>⁄<span class="den">2</span></span>. </p> <div class="mw-heading mw-heading3"><h3 id="Dipole">Dipole</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=4" title="Edit section: Dipole"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The dipole of NO has been measured experimentally to 0.15740 D and is oriented from O to N (⁻NO⁺) due to the transfer of negative electronic charge from oxygen to nitrogen. <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> </p> <div class="mw-heading mw-heading2"><h2 id="Reactions">Reactions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=5" title="Edit section: Reactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="With_di-_and_triatomic_molecules">With di- and triatomic molecules</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=6" title="Edit section: With di- and triatomic molecules"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Upon condensing to a <a href="/wiki/Neat_(bartending)" class="mw-redirect" title="Neat (bartending)">neat</a> liquid, nitric oxide <a href="/wiki/Dimer_(chemistry)" class="mw-redirect" title="Dimer (chemistry)">dimerizes</a> to colorless <a href="/wiki/Dinitrogen_dioxide" title="Dinitrogen dioxide">dinitrogen dioxide</a> (O=N–N=O), but the association is weak and reversible. The N–N distance in crystalline NO is 218 pm, nearly twice the N–O distance. Condensation in a highly polar environment instead gives the red alternant isomer O=N–O=N.<sup id="cite_ref-G&E_6-2" class="reference"><a href="#cite_note-G&E-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p><p>Since the heat of formation of <sup>•</sup>NO is <a href="/wiki/Endothermic" class="mw-redirect" title="Endothermic">endothermic</a>, NO can be decomposed to the elements. <a href="/wiki/Catalytic_converter" title="Catalytic converter">Catalytic converters</a> in cars exploit this reaction: </p> <dl><dd>2 <sup>•</sup>NO → O<sub>2</sub> + N<sub>2</sub></dd></dl> <p>When exposed to <a href="/wiki/Oxygen" title="Oxygen">oxygen</a>, nitric oxide converts into <a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">nitrogen dioxide</a>: </p> <dl><dd>2 <sup>•</sup>NO + O<sub>2</sub> → 2 <sup>•</sup>NO<sub>2</sub></dd></dl> <p>This reaction is thought to occur via the intermediates ONOO<sup>•</sup> and the red compound ONOONO.<sup id="cite_ref-Galliker_Kissner_Nauser_Koppenol_pp._6161–6168_16-0" class="reference"><a href="#cite_note-Galliker_Kissner_Nauser_Koppenol_pp._6161–6168-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> </p><p>In water, nitric oxide reacts with oxygen to form <a href="/wiki/Nitrous_acid" title="Nitrous acid">nitrous acid</a> (HNO<sub>2</sub>). The reaction is thought to proceed via the following <a href="/wiki/Stoichiometry" title="Stoichiometry">stoichiometry</a>: </p> <dl><dd>4 <sup>•</sup>NO + O<sub>2</sub> + 2 H<sub>2</sub>O → 4 HNO<sub>2</sub></dd></dl> <p>Nitric oxide reacts with <a href="/wiki/Fluorine" title="Fluorine">fluorine</a>, <a href="/wiki/Chlorine" title="Chlorine">chlorine</a>, and <a href="/wiki/Bromine" title="Bromine">bromine</a> to form the nitrosyl halides, such as <a href="/wiki/Nitrosyl_chloride" title="Nitrosyl chloride">nitrosyl chloride</a>: </p> <dl><dd>2 <sup>•</sup>NO + Cl<sub>2</sub> → 2 NOCl</dd></dl> <p>With NO<sub>2</sub>, also a radical, NO combines to form the intensely blue <a href="/wiki/Dinitrogen_trioxide" title="Dinitrogen trioxide">dinitrogen trioxide</a>:<sup id="cite_ref-G&E_6-3" class="reference"><a href="#cite_note-G&E-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><sup>•</sup>NO + <sup>•</sup>NO<sub>2</sub> ⇌ ON−NO<sub>2</sub></dd></dl> <div class="mw-heading mw-heading3"><h3 id="Organic_chemistry">Organic chemistry</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=7" title="Edit section: Organic chemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">"Traube reaction" redirects here. Not to be confused with <a href="/wiki/Traube_purine_synthesis" class="mw-redirect" title="Traube purine synthesis">Traube purine synthesis</a>.</div> <p>Nitric oxide rarely sees organic chemistry use. Most reactions with it produce complex mixtures of salts, separable only through careful <a href="/wiki/Recrystallization_(chemistry)" title="Recrystallization (chemistry)">recrystallization</a>.<sup id="cite_ref-Radicals_17-0" class="reference"><a href="#cite_note-Radicals-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </p><p>The addition of a nitric oxide <a href="/wiki/Moiety_(chemistry)" title="Moiety (chemistry)">moiety</a> to another molecule is often referred to as <i><a href="/wiki/Nitrosylation" class="mw-redirect" title="Nitrosylation">nitrosylation</a></i>. The <b>Traube reaction</b> is the <a href="/wiki/Addition_reaction" title="Addition reaction">addition</a> of a two <a href="/wiki/Equivalent_(chemistry)" title="Equivalent (chemistry)">equivalents</a> of nitric oxide onto an <a href="/wiki/Enolate" title="Enolate">enolate</a>, giving a diazeniumdiolate (also called a <i>nitrosohydroxylamine</i>).<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> The product can undergo a subsequent retro-<a href="/wiki/Aldol_reaction" title="Aldol reaction">aldol reaction</a>, giving an overall process similar to the <a href="/wiki/Haloform_reaction" title="Haloform reaction">haloform reaction</a>. For example, nitric oxide reacts with <a href="/wiki/Acetone" title="Acetone">acetone</a> and an <a href="/wiki/Alkoxide" title="Alkoxide">alkoxide</a> to form a diazeniumdiolate on each <a href="/wiki/Alpha_carbon" class="mw-redirect" title="Alpha carbon">α position</a>, with subsequent loss of <a href="/wiki/Methyl_acetate" title="Methyl acetate">methyl acetate</a> as a <a href="/wiki/By-product" title="By-product">by-product</a>:<sup id="cite_ref-19" class="reference"><a href="#cite_note-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><span typeof="mw:File"><a href="/wiki/File:TraubeReaction.svg" class="mw-file-description" title="Traube reaction"><img alt="Traube reaction" src="//upload.wikimedia.org/wikipedia/commons/thumb/0/05/TraubeReaction.svg/400px-TraubeReaction.svg.png" decoding="async" width="400" height="148" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/05/TraubeReaction.svg/600px-TraubeReaction.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/05/TraubeReaction.svg/800px-TraubeReaction.svg.png 2x" data-file-width="565" data-file-height="209" /></a></span></dd></dl> <p>This reaction, which was discovered around 1898, remains of interest in nitric oxide <a href="/wiki/Prodrug" title="Prodrug">prodrug</a> research. Nitric oxide can also react directly with <a href="/wiki/Sodium_methoxide" title="Sodium methoxide">sodium methoxide</a>, ultimately forming <a href="/wiki/Sodium_formate" title="Sodium formate">sodium formate</a> and <a href="/wiki/Nitrous_oxide" title="Nitrous oxide">nitrous oxide</a> by way of an <i>N</i>-methoxydiazeniumdiolate.<sup id="cite_ref-20" class="reference"><a href="#cite_note-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p><p>Sufficiently basic <a href="/wiki/Secondary_amine" class="mw-redirect" title="Secondary amine">secondary amines</a> undergo a Traube-like reaction to give <a href="/wiki/NONOate" title="NONOate">NONOates</a>.<sup id="cite_ref-21" class="reference"><a href="#cite_note-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> However, very few nucleophiles undergo the Traube reaction, either failing to adduce NO or immediately decomposing with <a href="/wiki/Nitrous_oxide" title="Nitrous oxide">nitrous oxide</a> release.<sup id="cite_ref-Radicals_17-1" class="reference"><a href="#cite_note-Radicals-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Coordination_complexes">Coordination complexes</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=8" title="Edit section: Coordination complexes"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Metal_nitrosyl" class="mw-redirect" title="Metal nitrosyl">Metal nitrosyl</a></div> <p>Nitric oxide reacts with <a href="/wiki/Transition_metal" title="Transition metal">transition metals</a> to give complexes called <a href="/wiki/Metal_nitrosyl" class="mw-redirect" title="Metal nitrosyl">metal nitrosyls</a>. The most common bonding mode of nitric oxide is the terminal linear type (M−NO).<sup id="cite_ref-G&E_6-4" class="reference"><a href="#cite_note-G&E-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Alternatively, nitric oxide can serve as a one-electron pseudohalide. In such complexes, the M−N−O group is characterized by an angle between 120° and 140°. The NO group can also bridge between metal centers through the nitrogen atom in a variety of geometries. </p> <div class="mw-heading mw-heading2"><h2 id="Production_and_preparation">Production and preparation</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=9" title="Edit section: Production and preparation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In commercial settings, nitric oxide is produced by the <a href="/wiki/Oxidation" class="mw-redirect" title="Oxidation">oxidation</a> of <a href="/wiki/Ammonia" title="Ammonia">ammonia</a> at 750–900 °C (normally at 850 °C) with <a href="/wiki/Platinum" title="Platinum">platinum</a> as <a href="/wiki/Catalyst" class="mw-redirect" title="Catalyst">catalyst</a> in the <a href="/wiki/Ostwald_process" title="Ostwald process">Ostwald process</a>: </p> <dl><dd>4 NH<sub>3</sub> + 5 O<sub>2</sub> → 4 <sup>•</sup>NO + 6 H<sub>2</sub>O</dd></dl> <p>The uncatalyzed <a href="/wiki/Endothermic" class="mw-redirect" title="Endothermic">endothermic</a> reaction of <a href="/wiki/Oxygen" title="Oxygen">oxygen</a> (O<sub>2</sub>) and <a href="/wiki/Nitrogen" title="Nitrogen">nitrogen</a> (N<sub>2</sub>), which is effected at high temperature (>2000 °C) by lightning has not been developed into a practical commercial synthesis (see <a href="/wiki/Birkeland%E2%80%93Eyde_process" title="Birkeland–Eyde process">Birkeland–Eyde process</a>): </p> <dl><dd>N<sub>2</sub> + O<sub>2</sub> → 2 <sup>•</sup>NO</dd></dl> <div class="mw-heading mw-heading3"><h3 id="Laboratory_methods">Laboratory methods</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=10" title="Edit section: Laboratory methods"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In the laboratory, nitric oxide is conveniently generated by reduction of dilute <a href="/wiki/Nitric_acid" title="Nitric acid">nitric acid</a> with <a href="/wiki/Copper" title="Copper">copper</a>: </p> <dl><dd>8 HNO<sub>3</sub> + 3 Cu → 3 Cu(NO<sub>3</sub>)<sub>2</sub> + 4 H<sub>2</sub>O + 2 <sup>•</sup>NO</dd></dl> <p>An alternative route involves the reduction of nitrous acid in the form of <a href="/wiki/Sodium_nitrite" title="Sodium nitrite">sodium nitrite</a> or <a href="/wiki/Potassium_nitrite" title="Potassium nitrite">potassium nitrite</a>: </p> <dl><dd>2 NaNO<sub>2</sub> + 2 NaI + 2 H<sub>2</sub>SO<sub>4</sub> → I<sub>2</sub> + 2 Na<sub>2</sub>SO<sub>4</sub> + 2 H<sub>2</sub>O + 2 <sup>•</sup>NO</dd> <dd>2 NaNO<sub>2</sub> + 2 FeSO<sub>4</sub> + 3 H<sub>2</sub>SO<sub>4</sub> → Fe<sub>2</sub>(SO<sub>4</sub>)<sub>3</sub> + 2 NaHSO<sub>4</sub> + 2 H<sub>2</sub>O + 2 <sup>•</sup>NO</dd> <dd>3 KNO<sub>2</sub> + KNO<sub>3</sub> + Cr<sub>2</sub>O<sub>3</sub> → 2 K<sub>2</sub>CrO<sub>4</sub> + 4 <sup>•</sup>NO</dd></dl> <p>The iron(II) sulfate route is simple and has been used in undergraduate laboratory experiments. So-called <a href="/wiki/NONOate" title="NONOate">NONOate</a> compounds are also used for nitric oxide generation. </p> <div class="mw-heading mw-heading2"><h2 id="Detection_and_assay">Detection and assay</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=11" title="Edit section: Detection and assay"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure typeof="mw:File/Thumb"><a href="/wiki/File:The_production_and_diffusion_of_nitric_oxide_(NO)_(white)_in_the_cytoplasm_(green)_of_clusters_of_conifer_cells_one_hour_after_mechanical_agitation.jpg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/06/The_production_and_diffusion_of_nitric_oxide_%28NO%29_%28white%29_in_the_cytoplasm_%28green%29_of_clusters_of_conifer_cells_one_hour_after_mechanical_agitation.jpg/250px-The_production_and_diffusion_of_nitric_oxide_%28NO%29_%28white%29_in_the_cytoplasm_%28green%29_of_clusters_of_conifer_cells_one_hour_after_mechanical_agitation.jpg" decoding="async" width="250" height="157" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/06/The_production_and_diffusion_of_nitric_oxide_%28NO%29_%28white%29_in_the_cytoplasm_%28green%29_of_clusters_of_conifer_cells_one_hour_after_mechanical_agitation.jpg/375px-The_production_and_diffusion_of_nitric_oxide_%28NO%29_%28white%29_in_the_cytoplasm_%28green%29_of_clusters_of_conifer_cells_one_hour_after_mechanical_agitation.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/0/06/The_production_and_diffusion_of_nitric_oxide_%28NO%29_%28white%29_in_the_cytoplasm_%28green%29_of_clusters_of_conifer_cells_one_hour_after_mechanical_agitation.jpg 2x" data-file-width="401" data-file-height="252" /></a><figcaption>Nitric oxide (white) in <a href="/wiki/Pinophyta" class="mw-redirect" title="Pinophyta">conifer</a> cells, visualized using DAF-2 DA (diaminofluorescein diacetate)</figcaption></figure> <p>Nitric oxide concentration can be determined using a <a href="/wiki/Chemiluminescence" title="Chemiluminescence">chemiluminescent reaction</a> involving <a href="/wiki/Ozone" title="Ozone">ozone</a>.<sup id="cite_ref-22" class="reference"><a href="#cite_note-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup> A sample containing nitric oxide is mixed with a large quantity of ozone. The nitric oxide reacts with the ozone to produce <a href="/wiki/Oxygen" title="Oxygen">oxygen</a> and <a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">nitrogen dioxide</a>, accompanied with emission of <a href="/wiki/Light" title="Light">light</a> (<a href="/wiki/Chemiluminescence" title="Chemiluminescence">chemiluminescence</a>): </p> <dl><dd><sup>•</sup>NO + O<sub>3</sub> → <sup>•</sup>NO<sub>2</sub> + O<sub>2</sub> + <i>hν</i></dd></dl> <p>which can be measured with a <a href="/wiki/Photodetector" title="Photodetector">photodetector</a>. The amount of light produced is proportional to the amount of nitric oxide in the sample. </p><p>Other methods of testing include <a href="/wiki/Electrochemistry" title="Electrochemistry">electroanalysis</a> (amperometric approach), where ·NO reacts with an electrode to induce a current or voltage change. The detection of NO radicals in biological tissues is particularly difficult due to the short lifetime and concentration of these radicals in tissues. One of the few practical methods is <a href="/wiki/Spin_trapping" title="Spin trapping">spin trapping</a> of nitric oxide with iron-<a href="/wiki/Dithiocarbamate" title="Dithiocarbamate">dithiocarbamate</a> complexes and subsequent detection of the mono-nitrosyl-iron complex with <a href="/wiki/Electron_paramagnetic_resonance" title="Electron paramagnetic resonance">electron paramagnetic resonance</a> (EPR).<sup id="cite_ref-23" class="reference"><a href="#cite_note-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-24" class="reference"><a href="#cite_note-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup> </p><p>A group of <a href="/wiki/Fluorescent_dye" class="mw-redirect" title="Fluorescent dye">fluorescent dye</a> indicators that are also available in <a href="/wiki/Acetyl" class="mw-redirect" title="Acetyl">acetylated</a> form for intracellular measurements exist. The most common compound is <a href="/w/index.php?title=4,5-diaminofluorescein&action=edit&redlink=1" class="new" title="4,5-diaminofluorescein (page does not exist)">4,5-diaminofluorescein</a> (DAF-2).<sup id="cite_ref-undefined_25-0" class="reference"><a href="#cite_note-undefined-25"><span class="cite-bracket">[</span>25<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Environmental_effects">Environmental effects</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=12" title="Edit section: Environmental effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/NOx" title="NOx">NOx</a></div> <div class="mw-heading mw-heading3"><h3 id="Acid_rain_deposition">Acid rain deposition</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=13" title="Edit section: Acid rain deposition"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Nitric oxide reacts with the <a href="/wiki/Hydroperoxyl" title="Hydroperoxyl">hydroperoxyl radical</a> (<span class="chemf nowrap">HO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">•</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span>) to form nitrogen dioxide (NO<sub>2</sub>), which then can react with a <a href="/wiki/Hydroxyl_radical" title="Hydroxyl radical">hydroxyl radical</a> (HO<sup>•</sup>) to produce <a href="/wiki/Nitric_acid" title="Nitric acid">nitric acid</a> (HNO<sub>3</sub>): </p> <dl><dd><sup>•</sup>NO + <span class="chemf nowrap">HO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">•</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span> → <sup>•</sup>NO<sub>2</sub> + HO<sup>•</sup></dd> <dd><sup>•</sup>NO<sub>2</sub> + HO<sup>•</sup> → HNO<sub>3</sub></dd></dl> <p>Nitric acid, along with <a href="/wiki/Sulfuric_acid" title="Sulfuric acid">sulfuric acid</a>, contributes to <a href="/wiki/Acid_rain" title="Acid rain">acid rain</a> deposition. </p> <div class="mw-heading mw-heading3"><h3 id="Ozone_depletion">Ozone depletion</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=14" title="Edit section: Ozone depletion"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><sup>•</sup>NO participates in <a href="/wiki/Ozone_layer_depletion" class="mw-redirect" title="Ozone layer depletion">ozone layer depletion</a>. Nitric oxide reacts with stratospheric <a href="/wiki/Ozone" title="Ozone">ozone</a> to form O<sub>2</sub> and nitrogen dioxide: </p> <dl><dd><sup>•</sup>NO + O<sub>3</sub> → <sup>•</sup>NO<sub>2</sub> + O<sub>2</sub></dd></dl> <p>This reaction is also utilized to measure concentrations of <sup>•</sup>NO in control volumes. </p> <div class="mw-heading mw-heading3"><h3 id="Precursor_to_NO2">Precursor to NO<sub>2</sub></h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=15" title="Edit section: Precursor to NO2"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>As seen in the <a href="#Acid_rain_deposition">acid deposition</a> section, nitric oxide can transform into nitrogen dioxide (this can happen with the hydroperoxy radical, <span class="chemf nowrap">HO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">•</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span>, or diatomic oxygen, O<sub>2</sub>). Symptoms of short-term nitrogen dioxide exposure include nausea, <a href="/wiki/Dyspnea" class="mw-redirect" title="Dyspnea">dyspnea</a> and headache. Long-term effects could include impaired immune and <a href="/wiki/Respiratory_system" title="Respiratory system">respiratory</a> function.<sup id="cite_ref-26" class="reference"><a href="#cite_note-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Biological_functions">Biological functions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=16" title="Edit section: Biological functions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Biological_functions_of_nitric_oxide" title="Biological functions of nitric oxide">Biological functions of nitric oxide</a></div> <p>NO is a <a href="/wiki/Gaseous_signaling_molecule" class="mw-redirect" title="Gaseous signaling molecule">gaseous signaling molecule</a>.<sup id="cite_ref-27" class="reference"><a href="#cite_note-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> It is a key <a href="/wiki/Vertebrate" title="Vertebrate">vertebrate</a> <a href="/wiki/Signal_transduction" title="Signal transduction">biological messenger</a>, playing a role in a variety of biological processes.<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> It is a bioproduct in almost all types of organisms, including bacteria, plants, fungi, and animal cells.<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> </p><p>Nitric oxide, an <a href="/wiki/Endothelium-derived_relaxing_factor" title="Endothelium-derived relaxing factor">endothelium-derived relaxing factor</a> (EDRF), is biosynthesized endogenously from <a href="/wiki/Arginine" title="Arginine"><small>L</small>-arginine</a>, <a href="/wiki/Oxygen" title="Oxygen">oxygen</a>, and <a href="/wiki/NADPH" class="mw-redirect" title="NADPH">NADPH</a> by various <a href="/wiki/Nitric_oxide_synthase" title="Nitric oxide synthase">nitric oxide synthase</a> (NOS) <a href="/wiki/Enzyme" title="Enzyme">enzymes</a>.<sup id="cite_ref-Perez_2598–2607.e1_30-0" class="reference"><a href="#cite_note-Perez_2598–2607.e1-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> Reduction of inorganic nitrate may also make nitric oxide.<sup id="cite_ref-stryer_31-0" class="reference"><a href="#cite_note-stryer-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> One of the main enzymatic targets of nitric oxide is <a href="/wiki/Guanylate_cyclase" title="Guanylate cyclase">guanylyl cyclase</a>.<sup id="cite_ref-Hancock-2010_32-0" class="reference"><a href="#cite_note-Hancock-2010-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup> The binding of nitric oxide to the <a href="/wiki/Heme" title="Heme">heme</a> region of the enzyme leads to activation, in the presence of iron.<sup id="cite_ref-Hancock-2010_32-1" class="reference"><a href="#cite_note-Hancock-2010-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup> Nitric oxide is highly reactive (having a lifetime of a few seconds), yet diffuses freely across membranes. These attributes make nitric oxide ideal for a transient <a href="/wiki/Paracrine" class="mw-redirect" title="Paracrine">paracrine</a> (between adjacent cells) and <a href="/wiki/Autocrine" class="mw-redirect" title="Autocrine">autocrine</a> (within a single cell) signaling molecule.<sup id="cite_ref-stryer_31-1" class="reference"><a href="#cite_note-stryer-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> Once nitric oxide is converted to nitrates and nitrites by oxygen and water, cell signaling is deactivated.<sup id="cite_ref-Hancock-2010_32-2" class="reference"><a href="#cite_note-Hancock-2010-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup> </p><p>The <a href="/wiki/Endothelium" title="Endothelium">endothelium</a> (inner lining) of <a href="/wiki/Blood_vessel" title="Blood vessel">blood vessels</a> uses nitric oxide to signal the surrounding <a href="/wiki/Smooth_muscle" title="Smooth muscle">smooth muscle</a> to relax, resulting in <a href="/wiki/Vasodilation" title="Vasodilation">vasodilation</a> and increasing blood flow.<sup id="cite_ref-stryer_31-2" class="reference"><a href="#cite_note-stryer-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Sildenafil" title="Sildenafil">Sildenafil</a> (Viagra) is a drug that uses the nitric oxide pathway. Sildenafil does not produce nitric oxide, but enhances the signals that are downstream of the nitric oxide pathway by protecting <a href="/wiki/Cyclic_guanosine_monophosphate" title="Cyclic guanosine monophosphate">cyclic guanosine monophosphate</a> (cGMP) from degradation by <a href="/wiki/CGMP-specific_phosphodiesterase_type_5" title="CGMP-specific phosphodiesterase type 5">cGMP-specific phosphodiesterase type 5</a> (PDE5) in the <a href="/wiki/Corpus_cavernosum_penis" title="Corpus cavernosum penis">corpus cavernosum</a>, allowing for the signal to be enhanced, and thus <a href="/wiki/Vasodilation" title="Vasodilation">vasodilation</a>.<sup id="cite_ref-Perez_2598–2607.e1_30-1" class="reference"><a href="#cite_note-Perez_2598–2607.e1-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> Another endogenous gaseous transmitter, <a href="/wiki/Hydrogen_sulfide" title="Hydrogen sulfide">hydrogen sulfide (H<sub>2</sub>S)</a> works with NO to induce vasodilation and angiogenesis in a cooperative manner.<sup id="cite_ref-33" class="reference"><a href="#cite_note-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Altaany_879–888_34-0" class="reference"><a href="#cite_note-Altaany_879–888-34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup> </p><p>Nasal breathing produces nitric oxide within the body, while <a href="/wiki/Mouth_breathing" title="Mouth breathing">oral breathing</a> does not.<sup id="cite_ref-35" class="reference"><a href="#cite_note-35"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-36" class="reference"><a href="#cite_note-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Occupational_safety_and_health">Occupational safety and health</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=17" title="Edit section: Occupational safety and health"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In the U.S., the <a href="/wiki/Occupational_Safety_and_Health_Administration" title="Occupational Safety and Health Administration">Occupational Safety and Health Administration</a> (OSHA) has set the legal limit (<a href="/wiki/Permissible_exposure_limit" title="Permissible exposure limit">permissible exposure limit</a>) for nitric oxide exposure in the workplace as 25 ppm (30 mg/m<sup>3</sup>) over an 8-hour workday. The <a href="/wiki/National_Institute_for_Occupational_Safety_and_Health" title="National Institute for Occupational Safety and Health">National Institute for Occupational Safety and Health</a> (NIOSH) has set a <a href="/wiki/Recommended_exposure_limit" title="Recommended exposure limit">recommended exposure limit</a> (REL) of 25 ppm (30 mg/m<sup>3</sup>) over an 8-hour workday. At levels of 100 ppm, nitric oxide is <a href="/wiki/IDLH" class="mw-redirect" title="IDLH">immediately dangerous to life and health</a>.<sup id="cite_ref-37" class="reference"><a href="#cite_note-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Explosion_hazard">Explosion hazard</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=18" title="Edit section: Explosion hazard"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Liquid nitrogen oxide is very sensitive to detonation even in the absence of fuel, and can be initiated as readily as nitroglycerin. Detonation of the endothermic liquid oxide close to its b.p. (-152°C) generated a 100 kbar pulse and fragmented the test equipment. It is the simplest molecule that is capable of detonation in all three phases. The liquid oxide is sensitive and may explode during distillation, and this has been the cause of industrial accidents.<sup id="cite_ref-38" class="reference"><a href="#cite_note-38"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> Gaseous nitric oxide detonates at about 2300 m/s, but as a solid it can reach a detonation velocity of 6100 m/s.<sup id="cite_ref-39" class="reference"><a href="#cite_note-39"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup> </p> <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=Nitric_oxide&action=edit&section=19" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><b>Notes </b> </p> <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"> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-Nomenclature_2005-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-Nomenclature_2005_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Nomenclature_2005_1-1"><sup><i><b>b</b></i></sup></a></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 class="citation book cs1"><a rel="nofollow" class="external text" href="http://old.iupac.org/publications/books/rbook/Red_Book_2005.pdf"><i>Nomenclature of Inorganic Chemistry, IUPAC Recommendations</i></a> <span class="cs1-format">(PDF)</span>. International Union of Pure and Applied Chemistry. 2005. p. 69.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Nomenclature+of+Inorganic+Chemistry%2C+IUPAC+Recommendations&rft.pages=69&rft.pub=International+Union+of+Pure+and+Applied+Chemistry&rft.date=2005&rft_id=http%3A%2F%2Fold.iupac.org%2Fpublications%2Fbooks%2Frbook%2FRed_Book_2005.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</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://www.ebi.ac.uk/chebi/searchId.do?chebiId=16480">"Nitric Oxide (CHEBI:16480)"</a>. <i>Chemical Entities of Biological Interest (ChEBI)</i>. UK: European Bioinformatics Institute.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Chemical+Entities+of+Biological+Interest+%28ChEBI%29&rft.atitle=Nitric+Oxide+%28CHEBI%3A16480%29&rft_id=https%3A%2F%2Fwww.ebi.ac.uk%2Fchebi%2FsearchId.do%3FchebiId%3D16480&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-ECHA-3"><span class="mw-cite-backlink">^ <a href="#cite_ref-ECHA_3-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-ECHA_3-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-ECHA_3-2"><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 class="citation web cs1"><a rel="nofollow" class="external text" href="https://echa.europa.eu/registration-dossier/-/registered-dossier/24163/1">"Nitrogen monoxide - Registration Dossier - ECHA"</a><span class="reference-accessdate">. Retrieved <span class="nowrap">2020-11-02</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Nitrogen+monoxide+-+Registration+Dossier+-+ECHA&rft_id=https%3A%2F%2Fecha.europa.eu%2Fregistration-dossier%2F-%2Fregistered-dossier%2F24163%2F1&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-SDS-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-SDS_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-SDS_4-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-SDS_4-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-SDS_4-3"><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 class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.boconline.co.uk/en/images/sg-088-nitric-oxide-v1.2_tcm410-39637.pdf">"Safety Data Sheet - Nitric Oxide, compressed - Registration Dossier"</a> <span class="cs1-format">(PDF)</span><span class="reference-accessdate">. Retrieved <span class="nowrap">2020-11-02</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Safety+Data+Sheet+-+Nitric+Oxide%2C+compressed+-+Registration+Dossier&rft_id=https%3A%2F%2Fwww.boconline.co.uk%2Fen%2Fimages%2Fsg-088-nitric-oxide-v1.2_tcm410-39637.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-IDLH-5"><span class="mw-cite-backlink">^ <a href="#cite_ref-IDLH_5-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-IDLH_5-1"><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 class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.cdc.gov/niosh/idlh/10102439.html">"Nitric oxide"</a>. <i>Immediately Dangerous to Life or Health Concentrations (IDLH)</i>. <a href="/wiki/National_Institute_for_Occupational_Safety_and_Health" title="National Institute for Occupational Safety and Health">National Institute for Occupational Safety and Health</a> (NIOSH).</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Immediately+Dangerous+to+Life+or+Health+Concentrations+%28IDLH%29&rft.atitle=Nitric+oxide&rft_id=https%3A%2F%2Fwww.cdc.gov%2Fniosh%2Fidlh%2F10102439.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-G&E-6"><span class="mw-cite-backlink">^ <a href="#cite_ref-G&E_6-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-G&E_6-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-G&E_6-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-G&E_6-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-G&E_6-4"><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="CITEREFGreenwoodEarnshaw1997" class="citation book cs1"><a href="/wiki/Norman_Greenwood" title="Norman Greenwood">Greenwood, Norman N.</a>; Earnshaw, Alan (1997). <i>Chemistry of the Elements</i> (2nd ed.). <a href="/wiki/Butterworth-Heinemann" title="Butterworth-Heinemann">Butterworth-Heinemann</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-08-037941-8" title="Special:BookSources/978-0-08-037941-8"><bdi>978-0-08-037941-8</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Chemistry+of+the+Elements&rft.edition=2nd&rft.pub=Butterworth-Heinemann&rft.date=1997&rft.isbn=978-0-08-037941-8&rft.aulast=Greenwood&rft.aufirst=Norman+N.&rft.au=Earnshaw%2C+Alan&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-7"><span class="mw-cite-backlink"><b><a href="#cite_ref-7">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHouJanczukWang1999" class="citation journal cs1">Hou, Y. 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(2013-07-23). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3725060">"Tumor-derived hydrogen sulfide, produced by cystathionine-β-synthase, stimulates bioenergetics, cell proliferation, and angiogenesis in colon cancer"</a>. <i>Proceedings of the National Academy of Sciences of the United States of America</i>. <b>110</b> (30): <span class="nowrap">12474–</span>12479. <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/2013PNAS..11012474S">2013PNAS..11012474S</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/10.1073%2Fpnas.1306241110">10.1073/pnas.1306241110</a></span>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/1091-6490">1091-6490</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/PMC3725060">3725060</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/23836652">23836652</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Proceedings+of+the+National+Academy+of+Sciences+of+the+United+States+of+America&rft.atitle=Tumor-derived+hydrogen+sulfide%2C+produced+by+cystathionine-%CE%B2-synthase%2C+stimulates+bioenergetics%2C+cell+proliferation%2C+and+angiogenesis+in+colon+cancer&rft.volume=110&rft.issue=30&rft.pages=%3Cspan+class%3D%22nowrap%22%3E12474-%3C%2Fspan%3E12479&rft.date=2013-07-23&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3725060%23id-name%3DPMC&rft_id=info%3Abibcode%2F2013PNAS..11012474S&rft_id=info%3Apmid%2F23836652&rft_id=info%3Adoi%2F10.1073%2Fpnas.1306241110&rft.issn=1091-6490&rft.aulast=Szabo&rft.aufirst=Csaba&rft.au=Coletta%2C+Ciro&rft.au=Chao%2C+Celia&rft.au=M%C3%B3dis%2C+Katalin&rft.au=Szczesny%2C+Bartosz&rft.au=Papapetropoulos%2C+Andreas&rft.au=Hellmich%2C+Mark+R.&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3725060&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-Altaany_879–888-34"><span class="mw-cite-backlink"><b><a href="#cite_ref-Altaany_879–888_34-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAltaanyYangWang2013" class="citation journal cs1">Altaany, Zaid; Yang, Guangdong; Wang, Rui (July 2013). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3822893">"Crosstalk between hydrogen sulfide and nitric oxide in endothelial cells"</a>. <i>Journal of Cellular and Molecular Medicine</i>. <b>17</b> (7): <span class="nowrap">879–</span>888. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1111%2Fjcmm.12077">10.1111/jcmm.12077</a>. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/1582-4934">1582-4934</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/PMC3822893">3822893</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/23742697">23742697</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+Cellular+and+Molecular+Medicine&rft.atitle=Crosstalk+between+hydrogen+sulfide+and+nitric+oxide+in+endothelial+cells&rft.volume=17&rft.issue=7&rft.pages=%3Cspan+class%3D%22nowrap%22%3E879-%3C%2Fspan%3E888&rft.date=2013-07&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3822893%23id-name%3DPMC&rft.issn=1582-4934&rft_id=info%3Apmid%2F23742697&rft_id=info%3Adoi%2F10.1111%2Fjcmm.12077&rft.aulast=Altaany&rft.aufirst=Zaid&rft.au=Yang%2C+Guangdong&rft.au=Wang%2C+Rui&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC3822893&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-35"><span class="mw-cite-backlink"><b><a href="#cite_ref-35">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFYasudaItohMiyamuraNishino1997" class="citation journal cs1">Yasuda, Yoshifumi; Itoh, Tomonori; Miyamura, Miharu; Nishino, Hitoo (1997). "Comparison of Exhaled Nitric Qxide and Cardiocrespiratory Indices between Nasal and Oral Breathing during Submaximal Exercise in Humans". <i>The Japanese Journal of Physiology</i>. <b>47</b> (5): <span class="nowrap">465–</span>470. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.2170%2Fjjphysiol.47.465">10.2170/jjphysiol.47.465</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/9504133">9504133</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Japanese+Journal+of+Physiology&rft.atitle=Comparison+of+Exhaled+Nitric+Qxide+and+Cardiocrespiratory+Indices+between+Nasal+and+Oral+Breathing+during+Submaximal+Exercise+in+Humans&rft.volume=47&rft.issue=5&rft.pages=%3Cspan+class%3D%22nowrap%22%3E465-%3C%2Fspan%3E470&rft.date=1997&rft_id=info%3Adoi%2F10.2170%2Fjjphysiol.47.465&rft_id=info%3Apmid%2F9504133&rft.aulast=Yasuda&rft.aufirst=Yoshifumi&rft.au=Itoh%2C+Tomonori&rft.au=Miyamura%2C+Miharu&rft.au=Nishino%2C+Hitoo&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-36"><span class="mw-cite-backlink"><b><a href="#cite_ref-36">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFDahl2011" class="citation web cs1">Dahl, Melissa (2011-01-11). <a rel="nofollow" class="external text" href="http://www.nbcnews.com/healthmain/mouth-breathing-gross-harmful-your-health-1C6437430">"<span class="cs1-kern-left"></span>'Mouth-breathing' gross, harmful to your health"</a>. <i>NBC News</i><span class="reference-accessdate">. Retrieved <span class="nowrap">2021-09-06</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=NBC+News&rft.atitle=%27Mouth-breathing%27+gross%2C+harmful+to+your+health&rft.date=2011-01-11&rft.aulast=Dahl&rft.aufirst=Melissa&rft_id=http%3A%2F%2Fwww.nbcnews.com%2Fhealthmain%2Fmouth-breathing-gross-harmful-your-health-1C6437430&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-37"><span class="mw-cite-backlink"><b><a href="#cite_ref-37">^</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://www.cdc.gov/niosh/npg/npgd0448.html">"Nitric oxide"</a>. <i>National Institute for Occupational Safety and Health</i><span class="reference-accessdate">. Retrieved <span class="nowrap">2015-11-20</span></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=National+Institute+for+Occupational+Safety+and+Health&rft.atitle=Nitric+oxide&rft_id=https%3A%2F%2Fwww.cdc.gov%2Fniosh%2Fnpg%2Fnpgd0448.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> <li id="cite_note-38"><span class="mw-cite-backlink"><b><a href="#cite_ref-38">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFUrben2017" class="citation book cs1">Urben, Peter (2017). <i>Bretherick's Handbook of Reactive Chemical Hazards</i>. Elsevier Science. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-08-100971-0" title="Special:BookSources/978-0-08-100971-0"><bdi>978-0-08-100971-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Bretherick%27s+Handbook+of+Reactive+Chemical+Hazards&rft.pub=Elsevier+Science&rft.date=2017&rft.isbn=978-0-08-100971-0&rft.aulast=Urben&rft.aufirst=Peter&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span><sup class="noprint Inline-Template" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citing_sources" title="Wikipedia:Citing sources"><span title="This citation requires a reference to the specific page or range of pages in which the material appears. (February 2025)">page needed</span></a></i>]</sup></span> </li> <li id="cite_note-39"><span class="mw-cite-backlink"><b><a href="#cite_ref-39">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFRibovichMurphyWatson1975" class="citation journal cs1">Ribovich, John; Murphy, John; Watson, Richard (1975). "Detonation studies with nitric oxide, nitrous oxide, nitrogen tetroxide, carbon monoxide, and ethylene". <i>Journal of Hazardous Materials</i>. <b>1</b> (4): <span class="nowrap">275–</span>287. <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/1975JHzM....1..275R">1975JHzM....1..275R</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0304-3894%2875%2980001-X">10.1016/0304-3894(75)80001-X</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+Hazardous+Materials&rft.atitle=Detonation+studies+with+nitric+oxide%2C+nitrous+oxide%2C+nitrogen+tetroxide%2C+carbon+monoxide%2C+and+ethylene&rft.volume=1&rft.issue=4&rft.pages=%3Cspan+class%3D%22nowrap%22%3E275-%3C%2Fspan%3E287&rft.date=1975&rft_id=info%3Adoi%2F10.1016%2F0304-3894%2875%2980001-X&rft_id=info%3Abibcode%2F1975JHzM....1..275R&rft.aulast=Ribovich&rft.aufirst=John&rft.au=Murphy%2C+John&rft.au=Watson%2C+Richard&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></span> </li> </ol></div></div> <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=Nitric_oxide&action=edit&section=20" title="Edit section: Further reading"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFButlerNicholson2003" class="citation book cs1">Butler, Anthony R.; Nicholson, Rosslyn (2003). <i>Life, Death and Nitric Oxide</i>. Royal Society of Chemistry. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-85404-686-7" title="Special:BookSources/978-0-85404-686-7"><bdi>978-0-85404-686-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Life%2C+Death+and+Nitric+Oxide&rft.pub=Royal+Society+of+Chemistry&rft.date=2003&rft.isbn=978-0-85404-686-7&rft.aulast=Butler&rft.aufirst=Anthony+R.&rft.au=Nicholson%2C+Rosslyn&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFaassenVanin2011" class="citation book cs1">Faassen, Ernst van; Vanin, Anatoly (2011). <i>Radicals for Life: The Various Forms of Nitric Oxide</i>. Elsevier. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-08-048959-9" title="Special:BookSources/978-0-08-048959-9"><bdi>978-0-08-048959-9</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Radicals+for+Life%3A+The+Various+Forms+of+Nitric+Oxide&rft.pub=Elsevier&rft.date=2011&rft.isbn=978-0-08-048959-9&rft.aulast=Faassen&rft.aufirst=Ernst+van&rft.au=Vanin%2C+Anatoly&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFIgnarro2000" class="citation book cs1">Ignarro, Louis J. (2000). <i>Nitric Oxide: Biology and Pathobiology</i>. Academic Press. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-08-052503-7" title="Special:BookSources/978-0-08-052503-7"><bdi>978-0-08-052503-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Nitric+Oxide%3A+Biology+and+Pathobiology&rft.pub=Academic+Press&rft.date=2000&rft.isbn=978-0-08-052503-7&rft.aulast=Ignarro&rft.aufirst=Louis+J.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></li></ul> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitric_oxide&action=edit&section=21" title="Edit section: External links"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a rel="nofollow" class="external text" href="http://www.inchem.org/documents/icsc/icsc/eics1311.htm">International Chemical Safety Card 1311</a></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://www.diabetesincontrol.com/nitric-oxide-and-its-role-in-health-and-diabetes-2/">"Nitric oxide and its role in health and diabetes"</a>. <i>Diabetes In Control. A free weekly diabetes newsletter for Medical Professionals</i>. 21 October 2015.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Diabetes+In+Control.+A+free+weekly+diabetes+newsletter+for+Medical+Professionals.&rft.atitle=Nitric+oxide+and+its+role+in+health+and+diabetes&rft.date=2015-10-21&rft_id=http%3A%2F%2Fwww.diabetesincontrol.com%2Fnitric-oxide-and-its-role-in-health-and-diabetes-2%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></li> <li><a rel="nofollow" class="external text" href="http://mattson.creighton.edu/NOx/index.html">Microscale Gas Chemistry: Experiments with Nitrogen Oxides</a></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLeonard2006" class="citation news cs1">Leonard, Abigail W (17 August 2006). <a rel="nofollow" class="external text" href="https://www.livescience.com/980-brain-boots-computer.html">"Your Brain Boots Up Like a Computer"</a>. <i>livescience.com</i>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=livescience.com&rft.atitle=Your+Brain+Boots+Up+Like+a+Computer&rft.date=2006-08-17&rft.aulast=Leonard&rft.aufirst=Abigail+W&rft_id=https%3A%2F%2Fwww.livescience.com%2F980-brain-boots-computer.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></li> <li><a rel="nofollow" class="external text" href="http://www.podiatrytoday.com/article/5164">Assessing The Potential of Nitric Oxide in the Diabetic Foot</a></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation pressrelease cs1"><a rel="nofollow" class="external text" href="https://www.sciencedaily.com/releases/2007/11/071121213845.htm">"New Discoveries About Nitric Oxide Can Provide Drugs For Schizophrenia"</a>. <i>ScienceDaily</i> (Press release). Göteborg University. 23 November 2007.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=New+Discoveries+About+Nitric+Oxide+Can+Provide+Drugs+For+Schizophrenia&rft.pub=G%C3%B6teborg+University&rft.date=2007-11-23&rft_id=https%3A%2F%2Fwww.sciencedaily.com%2Freleases%2F2007%2F11%2F071121213845.htm&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANitric+oxide" class="Z3988"></span></li></ul> <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 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.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:Nitrogen_compounds" title="Template:Nitrogen compounds"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Nitrogen_compounds" title="Template talk:Nitrogen compounds"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Nitrogen_compounds" title="Special:EditPage/Template:Nitrogen compounds"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Nitrogen_species87" style="font-size:114%;margin:0 4em"><a href="/wiki/Nitrogen" title="Nitrogen">Nitrogen</a> species</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">Hydrides</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/Ammonia" title="Ammonia">NH<sub>3</sub></a></li> <li><a href="/wiki/Ammonium" title="Ammonium">NH<sub>4</sub><sup>+</sup></a></li> <li><a href="/wiki/Metal_amides#Alkali_metal_amides" title="Metal amides">NH<sub>2</sub><sup>−</sup></a></li> <li><a href="/wiki/Nitride" title="Nitride">N<sup>3−</sup></a></li> <li><a href="/wiki/Hydroxylamine" title="Hydroxylamine">NH<sub>2</sub>OH</a></li> <li><a href="/wiki/Hydrazine" title="Hydrazine">N<sub>2</sub>H<sub>4</sub></a></li> <li><a href="/wiki/Hydrazoic_acid" title="Hydrazoic acid">HN<sub>3</sub></a></li> <li><a href="/wiki/Azide" title="Azide">N<sub>3</sub><sup>−</sup></a></li> <li><a href="/wiki/Nitrogen_pentahydride" title="Nitrogen pentahydride"><i>NH<sub>5</sub></i></a> (?)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Organic</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/Amine" title="Amine">NR<sub>3</sub></a></li> <li><a href="/wiki/Imine" title="Imine">>C=NR</a></li> <li><a href="/wiki/Amide" title="Amide">−CONR<sub>2</sub></a></li> <li><a href="/wiki/Nitrile" title="Nitrile">−CN</a></li> <li><a href="/wiki/Hydrogen_cyanide" title="Hydrogen cyanide">HCN</a></li> <li><a href="/wiki/Cyanide" title="Cyanide">CN<sup>−</sup></a></li> <li><a href="/wiki/Cyanogen" title="Cyanogen">(CN)<sub>2</sub></a></li> <li><a href="/wiki/Cyanamide" title="Cyanamide">H<sub>2</sub>NCN</a></li> <li><a href="/wiki/Cyanate" title="Cyanate">HOCN</a></li> <li><a href="/wiki/Isocyanate" title="Isocyanate">HNCO</a></li> <li><a href="/wiki/Isothiocyanate" title="Isothiocyanate">HNCS</a></li> <li><a href="/wiki/Diazomethane" title="Diazomethane">CH<sub>2</sub>N<sub>2</sub></a></li> <li><a href="/wiki/Nitroso" title="Nitroso">–NO</a></li> <li><a href="/wiki/Nitro_compound" title="Nitro compound">–NO<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Nitrogen_oxide" title="Nitrogen oxide">Oxides</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 class="mw-selflink selflink">NO</a> / <a href="/wiki/Dinitrogen_dioxide" title="Dinitrogen dioxide">(NO)<sub>2</sub></a></li> <li><a href="/wiki/Dinitrogen_trioxide" title="Dinitrogen trioxide">N<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Nitrous_acid" title="Nitrous acid">HNO<sub>2</sub></a> / <a href="/wiki/Nitrite" title="Nitrite">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></a> / <a href="/wiki/Nitrosonium" title="Nitrosonium">NO<sup>+</sup></a></li> <li><a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">NO<sub>2</sub></a> / <a href="/wiki/Dinitrogen_tetroxide" title="Dinitrogen tetroxide">(NO<sub>2</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Dinitrogen_pentoxide" title="Dinitrogen pentoxide">N<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/wiki/Nitric_acid" title="Nitric acid">HNO<sub>3</sub></a> / <a href="/wiki/Nitrate" title="Nitrate">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></a> / <a href="/wiki/Nitronium" class="mw-redirect" title="Nitronium">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">+</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></a></li> <li><a href="/wiki/Nitrate_radical" title="Nitrate radical">NO<sub>3</sub></a></li> <li><a href="/wiki/Nitroxyl" title="Nitroxyl">HNO</a> / <a href="/wiki/Hyponitrous_acid" title="Hyponitrous acid">(HON)<sub>2</sub></a> / <a href="/wiki/Hyponitrite" title="Hyponitrite">N<sub>2</sub>O<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">2−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></a> / <a href="/wiki/Nitrous_oxide" title="Nitrous oxide">N<sub>2</sub>O</a></li> <li><a href="/wiki/Nitramide" title="Nitramide">H<sub>2</sub>NNO<sub>2</sub></a></li> <li><a href="/wiki/Peroxynitrous_acid" title="Peroxynitrous acid">HO<sub>2</sub>NO</a> / <a href="/wiki/Peroxynitrite" title="Peroxynitrite">ONOO<sup>−</sup></a></li> <li><a href="/wiki/Peroxynitric_acid" title="Peroxynitric acid">HO<sub>2</sub>NO<sub>2</sub></a> / <a href="/wiki/Peroxynitrate" title="Peroxynitrate">O<sub>2</sub>NOO<sup>−</sup></a></li> <li><a href="/wiki/Orthonitrate" title="Orthonitrate">NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">3−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></a></li> <li><a href="/wiki/Nitroxylic_acid" title="Nitroxylic acid">H<sub>4</sub>N<sub>2</sub>O<sub>4</sub></a> / <a href="/wiki/Angeli%27s_salt" title="Angeli's salt">N<sub>2</sub>O<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">2−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Halides</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/Nitrogen_monofluoride" title="Nitrogen monofluoride">NF</a></li> <li><a href="/wiki/Nitrogen_difluoride" title="Nitrogen difluoride">NF<sub>2</sub></a></li> <li><a href="/wiki/Nitrogen_trifluoride" title="Nitrogen trifluoride">NF<sub>3</sub></a></li> <li><a href="/wiki/Nitrogen_pentafluoride" title="Nitrogen pentafluoride"><i>NF<sub>5</sub></i></a> (?)</li> <li><a href="/wiki/Nitrogen_trichloride" title="Nitrogen trichloride">NCl<sub>3</sub></a></li> <li><a href="/wiki/Nitrogen_tribromide" title="Nitrogen tribromide">NBr<sub>3</sub></a></li> <li><a href="/wiki/Nitrogen_triiodide" title="Nitrogen triiodide">NI<sub>3</sub></a></li> <li><a href="/wiki/Fluorine_azide" title="Fluorine azide">FN<sub>3</sub></a></li> <li><a href="/wiki/Chlorine_azide" title="Chlorine azide">ClN<sub>3</sub></a></li> <li><a href="/wiki/Bromine_azide" title="Bromine azide">BrN<sub>3</sub></a></li> <li><a href="/wiki/Iodine_azide" title="Iodine azide">IN<sub>3</sub></a></li> <li><a href="/wiki/Fluoroamine" title="Fluoroamine">NH<sub>2</sub>F</a></li> <li><a href="/wiki/Dinitrogen_difluoride" title="Dinitrogen difluoride">N<sub>2</sub>F<sub>2</sub></a></li> <li><a href="/wiki/Monochloramine" title="Monochloramine">NH<sub>2</sub>Cl</a></li> <li><a href="/w/index.php?title=Difluoramine&action=edit&redlink=1" class="new" title="Difluoramine (page does not exist)">NHF<sub>2</sub></a></li> <li><a href="/wiki/Dichloramine" title="Dichloramine">NHCl<sub>2</sub></a></li> <li><a href="/w/index.php?title=Dibromamine&action=edit&redlink=1" class="new" title="Dibromamine (page does not exist)">NHBr<sub>2</sub></a></li> <li><a href="/w/index.php?title=Diiodoamine&action=edit&redlink=1" class="new" title="Diiodoamine (page does not exist)">NHI<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Oxidation_state" title="Oxidation state">Oxidation states</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"><span style="font-size:112%;"><b><a href="/wiki/Nitride" title="Nitride">−3</a></b></span>, <a href="/wiki/Hydrazine" title="Hydrazine">−2</a>, <a href="/wiki/Hydroxylamine" title="Hydroxylamine">−1</a>, 0, <a href="/wiki/Nitroxyl" title="Nitroxyl">+1</a>, <a class="mw-selflink selflink">+2</a>, <span style="font-size:112%;"><b><a href="/wiki/Nitrite" title="Nitrite">+3</a></b></span>, <a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">+4</a>, <span style="font-size:112%;"><b><a href="/wiki/Nitrate" title="Nitrate">+5</a></b></span> (a strongly <a href="/wiki/Acid" title="Acid">acidic</a> oxide)</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="Oxides245" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Oxides" title="Template:Oxides"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Oxides" title="Template talk:Oxides"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Oxides" title="Special:EditPage/Template:Oxides"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Oxides245" style="font-size:114%;margin:0 4em"><a href="/wiki/Oxide" title="Oxide">Oxides</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">Mixed oxidation states</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/Antimony_tetroxide" title="Antimony tetroxide">Antimony tetroxide</a> (<a href="/wiki/Antimony" title="Antimony">Sb</a><sub>2</sub>O<sub>4</sub>)</li> <li><a href="/wiki/Boron_suboxide" title="Boron suboxide">Boron suboxide</a> (<a href="/wiki/Boron" title="Boron">B</a><sub>12</sub>O<sub>2</sub>)</li> <li><a href="/wiki/Carbon_suboxide" title="Carbon suboxide">Carbon suboxide</a> (<a href="/wiki/Carbon" title="Carbon">C</a><sub>3</sub>O<sub>2</sub>)</li> <li><a href="/wiki/Chlorine_perchlorate" title="Chlorine perchlorate">Chlorine perchlorate</a> (<a href="/wiki/Chlorine" title="Chlorine">Cl</a><sub>2</sub>O<sub>4</sub>)</li> <li><a href="/wiki/Chloryl_perchlorate" class="mw-redirect" title="Chloryl perchlorate">Chloryl perchlorate</a> (<a href="/wiki/Chlorine" title="Chlorine">Cl</a><sub>2</sub>O<sub>6</sub>)</li> <li><a href="/wiki/Cobalt(II,III)_oxide" title="Cobalt(II,III) oxide">Cobalt(II,III) oxide</a> (<a href="/wiki/Cobalt" title="Cobalt">Co</a><sub>3</sub>O<sub>4</sub>)</li> <li><a href="/wiki/Dichlorine_pentoxide" title="Dichlorine pentoxide">Dichlorine pentoxide</a> (<a href="/wiki/Chlorine" title="Chlorine">Cl</a><sub>2</sub>O<sub>5</sub>)</li> <li><a href="/wiki/Iron(II,III)_oxide" title="Iron(II,III) oxide">Iron(II,III) oxide</a> (<a href="/wiki/Iron" title="Iron">Fe</a><sub>3</sub>O<sub>4</sub>)</li> <li><a href="/wiki/Lead(II,IV)_oxide" title="Lead(II,IV) oxide">Lead(II,IV) oxide</a> (<a href="/wiki/Lead" title="Lead">Pb</a><sub>3</sub>O<sub>4</sub>)</li> <li><a href="/wiki/Manganese(II,III)_oxide" title="Manganese(II,III) oxide">Manganese(II,III) oxide</a> (<a href="/wiki/Manganese" title="Manganese">Mn</a><sub>3</sub>O<sub>4</sub>)</li> <li><a href="/wiki/Mellitic_anhydride" title="Mellitic anhydride">Mellitic anhydride</a> (<a href="/wiki/Carbon" title="Carbon">C</a><sub>12</sub>O<sub>9</sub>)</li> <li><a href="/wiki/Praseodymium(III,IV)_oxide" title="Praseodymium(III,IV) oxide">Praseodymium(III,IV) oxide</a> (<a href="/wiki/Praseodymium" title="Praseodymium">Pr</a><sub>6</sub>O<sub>11</sub>)</li> <li><a href="/wiki/Silver(I,III)_oxide" title="Silver(I,III) oxide">Silver(I,III) oxide</a> (<a href="/wiki/Silver" title="Silver">Ag</a><sub>2</sub>O<sub>2</sub>)</li> <li><a href="/wiki/Terbium(III,IV)_oxide" title="Terbium(III,IV) oxide">Terbium(III,IV) oxide</a> (<a href="/wiki/Terbium" title="Terbium">Tb</a><sub>4</sub>O<sub>7</sub>)</li> <li><a href="/wiki/Tribromine_octoxide" title="Tribromine octoxide">Tribromine octoxide</a> (<a href="/wiki/Bromine" title="Bromine">Br</a><sub>3</sub>O<sub>8</sub>)</li> <li><a href="/wiki/Triuranium_octoxide" title="Triuranium octoxide">Triuranium octoxide</a> (<a href="/wiki/Uranium" title="Uranium">U</a><sub>3</sub>O<sub>8</sub>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">+1 oxidation state</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/Aluminium(I)_oxide" title="Aluminium(I) oxide">Aluminium(I) oxide</a> (<a href="/wiki/Aluminium" title="Aluminium">Al</a><sub>2</sub>O)</li> <li><a href="/wiki/Copper(I)_oxide" title="Copper(I) oxide">Copper(I) oxide</a> (<a href="/wiki/Copper" title="Copper">Cu</a><sub>2</sub>O)</li> <li><a href="/wiki/Caesium_monoxide" title="Caesium monoxide">Caesium monoxide</a> (<a href="/wiki/Caesium" title="Caesium">Cs</a><sub>2</sub>O)</li> <li><a href="/wiki/Dibromine_monoxide" title="Dibromine monoxide">Dibromine monoxide</a> (<a href="/wiki/Bromine" title="Bromine">Br</a><sub>2</sub>O)</li> <li><a href="/wiki/Dicarbon_monoxide" title="Dicarbon monoxide">Dicarbon monoxide</a> (<a href="/wiki/Carbon" title="Carbon">C</a><sub>2</sub>O)</li> <li><a href="/wiki/Dichlorine_monoxide" title="Dichlorine monoxide">Dichlorine monoxide</a> (<a href="/wiki/Chlorine" title="Chlorine">Cl</a><sub>2</sub>O)</li> <li><a href="/wiki/Gallium(I)_oxide" title="Gallium(I) oxide">Gallium(I) oxide</a> (<a href="/wiki/Gallium" title="Gallium">Ga</a><sub>2</sub>O)</li> <li><a href="/wiki/Iodine(I)_oxide" class="mw-redirect" title="Iodine(I) oxide">Iodine(I) oxide</a> (<a href="/wiki/Iodine" title="Iodine">I</a><sub>2</sub>O)</li> <li><a href="/wiki/Lithium_oxide" title="Lithium oxide">Lithium oxide</a> (<a href="/wiki/Lithium" title="Lithium">Li</a><sub>2</sub>O)</li> <li><a href="/wiki/Mercury(I)_oxide" title="Mercury(I) oxide">Mercury(I) oxide</a> (<a href="/wiki/Mercury_(element)" title="Mercury (element)">Hg</a><sub>2</sub>O)</li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide</a> (<a href="/wiki/Nitrogen" title="Nitrogen">N</a><sub>2</sub>O)</li> <li><a href="/wiki/Potassium_oxide" title="Potassium oxide">Potassium oxide</a> (<a href="/wiki/Potassium" title="Potassium">K</a><sub>2</sub>O)</li> <li><a href="/wiki/Rubidium_oxide" title="Rubidium oxide">Rubidium oxide</a> (<a href="/wiki/Rubidium" title="Rubidium">Rb</a><sub>2</sub>O)</li> <li><a href="/wiki/Silver_oxide" title="Silver oxide">Silver oxide</a> (<a href="/wiki/Silver" title="Silver">Ag</a><sub>2</sub>O)</li> <li><a href="/wiki/Thallium(I)_oxide" title="Thallium(I) oxide">Thallium(I) oxide</a> (<a href="/wiki/Thallium" title="Thallium">Tl</a><sub>2</sub>O)</li> <li><a href="/wiki/Sodium_oxide" title="Sodium oxide">Sodium oxide</a> (<a href="/wiki/Sodium" title="Sodium">Na</a><sub>2</sub>O)</li> <li><a href="/wiki/Properties_of_water" title="Properties of water">Water (hydrogen oxide)</a> (<a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub>2</sub>O)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">+2 oxidation state</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/Aluminium(II)_oxide" title="Aluminium(II) oxide">Aluminium(II) oxide</a> (<a href="/wiki/Aluminium" title="Aluminium">Al</a>O)</li> <li><a href="/wiki/Barium_oxide" title="Barium oxide">Barium oxide</a> (<a href="/wiki/Barium" title="Barium">Ba</a>O)</li> <li><a href="/wiki/Berkelium_monoxide" class="mw-redirect" title="Berkelium monoxide">Berkelium monoxide</a> (<a href="/wiki/Berkelium" title="Berkelium">Bk</a>O)</li> <li><a href="/wiki/Beryllium_oxide" title="Beryllium oxide">Beryllium oxide</a> (<a href="/wiki/Beryllium" title="Beryllium">Be</a>O)</li> <li><a href="/wiki/Boron_monoxide" title="Boron monoxide">Boron monoxide</a> (<a href="/wiki/Boron" title="Boron">B</a>O)</li> <li><a href="/wiki/Bromine_monoxide" class="mw-redirect" title="Bromine monoxide">Bromine monoxide</a> (<a href="/wiki/Bromine" title="Bromine">Br</a>O)</li> <li><a href="/wiki/Cadmium_oxide" title="Cadmium oxide">Cadmium oxide</a> (<a href="/wiki/Cadmium" title="Cadmium">Cd</a>O)</li> <li><a href="/wiki/Calcium_oxide" title="Calcium oxide">Calcium oxide</a> (<a href="/wiki/Calcium" title="Calcium">Ca</a>O)</li> <li><a href="/wiki/Carbon_monoxide" title="Carbon monoxide">Carbon monoxide</a> (<a href="/wiki/Carbon" title="Carbon">C</a>O)</li> <li><a href="/wiki/Chlorine_monoxide" title="Chlorine monoxide">Chlorine monoxide</a> (<a href="/wiki/Chlorine" title="Chlorine">Cl</a>O)</li> <li><a href="/wiki/Chromium(II)_oxide" title="Chromium(II) oxide">Chromium(II) oxide</a> (<a href="/wiki/Chromium" title="Chromium">Cr</a>O)</li> <li><a href="/wiki/Cobalt(II)_oxide" title="Cobalt(II) oxide">Cobalt(II) oxide</a> (<a href="/wiki/Cobalt" title="Cobalt">Co</a>O)</li> <li><a href="/wiki/Copper(II)_oxide" title="Copper(II) oxide">Copper(II) oxide</a> (<a href="/wiki/Copper" title="Copper">Cu</a>O)</li> <li><a href="/wiki/Dinitrogen_dioxide" title="Dinitrogen dioxide">Dinitrogen dioxide</a> (<a href="/wiki/Nitrogen" title="Nitrogen">N</a><sub>2</sub>O<sub>2</sub>)</li> <li><a href="/wiki/Europium(II)_oxide" title="Europium(II) oxide">Europium(II) oxide</a> (<a href="/wiki/Europium" title="Europium">Eu</a>O)</li> <li><a href="/wiki/Germanium_monoxide" title="Germanium monoxide">Germanium monoxide</a> (<a href="/wiki/Germanium" title="Germanium">Ge</a>O)</li> <li><a href="/wiki/Iron(II)_oxide" title="Iron(II) oxide">Iron(II) oxide</a> (<a href="/wiki/Iron" title="Iron">Fe</a>O)</li> <li><a href="/wiki/Iodine_monoxide" title="Iodine monoxide">Iodine monoxide</a> (<a href="/wiki/Iodine" title="Iodine">I</a>O)</li> <li><a href="/wiki/Lead(II)_oxide" title="Lead(II) oxide">Lead(II) oxide</a> (<a href="/wiki/Lead" title="Lead">Pb</a>O)</li> <li><a href="/wiki/Magnesium_oxide" title="Magnesium oxide">Magnesium oxide</a> (<a href="/wiki/Magnesium" title="Magnesium">Mg</a>O)</li> <li><a href="/wiki/Manganese(II)_oxide" title="Manganese(II) oxide">Manganese(II) oxide</a> (<a href="/wiki/Manganese" title="Manganese">Mn</a>O)</li> <li><a href="/wiki/Mercury(II)_oxide" title="Mercury(II) oxide">Mercury(II) oxide</a> (<a href="/wiki/Mercury_(element)" title="Mercury (element)">Hg</a>O)</li> <li><a href="/wiki/Nickel(II)_oxide" title="Nickel(II) oxide">Nickel(II) oxide</a> (<a href="/wiki/Nickel" title="Nickel">Ni</a>O)</li> <li><a class="mw-selflink selflink">Nitric oxide</a> (<a href="/wiki/Nitrogen" title="Nitrogen">N</a>O)</li> <li><a href="/wiki/Niobium_monoxide" title="Niobium monoxide">Niobium monoxide</a> (<a href="/wiki/Niobium" title="Niobium">Nb</a>O)</li> <li><a href="/wiki/Palladium(II)_oxide" title="Palladium(II) oxide">Palladium(II) oxide</a> (<a href="/wiki/Palladium" title="Palladium">Pd</a>O)</li> <li><a href="/wiki/Phosphorus_monoxide" title="Phosphorus monoxide">Phosphorus monoxide</a> (<a href="/wiki/Phosphorus" title="Phosphorus">P</a>O)</li> <li><a href="/wiki/Polonium_monoxide" title="Polonium monoxide">Polonium monoxide</a> (<a href="/wiki/Polonium" title="Polonium">Po</a>O)</li> <li><a href="/wiki/Protactinium_monoxide" title="Protactinium monoxide">Protactinium monoxide</a> (<a href="/wiki/Protactinium" title="Protactinium">Pa</a>O)</li> <li><a href="/wiki/Radium_oxide" title="Radium oxide">Radium oxide</a> (<a href="/wiki/Radium" title="Radium">Ra</a>O)</li> <li><a href="/wiki/Silicon_monoxide" title="Silicon monoxide">Silicon monoxide</a> (<a href="/wiki/Silicon" title="Silicon">Si</a>O)</li> <li><a href="/wiki/Strontium_oxide" title="Strontium oxide">Strontium oxide</a> (<a href="/wiki/Strontium" title="Strontium">Sr</a>O)</li> <li><a href="/wiki/Sulfur_monoxide" title="Sulfur monoxide">Sulfur monoxide</a> (<a href="/wiki/Sulfur" title="Sulfur">S</a>O)</li> <li><a href="/wiki/Disulfur_dioxide" title="Disulfur dioxide">Disulfur dioxide</a> (<a href="/wiki/Sulfur" title="Sulfur">S</a><sub>2</sub>O<sub>2</sub>)</li> <li><a href="/wiki/Thorium_monoxide" title="Thorium monoxide">Thorium monoxide</a> (<a href="/wiki/Thorium" title="Thorium">Th</a>O)</li> <li><a href="/wiki/Tin(II)_oxide" title="Tin(II) oxide">Tin(II) oxide</a> (<a href="/wiki/Tin" title="Tin">Sn</a>O)</li> <li><a href="/wiki/Titanium(II)_oxide" title="Titanium(II) oxide">Titanium(II) oxide</a> (<a href="/wiki/Titanium" title="Titanium">Ti</a>O)</li> <li><a href="/wiki/Vanadium(II)_oxide" title="Vanadium(II) oxide">Vanadium(II) oxide</a> (<a href="/wiki/Vanadium" title="Vanadium">V</a>O)</li> <li><a href="/wiki/Yttrium(II)_oxide" title="Yttrium(II) oxide">Yttrium(II) oxide</a> (<a href="/wiki/Yttrium" title="Yttrium">Y</a>O)</li> <li><a href="/wiki/Zirconium_monoxide" class="mw-redirect" title="Zirconium monoxide">Zirconium monoxide</a> (<a href="/wiki/Zirconium" title="Zirconium">Zr</a>O)</li> <li><a href="/wiki/Zinc_oxide" title="Zinc oxide">Zinc oxide</a> (<a href="/wiki/Zinc" title="Zinc">Zn</a>O)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">+3 oxidation state</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/Actinium(III)_oxide" title="Actinium(III) oxide">Actinium(III) oxide</a> (<a href="/wiki/Actinium" title="Actinium">Ac</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Aluminium_oxide" title="Aluminium oxide">Aluminium oxide</a> (<a href="/wiki/Aluminium" title="Aluminium">Al</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Americium(III)_oxide" title="Americium(III) oxide">Americium(III) oxide</a> (<a href="/wiki/Americium" title="Americium">Am</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Antimony_trioxide" title="Antimony trioxide">Antimony trioxide</a> (<a href="/wiki/Antimony" title="Antimony">Sb</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Arsenic_trioxide" title="Arsenic trioxide">Arsenic trioxide</a> (<a href="/wiki/Arsenic" title="Arsenic">As</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Berkelium(III)_oxide" title="Berkelium(III) oxide">Berkelium(III) oxide</a> (<a href="/wiki/Berkelium" title="Berkelium">Bk</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Bismuth(III)_oxide" title="Bismuth(III) oxide">Bismuth(III) oxide</a> (<a href="/wiki/Bismuth" title="Bismuth">Bi</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Boron_trioxide" title="Boron trioxide">Boron trioxide</a> (<a href="/wiki/Boron" title="Boron">B</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Caesium_sesquioxide" title="Caesium sesquioxide">Caesium sesquioxide</a> (<a href="/wiki/Caesium" title="Caesium">Cs</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Californium(III)_oxide" title="Californium(III) oxide">Californium(III) oxide</a> (<a href="/wiki/Californium" title="Californium">Cf</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Cerium(III)_oxide" title="Cerium(III) oxide">Cerium(III) oxide</a> (<a href="/wiki/Cerium" title="Cerium">Ce</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Chromium(III)_oxide" title="Chromium(III) oxide">Chromium(III) oxide</a> (<a href="/wiki/Chromium" title="Chromium">Cr</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Cobalt(III)_oxide" title="Cobalt(III) oxide">Cobalt(III) oxide</a> (<a href="/wiki/Cobalt" title="Cobalt">Co</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Dinitrogen_trioxide" title="Dinitrogen trioxide">Dinitrogen trioxide</a> (<a href="/wiki/Nitrogen" title="Nitrogen">N</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Dysprosium(III)_oxide" title="Dysprosium(III) oxide">Dysprosium(III) oxide</a> (<a href="/wiki/Dysprosium" title="Dysprosium">Dy</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Einsteinium(III)_oxide" title="Einsteinium(III) oxide">Einsteinium(III) oxide</a> (<a href="/wiki/Einsteinium" title="Einsteinium">Es</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Erbium(III)_oxide" title="Erbium(III) oxide">Erbium(III) oxide</a> (<a href="/wiki/Erbium" title="Erbium">Er</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Europium(III)_oxide" title="Europium(III) oxide">Europium(III) oxide</a> (<a href="/wiki/Europium" title="Europium">Eu</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Gadolinium(III)_oxide" title="Gadolinium(III) oxide">Gadolinium(III) oxide</a> (<a href="/wiki/Gadolinium" title="Gadolinium">Gd</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Gallium(III)_oxide" title="Gallium(III) oxide">Gallium(III) oxide</a> (<a href="/wiki/Gallium" title="Gallium">Ga</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Gold(III)_oxide" title="Gold(III) oxide">Gold(III) oxide</a> (<a href="/wiki/Gold" title="Gold">Au</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Holmium(III)_oxide" title="Holmium(III) oxide">Holmium(III) oxide</a> (<a href="/wiki/Holmium" title="Holmium">Ho</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Indium(III)_oxide" title="Indium(III) oxide">Indium(III) oxide</a> (<a href="/wiki/Indium" title="Indium">In</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Iron(III)_oxide" title="Iron(III) oxide">Iron(III) oxide</a> (<a href="/wiki/Iron" title="Iron">Fe</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Lanthanum_oxide" title="Lanthanum oxide">Lanthanum oxide</a> (<a href="/wiki/Lanthanum" title="Lanthanum">La</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Lutetium(III)_oxide" title="Lutetium(III) oxide">Lutetium(III) oxide</a> (<a href="/wiki/Lutetium" title="Lutetium">Lu</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Manganese(III)_oxide" title="Manganese(III) oxide">Manganese(III) oxide</a> (<a href="/wiki/Manganese" title="Manganese">Mn</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Neodymium(III)_oxide" title="Neodymium(III) oxide">Neodymium(III) oxide</a> (<a href="/wiki/Neodymium" title="Neodymium">Nd</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Nickel(III)_oxide" title="Nickel(III) oxide">Nickel(III) oxide</a> (<a href="/wiki/Nickel" title="Nickel">Ni</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Phosphorus_trioxide" title="Phosphorus trioxide">Phosphorus trioxide</a> (<a href="/wiki/Phosphorus" title="Phosphorus">P</a><sub>4</sub>O<sub>6</sub>)</li> <li><a href="/wiki/Praseodymium(III)_oxide" title="Praseodymium(III) oxide">Praseodymium(III) oxide</a> (<a href="/wiki/Praseodymium" title="Praseodymium">Pr</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Promethium(III)_oxide" title="Promethium(III) oxide">Promethium(III) oxide</a> (<a href="/wiki/Promethium" title="Promethium">Pm</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Rhodium(III)_oxide" title="Rhodium(III) oxide">Rhodium(III) oxide</a> (<a href="/wiki/Rhodium" title="Rhodium">Rh</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Samarium(III)_oxide" title="Samarium(III) oxide">Samarium(III) oxide</a> (<a href="/wiki/Samarium" title="Samarium">Sm</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Scandium_oxide" title="Scandium oxide">Scandium oxide</a> (<a href="/wiki/Scandium" title="Scandium">Sc</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Terbium(III)_oxide" title="Terbium(III) oxide">Terbium(III) oxide</a> (<a href="/wiki/Terbium" title="Terbium">Tb</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Thallium(III)_oxide" title="Thallium(III) oxide">Thallium(III) oxide</a> (<a href="/wiki/Thallium" title="Thallium">Tl</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Thulium(III)_oxide" title="Thulium(III) oxide">Thulium(III) oxide</a> (<a href="/wiki/Thulium" title="Thulium">Tm</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Titanium(III)_oxide" title="Titanium(III) oxide">Titanium(III) oxide</a> (<a href="/wiki/Titanium" title="Titanium">Ti</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Tungsten(III)_oxide" title="Tungsten(III) oxide">Tungsten(III) oxide</a> (<a href="/wiki/Tungsten" title="Tungsten">W</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Vanadium(III)_oxide" title="Vanadium(III) oxide">Vanadium(III) oxide</a> (<a href="/wiki/Vanadium" title="Vanadium">V</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Ytterbium(III)_oxide" title="Ytterbium(III) oxide">Ytterbium(III) oxide</a> (<a href="/wiki/Ytterbium" title="Ytterbium">Yb</a><sub>2</sub>O<sub>3</sub>)</li> <li><a href="/wiki/Yttrium(III)_oxide" title="Yttrium(III) oxide">Yttrium(III) oxide</a> (<a href="/wiki/Yttrium" title="Yttrium">Y</a><sub>2</sub>O<sub>3</sub>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">+4 oxidation state</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/Americium_dioxide" title="Americium dioxide">Americium dioxide</a> (<a href="/wiki/Americium" title="Americium">Am</a>O<sub>2</sub>)</li> <li><a href="/wiki/Berkelium(IV)_oxide" title="Berkelium(IV) oxide">Berkelium(IV) oxide</a> (<a href="/wiki/Berkelium" title="Berkelium">Bk</a>O<sub>2</sub>)</li> <li><a href="/wiki/Bromine_dioxide" title="Bromine dioxide">Bromine dioxide</a> (<a href="/wiki/Bromine" title="Bromine">Br</a>O<sub>2</sub>)</li> <li><a href="/wiki/Californium_dioxide" class="mw-redirect" title="Californium dioxide">Californium dioxide</a> (<a href="/wiki/Californium" title="Californium">Cf</a>O<sub>2</sub>)</li> <li><a href="/wiki/Carbon_dioxide" title="Carbon dioxide">Carbon dioxide</a> (<a href="/wiki/Carbon" title="Carbon">C</a>O<sub>2</sub>)</li> <li><a href="/wiki/Carbon_trioxide" title="Carbon trioxide">Carbon trioxide</a> (<a href="/wiki/Carbon" title="Carbon">C</a>O<sub>3</sub>)</li> <li><a href="/wiki/Cerium(IV)_oxide" title="Cerium(IV) oxide">Cerium(IV) oxide</a> (<a href="/wiki/Cerium" title="Cerium">Ce</a>O<sub>2</sub>)</li> <li><a href="/wiki/Chlorine_dioxide" title="Chlorine dioxide">Chlorine dioxide</a> (<a href="/wiki/Chlorine" title="Chlorine">Cl</a>O<sub>2</sub>)</li> <li><a href="/wiki/Chromium(IV)_oxide" title="Chromium(IV) oxide">Chromium(IV) oxide</a> (<a href="/wiki/Chromium" title="Chromium">Cr</a>O<sub>2</sub>)</li> <li><a href="/wiki/Curium(IV)_oxide" title="Curium(IV) oxide">Curium(IV) oxide</a> (<a href="/wiki/Curium" title="Curium">Cm</a>O<sub>2</sub>)</li> <li><a href="/wiki/Dinitrogen_tetroxide" title="Dinitrogen tetroxide">Dinitrogen tetroxide</a> (<a href="/wiki/Nitrogen" title="Nitrogen">N</a><sub>2</sub>O<sub>4</sub>)</li> <li><a href="/wiki/Germanium_dioxide" title="Germanium dioxide">Germanium dioxide</a> (<a href="/wiki/Germanium" title="Germanium">Ge</a>O<sub>2</sub>)</li> <li><a href="/wiki/Iodine_dioxide" title="Iodine dioxide">Iodine dioxide</a> (<a href="/wiki/Iodine" title="Iodine">I</a>O<sub>2</sub>)</li> <li><a href="/wiki/Iridium_dioxide" class="mw-redirect" title="Iridium dioxide">Iridium dioxide</a> (<a href="/wiki/Iridium" title="Iridium">Ir</a>O<sub>2</sub>)</li> <li><a href="/wiki/Hafnium(IV)_oxide" title="Hafnium(IV) oxide">Hafnium(IV) oxide</a> (<a href="/wiki/Hafnium" title="Hafnium">Hf</a>O<sub>2</sub>)</li> <li><a href="/wiki/Lead_dioxide" title="Lead dioxide">Lead dioxide</a> (<a href="/wiki/Lead" title="Lead">Pb</a>O<sub>2</sub>)</li> <li><a href="/wiki/Manganese_dioxide" title="Manganese dioxide">Manganese dioxide</a> (<a href="/wiki/Manganese" title="Manganese">Mn</a>O<sub>2</sub>)</li> <li><a href="/wiki/Molybdenum_dioxide" title="Molybdenum dioxide">Molybdenum dioxide</a> (<a href="/wiki/Molybdenum" title="Molybdenum">Mo</a>O<sub>2</sub>)</li> <li><a href="/wiki/Neptunium(IV)_oxide" title="Neptunium(IV) oxide">Neptunium(IV) oxide</a> (<a href="/wiki/Neptunium" title="Neptunium">Np</a>O<sub>2</sub>)</li> <li><a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">Nitrogen dioxide</a> (<a href="/wiki/Nitrogen" title="Nitrogen">N</a>O<sub>2</sub>)</li> <li><a href="/wiki/Niobium_dioxide" title="Niobium dioxide">Niobium dioxide</a> (<a href="/wiki/Niobium" title="Niobium">Nb</a>O<sub>2</sub>)</li> <li><a href="/wiki/Osmium_dioxide" title="Osmium dioxide">Osmium dioxide</a> (<a href="/wiki/Osmium" title="Osmium">Os</a>O<sub>2</sub>)</li> <li><a href="/wiki/Platinum_dioxide" class="mw-redirect" title="Platinum dioxide">Platinum dioxide</a> (<a href="/wiki/Platinum" title="Platinum">Pt</a>O<sub>2</sub>)</li> <li><a href="/wiki/Plutonium(IV)_oxide" title="Plutonium(IV) oxide">Plutonium(IV) oxide</a> (<a href="/wiki/Plutonium" title="Plutonium">Pu</a>O<sub>2</sub>)</li> <li><a href="/wiki/Polonium_dioxide" title="Polonium dioxide">Polonium dioxide</a> (<a href="/wiki/Polonium" title="Polonium">Po</a>O<sub>2</sub>)</li> <li><a href="/wiki/Praseodymium(IV)_oxide" title="Praseodymium(IV) oxide">Praseodymium(IV) oxide</a> (<a href="/wiki/Praseodymium" title="Praseodymium">Pr</a>O<sub>2</sub>)</li> <li><a href="/wiki/Protactinium(IV)_oxide" title="Protactinium(IV) oxide">Protactinium(IV) oxide</a> (<a href="/wiki/Protactinium" title="Protactinium">Pa</a>O<sub>2</sub>)</li> <li><a href="/wiki/Rhenium(IV)_oxide" title="Rhenium(IV) oxide">Rhenium(IV) oxide</a> (<a href="/wiki/Rhenium" title="Rhenium">Re</a>O<sub>2</sub>)</li> <li><a href="/wiki/Rhodium(IV)_oxide" title="Rhodium(IV) oxide">Rhodium(IV) oxide</a> (<a href="/wiki/Rhodium" title="Rhodium">Rh</a>O<sub>2</sub>)</li> <li><a href="/wiki/Ruthenium(IV)_oxide" title="Ruthenium(IV) oxide">Ruthenium(IV) oxide</a> (<a href="/wiki/Ruthenium" title="Ruthenium">Ru</a>O<sub>2</sub>)</li> <li><a href="/wiki/Selenium_dioxide" title="Selenium dioxide">Selenium dioxide</a> (<a href="/wiki/Selenium" title="Selenium">Se</a>O<sub>2</sub>)</li> <li><a href="/wiki/Silicon_dioxide" title="Silicon dioxide">Silicon dioxide</a> (<a href="/wiki/Silicon" title="Silicon">Si</a>O<sub>2</sub>)</li> <li><a href="/wiki/Sulfur_dioxide" title="Sulfur dioxide">Sulfur dioxide</a> (<a href="/wiki/Sulfur" title="Sulfur">S</a>O<sub>2</sub>)</li> <li><a href="/wiki/Technetium(IV)_oxide" title="Technetium(IV) oxide">Technetium(IV) oxide</a> (<a href="/wiki/Technetium" title="Technetium">Tc</a>O<sub>2</sub>)</li> <li><a href="/wiki/Tellurium_dioxide" title="Tellurium dioxide">Tellurium dioxide</a> (<a href="/wiki/Tellurium" title="Tellurium">Te</a>O<sub>2</sub>)</li> <li><a href="/wiki/Terbium(IV)_oxide" title="Terbium(IV) oxide">Terbium(IV) oxide</a> (<a href="/wiki/Terbium" title="Terbium">Tb</a>O<sub>2</sub>)</li> <li><a href="/wiki/Thorium_dioxide" title="Thorium dioxide">Thorium dioxide</a> (<a href="/wiki/Thorium" title="Thorium">Th</a>O<sub>2</sub>)</li> <li><a href="/wiki/Tin(IV)_oxide" title="Tin(IV) oxide">Tin dioxide</a> (<a href="/wiki/Tin" title="Tin">Sn</a>O<sub>2</sub>)</li> <li><a href="/wiki/Titanium_dioxide" title="Titanium dioxide">Titanium dioxide</a> (<a href="/wiki/Titanium" title="Titanium">Ti</a>O<sub>2</sub>)</li> <li><a href="/wiki/Tungsten(IV)_oxide" title="Tungsten(IV) oxide">Tungsten(IV) oxide</a> (<a href="/wiki/Tungsten" title="Tungsten">W</a>O<sub>2</sub>)</li> <li><a href="/wiki/Uranium_dioxide" title="Uranium dioxide">Uranium dioxide</a> (<a href="/wiki/Uranium" title="Uranium">U</a>O<sub>2</sub>)</li> <li><a href="/wiki/Vanadium(IV)_oxide" title="Vanadium(IV) oxide">Vanadium(IV) oxide</a> (<a href="/wiki/Vanadium" title="Vanadium">V</a>O<sub>2</sub>)</li> <li><a href="/wiki/Zirconium_dioxide" title="Zirconium dioxide">Zirconium dioxide</a> (<a href="/wiki/Zirconium" title="Zirconium">Zr</a>O<sub>2</sub>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">+5 oxidation state</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/Antimony_pentoxide" title="Antimony pentoxide">Antimony pentoxide</a> (<a href="/wiki/Antimony" title="Antimony">Sb</a><sub>2</sub>O<sub>5</sub>)</li> <li><a href="/wiki/Arsenic_pentoxide" title="Arsenic pentoxide">Arsenic pentoxide</a> (<a href="/wiki/Arsenic" title="Arsenic">As</a><sub>2</sub>O<sub>5</sub>)</li> <li><a href="/wiki/Bismuth_pentoxide" title="Bismuth pentoxide">Bismuth pentoxide</a> (<a href="/wiki/Bismuth" title="Bismuth">Bi</a><sub>2</sub>O<sub>5</sub>)</li> <li><a href="/wiki/Dinitrogen_pentoxide" title="Dinitrogen pentoxide">Dinitrogen pentoxide</a> (<a href="/wiki/Nitrogen" title="Nitrogen">N</a><sub>2</sub>O<sub>5</sub>)</li> <li><a href="/wiki/Niobium_pentoxide" title="Niobium pentoxide">Niobium pentoxide</a> (<a href="/wiki/Niobium" title="Niobium">Nb</a><sub>2</sub>O<sub>5</sub>)</li> <li><a href="/wiki/Phosphorus_pentoxide" title="Phosphorus pentoxide">Phosphorus pentoxide</a> (<a href="/wiki/Phosphorus" title="Phosphorus">P</a><sub>2</sub>O<sub>5</sub>)</li> <li><a href="/wiki/Protactinium(V)_oxide" title="Protactinium(V) oxide">Protactinium(V) oxide</a> (<a href="/wiki/Protactinium" title="Protactinium">Pa</a><sub>2</sub>O<sub>5</sub>)</li> <li><a href="/wiki/Tantalum_pentoxide" title="Tantalum pentoxide">Tantalum pentoxide</a> (<a href="/wiki/Tantalum" title="Tantalum">Ta</a><sub>2</sub>O<sub>5</sub>)</li> <li><a href="/wiki/Tungsten_pentoxide" title="Tungsten pentoxide">Tungsten pentoxide</a> (<a href="/wiki/Tungsten" title="Tungsten">W</a><sub>2</sub>O<sub>5</sub>)</li> <li><a href="/wiki/Vanadium(V)_oxide" title="Vanadium(V) oxide">Vanadium(V) oxide</a> (<a href="/wiki/Vanadium" title="Vanadium">V</a><sub>2</sub>O<sub>5</sub>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">+6 oxidation state</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/Chromium_trioxide" title="Chromium trioxide">Chromium trioxide</a> (<a href="/wiki/Chromium" title="Chromium">Cr</a>O<sub>3</sub>)</li> <li><a href="/wiki/Molybdenum_trioxide" title="Molybdenum trioxide">Molybdenum trioxide</a> (<a href="/wiki/Molybdenum" title="Molybdenum">Mo</a>O<sub>3</sub>)</li> <li><a href="/wiki/Polonium_trioxide" title="Polonium trioxide">Polonium trioxide</a> (<a href="/wiki/Polonium" title="Polonium">Po</a>O<sub>3</sub>)</li> <li><a href="/wiki/Rhenium_trioxide" title="Rhenium trioxide">Rhenium trioxide</a> (<a href="/wiki/Rhenium" title="Rhenium">Re</a>O<sub>3</sub>)</li> <li><a href="/wiki/Selenium_trioxide" title="Selenium trioxide">Selenium trioxide</a> (<a href="/wiki/Selenium" title="Selenium">Se</a>O<sub>3</sub>)</li> <li><a href="/wiki/Sulfur_trioxide" title="Sulfur trioxide">Sulfur trioxide</a> (<a href="/wiki/Sulfur" title="Sulfur">S</a>O<sub>3</sub>)</li> <li><a href="/wiki/Tellurium_trioxide" title="Tellurium trioxide">Tellurium trioxide</a> (<a href="/wiki/Tellurium" title="Tellurium">Te</a>O<sub>3</sub>)</li> <li><a href="/wiki/Tungsten_trioxide" title="Tungsten trioxide">Tungsten trioxide</a> (<a href="/wiki/Tungsten" title="Tungsten">W</a>O<sub>3</sub>)</li> <li><a href="/wiki/Uranium_trioxide" title="Uranium trioxide">Uranium trioxide</a> (<a href="/wiki/Uranium" title="Uranium">U</a>O<sub>3</sub>)</li> <li><a href="/wiki/Xenon_trioxide" title="Xenon trioxide">Xenon trioxide</a> (<a href="/wiki/Xenon" title="Xenon">Xe</a>O<sub>3</sub>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">+7 oxidation state</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/Dichlorine_heptoxide" title="Dichlorine heptoxide">Dichlorine heptoxide</a> (<a href="/wiki/Chlorine" title="Chlorine">Cl</a><sub>2</sub>O<sub>7</sub>)</li> <li><a href="/wiki/Manganese_heptoxide" title="Manganese heptoxide">Manganese heptoxide</a> (<a href="/wiki/Manganese" title="Manganese">Mn</a><sub>2</sub>O<sub>7</sub>)</li> <li><a href="/wiki/Rhenium(VII)_oxide" title="Rhenium(VII) oxide">Rhenium(VII) oxide</a> (<a href="/wiki/Rhenium" title="Rhenium">Re</a><sub>2</sub>O<sub>7</sub>)</li> <li><a href="/wiki/Technetium(VII)_oxide" title="Technetium(VII) oxide">Technetium(VII) oxide</a> (<a href="/wiki/Technetium" title="Technetium">Tc</a><sub>2</sub>O<sub>7</sub>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">+8 oxidation state</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/Iridium_tetroxide" title="Iridium tetroxide">Iridium tetroxide</a> (<a href="/wiki/Iridium" title="Iridium">Ir</a>O<sub>4</sub>)</li> <li><a href="/wiki/Osmium_tetroxide" title="Osmium tetroxide">Osmium tetroxide</a> (<a href="/wiki/Osmium" title="Osmium">Os</a>O<sub>4</sub>)</li> <li><a href="/wiki/Ruthenium_tetroxide" title="Ruthenium tetroxide">Ruthenium tetroxide</a> (<a href="/wiki/Ruthenium" title="Ruthenium">Ru</a>O<sub>4</sub>)</li> <li><a href="/wiki/Xenon_tetroxide" title="Xenon tetroxide">Xenon tetroxide</a> (<a href="/wiki/Xenon" title="Xenon">Xe</a>O<sub>4</sub>)</li> <li><a href="/wiki/Hassium_tetroxide" title="Hassium tetroxide">Hassium tetroxide</a> (<a href="/wiki/Hassium" title="Hassium">Hs</a>O<sub>4</sub>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Related</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/Oxocarbon" title="Oxocarbon">Oxocarbon</a></li> <li><a href="/wiki/Suboxide" title="Suboxide">Suboxide</a></li> <li><a href="/wiki/Oxyanion" title="Oxyanion">Oxyanion</a></li> <li><a href="/wiki/Ozonide" title="Ozonide">Ozonide</a></li> <li><a href="/wiki/Peroxide" title="Peroxide">Peroxide</a></li> <li><a href="/wiki/Superoxide" title="Superoxide">Superoxide</a></li> <li><a href="/wiki/Oxypnictide" title="Oxypnictide">Oxypnictide</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div>Oxides are sorted by <a href="/wiki/Oxidation_state" title="Oxidation state">oxidation state</a>. <a href="/wiki/Category:Oxides" title="Category:Oxides">Category:Oxides</a></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Neurotransmitters114" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2" style="text-align: center;"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Neurotransmitters" title="Template:Neurotransmitters"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Neurotransmitters" title="Template talk:Neurotransmitters"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Neurotransmitters" title="Special:EditPage/Template:Neurotransmitters"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Neurotransmitters114" style="font-size:114%;margin:0 4em"><a href="/wiki/Neurotransmitter" title="Neurotransmitter">Neurotransmitters</a></div></th></tr><tr><th scope="row" class="navbox-group" style="text-align: center;;width:1%"><a href="/wiki/Amino_acid" title="Amino acid">Amino acid</a>-derived</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Major excitatory /<br />inhibitory systems</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;">Glutamate system</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Agmatine" title="Agmatine">Agmatine</a></li> <li><a href="/wiki/Aspartic_acid" title="Aspartic acid">Aspartic acid (aspartate)</a></li> <li><a href="/wiki/Glutamate_(neurotransmitter)" title="Glutamate (neurotransmitter)">Glutamic acid (glutamate)</a></li> <li><a href="/wiki/Glutathione" title="Glutathione">Glutathione</a></li> <li><a href="/wiki/Glycine" title="Glycine">Glycine</a></li> <li><a href="/wiki/S-Nitrosoglutathione" title="S-Nitrosoglutathione">GSNO</a></li> <li><a href="/wiki/Glutathione_disulfide" title="Glutathione disulfide">GSSG</a></li> <li><a href="/wiki/Kynurenic_acid" title="Kynurenic acid">Kynurenic acid</a></li> <li><a href="/wiki/N-Acetylaspartic_acid" title="N-Acetylaspartic acid">NAA</a></li> <li><a href="/wiki/N-Acetylaspartylglutamic_acid" title="N-Acetylaspartylglutamic acid">NAAG</a></li> <li><a href="/wiki/Proline" title="Proline">Proline</a></li> <li><a href="/wiki/Serine" title="Serine">Serine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;">GABA system</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/GABA" title="GABA">GABA</a></li> <li><a href="/wiki/%CE%93-Amino-%CE%B2-hydroxybutyric_acid" title="Γ-Amino-β-hydroxybutyric acid">GABOB</a></li> <li><a href="/wiki/%CE%93-Hydroxybutyric_acid" title="Γ-Hydroxybutyric acid">GHB</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;">Glycine system</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Alanine" title="Alanine">α-Alanine</a></li> <li><a href="/wiki/%CE%92-Alanine" title="Β-Alanine">β-Alanine</a></li> <li><a href="/wiki/Glycine" title="Glycine">Glycine</a></li> <li><a href="/wiki/Hypotaurine" title="Hypotaurine">Hypotaurine</a></li> <li><a href="/wiki/Proline" title="Proline">Proline</a></li> <li><a href="/wiki/Sarcosine" title="Sarcosine">Sarcosine</a></li> <li><a href="/wiki/Serine" title="Serine">Serine</a></li> <li><a href="/wiki/Taurine" title="Taurine">Taurine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal;"><a href="/wiki/GHB_receptor" title="GHB receptor">GHB system</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/%CE%93-Hydroxybutyric_acid" title="Γ-Hydroxybutyric acid">GHB</a></li> <li><a href="/wiki/T-HCA" title="T-HCA">T-HCA (GHC)</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;"><a href="/wiki/Biogenic_amine" title="Biogenic amine">Biogenic amines</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:4em;font-weight:normal; text-align: center;">Monoamines</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/6-Hydroxymelatonin" title="6-Hydroxymelatonin">6-OHM</a></li> <li><a href="/wiki/Dopamine" title="Dopamine">Dopamine</a></li> <li><a href="/wiki/Adrenaline" title="Adrenaline">Epinephrine (adrenaline)</a></li> <li><a href="/wiki/N-Acetylserotonin" title="N-Acetylserotonin">NAS (normelatonin)</a></li> <li><a href="/wiki/Norepinephrine" title="Norepinephrine">Norepinephrine (noradrenaline)</a></li> <li><a href="/wiki/Serotonin" title="Serotonin">Serotonin (5-HT)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;font-weight:normal; text-align: center;">Trace amines</th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/3-Iodothyronamine" title="3-Iodothyronamine">3-Iodothyronamine</a></li> <li><a href="/wiki/N-Methylphenethylamine" title="N-Methylphenethylamine">N-Methylphenethylamine</a></li> <li><a href="/wiki/N-Methyltryptamine" title="N-Methyltryptamine">N-Methyltryptamine</a></li> <li><a href="/wiki/Norfenefrine" title="Norfenefrine"><i>m</i>-Octopamine</a></li> <li><a href="/wiki/Octopamine" title="Octopamine"><i>p</i>-Octopamine</a></li> <li><a href="/wiki/Phenylethanolamine" title="Phenylethanolamine">Phenylethanolamine</a></li> <li><a href="/wiki/Phenethylamine" title="Phenethylamine">Phenethylamine</a></li> <li><a href="/wiki/Synephrine" title="Synephrine">Synephrine</a></li> <li><a href="/wiki/Tryptamine" title="Tryptamine">Tryptamine</a></li> <li><a href="/wiki/Meta-Tyramine" title="Meta-Tyramine"><i>m</i>-Tyramine</a></li> <li><a href="/wiki/Tyramine" title="Tyramine"><i>p</i>-Tyramine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:4em;font-weight:normal; text-align: center;">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Histamine" title="Histamine">Histamine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;"><a href="/wiki/Neuropeptide" title="Neuropeptide">Neuropeptides</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>See <a href="/wiki/Template:Neuropeptides" title="Template:Neuropeptides">here</a> instead.</li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="text-align: center;;width:1%"><a href="/wiki/Lipid" title="Lipid">Lipid</a>-derived</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Endocannabinoids33" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Endocannabinoids</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-Arachidonoylglycerol" title="2-Arachidonoylglycerol">2-AG</a></li> <li><a href="/wiki/2-Arachidonyl_glyceryl_ether" title="2-Arachidonyl glyceryl ether">2-AGE (noladin ether)</a></li> <li><a href="/w/index.php?title=2-Arachidonoyl_lysophosphatidylinositol&action=edit&redlink=1" class="new" title="2-Arachidonoyl lysophosphatidylinositol (page does not exist)">2-ALPI</a></li> <li><a href="/wiki/2-Oleoylglycerol" title="2-Oleoylglycerol">2-OG</a></li> <li><a href="/wiki/Arachidonoyl_serotonin" title="Arachidonoyl serotonin">AA-5-HT</a></li> <li><a href="/wiki/Anandamide" title="Anandamide">Anandamide (AEA)</a></li> <li><a href="/wiki/Docosatetraenoylethanolamide" title="Docosatetraenoylethanolamide">DEA</a></li> <li><a href="/wiki/Lysophosphatidylinositol" title="Lysophosphatidylinositol">LPI</a></li> <li><a href="/wiki/N-Arachidonoyl_dopamine" title="N-Arachidonoyl dopamine">NADA</a></li> <li><a href="/wiki/N-Arachidonylglycine" title="N-Arachidonylglycine">NAGly</a></li> <li><a href="/wiki/Oleoylethanolamide" title="Oleoylethanolamide">OEA</a></li> <li><a href="/wiki/Oleamide" title="Oleamide">Oleamide</a></li> <li><a href="/wiki/Palmitoylethanolamide" title="Palmitoylethanolamide">PEA</a></li> <li><a href="/wiki/RVD-Hp%CE%B1" title="RVD-Hpα">RVD-Hpα</a></li> <li><a href="/wiki/Stearoylethanolamide" title="Stearoylethanolamide">SEA</a></li> <li><a href="/wiki/Virodhamine" title="Virodhamine">Virodhamine (O-AEA)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;"><a href="/wiki/Neurosteroid" title="Neurosteroid">Neurosteroids</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li>See <a href="/wiki/Template:Steroid_hormones" title="Template:Steroid hormones">here</a> instead.</li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="text-align: center;;width:1%"><a href="/wiki/Nucleobase" class="mw-redirect" title="Nucleobase">Nucleobase</a>-derived</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Nucleosides11" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Nucleosides</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Adenosine_system20" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;"><a href="/wiki/Adenosine" title="Adenosine">Adenosine</a> system</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Adenosine_diphosphate" title="Adenosine diphosphate">ADP</a></li> <li><a href="/wiki/Adenosine_monophosphate" title="Adenosine monophosphate">AMP</a></li> <li><a href="/wiki/Adenosine_triphosphate" title="Adenosine triphosphate">ATP</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="text-align: center;;width:1%"><a href="/wiki/Vitamin" title="Vitamin">Vitamin</a>-derived</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="text-align: center;;width:1%">Miscellaneous</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Cholinergic_system18" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Cholinergic system</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetylcholine" title="Acetylcholine">Acetylcholine</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Gasotransmitters16" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Gasotransmitters</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Carbon_monoxide" title="Carbon monoxide">Carbon monoxide (CO)</a></li> <li><a href="/wiki/Hydrogen_sulfide" title="Hydrogen sulfide">Hydrogen sulfide (H<sub>2</sub>S)</a></li> <li><a class="mw-selflink selflink">Nitric oxide (NO)</a></li></ul> </div></td></tr></tbody></table><div> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Candidates10" scope="row" class="navbox-group" style="width:1%;font-weight:normal; text-align: center;">Candidates</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetaldehyde" title="Acetaldehyde">Acetaldehyde</a></li> <li><a href="/wiki/Ammonia" title="Ammonia">Ammonia (NH<sub>3</sub>)</a></li> <li><a href="/wiki/Carbonyl_sulfide" title="Carbonyl sulfide">Carbonyl sulfide (COS)</a></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide (N<sub>2</sub>O)</a></li> <li><a href="/wiki/Sulfur_dioxide" title="Sulfur dioxide">Sulfur dioxide (SO<sub>2</sub>)</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Nitric_oxide_signaling_modulators330" 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:Nitric_oxide_signaling_modulators" title="Template:Nitric oxide signaling modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Nitric_oxide_signaling_modulators" title="Template talk:Nitric oxide signaling modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Nitric_oxide_signaling_modulators" title="Special:EditPage/Template:Nitric oxide signaling modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Nitric_oxide_signaling_modulators330" style="font-size:114%;margin:0 4em"><a class="mw-selflink selflink">Nitric oxide</a> <a href="/wiki/Cell_signaling" title="Cell signaling">signaling</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 class="mw-selflink selflink">Forms</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/Nitroxyl" title="Nitroxyl">Nitroxyl anion (NO<sup>−</sup>; oxonitrate(1-), hyponitrite anion)</a></li> <li><a class="mw-selflink selflink">Nitric oxide (NO<sup>⋅</sup>; nitrogen monoxide)</a></li> <li><a href="/wiki/Nitrosonium" title="Nitrosonium">Nitrosonium (NO<sup>+</sup>; nitrosyl cation)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Biological_target" title="Biological target">Targets</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="sGC33" scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Soluble_guanylate_cyclase" class="mw-redirect" title="Soluble guanylate cyclase">sGC</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Activators/stimulators:</i> <a href="/w/index.php?title=Ataciguat&action=edit&redlink=1" class="new" title="Ataciguat (page does not exist)">Ataciguat</a></li> <li><a href="/w/index.php?title=BAY_41-2272&action=edit&redlink=1" class="new" title="BAY 41-2272 (page does not exist)">BAY 41-2272</a></li> <li><a href="/w/index.php?title=BAY_41-8543&action=edit&redlink=1" class="new" title="BAY 41-8543 (page does not exist)">BAY 41-8543</a></li> <li><a href="/w/index.php?title=BAY_60-4552&action=edit&redlink=1" class="new" title="BAY 60-4552 (page does not exist)">BAY 60-4552</a></li> <li><a href="/w/index.php?title=BI-703704&action=edit&redlink=1" class="new" title="BI-703704 (page does not exist)">BI-703704</a></li> <li><a href="/wiki/Cinaciguat" title="Cinaciguat">Cinaciguat (BAY 58-2667)</a></li> <li><a href="/w/index.php?title=GSK-2181236A&action=edit&redlink=1" class="new" title="GSK-2181236A (page does not exist)">GSK-2181236A</a></li> <li><a href="/w/index.php?title=Praliciguat&action=edit&redlink=1" class="new" title="Praliciguat (page does not exist)">Praliciguat</a></li> <li><a href="/wiki/Riociguat" title="Riociguat">Riociguat</a></li> <li><a href="/wiki/Vericiguat" title="Vericiguat">Vericiguat</a></li></ul> <ul><li><i>Inhibitors:</i> <a href="/w/index.php?title=1H-(1,2,4)Oxadiazolo(4,3-a)quinoxalin-1-one&action=edit&redlink=1" class="new" title="1H-(1,2,4)Oxadiazolo(4,3-a)quinoxalin-1-one (page does not exist)">ODQ</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/NO_donor" class="mw-redirect" title="NO donor">NO donors</a><br /><small>(<a href="/wiki/Prodrug" title="Prodrug">prodrugs</a>)</small></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><i><a href="/wiki/Nitrate" title="Nitrate">Nitrates</a>:</i> <a href="/wiki/Diethylene_glycol_dinitrate" title="Diethylene glycol dinitrate">Diethylene glycol dinitrate (DEGDN)</a></li> <li><a href="/wiki/Erythritol_tetranitrate" title="Erythritol tetranitrate">Erythritol tetranitrate (ETN)</a></li> <li><a href="/wiki/Ethylene_glycol_dinitrate" title="Ethylene glycol dinitrate">Ethylene glycol dinitrate (EGDN; nitroglycol)</a></li> <li><a href="/wiki/Isosorbide_mononitrate" title="Isosorbide mononitrate">Isosorbide mononitrate (ISMN)</a></li> <li><a href="/wiki/Isosorbide_dinitrate" title="Isosorbide dinitrate">Isosorbide dinitrate (ISDN)</a></li> <li><a href="/wiki/Itramin_tosilate" title="Itramin tosilate">Itramin tosilate</a></li> <li><a href="/wiki/Mannitol_hexanitrate" title="Mannitol hexanitrate">Mannitol hexanitrate</a></li> <li><a href="/wiki/Naproxcinod" title="Naproxcinod">Naproxcinod (nitronaproxen; AZD-3582, HCT-3012)</a></li> <li><a href="/w/index.php?title=NCX-466&action=edit&redlink=1" class="new" title="NCX-466 (page does not exist)">NCX-466</a></li> <li><a href="/w/index.php?title=NCX-2216&action=edit&redlink=1" class="new" title="NCX-2216 (page does not exist)">NCX-2216</a></li> <li><a href="/w/index.php?title=NCX-4016&action=edit&redlink=1" class="new" title="NCX-4016 (page does not exist)">NCX-4016</a></li> <li><a href="/w/index.php?title=NCX_4040&action=edit&redlink=1" class="new" title="NCX 4040 (page does not exist)">NCX 4040</a></li> <li><a href="/w/index.php?title=NCX-4215&action=edit&redlink=1" class="new" title="NCX-4215 (page does not exist)">NCX-4215</a></li> <li><a href="/wiki/Nicorandil" title="Nicorandil">Nicorandil</a></li> <li><a href="/wiki/Nipradilol" title="Nipradilol">Nipradilol (K-351)</a></li> <li><a href="/wiki/Nitrate" title="Nitrate">Nitrate (NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span>)</a></li> <li><a href="/w/index.php?title=Nitroatorvastatin&action=edit&redlink=1" class="new" title="Nitroatorvastatin (page does not exist)">Nitroatorvastatin (NCX-6560)</a></li> <li><a href="/w/index.php?title=Nitroflurbiprofen&action=edit&redlink=1" class="new" title="Nitroflurbiprofen (page does not exist)">Nitroflurbiprofen (HCT-1026)</a></li> <li><a href="/w/index.php?title=Nitrofluvastatin&action=edit&redlink=1" class="new" title="Nitrofluvastatin (page does not exist)">Nitrofluvastatin</a></li> <li><a href="/wiki/Nitroglycerin_(drug)" class="mw-redirect" title="Nitroglycerin (drug)">Nitroglycerin (glyceryl trinitrate (GTN))</a></li> <li><a href="/w/index.php?title=Nitropravastatin&action=edit&redlink=1" class="new" title="Nitropravastatin (page does not exist)">Nitropravastatin (NCX-6550)</a></li> <li><a href="/wiki/Pentaerithrityl_tetranitrate" class="mw-redirect" title="Pentaerithrityl tetranitrate">Pentaerithrityl tetranitrate (PETN)</a></li> <li><a href="/wiki/Propatylnitrate" title="Propatylnitrate">Propatylnitrate</a></li> <li><a href="/wiki/Propylene_glycol_dinitrate" title="Propylene glycol dinitrate">Propylene glycol dinitrate (PGDN)</a></li> <li><a href="/w/index.php?title=Sodium_trioxodinitrate&action=edit&redlink=1" class="new" title="Sodium trioxodinitrate (page does not exist)">Sodium trioxodinitrate (Angeli's salt)</a></li> <li>Tenitramine</li> <li><a href="/wiki/Trolnitrate" title="Trolnitrate">Trolnitrate</a></li></ul> <ul><li><i><a href="/wiki/Nitroso_compound" class="mw-redirect" title="Nitroso compound">Nitroso compounds</a>/<a href="/wiki/Nitrite" title="Nitrite">nitrites</a>:</i> <a href="/wiki/Nitrite" title="Nitrite">Nitrite (NO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span>)</a>; <i>O-Nitroso compounds (<a href="/wiki/Alkyl_nitrite" title="Alkyl nitrite">alkyl nitrites</a>):</i> <a href="/wiki/Amyl_nitrite" title="Amyl nitrite">Amyl nitrite (isoamyl nitrite, isopentyl nitrite)</a></li> <li><a href="/wiki/Cyclohexyl_nitrite" title="Cyclohexyl nitrite">Cyclohexyl nitrite</a></li> <li><a href="/wiki/Ethyl_nitrite" title="Ethyl nitrite">Ethyl nitrite</a></li> <li><a href="/wiki/Hexyl_nitrite" title="Hexyl nitrite">Hexyl nitrite</a></li> <li><a href="/wiki/Isobutyl_nitrite" title="Isobutyl nitrite">Isobutyl nitrite (2-methylpropyl nitrite)</a></li> <li><a href="/wiki/Isopropyl_nitrite" title="Isopropyl nitrite">Isopropyl nitrite</a></li> <li><a href="/wiki/Methyl_nitrite" title="Methyl nitrite">Methyl nitrite</a></li> <li><a href="/wiki/Butyl_nitrite" title="Butyl nitrite"><i>n</i>-Butyl nitrite</a></li> <li><a href="/wiki/Pentyl_nitrite" title="Pentyl nitrite">Pentyl nitrite</a></li> <li><a href="/wiki/Tert-Butyl_nitrite" title="Tert-Butyl nitrite"><i>tert</i>-Butyl nitrite</a>; <i><a href="/wiki/S-Nitrosothiol" title="S-Nitrosothiol">S-Nitroso compounds</a> (thionitrites):</i> <a href="/w/index.php?title=LA810&action=edit&redlink=1" class="new" title="LA810 (page does not exist)">LA810</a></li> <li><a href="/w/index.php?title=S-Nitrosoalbumin&action=edit&redlink=1" class="new" title="S-Nitrosoalbumin (page does not exist)">S-Nitrosoalbumin (SNALB)</a></li> <li><a href="/w/index.php?title=S-Nitrosated_AR545C&action=edit&redlink=1" class="new" title="S-Nitrosated AR545C (page does not exist)">S-Nitrosated AR545C</a></li> <li><a href="/w/index.php?title=S-Nitroso-N-acetylcysteine&action=edit&redlink=1" class="new" title="S-Nitroso-N-acetylcysteine (page does not exist)">S-Nitroso-N-acetylcysteine (SNAC)</a></li> <li><a href="/wiki/S-Nitroso-N-acetylpenicillamine" title="S-Nitroso-N-acetylpenicillamine">S-Nitroso-N-acetylpenicillamine (SNAP)</a></li> <li><a href="/w/index.php?title=S-Nitroso-N-valerylpenicillamine&action=edit&redlink=1" class="new" title="S-Nitroso-N-valerylpenicillamine (page does not exist)">S-Nitroso-N-valerylpenicillamine (SNVP)</a></li> <li><a href="/w/index.php?title=S-Nitrosocaptopril&action=edit&redlink=1" class="new" title="S-Nitrosocaptopril (page does not exist)">S-Nitrosocaptopril (SNO-Cap)</a></li> <li><a href="/w/index.php?title=S-Nitrosocysteine&action=edit&redlink=1" class="new" title="S-Nitrosocysteine (page does not exist)">S-Nitrosocysteine (SNC, CysNO, SNO-Cys)</a></li> <li><a href="/w/index.php?title=S-Nitrosodiclofenac&action=edit&redlink=1" class="new" title="S-Nitrosodiclofenac (page does not exist)">S-Nitrosodiclofenac</a></li> <li><a href="/wiki/S-Nitrosoglutathione" title="S-Nitrosoglutathione">S-Nitrosoglutathione (GSNO, SNOG)</a></li> <li><a href="/w/index.php?title=S-Nitrosated_tissue-type_plasminogen_activator&action=edit&redlink=1" class="new" title="S-Nitrosated tissue-type plasminogen activator (page does not exist)">SNO-t-PA</a></li> <li><a href="/w/index.php?title=S-Nitrosated_von_Willebrand_factor&action=edit&redlink=1" class="new" title="S-Nitrosated von Willebrand factor (page does not exist)">SNO-vWF</a>; <i>N-Nitroso compounds (e.g., <a href="/wiki/Nitrosamine" title="Nitrosamine">nitrosamines</a>):</i> <a href="/w/index.php?title=SIN-1A&action=edit&redlink=1" class="new" title="SIN-1A (page does not exist)">SIN-1A</a></li></ul> <ul><li><i>Nitrosyl compounds:</i> <i><a href="/wiki/Metal_nitrosyl_complex" title="Metal nitrosyl complex">Metal nitrosyl complexes</a>:</i> <a href="/wiki/Roussin%27s_black_salt" title="Roussin's black salt">Roussin's black salt</a></li> <li><a href="/wiki/Roussin%27s_red_salt" title="Roussin's red salt">Roussin's red salt</a></li> <li><a href="/wiki/Sodium_nitroprusside" title="Sodium nitroprusside">Sodium nitroprusside (SNP)</a></li></ul> <ul><li><i><a href="/wiki/NONOate" title="NONOate">NONOates</a> (diazeniumdiolates):</i> <a href="/w/index.php?title=Diethylamine/NO&action=edit&redlink=1" class="new" title="Diethylamine/NO (page does not exist)">Diethylamine/NO (DEA/NO)</a></li> <li><a href="/w/index.php?title=Diethylenetriamine/NO&action=edit&redlink=1" class="new" title="Diethylenetriamine/NO (page does not exist)">Diethylenetriamine/NO (DETA/NO)</a></li> <li><a href="/w/index.php?title=GLO/NO&action=edit&redlink=1" class="new" title="GLO/NO (page does not exist)">GLO/NO</a></li> <li><a href="/w/index.php?title=JS-K&action=edit&redlink=1" class="new" title="JS-K (page does not exist)">JS-K</a></li> <li><a href="/w/index.php?title=Methylamine_hexamethylene_methylamine/NO&action=edit&redlink=1" class="new" title="Methylamine hexamethylene methylamine/NO (page does not exist)">Methylamine hexamethylene methylamine/NO (MAHMA/NO)</a></li> <li><a href="/w/index.php?title=PROLI/NO&action=edit&redlink=1" class="new" title="PROLI/NO (page does not exist)">PROLI/NO</a></li> <li><a href="/w/index.php?title=Spermine/NO&action=edit&redlink=1" class="new" title="Spermine/NO (page does not exist)">Spermine/NO (SPER/NO)</a></li> <li><a href="/w/index.php?title=V-PYRRO/NO&action=edit&redlink=1" class="new" title="V-PYRRO/NO (page does not exist)">V-PYRRO/NO</a></li></ul> <ul><li><i>Heterocyclic compounds:</i> <i><a href="/wiki/Furoxan" title="Furoxan">Furoxans</a>:</i> <a href="/wiki/Furoxan" title="Furoxan">Furoxan</a></li> <li><a href="/w/index.php?title=REC15/2739&action=edit&redlink=1" class="new" title="REC15/2739 (page does not exist)">REC15/2739</a>; <i><a href="/w/index.php?title=Sydnonimine&action=edit&redlink=1" class="new" title="Sydnonimine (page does not exist)">Sydnonimines</a>:</i> <a href="/wiki/Feprosidnine" title="Feprosidnine">Feprosidnine</a></li> <li><a href="/wiki/Linsidomine" title="Linsidomine">Linsidomine (SIN-1)</a></li> <li><a href="/wiki/Molsidomine" title="Molsidomine">Molsidomine (SIN-10)</a></li> <li><a href="/w/index.php?title=Sydnonimine&action=edit&redlink=1" class="new" title="Sydnonimine (page does not exist)">Sydnonimine</a></li></ul> <ul><li><i>Unsorted:</i> <a href="/wiki/Cimlanod" title="Cimlanod">Cimlanod</a></li> <li><a href="/w/index.php?title=FK-409&action=edit&redlink=1" class="new" title="FK-409 (page does not exist)">FK-409</a></li> <li><a href="/w/index.php?title=FR144220&action=edit&redlink=1" class="new" title="FR144220 (page does not exist)">FR144220</a></li> <li><a href="/w/index.php?title=FR146881&action=edit&redlink=1" class="new" title="FR146881 (page does not exist)">FR146881</a></li> <li><a href="/w/index.php?title=N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide&action=edit&redlink=1" class="new" title="N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide (page does not exist)">N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Enzyme" title="Enzyme">Enzyme</a><br /><small>(<a href="/wiki/Enzyme_inhibitor" title="Enzyme inhibitor">inhibitors</a>)</small></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Nitric_oxide_synthase" title="Nitric oxide synthase">NOS</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/NOS1" title="NOS1">nNOS</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=3-Bromo-7-nitroindazole&action=edit&redlink=1" class="new" title="3-Bromo-7-nitroindazole (page does not exist)">3-Bromo-7-nitroindazole</a></li> <li><a href="/w/index.php?title=3-Chloroindazole&action=edit&redlink=1" class="new" title="3-Chloroindazole (page does not exist)">3-Chloroindazole</a></li> <li><a href="/w/index.php?title=3-Chloro-5-nitroindazole&action=edit&redlink=1" class="new" title="3-Chloro-5-nitroindazole (page does not exist)">3-Chloro-5-nitroindazole</a></li> <li><a href="/w/index.php?title=5-Nitroindazole&action=edit&redlink=1" class="new" title="5-Nitroindazole (page does not exist)">5-Nitroindazole</a></li> <li><a href="/w/index.php?title=6-Nitroindazole&action=edit&redlink=1" class="new" title="6-Nitroindazole (page does not exist)">6-Nitroindazole</a></li> <li><a href="/wiki/7-Nitroindazole" title="7-Nitroindazole">7-Nitroindazole</a></li> <li><a href="/w/index.php?title=A-84643&action=edit&redlink=1" class="new" title="A-84643 (page does not exist)">A-84643</a></li> <li><a href="/wiki/Aminoguanidine" class="mw-redirect" title="Aminoguanidine">Aminoguanidine (pimagedine)</a></li> <li><a href="/w/index.php?title=ARL-17477&action=edit&redlink=1" class="new" title="ARL-17477 (page does not exist)">ARL-17477</a></li> <li><a href="/wiki/Indazole" title="Indazole">Indazole</a></li> <li><a href="/w/index.php?title=N5-(1-Iminoethyl)-L-ornithine&action=edit&redlink=1" class="new" title="N5-(1-Iminoethyl)-L-ornithine (page does not exist)">N<sup>5</sup>-(1-Iminoethyl)-L-ornithine (<small>L</small>-NIO)</a></li> <li><a href="/w/index.php?title=N%CF%89-Methyl-L-arginine&action=edit&redlink=1" class="new" title="Nω-Methyl-L-arginine (page does not exist)">N<sup>ω</sup>-Methyl-<small>L</small>-arginine (<small>L</small>-NMA)</a></li> <li><a href="/w/index.php?title=N%CF%89-Propyl-L-arginine&action=edit&redlink=1" class="new" title="Nω-Propyl-L-arginine (page does not exist)">N<sup>ω</sup>-Propyl-<small>L</small>-arginine (<small>L</small>-NPA)</a></li> <li><a href="/wiki/Nitroarginine" title="Nitroarginine">Nitroarginine (NNA, NOARG)</a></li> <li><a href="/wiki/Pentamidine_isethionate" class="mw-redirect" title="Pentamidine isethionate">Pentamidine isethionate</a></li> <li><a href="/w/index.php?title=1-(2-Trifluoromethylphenyl)imidazole&action=edit&redlink=1" class="new" title="1-(2-Trifluoromethylphenyl)imidazole (page does not exist)">TRIM</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Nitric_oxide_synthase_2_(inducible)" title="Nitric oxide synthase 2 (inducible)">iNOS</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=1-Amino-2-hydroxyguanidine&action=edit&redlink=1" class="new" title="1-Amino-2-hydroxyguanidine (page does not exist)">1-Amino-2-hydroxyguanidine</a></li> <li><a href="/w/index.php?title=2-Ethylaminoguanidine&action=edit&redlink=1" class="new" title="2-Ethylaminoguanidine (page does not exist)">2-Ethylaminoguanidine</a></li> <li><a href="/w/index.php?title=2-Iminopiperidine&action=edit&redlink=1" class="new" title="2-Iminopiperidine (page does not exist)">2-Iminopiperidine</a></li> <li><a href="/w/index.php?title=1400W&action=edit&redlink=1" class="new" title="1400W (page does not exist)">1400W</a></li> <li><a href="/w/index.php?title=S-aminoethylisothiourea&action=edit&redlink=1" class="new" title="S-aminoethylisothiourea (page does not exist)">AEITU</a></li> <li><a href="/wiki/Aminoguanidine" class="mw-redirect" title="Aminoguanidine">Aminoguanidine (pimagedine)</a></li> <li><a href="/w/index.php?title=2-Amino-5,6-dihydro-6-methyl-4H-1,3-thiazine&action=edit&redlink=1" class="new" title="2-Amino-5,6-dihydro-6-methyl-4H-1,3-thiazine (page does not exist)">AMT</a></li> <li><a href="/w/index.php?title=AR-C_102222&action=edit&redlink=1" class="new" title="AR-C 102222 (page does not exist)">AR-C 102222</a></li> <li><a href="/w/index.php?title=BYK-191023&action=edit&redlink=1" class="new" title="BYK-191023 (page does not exist)">BYK-191023</a></li> <li><a href="/wiki/Canavanine" title="Canavanine">Canavanine</a></li> <li><a href="/w/index.php?title=Cindunistat&action=edit&redlink=1" class="new" title="Cindunistat (page does not exist)">Cindunistat (SD-6010)</a></li> <li><a href="/w/index.php?title=S-Ethylisothiourea&action=edit&redlink=1" class="new" title="S-Ethylisothiourea (page does not exist)">EITU</a></li> <li><a href="/w/index.php?title=S-Isopropylisothiourea&action=edit&redlink=1" class="new" title="S-Isopropylisothiourea (page does not exist)">IPTU</a></li> <li><a href="/w/index.php?title=S-Methylisothiourea&action=edit&redlink=1" class="new" title="S-Methylisothiourea (page does not exist)">MITU</a></li> <li><a href="/w/index.php?title=N5-(1-Iminoethyl)-L-ornithine&action=edit&redlink=1" class="new" title="N5-(1-Iminoethyl)-L-ornithine (page does not exist)">N<sup>5</sup>-(1-Iminoethyl)-<small>L</small>-ornithine (<small>L</small>-NIO)</a></li> <li><a href="/w/index.php?title=N6-(1-Iminoethyl)-L-lysine&action=edit&redlink=1" class="new" title="N6-(1-Iminoethyl)-L-lysine (page does not exist)">N<sup>6</sup>-(1-Iminoethyl)-<small>L</small>-lysine (<small>L</small>-NIL)</a></li> <li><a href="/w/index.php?title=N%CF%89-Methyl-L-arginine&action=edit&redlink=1" class="new" title="Nω-Methyl-L-arginine (page does not exist)">N<sup>ω</sup>-Methyl-<small>L</small>-arginine (<small>L</small>-NMA)</a></li> <li><a href="/w/index.php?title=Ronopterin&action=edit&redlink=1" class="new" title="Ronopterin (page does not exist)">Ronopterin (VAS-203)</a></li> <li><a href="/w/index.php?title=1-(2-Trifluoromethylphenyl)imidazole&action=edit&redlink=1" class="new" title="1-(2-Trifluoromethylphenyl)imidazole (page does not exist)">TRIM</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Endothelial_NOS" title="Endothelial NOS">eNOS</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aminoguanidine" class="mw-redirect" title="Aminoguanidine">Aminoguanidine (pimagedine)</a></li> <li><a href="/w/index.php?title=N5-(1-Iminoethyl)-L-ornithine&action=edit&redlink=1" class="new" title="N5-(1-Iminoethyl)-L-ornithine (page does not exist)">N<sup>5</sup>-(1-Iminoethyl)-<small>L</small>-ornithine (<small>L</small>-NIO)</a></li> <li><a href="/w/index.php?title=N%CF%89-Methyl-L-arginine&action=edit&redlink=1" class="new" title="Nω-Methyl-L-arginine (page does not exist)">N<sup>ω</sup>-Methyl-<small>L</small>-arginine (<small>L</small>-NMA)</a></li> <li><a href="/wiki/Nitroarginine" title="Nitroarginine">Nitroarginine (NNA, NOARG)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Unsorted</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Asymmetric_dimethylarginine" title="Asymmetric dimethylarginine">Asymmetric dimethylarginine (ADMA)</a></li> <li><a href="/w/index.php?title=CKD-712&action=edit&redlink=1" class="new" title="CKD-712 (page does not exist)">CKD-712</a></li> <li><a href="/w/index.php?title=Guanidinoethyldisulfide&action=edit&redlink=1" class="new" title="Guanidinoethyldisulfide (page does not exist)">Guanidinoethyldisulfide (GED)</a></li> <li><a href="/w/index.php?title=GW-273629&action=edit&redlink=1" class="new" title="GW-273629 (page does not exist)">GW-273629</a></li> <li><a href="/wiki/Indospicine" title="Indospicine">Indospicine</a></li> <li><a href="/w/index.php?title=KD-7040&action=edit&redlink=1" class="new" title="KD-7040 (page does not exist)">KD-7040</a></li> <li><a href="/w/index.php?title=Nitroarginine_methyl_ester&action=edit&redlink=1" class="new" title="Nitroarginine methyl ester (page does not exist)">Nitroarginine methyl ester (NAME)</a></li> <li><a href="/w/index.php?title=NCX-456&action=edit&redlink=1" class="new" title="NCX-456 (page does not exist)">NCX-456</a></li> <li><a href="/w/index.php?title=NXN-462&action=edit&redlink=1" class="new" title="NXN-462 (page does not exist)">NXN-462</a></li> <li><a href="/w/index.php?title=ONO-1714&action=edit&redlink=1" class="new" title="ONO-1714 (page does not exist)">ONO-1714</a></li> <li><a href="/w/index.php?title=VAS-2381&action=edit&redlink=1" class="new" title="VAS-2381 (page does not exist)">VAS-2381</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/Arginase" title="Arginase">Arginase</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=2S-Amino-6-boronohexonic_acid&action=edit&redlink=1" class="new" title="2S-Amino-6-boronohexonic acid (page does not exist)">ABH</a></li> <li><a href="/w/index.php?title=N%CF%89-Hydroxy-L-arginine&action=edit&redlink=1" class="new" title="Nω-Hydroxy-L-arginine (page does not exist)">N<sup>ω</sup>-Hydroxy-<small>L</small>-arginine (NOHA)</a></li> <li><a href="/wiki/Chlorogenic_acid" title="Chlorogenic acid">chlorogenic acid</a></li> <li><a href="/wiki/Ginseng" title="Ginseng">ginseng</a></li> <li><a href="/wiki/Epicatechin" class="mw-redirect" title="Epicatechin">epicatechin</a></li> <li><a href="/wiki/Ornithine" title="Ornithine">ornithine</a></li> <li><a href="/wiki/Norvaline" title="Norvaline">norvaline</a></li> <li><a href="/wiki/Lysine" title="Lysine">lysine</a></li> <li><a href="/w/index.php?title=Alpha_aminoacids&action=edit&redlink=1" class="new" title="Alpha aminoacids (page does not exist)">alpha aminoacids</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/CAMK" title="CAMK">CAMK</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Calmidazolium&action=edit&redlink=1" class="new" title="Calmidazolium (page does not exist)">Calmidazolium</a></li> <li><a href="/w/index.php?title=W-7_(drug)&action=edit&redlink=1" class="new" title="W-7 (drug) (page does not exist)">W-7</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Precursors:</i> <a href="/wiki/Arginine" title="Arginine"><small>L</small>-Arginine</a></li> <li><a href="/w/index.php?title=N%CF%89-Hydroxy-L-arginine&action=edit&redlink=1" class="new" title="Nω-Hydroxy-L-arginine (page does not exist)">N<sup>ω</sup>-Hydroxy-<small>L</small>-arginine (NOHA)</a></li></ul> <ul><li><i>Cofactors:</i> <a href="/wiki/Nicotinamide_adenine_dinucleotide_phosphate" title="Nicotinamide adenine dinucleotide phosphate">NADPH</a></li> <li><a href="/wiki/Flavin_adenine_dinucleotide" title="Flavin adenine dinucleotide">FAD</a></li> <li><a href="/wiki/Flavin_mononucleotide" title="Flavin mononucleotide">FMN</a></li> <li><a href="/wiki/Heme" title="Heme">Heme</a></li> <li><a href="/wiki/Tetrahydrobiopterin" title="Tetrahydrobiopterin">BH<sub>4</sub></a></li> <li><a href="/wiki/Calmodulin" title="Calmodulin">CaM</a></li> <li><a href="/wiki/Oxygen" title="Oxygen">O<sub>2</sub></a></li> <li><a href="/wiki/Calcium" title="Calcium">Ca<sup>2+</sup></a></li></ul> <ul><li><i>Indirect/downstream NO modulators:</i> <a href="/wiki/ACE_inhibitor" title="ACE inhibitor">ACE inhibitors</a>/<a href="/wiki/Angiotensin_II_receptor_antagonist" class="mw-redirect" title="Angiotensin II receptor antagonist">AT-II receptor antagonists</a> (e.g., <a href="/wiki/Captopril" title="Captopril">captopril</a>, <a href="/wiki/Losartan" title="Losartan">losartan</a>)</li> <li><a href="/wiki/Endothelin_receptor_antagonist" title="Endothelin receptor antagonist">ET<sub>B</sub> receptor antagonists</a> (e.g., <a href="/wiki/Bosentan" title="Bosentan">bosentan</a>)</li> <li><a href="/wiki/L-Type_calcium_channel" class="mw-redirect" title="L-Type calcium channel">L-Type calcium channel</a> <a href="/wiki/Calcium_channel_blocker" title="Calcium channel blocker">blockers</a> (e.g., <a href="/wiki/Dihydropyridine" class="mw-redirect" title="Dihydropyridine">dihydropyridines</a>: <a href="/wiki/Nifedipine" title="Nifedipine">nifedipine</a>)</li> <li><a href="/wiki/Nebivolol" title="Nebivolol">Nebivolol</a> (<a href="/wiki/Beta_blocker" title="Beta blocker">beta blocker</a>)</li> <li><a href="/wiki/PDE5_inhibitor" title="PDE5 inhibitor">PDE5 inhibitors</a> (e.g., <a href="/wiki/Sildenafil" title="Sildenafil">sildenafil</a>)</li> <li>non-selective PDE inhibitors (e.g., <a href="/wiki/Caffeine" title="Caffeine">caffeine</a>)</li> <li>PDE9 inhibitors (e.g., <a href="/wiki/Paraxanthine" title="Paraxanthine">paraxanthine</a>)</li> <li>cGMP preferring PDE inhibitors (e.g., sildenafil, paraxanthine, tadalafil)</li> <li><a href="/wiki/Statin" title="Statin">Statins</a> (e.g., <a href="/wiki/Simvastatin" title="Simvastatin">simvastatin</a>)</li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Glutamate_receptor_modulators141" 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" style="background:#e8e8ff;background:#ccccff"><div id="Glutamate_receptor_modulators141" style="font-size:114%;margin:0 4em"><a href="/wiki/Glutamate_receptor" title="Glutamate receptor">Glutamate receptor</a> <a href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0;font-size:114%"><div style="padding:0px"> <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="Ionotropic_glutamate_receptor_modulators1643" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Ionotropic_glutamate_receptor_modulators" title="Template:Ionotropic glutamate receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Ionotropic_glutamate_receptor_modulators" title="Template talk:Ionotropic glutamate receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Ionotropic_glutamate_receptor_modulators" title="Special:EditPage/Template:Ionotropic glutamate receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Ionotropic_glutamate_receptor_modulators1643" style="font-size:114%;margin:0 4em"><a href="/wiki/Ionotropic_glutamate_receptor" title="Ionotropic glutamate receptor">Ionotropic glutamate 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/%CE%91-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic_acid_receptor" class="mw-redirect" title="Α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor"><abbr title="α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor">AMPAR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <i>Main site agonists:</i> <a href="/wiki/5-Fluorowillardiine" title="5-Fluorowillardiine">5-Fluorowillardiine</a></li> <li><a href="/wiki/Acromelic_acid_A" title="Acromelic acid A">Acromelic acid (acromelate)</a></li> <li><a href="/wiki/AMPA" title="AMPA">AMPA</a></li> <li><a href="/w/index.php?title=%CE%92-N-Oxalylamino-L-Alanine&action=edit&redlink=1" class="new" title="Β-N-Oxalylamino-L-Alanine (page does not exist)">BOAA</a></li> <li><a href="/wiki/Domoic_acid" title="Domoic acid">Domoic acid</a></li> <li><a href="/wiki/Glutamate" class="mw-redirect" title="Glutamate">Glutamate</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/Proline" title="Proline">Proline</a></li> <li><a href="/wiki/Quisqualic_acid" title="Quisqualic acid">Quisqualic acid</a></li> <li><a href="/wiki/Willardiine" title="Willardiine">Willardiine</a>; <i>Positive allosteric modulators:</i> <a href="/wiki/Aniracetam" title="Aniracetam">Aniracetam</a></li> <li><a href="/wiki/Cyclothiazide" title="Cyclothiazide">Cyclothiazide</a></li> <li><a href="/wiki/CX-516" title="CX-516">CX-516</a></li> <li><a href="/wiki/CX-546" title="CX-546">CX-546</a></li> <li><a href="/wiki/CX614" title="CX614">CX-614</a></li> <li><a href="/wiki/Farampator" title="Farampator">Farampator (CX-691, ORG-24448)</a></li> <li><a href="/wiki/CX717" title="CX717">CX-717</a></li> <li><a href="/wiki/CX-1739" class="mw-redirect" title="CX-1739">CX-1739</a></li> <li><a href="/w/index.php?title=CX-1942&action=edit&redlink=1" class="new" title="CX-1942 (page does not exist)">CX-1942</a></li> <li><a href="/wiki/Diazoxide" title="Diazoxide">Diazoxide</a></li> <li><a href="/wiki/Hydrochlorothiazide" title="Hydrochlorothiazide">Hydrochlorothiazide (HCTZ)</a></li> <li><a href="/wiki/IDRA-21" title="IDRA-21">IDRA-21</a></li> <li><a href="/w/index.php?title=LY-392098&action=edit&redlink=1" class="new" title="LY-392098 (page does not exist)">LY-392098</a></li> <li><a href="/w/index.php?title=LY-395153&action=edit&redlink=1" class="new" title="LY-395153 (page does not exist)">LY-395153</a></li> <li><a href="/wiki/LY-404187" title="LY-404187">LY-404187</a></li> <li><a href="/w/index.php?title=LY-451646&action=edit&redlink=1" class="new" title="LY-451646 (page does not exist)">LY-451646</a></li> <li><a href="/wiki/LY-503430" title="LY-503430">LY-503430</a></li> <li><a href="/wiki/Mibampator" title="Mibampator">Mibampator (LY-451395)</a></li> <li><a href="/wiki/Nooglutyl" title="Nooglutyl">Nooglutyl</a></li> <li><a href="/wiki/ORG-26576" title="ORG-26576">ORG-26576</a></li> <li><a href="/wiki/Oxiracetam" title="Oxiracetam">Oxiracetam</a></li> <li><a href="/wiki/PEPA_(drug)" title="PEPA (drug)">PEPA</a></li> <li><a href="/wiki/Pesampator" title="Pesampator">Pesampator (BIIB-104, PF-04958242)</a></li> <li><a href="/wiki/Piracetam" title="Piracetam">Piracetam</a></li> <li><a href="/wiki/Pramiracetam" title="Pramiracetam">Pramiracetam</a></li> <li><a href="/wiki/S-18986" title="S-18986">S-18986</a></li> <li><a href="/wiki/Tulrampator" title="Tulrampator">Tulrampator (S-47445, CX-1632)</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=ACEA-1011&action=edit&redlink=1" class="new" title="ACEA-1011 (page does not exist)">ACEA-1011</a></li> <li><a href="/w/index.php?title=ATPO&action=edit&redlink=1" class="new" title="ATPO (page does not exist)">ATPO</a></li> <li><a href="/wiki/Becampanel" title="Becampanel">Becampanel</a></li> <li><a href="/wiki/Caroverine" title="Caroverine">Caroverine</a></li> <li><a href="/wiki/CNQX" title="CNQX">CNQX</a></li> <li><a href="/wiki/Dasolampanel" title="Dasolampanel">Dasolampanel</a></li> <li><a href="/wiki/DNQX" title="DNQX">DNQX</a></li> <li><a href="/wiki/Fanapanel" title="Fanapanel">Fanapanel (MPQX)</a></li> <li><a href="/w/index.php?title=Gamma-D-Glutamylaminomethylsulfonic_acid&action=edit&redlink=1" class="new" title="Gamma-D-Glutamylaminomethylsulfonic acid (page does not exist)">GAMS</a></li> <li><a href="/wiki/Kaitocephalin" title="Kaitocephalin">Kaitocephalin</a></li> <li><a href="/wiki/Kynurenic_acid" title="Kynurenic acid">Kynurenic acid</a></li> <li><a href="/wiki/Kynurenine" title="Kynurenine">Kynurenine</a></li> <li><a href="/wiki/Licostinel" title="Licostinel">Licostinel (ACEA-1021)</a></li> <li><a href="/wiki/NBQX" title="NBQX">NBQX</a></li> <li><a href="/w/index.php?title=PNQX&action=edit&redlink=1" class="new" title="PNQX (page does not exist)">PNQX</a></li> <li><a href="/wiki/Selurampanel" title="Selurampanel">Selurampanel</a></li> <li><a href="/wiki/Tezampanel" title="Tezampanel">Tezampanel</a></li> <li><a href="/wiki/Theanine" title="Theanine">Theanine</a></li> <li><a href="/wiki/Topiramate" title="Topiramate">Topiramate</a></li> <li><a href="/w/index.php?title=YM90K&action=edit&redlink=1" class="new" title="YM90K (page does not exist)">YM90K</a></li> <li><a href="/wiki/Zonampanel" title="Zonampanel">Zonampanel</a>; <i>Negative allosteric modulators:</i> <a href="/wiki/Barbiturates" class="mw-redirect" title="Barbiturates">Barbiturates</a> (e.g., <a href="/wiki/Pentobarbital" title="Pentobarbital">pentobarbital</a>, <a href="/wiki/Sodium_thiopental" title="Sodium thiopental">sodium thiopental</a>)</li> <li><a href="/wiki/Cyclopropane" title="Cyclopropane">Cyclopropane</a></li> <li><a href="/wiki/Enflurane" title="Enflurane">Enflurane</a></li> <li><a href="/wiki/Alcohol_(drug)" title="Alcohol (drug)">Ethanol (alcohol)</a></li> <li><a href="/wiki/Evans_blue_(dye)" title="Evans blue (dye)">Evans blue</a></li> <li><a href="/wiki/GYKI_52466" title="GYKI 52466">GYKI-52466</a></li> <li><a href="/w/index.php?title=GYKI-53655&action=edit&redlink=1" class="new" title="GYKI-53655 (page does not exist)">GYKI-53655</a></li> <li><a href="/wiki/Halothane" title="Halothane">Halothane</a></li> <li><a href="/wiki/Irampanel" title="Irampanel">Irampanel</a></li> <li><a href="/wiki/Isoflurane" title="Isoflurane">Isoflurane</a></li> <li><a href="/wiki/Perampanel" title="Perampanel">Perampanel</a></li> <li><a href="/wiki/Pregnenolone_sulfate" title="Pregnenolone sulfate">Pregnenolone sulfate</a></li> <li><a href="/wiki/Sevoflurane" title="Sevoflurane">Sevoflurane</a></li> <li><a href="/wiki/Talampanel" title="Talampanel">Talampanel</a>; <i>Unknown/unsorted antagonists:</i> <a href="/wiki/Minocycline" title="Minocycline">Minocycline</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Kainate_receptor" title="Kainate receptor"><abbr title="Kainate receptor">KAR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Kainate receptor</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <i>Main site agonists:</i> <a href="/w/index.php?title=5-Bromowillardiine&action=edit&redlink=1" class="new" title="5-Bromowillardiine (page does not exist)">5-Bromowillardiine</a></li> <li><a href="/wiki/5-Iodowillardiine" title="5-Iodowillardiine">5-Iodowillardiine</a></li> <li><a href="/w/index.php?title=Acromelic_acid&action=edit&redlink=1" class="new" title="Acromelic acid (page does not exist)">Acromelic acid (acromelate)</a></li> <li><a href="/wiki/AMPA" title="AMPA">AMPA</a></li> <li><a href="/w/index.php?title=ATPA&action=edit&redlink=1" class="new" title="ATPA (page does not exist)">ATPA</a></li> <li><a href="/wiki/Domoic_acid" title="Domoic acid">Domoic acid</a></li> <li><a href="/wiki/Glutamate" class="mw-redirect" title="Glutamate">Glutamate</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/Kainic_acid" title="Kainic acid">Kainic acid</a></li> <li><a href="/w/index.php?title=LY-339434&action=edit&redlink=1" class="new" title="LY-339434 (page does not exist)">LY-339434</a></li> <li><a href="/wiki/Proline" title="Proline">Proline</a></li> <li><a href="/wiki/Quisqualic_acid" title="Quisqualic acid">Quisqualic acid</a></li> <li><a href="/wiki/SYM-2081" title="SYM-2081">SYM-2081</a>; <i>Positive allosteric modulators:</i> <a href="/wiki/Cyclothiazide" title="Cyclothiazide">Cyclothiazide</a></li> <li><a href="/wiki/Diazoxide" title="Diazoxide">Diazoxide</a></li> <li><a href="/wiki/Enflurane" title="Enflurane">Enflurane</a></li> <li><a href="/wiki/Halothane" title="Halothane">Halothane</a></li> <li><a href="/wiki/Isoflurane" title="Isoflurane">Isoflurane</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=ACEA-1011&action=edit&redlink=1" class="new" title="ACEA-1011 (page does not exist)">ACEA-1011</a></li> <li><a href="/wiki/CNQX" title="CNQX">CNQX</a></li> <li><a href="/wiki/Dasolampanel" title="Dasolampanel">Dasolampanel</a></li> <li><a href="/wiki/DNQX" title="DNQX">DNQX</a></li> <li><a href="/w/index.php?title=Gamma-D-Glutamylaminomethylsulfonic_acid&action=edit&redlink=1" class="new" title="Gamma-D-Glutamylaminomethylsulfonic acid (page does not exist)">GAMS</a></li> <li><a href="/wiki/Kaitocephalin" title="Kaitocephalin">Kaitocephalin</a></li> <li><a href="/wiki/Kynurenic_acid" title="Kynurenic acid">Kynurenic acid</a></li> <li><a href="/wiki/Licostinel" title="Licostinel">Licostinel (ACEA-1021)</a></li> <li><a href="/w/index.php?title=LY-382884&action=edit&redlink=1" class="new" title="LY-382884 (page does not exist)">LY-382884</a></li> <li><a href="/wiki/NBQX" title="NBQX">NBQX</a></li> <li><a href="/wiki/NS102" title="NS102">NS102</a></li> <li><a href="/wiki/Selurampanel" title="Selurampanel">Selurampanel</a></li> <li><a href="/wiki/Tezampanel" title="Tezampanel">Tezampanel</a></li> <li><a href="/wiki/Theanine" title="Theanine">Theanine</a></li> <li><a href="/wiki/Topiramate" title="Topiramate">Topiramate</a></li> <li><a href="/wiki/UBP-302" title="UBP-302">UBP-302</a>; <i>Negative allosteric modulators:</i> <a href="/wiki/Barbiturates" class="mw-redirect" title="Barbiturates">Barbiturates</a> (e.g., <a href="/wiki/Pentobarbital" title="Pentobarbital">pentobarbital</a>, <a href="/wiki/Sodium_thiopental" title="Sodium thiopental">sodium thiopental</a>)</li> <li><a href="/wiki/Enflurane" title="Enflurane">Enflurane</a></li> <li><a href="/wiki/Alcohol_(drug)" title="Alcohol (drug)">Ethanol (alcohol)</a></li> <li><a href="/wiki/Evans_blue_(dye)" title="Evans blue (dye)">Evans blue</a></li> <li><a href="/w/index.php?title=NS-3763&action=edit&redlink=1" class="new" title="NS-3763 (page does not exist)">NS-3763</a></li> <li><a href="/wiki/Pregnenolone_sulfate" title="Pregnenolone sulfate">Pregnenolone sulfate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/N-Methyl-D-aspartate_receptor" class="mw-redirect" title="N-Methyl-D-aspartate receptor"><abbr title="N-Methyl-D-aspartate receptor">NMDAR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip N-Methyl-D-aspartate receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <i>Main site agonists:</i> <a href="/w/index.php?title=2-Amino-2-(3-hydroxy-5-methylisoxazol-4-yl)acetic_acid&action=edit&redlink=1" class="new" title="2-Amino-2-(3-hydroxy-5-methylisoxazol-4-yl)acetic acid (page does not exist)">AMAA</a></li> <li><a href="/wiki/Aspartate" class="mw-redirect" title="Aspartate">Aspartate</a></li> <li><a href="/wiki/Glutamate" class="mw-redirect" title="Glutamate">Glutamate</a></li> <li><a href="/wiki/Homocysteic_acid" title="Homocysteic acid">Homocysteic acid (<small>L</small>-HCA)</a></li> <li><a href="/wiki/Homoquinolinic_acid" title="Homoquinolinic acid">Homoquinolinic acid</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/N-Methyl-D-aspartic_acid" title="N-Methyl-D-aspartic acid">NMDA</a></li> <li><a href="/wiki/Proline" title="Proline">Proline</a></li> <li><a href="/wiki/Quinolinic_acid" title="Quinolinic acid">Quinolinic acid</a></li> <li><a href="/wiki/Tetrazolylglycine" title="Tetrazolylglycine">Tetrazolylglycine</a></li> <li><a href="/wiki/Theanine" title="Theanine">Theanine</a>; <i>Glycine site agonists:</i> <a href="/w/index.php?title=%CE%92-Fluoro-D-alanine&action=edit&redlink=1" class="new" title="Β-Fluoro-D-alanine (page does not exist)">β-Fluoro-<small>D</small>-alanine</a></li> <li><a href="/w/index.php?title=ACBD_(drug)&action=edit&redlink=1" class="new" title="ACBD (drug) (page does not exist)">ACBD</a></li> <li><a href="/wiki/1-Aminocyclopropanecarboxylic_acid" class="mw-redirect" title="1-Aminocyclopropanecarboxylic acid">ACC (ACPC)</a></li> <li><a href="/wiki/ACPD" title="ACPD">ACPD</a></li> <li><a href="/w/index.php?title=AK-51_(drug)&action=edit&redlink=1" class="new" title="AK-51 (drug) (page does not exist)">AK-51</a></li> <li><a href="/wiki/Apimostinel" title="Apimostinel">Apimostinel (NRX-1074)</a></li> <li><a href="/wiki/B6B21" class="mw-redirect" title="B6B21">B6B21</a></li> <li><a href="/w/index.php?title=Carboxycyclopropylglycine&action=edit&redlink=1" class="new" title="Carboxycyclopropylglycine (page does not exist)">CCG</a></li> <li><a href="/wiki/Alanine" title="Alanine"><small>D</small>-Alanine</a></li> <li><a href="/wiki/Cycloserine" title="Cycloserine"><small>D</small>-Cycloserine</a></li> <li><a href="/wiki/Serine" title="Serine"><small>D</small>-Serine</a></li> <li><a href="/w/index.php?title=N-(3,3-Diphenylpropyl)glycinamide&action=edit&redlink=1" class="new" title="N-(3,3-Diphenylpropyl)glycinamide (page does not exist)">DHPG</a></li> <li><a href="/wiki/Dimethylglycine" title="Dimethylglycine">Dimethylglycine</a></li> <li><a href="/wiki/Glycine" title="Glycine">Glycine</a></li> <li><a href="/wiki/HA-966" title="HA-966">HA-966</a></li> <li><a href="/wiki/L-687,414" title="L-687,414">L-687,414</a></li> <li><a href="/wiki/Alanine" title="Alanine"><small>L</small>-Alanine</a></li> <li><a href="/wiki/Serine" title="Serine"><small>L</small>-Serine</a></li> <li><a href="/wiki/Milacemide" title="Milacemide">Milacemide</a></li> <li><a href="/wiki/Neboglamine" title="Neboglamine">Neboglamine (nebostinel)</a></li> <li><a href="/wiki/Rapastinel" title="Rapastinel">Rapastinel (GLYX-13)</a></li> <li><a href="/wiki/Sarcosine" title="Sarcosine">Sarcosine</a>; <i>Polyamine site agonists:</i> <a href="/wiki/Neomycin" title="Neomycin">Neomycin</a></li> <li><a href="/wiki/Spermidine" title="Spermidine">Spermidine</a></li> <li><a href="/wiki/Spermine" title="Spermine">Spermine</a>; <i>Other positive allosteric modulators:</i> <a href="/wiki/24S-Hydroxycholesterol" title="24S-Hydroxycholesterol">24<i>S</i>-Hydroxycholesterol</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone"><abbr title="Dehydroepiandrosterone">DHEA</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Dehydroepiandrosterone</span> (<a href="/wiki/Prasterone" title="Prasterone">prasterone</a>)</li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate"><abbr title="Dehydroepiandrosterone">DHEA</abbr> sulfate</a> (<a href="/wiki/Prasterone_sulfate" title="Prasterone sulfate">prasterone sulfate</a>)</li> <li><a href="/w/index.php?title=Epipregnanolone_sulfate&action=edit&redlink=1" class="new" title="Epipregnanolone sulfate (page does not exist)">Epipregnanolone sulfate</a></li> <li><a href="/w/index.php?title=Plazinemdor&action=edit&redlink=1" class="new" title="Plazinemdor (page does not exist)">Plazinemdor</a></li> <li><a href="/wiki/Pregnenolone_sulfate" title="Pregnenolone sulfate">Pregnenolone sulfate</a></li> <li><a href="/w/index.php?title=SAGE-201&action=edit&redlink=1" class="new" title="SAGE-201 (page does not exist)">SAGE-201</a></li> <li><a href="/w/index.php?title=SAGE-301&action=edit&redlink=1" class="new" title="SAGE-301 (page does not exist)">SAGE-301</a></li> <li><a href="/wiki/SAGE-718" class="mw-redirect" title="SAGE-718">SAGE-718</a></li></ul> <ul><li><b>Antagonists:</b> <i>Competitive antagonists:</i> <a href="/wiki/AP5" title="AP5">AP5 (APV)</a></li> <li><a href="/wiki/AP-7_(drug)" title="AP-7 (drug)">AP7</a></li> <li><a href="/wiki/CGP-37849" title="CGP-37849">CGP-37849</a></li> <li><a href="/wiki/CGP-39551" title="CGP-39551">CGP-39551</a></li> <li><a href="/w/index.php?title=CGP-39653&action=edit&redlink=1" class="new" title="CGP-39653 (page does not exist)">CGP-39653</a></li> <li><a href="/w/index.php?title=CGP-40116&action=edit&redlink=1" class="new" title="CGP-40116 (page does not exist)">CGP-40116</a></li> <li><a href="/wiki/CGS-19755" class="mw-redirect" title="CGS-19755">CGS-19755</a></li> <li><a href="/w/index.php?title=3-(2-carboxypiperazin-4-yl)propyl-1-phosphonic_acid&action=edit&redlink=1" class="new" title="3-(2-carboxypiperazin-4-yl)propyl-1-phosphonic acid (page does not exist)">CPP</a></li> <li><a href="/wiki/Kaitocephalin" title="Kaitocephalin">Kaitocephalin</a></li> <li><a href="/w/index.php?title=LY-233053&action=edit&redlink=1" class="new" title="LY-233053 (page does not exist)">LY-233053</a></li> <li><a href="/wiki/LY-235959" title="LY-235959">LY-235959</a></li> <li><a href="/w/index.php?title=LY-274614&action=edit&redlink=1" class="new" title="LY-274614 (page does not exist)">LY-274614</a></li> <li><a href="/w/index.php?title=MDL-100453&action=edit&redlink=1" class="new" title="MDL-100453 (page does not exist)">MDL-100453</a></li> <li><a href="/wiki/Midafotel" title="Midafotel">Midafotel (d-CPPene)</a></li> <li><a href="/w/index.php?title=NPC-12626&action=edit&redlink=1" class="new" title="NPC-12626 (page does not exist)">NPC-12626</a></li> <li><a href="/w/index.php?title=NPC-17742&action=edit&redlink=1" class="new" title="NPC-17742 (page does not exist)">NPC-17742</a></li> <li><a href="/w/index.php?title=PBPD&action=edit&redlink=1" class="new" title="PBPD (page does not exist)">PBPD</a></li> <li><a href="/wiki/PEAQX" title="PEAQX">PEAQX</a></li> <li><a href="/wiki/Perzinfotel" title="Perzinfotel">Perzinfotel</a></li> <li><a href="/w/index.php?title=Cis-1-(phenanthrene-2-carbonyl)piperazine-2,3-dicarboxylic_acid&action=edit&redlink=1" class="new" title="Cis-1-(phenanthrene-2-carbonyl)piperazine-2,3-dicarboxylic acid (page does not exist)">PPDA</a></li> <li><a href="/w/index.php?title=SDZ-220581&action=edit&redlink=1" class="new" title="SDZ-220581 (page does not exist)">SDZ-220581</a></li> <li><a href="/wiki/Selfotel" title="Selfotel">Selfotel</a>; <i>Glycine site antagonists:</i> <a href="/wiki/4-Chlorokynurenine" title="4-Chlorokynurenine">4-Cl-KYN (AV-101)</a></li> <li><a href="/wiki/5,7-Dichlorokynurenic_acid" title="5,7-Dichlorokynurenic acid">5,7-DCKA</a></li> <li><a href="/wiki/7-Chlorokynurenic_acid" title="7-Chlorokynurenic acid">7-CKA</a></li> <li><a href="/wiki/1-Aminocyclopropane-1-carboxylic_acid" title="1-Aminocyclopropane-1-carboxylic acid">ACC</a></li> <li><a href="/w/index.php?title=ACEA-1011&action=edit&redlink=1" class="new" title="ACEA-1011 (page does not exist)">ACEA-1011</a></li> <li><a href="/w/index.php?title=ACEA-1328&action=edit&redlink=1" class="new" title="ACEA-1328 (page does not exist)">ACEA-1328</a></li> <li><a href="/wiki/Apimostinel" title="Apimostinel">Apimostinel (NRX-1074)</a></li> <li><a href="/wiki/AV-101" class="mw-redirect" title="AV-101">AV-101</a></li> <li><a href="/wiki/Carisoprodol" title="Carisoprodol">Carisoprodol</a></li> <li><a href="/w/index.php?title=CGP-39653&action=edit&redlink=1" class="new" title="CGP-39653 (page does not exist)">CGP-39653</a></li> <li><a href="/wiki/CNQX" title="CNQX">CNQX</a></li> <li><a href="/wiki/Cycloserine" title="Cycloserine"><small>D</small>-Cycloserine</a></li> <li><a href="/wiki/DNQX" title="DNQX">DNQX</a></li> <li><a href="/wiki/Felbamate" title="Felbamate">Felbamate</a></li> <li><a href="/wiki/Gavestinel" title="Gavestinel">Gavestinel</a></li> <li><a href="/w/index.php?title=GV-196771&action=edit&redlink=1" class="new" title="GV-196771 (page does not exist)">GV-196771</a></li> <li><a href="/w/index.php?title=Harkoseride&action=edit&redlink=1" class="new" title="Harkoseride (page does not exist)">Harkoseride</a></li> <li><a href="/wiki/Kynurenic_acid" title="Kynurenic acid">Kynurenic acid</a></li> <li><a href="/wiki/Kynurenine" title="Kynurenine">Kynurenine</a></li> <li><a href="/w/index.php?title=L-689560&action=edit&redlink=1" class="new" title="L-689560 (page does not exist)">L-689560</a></li> <li><a href="/wiki/L-701324" title="L-701324">L-701324</a></li> <li><a href="/wiki/Licostinel" title="Licostinel">Licostinel (ACEA-1021)</a></li> <li><a href="/w/index.php?title=LU-73068&action=edit&redlink=1" class="new" title="LU-73068 (page does not exist)">LU-73068</a></li> <li><a href="/w/index.php?title=MDL-105519&action=edit&redlink=1" class="new" title="MDL-105519 (page does not exist)">MDL-105519</a></li> <li><a href="/wiki/Meprobamate" title="Meprobamate">Meprobamate</a></li> <li><a href="/w/index.php?title=MRZ_2/576&action=edit&redlink=1" class="new" title="MRZ 2/576 (page does not exist)">MRZ 2/576</a></li> <li><a href="/w/index.php?title=PNQX&action=edit&redlink=1" class="new" title="PNQX (page does not exist)">PNQX</a></li> <li><a href="/wiki/Rapastinel" title="Rapastinel">Rapastinel (GLYX-13)</a></li> <li><a href="/wiki/ZD-9379" title="ZD-9379">ZD-9379</a>; <i>Polyamine site antagonists:</i> <a href="/w/index.php?title=Arcaine&action=edit&redlink=1" class="new" title="Arcaine (page does not exist)">Arcaine</a></li> <li><a href="/w/index.php?title=Co_101676&action=edit&redlink=1" class="new" title="Co 101676 (page does not exist)">Co 101676</a></li> <li><a href="/wiki/1,3-Diaminopropane" title="1,3-Diaminopropane">Diaminopropane</a></li> <li><a href="/wiki/Diethylenetriamine" title="Diethylenetriamine">Diethylenetriamine</a></li> <li><a href="/wiki/Huperzine_A" title="Huperzine A">Huperzine A</a></li> <li><a href="/wiki/Putrescine" title="Putrescine">Putrescine</a>; <i>Uncompetitive pore blockers (mostly dizocilpine site):</i> <a href="/wiki/2-MDP" title="2-MDP">2-MDP</a></li> <li><a href="/wiki/3-HO-PCP" title="3-HO-PCP">3-HO-PCP</a></li> <li><a href="/wiki/3-MeO-PCE" title="3-MeO-PCE">3-MeO-PCE</a></li> <li><a href="/wiki/3-MeO-PCMo" title="3-MeO-PCMo">3-MeO-PCMo</a></li> <li><a href="/wiki/3-MeO-PCP" title="3-MeO-PCP">3-MeO-PCP</a></li> <li><a href="/wiki/4-MeO-PCP" title="4-MeO-PCP">4-MeO-PCP</a></li> <li><a href="/wiki/8a-Phenyldecahydroquinoline" class="mw-redirect" title="8a-Phenyldecahydroquinoline">8A-PDHQ</a></li> <li><a href="/wiki/18-Methoxycoronaridine" title="18-Methoxycoronaridine">18-MC</a></li> <li><a href="/wiki/Alpha-Endopsychosin" class="mw-redirect" title="Alpha-Endopsychosin">α-Endopsychosin</a></li> <li><a href="/wiki/Alaproclate" title="Alaproclate">Alaproclate</a></li> <li><a href="/wiki/Alazocine" title="Alazocine">Alazocine (SKF-10047)</a></li> <li><a href="/wiki/Amantadine" title="Amantadine">Amantadine</a></li> <li><a href="/wiki/Aptiganel" title="Aptiganel">Aptiganel</a></li> <li><a href="/w/index.php?title=Argiotoxin-636&action=edit&redlink=1" class="new" title="Argiotoxin-636 (page does not exist)">Argiotoxin-636</a></li> <li><a href="/wiki/Arketamine" title="Arketamine">Arketamine</a></li> <li><a href="/w/index.php?title=ARL-12495&action=edit&redlink=1" class="new" title="ARL-12495 (page does not exist)">ARL-12495</a></li> <li><a href="/wiki/ARL-15896-AR" class="mw-redirect" title="ARL-15896-AR">ARL-15896-AR</a></li> <li><a href="/wiki/ARL-16247" class="mw-redirect" title="ARL-16247">ARL-16247</a></li> <li><a href="/wiki/Budipine" title="Budipine">Budipine</a></li> <li><a href="/wiki/Coronaridine" title="Coronaridine">Coronaridine</a></li> <li><a href="/wiki/Delucemine" title="Delucemine">Delucemine (NPS-1506)</a></li> <li><a href="/wiki/Dexoxadrol" title="Dexoxadrol">Dexoxadrol</a></li> <li><a href="/wiki/Dextrallorphan" title="Dextrallorphan">Dextrallorphan</a></li> <li><a href="/wiki/Dextromethadone" class="mw-redirect" title="Dextromethadone">Dextromethadone</a></li> <li><a href="/wiki/Dextromethorphan" title="Dextromethorphan">Dextromethorphan</a></li> <li><a href="/wiki/Dextrorphan" title="Dextrorphan">Dextrorphan</a></li> <li><a href="/wiki/Dieticyclidine" title="Dieticyclidine">Dieticyclidine</a></li> <li><a href="/wiki/Diphenidine" title="Diphenidine">Diphenidine</a></li> <li><a href="/wiki/Dizocilpine" title="Dizocilpine">Dizocilpine</a></li> <li><a href="/wiki/Ephenidine" title="Ephenidine">Ephenidine</a></li> <li><a href="/wiki/Esketamine" title="Esketamine">Esketamine</a></li> <li><a href="/wiki/Etoxadrol" title="Etoxadrol">Etoxadrol</a></li> <li><a href="/wiki/Eticyclidine" title="Eticyclidine">Eticyclidine</a></li> <li><a href="/wiki/Fluorolintane" title="Fluorolintane">Fluorolintane</a></li> <li><a href="/wiki/Gacyclidine" title="Gacyclidine">Gacyclidine</a></li> <li><a href="/wiki/Ibogaine" title="Ibogaine">Ibogaine</a></li> <li><a href="/wiki/Ibogamine" title="Ibogamine">Ibogamine</a></li> <li><a href="/wiki/Indantadol" title="Indantadol">Indantadol</a></li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a></li> <li><a href="/wiki/Ketobemidone" title="Ketobemidone">Ketobemidone</a></li> <li><a href="/wiki/Lanicemine" title="Lanicemine">Lanicemine</a></li> <li><a href="/wiki/Levomethadone" title="Levomethadone">Levomethadone</a></li> <li><a href="/wiki/Levomethorphan" title="Levomethorphan">Levomethorphan</a></li> <li><a href="/wiki/Levomilnacipran" title="Levomilnacipran">Levomilnacipran</a></li> <li><a href="/wiki/Levorphanol" title="Levorphanol">Levorphanol</a></li> <li><a href="/wiki/Loperamide" title="Loperamide">Loperamide</a></li> <li><a href="/wiki/Memantine" title="Memantine">Memantine</a></li> <li><a href="/wiki/Methadone" title="Methadone">Methadone</a></li> <li><a href="/wiki/Methorphan" title="Methorphan">Methorphan</a></li> <li><a href="/wiki/Methoxetamine" title="Methoxetamine">Methoxetamine</a></li> <li><a href="/wiki/Methoxphenidine" title="Methoxphenidine">Methoxphenidine</a></li> <li><a href="/wiki/Milnacipran" title="Milnacipran">Milnacipran</a></li> <li><a href="/wiki/Morphanol" class="mw-redirect" title="Morphanol">Morphanol</a></li> <li><a href="/wiki/NEFA_(drug)" title="NEFA (drug)">NEFA</a></li> <li><a href="/wiki/Neramexane" title="Neramexane">Neramexane</a></li> <li><a href="/wiki/Nitromemantine" title="Nitromemantine">Nitromemantine</a></li> <li><a href="/wiki/Noribogaine" title="Noribogaine">Noribogaine</a></li> <li><a href="/wiki/Norketamine" title="Norketamine">Norketamine</a></li> <li><a href="/wiki/Orphenadrine" title="Orphenadrine">Orphenadrine</a></li> <li><a href="/wiki/PCPr" title="PCPr">PCPr</a></li> <li><a href="/wiki/PD-137889" title="PD-137889">PD-137889</a></li> <li><a href="/wiki/Pethidine" title="Pethidine">Pethidine (meperidine)</a></li> <li><a href="/wiki/Phencyclamine" class="mw-redirect" title="Phencyclamine">Phencyclamine</a></li> <li><a href="/wiki/Phencyclidine" title="Phencyclidine">Phencyclidine</a></li> <li><a href="/wiki/Propoxyphene" class="mw-redirect" title="Propoxyphene">Propoxyphene</a></li> <li><a href="/wiki/Remacemide" title="Remacemide">Remacemide</a></li> <li><a href="/wiki/Rhynchophylline" title="Rhynchophylline">Rhynchophylline</a></li> <li><a href="/wiki/Rimantadine" title="Rimantadine">Rimantadine</a></li> <li><a href="/wiki/Rolicyclidine" title="Rolicyclidine">Rolicyclidine</a></li> <li><a href="/wiki/Sabeluzole" title="Sabeluzole">Sabeluzole</a></li> <li><a href="/wiki/Tabernanthine" title="Tabernanthine">Tabernanthine</a></li> <li><a href="/wiki/Tenocyclidine" title="Tenocyclidine">Tenocyclidine</a></li> <li><a href="/wiki/Tiletamine" title="Tiletamine">Tiletamine</a></li> <li><a href="/wiki/Tramadol" title="Tramadol">Tramadol</a>; <i>Ifenprodil (NR2B) site antagonists:</i></li> <li><a href="/wiki/Besonprodil" title="Besonprodil">Besonprodil</a></li> <li><a href="/wiki/Buphenine" title="Buphenine">Buphenine (nylidrin)</a></li> <li><a href="/w/index.php?title=CO-101244&action=edit&redlink=1" class="new" title="CO-101244 (page does not exist)">CO-101244 (PD-174494)</a></li> <li><a href="/wiki/Eliprodil" title="Eliprodil">Eliprodil</a></li> <li><a href="/wiki/Haloperidol" title="Haloperidol">Haloperidol</a></li> <li><a href="/wiki/Isoxsuprine" title="Isoxsuprine">Isoxsuprine</a></li> <li><a href="/w/index.php?title=Radiprodil&action=edit&redlink=1" class="new" title="Radiprodil (page does not exist)">Radiprodil (RGH-896)</a></li> <li><a href="/wiki/Rislenemdaz" title="Rislenemdaz">Rislenemdaz (CERC-301, MK-0657)</a></li> <li><a href="/w/index.php?title=Ro_8-4304&action=edit&redlink=1" class="new" title="Ro 8-4304 (page does not exist)">Ro 8-4304</a></li> <li><a href="/w/index.php?title=Ro_25-6981&action=edit&redlink=1" class="new" title="Ro 25-6981 (page does not exist)">Ro 25-6981</a></li> <li><a href="/wiki/Safaprodil" class="mw-redirect" title="Safaprodil">Safaprodil</a></li> <li><a href="/wiki/Traxoprodil" title="Traxoprodil">Traxoprodil (CP-101606)</a>; <i>NR2A-selective antagonists:</i> <a href="/w/index.php?title=MPX-004&action=edit&redlink=1" class="new" title="MPX-004 (page does not exist)">MPX-004</a></li> <li><a href="/w/index.php?title=MPX-007&action=edit&redlink=1" class="new" title="MPX-007 (page does not exist)">MPX-007</a></li> <li><a href="/w/index.php?title=TCN-201&action=edit&redlink=1" class="new" title="TCN-201 (page does not exist)">TCN-201</a></li> <li><a href="/w/index.php?title=TCN-213&action=edit&redlink=1" class="new" title="TCN-213 (page does not exist)">TCN-213</a>; <i>Cations:</i> <a href="/wiki/Hydrogen" title="Hydrogen">Hydrogen</a></li> <li><a href="/wiki/Magnesium" title="Magnesium">Magnesium</a></li> <li><a href="/wiki/Zinc" title="Zinc">Zinc</a>; <i>Alcohols/volatile anesthetics/related:</i> <a href="/wiki/Benzene" title="Benzene">Benzene</a></li> <li><a href="/wiki/Butane" title="Butane">Butane</a></li> <li><a href="/wiki/Chloroform" title="Chloroform">Chloroform</a></li> <li><a href="/wiki/Cyclopropane" title="Cyclopropane">Cyclopropane</a></li> <li><a href="/wiki/Desflurane" title="Desflurane">Desflurane</a></li> <li><a href="/wiki/Diethyl_ether" title="Diethyl ether">Diethyl ether</a></li> <li><a href="/wiki/Enflurane" title="Enflurane">Enflurane</a></li> <li><a href="/wiki/Alcohol_(drug)" title="Alcohol (drug)">Ethanol (alcohol)</a></li> <li><a href="/wiki/Halothane" title="Halothane">Halothane</a></li> <li><a href="/wiki/Hexanol" title="Hexanol">Hexanol</a></li> <li><a href="/wiki/Isoflurane" title="Isoflurane">Isoflurane</a></li> <li><a href="/wiki/Methoxyflurane" title="Methoxyflurane">Methoxyflurane</a></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide</a></li> <li><a href="/wiki/Octanol" title="Octanol">Octanol</a></li> <li><a href="/wiki/Sevoflurane" title="Sevoflurane">Sevoflurane</a></li> <li><a href="/wiki/Toluene" title="Toluene">Toluene</a></li> <li><a href="/wiki/1,1,1-Trichloroethane" title="1,1,1-Trichloroethane">Trichloroethane</a></li> <li><a href="/wiki/2,2,2-Trichloroethanol" title="2,2,2-Trichloroethanol">Trichloroethanol</a></li> <li><a href="/wiki/Trichloroethylene" title="Trichloroethylene">Trichloroethylene</a></li> <li><a href="/wiki/Ethyl_carbamate" title="Ethyl carbamate">Urethane</a></li> <li><a href="/wiki/Xenon" title="Xenon">Xenon</a></li> <li><a href="/wiki/Xylene" title="Xylene">Xylene</a>; <i>Unknown/unsorted antagonists:</i> <a href="/w/index.php?title=ARR-15896&action=edit&redlink=1" class="new" title="ARR-15896 (page does not exist)">ARR-15896</a></li> <li><a href="/wiki/Bumetanide" title="Bumetanide">Bumetanide</a></li> <li><a href="/wiki/Caroverine" title="Caroverine">Caroverine</a></li> <li><a href="/wiki/Conantokin" title="Conantokin">Conantokin</a></li> <li><a href="/wiki/D-%CE%B1-Aminoadipate" class="mw-redirect" title="D-α-Aminoadipate"><small>D</small>-αAA</a></li> <li><a href="/wiki/Dexanabinol" title="Dexanabinol">Dexanabinol</a></li> <li><a href="/wiki/Flufenamic_acid" title="Flufenamic acid">Flufenamic acid</a></li> <li><a href="/wiki/Flupirtine" title="Flupirtine">Flupirtine</a></li> <li><a href="/w/index.php?title=FPL-12495&action=edit&redlink=1" class="new" title="FPL-12495 (page does not exist)">FPL-12495</a></li> <li><a href="/w/index.php?title=FR-115427&action=edit&redlink=1" class="new" title="FR-115427 (page does not exist)">FR-115427</a></li> <li><a href="/wiki/Furosemide" title="Furosemide">Furosemide</a></li> <li><a href="/wiki/Hodgkinsine" title="Hodgkinsine">Hodgkinsine</a></li> <li><a href="/w/index.php?title=Ipenoxazone&action=edit&redlink=1" class="new" title="Ipenoxazone (page does not exist)">Ipenoxazone (MLV-6976)</a></li> <li><a href="/w/index.php?title=MDL-27266&action=edit&redlink=1" class="new" title="MDL-27266 (page does not exist)">MDL-27266</a></li> <li><a href="/wiki/Metaphit" title="Metaphit">Metaphit</a></li> <li><a href="/wiki/Minocycline" title="Minocycline">Minocycline</a></li> <li><a href="/wiki/2-Methyl-6-(phenylethynyl)pyridine" title="2-Methyl-6-(phenylethynyl)pyridine">MPEP</a></li> <li><a href="/wiki/Niflumic_acid" title="Niflumic acid">Niflumic acid</a></li> <li><a href="/wiki/Pentamidine" title="Pentamidine">Pentamidine</a></li> <li><a href="/wiki/Pentamidine_isethionate" class="mw-redirect" title="Pentamidine isethionate">Pentamidine isethionate</a></li> <li><a href="/wiki/Piretanide" title="Piretanide">Piretanide</a></li> <li><a href="/wiki/Psychotridine" title="Psychotridine">Psychotridine</a></li> <li><a href="/wiki/Transcrocetin" class="mw-redirect" title="Transcrocetin">Transcrocetin</a> (<a href="/wiki/Saffron" title="Saffron">saffron</a>)</li></ul> <ul><li><b>Unsorted:</b> <i>Allosteric modulators:</i> <a href="/wiki/AGN-241751" class="mw-redirect" title="AGN-241751">AGN-241751</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <ul><li><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></li> <li><i><a href="/wiki/Template:Metabotropic_glutamate_receptor_modulators" title="Template:Metabotropic glutamate receptor modulators">Metabotropic glutamate receptor modulators</a></i></li> <li><i><a href="/wiki/Template:Glutamate_metabolism_and_transport_modulators" title="Template:Glutamate metabolism and transport modulators">Glutamate metabolism/transport modulators</a></i></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="Metabotropic_glutamate_receptor_modulators537" 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:Metabotropic_glutamate_receptor_modulators" title="Template:Metabotropic glutamate receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Metabotropic_glutamate_receptor_modulators" title="Template talk:Metabotropic glutamate receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Metabotropic_glutamate_receptor_modulators" title="Special:EditPage/Template:Metabotropic glutamate receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Metabotropic_glutamate_receptor_modulators537" style="font-size:114%;margin:0 4em"><a href="/wiki/Metabotropic_glutamate_receptor" title="Metabotropic glutamate receptor">Metabotropic glutamate 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/Metabotropic_glutamate_receptor#Group_I" title="Metabotropic glutamate receptor">Group I</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center"><a href="/wiki/Metabotropic_glutamate_receptor_1" title="Metabotropic glutamate receptor 1"><abbr title="Metabotropic glutamate receptor 1">mGluR<sub>1</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Metabotropic glutamate receptor 1</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/ACPD" title="ACPD">ACPD</a></li> <li><a href="/wiki/Dihydroxyphenylglycine" title="Dihydroxyphenylglycine">DHPG</a></li> <li><a href="/wiki/Glutamic_acid" title="Glutamic acid">Glutamate</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/Quisqualic_acid" title="Quisqualic acid">Quisqualic acid</a></li> <li><a href="/wiki/Ro01-6128" title="Ro01-6128">Ro01-6128</a></li> <li><a href="/wiki/Ro67-4853" title="Ro67-4853">Ro67-4853</a></li> <li><a href="/w/index.php?title=Ro67-7476&action=edit&redlink=1" class="new" title="Ro67-7476 (page does not exist)">Ro67-7476</a></li> <li><a href="/w/index.php?title=VU-71&action=edit&redlink=1" class="new" title="VU-71 (page does not exist)">VU-71</a></li> <li><a href="/wiki/Theanine" title="Theanine">Theanine</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=BAY_36-7620&action=edit&redlink=1" class="new" title="BAY 36-7620 (page does not exist)">BAY 36-7620</a></li> <li><a href="/wiki/CPCCOEt" title="CPCCOEt">CPCCOEt</a></li> <li><a href="/wiki/Cyclothiazide" title="Cyclothiazide">Cyclothiazide</a></li> <li><a href="/w/index.php?title=LY-367,385&action=edit&redlink=1" class="new" title="LY-367,385 (page does not exist)">LY-367,385</a></li> <li><a href="/w/index.php?title=LY-456,236&action=edit&redlink=1" class="new" title="LY-456,236 (page does not exist)">LY-456,236</a></li> <li><a href="/w/index.php?title=MCPG&action=edit&redlink=1" class="new" title="MCPG (page does not exist)">MCPG</a></li> <li><a href="/w/index.php?title=NPS-2390&action=edit&redlink=1" class="new" title="NPS-2390 (page does not exist)">NPS-2390</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center"><a href="/wiki/Metabotropic_glutamate_receptor_5" title="Metabotropic glutamate receptor 5"><abbr title="Metabotropic glutamate receptor 5">mGluR<sub>5</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Metabotropic glutamate receptor 5</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/ACPD" title="ACPD">ACPD</a></li> <li><a href="/wiki/ADX-47273" title="ADX-47273">ADX-47273</a></li> <li><a href="/wiki/CDPPB" title="CDPPB">CDPPB</a></li> <li><a href="/wiki/Chlorohydroxyphenylglycine" title="Chlorohydroxyphenylglycine">CHPG</a></li> <li><a href="/w/index.php?title=1-(3-fluorophenyl)-N-((3-fluorophenyl)methylideneamino)methanimine&action=edit&redlink=1" class="new" title="1-(3-fluorophenyl)-N-((3-fluorophenyl)methylideneamino)methanimine (page does not exist)">DFB</a></li> <li><a href="/wiki/Dihydroxyphenylglycine" title="Dihydroxyphenylglycine">DHPG</a></li> <li><a href="/wiki/Glutamic_acid" title="Glutamic acid">Glutamate</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/Quisqualic_acid" title="Quisqualic acid">Quisqualic acid</a></li> <li><a href="/w/index.php?title=VU-1545&action=edit&redlink=1" class="new" title="VU-1545 (page does not exist)">VU-1545</a>; <i>Positive allosteric modulators:</i> <a href="/wiki/LSN2463359" title="LSN2463359">LSN2463359</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/wiki/CTEP" title="CTEP">CTEP</a></li> <li><a href="/wiki/DMeOB" title="DMeOB">DMeOB</a></li> <li><a href="/wiki/LY-344,545" class="mw-redirect" title="LY-344,545">LY-344,545</a></li> <li><a href="/wiki/Mavoglurant" title="Mavoglurant">Mavoglurant</a></li> <li><a href="/w/index.php?title=MCPG&action=edit&redlink=1" class="new" title="MCPG (page does not exist)">MCPG</a></li> <li><a href="/w/index.php?title=NPS-2390&action=edit&redlink=1" class="new" title="NPS-2390 (page does not exist)">NPS-2390</a></li> <li><a href="/wiki/Remeglurant" title="Remeglurant">Remeglurant</a></li> <li><a href="/wiki/SIB-1757" title="SIB-1757">SIB-1757</a></li> <li><a href="/wiki/SIB-1893" title="SIB-1893">SIB-1893</a>; <i>Negative allosteric modulators:</i> <a href="/wiki/AZD9272" title="AZD9272">AZD9272</a></li> <li><a href="/wiki/Basimglurant" title="Basimglurant">Basimglurant</a></li> <li><a href="/wiki/Dipraglurant" title="Dipraglurant">Dipraglurant</a></li> <li><a href="/wiki/Fenobam" title="Fenobam">Fenobam</a></li> <li><a href="/wiki/GRN-529" title="GRN-529">GRN-529</a></li> <li><a href="/wiki/2-Methyl-6-(phenylethynyl)pyridine" title="2-Methyl-6-(phenylethynyl)pyridine">MPEP</a></li> <li><a href="/wiki/MTEP" title="MTEP">MTEP</a></li> <li><a href="/wiki/Raseglurant" title="Raseglurant">Raseglurant</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/Metabotropic_glutamate_receptor#Group_II_&_Group_III" title="Metabotropic glutamate receptor">Group II</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center"><a href="/wiki/Metabotropic_glutamate_receptor_2" title="Metabotropic glutamate receptor 2"><abbr title="Metabotropic glutamate receptor 2">mGluR<sub>2</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Metabotropic glutamate receptor 2</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/Biphenylindanone_A" title="Biphenylindanone A">BINA</a></li> <li><a href="/wiki/CBiPES" title="CBiPES">CBiPES</a></li> <li><a href="/wiki/DCG-IV" title="DCG-IV">DCG-IV</a></li> <li><a href="/wiki/Eglumegad" class="mw-redirect" title="Eglumegad">Eglumegad</a></li> <li><a href="/wiki/Glutamic_acid" title="Glutamic acid">Glutamate</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/LY-379,268" title="LY-379,268">LY-379,268</a></li> <li><a href="/wiki/Pomaglumetad" title="Pomaglumetad">LY-404,039 (pomaglumetad)</a></li> <li><a href="/wiki/LY-487,379" title="LY-487,379">LY-487,379</a></li> <li><a href="/w/index.php?title=LY-566,332&action=edit&redlink=1" class="new" title="LY-566,332 (page does not exist)">LY-566,332</a></li> <li><a href="/w/index.php?title=MGS-0028&action=edit&redlink=1" class="new" title="MGS-0028 (page does not exist)">MGS-0028</a></li> <li><a href="/w/index.php?title=Pomaglumetad_methionil&action=edit&redlink=1" class="new" title="Pomaglumetad methionil (page does not exist)">Pomaglumetad methionil (LY-2140023)</a></li> <li><a href="/w/index.php?title=Talaglumetad&action=edit&redlink=1" class="new" title="Talaglumetad (page does not exist)">Talaglumetad</a>; <i>Positive allosteric modulators:</i> <a href="/wiki/JNJ-40411813" class="mw-redirect" title="JNJ-40411813">JNJ-40411813 (ADX-71149)</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/wiki/1-Amino-5-phosphonoindan-1-carboxylic_acid" title="1-Amino-5-phosphonoindan-1-carboxylic acid">APICA</a></li> <li><a href="/wiki/CECXG" title="CECXG">CECXG</a></li> <li><a href="/wiki/EGLU" title="EGLU">EGLU</a></li> <li><a href="/wiki/HYDIA" title="HYDIA">HYDIA</a></li> <li><a href="/wiki/LY-307,452" title="LY-307,452">LY-307,452</a></li> <li><a href="/wiki/LY-341,495" class="mw-redirect" title="LY-341,495">LY-341,495</a></li> <li><a href="/w/index.php?title=MCPG&action=edit&redlink=1" class="new" title="MCPG (page does not exist)">MCPG</a></li> <li><a href="/wiki/MGS-0039" title="MGS-0039">MGS-0039</a></li> <li><a href="/wiki/PCCG-4" title="PCCG-4">PCCG-4</a>; <i>Negative allosteric modulators:</i> <a href="/wiki/Decoglurant" title="Decoglurant">Decoglurant</a></li> <li><a href="/wiki/RO4491533" title="RO4491533">RO4491533</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center"><a href="/wiki/Metabotropic_glutamate_receptor_3" title="Metabotropic glutamate receptor 3"><abbr title="Metabotropic glutamate receptor 3">mGluR<sub>3</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Metabotropic glutamate receptor 3</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/CBiPES" title="CBiPES">CBiPES</a></li> <li><a href="/wiki/DCG-IV" title="DCG-IV">DCG-IV</a></li> <li><a href="/wiki/Eglumegad" class="mw-redirect" title="Eglumegad">Eglumegad</a></li> <li><a href="/wiki/Glutamic_acid" title="Glutamic acid">Glutamate</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/LY-379,268" title="LY-379,268">LY-379,268</a></li> <li><a href="/wiki/LY-404,039" class="mw-redirect" title="LY-404,039">LY-404,039 (pomaglumetad)</a></li> <li><a href="/wiki/LY-487,379" title="LY-487,379">LY-487,379</a></li> <li><a href="/w/index.php?title=MGS-0028&action=edit&redlink=1" class="new" title="MGS-0028 (page does not exist)">MGS-0028</a></li> <li><a href="/w/index.php?title=Pomaglumetad_methionil&action=edit&redlink=1" class="new" title="Pomaglumetad methionil (page does not exist)">Pomaglumetad methionil (LY-2140023)</a></li> <li><a href="/w/index.php?title=Talaglumetad&action=edit&redlink=1" class="new" title="Talaglumetad (page does not exist)">Talaglumetad</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/wiki/1-Amino-5-phosphonoindan-1-carboxylic_acid" title="1-Amino-5-phosphonoindan-1-carboxylic acid">APICA</a></li> <li><a href="/wiki/CECXG" title="CECXG">CECXG</a></li> <li><a href="/wiki/EGLU" title="EGLU">EGLU</a></li> <li><a href="/wiki/HYDIA" title="HYDIA">HYDIA</a></li> <li><a href="/wiki/LY-307,452" title="LY-307,452">LY-307,452</a></li> <li><a href="/wiki/LY-341,495" class="mw-redirect" title="LY-341,495">LY-341,495</a></li> <li><a href="/w/index.php?title=MCPG&action=edit&redlink=1" class="new" title="MCPG (page does not exist)">MCPG</a></li> <li><a href="/wiki/MGS-0039" title="MGS-0039">MGS-0039</a>; <i>Negative allosteric modulators:</i> <a href="/wiki/Decoglurant" title="Decoglurant">Decoglurant</a></li> <li><a href="/wiki/RO4491533" title="RO4491533">RO4491533</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/Metabotropic_glutamate_receptor#Group_II_&_Group_III" title="Metabotropic glutamate receptor">Group III</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center"><a href="/wiki/Metabotropic_glutamate_receptor_4" title="Metabotropic glutamate receptor 4"><abbr title="Metabotropic glutamate receptor 4">mGluR<sub>4</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Metabotropic glutamate receptor 4</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/Glutamic_acid" title="Glutamic acid">Glutamate</a></li> <li><a href="/wiki/L-AP4" title="L-AP4"><small>L</small>-AP4</a></li> <li><a href="/wiki/LSP2-9166" title="LSP2-9166">LSP2-9166</a></li> <li><a href="/wiki/PHCCC" title="PHCCC">PHCCC</a></li> <li><a href="/w/index.php?title=VU-001,171&action=edit&redlink=1" class="new" title="VU-001,171 (page does not exist)">VU-001,171</a></li> <li><a href="/w/index.php?title=VU-0155,041&action=edit&redlink=1" class="new" title="VU-0155,041 (page does not exist)">VU-0155,041</a>; <i>Positive allosteric modulators:</i> <a href="/wiki/Foliglurax" title="Foliglurax">Foliglurax</a></li> <li><a href="/wiki/2-Methyl-6-(phenylethynyl)pyridine" title="2-Methyl-6-(phenylethynyl)pyridine">MPEP</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=CPPG&action=edit&redlink=1" class="new" title="CPPG (page does not exist)">CPPG</a></li> <li><a href="/w/index.php?title=MAP4_(drug)&action=edit&redlink=1" class="new" title="MAP4 (drug) (page does not exist)">MAP4</a></li> <li><a href="/w/index.php?title=Alpha-methyl-4-phosphonophenylglycine&action=edit&redlink=1" class="new" title="Alpha-methyl-4-phosphonophenylglycine (page does not exist)">MPPG</a></li> <li><a href="/w/index.php?title=MSOP_(drug)&action=edit&redlink=1" class="new" title="MSOP (drug) (page does not exist)">MSOP</a></li> <li><a href="/w/index.php?title=MTPG&action=edit&redlink=1" class="new" title="MTPG (page does not exist)">MTPG</a></li> <li><a href="/w/index.php?title=UBP-1112&action=edit&redlink=1" class="new" title="UBP-1112 (page does not exist)">UBP-1112</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center"><a href="/wiki/Metabotropic_glutamate_receptor_6" title="Metabotropic glutamate receptor 6"><abbr title="Metabotropic glutamate receptor 6">mGluR<sub>6</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Metabotropic glutamate receptor 6</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/Glutamic_acid" title="Glutamic acid">Glutamate</a></li> <li><a href="/wiki/L-AP4" title="L-AP4"><small>L</small>-AP4</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=CPPG&action=edit&redlink=1" class="new" title="CPPG (page does not exist)">CPPG</a></li> <li><a href="/w/index.php?title=MAP4_(drug)&action=edit&redlink=1" class="new" title="MAP4 (drug) (page does not exist)">MAP4</a></li> <li><a href="/w/index.php?title=Alpha-methyl-4-phosphonophenylglycine&action=edit&redlink=1" class="new" title="Alpha-methyl-4-phosphonophenylglycine (page does not exist)">MPPG</a></li> <li><a href="/w/index.php?title=MSOP_(drug)&action=edit&redlink=1" class="new" title="MSOP (drug) (page does not exist)">MSOP</a></li> <li><a href="/w/index.php?title=MTPG&action=edit&redlink=1" class="new" title="MTPG (page does not exist)">MTPG</a></li> <li><a href="/w/index.php?title=UBP-1112&action=edit&redlink=1" class="new" title="UBP-1112 (page does not exist)">UBP-1112</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center"><a href="/wiki/Metabotropic_glutamate_receptor_7" title="Metabotropic glutamate receptor 7"><abbr title="Metabotropic glutamate receptor 7">mGluR<sub>7</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Metabotropic glutamate receptor 7</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/AMN082" title="AMN082">AMN082</a></li> <li><a href="/wiki/Glutamic_acid" title="Glutamic acid">Glutamate</a></li> <li><a href="/wiki/L-AP4" title="L-AP4"><small>L</small>-AP4</a></li> <li><a href="/wiki/LSP2-9166" title="LSP2-9166">LSP2-9166</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=CPPG&action=edit&redlink=1" class="new" title="CPPG (page does not exist)">CPPG</a></li> <li><a href="/w/index.php?title=MAP4_(drug)&action=edit&redlink=1" class="new" title="MAP4 (drug) (page does not exist)">MAP4</a></li> <li><a href="/wiki/MMPIP" title="MMPIP">MMPIP</a></li> <li><a href="/w/index.php?title=Alpha-methyl-4-phosphonophenylglycine&action=edit&redlink=1" class="new" title="Alpha-methyl-4-phosphonophenylglycine (page does not exist)">MPPG</a></li> <li><a href="/w/index.php?title=MSOP_(drug)&action=edit&redlink=1" class="new" title="MSOP (drug) (page does not exist)">MSOP</a></li> <li><a href="/w/index.php?title=MTPG&action=edit&redlink=1" class="new" title="MTPG (page does not exist)">MTPG</a></li> <li><a href="/w/index.php?title=UBP-1112&action=edit&redlink=1" class="new" title="UBP-1112 (page does not exist)">UBP-1112</a></li> <li><a href="/wiki/XAP044" title="XAP044">XAP044</a>; <i>Negative allosteric modulators:</i> <a href="/wiki/ADX71743" title="ADX71743">ADX71743</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center"><a href="/wiki/Metabotropic_glutamate_receptor_8" title="Metabotropic glutamate receptor 8"><abbr title="Metabotropic glutamate receptor 8">mGluR<sub>8</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Metabotropic glutamate receptor 8</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/DCPG" title="DCPG">DCPG</a></li> <li><a href="/wiki/Glutamic_acid" title="Glutamic acid">Glutamate</a></li> <li><a href="/wiki/L-AP4" title="L-AP4"><small>L</small>-AP4</a>; <i>Positive allosteric modulators:</i> <a href="/wiki/AZ12216052" title="AZ12216052">AZ12216052</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=CPPG&action=edit&redlink=1" class="new" title="CPPG (page does not exist)">CPPG</a></li> <li><a href="/w/index.php?title=MAP4_(drug)&action=edit&redlink=1" class="new" title="MAP4 (drug) (page does not exist)">MAP4</a></li> <li><a href="/w/index.php?title=Alpha-methyl-4-phosphonophenylglycine&action=edit&redlink=1" class="new" title="Alpha-methyl-4-phosphonophenylglycine (page does not exist)">MPPG</a></li> <li><a href="/w/index.php?title=MSOP_(drug)&action=edit&redlink=1" class="new" title="MSOP (drug) (page does not exist)">MSOP</a></li> <li><a href="/w/index.php?title=MTPG&action=edit&redlink=1" class="new" title="MTPG (page does not exist)">MTPG</a></li> <li><a href="/w/index.php?title=UBP-1112&action=edit&redlink=1" class="new" title="UBP-1112 (page does not exist)">UBP-1112</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a> • <a href="/wiki/Template:Ionotropic_glutamate_receptor_modulators" title="Template:Ionotropic glutamate receptor modulators">Ionotropic glutamate receptor modulators</a> • <a href="/wiki/Template:Glutamate_metabolism_and_transport_modulators" title="Template:Glutamate metabolism and transport modulators">Glutamate metabolism/transport modulators</a></i></div></td></tr></tbody></table></div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="GABAA_receptor_positive_modulators746" 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:GABAA_receptor_positive_modulators" title="Template:GABAA receptor positive modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:GABAA_receptor_positive_modulators" title="Template talk:GABAA receptor positive modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:GABAA_receptor_positive_modulators" title="Special:EditPage/Template:GABAA receptor positive modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="GABAA_receptor_positive_modulators746" style="font-size:114%;margin:0 4em"><a href="/wiki/GABAA_receptor_positive_allosteric_modulator" title="GABAA receptor positive allosteric modulator"><abbr title="γ-Aminobutyric acid">GABA</abbr><sub>A</sub> receptor positive modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">Alcohols</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=Brometone&action=edit&redlink=1" class="new" title="Brometone (page does not exist)">Brometone</a></li> <li><a href="/wiki/1-Butanol" title="1-Butanol">Butanol</a></li> <li><a href="/wiki/Chloralodol" title="Chloralodol">Chloralodol</a></li> <li><a href="/wiki/Chlorobutanol" title="Chlorobutanol">Chlorobutanol (cloretone)</a></li> <li><a href="/wiki/Alcohol_(drug)" title="Alcohol (drug)">Ethanol (alcohol)</a> (<a href="/wiki/Alcoholic_drink" class="mw-redirect" title="Alcoholic drink">alcoholic drink</a>)</li> <li><a href="/wiki/Ethchlorvynol" title="Ethchlorvynol">Ethchlorvynol</a></li> <li><a href="/wiki/Isobutanol" title="Isobutanol">Isobutanol</a></li> <li><a href="/wiki/Isopropanol" class="mw-redirect" title="Isopropanol">Isopropanol</a></li> <li><a href="/wiki/Menthol" title="Menthol">Menthol</a></li> <li><a href="/wiki/Methanol" title="Methanol">Methanol</a></li> <li><a href="/wiki/Methylpentynol" title="Methylpentynol">Methylpentynol</a></li> <li><a href="/wiki/1-Pentanol" title="1-Pentanol">Pentanol</a></li> <li><a href="/wiki/Petrichloral" title="Petrichloral">Petrichloral</a></li> <li><a href="/wiki/1-Propanol" title="1-Propanol">Propanol</a></li> <li><a href="/wiki/Tert-Butanol" class="mw-redirect" title="Tert-Butanol"><i>tert</i>-Butanol (2M2P)</a></li> <li><a href="/wiki/Tert-Pentanol" class="mw-redirect" title="Tert-Pentanol"><i>tert</i>-Pentanol (2M2B)</a></li> <li><a href="/wiki/Tribromoethanol" title="Tribromoethanol">Tribromoethanol</a></li> <li><a href="/wiki/Trichloroethanol" class="mw-redirect" title="Trichloroethanol">Trichloroethanol</a></li> <li><a href="/wiki/Triclofos" title="Triclofos">Triclofos</a></li> <li><a href="/wiki/Trifluoroethanol" class="mw-redirect" title="Trifluoroethanol">Trifluoroethanol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Barbiturate" title="Barbiturate">Barbiturates</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-(1,3-Dimethylbutyl)-5-ethylbarbituric_acid" class="mw-redirect" title="(-)-5-(1,3-Dimethylbutyl)-5-ethylbarbituric acid">(-)-DMBB</a></li> <li><a href="/wiki/Allobarbital" title="Allobarbital">Allobarbital</a></li> <li><a href="/wiki/Alphenal" title="Alphenal">Alphenal</a></li> <li><a href="/wiki/Amobarbital" title="Amobarbital">Amobarbital</a></li> <li><a href="/wiki/Aprobarbital" title="Aprobarbital">Aprobarbital</a></li> <li><a href="/wiki/Barbexaclone" title="Barbexaclone">Barbexaclone</a></li> <li><a href="/wiki/Barbital" title="Barbital">Barbital</a></li> <li><a href="/wiki/Benzobarbital" title="Benzobarbital">Benzobarbital</a></li> <li><a href="/wiki/Benzylbutylbarbiturate" title="Benzylbutylbarbiturate">Benzylbutylbarbiturate</a></li> <li><a href="/wiki/Brallobarbital" title="Brallobarbital">Brallobarbital</a></li> <li><a href="/wiki/Brophebarbital" title="Brophebarbital">Brophebarbital</a></li> <li><a href="/wiki/Butabarbital" title="Butabarbital">Butabarbital/Secbutabarbital</a></li> <li><a href="/wiki/Butalbital" title="Butalbital">Butalbital</a></li> <li><a href="/wiki/Buthalital" title="Buthalital">Buthalital</a></li> <li><a href="/wiki/Butobarbital" title="Butobarbital">Butobarbital</a></li> <li><a href="/wiki/Butallylonal" title="Butallylonal">Butallylonal</a></li> <li><a href="/wiki/Carbubarb" title="Carbubarb">Carbubarb</a></li> <li><a href="/wiki/Crotylbarbital" title="Crotylbarbital">Crotylbarbital</a></li> <li><a href="/wiki/Cyclobarbital" title="Cyclobarbital">Cyclobarbital</a></li> <li><a href="/wiki/Cyclopentobarbital" title="Cyclopentobarbital">Cyclopentobarbital</a></li> <li><a href="/wiki/Difebarbamate" title="Difebarbamate">Difebarbamate</a></li> <li><a href="/wiki/Enallylpropymal" title="Enallylpropymal">Enallylpropymal</a></li> <li><a href="/wiki/Ethallobarbital" title="Ethallobarbital">Ethallobarbital</a></li> <li><a href="/wiki/Eterobarb" title="Eterobarb">Eterobarb</a></li> <li><a href="/wiki/Febarbamate" title="Febarbamate">Febarbamate</a></li> <li><a href="/wiki/Heptabarb" title="Heptabarb">Heptabarb</a></li> <li><a href="/wiki/Heptobarbital" title="Heptobarbital">Heptobarbital</a></li> <li><a href="/wiki/Hexethal" title="Hexethal">Hexethal</a></li> <li><a href="/wiki/Hexobarbital" title="Hexobarbital">Hexobarbital</a></li> <li><a href="/wiki/Metharbital" title="Metharbital">Metharbital</a></li> <li><a href="/wiki/Methitural" title="Methitural">Methitural</a></li> <li><a href="/wiki/Methohexital" title="Methohexital">Methohexital</a></li> <li><a href="/wiki/Methylphenobarbital" title="Methylphenobarbital">Methylphenobarbital</a></li> <li><a href="/wiki/Narcobarbital" title="Narcobarbital">Narcobarbital</a></li> <li><a href="/wiki/Nealbarbital" title="Nealbarbital">Nealbarbital</a></li> <li><a href="/wiki/Pentobarbital" title="Pentobarbital">Pentobarbital</a></li> <li><a href="/wiki/Phenallymal" class="mw-redirect" title="Phenallymal">Phenallymal</a></li> <li><a href="/wiki/Phenobarbital" title="Phenobarbital">Phenobarbital</a></li> <li><a href="/wiki/Phetharbital" title="Phetharbital">Phetharbital</a></li> <li><a href="/wiki/Primidone" title="Primidone">Primidone</a></li> <li><a href="/wiki/Probarbital" title="Probarbital">Probarbital</a></li> <li><a href="/wiki/Propallylonal" title="Propallylonal">Propallylonal</a></li> <li><a href="/wiki/Propylbarbital" title="Propylbarbital">Propylbarbital</a></li> <li><a href="/wiki/Proxibarbital" title="Proxibarbital">Proxibarbital</a></li> <li><a href="/wiki/Reposal" title="Reposal">Reposal</a></li> <li><a href="/wiki/Secobarbital" title="Secobarbital">Secobarbital</a></li> <li><a href="/wiki/Sigmodal" title="Sigmodal">Sigmodal</a></li> <li><a href="/wiki/Spirobarbital" title="Spirobarbital">Spirobarbital</a></li> <li><a href="/wiki/Talbutal" title="Talbutal">Talbutal</a></li> <li><a href="/wiki/Tetrabamate" title="Tetrabamate">Tetrabamate</a></li> <li><a href="/wiki/Tetrabarbital" title="Tetrabarbital">Tetrabarbital</a></li> <li><a href="/wiki/Thialbarbital" title="Thialbarbital">Thialbarbital</a></li> <li><a href="/wiki/Thiamylal" title="Thiamylal">Thiamylal</a></li> <li><a href="/wiki/Thiobarbital" title="Thiobarbital">Thiobarbital</a></li> <li><a href="/wiki/Thiobutabarbital" title="Thiobutabarbital">Thiobutabarbital</a></li> <li><a href="/wiki/Sodium_thiopental" title="Sodium thiopental">Thiopental</a></li> <li><a href="/wiki/Thiotetrabarbital" title="Thiotetrabarbital">Thiotetrabarbital</a></li> <li><a href="/wiki/Valofane" title="Valofane">Valofane</a></li> <li><a href="/wiki/Vinbarbital" title="Vinbarbital">Vinbarbital</a></li> <li><a href="/wiki/Vinylbital" title="Vinylbital">Vinylbital</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Benzodiazepine" title="Benzodiazepine">Benzodiazepines</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-Oxoquazepam" title="2-Oxoquazepam">2-Oxoquazepam</a></li> <li><a href="/wiki/3-Hydroxyphenazepam" title="3-Hydroxyphenazepam">3-Hydroxyphenazepam</a></li> <li><a href="/wiki/Adinazolam" title="Adinazolam">Adinazolam</a></li> <li><a href="/wiki/Alprazolam" title="Alprazolam">Alprazolam</a></li> <li><a href="/wiki/Arfendazam" title="Arfendazam">Arfendazam</a></li> <li><a href="/wiki/Avizafone" title="Avizafone">Avizafone</a></li> <li><a href="/wiki/Bentazepam" title="Bentazepam">Bentazepam</a></li> <li><a href="/wiki/Bretazenil" title="Bretazenil">Bretazenil</a></li> <li><a href="/wiki/Bromazepam" title="Bromazepam">Bromazepam</a></li> <li><a href="/wiki/Bromazolam" title="Bromazolam">Bromazolam</a></li> <li><a href="/wiki/Brotizolam" title="Brotizolam">Brotizolam</a></li> <li><a href="/wiki/Camazepam" title="Camazepam">Camazepam</a></li> <li><a href="/wiki/Carburazepam" title="Carburazepam">Carburazepam</a></li> <li><a href="/wiki/Chlordiazepoxide" title="Chlordiazepoxide">Chlordiazepoxide</a></li> <li><a href="/wiki/Ciclotizolam" title="Ciclotizolam">Ciclotizolam</a></li> <li><a href="/wiki/Cinazepam" title="Cinazepam">Cinazepam</a></li> <li><a href="/wiki/Cinolazepam" title="Cinolazepam">Cinolazepam</a></li> <li><a href="/wiki/Clazolam" title="Clazolam">Clazolam</a></li> <li><a href="/wiki/Climazolam" title="Climazolam">Climazolam</a></li> <li><a href="/wiki/Clobazam" title="Clobazam">Clobazam</a></li> <li><a href="/wiki/Clonazepam" title="Clonazepam">Clonazepam</a></li> <li><a href="/wiki/Clonazolam" title="Clonazolam">Clonazolam</a></li> <li><a href="/wiki/Cloniprazepam" title="Cloniprazepam">Cloniprazepam</a></li> <li><a href="/wiki/Clorazepate" title="Clorazepate">Clorazepate</a></li> <li><a href="/wiki/Clotiazepam" title="Clotiazepam">Clotiazepam</a></li> <li><a href="/wiki/Cloxazolam" title="Cloxazolam">Cloxazolam</a></li> <li><a href="/wiki/CP-1414S" title="CP-1414S">CP-1414S</a></li> <li><a href="/wiki/Cyprazepam" title="Cyprazepam">Cyprazepam</a></li> <li><a href="/wiki/Delorazepam" title="Delorazepam">Delorazepam</a></li> <li><a href="/wiki/Demoxepam" title="Demoxepam">Demoxepam</a></li> <li><a href="/wiki/Diazepam" title="Diazepam">Diazepam</a></li> <li><a href="/wiki/Diclazepam" title="Diclazepam">Diclazepam</a></li> <li><a href="/wiki/Dimdazenil" title="Dimdazenil">Dimdazenil</a></li> <li><a href="/wiki/Doxefazepam" title="Doxefazepam">Doxefazepam</a></li> <li><a href="/wiki/Elfazepam" title="Elfazepam">Elfazepam</a></li> <li><a href="/wiki/Estazolam" title="Estazolam">Estazolam</a></li> <li><a href="/wiki/Ethyl_carfluzepate" title="Ethyl carfluzepate">Ethyl carfluzepate</a></li> <li><a href="/wiki/Ethyl_dirazepate" title="Ethyl dirazepate">Ethyl dirazepate</a></li> <li><a href="/wiki/Ethyl_loflazepate" title="Ethyl loflazepate">Ethyl loflazepate</a></li> <li><a href="/wiki/Etizolam" title="Etizolam">Etizolam</a></li> <li><a href="/wiki/FG-8205" title="FG-8205">FG-8205</a></li> <li><a href="/wiki/Fletazepam" title="Fletazepam">Fletazepam</a></li> <li><a href="/wiki/Flubromazepam" title="Flubromazepam">Flubromazepam</a></li> <li><a href="/wiki/Flubromazolam" title="Flubromazolam">Flubromazolam</a></li> <li><a href="/wiki/Fludiazepam" title="Fludiazepam">Fludiazepam</a></li> <li><a href="/wiki/Flunitrazepam" title="Flunitrazepam">Flunitrazepam</a></li> <li><a href="/wiki/Flunitrazolam" title="Flunitrazolam">Flunitrazolam</a></li> <li><a href="/wiki/Flurazepam" title="Flurazepam">Flurazepam</a></li> <li><a href="/wiki/Flutazolam" title="Flutazolam">Flutazolam</a></li> <li><a href="/wiki/Flutemazepam" title="Flutemazepam">Flutemazepam</a></li> <li><a href="/wiki/Flutoprazepam" title="Flutoprazepam">Flutoprazepam</a></li> <li><a href="/wiki/Fosazepam" title="Fosazepam">Fosazepam</a></li> <li><a href="/wiki/Gidazepam" title="Gidazepam">Gidazepam</a></li> <li><a href="/wiki/Halazepam" title="Halazepam">Halazepam</a></li> <li><a href="/wiki/Haloxazolam" title="Haloxazolam">Haloxazolam</a></li> <li><a href="/wiki/Iclazepam" title="Iclazepam">Iclazepam</a></li> <li><a href="/wiki/Imidazenil" title="Imidazenil">Imidazenil</a></li> <li><a href="/wiki/Irazepine" title="Irazepine">Irazepine</a></li> <li><a href="/wiki/Ketazolam" title="Ketazolam">Ketazolam</a></li> <li><a href="/wiki/Lofendazam" title="Lofendazam">Lofendazam</a></li> <li><a href="/wiki/Lopirazepam" title="Lopirazepam">Lopirazepam</a></li> <li><a href="/wiki/Loprazolam" title="Loprazolam">Loprazolam</a></li> <li><a href="/wiki/Lorazepam" title="Lorazepam">Lorazepam</a></li> <li><a href="/wiki/Lormetazepam" title="Lormetazepam">Lormetazepam</a></li> <li><a href="/wiki/Meclonazepam" title="Meclonazepam">Meclonazepam</a></li> <li><a href="/wiki/Medazepam" title="Medazepam">Medazepam</a></li> <li><a href="/wiki/Menitrazepam" title="Menitrazepam">Menitrazepam</a></li> <li><a href="/wiki/Metaclazepam" title="Metaclazepam">Metaclazepam</a></li> <li><a href="/wiki/Mexazolam" title="Mexazolam">Mexazolam</a></li> <li><a href="/wiki/Midazolam" title="Midazolam">Midazolam</a></li> <li><a href="/wiki/Motrazepam" title="Motrazepam">Motrazepam</a></li> <li><a href="/wiki/N-Desalkylflurazepam" title="N-Desalkylflurazepam">N-Desalkylflurazepam</a></li> <li><a href="/wiki/Nifoxipam" title="Nifoxipam">Nifoxipam</a></li> <li><a href="/wiki/Nimetazepam" title="Nimetazepam">Nimetazepam</a></li> <li><a href="/wiki/Nitrazepam" title="Nitrazepam">Nitrazepam</a></li> <li><a href="/wiki/Nitrazepate" title="Nitrazepate">Nitrazepate</a></li> <li><a href="/wiki/Nitrazolam" title="Nitrazolam">Nitrazolam</a></li> <li><a href="/wiki/Nordazepam" title="Nordazepam">Nordazepam</a></li> <li><a href="/wiki/Nortetrazepam" title="Nortetrazepam">Nortetrazepam</a></li> <li><a href="/wiki/Oxazepam" title="Oxazepam">Oxazepam</a></li> <li><a href="/wiki/Oxazolam" title="Oxazolam">Oxazolam</a></li> <li><a href="/wiki/Phenazepam" title="Phenazepam">Phenazepam</a></li> <li><a href="/wiki/Pinazepam" title="Pinazepam">Pinazepam</a></li> <li><a href="/wiki/Pivoxazepam" title="Pivoxazepam">Pivoxazepam</a></li> <li><a href="/wiki/Prazepam" title="Prazepam">Prazepam</a></li> <li><a href="/wiki/Premazepam" title="Premazepam">Premazepam</a></li> <li><a href="/wiki/Proflazepam" title="Proflazepam">Proflazepam</a></li> <li><a href="/wiki/Pyrazolam" title="Pyrazolam">Pyrazolam</a></li> <li><a href="/wiki/QH-II-66" title="QH-II-66">QH-II-66</a></li> <li><a href="/wiki/Quazepam" title="Quazepam">Quazepam</a></li> <li><a href="/wiki/Reclazepam" title="Reclazepam">Reclazepam</a></li> <li><a href="/wiki/Remimazolam" title="Remimazolam">Remimazolam</a></li> <li><a href="/wiki/Rilmazafone" title="Rilmazafone">Rilmazafone</a></li> <li><a href="/wiki/Ripazepam" title="Ripazepam">Ripazepam</a></li> <li><a href="/wiki/Ro48-6791" title="Ro48-6791">Ro48-6791</a></li> <li><a href="/wiki/Ro48-8684" title="Ro48-8684">Ro48-8684</a></li> <li><a href="/wiki/SH-053-R-CH3-2%E2%80%B2F" title="SH-053-R-CH3-2′F">SH-053-R-CH3-2′F</a></li> <li><a href="/wiki/Sulazepam" title="Sulazepam">Sulazepam</a></li> <li><a href="/wiki/Temazepam" title="Temazepam">Temazepam</a></li> <li><a href="/wiki/Tetrazepam" title="Tetrazepam">Tetrazepam</a></li> <li><a href="/wiki/Tolufazepam" class="mw-redirect" title="Tolufazepam">Tolufazepam</a></li> <li><a href="/wiki/Triazolam" title="Triazolam">Triazolam</a></li> <li><a href="/wiki/Triflubazam" title="Triflubazam">Triflubazam</a></li> <li><a href="/wiki/Triflunordazepam" title="Triflunordazepam">Triflunordazepam (Ro5-2904)</a></li> <li><a href="/wiki/Tuclazepam" title="Tuclazepam">Tuclazepam</a></li> <li><a href="/wiki/Uldazepam" title="Uldazepam">Uldazepam</a></li> <li><a href="/wiki/Zapizolam" title="Zapizolam">Zapizolam</a></li> <li><a href="/wiki/Zolazepam" title="Zolazepam">Zolazepam</a></li> <li><a href="/wiki/Zomebazam" title="Zomebazam">Zomebazam</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Carbamate" title="Carbamate">Carbamates</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/Carisbamate" title="Carisbamate">Carisbamate</a></li> <li><a href="/wiki/Carisoprodol" title="Carisoprodol">Carisoprodol</a></li> <li><a href="/wiki/Clocental" title="Clocental">Clocental</a></li> <li><a href="/wiki/Cyclarbamate" title="Cyclarbamate">Cyclarbamate</a></li> <li><a href="/wiki/Difebarbamate" title="Difebarbamate">Difebarbamate</a></li> <li><a href="/wiki/Emylcamate" title="Emylcamate">Emylcamate</a></li> <li><a href="/wiki/Ethinamate" title="Ethinamate">Ethinamate</a></li> <li><a href="/wiki/Febarbamate" title="Febarbamate">Febarbamate</a></li> <li><a href="/wiki/Felbamate" title="Felbamate">Felbamate</a></li> <li><a href="/wiki/Hexapropymate" title="Hexapropymate">Hexapropymate</a></li> <li><a href="/wiki/Hydroxyphenamate" title="Hydroxyphenamate">Hydroxyphenamate</a></li> <li><a href="/wiki/Lorbamate" title="Lorbamate">Lorbamate</a></li> <li><a href="/wiki/Mebutamate" title="Mebutamate">Mebutamate</a></li> <li><a href="/wiki/Meprobamate" title="Meprobamate">Meprobamate</a></li> <li><a href="/wiki/Nisobamate" title="Nisobamate">Nisobamate</a></li> <li><a href="/wiki/Pentabamate" title="Pentabamate">Pentabamate</a></li> <li><a href="/wiki/Phenprobamate" title="Phenprobamate">Phenprobamate</a></li> <li><a href="/wiki/Procymate" title="Procymate">Procymate</a></li> <li><a href="/wiki/Styramate" title="Styramate">Styramate</a></li> <li><a href="/wiki/Tetrabamate" title="Tetrabamate">Tetrabamate</a></li> <li><a href="/wiki/Tybamate" title="Tybamate">Tybamate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Flavonoid" title="Flavonoid">Flavonoids</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/6-Methylapigenin" title="6-Methylapigenin">6-Methylapigenin</a></li> <li><a href="/wiki/Ampelopsin" title="Ampelopsin">Ampelopsin (dihydromyricetin)</a></li> <li><a href="/wiki/Apigenin" title="Apigenin">Apigenin</a></li> <li><a href="/wiki/Baicalein" title="Baicalein">Baicalein</a></li> <li><a href="/wiki/Baicalin" title="Baicalin">Baicalin</a></li> <li><a href="/wiki/Catechin" title="Catechin">Catechin</a></li> <li><a href="/wiki/Epigallocatechin" class="mw-redirect" title="Epigallocatechin">EGC</a></li> <li><a href="/wiki/Epigallocatechin_gallate" title="Epigallocatechin gallate">EGCG</a></li> <li><a href="/wiki/Hispidulin" title="Hispidulin">Hispidulin</a></li> <li><a href="/w/index.php?title=Linarin&action=edit&redlink=1" class="new" title="Linarin (page does not exist)">Linarin</a></li> <li><a href="/wiki/Luteolin" title="Luteolin">Luteolin</a></li> <li><a href="/w/index.php?title=Trans-6,4%E2%80%B2-dimethoxyretrochalcone&action=edit&redlink=1" class="new" title="Trans-6,4′-dimethoxyretrochalcone (page does not exist)">Rc-OMe</a></li> <li><a href="/wiki/Scutellaria" title="Scutellaria">Skullcap</a> constituents (e.g., <a href="/wiki/Baicalin" title="Baicalin">baicalin</a>)</li> <li><a href="/wiki/Wogonin" title="Wogonin">Wogonin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Imidazole" title="Imidazole">Imidazoles</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/Etomidate" title="Etomidate">Etomidate</a></li> <li><a href="/wiki/Metomidate" title="Metomidate">Metomidate</a></li> <li><a href="/wiki/Propoxate" title="Propoxate">Propoxate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Kava" title="Kava">Kava</a> constituents</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=10-Methoxyyangonin&action=edit&redlink=1" class="new" title="10-Methoxyyangonin (page does not exist)">10-Methoxyyangonin</a></li> <li><a href="/w/index.php?title=11-Methoxyyangonin&action=edit&redlink=1" class="new" title="11-Methoxyyangonin (page does not exist)">11-Methoxyyangonin</a></li> <li><a href="/w/index.php?title=11-Hydroxyyangonin&action=edit&redlink=1" class="new" title="11-Hydroxyyangonin (page does not exist)">11-Hydroxyyangonin</a></li> <li><a href="/wiki/Desmethoxyyangonin" title="Desmethoxyyangonin">Desmethoxyyangonin</a></li> <li><a href="/w/index.php?title=11-Methoxy-12-hydroxydehydrokavain&action=edit&redlink=1" class="new" title="11-Methoxy-12-hydroxydehydrokavain (page does not exist)">11-Methoxy-12-hydroxydehydrokavain</a></li> <li><a href="/w/index.php?title=7,8-Dihydroyangonin&action=edit&redlink=1" class="new" title="7,8-Dihydroyangonin (page does not exist)">7,8-Dihydroyangonin</a></li> <li><a href="/wiki/Kavain" title="Kavain">Kavain</a></li> <li><a href="/w/index.php?title=5-Hydroxykavain&action=edit&redlink=1" class="new" title="5-Hydroxykavain (page does not exist)">5-Hydroxykavain</a></li> <li><a href="/w/index.php?title=5,6-Dihydroyangonin&action=edit&redlink=1" class="new" title="5,6-Dihydroyangonin (page does not exist)">5,6-Dihydroyangonin</a></li> <li><a href="/w/index.php?title=7,8-Dihydrokavain&action=edit&redlink=1" class="new" title="7,8-Dihydrokavain (page does not exist)">7,8-Dihydrokavain</a></li> <li><a href="/w/index.php?title=5,6,7,8-Tetrahydroyangonin&action=edit&redlink=1" class="new" title="5,6,7,8-Tetrahydroyangonin (page does not exist)">5,6,7,8-Tetrahydroyangonin</a></li> <li><a href="/w/index.php?title=5,6-Dehydromethysticin&action=edit&redlink=1" class="new" title="5,6-Dehydromethysticin (page does not exist)">5,6-Dehydromethysticin</a></li> <li><a href="/wiki/Methysticin" title="Methysticin">Methysticin</a></li> <li><a href="/w/index.php?title=7,8-Dihydromethysticin&action=edit&redlink=1" class="new" title="7,8-Dihydromethysticin (page does not exist)">7,8-Dihydromethysticin</a></li> <li><a href="/wiki/Yangonin" title="Yangonin">Yangonin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Monoureide" class="mw-redirect" title="Monoureide">Monoureides</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/Acecarbromal" title="Acecarbromal">Acecarbromal</a></li> <li><a href="/wiki/Apronal" title="Apronal">Apronal (apronalide)</a></li> <li><a href="/wiki/Bromisoval" title="Bromisoval">Bromisoval</a></li> <li><a href="/wiki/Carbromal" title="Carbromal">Carbromal</a></li> <li><a href="/w/index.php?title=Capuride&action=edit&redlink=1" class="new" title="Capuride (page does not exist)">Capuride</a></li> <li><a href="/w/index.php?title=Ectylurea&action=edit&redlink=1" class="new" title="Ectylurea (page does not exist)">Ectylurea</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Neuroactive_steroid" class="mw-redirect" title="Neuroactive steroid">Neuroactive steroids</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/Acebrochol" title="Acebrochol">Acebrochol</a></li> <li><a href="/wiki/Allopregnanolone" title="Allopregnanolone">Allopregnanolone (brexanolone)</a></li> <li><a href="/wiki/Alfadolone" title="Alfadolone">Alfadolone</a></li> <li><a href="/wiki/Alfaxalone" title="Alfaxalone">Alfaxalone</a></li> <li><a href="/wiki/3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li> <li><a href="/wiki/Androstenol" title="Androstenol">Androstenol</a></li> <li><a href="/wiki/Androsterone" title="Androsterone">Androsterone</a></li> <li>Certain <a href="/wiki/Anabolic-androgenic_steroid" class="mw-redirect" title="Anabolic-androgenic steroid">anabolic-androgenic steroids</a></li> <li><a href="/wiki/Cholesterol" title="Cholesterol">Cholesterol</a></li> <li><a href="/wiki/Dihydrodeoxycorticosterone" title="Dihydrodeoxycorticosterone">DHDOC</a></li> <li><a href="/wiki/3%CE%B1-Dihydroprogesterone" title="3α-Dihydroprogesterone">3α-DHP</a></li> <li><a href="/wiki/5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-DHP</a></li> <li><a href="/wiki/5%CE%B2-Dihydroprogesterone" title="5β-Dihydroprogesterone">5β-DHP</a></li> <li><a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">DHT</a></li> <li><a href="/wiki/Etiocholanolone" title="Etiocholanolone">Etiocholanolone</a></li> <li><a href="/wiki/Ganaxolone" title="Ganaxolone">Ganaxolone</a></li> <li><a href="/wiki/Hydroxydione" title="Hydroxydione">Hydroxydione</a></li> <li><a href="/wiki/Minaxolone" title="Minaxolone">Minaxolone</a></li> <li><a href="/wiki/ORG-20599" title="ORG-20599">ORG-20599</a></li> <li><a href="/wiki/ORG-21465" title="ORG-21465">ORG-21465</a></li> <li><a href="/wiki/P1-185" title="P1-185">P1-185</a></li> <li><a href="/wiki/Posovolone" title="Posovolone">Posovolone</a></li> <li><a href="/wiki/Pregnanolone" title="Pregnanolone">Pregnanolone (eltanolone)</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li> <li><a href="/wiki/Renanolone" title="Renanolone">Renanolone</a></li> <li><a href="/w/index.php?title=SAGE-105&action=edit&redlink=1" class="new" title="SAGE-105 (page does not exist)">SAGE-105</a></li> <li><a href="/wiki/SAGE-324" title="SAGE-324">SAGE-324</a></li> <li><a href="/w/index.php?title=SAGE-516&action=edit&redlink=1" class="new" title="SAGE-516 (page does not exist)">SAGE-516</a></li> <li><a href="/w/index.php?title=SAGE-689&action=edit&redlink=1" class="new" title="SAGE-689 (page does not exist)">SAGE-689</a></li> <li><a href="/w/index.php?title=SAGE-872&action=edit&redlink=1" class="new" title="SAGE-872 (page does not exist)">SAGE-872</a></li> <li><a href="/wiki/Testosterone" title="Testosterone">Testosterone</a></li> <li><a href="/wiki/Tetrahydrodeoxycorticosterone" title="Tetrahydrodeoxycorticosterone">THDOC</a></li> <li><a href="/wiki/Zuranolone" title="Zuranolone">Zuranolone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Nonbenzodiazepine" title="Nonbenzodiazepine">Nonbenzodiazepines</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><i><a href="/wiki/Cyclopyrrolone" class="mw-redirect" title="Cyclopyrrolone">Cyclopyrrolones</a></i>: <a href="/wiki/Eszopiclone" title="Eszopiclone">Eszopiclone</a></li> <li><a href="/wiki/Pagoclone" title="Pagoclone">Pagoclone</a></li> <li><a href="/wiki/Pazinaclone" title="Pazinaclone">Pazinaclone</a></li> <li><a href="/wiki/Suproclone" title="Suproclone">Suproclone</a></li> <li><a href="/wiki/Suriclone" title="Suriclone">Suriclone</a></li> <li><a href="/wiki/Zopiclone" title="Zopiclone">Zopiclone</a></li></ul> <ul><li><i><a href="/wiki/Imidazopyridine" title="Imidazopyridine">Imidazopyridines</a></i>: <a href="/wiki/Alpidem" title="Alpidem">Alpidem</a></li> <li><a href="/wiki/DS-1_(drug)" title="DS-1 (drug)">DS-1</a></li> <li><a href="/wiki/Necopidem" title="Necopidem">Necopidem</a></li> <li><a href="/wiki/Saripidem" title="Saripidem">Saripidem</a></li> <li><a href="/wiki/Zolpidem" title="Zolpidem">Zolpidem</a></li></ul> <ul><li><i><a href="/wiki/Pyrazolopyrimidine" title="Pyrazolopyrimidine">Pyrazolopyrimidines</a></i>: <a href="/wiki/Divaplon" title="Divaplon">Divaplon</a></li> <li><a href="/wiki/Fasiplon" title="Fasiplon">Fasiplon</a></li> <li><a href="/wiki/Indiplon" title="Indiplon">Indiplon</a></li> <li><a href="/wiki/Lorediplon" title="Lorediplon">Lorediplon</a></li> <li><a href="/wiki/Ocinaplon" title="Ocinaplon">Ocinaplon</a></li> <li><a href="/wiki/Panadiplon" title="Panadiplon">Panadiplon</a></li> <li><a href="/wiki/Taniplon" title="Taniplon">Taniplon</a></li> <li><a href="/wiki/Zaleplon" title="Zaleplon">Zaleplon</a></li></ul> <ul><li><i>Others</i>: <a href="/wiki/Adipiplon" title="Adipiplon">Adipiplon</a></li> <li><a href="/wiki/CGS-8216" title="CGS-8216">CGS-8216</a></li> <li><a href="/wiki/CGS-9896" title="CGS-9896">CGS-9896</a></li> <li><a href="/wiki/CGS-13767" title="CGS-13767">CGS-13767</a></li> <li><a href="/wiki/CGS-20625" title="CGS-20625">CGS-20625</a></li> <li><a href="/wiki/CL-218,872" title="CL-218,872">CL-218,872</a></li> <li><a href="/wiki/CP-615,003" title="CP-615,003">CP-615,003</a></li> <li><a href="/w/index.php?title=CTP-354&action=edit&redlink=1" class="new" title="CTP-354 (page does not exist)">CTP-354</a></li> <li><a href="/wiki/ELB-139" title="ELB-139">ELB-139</a></li> <li><a href="/wiki/GBLD-345" title="GBLD-345">GBLD-345</a></li> <li><a href="/wiki/Imepitoin" title="Imepitoin">Imepitoin</a></li> <li><a href="/wiki/JM-1232" title="JM-1232">JM-1232</a></li> <li><a href="/wiki/L-838,417" title="L-838,417">L-838,417</a></li> <li><a href="/wiki/Lirequinil" title="Lirequinil">Lirequinil (Ro41-3696)</a></li> <li><a href="/wiki/NS-2664" title="NS-2664">NS-2664</a></li> <li><a href="/wiki/NS-2710" title="NS-2710">NS-2710</a></li> <li><a href="/wiki/NS-11394" title="NS-11394">NS-11394</a></li> <li><a href="/wiki/Pipequaline" title="Pipequaline">Pipequaline</a></li> <li><a href="/wiki/ROD-188" title="ROD-188">ROD-188</a></li> <li><a href="/wiki/RWJ-51204" title="RWJ-51204">RWJ-51204</a></li> <li><a href="/wiki/SB-205,384" class="mw-redirect" title="SB-205,384">SB-205,384</a></li> <li><a href="/wiki/SX-3228" title="SX-3228">SX-3228</a></li> <li><a href="/w/index.php?title=TGSC01AA&action=edit&redlink=1" class="new" title="TGSC01AA (page does not exist)">TGSC01AA</a></li> <li><a href="/wiki/TP-003" title="TP-003">TP-003</a></li> <li><a href="/wiki/TPA-023" title="TPA-023">TPA-023</a></li> <li><a href="/wiki/TP-13" title="TP-13">TP-13</a></li> <li><a href="/wiki/U-89843A" title="U-89843A">U-89843A</a></li> <li><a href="/wiki/U-90042" title="U-90042">U-90042</a></li> <li><a href="/wiki/Viqualine" title="Viqualine">Viqualine</a></li> <li><a href="/wiki/Y-23684" title="Y-23684">Y-23684</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Phenol" title="Phenol">Phenols</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/Fospropofol" title="Fospropofol">Fospropofol</a></li> <li><a href="/wiki/Propofol" title="Propofol">Propofol</a></li> <li><a href="/wiki/Thymol" title="Thymol">Thymol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Piperidinedione" class="mw-redirect" title="Piperidinedione">Piperidinediones</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/Glutethimide" title="Glutethimide">Glutethimide</a></li> <li><a href="/wiki/Methyprylon" title="Methyprylon">Methyprylon</a></li> <li><a href="/wiki/Piperidione" title="Piperidione">Piperidione</a></li> <li><a href="/wiki/Pyrithyldione" title="Pyrithyldione">Pyrithyldione</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Pyrazolopyridine" class="mw-redirect" title="Pyrazolopyridine">Pyrazolopyridines</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/Cartazolate" title="Cartazolate">Cartazolate</a></li> <li><a href="/wiki/Etazolate" title="Etazolate">Etazolate</a></li> <li><a href="/wiki/ICI-190,622" title="ICI-190,622">ICI-190,622</a></li> <li><a href="/wiki/Tracazolate" title="Tracazolate">Tracazolate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Quinazolinone" title="Quinazolinone">Quinazolinones</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/Afloqualone" title="Afloqualone">Afloqualone</a></li> <li><a href="/wiki/Cloroqualone" title="Cloroqualone">Cloroqualone</a></li> <li><a href="/wiki/Diproqualone" title="Diproqualone">Diproqualone</a></li> <li><a href="/wiki/Etaqualone" title="Etaqualone">Etaqualone</a></li> <li><a href="/wiki/Mebroqualone" title="Mebroqualone">Mebroqualone</a></li> <li><a href="/wiki/Mecloqualone" title="Mecloqualone">Mecloqualone</a></li> <li><a href="/wiki/Methaqualone" title="Methaqualone">Methaqualone</a></li> <li><a href="/wiki/Methylmethaqualone" title="Methylmethaqualone">Methylmethaqualone</a></li> <li><a href="/wiki/Nitromethaqualone" title="Nitromethaqualone">Nitromethaqualone</a></li> <li><a href="/wiki/SL-164" title="SL-164">SL-164</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Inhalational_anaesthetic" class="mw-redirect" title="Inhalational anaesthetic">Volatiles</a>/<a href="/wiki/Inhalational_anaesthetic" class="mw-redirect" title="Inhalational anaesthetic">gases</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/Acetone" title="Acetone">Acetone</a></li> <li><a href="/wiki/Acetophenone" title="Acetophenone">Acetophenone</a></li> <li><a href="/wiki/Acetylglycinamide_chloral_hydrate" title="Acetylglycinamide chloral hydrate">Acetylglycinamide chloral hydrate</a></li> <li><a href="/wiki/Aliflurane" title="Aliflurane">Aliflurane</a></li> <li><a href="/wiki/Benzene" title="Benzene">Benzene</a></li> <li><a href="/wiki/Butane" title="Butane">Butane</a></li> <li><a href="/wiki/Butylene" class="mw-redirect" title="Butylene">Butylene</a></li> <li><a href="/wiki/Centalun" title="Centalun">Centalun</a></li> <li><a href="/wiki/Chloral" title="Chloral">Chloral</a></li> <li><a href="/wiki/Chloral_betaine" title="Chloral betaine">Chloral betaine</a></li> <li><a href="/wiki/Chloral_hydrate" title="Chloral hydrate">Chloral hydrate</a></li> <li><a href="/wiki/Chloroform" title="Chloroform">Chloroform</a></li> <li><a href="/wiki/Cryofluorane" class="mw-redirect" title="Cryofluorane">Cryofluorane</a></li> <li><a href="/wiki/Desflurane" title="Desflurane">Desflurane</a></li> <li><a href="/wiki/Dichloralphenazone" title="Dichloralphenazone">Dichloralphenazone</a></li> <li><a href="/wiki/Dichloromethane" title="Dichloromethane">Dichloromethane</a></li> <li><a href="/wiki/Diethyl_ether" title="Diethyl ether">Diethyl ether</a></li> <li><a href="/wiki/Enflurane" title="Enflurane">Enflurane</a></li> <li><a href="/wiki/Chloroethane" title="Chloroethane">Ethyl chloride</a></li> <li><a href="/wiki/Ethylene" title="Ethylene">Ethylene</a></li> <li><a href="/wiki/Fluroxene" title="Fluroxene">Fluroxene</a></li> <li><a href="/wiki/Gasoline" title="Gasoline">Gasoline</a></li> <li><a href="/wiki/Halopropane" title="Halopropane">Halopropane</a></li> <li><a href="/wiki/Halothane" title="Halothane">Halothane</a></li> <li><a href="/wiki/Isoflurane" title="Isoflurane">Isoflurane</a></li> <li><a href="/wiki/Kerosene" title="Kerosene">Kerosine</a></li> <li><a href="/wiki/Methoxyflurane" title="Methoxyflurane">Methoxyflurane</a></li> <li><a href="/wiki/Methoxypropane" title="Methoxypropane">Methoxypropane</a></li> <li><a class="mw-selflink selflink">Nitric oxide</a></li> <li><a href="/wiki/Nitrogen" title="Nitrogen">Nitrogen</a></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide</a></li> <li><a href="/wiki/Norflurane" class="mw-redirect" title="Norflurane">Norflurane</a></li> <li><a href="/wiki/Paraldehyde" title="Paraldehyde">Paraldehyde</a></li> <li><a href="/wiki/Propane" title="Propane">Propane</a></li> <li><a href="/wiki/Propene" class="mw-redirect" title="Propene">Propylene</a></li> <li><a href="/wiki/Roflurane" title="Roflurane">Roflurane</a></li> <li><a href="/wiki/Sevoflurane" title="Sevoflurane">Sevoflurane</a></li> <li><a href="/wiki/Synthane" title="Synthane">Synthane</a></li> <li><a href="/wiki/Teflurane" title="Teflurane">Teflurane</a></li> <li><a href="/wiki/Toluene" title="Toluene">Toluene</a></li> <li><a href="/wiki/1,1,1-Trichloroethane" title="1,1,1-Trichloroethane">Trichloroethane (methyl chloroform)</a></li> <li><a href="/wiki/Trichloroethylene" title="Trichloroethylene">Trichloroethylene</a></li> <li><a href="/wiki/Divinyl_ether" title="Divinyl ether">Vinyl ether</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;">Others/unsorted</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/3-Hydroxybutanal" title="3-Hydroxybutanal">3-Hydroxybutanal</a></li> <li><a href="/w/index.php?title=%CE%91-Ethyl-%CE%B1-methylthiobutyrolactone&action=edit&redlink=1" class="new" title="Α-Ethyl-α-methylthiobutyrolactone (page does not exist)">α-EMTBL</a></li> <li><a href="/w/index.php?title=AA-29504&action=edit&redlink=1" class="new" title="AA-29504 (page does not exist)">AA-29504</a></li> <li><a href="/wiki/Alogabat" title="Alogabat">Alogabat</a></li> <li><a href="/wiki/Avermectin" title="Avermectin">Avermectins</a> (e.g., <a href="/wiki/Ivermectin" title="Ivermectin">ivermectin</a>)</li> <li><a href="/wiki/Bromide" title="Bromide">Bromide</a> compounds (e.g., <a href="/wiki/Lithium_bromide" title="Lithium bromide">lithium bromide</a>, <a href="/wiki/Potassium_bromide" title="Potassium bromide">potassium bromide</a>, <a href="/wiki/Sodium_bromide" title="Sodium bromide">sodium bromide</a>)</li> <li><a href="/wiki/Carbamazepine" title="Carbamazepine">Carbamazepine</a></li> <li><a href="/wiki/Chloralose" title="Chloralose">Chloralose</a></li> <li><a href="/wiki/Chlormezanone" title="Chlormezanone">Chlormezanone</a></li> <li><a href="/wiki/Clomethiazole" title="Clomethiazole">Clomethiazole</a></li> <li><a href="/wiki/Darigabat" title="Darigabat">Darigabat</a></li> <li><a href="/wiki/3,3-Diethyl-2-pyrrolidinone" title="3,3-Diethyl-2-pyrrolidinone">DEABL</a></li> <li><a href="/wiki/Deuterated_etifoxine" title="Deuterated etifoxine">Deuterated etifoxine</a></li> <li><a href="/wiki/Dihydroergoline" class="mw-redirect" title="Dihydroergoline">Dihydroergolines</a> (e.g., <a href="/wiki/Dihydroergocryptine" title="Dihydroergocryptine">dihydroergocryptine</a>, <a href="/w/index.php?title=Dihydroergosine&action=edit&redlink=1" class="new" title="Dihydroergosine (page does not exist)">dihydroergosine</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Ergoloid" title="Ergoloid">ergoloid (dihydroergotoxine)</a>)</li> <li><a href="/w/index.php?title=4-Chloro-N-(2-(2-thienyl)imidazo(1,2-a)pyridin-3-yl)benzamide&action=edit&redlink=1" class="new" title="4-Chloro-N-(2-(2-thienyl)imidazo(1,2-a)pyridin-3-yl)benzamide (page does not exist)">DS2</a></li> <li><a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Etazepine" title="Etazepine">Etazepine</a></li> <li><a href="/wiki/Etifoxine" title="Etifoxine">Etifoxine</a></li> <li><a href="/wiki/Fenamate" class="mw-redirect" title="Fenamate">Fenamates</a> (e.g., <a href="/wiki/Flufenamic_acid" title="Flufenamic acid">flufenamic acid</a>, <a href="/wiki/Mefenamic_acid" title="Mefenamic acid">mefenamic acid</a>, <a href="/wiki/Niflumic_acid" title="Niflumic acid">niflumic acid</a>, <a href="/wiki/Tolfenamic_acid" title="Tolfenamic acid">tolfenamic acid</a>)</li> <li><a href="/wiki/Fluoxetine" title="Fluoxetine">Fluoxetine</a></li> <li><a href="/wiki/Flupirtine" title="Flupirtine">Flupirtine</a></li> <li><a href="/wiki/Hopantenic_acid" title="Hopantenic acid">Hopantenic acid</a></li> <li><a href="/wiki/KRM-II-81" title="KRM-II-81">KRM-II-81</a></li> <li><a href="/wiki/Lanthanum" title="Lanthanum">Lanthanum</a></li> <li><a href="/wiki/Lavender_oil" title="Lavender oil">Lavender oil</a></li> <li><a href="/wiki/Lignan" title="Lignan">Lignans</a> (e.g., <a href="/wiki/4-O-methylhonokiol" class="mw-redirect" title="4-O-methylhonokiol">4-O-methylhonokiol</a>, <a href="/wiki/Honokiol" title="Honokiol">honokiol</a>, <a href="/wiki/Magnolol" title="Magnolol">magnolol</a>, <a href="/wiki/Obovatol" title="Obovatol">obovatol</a>)</li> <li><a href="/wiki/Loreclezole" title="Loreclezole">Loreclezole</a></li> <li><a href="/wiki/Menthyl_isovalerate" title="Menthyl isovalerate">Menthyl isovalerate (validolum)</a></li> <li><a href="/wiki/Monastrol" title="Monastrol">Monastrol</a></li> <li><a href="/wiki/Nicotinic_acid" title="Nicotinic acid">Nicotinic acid</a></li> <li><a href="/wiki/Nicotinamide" title="Nicotinamide">Nicotinamide</a></li> <li><a href="/wiki/Org_25435" class="mw-redirect" title="Org 25435">Org 25,435</a></li> <li><a href="/wiki/Phenytoin" title="Phenytoin">Phenytoin</a></li> <li><a href="/wiki/Propanidid" title="Propanidid">Propanidid</a></li> <li><a href="/wiki/Retigabine" title="Retigabine">Retigabine (ezogabine)</a></li> <li><a href="/wiki/Safranal" title="Safranal">Safranal</a></li> <li><a href="/wiki/Seproxetine" title="Seproxetine">Seproxetine</a></li> <li><a href="/wiki/Stiripentol" title="Stiripentol">Stiripentol</a></li> <li><a href="/w/index.php?title=Sulfonylalkane&action=edit&redlink=1" class="new" title="Sulfonylalkane (page does not exist)">Sulfonylalkanes</a> (e.g., <a href="/wiki/Sulfonmethane" title="Sulfonmethane">sulfonmethane (sulfonal)</a>, <a href="/wiki/Tetronal" title="Tetronal">tetronal</a>, <a href="/wiki/Trional" title="Trional">trional</a>)</li> <li><a href="/wiki/Terpenoid" title="Terpenoid">Terpenoids</a> (e.g., <a href="/wiki/Borneol" title="Borneol">borneol</a>)</li> <li><a href="/wiki/Topiramate" title="Topiramate">Topiramate</a></li> <li><a href="/wiki/Valerian_(herb)" title="Valerian (herb)">Valerian</a> constituents (e.g., <a href="/wiki/3-methylbutanoic_acid" class="mw-redirect" title="3-methylbutanoic acid">isovaleric acid</a>, <a href="/wiki/Isovaleramide" title="Isovaleramide">isovaleramide</a>, <a href="/wiki/Valerenic_acid" title="Valerenic acid">valerenic acid</a>, <a href="/w/index.php?title=Valerenol&action=edit&redlink=1" class="new" title="Valerenol (page does not exist)">valerenol</a>)</li></ul> <ul><li><i>Unsorted benzodiazepine site positive modulators:</i> <a href="/wiki/%CE%91-Pinene" title="Α-Pinene">α-Pinene</a></li> <li><a href="/wiki/MRK-409_(MK-0343)" class="mw-redirect" title="MRK-409 (MK-0343)">MRK-409 (MK-0343)</a></li> <li><a href="/w/index.php?title=TCS-1105&action=edit&redlink=1" class="new" title="TCS-1105 (page does not exist)">TCS-1105</a></li> <li><a href="/wiki/TCS-1205" title="TCS-1205">TCS-1205</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a> • <a href="/wiki/Template:GABA_receptor_modulators" title="Template:GABA receptor modulators">GABA receptor modulators</a> • <a href="/wiki/Template:GABA_metabolism_and_transport_modulators" title="Template:GABA metabolism and transport modulators">GABA metabolism/transport modulators</a></i></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="Other_respiratory_system_products_(R07)198" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Other_respiratory_system_products" title="Template:Other respiratory system products"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Other_respiratory_system_products" title="Template talk:Other respiratory system products"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Other_respiratory_system_products" title="Special:EditPage/Template:Other respiratory system products"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Other_respiratory_system_products_(R07)198" style="font-size:114%;margin:0 4em">Other <a href="/wiki/Respiratory_system" title="Respiratory system">respiratory system</a> products (<a href="/wiki/ATC_code_R07" title="ATC code R07">R07</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Pulmonary_surfactant" title="Pulmonary surfactant">Lung surfactants</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/Colfosceril_palmitate" title="Colfosceril palmitate">Colfosceril palmitate</a></li> <li><a href="/wiki/Dipalmitoylphosphatidylcholine" title="Dipalmitoylphosphatidylcholine">Dipalmitoylphosphatidylcholine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Respiratory stimulants</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/Almitrine" title="Almitrine">Almitrine</a></li> <li><a href="/wiki/Amiphenazole" title="Amiphenazole">Amiphenazole</a></li> <li><a href="/wiki/Bemegride" title="Bemegride">Bemegride</a></li> <li><a href="/wiki/Dimefline" title="Dimefline">Dimefline</a></li> <li><a href="/wiki/Doxapram" title="Doxapram">Doxapram</a></li> <li><a href="/wiki/Etamivan" title="Etamivan">Etamivan</a></li> <li><a href="/wiki/GAL-021" class="mw-redirect" title="GAL-021">GAL-021</a></li> <li><a href="/wiki/Mepixanox" title="Mepixanox">Mepixanox</a></li> <li><a href="/wiki/Nikethamide" title="Nikethamide">Nikethamide</a></li> <li><a href="/wiki/Pentylenetetrazol" title="Pentylenetetrazol">Pentetrazol</a></li> <li><a href="/wiki/Prethcamide" title="Prethcamide">Prethcamide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/5-HT4_receptor" title="5-HT4 receptor">5-HT4 receptor</a> agonists</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/BIMU8" title="BIMU8">BIMU-8</a></li> <li><a href="/wiki/Zacopride" title="Zacopride">Zacopride</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other agents for treating respiratory depression</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/Ivacaftor" title="Ivacaftor">Ivacaftor</a> (+ <a href="/wiki/Lumacaftor/ivacaftor" title="Lumacaftor/ivacaftor">lumacaftor</a>, + <a href="/wiki/Ivacaftor/tezacaftor" class="mw-redirect" title="Ivacaftor/tezacaftor">tezacaftor</a>, + <a href="/wiki/Elexacaftor/tezacaftor/ivacaftor" title="Elexacaftor/tezacaftor/ivacaftor">elexacaftor/tezacaftor</a>)</li> <li><a class="mw-selflink selflink">Nitric oxide</a></li> <li><a href="/wiki/Vanzacaftor/tezacaftor/deutivacaftor" title="Vanzacaftor/tezacaftor/deutivacaftor">Vanzacaftor/tezacaftor/deutivacaftor</a></li> <li><a href="/wiki/BW373U86" title="BW373U86">BW373U86</a></li> <li><a href="/wiki/CX-546" title="CX-546">CX-546</a></li> <li><a href="/wiki/CX717" title="CX717">CX-717</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Molecules_detected_in_outer_space800" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Molecules_detected_in_outer_space" title="Template:Molecules detected in outer space"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Molecules_detected_in_outer_space" title="Template talk:Molecules detected in outer space"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Molecules_detected_in_outer_space" title="Special:EditPage/Template:Molecules detected in outer space"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Molecules_detected_in_outer_space800" style="font-size:114%;margin:0 4em"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules" title="List of interstellar and circumstellar molecules">Molecules detected in outer space</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Molecule" title="Molecule">Molecules</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Diatomic_molecule" title="Diatomic molecule">Diatomic</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aluminium_monochloride" title="Aluminium monochloride">Aluminium monochloride</a></li> <li><a href="/wiki/Aluminium_monofluoride" title="Aluminium monofluoride">Aluminium monofluoride</a></li> <li><a href="/wiki/Aluminium(II)_oxide" title="Aluminium(II) oxide">Aluminium(II) oxide</a></li> <li><a href="/wiki/Argonium" title="Argonium">Argonium</a></li> <li><a href="/wiki/Carbon_cation" class="mw-redirect" title="Carbon cation">Carbon cation</a></li> <li><a href="/wiki/Carbon_monophosphide" title="Carbon monophosphide">Carbon monophosphide</a></li> <li><a href="/wiki/Carbon_monosulfide" title="Carbon monosulfide">Carbon monosulfide</a></li> <li><a href="/wiki/Carbon_monoxide" title="Carbon monoxide">Carbon monoxide</a></li> <li><a href="/wiki/Cyano_radical" title="Cyano radical">Cyano radical</a></li> <li><a href="/wiki/Diatomic_carbon" title="Diatomic carbon">Diatomic carbon</a></li> <li><a href="/w/index.php?title=Fluoromethylidynium&action=edit&redlink=1" class="new" title="Fluoromethylidynium (page does not exist)">Fluoromethylidynium</a></li> <li><a href="/wiki/Helium_hydride_ion" title="Helium hydride ion">Helium hydride ion</a></li> <li><a href="/wiki/Hydrogen_chloride" title="Hydrogen chloride">Hydrogen chloride</a></li> <li><a href="/wiki/Hydrogen_fluoride" title="Hydrogen fluoride">Hydrogen fluoride</a></li> <li><a href="/wiki/Hydrogen" title="Hydrogen">Hydrogen</a> (molecular)</li> <li><a href="/wiki/Hydroxyl_radical" title="Hydroxyl radical">Hydroxyl radical</a></li> <li><a href="/wiki/Imidogen" title="Imidogen">Imidogen</a></li> <li><a href="/wiki/Iron(II)_oxide" title="Iron(II) oxide">Iron(II) oxide</a></li> <li><a href="/wiki/Magnesium_monohydride" title="Magnesium monohydride">Magnesium monohydride</a></li> <li><a href="/wiki/Methylidyne_radical" title="Methylidyne radical">Methylidyne radical</a></li> <li><a class="mw-selflink selflink">Nitric oxide</a></li> <li><a href="/wiki/Nitrogen" title="Nitrogen">Nitrogen</a> (molecular)</li> <li><a href="/wiki/Oxygen" title="Oxygen">Oxygen</a> (molecular)</li> <li><a href="/wiki/Phosphorus_monoxide" title="Phosphorus monoxide">Phosphorus monoxide</a></li> <li><a href="/wiki/Phosphorus_mononitride" title="Phosphorus mononitride">Phosphorus mononitride</a></li> <li><a href="/wiki/Potassium_chloride" title="Potassium chloride">Potassium chloride</a></li> <li><a href="/wiki/Silicon_carbide" title="Silicon carbide">Silicon carbide</a></li> <li><a href="/wiki/Silicon_monoxide" title="Silicon monoxide">Silicon monoxide</a></li> <li><a href="/wiki/Silicon_monosulfide" title="Silicon monosulfide">Silicon monosulfide</a></li> <li><a href="/wiki/Sodium_chloride" title="Sodium chloride">Sodium chloride</a></li> <li><a href="/wiki/Sodium_iodide" title="Sodium iodide">Sodium iodide</a></li> <li><a href="/wiki/Sulfanyl" title="Sulfanyl">Sulfanyl</a></li> <li><a href="/wiki/Sulfur_mononitride" title="Sulfur mononitride">Sulfur mononitride</a></li> <li><a href="/wiki/Sulfur_monoxide" title="Sulfur monoxide">Sulfur monoxide</a></li> <li><a href="/wiki/Titanium(II)_oxide" title="Titanium(II) oxide">Titanium(II) oxide</a></li></ul> </div></td><td class="noviewer navbox-image" rowspan="9" style="width:1px;padding:0 0 0 2px"><div><span typeof="mw:File"><a href="/wiki/Nitrous_oxide" title="Nitrous oxide"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/93/Nitrous-oxide-3D-balls.png/60px-Nitrous-oxide-3D-balls.png" decoding="async" width="60" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/93/Nitrous-oxide-3D-balls.png/90px-Nitrous-oxide-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/93/Nitrous-oxide-3D-balls.png/120px-Nitrous-oxide-3D-balls.png 2x" data-file-width="1100" data-file-height="441" /></a></span> <br /><br /><br /><br /> <span typeof="mw:File"><a href="/wiki/Ethanol" title="Ethanol"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Ethanol-3D-balls.png/60px-Ethanol-3D-balls.png" decoding="async" width="60" height="41" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Ethanol-3D-balls.png/90px-Ethanol-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Ethanol-3D-balls.png/120px-Ethanol-3D-balls.png 2x" data-file-width="1100" data-file-height="754" /></a></span> <br /><br /><br /><br /> <span typeof="mw:File"><a href="/wiki/Buckminsterfullerene" title="Buckminsterfullerene"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/Buckminsterfullerene-perspective-3D-balls.png/60px-Buckminsterfullerene-perspective-3D-balls.png" decoding="async" width="60" height="63" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0f/Buckminsterfullerene-perspective-3D-balls.png/90px-Buckminsterfullerene-perspective-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0f/Buckminsterfullerene-perspective-3D-balls.png/120px-Buckminsterfullerene-perspective-3D-balls.png 2x" data-file-width="1056" data-file-height="1100" /></a></span></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Triatomic_molecule" title="Triatomic molecule">Triatomic</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aluminium(I)_hydroxide" class="mw-redirect" title="Aluminium(I) hydroxide">Aluminium(I) hydroxide</a></li> <li><a href="/w/index.php?title=Aluminium_isocyanide&action=edit&redlink=1" class="new" title="Aluminium isocyanide (page does not exist)">Aluminium isocyanide</a></li> <li><a href="/wiki/Amino_radical" title="Amino radical">Amino radical</a></li> <li><a href="/wiki/Carbon_dioxide" title="Carbon dioxide">Carbon dioxide</a></li> <li><a href="/wiki/Carbonyl_sulfide" title="Carbonyl sulfide">Carbonyl sulfide</a></li> <li><a href="/w/index.php?title=CCP_radical&action=edit&redlink=1" class="new" title="CCP radical (page does not exist)">CCP radical</a></li> <li><a href="/wiki/Halonium_ion" title="Halonium ion">Chloronium</a></li> <li><a href="/wiki/Diazenylium" title="Diazenylium">Diazenylium</a></li> <li><a href="/wiki/Dicarbon_monoxide" title="Dicarbon monoxide">Dicarbon monoxide</a></li> <li><a href="/w/index.php?title=Disilicon_carbide&action=edit&redlink=1" class="new" title="Disilicon carbide (page does not exist)">Disilicon carbide</a></li> <li><a href="/wiki/Ethynyl_radical" title="Ethynyl radical">Ethynyl radical</a></li> <li><a href="/w/index.php?title=Formyl_radical&action=edit&redlink=1" class="new" title="Formyl radical (page does not exist)">Formyl radical</a></li> <li><a href="/wiki/Hydrogen_cyanide" title="Hydrogen cyanide">Hydrogen cyanide</a> (HCN)</li> <li><a href="/wiki/Hydrogen_isocyanide" title="Hydrogen isocyanide">Hydrogen isocyanide</a> (HNC)</li> <li><a href="/wiki/Hydrogen_sulfide" title="Hydrogen sulfide">Hydrogen sulfide</a></li> <li><a href="/wiki/Hydroperoxyl" title="Hydroperoxyl">Hydroperoxyl</a></li> <li><a href="/wiki/Iron(II)_cyanide" title="Iron(II) cyanide">Iron cyanide</a></li> <li><a href="/w/index.php?title=Isoformyl&action=edit&redlink=1" class="new" title="Isoformyl (page does not exist)">Isoformyl</a></li> <li><a href="/wiki/Magnesium_cyanide" title="Magnesium cyanide">Magnesium cyanide</a></li> <li><a href="/w/index.php?title=Magnesium_isocyanide&action=edit&redlink=1" class="new" title="Magnesium isocyanide (page does not exist)">Magnesium isocyanide</a></li> <li><a href="/wiki/Methylene_(compound)" title="Methylene (compound)">Methylene</a></li> <li><a href="/wiki/Methylidynephosphane" title="Methylidynephosphane">Methylidynephosphane</a></li> <li><a href="/wiki/Diazenylium" title="Diazenylium">N<sub>2</sub>H<sup>+</sup></a></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">Nitrous oxide</a></li> <li><a href="/wiki/Nitroxyl" title="Nitroxyl">Nitroxyl</a></li> <li><a href="/wiki/Ozone" title="Ozone">Ozone</a></li> <li><a href="/wiki/Potassium_cyanide" title="Potassium cyanide">Potassium cyanide</a></li> <li><a href="/wiki/Sodium_cyanide" title="Sodium cyanide">Sodium cyanide</a></li> <li><a href="/wiki/Sodium_hydroxide" title="Sodium hydroxide">Sodium hydroxide</a></li> <li><a href="/w/index.php?title=Silicon_carbonitride&action=edit&redlink=1" class="new" title="Silicon carbonitride (page does not exist)">Silicon carbonitride</a></li> <li><a href="/w/index.php?title=C-Silicon_dicarbide&action=edit&redlink=1" class="new" title="C-Silicon dicarbide (page does not exist)">c-Silicon dicarbide</a></li> <li><a href="/w/index.php?title=SiNC&action=edit&redlink=1" class="new" title="SiNC (page does not exist)">SiNC</a></li> <li><a href="/wiki/Sulfur_dioxide" title="Sulfur dioxide">Sulfur dioxide</a></li> <li><a href="/w/index.php?title=Thioformyl&action=edit&redlink=1" class="new" title="Thioformyl (page does not exist)">Thioformyl</a></li> <li><a href="/wiki/Thioxoethenylidene" title="Thioxoethenylidene">Thioxoethenylidene</a></li> <li><a href="/wiki/Titanium_dioxide" title="Titanium dioxide">Titanium dioxide</a></li> <li><a href="/wiki/Tricarbon" title="Tricarbon">Tricarbon</a></li> <li><a href="/wiki/Trihydrogen_cation" title="Trihydrogen cation">Trihydrogen cation</a></li> <li><a href="/wiki/Water" title="Water">Water</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Four<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetylene" title="Acetylene">Acetylene</a></li> <li><a href="/wiki/Ammonia" title="Ammonia">Ammonia</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Cyanoethynyl</a></li> <li><a href="/wiki/Interstellar_formaldehyde" title="Interstellar formaldehyde">Formaldehyde</a></li> <li><a href="/wiki/Fulminic_acid" title="Fulminic acid">Fulminic acid</a></li> <li><a href="/w/index.php?title=HCCN&action=edit&redlink=1" class="new" title="HCCN (page does not exist)">HCCN</a></li> <li><a href="/wiki/Hydrogen_peroxide" title="Hydrogen peroxide">Hydrogen peroxide</a></li> <li><a href="/w/index.php?title=Hydromagnesium_isocyanide&action=edit&redlink=1" class="new" title="Hydromagnesium isocyanide (page does not exist)">Hydromagnesium isocyanide</a></li> <li><a href="/wiki/Isocyanic_acid" title="Isocyanic acid">Isocyanic acid</a></li> <li><a href="/wiki/Thiocyanic_acid" title="Thiocyanic acid">Isothiocyanic acid</a></li> <li><a href="/w/index.php?title=Ketenyl&action=edit&redlink=1" class="new" title="Ketenyl (page does not exist)">Ketenyl</a></li> <li><a href="/wiki/Methyl_cation" class="mw-redirect" title="Methyl cation">Methyl cation</a></li> <li><a href="/wiki/Methyl_radical" title="Methyl radical">Methyl radical</a></li> <li><a href="/w/index.php?title=Methylene_amidogen&action=edit&redlink=1" class="new" title="Methylene amidogen (page does not exist)">Methylene amidogen</a></li> <li><a href="/wiki/Propynylidyne" title="Propynylidyne">Propynylidyne</a></li> <li><a href="/w/index.php?title=Protonated_carbon_dioxide&action=edit&redlink=1" class="new" title="Protonated carbon dioxide (page does not exist)">Protonated carbon dioxide</a></li> <li><a href="/wiki/Protonated_hydrogen_cyanide" title="Protonated hydrogen cyanide">Protonated hydrogen cyanide</a></li> <li><a href="/w/index.php?title=Silicon_tricarbide&action=edit&redlink=1" class="new" title="Silicon tricarbide (page does not exist)">Silicon tricarbide</a></li> <li><a href="/wiki/Thiocyanic_acid" title="Thiocyanic acid">Thiocyanic acid</a></li> <li><a href="/wiki/Thioformaldehyde" title="Thioformaldehyde">Thioformaldehyde</a></li> <li><a href="/wiki/Tricarbon_monosulfide" title="Tricarbon monosulfide">Tricarbon monosulfide</a></li> <li><a href="/wiki/Tricarbon_monoxide" title="Tricarbon monoxide">Tricarbon monoxide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Five<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ammonium" title="Ammonium">Ammonium</a> ion</li> <li><a href="/wiki/Polyyne" title="Polyyne">Butadiynyl</a></li> <li><a href="/wiki/Carbodiimide" title="Carbodiimide">Carbodiimide</a></li> <li><a href="/wiki/Cyanamide" title="Cyanamide">Cyanamide</a></li> <li><a href="/wiki/Cyanoacetylene" title="Cyanoacetylene">Cyanoacetylene</a></li> <li><a href="/w/index.php?title=Cyanoformaldehyde&action=edit&redlink=1" class="new" title="Cyanoformaldehyde (page does not exist)">Cyanoformaldehyde</a></li> <li><a href="/wiki/Cyanomethyl" title="Cyanomethyl">Cyanomethyl</a></li> <li><a href="/wiki/Cyclopropenylidene" title="Cyclopropenylidene">Cyclopropenylidene</a></li> <li><a href="/wiki/Formic_acid" title="Formic acid">Formic acid</a></li> <li><a href="/w/index.php?title=Isocyanoacetylene&action=edit&redlink=1" class="new" title="Isocyanoacetylene (page does not exist)">Isocyanoacetylene</a></li> <li><a href="/wiki/Ketene" title="Ketene">Ketene</a></li> <li><a href="/wiki/Methane" title="Methane">Methane</a></li> <li><a href="/wiki/Methoxy" class="mw-redirect" title="Methoxy">Methoxy radical</a></li> <li><a href="/w/index.php?title=Methylenimine&action=edit&redlink=1" class="new" title="Methylenimine (page does not exist)">Methylenimine</a></li> <li><a href="/w/index.php?title=Propadienylidene&action=edit&redlink=1" class="new" title="Propadienylidene (page does not exist)">Propadienylidene</a></li> <li><a href="/w/index.php?title=Protonated_formaldehyde&action=edit&redlink=1" class="new" title="Protonated formaldehyde (page does not exist)">Protonated formaldehyde</a></li> <li><a href="/wiki/Silane" title="Silane">Silane</a></li> <li><a href="/w/index.php?title=Silicon-carbide_cluster&action=edit&redlink=1" class="new" title="Silicon-carbide cluster (page does not exist)">Silicon-carbide cluster</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Six<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetonitrile" title="Acetonitrile">Acetonitrile</a></li> <li><a href="/w/index.php?title=Cyanobutadiynyl_radical&action=edit&redlink=1" class="new" title="Cyanobutadiynyl radical (page does not exist)">Cyanobutadiynyl radical</a></li> <li><a href="/wiki/Cyclopropenone" title="Cyclopropenone">Cyclopropenone</a></li> <li><a href="/wiki/Diacetylene" title="Diacetylene">Diacetylene</a></li> <li><a href="/w/index.php?title=E-Cyanomethanimine&action=edit&redlink=1" class="new" title="E-Cyanomethanimine (page does not exist)">E-Cyanomethanimine</a></li> <li><a href="/wiki/Ethylene" title="Ethylene">Ethylene</a></li> <li><a href="/wiki/Formamide" title="Formamide">Formamide</a></li> <li><a href="/w/index.php?title=HC4N&action=edit&redlink=1" class="new" title="HC4N (page does not exist)">HC<sub>4</sub>N</a></li> <li><a href="/wiki/Ketenimine" class="mw-redirect" title="Ketenimine">Ketenimine</a></li> <li><a href="/wiki/Methanethiol" title="Methanethiol">Methanethiol</a></li> <li><a href="/wiki/Methanol" title="Methanol">Methanol</a></li> <li><a href="/wiki/Methyl_isocyanide" title="Methyl isocyanide">Methyl isocyanide</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Pentynylidyne</a></li> <li><a href="/wiki/Propynal" class="mw-redirect" title="Propynal">Propynal</a></li> <li><a href="/w/index.php?title=Protonated_cyanoacetylene&action=edit&redlink=1" class="new" title="Protonated cyanoacetylene (page does not exist)">Protonated cyanoacetylene</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Seven<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetaldehyde" title="Acetaldehyde">Acetaldehyde</a></li> <li><a href="/wiki/Acrylonitrile" title="Acrylonitrile">Acrylonitrile</a> <ul><li><a href="/wiki/Vinyl_cyanide" class="mw-redirect" title="Vinyl cyanide">Vinyl cyanide</a></li></ul></li> <li><a href="/wiki/Cyanopolyyne" title="Cyanopolyyne">Cyanodiacetylene</a></li> <li><a href="/wiki/Ethylene_oxide" title="Ethylene oxide">Ethylene oxide</a></li> <li><a href="/wiki/Glycolonitrile" title="Glycolonitrile">Glycolonitrile</a></li> <li><a href="/wiki/Hexatriynyl_radical" title="Hexatriynyl radical">Hexatriynyl radical</a></li> <li><a href="/wiki/Methyl_isocyanate" title="Methyl isocyanate">Methyl isocyanate</a></li> <li><a href="/wiki/Methylamine" title="Methylamine">Methylamine</a></li> <li><a href="/wiki/Propyne" title="Propyne">Propyne</a></li> <li><a href="/wiki/Vinyl_alcohol" title="Vinyl alcohol">Vinyl alcohol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Eight<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetic_acid" title="Acetic acid">Acetic acid</a></li> <li><a href="/wiki/Acrolein" title="Acrolein">Acrolein</a></li> <li><a href="/wiki/Aminoacetonitrile" title="Aminoacetonitrile">Aminoacetonitrile</a></li> <li><a href="/w/index.php?title=Cyanoallene&action=edit&redlink=1" class="new" title="Cyanoallene (page does not exist)">Cyanoallene</a></li> <li><a href="/wiki/Ethanimine" title="Ethanimine">Ethanimine</a></li> <li><a href="/wiki/Glycolaldehyde" title="Glycolaldehyde">Glycolaldehyde</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Hexapentaenylidene</a></li> <li><a href="/wiki/Methyl_formate" title="Methyl formate">Methyl formate</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Methylcyanoacetylene</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Nine<br />atoms</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetamide" title="Acetamide">Acetamide</a></li> <li><a href="/wiki/Cyanopolyyne" title="Cyanopolyyne">Cyanohexatriyne</a></li> <li><a href="/wiki/Dimethyl_ether" title="Dimethyl ether">Dimethyl ether</a></li> <li><a href="/wiki/Ethanethiol" title="Ethanethiol">Ethanethiol</a></li> <li><a href="/wiki/Ethanol" title="Ethanol">Ethanol</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Methyldiacetylene</a></li> <li><a href="/wiki/N-Methylformamide" title="N-Methylformamide">N-Methylformamide</a></li> <li><a href="/wiki/Octatetraynyl_radical" title="Octatetraynyl radical">Octatetraynyl radical</a></li> <li><a href="/wiki/Propene" class="mw-redirect" title="Propene">Propene</a></li> <li><a href="/wiki/Propionitrile" title="Propionitrile">Propionitrile</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Ten<br />atoms<br />or more</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetone" title="Acetone">Acetone</a></li> <li><a href="/wiki/Benzene" title="Benzene">Benzene</a></li> <li><a href="/wiki/Benzonitrile" title="Benzonitrile">Benzonitrile</a></li> <li><a href="/wiki/Buckminsterfullerene" title="Buckminsterfullerene">Buckminsterfullerene</a> (C<sub>60</sub>, C<sub>60</sub><sup>+</sup>, fullerene, buckyball)</li> <li><a href="/wiki/Butyronitrile" title="Butyronitrile">Butyronitrile</a></li> <li><a href="/wiki/C70_fullerene" title="C70 fullerene">C<sub>70</sub> fullerene</a></li> <li><a href="/wiki/Cyanopolyyne" title="Cyanopolyyne">Cyanodecapentayne</a></li> <li><a href="/wiki/Ethyl_formate" title="Ethyl formate">Ethyl formate</a></li> <li><a href="/wiki/Ethylene_glycol" title="Ethylene glycol">Ethylene glycol</a></li> <li><a href="/w/index.php?title=Heptatrienyl_radical&action=edit&redlink=1" class="new" title="Heptatrienyl radical (page does not exist)">Heptatrienyl radical</a></li> <li><a href="/wiki/Methyl_acetate" title="Methyl acetate">Methyl acetate</a></li> <li><a href="/wiki/Cyanopolyyne" title="Cyanopolyyne">Methyl-cyano-diacetylene</a></li> <li><a href="/wiki/Polyyne" title="Polyyne">Methyltriacetylene</a></li> <li><a href="/wiki/Propionaldehyde" title="Propionaldehyde">Propionaldehyde</a></li> <li><a href="/wiki/Pyrimidine" title="Pyrimidine">Pyrimidine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Deuterium" title="Deuterium">Deuterated</a><br />molecules</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ammonia" title="Ammonia">Ammonia</a></li> <li><a href="/wiki/Ammonium" title="Ammonium">Ammonium</a> ion</li> <li><a href="/wiki/Formaldehyde" title="Formaldehyde">Formaldehyde</a></li> <li><a href="/wiki/Interstellar_formaldehyde#Interstellar_reactions" title="Interstellar formaldehyde">Formyl radical</a></li> <li><a href="/wiki/Heavy_water" title="Heavy water">Heavy water</a></li> <li><a href="/wiki/Hydrogen_cyanide" title="Hydrogen cyanide">Hydrogen cyanide</a></li> <li><a href="/wiki/Hydrogen_deuteride" title="Hydrogen deuteride">Hydrogen deuteride</a></li> <li><a href="/wiki/Hydrogen_isocyanide" title="Hydrogen isocyanide">Hydrogen isocyanide</a></li> <li><a href="/wiki/Diazenylium" title="Diazenylium">N<sub>2</sub>D<sup>+</sup></a></li> <li><a href="/wiki/Propyne" title="Propyne">Propyne</a></li> <li><a href="/wiki/Trihydrogen_cation" title="Trihydrogen cation">Trihydrogen cation</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#Molecules" title="List of interstellar and circumstellar molecules">Unconfirmed</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Anthracene" title="Anthracene">Anthracene</a></li> <li><a href="/wiki/Dihydroxyacetone" title="Dihydroxyacetone">Dihydroxyacetone</a></li> <li><a href="/wiki/Glycine" title="Glycine">Glycine</a></li> <li><a href="/wiki/Graphene" title="Graphene">Graphene</a></li> <li><a href="/w/index.php?title=H2NCO%2B&action=edit&redlink=1" class="new" title="H2NCO+ (page does not exist)">H<sub>2</sub>NCO<sup>+</sup></a></li> <li><a href="/wiki/Hemolithin" title="Hemolithin">Hemolithin</a></li> <li><a href="/wiki/Carbon" title="Carbon">Linear C<sub>5</sub></a></li> <li><a href="/wiki/Methoxyethane" title="Methoxyethane">Methoxyethane</a></li> <li><a href="/wiki/Naphthalene" title="Naphthalene">Naphthalene cation</a></li> <li><a href="/wiki/Phosphine" title="Phosphine">Phosphine</a></li> <li><a href="/wiki/Pyrene" title="Pyrene">Pyrene</a></li> <li><a href="/wiki/Silylidyne" title="Silylidyne">Silylidyne</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/List_of_interstellar_and_circumstellar_molecules#See_also" title="List of interstellar and circumstellar molecules">Related</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Abiogenesis" title="Abiogenesis">Abiogenesis</a></li> <li><a href="/wiki/Astrobiology" title="Astrobiology">Astrobiology</a></li> <li><a href="/wiki/Astrochemistry" title="Astrochemistry">Astrochemistry</a></li> <li><a href="/wiki/Atomic_and_molecular_astrophysics" title="Atomic and molecular astrophysics">Atomic and molecular astrophysics</a></li> <li><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></li> <li><a href="/wiki/Circumstellar_dust" title="Circumstellar dust">Circumstellar dust</a></li> <li><a href="/wiki/Circumstellar_envelope" title="Circumstellar envelope">Circumstellar envelope</a></li> <li><a href="/wiki/Cosmic_dust" title="Cosmic dust">Cosmic dust</a></li> <li><a href="/wiki/Cosmic_ray" title="Cosmic ray">Cosmic ray</a></li> <li><a href="/wiki/Cosmochemistry" title="Cosmochemistry">Cosmochemistry</a></li> <li><a href="/wiki/Diffuse_interstellar_band" class="mw-redirect" title="Diffuse interstellar band">Diffuse interstellar band</a></li> <li><a href="/wiki/Earliest_known_life_forms" title="Earliest known life forms">Earliest known life forms</a></li> <li><a href="/wiki/Extraterrestrial_life" title="Extraterrestrial life">Extraterrestrial life</a></li> <li><a href="/wiki/Extraterrestrial_liquid_water" title="Extraterrestrial liquid water">Extraterrestrial liquid water</a></li> <li><a href="/wiki/Forbidden_mechanism" title="Forbidden mechanism">Forbidden mechanism</a></li> <li><a href="/wiki/Homochirality" title="Homochirality">Homochirality</a></li> <li><a href="/wiki/Intergalactic_dust" title="Intergalactic dust">Intergalactic dust</a></li> <li><a href="/wiki/Interplanetary_medium" title="Interplanetary medium">Interplanetary medium</a></li> <li><a href="/wiki/Interstellar_medium" title="Interstellar medium">Interstellar medium</a></li> <li><a href="/wiki/Iron%E2%80%93sulfur_world_theory" class="mw-redirect" title="Iron–sulfur world theory">Iron–sulfur world theory</a></li> <li><a href="/wiki/Kerogen" title="Kerogen">Kerogen</a></li> <li><a href="/wiki/Molecules_in_stars" title="Molecules in stars">Molecules in stars</a></li> <li><a href="/wiki/Nexus_for_Exoplanet_System_Science" title="Nexus for Exoplanet System Science">Nexus for Exoplanet System Science</a></li> <li><a href="/wiki/Organic_compound" title="Organic compound">Organic compound</a></li> <li><a href="/wiki/Outer_space" title="Outer space">Outer space</a></li> <li><a href="/wiki/PAH_world_hypothesis" title="PAH world hypothesis">PAH world hypothesis</a></li> <li><a href="/wiki/Photodissociation_region" title="Photodissociation region">Photodissociation region</a></li> <li><a href="/wiki/Polycyclic_aromatic_hydrocarbon" title="Polycyclic aromatic hydrocarbon">Polycyclic aromatic hydrocarbon</a> (PAH)</li> <li><a href="/wiki/Pseudo-panspermia" title="Pseudo-panspermia">Pseudo-panspermia</a></li> <li><a href="/wiki/RNA_world_hypothesis" class="mw-redirect" title="RNA world hypothesis">RNA world hypothesis</a></li> <li><a href="/wiki/Spectroscopy" title="Spectroscopy">Spectroscopy</a></li> <li><a href="/wiki/Tholin" title="Tholin">Tholin</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2" style="font-weight: bold;"><div> <ul><li><b><span class="noviewer" typeof="mw:File"><span title="Category"><img alt="" src="//upload.wikimedia.org/wikipedia/en/thumb/9/96/Symbol_category_class.svg/16px-Symbol_category_class.svg.png" decoding="async" width="16" height="16" class="mw-file-element" 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rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"></div><div role="navigation" class="navbox" aria-labelledby="Oxygen_compounds20" 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:Oxygen_compounds" title="Template:Oxygen compounds"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Oxygen_compounds" title="Template talk:Oxygen compounds"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Oxygen_compounds" title="Special:EditPage/Template:Oxygen compounds"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Oxygen_compounds20" style="font-size:114%;margin:0 4em"><a href="/wiki/Oxygen_compounds" title="Oxygen compounds">Oxygen compounds</a></div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Silver(I,III)_oxide" title="Silver(I,III) oxide">Ag<sub>4</sub>O<sub>4</sub></a></li> <li><a href="/wiki/Aluminium_oxide" title="Aluminium oxide">Al<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Americium_dioxide" title="Americium dioxide">AmO<sub>2</sub></a></li> <li><a href="/wiki/Americium(III)_oxide" title="Americium(III) oxide">Am<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Arsenic_trioxide" title="Arsenic trioxide">As<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Arsenic_pentoxide" title="Arsenic pentoxide">As<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/wiki/Gold(III)_oxide" title="Gold(III) oxide">Au<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Boron_trioxide" title="Boron trioxide">B<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Barium_oxide" title="Barium oxide">BaO</a></li> <li><a href="/wiki/Beryllium_oxide" title="Beryllium oxide">BeO</a></li> <li><a href="/wiki/Bismuth(III)_oxide" title="Bismuth(III) oxide">Bi<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/w/index.php?title=Bismuth_tetroxide&action=edit&redlink=1" class="new" title="Bismuth tetroxide (page does not exist)">BiO<sub>2</sub></a></li> <li><a href="/wiki/Bismuth_pentoxide" title="Bismuth pentoxide">Bi<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/wiki/Bromine_dioxide" title="Bromine dioxide">BrO<sub>2</sub></a></li> <li><a href="/wiki/Dibromine_trioxide" title="Dibromine trioxide">Br<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Dibromine_pentoxide" title="Dibromine pentoxide">Br<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/wiki/Tribromine_octoxide" title="Tribromine octoxide"><span class="chemf nowrap">Br<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span>O<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">8</sub></span></span></span></a></li> <li><a href="/wiki/Carbon_monoxide" title="Carbon monoxide">CO</a></li> <li><a href="/wiki/Carbon_dioxide" title="Carbon dioxide">CO<sub>2</sub></a></li> <li><a href="/wiki/Carbon_suboxide" title="Carbon suboxide">C<sub>3</sub>O<sub>2</sub></a></li> <li><a href="/wiki/Calcium_oxide" title="Calcium oxide">CaO</a></li> <li><a href="/wiki/Calcium_peroxide" title="Calcium peroxide">CaO<sub>2</sub></a></li> <li><a href="/wiki/Cadmium_oxide" title="Cadmium oxide">CdO</a></li> <li><a href="/wiki/Cerium(IV)_oxide" title="Cerium(IV) oxide">CeO<sub>2</sub></a></li> <li><a href="/w/index.php?title=Cerium(III,IV)_oxide&action=edit&redlink=1" class="new" title="Cerium(III,IV) oxide (page does not exist)">Ce<sub>3</sub>O<sub>4</sub></a></li> <li><a href="/wiki/Cerium(III)_oxide" title="Cerium(III) oxide">Ce<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Chlorine_dioxide" title="Chlorine dioxide">ClO<sub>2</sub></a></li> <li><a href="/wiki/Dichlorine_monoxide" title="Dichlorine monoxide">Cl<sub>2</sub>O</a></li> <li><a href="/wiki/Chlorine_peroxide" title="Chlorine peroxide">Cl<sub>2</sub>O<sub>2</sub></a></li> <li><a href="/wiki/Dichlorine_trioxide" title="Dichlorine trioxide">Cl<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Chlorine_perchlorate" title="Chlorine perchlorate">Cl<sub>2</sub>O<sub>4</sub></a></li> <li><a href="/wiki/Dichlorine_hexoxide" title="Dichlorine hexoxide">Cl<sub>2</sub>O<sub>6</sub></a></li> <li><a href="/wiki/Dichlorine_heptoxide" title="Dichlorine heptoxide">Cl<sub>2</sub>O<sub>7</sub></a></li> <li><a href="/wiki/Cobalt(II)_oxide" title="Cobalt(II) oxide">CoO</a></li> <li><a href="/wiki/Cobalt(III)_oxide" title="Cobalt(III) oxide">Co<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Cobalt(II,III)_oxide" title="Cobalt(II,III) oxide">Co<sub>3</sub>O<sub>4</sub></a></li> <li><a href="/wiki/Chromium_trioxide" title="Chromium trioxide">CrO<sub>3</sub></a></li> <li><a href="/wiki/Chromium(III)_oxide" title="Chromium(III) oxide">Cr<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Chromium(IV)_oxide" title="Chromium(IV) oxide">Cr<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/w/index.php?title=Chromic_chromate&action=edit&redlink=1" class="new" title="Chromic chromate (page does not exist)">Cr<sub>5</sub>O<sub>12</sub></a></li> <li><a href="/wiki/Cesium_superoxide" class="mw-redirect" title="Cesium superoxide">CsO<sub>2</sub></a></li> <li><a href="/wiki/Caesium_sesquioxide" title="Caesium sesquioxide">Cs<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Copper(II)_oxide" title="Copper(II) oxide">CuO</a></li> <li><a href="/wiki/Dysprosium(III)_oxide" title="Dysprosium(III) oxide">Dy<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Erbium(III)_oxide" title="Erbium(III) oxide">Er<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Europium(III)_oxide" title="Europium(III) oxide">Eu<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Iron(II)_oxide" title="Iron(II) oxide">FeO</a></li> <li><a href="/wiki/Iron(III)_oxide" title="Iron(III) oxide">Fe<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Iron(II,III)_oxide" title="Iron(II,III) oxide">Fe<sub>3</sub>O<sub>4</sub></a></li> <li><a href="/wiki/Gallium(I)_oxide" title="Gallium(I) oxide">Ga<sub>2</sub>O</a></li> <li><a href="/wiki/Gallium(III)_oxide" title="Gallium(III) oxide">Ga<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Germanium_monoxide" title="Germanium monoxide">GeO</a></li> <li><a href="/wiki/Germanium_dioxide" title="Germanium dioxide">GeO<sub>2</sub></a></li> <li><a href="/wiki/Properties_of_water" title="Properties of water">H<sub>2</sub>O</a></li> <li><a href="/wiki/Heavy_water" title="Heavy water"><sup>2</sup>H<sub>2</sub>O</a></li> <li><a href="/wiki/Tritiated_water" title="Tritiated water"><sup>3</sup>H<sub>2</sub>O</a></li> <li><a href="/wiki/Heavy_water" title="Heavy water">H<sub>2</sub><sup>18</sup>O</a></li> <li><a href="/wiki/Hydrogen_peroxide" title="Hydrogen peroxide">H<sub>2</sub>O<sub>2</sub></a></li> <li><a href="/wiki/Hafnium(IV)_oxide" title="Hafnium(IV) oxide">HfO<sub>2</sub></a></li> <li><a href="/wiki/Mercury(II)_oxide" title="Mercury(II) oxide">HgO</a></li> <li><a href="/wiki/Mercury(I)_oxide" title="Mercury(I) oxide">Hg<sub>2</sub>O</a></li> <li><a href="/wiki/Holmium(III)_oxide" title="Holmium(III) oxide">Ho<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Iodine_monoxide" title="Iodine monoxide">IO</a></li> <li><a href="/wiki/Iodine_tetroxide" class="mw-redirect" title="Iodine tetroxide">I<sub>2</sub>O<sub>4</sub></a></li> <li><a href="/wiki/Iodine_pentoxide" title="Iodine pentoxide">I<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/w/index.php?title=Iodine_hexoxide&action=edit&redlink=1" class="new" title="Iodine hexoxide (page does not exist)">I<sub>2</sub>O<sub>6</sub></a></li> <li><a href="/wiki/Tetraiodine_nonoxide" title="Tetraiodine nonoxide">I<sub>4</sub>O<sub>9</sub></a></li> <li><a href="/wiki/Indium(III)_oxide" title="Indium(III) oxide">In<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Iridium(IV)_oxide" title="Iridium(IV) oxide">IrO<sub>2</sub></a></li> <li><a href="/wiki/Potassium_superoxide" title="Potassium superoxide">KO<sub>2</sub></a></li> <li><a href="/wiki/Potassium_peroxide" title="Potassium peroxide">K<sub>2</sub>O<sub>2</sub></a></li> <li><a href="/wiki/Lanthanum_oxide" title="Lanthanum oxide">La<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Lithium_oxide" title="Lithium oxide">Li<sub>2</sub>O</a></li> <li><a href="/wiki/Lithium_peroxide" title="Lithium peroxide">Li<sub>2</sub>O<sub>2</sub></a></li> <li><a href="/wiki/Lutetium(III)_oxide" title="Lutetium(III) oxide">Lu<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Magnesium_oxide" title="Magnesium oxide">MgO</a></li> <li><a href="/wiki/Magnesium_peroxide" title="Magnesium peroxide">Mg<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Manganese(II)_oxide" title="Manganese(II) oxide">MnO</a></li> <li><a href="/wiki/Manganese_dioxide" title="Manganese dioxide">MnO<sub>2</sub></a></li> <li><a href="/wiki/Manganese(III)_oxide" title="Manganese(III) oxide">Mn<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Manganese_heptoxide" title="Manganese heptoxide">Mn<sub>2</sub>O<sub>7</sub></a></li> <li><a href="/wiki/Molybdenum_dioxide" title="Molybdenum dioxide">MoO<sub>2</sub></a></li> <li><a href="/wiki/Molybdenum_trioxide" title="Molybdenum trioxide">MoO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Molybdenum(III)_oxide&action=edit&redlink=1" class="new" title="Molybdenum(III) oxide (page does not exist)">Mo<sub>2</sub>O<sub>3</sub></a></li> <li><a class="mw-selflink selflink">NO</a></li> <li><a href="/wiki/Nitrogen_dioxide" title="Nitrogen dioxide">NO<sub>2</sub></a></li> <li><a href="/wiki/Nitrous_oxide" title="Nitrous oxide">N<sub>2</sub>O</a></li> <li><a href="/wiki/Nitrogen_trioxide" class="mw-redirect" title="Nitrogen trioxide">N<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Dinitrogen_tetroxide" title="Dinitrogen tetroxide">N<sub>2</sub>O<sub>4</sub></a></li> <li><a href="/wiki/Dinitrogen_pentoxide" title="Dinitrogen pentoxide">N<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/wiki/Sodium_superoxide" title="Sodium superoxide">NaO<sub>2</sub></a></li> <li><a href="/wiki/Sodium_oxide" title="Sodium oxide">Na<sub>2</sub>O</a></li> <li><a href="/wiki/Sodium_peroxide" title="Sodium peroxide">Na<sub>2</sub>O<sub>2</sub></a></li> <li><a href="/wiki/Niobium_monoxide" title="Niobium monoxide">NbO</a></li> <li><a href="/wiki/Niobium_dioxide" title="Niobium dioxide">NbO<sub>2</sub></a></li> <li><span class="chemf nowrap"><a href="/wiki/Neodymium(III)_oxide" title="Neodymium(III) oxide">Nd<sub class="template-chem2-sub">2</sub>O<sub class="template-chem2-sub">3</sub></a></span></li> <li><span class="chemf nowrap"><a href="/wiki/Dioxygen_monofluoride" title="Dioxygen monofluoride">O<sub class="template-chem2-sub">2</sub>F</a></span></li> <li><span class="chemf nowrap"><a href="/wiki/Oxygen_monofluoride" title="Oxygen monofluoride">OF</a></span></li> <li><span class="chemf nowrap"><a href="/wiki/Oxygen_difluoride" title="Oxygen difluoride">OF<sub class="template-chem2-sub">2</sub></a></span></li> <li><span class="chemf nowrap"><a href="/wiki/Dioxygen_difluoride" title="Dioxygen difluoride">O<sub class="template-chem2-sub">2</sub>F<sub class="template-chem2-sub">2</sub></a></span></li> <li><span class="chemf nowrap"><a href="/wiki/Trioxygen_difluoride" class="mw-redirect" title="Trioxygen difluoride">O<sub class="template-chem2-sub">3</sub>F<sub class="template-chem2-sub">2</sub></a></span></li> <li><span class="chemf nowrap"><a href="/wiki/Tetraoxygen_difluoride" title="Tetraoxygen difluoride">O<sub class="template-chem2-sub">4</sub>F<sub class="template-chem2-sub">2</sub></a></span></li> <li><span class="chemf nowrap"><a href="/wiki/Pentaoxygen_difluoride" title="Pentaoxygen difluoride">O<sub class="template-chem2-sub">5</sub>F<sub class="template-chem2-sub">2</sub></a></span></li> <li><span class="chemf nowrap"><a href="/wiki/Hexaoxygen_difluoride" title="Hexaoxygen difluoride">O<sub class="template-chem2-sub">6</sub>F<sub class="template-chem2-sub">2</sub></a></span></li> <li><span class="chemf nowrap"><a href="/wiki/Dioxygenyl_hexafluoroplatinate" title="Dioxygenyl hexafluoroplatinate">O<sub class="template-chem2-sub">2</sub>PtF<sub class="template-chem2-sub">6</sub></a></span></li> <li><a href="/wiki/Template:Oxides" title="Template:Oxides">more...</a></li></ul> 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