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Rimantadine - Wikipedia

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id="toc-Medical_uses-sublist" class="vector-toc-list"> <li id="toc-Influenza_A" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Influenza_A"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1</span> <span>Influenza A</span> </div> </a> <ul id="toc-Influenza_A-sublist" class="vector-toc-list"> <li id="toc-Influenza_resistance" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Influenza_resistance"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1.1</span> <span>Influenza resistance</span> </div> </a> <ul id="toc-Influenza_resistance-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Rimantadine_enantiomers_interactions_with_M2" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Rimantadine_enantiomers_interactions_with_M2"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1.2</span> <span>Rimantadine enantiomers interactions with M2</span> </div> </a> <ul id="toc-Rimantadine_enantiomers_interactions_with_M2-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Parkinson&#039;s_disease" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Parkinson&#039;s_disease"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2</span> <span>Parkinson's disease</span> </div> </a> <ul id="toc-Parkinson&#039;s_disease-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Others" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Others"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.3</span> <span>Others</span> </div> </a> <ul id="toc-Others-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Side_effects" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Side_effects"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>Side effects</span> </div> </a> <ul id="toc-Side_effects-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Interactions" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Interactions"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Interactions</span> </div> </a> <ul id="toc-Interactions-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Pharmacology" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Pharmacology"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Pharmacology</span> </div> </a> <button aria-controls="toc-Pharmacology-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 Pharmacology subsection</span> </button> <ul id="toc-Pharmacology-sublist" class="vector-toc-list"> <li id="toc-Pharmacodynamics" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Pharmacodynamics"> <div class="vector-toc-text"> <span class="vector-toc-numb">4.1</span> <span>Pharmacodynamics</span> </div> </a> <ul id="toc-Pharmacodynamics-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Chemistry" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Chemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Chemistry</span> </div> </a> <button aria-controls="toc-Chemistry-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 Chemistry subsection</span> </button> <ul id="toc-Chemistry-sublist" class="vector-toc-list"> <li id="toc-Synthesis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Synthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">5.1</span> <span>Synthesis</span> </div> </a> <ul id="toc-Synthesis-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-History" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#History"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>History</span> </div> </a> <ul id="toc-History-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-See_also" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#See_also"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>See also</span> </div> </a> <ul id="toc-See_also-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">8</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> <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">9</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" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" 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Available in 28 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-28" 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">28 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%B1%D9%8A%D9%85%D8%A7%D9%86%D8%AA%D8%A7%D8%AF%D9%8A%D9%86" title="ريمانتادين – Arabic" lang="ar" hreflang="ar" data-title="ريمانتادين" 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/%D8%B1%DB%8C%D9%85%D8%A7%D9%86%D8%A7%D8%AF%DB%8C%D9%86" title="ریمانادین – South Azerbaijani" lang="azb" hreflang="azb" data-title="ریمانادین" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Rimantadin" title="Rimantadin – Czech" lang="cs" hreflang="cs" data-title="Rimantadin" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Rimantadin" title="Rimantadin – German" lang="de" hreflang="de" data-title="Rimantadin" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Rimantadina" title="Rimantadina – Spanish" lang="es" hreflang="es" data-title="Rimantadina" 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/Rimantadino" title="Rimantadino – Esperanto" lang="eo" hreflang="eo" data-title="Rimantadino" data-language-autonym="Esperanto" data-language-local-name="Esperanto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%B1%DB%8C%D9%85%D8%A7%D9%86%D8%AA%D8%A7%D8%AF%DB%8C%D9%86" title="ریمانتادین – Persian" lang="fa" hreflang="fa" data-title="ریمانتادین" 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/Rimantadine" title="Rimantadine – French" lang="fr" hreflang="fr" data-title="Rimantadine" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Rimantadina" title="Rimantadina – Italian" lang="it" hreflang="it" data-title="Rimantadina" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-kk mw-list-item"><a href="https://kk.wikipedia.org/wiki/%D0%A0%D0%B8%D0%BC%D0%B0%D0%BD%D1%82%D0%B0%D0%B4%D0%B8%D0%BD" title="Римантадин – Kazakh" lang="kk" hreflang="kk" data-title="Римантадин" data-language-autonym="Қазақша" data-language-local-name="Kazakh" class="interlanguage-link-target"><span>Қазақша</span></a></li><li class="interlanguage-link interwiki-sw mw-list-item"><a href="https://sw.wikipedia.org/wiki/Rimantadini" title="Rimantadini – Swahili" lang="sw" hreflang="sw" data-title="Rimantadini" data-language-autonym="Kiswahili" data-language-local-name="Swahili" class="interlanguage-link-target"><span>Kiswahili</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Remantad%C4%ABns" title="Remantadīns – Latvian" lang="lv" hreflang="lv" data-title="Remantadīns" data-language-autonym="Latviešu" data-language-local-name="Latvian" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Rimantadin" title="Rimantadin – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Rimantadin" 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-or mw-list-item"><a href="https://or.wikipedia.org/wiki/%E0%AC%B0%E0%AC%BF%E0%AC%AE%E0%AC%BE%E0%AC%A3%E0%AD%8D%E0%AC%9F%E0%AC%BE%E0%AC%A1%E0%AC%BE%E0%AC%87%E0%AC%A8" title="ରିମାଣ୍ଟାଡାଇନ – Odia" lang="or" hreflang="or" data-title="ରିମାଣ୍ଟାଡାଇନ" data-language-autonym="ଓଡ଼ିଆ" data-language-local-name="Odia" class="interlanguage-link-target"><span>ଓଡ଼ିଆ</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Rymantadyna" title="Rymantadyna – Polish" lang="pl" hreflang="pl" data-title="Rymantadyna" 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/Rimantadina" title="Rimantadina – Portuguese" lang="pt" hreflang="pt" data-title="Rimantadina" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%A0%D0%B8%D0%BC%D0%B0%D0%BD%D1%82%D0%B0%D0%B4%D0%B8%D0%BD" title="Римантадин – Russian" lang="ru" hreflang="ru" data-title="Римантадин" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Rimantadin" title="Rimantadin – Slovenian" lang="sl" hreflang="sl" data-title="Rimantadin" 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/Rimantadin" title="Rimantadin – Serbian" lang="sr" hreflang="sr" data-title="Rimantadin" 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/Rimantadin" title="Rimantadin – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Rimantadin" 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/Rimantadiini" title="Rimantadiini – Finnish" lang="fi" hreflang="fi" data-title="Rimantadiini" 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/Rimantadin" title="Rimantadin – Swedish" lang="sv" hreflang="sv" data-title="Rimantadin" data-language-autonym="Svenska" data-language-local-name="Swedish" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-te mw-list-item"><a href="https://te.wikipedia.org/wiki/%E0%B0%B0%E0%B0%BF%E0%B0%AE%E0%B0%BE%E0%B0%82%E0%B0%9F%E0%B0%BE%E0%B0%A1%E0%B0%BF%E0%B0%A8%E0%B1%8D" title="రిమాంటాడిన్ – Telugu" lang="te" hreflang="te" data-title="రిమాంటాడిన్" data-language-autonym="తెలుగు" data-language-local-name="Telugu" class="interlanguage-link-target"><span>తెలుగు</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B9%84%E0%B8%A3%E0%B9%81%E0%B8%A1%E0%B8%99%E0%B8%95%E0%B8%B2%E0%B8%94%E0%B8%B5%E0%B8%99" title="ไรแมนตาดีน – Thai" lang="th" hreflang="th" data-title="ไรแมนตาดีน" 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/Rimantadin" title="Rimantadin – Turkish" lang="tr" hreflang="tr" data-title="Rimantadin" 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%A0%D0%B8%D0%BC%D0%B0%D0%BD%D1%82%D0%B0%D0%B4%D0%B8%D0%BD" title="Римантадин – Ukrainian" lang="uk" hreflang="uk" data-title="Римантадин" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Rimantadine" title="Rimantadine – Vietnamese" lang="vi" hreflang="vi" data-title="Rimantadine" 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-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E9%87%91%E5%88%9A%E4%B9%99%E8%83%BA" title="金刚乙胺 – Chinese" lang="zh" hreflang="zh" data-title="金刚乙胺" data-language-autonym="中文" data-language-local-name="Chinese" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q42171#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Namespaces"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Rimantadine" 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</div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Drug used to treat influenzavirus A infection</div> <style data-mw-deduplicate="TemplateStyles:r1257001546">.mw-parser-output .infobox-subbox{padding:0;border:none;margin:-3px;width:auto;min-width:100%;font-size:100%;clear:none;float:none;background-color:transparent}.mw-parser-output .infobox-3cols-child{margin:auto}.mw-parser-output .infobox .navbar{font-size:100%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .infobox-full-data:not(.notheme)>div:not(.notheme)[style]{background:#1f1f23!important;color:#f8f9fa}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .infobox-full-data:not(.notheme) div:not(.notheme){background:#1f1f23!important;color:#f8f9fa}}@media(min-width:640px){body.skin--responsive .mw-parser-output .infobox-table{display:table!important}body.skin--responsive .mw-parser-output .infobox-table>caption{display:table-caption!important}body.skin--responsive .mw-parser-output .infobox-table>tbody{display:table-row-group}body.skin--responsive .mw-parser-output .infobox-table tr{display:table-row!important}body.skin--responsive .mw-parser-output .infobox-table th,body.skin--responsive .mw-parser-output .infobox-table td{padding-left:inherit;padding-right:inherit}}</style><table class="infobox" style="border-spacing:2px;"><caption class="infobox-title"><span title="International nonproprietary name (INN): Rimantadine">Rimantadine</span></caption><tbody><tr><td colspan="2" class="infobox-image notheme" style="background-color: #f8f9fa;"><span typeof="mw:File"><a href="/wiki/File:Rimantadine.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7a/Rimantadine.svg/125px-Rimantadine.svg.png" decoding="async" width="125" height="177" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7a/Rimantadine.svg/188px-Rimantadine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7a/Rimantadine.svg/250px-Rimantadine.svg.png 2x" data-file-width="512" data-file-height="723" /></a></span></td></tr><tr><td colspan="2" class="infobox-image notheme" style="background-color: #f8f9fa;"><span typeof="mw:File"><a href="/wiki/File:Rimantadine_ball-and-stick_model.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/66/Rimantadine_ball-and-stick_model.png/150px-Rimantadine_ball-and-stick_model.png" decoding="async" width="150" height="200" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/66/Rimantadine_ball-and-stick_model.png/225px-Rimantadine_ball-and-stick_model.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/66/Rimantadine_ball-and-stick_model.png/300px-Rimantadine_ball-and-stick_model.png 2x" data-file-width="1153" data-file-height="1534" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Clinical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_nomenclature#Trade_names" title="Drug nomenclature">Trade names</a></th><td class="infobox-data">Flumadine</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/American_Society_of_Health-System_Pharmacists" title="American Society of Health-System Pharmacists">AHFS</a>/<a href="/wiki/Drugs.com" title="Drugs.com">Drugs.com</a></th><td class="infobox-data"><span title="www.drugs.com"><a rel="nofollow" class="external text" href="https://www.drugs.com/monograph/rimantadine-hydrochloride.html">Monograph</a></span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/MedlinePlus" title="MedlinePlus">MedlinePlus</a></th><td class="infobox-data"><span title="medlineplus.gov"><a rel="nofollow" class="external text" href="https://medlineplus.gov/druginfo/meds/a698029.html">a698029</a></span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Pregnancy_category" title="Pregnancy category">Pregnancy<br />category</a></th><td class="infobox-data"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"> <ul><li>C <small>(United States)</small></li></ul> </div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Route_of_administration" title="Route of administration">Routes of<br />administration</a></th><td class="infobox-data">Oral</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><a href="/wiki/ATC_code_J05" title="ATC code J05">J05AC02</a>&#x20;(<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=J05AC02">WHO</a></span>)&#x20;</li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Legal status</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">Legal status</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"> <ul><li><small><abbr class="country-name" title="United States">US</abbr>:</small>&#x20;<a href="/wiki/Prescription_drug" title="Prescription drug">℞-only</a></li></ul></div> </td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd"><a href="/wiki/Pharmacokinetics" title="Pharmacokinetics">Pharmacokinetic</a> data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Bioavailability" title="Bioavailability">Bioavailability</a></th><td class="infobox-data">well absorbed</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Plasma_protein_binding" title="Plasma protein binding">Protein binding</a></th><td class="infobox-data">40%</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_metabolism" title="Drug metabolism">Metabolism</a></th><td class="infobox-data"><a href="/wiki/Liver" title="Liver">Hepatic</a> <a href="/wiki/Hydroxylation" title="Hydroxylation">hydroxylation</a> and <a href="/wiki/Glucuronidation" title="Glucuronidation">glucuronidation</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Biological_half-life" title="Biological half-life">Elimination <span class="nowrap">half-life</span></a></th><td class="infobox-data">25.4 ± 6.3 hours</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Excretion" title="Excretion">Excretion</a></th><td class="infobox-data"><a href="/wiki/Kidney" title="Kidney">Renal</a></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Identifiers</th></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/IUPAC_nomenclature_of_chemistry" title="IUPAC nomenclature of chemistry">IUPAC name</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all; text-align:left; padding-left:1.5em; text-indent:-1.5em;"><li style="line-height: inherit; margin: 0"><div style="font-size: 97%;">1-(adamantanyl)ethanamine</div></li></ul> </div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=13392-28-4">13392-28-4</a></span><sup>&#160;<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><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/PubChem#CID" title="PubChem">PubChem</a> <span style="font-weight:normal"><abbr title="Compound ID">CID</abbr></span></th><td class="infobox-data"><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/5071">5071</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.drugbank.ca"><a rel="nofollow" class="external text" href="https://www.drugbank.ca/drugs/DB00478">DB00478</a></span><sup>&#160;<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><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.4893.html">4893</a></span><sup>&#160;<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><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/0T2EF4JQTU">0T2EF4JQTU</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/KEGG" title="KEGG">KEGG</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.kegg.jp"><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/D08483">D08483</a></span><sup>&#160;<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><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/ChEMBL959">ChEMBL959</a></span><sup>&#160;<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><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Protein_Data_Bank" title="Protein Data Bank">PDB ligand</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>RIM (<span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/pdbe-srv/PDBeXplore/ligand/?ligand=RIM">PDBe</a></span>, <span title="www.rcsb.org"><a rel="nofollow" class="external text" href="https://www.rcsb.org/ligand/RIM">RCSB&#160;PDB</a></span>)</li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></th><td class="infobox-data"><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/DTXSID2023561">DTXSID2023561</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q42171#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><th colspan="2" class="infobox-header" style="background:#ddd">Chemical and physical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chemical_formula" title="Chemical formula">Formula</a></th><td class="infobox-data"><span title="Carbon">C</span><sub>12</sub><span title="Hydrogen">H</span><sub>21</sub><span title="Nitrogen">N</span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a></th><td class="infobox-data"><span class="nowrap"><span data-sort-value="7002179307000000000♠"></span>179.307</span>&#160;g·mol<sup>−1</sup></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=NC%28C%29C13CC2CC%28CC%28C1%29C2%29C3">Interactive image</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chirality_(chemistry)" title="Chirality (chemistry)">Chirality</a></th><td class="infobox-data"><a href="/wiki/Racemic_mixture" title="Racemic mixture">Racemic mixture</a></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">NC(C)C13CC2CC(CC(C1)C2)C3</div></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">InChI=1S/C12H21N/c1-8(13)12-5-9-2-10(6-12)4-11(3-9)7-12/h8-11H,2-7,13H2,1H3<sup>&#160;<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></li><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">Key:UBCHPRBFMUDMNC-UHFFFAOYSA-N<sup>&#160;<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></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-below"><style data-mw-deduplicate="TemplateStyles:r886047488">.mw-parser-output .nobold{font-weight:normal}</style><span class="nobold">&#160;&#160;<span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&amp;rev1=464382566&amp;page2=Rimantadine">(verify)</a></span></span></td></tr></tbody></table> <p><b>Rimantadine</b> (<a href="/wiki/International_Nonproprietary_Name" class="mw-redirect" title="International Nonproprietary Name">INN</a>, sold under the trade name <b>Flumadine</b><sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup>) is an orally administered <a href="/wiki/Antiviral_drug" title="Antiviral drug">antiviral drug</a><sup id="cite_ref-pmid15561867_2-0" class="reference"><a href="#cite_note-pmid15561867-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup> used to treat, and in rare cases prevent, <a href="/wiki/Influenzavirus_A" class="mw-redirect" title="Influenzavirus A">influenzavirus A</a> infection. When taken within one to two days of developing symptoms, rimantadine can shorten the duration and moderate the severity of influenza. Rimantadine can mitigate symptoms, including fever.<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup> Both rimantadine and the similar drug <a href="/wiki/Amantadine" title="Amantadine">amantadine</a> are derivates of <a href="/wiki/Adamantane" title="Adamantane">adamantane</a>. Rimantadine is found to be more effective than amantadine because when used the patient displays fewer symptoms.<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup> Rimantadine was approved by the <a href="/wiki/Food_and_Drug_Administration" title="Food and Drug Administration">Food and Drug Administration</a> (FDA) in 1994. </p><p>Rimantadine was approved for medical use in 1993.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">&#91;</span>5<span class="cite-bracket">&#93;</span></a></sup> Seasonal H3N2 and <a href="/wiki/2009_pandemic_flu" class="mw-redirect" title="2009 pandemic flu">2009 pandemic flu</a> samples tested have shown resistance to rimantadine, and it is no longer recommended to prescribe for treatment of the flu.<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Medical_uses">Medical uses</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=1" title="Edit section: Medical uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Influenza_A">Influenza A</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=2" title="Edit section: Influenza A"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Rimantadine inhibits influenza activity by binding to <a href="/wiki/Amino_acid" title="Amino acid">amino acids</a> in the <a href="/wiki/M2_proton_channel" title="M2 proton channel">M2 transmembrane channel</a> and blocking proton transport across the M2 channel.<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup> Rimantadine is believed to inhibit influenza's <a href="/wiki/Virus#Viral_replication" title="Virus">viral replication</a>, possibly by preventing the uncoating of the virus's protective shells, which are the <a href="/wiki/Virus#Structure" title="Virus">envelope and capsid</a>. The M2 channel is known to be responsible for viral replication in the influenza virus. Genetic studies suggest that the virus <a href="/wiki/M2_protein" class="mw-redirect" title="M2 protein">M2 protein</a>, an <a href="/wiki/Ion_channel" title="Ion channel">ion channel</a> specified by virion M2 <a href="/wiki/Gene" title="Gene">gene</a>, plays an important role in the susceptibility of influenza A virus to inhibition by rimantadine.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (August 2022)">citation needed</span></a></i>&#93;</sup> </p><p>Rimantadine is bound inside the pore to amantadine specific amino acid binding sites with hydrogen binding and van der Waals interactions.<sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup> The ammonium group (with neighboring water molecules) is positioned towards the C terminus with the amantadane group is positioned towards the N-terminus when bound inside the M2 pore.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2023)">citation needed</span></a></i>&#93;</sup> </p> <figure class="mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Rimantadine_S31N_Mutation_Binding.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/45/Rimantadine_S31N_Mutation_Binding.png/350px-Rimantadine_S31N_Mutation_Binding.png" decoding="async" width="350" height="284" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/45/Rimantadine_S31N_Mutation_Binding.png/525px-Rimantadine_S31N_Mutation_Binding.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/45/Rimantadine_S31N_Mutation_Binding.png/700px-Rimantadine_S31N_Mutation_Binding.png 2x" data-file-width="1928" data-file-height="1562" /></a><figcaption>Rimantadine S31N Mutation Binding</figcaption></figure> <div class="mw-heading mw-heading4"><h4 id="Influenza_resistance">Influenza resistance</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=3" title="Edit section: Influenza resistance"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Resistance to rimantadine can occur as a result of amino acid substitutions at certain locations in the transmembrane region of M2. This prevents binding of the antiviral to the channel.<sup id="cite_ref-pmid18669647_9-0" class="reference"><a href="#cite_note-pmid18669647-9"><span class="cite-bracket">&#91;</span>9<span class="cite-bracket">&#93;</span></a></sup> </p><p>The mutation S31N binding site with rimantadine is shown in the image to the left. It shows rimantadine binding into lumenal (top) or peripheral (bottom) binding sites with influenza M2 channel Serine 31 (gold) or Asparagine 31 (blue).<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2023)">citation needed</span></a></i>&#93;</sup> </p> <div class="mw-heading mw-heading4"><h4 id="Rimantadine_enantiomers_interactions_with_M2">Rimantadine enantiomers interactions with M2</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=4" title="Edit section: Rimantadine enantiomers interactions with M2"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Rimantadine, when sold as flumadine, is present as a <a href="/wiki/Racemic_mixture" title="Racemic mixture">racemic</a> mixture; the R and S states are both present in the drug. Solid state <a href="/wiki/Nuclear_magnetic_resonance" title="Nuclear magnetic resonance">NMR</a> studies have shown that the R <a href="/wiki/Enantiomer" title="Enantiomer">enantiomer</a> has a stronger binding affinity to the M2 channel pore than the S-enantiomer of rimantadine.<sup id="cite_ref-10" class="reference"><a href="#cite_note-10"><span class="cite-bracket">&#91;</span>10<span class="cite-bracket">&#93;</span></a></sup> <a href="/wiki/Assay" title="Assay">Antiviral assay</a> and <a href="/wiki/Electrophysiology" title="Electrophysiology">electrophysiology</a> studies show that there is no significant difference between the R and S enantiomers in binding affinity to amino acids in the M2 channel.<sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">&#91;</span>11<span class="cite-bracket">&#93;</span></a></sup> Since the enantiomers have similar binding affinity, they also have similar ability to block the channel pore and work as an effective antiviral.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2023)">citation needed</span></a></i>&#93;</sup> </p><p>Rimantadine enantiomers R and S are pictured interacting with the M2 pore below to the right. This image shows that there is not a significant modeled difference between the R and S enantiomers. </p> <div class="mw-heading mw-heading3"><h3 id="Parkinson's_disease"><span id="Parkinson.27s_disease"></span>Parkinson's disease</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=5" title="Edit section: Parkinson&#039;s disease"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Rimantadine, like its antiviral cousin <a href="/wiki/Amantadine" title="Amantadine">amantadine</a>, possesses <a href="/wiki/Antiparkinsonian" class="mw-redirect" title="Antiparkinsonian">antiparkinsonian</a> activity and can be used in the treatment of <a href="/wiki/Parkinson%27s_disease" title="Parkinson&#39;s disease">Parkinson's disease</a>.<sup id="cite_ref-EvidenteAdlerCaviness1999_12-0" class="reference"><a href="#cite_note-EvidenteAdlerCaviness1999-12"><span class="cite-bracket">&#91;</span>12<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-SingerPapapetropoulos2005_13-0" class="reference"><a href="#cite_note-SingerPapapetropoulos2005-13"><span class="cite-bracket">&#91;</span>13<span class="cite-bracket">&#93;</span></a></sup> However, in general, neither rimantadine nor amantadine is a preferred agent for this therapy and would be reserved for cases of the disease that are less responsive to <a href="/wiki/Therapy#Lines_of_therapy" title="Therapy">front-line treatments</a>.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2023)">citation needed</span></a></i>&#93;</sup> </p> <div class="mw-heading mw-heading3"><h3 id="Others">Others</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=6" title="Edit section: Others"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Rimantadine is shown to be effective against other RNA-containing viruses. It can treat <a href="/wiki/Arbovirus" title="Arbovirus">arboviruses</a> like <a href="/wiki/Saint_Louis_encephalitis" title="Saint Louis encephalitis">Saint Louis encephalitis</a> and <a href="/wiki/Sindbis_virus" title="Sindbis virus">Sindbis</a>. Other viruses that can be treated with Rimantadine include respiratory synctial<sup class="noprint Inline-Template" style="white-space:nowrap;">&#91;<i><a href="/wiki/Template:Typo_help_inline" title="Template:Typo help inline"><span title="similar to syncytial (October 2022)">check spelling</span></a></i>&#93;</sup> and <a href="/wiki/Human_parainfluenza_viruses" title="Human parainfluenza viruses">parainfluenza viruses</a>.<sup id="cite_ref-14" class="reference"><a href="#cite_note-14"><span class="cite-bracket">&#91;</span>14<span class="cite-bracket">&#93;</span></a></sup> Rimantadine has also been shown to treat chronic <a href="/wiki/Hepatitis_C" title="Hepatitis C">hepatitis C</a>.<sup id="cite_ref-15" class="reference"><a href="#cite_note-15"><span class="cite-bracket">&#91;</span>15<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Side_effects">Side effects</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=7" title="Edit section: Side effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Rimantadine can produce <a href="/wiki/Gastrointestinal" class="mw-redirect" title="Gastrointestinal">gastrointestinal</a> and <a href="/wiki/Central_nervous_system" title="Central nervous system">central nervous system</a> <a href="/wiki/Adverse_effect_(medicine)" class="mw-redirect" title="Adverse effect (medicine)">adverse effects</a>. Approximately 6% of patients (compared to 4% of patients taking a placebo) reported side-effects at a dosage of 200&#160;mg/d.<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">&#91;</span>16<span class="cite-bracket">&#93;</span></a></sup> Common side effects include: </p> <ul><li><a href="/wiki/Nausea" title="Nausea">Nausea</a></li> <li>Upset stomach</li> <li><a href="/wiki/Anxiety" title="Anxiety">Nervousness</a></li> <li>Tiredness</li> <li><a href="/wiki/Lightheadedness" title="Lightheadedness">Lightheadedness</a></li> <li>Trouble sleeping (<a href="/wiki/Insomnia" title="Insomnia">insomnia</a>)</li> <li>Difficulty concentrating</li> <li>Confusion</li></ul> <p>Rimantadine shows fewer CNS symptoms than its sister drug amantadine.<sup id="cite_ref-17" class="reference"><a href="#cite_note-17"><span class="cite-bracket">&#91;</span>17<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Interactions">Interactions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=8" title="Edit section: Interactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li>Taking <a href="/wiki/Paracetamol" title="Paracetamol">paracetamol</a> (acetaminophen, Tylenol) or <a href="/wiki/Acetylsalicylic_acid" class="mw-redirect" title="Acetylsalicylic acid">acetylsalicylic acid</a> (aspirin) while taking rimantadine is known to reduce the body's uptake of rimantadine by approximately 12%.<sup id="cite_ref-18" class="reference"><a href="#cite_note-18"><span class="cite-bracket">&#91;</span>18<span class="cite-bracket">&#93;</span></a></sup></li> <li><a href="/wiki/Cimetidine" title="Cimetidine">Cimetidine</a> also affects the body's uptake of rimantadine.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2023)">citation needed</span></a></i>&#93;</sup></li> <li>Taking anticholinergic drugs with amantadine may increase underlying seizure disorders and aggravate congestive heart failure.<sup id="cite_ref-19" class="reference"><a href="#cite_note-19"><span class="cite-bracket">&#91;</span>19<span class="cite-bracket">&#93;</span></a></sup></li></ul> <div class="mw-heading mw-heading2"><h2 id="Pharmacology">Pharmacology</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=9" title="Edit section: Pharmacology"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Pharmacodynamics">Pharmacodynamics</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=10" title="Edit section: Pharmacodynamics"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The related drugs <a href="/wiki/Memantine" title="Memantine">memantine</a> and to a much lesser extent <a href="/wiki/Amantadine" title="Amantadine">amantadine</a> are known to act as <a href="/wiki/NMDA_receptor_antagonist" title="NMDA receptor antagonist">NMDA receptor antagonists</a>.<sup id="cite_ref-DanyszParsonsKornhuber1997_20-0" class="reference"><a href="#cite_note-DanyszParsonsKornhuber1997-20"><span class="cite-bracket">&#91;</span>20<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-DanyszDekundyScheschonka2021_21-0" class="reference"><a href="#cite_note-DanyszDekundyScheschonka2021-21"><span class="cite-bracket">&#91;</span>21<span class="cite-bracket">&#93;</span></a></sup> The <a href="/wiki/Affinity_(pharmacology)" class="mw-redirect" title="Affinity (pharmacology)">affinity</a> of rimantadine for the <a href="/wiki/NMDA_receptor" title="NMDA receptor">NMDA receptor</a> does not seem to have been reported.<sup id="cite_ref-BindingDB_22-0" class="reference"><a href="#cite_note-BindingDB-22"><span class="cite-bracket">&#91;</span>22<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-PDSPKiDatabase_23-0" class="reference"><a href="#cite_note-PDSPKiDatabase-23"><span class="cite-bracket">&#91;</span>23<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-PubMed-Search_24-0" class="reference"><a href="#cite_note-PubMed-Search-24"><span class="cite-bracket">&#91;</span>24<span class="cite-bracket">&#93;</span></a></sup> <a href="/wiki/Structural_analog" title="Structural analog">Analogues</a> of rimantadine are known to act as NMDA receptor antagonists.<sup id="cite_ref-CampsDuqueVázquez2008_25-0" class="reference"><a href="#cite_note-CampsDuqueVázquez2008-25"><span class="cite-bracket">&#91;</span>25<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Chemistry">Chemistry</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=11" title="Edit section: Chemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Synthesis">Synthesis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=12" title="Edit section: Synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Rimantadine_synthesis_1.PNG" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/Rimantadine_synthesis_1.PNG/360px-Rimantadine_synthesis_1.PNG" decoding="async" width="360" height="270" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/Rimantadine_synthesis_1.PNG/540px-Rimantadine_synthesis_1.PNG 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d4/Rimantadine_synthesis_1.PNG/720px-Rimantadine_synthesis_1.PNG 2x" data-file-width="959" data-file-height="719" /></a><figcaption>Rimantadine synthesis</figcaption></figure> <p>1-carboxyadamatanones are reduced with sodium borohydride to create racemic hydroxy acid. Excess methyllithium is then added to create methyl ketones which when reduced with lithium aluminum hydride gives the amine group.<sup id="cite_ref-26" class="reference"><a href="#cite_note-26"><span class="cite-bracket">&#91;</span>26<span class="cite-bracket">&#93;</span></a></sup> </p><p>The synthesis pictured to the left is a synthesis of rimantadine as synthesized in Europe. </p> <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=Rimantadine&amp;action=edit&amp;section=13" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Rimantadine was discovered in 1963<sup id="cite_ref-27" class="reference"><a href="#cite_note-27"><span class="cite-bracket">&#91;</span>27<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-28" class="reference"><a href="#cite_note-28"><span class="cite-bracket">&#91;</span>28<span class="cite-bracket">&#93;</span></a></sup> and patented in 1965 in the US by William W. Prichard in <a href="/wiki/DuPont" title="DuPont">Du Pont &amp; Co.</a>, <a href="/wiki/Wilmington,_Delaware" title="Wilmington, Delaware">Wilmington, Delaware</a> (patent on new chemical compound <span><a rel="nofollow" class="external text" href="https://patents.google.com/patent/US3352912">U.S. patent 3,352,912</a></span>, 1965 and on the first method of synthesis <span><a rel="nofollow" class="external text" href="https://patents.google.com/patent/US3592934">U.S. patent 3,592,934</a></span>, 1967).<sup id="cite_ref-29" class="reference"><a href="#cite_note-29"><span class="cite-bracket">&#91;</span>29<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-30" class="reference"><a href="#cite_note-30"><span class="cite-bracket">&#91;</span>30<span class="cite-bracket">&#93;</span></a></sup> Prichard's methods of synthesis of rimantadine from the corresponding ketone oxime were based on its reduction with lithium aluminum hydride.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (January 2023)">citation needed</span></a></i>&#93;</sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=14" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Adapromine" title="Adapromine">Adapromine</a></li> <li><a href="/wiki/Bromantane" title="Bromantane">Bromantane</a></li> <li><a href="/wiki/Memantine" title="Memantine">Memantine</a></li> <li><a href="/wiki/Tromantadine" title="Tromantadine">Tromantadine</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Rimantadine&amp;action=edit&amp;section=15" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-columns references-column-width reflist-columns-2"> <ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.rxlist.com/flumadine-drug.htm">"Flumadine (Rimantadine): Side Effects, Uses, Dosage, Interactions, Warnings"</a>.</cite><span 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title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Antimicrobial+Agents+and+Chemotherapy&amp;rft.atitle=Neuraminidase+inhibitor-rimantadine+combinations+exert+additive+and+synergistic+anti-influenza+virus+effects+in+MDCK+cells&amp;rft.volume=48&amp;rft.issue=12&amp;rft.pages=4855-63&amp;rft.date=2004-12&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC529183%23id-name%3DPMC&amp;rft_id=info%3Apmid%2F15561867&amp;rft_id=info%3Adoi%2F10.1128%2FAAC.48.12.4855-4863.2004&amp;rft.aulast=Govorkova&amp;rft.aufirst=EA&amp;rft.au=Fang%2C+HB&amp;rft.au=Tan%2C+M&amp;rft.au=Webster%2C+RG&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC529183&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ARimantadine" class="Z3988"></span></span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" 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W. Prichard</a></span> </li> <li id="cite_note-28"><span class="mw-cite-backlink"><b><a href="#cite_ref-28">^</a></b></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://www.freepatentsonline.com/4551552.html">United States Patent № 4551552: Process for preparing rimantadine</a>: <i>Rimantadine and related compounds useful as antivirals were first described by Prichard in U.S. Pat. Nos. 3,352,912 and 3,592,934. 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title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Reviews+of+Infectious+Diseases&amp;rft.atitle=Study+of+rimantadine+in+the+USSR%3A+a+review+of+the+literature&amp;rft.volume=3&amp;rft.issue=3&amp;rft.pages=408-21&amp;rft.date=1981&amp;rft_id=info%3Adoi%2F10.1093%2Fclinids%2F3.3.408&amp;rft_id=info%3Apmid%2F7025146&amp;rft.aulast=Zlydnikov&amp;rft.aufirst=DM&amp;rft.au=Kubar%2C+OI&amp;rft.au=Kovaleva%2C+TP&amp;rft.au=Kamforin%2C+LE&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3ARimantadine" class="Z3988"></span></span> </li> </ol></div> <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=Rimantadine&amp;action=edit&amp;section=16" 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="https://www.fda.gov/bbs/topics/ANSWERS/ANS00530.html">U.S. FDA press release announcing rimantadine's approval</a></li> <li><a rel="nofollow" class="external text" href="https://www.fda.gov/cder/drug/antivirals/influenza/flumadine.htm">U.S. Center for Drug Evaluation and Research rimantadine description</a></li> <li><a rel="nofollow" class="external text" href="https://www.nlm.nih.gov/medlineplus/druginfo/medmaster/a698029.html">U.S. NIH rimantadine description</a></li> <li><a rel="nofollow" class="external text" href="https://www.cdc.gov/flu/professionals/treatment/index.htm">U.S. CDC flu anti-viral treatment information</a></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 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navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:RNA_antivirals" title="Template:RNA antivirals"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:RNA_antivirals" title="Template talk:RNA antivirals"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:RNA_antivirals" title="Special:EditPage/Template:RNA antivirals"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="RNA_virus_antivirals_(primarily_J05,_also_S01AD_and_D06BB)" style="font-size:114%;margin:0 4em"><a href="/wiki/RNA_virus" title="RNA virus">RNA virus</a> <a href="/wiki/Antiviral_drug" title="Antiviral drug">antivirals</a> (primarily <a href="/wiki/ATC_code_J05" title="ATC code J05">J05</a>, also <a href="/wiki/ATC_code_S01#S01AD" title="ATC code S01">S01AD</a> and <a href="/wiki/ATC_code_D06#D06BB" title="ATC code D06">D06BB</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hepatitis_C" title="Hepatitis C">Hepatitis C</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/NS3_(HCV)" class="mw-redirect" title="NS3 (HCV)">NS3</a>/<a href="/wiki/NS4A" class="mw-redirect" title="NS4A">4A</a> protease inhibitors (–previr)</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/Asunaprevir" title="Asunaprevir">Asunaprevir</a></li> <li><a href="/wiki/Boceprevir" title="Boceprevir">Boceprevir</a><sup><b>‡</b></sup></li> <li><a href="/wiki/Ciluprevir" title="Ciluprevir">Ciluprevir</a><sup><b>§</b></sup></li> <li><a href="/wiki/Danoprevir" title="Danoprevir">Danoprevir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Faldaprevir" title="Faldaprevir">Faldaprevir</a><sup><b>‡</b></sup></li> <li><a href="/wiki/Glecaprevir" title="Glecaprevir">Glecaprevir</a></li> <li><a href="/wiki/Grazoprevir" title="Grazoprevir">Grazoprevir</a></li> <li><a href="/wiki/Narlaprevir" title="Narlaprevir">Narlaprevir</a></li> <li><a href="/wiki/Paritaprevir" title="Paritaprevir">Paritaprevir</a></li> <li><a href="/wiki/Simeprevir" title="Simeprevir">Simeprevir</a></li> <li><a href="/wiki/Sovaprevir" title="Sovaprevir">Sovaprevir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Telaprevir" title="Telaprevir">Telaprevir</a><sup><b>‡</b></sup></li> <li><a href="/wiki/Vaniprevir" title="Vaniprevir">Vaniprevir</a></li> <li><a href="/w/index.php?title=Vedroprevir&amp;action=edit&amp;redlink=1" class="new" title="Vedroprevir (page does not exist)">Vedroprevir</a><sup><b>§</b></sup></li> <li><a href="/wiki/Voxilaprevir" title="Voxilaprevir">Voxilaprevir</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/NS5A" class="mw-redirect" title="NS5A">NS5A</a> inhibitors (–asvir)</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/Coblopasvir" title="Coblopasvir">Coblopasvir</a></li> <li><a href="/wiki/Daclatasvir" title="Daclatasvir">Daclatasvir</a><sup><b>#</b></sup></li> <li><a href="/wiki/Elbasvir" title="Elbasvir">Elbasvir</a></li> <li><a href="/wiki/Ledipasvir" title="Ledipasvir">Ledipasvir</a></li> <li><a href="/wiki/Odalasvir" title="Odalasvir">Odalasvir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Ombitasvir" title="Ombitasvir">Ombitasvir</a></li> <li><a href="/wiki/Pibrentasvir" title="Pibrentasvir">Pibrentasvir</a></li> <li><a href="/wiki/Ravidasvir" title="Ravidasvir">Ravidasvir</a><sup><b>†</b></sup></li> <li><a href="/w/index.php?title=Ruzasvir&amp;action=edit&amp;redlink=1" class="new" title="Ruzasvir (page does not exist)">Ruzasvir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Samatasvir" title="Samatasvir">Samatasvir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Velpatasvir" title="Velpatasvir">Velpatasvir</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/NS5B" class="mw-redirect" title="NS5B">NS5B</a> <a href="/wiki/RNA_polymerase" title="RNA polymerase">RNA polymerase</a> inhibitors (–buvir)</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/Beclabuvir" title="Beclabuvir">Beclabuvir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Bemnifosbuvir" title="Bemnifosbuvir">Bemnifosbuvir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Dasabuvir" title="Dasabuvir">Dasabuvir</a><sup><b>#</b></sup></li> <li><a href="/wiki/Deleobuvir" title="Deleobuvir">Deleobuvir</a><sup><b>§</b></sup></li> <li><a href="/wiki/Filibuvir" title="Filibuvir">Filibuvir</a><sup><b>§</b></sup></li> <li><a href="/wiki/GS-6620" title="GS-6620">GS-6620</a><sup><b>§</b></sup></li> <li><a href="/wiki/IDX-184" title="IDX-184">IDX-184</a><sup><b>§</b></sup></li> <li><a href="/wiki/Setrobuvir" title="Setrobuvir">Setrobuvir</a><sup><b>§</b></sup></li> <li><a href="/wiki/Sofosbuvir" title="Sofosbuvir">Sofosbuvir</a><sup><b>#</b></sup></li> <li><a href="/w/index.php?title=Tegobuvir&amp;action=edit&amp;redlink=1" class="new" title="Tegobuvir (page does not exist)">Tegobuvir</a><sup><b>§</b></sup></li> <li><a href="/wiki/TMC-647055" title="TMC-647055">TMC-647055</a><sup><b>§</b></sup></li> <li><a href="/wiki/Radalbuvir" title="Radalbuvir">Radalbuvir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Uprifosbuvir" title="Uprifosbuvir">Uprifosbuvir</a><sup><b>†</b></sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Combination drugs</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/Elbasvir/grazoprevir" title="Elbasvir/grazoprevir">Elbasvir/grazoprevir</a></li> <li><a href="/wiki/Glecaprevir/pibrentasvir" title="Glecaprevir/pibrentasvir">Glecaprevir/pibrentasvir</a></li> <li><a href="/wiki/Ledipasvir/sofosbuvir" title="Ledipasvir/sofosbuvir">Ledipasvir/sofosbuvir</a><sup><b>#</b></sup></li> <li><a href="/wiki/Ombitasvir/paritaprevir/ritonavir" title="Ombitasvir/paritaprevir/ritonavir">Ombitasvir/paritaprevir/ritonavir</a><sup><b>#</b></sup></li> <li><a href="/wiki/Sofosbuvir/daclatasvir" title="Sofosbuvir/daclatasvir">Sofosbuvir/daclatasvir</a></li> <li><a href="/wiki/Sofosbuvir/velpatasvir" title="Sofosbuvir/velpatasvir">Sofosbuvir/velpatasvir</a><sup><b>#</b></sup></li> <li><a href="/wiki/Sofosbuvir/velpatasvir/voxilaprevir" title="Sofosbuvir/velpatasvir/voxilaprevir">Sofosbuvir/velpatasvir/voxilaprevir</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/Hepatitis_D" title="Hepatitis D">Hepatitis D</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/Bulevirtide" title="Bulevirtide">Bulevirtide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Picornavirus" title="Picornavirus">Picornavirus</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/Viral_entry" title="Viral entry">viral entry</a>:</i> <a href="/wiki/Pleconaril" title="Pleconaril">Pleconaril</a><sup><b>†</b></sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Anti-<a href="/wiki/Influenza" title="Influenza">influenza</a> agents</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/Baloxavir_marboxil" title="Baloxavir marboxil">Baloxavir marboxil</a></li> <li><a href="/wiki/Pimodivir" title="Pimodivir">Pimodivir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Umifenovir" title="Umifenovir">Umifenovir</a></li></ul> <ul><li><i><a href="/wiki/Adamantane" title="Adamantane">adamantane derivatives</a>/<a href="/wiki/M2_protein" class="mw-redirect" title="M2 protein">M2 inhibitors</a></i> (<a href="/wiki/Adapromine" title="Adapromine">Adapromine</a></li> <li><a href="/wiki/Amantadine" title="Amantadine">Amantadine</a></li> <li><a class="mw-selflink selflink">Rimantadine</a>)</li></ul> <ul><li><i><a href="/wiki/Neuraminidase_inhibitor" title="Neuraminidase inhibitor">neuraminidase inhibitors</a>/<a href="/wiki/Antiviral_drug#Release_phase" title="Antiviral drug">release phase</a></i> (<a href="/wiki/Oseltamivir" title="Oseltamivir">Oseltamivir</a><sup><b>#</b></sup></li> <li><a href="/wiki/Zanamivir" title="Zanamivir">Zanamivir</a></li> <li><a href="/wiki/Peramivir" title="Peramivir">Peramivir</a>, <a href="/wiki/Laninamivir" title="Laninamivir">Laninamivir</a><sup><b>†</b></sup>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Multiple/general</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Interferon" title="Interferon">Interferon</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/Interferon_alfa_2b" class="mw-redirect" title="Interferon alfa 2b">Interferon alfa 2b</a></li> <li><a href="/wiki/Peginterferon_alfa-2a" title="Peginterferon alfa-2a">Peginterferon alfa-2a</a><sup><b>#</b></sup></li> <li><a href="/wiki/Peginterferon_alfa-2b" title="Peginterferon alfa-2b">Peginterferon alfa-2b</a><sup><b>#</b></sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/3C-like_protease" title="3C-like protease">3CL protease</a> inhibitors (–trelvir)</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/Ensitrelvir" title="Ensitrelvir">Ensitrelvir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Ibuzatrelvir" title="Ibuzatrelvir">Ibuzatrelvir</a></li> <li><a href="/wiki/Lufotrelvir" title="Lufotrelvir">Lufotrelvir</a></li> <li><a href="/wiki/Nirmatrelvir" title="Nirmatrelvir">Nirmatrelvir</a><sup><b>†</b></sup> (<a href="/wiki/Nirmatrelvir/ritonavir" title="Nirmatrelvir/ritonavir">+ritonavir</a>)<sup><b>†</b></sup></li> <li><a href="/wiki/Rupintrivir" title="Rupintrivir">Rupintrivir</a></li> <li><a href="/wiki/Simnotrelvir" class="mw-redirect" title="Simnotrelvir">Simnotrelvir</a> (<a href="/wiki/Simnotrelvir/ritonavir" title="Simnotrelvir/ritonavir">+ritonavir</a><sup><b>†</b></sup>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">RNA pol inhibitors</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/CMX521" title="CMX521">CMX521</a><sup><b>§</b></sup></li> <li><a href="/wiki/Deuremidevir" title="Deuremidevir">Deuremidevir</a><sup><b>†</b></sup></li> <li><a href="/wiki/Favipiravir" title="Favipiravir">Favipiravir</a></li> <li><a href="/wiki/Galidesivir" title="Galidesivir">Galidesivir</a><sup><b>†</b></sup></li> <li><a href="/wiki/GS-441524" title="GS-441524">GS-441524</a><sup><b>§</b></sup></li> <li><a href="/wiki/Remdesivir" title="Remdesivir">Remdesivir</a></li> <li><a href="/wiki/MK-608" title="MK-608">MK-608</a><sup><b>§</b></sup></li> <li><a href="/wiki/Mericitabine" title="Mericitabine">Mericitabine</a><sup><b>†</b></sup></li> <li><a href="/wiki/Molnupiravir" title="Molnupiravir">Molnupiravir</a></li> <li><a href="/wiki/NITD008" title="NITD008">NITD008</a><sup><b>§</b></sup></li> <li><a href="/wiki/Ribavirin" title="Ribavirin">Ribavirin</a><sup><b>#</b></sup></li> <li><a href="/wiki/Taribavirin" title="Taribavirin">Taribavirin</a><sup><b>†</b></sup></li> <li><a href="/wiki/Triazavirin" class="mw-redirect" title="Triazavirin">Triazavirin</a></li> <li><a href="/wiki/Valopicitabine" title="Valopicitabine">Valopicitabine</a><sup><b>†</b></sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Multiple/Unknown/Other</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/EICAR_(antiviral)" title="EICAR (antiviral)">EICAR</a><sup><b>§</b></sup></li> <li><a href="/wiki/Merimepodib" title="Merimepodib">Merimepodib</a><sup><b>§</b></sup></li> <li><a href="/wiki/Moroxydine" title="Moroxydine">Moroxydine</a></li> <li><a href="/wiki/Presatovir" title="Presatovir">Presatovir</a><sup><b>†</b></sup></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2" style="background: transparent; padding: 0px;"><div><div class="hlist"> <ul><li><sup>#</sup><a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">WHO-EM</a></li> <li><sup>‡</sup><a href="/wiki/List_of_withdrawn_drugs" title="List of withdrawn drugs">Withdrawn</a> from market</li> <li><a href="/wiki/Clinical_trial" title="Clinical trial">Clinical trials</a>: <ul><li><sup>†</sup><a href="/wiki/Phases_of_clinical_research#Phase_III" title="Phases of clinical research">Phase III</a></li> <li><sup>§</sup>Never to phase III</li></ul></li></ul> </div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link 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href="/wiki/Special:EditPage/Template:Influenza" title="Special:EditPage/Template:Influenza"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Influenza" style="font-size:114%;margin:0 4em"><a href="/wiki/Influenza" title="Influenza">Influenza</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">General topics</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/Influenza_research" class="mw-redirect" title="Influenza research">Research</a></li> <li><a href="/wiki/Influenza_vaccine" title="Influenza vaccine">Vaccine</a></li> <li><a href="/wiki/Influenza_treatment" class="mw-redirect" title="Influenza treatment">Treatment</a></li> <li><a href="/wiki/Influenza_Genome_Sequencing_Project" title="Influenza Genome Sequencing Project">Genome sequencing</a></li> <li><a href="/wiki/Reassortment" title="Reassortment">Reassortment</a></li> <li><a href="/wiki/Superinfection" title="Superinfection">Superinfection</a></li> <li><a href="/wiki/Flu_season" title="Flu season">Flu season</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Viruses</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/Orthomyxoviridae" title="Orthomyxoviridae">Orthomyxoviridae</a></li> <li><a href="/wiki/Influenza_A_virus" title="Influenza A virus">Influenza A</a></li> <li><a href="/wiki/Influenzavirus_B" class="mw-redirect" title="Influenzavirus B">Influenza B</a></li> <li><a href="/wiki/Influenzavirus_C" class="mw-redirect" title="Influenzavirus C">Influenza C</a></li> <li><a href="/wiki/Influenzavirus_D" class="mw-redirect" title="Influenzavirus D">Influenza D</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Influenza A virus<br />subtypes</div></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/Influenza_A_virus_subtype_H1N1" title="Influenza A virus subtype H1N1">H1N1</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H1N2" title="Influenza A virus subtype H1N2">H1N2</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H2N2" title="Influenza A virus subtype H2N2">H2N2</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H2N3" title="Influenza A virus subtype H2N3">H2N3</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H3N1" title="Influenza A virus subtype H3N1">H3N1</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H3N2" title="Influenza A virus subtype H3N2">H3N2</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H3N8" title="Influenza A virus subtype H3N8">H3N8</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H5N1" title="Influenza A virus subtype H5N1">H5N1</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H5N2" title="Influenza A virus subtype H5N2">H5N2</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H5N3" title="Influenza A virus subtype H5N3">H5N3</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H5N6" title="Influenza A virus subtype H5N6">H5N6</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H5N8" title="Influenza A virus subtype H5N8">H5N8</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H5N9" class="mw-redirect" title="Influenza A virus subtype H5N9">H5N9</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H6N1" title="Influenza A virus subtype H6N1">H6N1</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H7N1" title="Influenza A virus subtype H7N1">H7N1</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H7N2" title="Influenza A virus subtype H7N2">H7N2</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H7N3" title="Influenza A virus subtype H7N3">H7N3</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H7N4" title="Influenza A virus subtype H7N4">H7N4</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H7N7" title="Influenza A virus subtype H7N7">H7N7</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H7N9" title="Influenza A virus subtype H7N9">H7N9</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H9N2" title="Influenza A virus subtype H9N2">H9N2</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H10N3" title="Influenza A virus subtype H10N3">H10N3</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H10N7" title="Influenza A virus subtype H10N7">H10N7</a></li> <li><a href="/wiki/Influenza_A_virus_subtype_H10N8" title="Influenza A virus subtype H10N8">H10N8</a></li> <li><a href="/w/index.php?title=Influenza_A_virus_subtype_H11N2&amp;action=edit&amp;redlink=1" class="new" title="Influenza A virus subtype H11N2 (page does not exist)">H11N2</a></li> <li><a href="/w/index.php?title=Influenza_A_virus_subtype_H11N9&amp;action=edit&amp;redlink=1" class="new" title="Influenza A virus subtype H11N9 (page does not exist)">H11N9</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Influenza_A_virus_subtype_H1N1" title="Influenza A virus subtype H1N1">H1N1</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:6.6em;font-weight: normal;"><a href="/wiki/Influenza_pandemic" title="Influenza pandemic">Pandemics</a></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/Spanish_flu" title="Spanish flu">1918 (Spanish flu)</a></li> <li><a href="/wiki/1977_Russian_flu" title="1977 Russian flu">1977 (Russian flu)</a></li> <li><a href="/wiki/2009_swine_flu_pandemic" title="2009 swine flu pandemic">2009 (Swine flu)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6.6em;font-weight: normal;">Science</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/Pandemic_H1N1/09_virus" title="Pandemic H1N1/09 virus">2009 A/H1N1</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/Influenza_A_virus_subtype_H5N1" title="Influenza A virus subtype H5N1">H5N1</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:6.6em;font-weight: normal;">Outbreaks</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/Bird_flu_in_Croatia" class="mw-redirect" title="Bird flu in Croatia">Croatia (2005)</a></li> <li><a href="/wiki/2006_H5N1_outbreak_in_India" title="2006 H5N1 outbreak in India">India (2006)</a></li> <li><a href="/wiki/2007_Bernard_Matthews_H5N1_outbreak" title="2007 Bernard Matthews H5N1 outbreak">UK (2007)</a></li> <li><a href="/wiki/2008_H5N1_outbreak_in_West_Bengal" title="2008 H5N1 outbreak in West Bengal">West Bengal (2008)</a></li> <li><a href="/wiki/2020%E2%80%932024_H5N1_outbreak" title="2020–2024 H5N1 outbreak">2020s outbreak</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6.6em;font-weight: normal;">Science</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/H5N1_genetic_structure" title="H5N1 genetic structure">Genetic structure</a></li> <li><a href="/wiki/Transmission_and_infection_of_H5N1" title="Transmission and infection of H5N1">Transmission and infection</a></li> <li><a href="/wiki/Global_spread_of_H5N1" title="Global spread of H5N1">Global spread</a></li> <li><a href="/wiki/H5N1_vaccine" title="H5N1 vaccine">Vaccine</a> <ul><li><a href="/wiki/H5N1_clinical_trials" class="mw-redirect" title="H5N1 clinical trials">clinical trials</a></li></ul></li> <li><a href="/wiki/Human_mortality_from_H5N1" title="Human mortality from H5N1">Human mortality</a></li> <li><a href="/wiki/Social_effects_of_H5N1" title="Social effects of H5N1">Social impact</a></li> <li><a href="/wiki/Influenza_pandemic#Government_preparations_for_a_potential_H5N1_pandemic_(2003–2009)" title="Influenza pandemic">Pandemic preparation</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/Influenza_A_virus_subtype_H5N8" title="Influenza A virus subtype H5N8">H5N8</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:6.6em;font-weight: normal;">Outbreaks</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/2020%E2%80%932022_H5N8_outbreak" class="mw-redirect" title="2020–2022 H5N8 outbreak">2020–2022</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/Influenza_treatment" class="mw-redirect" title="Influenza treatment">Treatments</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:6.6em;font-weight: normal;"><a href="/wiki/Antiviral_drug" title="Antiviral drug">Antiviral drugs</a></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/Adamantane" title="Adamantane">Adamantane derivatives</a> <ul><li><a href="/wiki/Amantadine" title="Amantadine">Amantadine</a></li> <li><a class="mw-selflink selflink">Rimantadine</a></li></ul></li> <li><a href="/wiki/Neuraminidase_inhibitor" title="Neuraminidase inhibitor">Neuraminidase inhibitor</a> <ul><li><a href="/wiki/Oseltamivir" title="Oseltamivir">Oseltamivir</a></li> <li><a href="/wiki/Laninamivir" title="Laninamivir">Laninamivir</a></li> <li><a href="/wiki/Peramivir" title="Peramivir">Peramivir</a></li> <li><a href="/wiki/Zanamivir" title="Zanamivir">Zanamivir</a></li></ul></li> <li><a href="/wiki/Peramivir" title="Peramivir">Peramivir <span style="font-size:85%;">(experimental)</span></a></li> <li><a href="/wiki/Umifenovir" title="Umifenovir">Umifenovir</a></li> <li><a href="/wiki/Baloxavir_marboxil" title="Baloxavir marboxil">Baloxavir marboxil</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6.6em;font-weight: normal;"><a href="/wiki/Influenza_vaccine" title="Influenza vaccine">Vaccines</a></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/Live_attenuated_influenza_vaccine" title="Live attenuated influenza vaccine">Live attenuated influenza vaccine</a></li> <li><a href="/wiki/Seasonal_influenza_vaccine_brands" class="mw-redirect" title="Seasonal influenza vaccine brands">Brands</a></li> <li><a href="/wiki/Pandemrix" title="Pandemrix">Pandemrix</a></li> <li><a href="/wiki/Audenz" class="mw-redirect" title="Audenz">Audenz</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Pandemics and<br />epidemics</div></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:6.6em;font-weight: normal;"><a href="/wiki/Influenza_pandemic" title="Influenza pandemic">Pandemics</a></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/1510_influenza_pandemic" title="1510 influenza pandemic">Influenza pandemic (1510)</a></li> <li><a href="/wiki/1557_influenza_pandemic" title="1557 influenza pandemic">Influenza pandemic (1557)</a></li> <li><a href="/wiki/1889%E2%80%931890_pandemic" title="1889–1890 pandemic">Russian flu (1889&#8211;1890)</a></li> <li><a href="/wiki/1918_flu_pandemic" class="mw-redirect" title="1918 flu pandemic">Spanish flu (1918)</a></li> <li><a href="/wiki/1957%E2%80%931958_influenza_pandemic" title="1957–1958 influenza pandemic">Asian flu (1957-1958)</a></li> <li><a href="/wiki/Hong_Kong_flu" title="Hong Kong flu">Hong Kong flu (1968)</a></li> <li><a href="/wiki/1977_Russian_flu" title="1977 Russian flu">1977 Russian flu</a></li> <li><a href="/wiki/2009_swine_flu_pandemic" title="2009 swine flu pandemic">Swine flu (2009)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6.6em;font-weight: normal;"><a href="/wiki/List_of_epidemics_and_pandemics" title="List of epidemics and pandemics">Epidemics</a></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/Fujian_flu" title="Fujian flu">Fujian flu (H3N2)</a> <ul><li><a href="/wiki/1989%E2%80%931990_flu_epidemic_in_the_United_Kingdom" title="1989–1990 flu epidemic in the United Kingdom">1989–1990 UK outbreak</a></li></ul></li> <li><a href="/wiki/2017_Central_Luzon_H5N6_outbreak" title="2017 Central Luzon H5N6 outbreak">Central Luzon H5N6 (2017)</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Non-human</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:6.6em;font-weight: normal;">Mammals</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/Canine_influenza" title="Canine influenza">Canine</a></li> <li><a href="/wiki/Cat_flu" title="Cat flu">Feline</a></li> <li><a href="/wiki/Equine_influenza" title="Equine influenza">Equine</a> <ul><li><a href="/wiki/2007_Australian_equine_influenza_outbreak" title="2007 Australian equine influenza outbreak">2007 Australian outbreak</a></li></ul></li> <li><a href="/wiki/Swine_influenza" title="Swine influenza">Swine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6.6em;font-weight: normal;">Non-mammals</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/Avian_influenza" title="Avian influenza">Avian</a></li> <li><a href="/wiki/Fujian_flu" title="Fujian flu">Fujian (H5N1)</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/Complication_(medicine)" title="Complication (medicine)">Complications</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/Acute_bronchitis" title="Acute bronchitis">Acute bronchitis</a></li> <li><a href="/wiki/Bronchiolitis" title="Bronchiolitis">Bronchiolitis</a></li> <li><a href="/wiki/Croup" title="Croup">Croup</a></li> <li><a href="/wiki/Otitis_media" title="Otitis media">Otitis media</a></li> <li><a href="/wiki/Pharyngitis" title="Pharyngitis">Pharyngitis</a></li> <li><a href="/wiki/Pneumonia" title="Pneumonia">Pneumonia</a></li> <li><a href="/wiki/Sinusitis" title="Sinusitis">Sinusitis</a></li> <li><a href="/wiki/Streptococcal_pharyngitis" title="Streptococcal pharyngitis">Strep throat</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Related topics</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/Influenza-like_illness" title="Influenza-like illness">Influenza-like illness</a></li> <li><a href="/wiki/2017%E2%80%932018_United_States_flu_season" title="2017–2018 United States flu season">2017–2018 United States flu season</a></li> <li><a href="/wiki/US_influenza_statistics_by_flu_season" class="mw-redirect" title="US influenza statistics by flu season">US influenza statistics by flu season</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"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"></div><div role="navigation" class="navbox" aria-labelledby="Antiparkinson_agents_(N04)" 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:Antiparkinson_agents" title="Template:Antiparkinson agents"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Antiparkinson_agents" title="Template talk:Antiparkinson agents"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Antiparkinson_agents" title="Special:EditPage/Template:Antiparkinson agents"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Antiparkinson_agents_(N04)" style="font-size:114%;margin:0 4em"><a href="/wiki/Management_of_Parkinson%27s_disease#Medication" title="Management of Parkinson&#39;s disease">Antiparkinson agents</a> (<a href="/wiki/ATC_code_N04" title="ATC code N04">N04</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Dopaminergic" title="Dopaminergic">Dopaminergics</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Dopamine" title="Dopamine">DA</a> <a href="/wiki/Precursor_(chemistry)" title="Precursor (chemistry)">precursors</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/Levodopa" title="Levodopa">Levodopa</a><sup>#</sup> (<a href="/wiki/Levodopa/benserazide" title="Levodopa/benserazide">+benserazide</a>, <a href="/wiki/Levodopa/carbidopa" class="mw-redirect" title="Levodopa/carbidopa">+carbidopa</a>, <a href="/wiki/Levodopa/carbidopa/entacapone" class="mw-redirect" title="Levodopa/carbidopa/entacapone">+carbidopa/entacapone</a>)</li> <li><a href="/wiki/Foslevodopa" title="Foslevodopa">Foslevodopa</a> (<a href="/wiki/Foslevodopa/foscarbidopa" class="mw-redirect" title="Foslevodopa/foscarbidopa">+foscarbodipa</a>)</li> <li><a href="/wiki/Melevodopa" title="Melevodopa">Melevodopa</a> (<a href="/wiki/Melevodopa/carbidopa" title="Melevodopa/carbidopa">+carbidopa</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Dopamine_receptor" title="Dopamine receptor">DA receptor</a> <a href="/wiki/Dopamine_agonist" title="Dopamine agonist">agonists</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Ergoline:</i> <a href="/wiki/Bromocriptine" title="Bromocriptine">Bromocriptine</a></li> <li><a href="/wiki/Cabergoline" title="Cabergoline">Cabergoline</a></li> <li><a href="/wiki/Dihydroergocryptine" title="Dihydroergocryptine">Dihydroergocryptine</a></li> <li><a href="/wiki/Lisuride" title="Lisuride">Lisuride</a></li> <li><a href="/wiki/Pergolide" title="Pergolide">Pergolide</a></li></ul> <ul><li><i>Non-ergoline:</i> <a href="/wiki/Apomorphine" title="Apomorphine">Apomorphine</a></li> <li><a href="/wiki/Piribedil" title="Piribedil">Piribedil</a></li> <li><a href="/wiki/Pramipexole" title="Pramipexole">Pramipexole</a></li> <li><a href="/wiki/Ropinirole" title="Ropinirole">Ropinirole</a></li> <li><a href="/wiki/Rotigotine" title="Rotigotine">Rotigotine</a></li> <li><a href="/wiki/Talipexole" title="Talipexole">Talipexole</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Monoamine_oxidase_B" title="Monoamine oxidase B">MAO-B</a> <a href="/wiki/Monoamine_oxidase_inhibitor" title="Monoamine oxidase inhibitor">inhibitors</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/Rasagiline" title="Rasagiline">Rasagiline</a></li> <li><a href="/wiki/Safinamide" title="Safinamide">Safinamide</a></li> <li><a href="/wiki/Selegiline" title="Selegiline">Selegiline</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Catechol-O-methyltransferase" title="Catechol-O-methyltransferase">COMT</a> <a href="/wiki/COMT_inhibitor" class="mw-redirect" title="COMT inhibitor">inhibitors</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/Entacapone" title="Entacapone">Entacapone</a></li> <li><a href="/wiki/Opicapone" title="Opicapone">Opicapone</a></li> <li><a href="/wiki/Tolcapone" title="Tolcapone">Tolcapone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Aromatic_L-amino_acid_decarboxylase" title="Aromatic L-amino acid decarboxylase">AAAD</a> <a href="/wiki/Aromatic_L-amino_acid_decarboxylase_inhibitor" title="Aromatic L-amino acid decarboxylase inhibitor">inhibitors</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/Benserazide" title="Benserazide">Benserazide</a> (<a href="/wiki/Levodopa/benserazide" title="Levodopa/benserazide">+levodopa</a>)</li> <li><a href="/wiki/Carbidopa" title="Carbidopa">Carbidopa</a><sup>#</sup> (<a href="/wiki/Levodopa/carbidopa" class="mw-redirect" title="Levodopa/carbidopa">+carbidopa</a>, <a href="/wiki/Melevodopa/carbidopa" title="Melevodopa/carbidopa">+melevodopa</a>, <a href="/wiki/Levodopa/carbidopa/entacapone" class="mw-redirect" title="Levodopa/carbidopa/entacapone">+carbidopa/entacapone</a>)</li> <li><a href="/wiki/Foscarbidopa" title="Foscarbidopa">Foscarbidopa</a> (<a href="/wiki/Foslevodopa/foscarbidopa" class="mw-redirect" title="Foslevodopa/foscarbidopa">+foslevodopa</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/Anticholinergic" title="Anticholinergic">Anticholinergics</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/Benzatropine" title="Benzatropine">Benzatropine</a></li> <li><a href="/wiki/Biperiden" title="Biperiden">Biperiden</a><sup>#</sup></li> <li><a href="/wiki/Bornaprine" title="Bornaprine">Bornaprine</a></li> <li><a href="/wiki/Chlorphenoxamine" title="Chlorphenoxamine">Chlorphenoxamine</a></li> <li><a href="/wiki/Cycrimine" title="Cycrimine">Cycrimine</a></li> <li><a href="/wiki/Dexetimide" title="Dexetimide">Dexetimide</a></li> <li><a href="/wiki/Diphenhydramine" title="Diphenhydramine">Diphenhydramine</a></li> <li><a href="/wiki/Etanautine" title="Etanautine">Etanautine</a></li> <li><a href="/wiki/Etybenzatropine" title="Etybenzatropine">Etybenzatropine</a></li> <li><a href="/wiki/Mazaticol" title="Mazaticol">Mazaticol</a></li> <li><a href="/wiki/Metixene" title="Metixene">Metixene</a></li> <li><a href="/wiki/Orphenadrine" title="Orphenadrine">Orphenadrine</a></li> <li><a href="/wiki/Phenglutarimide" title="Phenglutarimide">Phenglutarimide</a></li> <li><a href="/wiki/Piroheptine" title="Piroheptine">Piroheptine</a></li> <li><a href="/wiki/Procyclidine" title="Procyclidine">Procyclidine</a></li> <li><a href="/wiki/Profenamine" title="Profenamine">Profenamine</a></li> <li><a href="/wiki/Tigloidine" title="Tigloidine">Tigloidine</a></li> <li><a href="/wiki/Trihexyphenidyl" title="Trihexyphenidyl">Trihexyphenidyl</a></li> <li><a href="/wiki/Tropatepine" title="Tropatepine">Tropatepine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Adamantane" title="Adamantane">Adamantanes</a> (e.g., <a href="/wiki/Amantadine" title="Amantadine">amantadine</a>, <a href="/wiki/Memantine" title="Memantine">memantine</a>, <a class="mw-selflink selflink">rimantadine</a>)</li> <li><a href="/wiki/Adenosine_receptor_antagonist" title="Adenosine receptor antagonist">Adenosine receptor antagonists</a> (e.g., <a href="/wiki/Caffeine" title="Caffeine">caffeine</a>, <a href="/wiki/Istradefylline" title="Istradefylline">istradefylline</a>)</li> <li><a href="/wiki/Budipine" title="Budipine">Budipine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"><div class="hlist"> <ul><li><sup>#</sup><a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">WHO-EM</a></li> <li><sup>‡</sup><a href="/wiki/List_of_withdrawn_drugs" title="List of withdrawn drugs">Withdrawn</a> from market</li> <li><a href="/wiki/Clinical_trial" title="Clinical trial">Clinical trials</a>: <ul><li><sup>†</sup><a href="/wiki/Phases_of_clinical_research#Phase_III" title="Phases of clinical research">Phase III</a></li> <li><sup>§</sup>Never to phase III</li></ul></li></ul> </div></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="Pharmacodynamics" 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="Pharmacodynamics" style="font-size:114%;margin:0 4em"><a href="/wiki/Pharmacodynamics" title="Pharmacodynamics">Pharmacodynamics</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="Dopamine_receptor_modulators" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Dopamine_receptor_modulators" title="Template:Dopamine receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Dopamine_receptor_modulators" title="Template talk:Dopamine receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Dopamine_receptor_modulators" title="Special:EditPage/Template:Dopamine receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Dopamine_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Dopamine_receptor" title="Dopamine receptor">Dopamine 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/D1-like_receptor" title="D1-like receptor">D<sub>1</sub>-like</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;">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Benzazepines</i>: <a href="/wiki/6-Br-APB" title="6-Br-APB">6-Br-APB</a></li> <li><a href="/wiki/Fenoldopam" title="Fenoldopam">Fenoldopam</a></li> <li><a href="/wiki/SKF-38,393" title="SKF-38,393">SKF-38,393</a></li> <li><a href="/wiki/SKF-77,434" title="SKF-77,434">SKF-77,434</a></li> <li><a href="/wiki/SKF-81,297" title="SKF-81,297">SKF-81,297</a></li> <li><a href="/wiki/SKF-82,958" title="SKF-82,958">SKF-82,958</a></li> <li><a href="/wiki/SKF-83,959" title="SKF-83,959">SKF-83,959</a></li> <li><a href="/wiki/Trepipam" title="Trepipam">Trepipam</a></li> <li><a href="/wiki/Zelandopam" title="Zelandopam">Zelandopam</a></li></ul> <ul><li><i>Ergolines</i>: <a href="/wiki/Cabergoline" title="Cabergoline">Cabergoline</a></li> <li><a href="/wiki/CY-208,243" title="CY-208,243">CY-208,243</a></li> <li><a href="/wiki/Dihydroergocryptine" title="Dihydroergocryptine">Dihydroergocryptine</a></li> <li><a href="/w/index.php?title=LEK-8829&amp;action=edit&amp;redlink=1" class="new" title="LEK-8829 (page does not exist)">LEK-8829</a></li> <li><a href="/wiki/Lisuride" title="Lisuride">Lisuride</a></li> <li><a href="/wiki/Pergolide" title="Pergolide">Pergolide</a></li> <li><a href="/wiki/Terguride" title="Terguride">Terguride</a></li></ul> <ul><li><i>Dihydrexidine derivatives</i>: <a href="/wiki/A-77636" title="A-77636">A-77636</a></li> <li><a href="/wiki/A-86929" title="A-86929">A-86929</a></li> <li><a href="/wiki/Adrogolide" class="mw-redirect" title="Adrogolide">Adrogolide (ABT-431, DAS-431)</a></li> <li><a href="/wiki/Dihydrexidine" title="Dihydrexidine">Dihydrexidine</a></li> <li><a href="/wiki/Dinapsoline" title="Dinapsoline">Dinapsoline</a></li> <li><a href="/wiki/Dinoxyline" title="Dinoxyline">Dinoxyline</a></li> <li><a href="/wiki/Doxanthrine" title="Doxanthrine">Doxanthrine</a></li></ul> <ul><li><i>Phenethylamines</i>: <a href="/w/index.php?title=BCO-001&amp;action=edit&amp;redlink=1" class="new" title="BCO-001 (page does not exist)">BCO-001</a></li> <li><a href="/wiki/Deoxyepinephrine" title="Deoxyepinephrine">Deoxyepinephrine (N-methyldopamine, epinine)</a></li> <li><a href="/wiki/Dopexamine" title="Dopexamine">Dopexamine</a></li> <li><a href="/wiki/Etilevodopa" title="Etilevodopa">Etilevodopa</a></li> <li><a href="/wiki/Ibopamine" title="Ibopamine">Ibopamine</a></li> <li><a href="/wiki/L-DOPA" title="L-DOPA"><small>L</small>-DOPA (levodopa)</a></li> <li><a href="/wiki/Melevodopa" title="Melevodopa">Melevodopa</a></li> <li><a href="/wiki/Phenylalanine" title="Phenylalanine"><small>L</small>-Phenylalanine</a></li> <li><a href="/wiki/Tyrosine" title="Tyrosine"><small>L</small>-Tyrosine</a></li> <li><a href="/wiki/XP21279" class="mw-redirect" title="XP21279">XP21279</a></li></ul> <ul><li><i>Others</i>: <a href="/wiki/A-68930" title="A-68930">A-68930</a></li> <li><a href="/wiki/Apomorphine" title="Apomorphine">Apomorphine</a></li> <li><a href="/w/index.php?title=Isocorypalmine&amp;action=edit&amp;redlink=1" class="new" title="Isocorypalmine (page does not exist)">Isocorypalmine</a></li> <li><a href="/wiki/Nuciferine" title="Nuciferine">Nuciferine</a></li> <li><a href="/wiki/PF-6649751" class="mw-redirect" title="PF-6649751">PF-6649751</a></li> <li><a href="/w/index.php?title=PF_6669571&amp;action=edit&amp;redlink=1" class="new" title="PF 6669571 (page does not exist)">PF 6669571</a></li> <li><a href="/wiki/Propylnorapomorphine" title="Propylnorapomorphine">Propylnorapomorphine</a></li> <li><a href="/wiki/Rotigotine" title="Rotigotine">Rotigotine</a></li> <li><a href="/wiki/SKF-89,145" title="SKF-89,145">SKF-89,145</a></li> <li><a href="/w/index.php?title=SKF-89,626&amp;action=edit&amp;redlink=1" class="new" title="SKF-89,626 (page does not exist)">SKF-89,626</a></li> <li><a href="/wiki/Stepholidine" title="Stepholidine">Stepholidine</a></li> <li><a href="/wiki/Tavapadon" title="Tavapadon">Tavapadon</a></li> <li><a href="/wiki/Tetrahydropalmatine" title="Tetrahydropalmatine">Tetrahydropalmatine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">PAMs<sup class="noprint Inline-Template" style="margin-left:0.1em; white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Please_clarify" title="Wikipedia:Please clarify"><span title="The text near this tag may need clarification or removal of jargon. (September 2024)">clarification needed</span></a></i>&#93;</sup></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>Tetrahydroisoquinolines</i>: <a href="/w/index.php?title=DETQ&amp;action=edit&amp;redlink=1" class="new" title="DETQ (page does not exist)">DETQ</a></li> <li><a href="/w/index.php?title=DPTQ&amp;action=edit&amp;redlink=1" class="new" title="DPTQ (page does not exist)">DPTQ</a></li> <li><a href="/wiki/Mevidalen" title="Mevidalen">Mevidalen</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Typical antipsychotics</i>: <a href="/wiki/Butaclamol" title="Butaclamol">Butaclamol</a></li> <li><a href="/wiki/Chlorpromazine" title="Chlorpromazine">Chlorpromazine</a></li> <li><a href="/wiki/Chlorprothixene" title="Chlorprothixene">Chlorprothixene</a></li> <li><a href="/wiki/Flupentixol" title="Flupentixol">Flupentixol (flupenthixol)</a> (<a href="/wiki/Flupentixol/melitracen" title="Flupentixol/melitracen">+melitracen</a>)</li> <li><a href="/wiki/Fluphenazine" title="Fluphenazine">Fluphenazine</a></li> <li><a href="/wiki/Loxapine" title="Loxapine">Loxapine</a></li> <li><a href="/wiki/Perphenazine" title="Perphenazine">Perphenazine</a> (<a href="/wiki/Amitriptyline/perphenazine" title="Amitriptyline/perphenazine">+amitriptyline</a>)</li> <li><a href="/w/index.php?title=Pifluthixol&amp;action=edit&amp;redlink=1" class="new" title="Pifluthixol (page does not exist)">Pifluthixol</a></li> <li><a href="/wiki/Thioridazine" title="Thioridazine">Thioridazine</a></li> <li><a href="/wiki/Thiothixene" class="mw-redirect" title="Thiothixene">Thiothixene</a></li> <li><a href="/wiki/Trifluoperazine" title="Trifluoperazine">Trifluoperazine</a> (<a href="/wiki/Tranylcypromine/trifluoperazine" title="Tranylcypromine/trifluoperazine">+tranylcypromine</a>)</li> <li><a href="/wiki/Zuclopenthixol" title="Zuclopenthixol">Zuclopenthixol</a></li></ul> <ul><li><i>Atypical antipsychotics</i>: <a href="/wiki/Asenapine" title="Asenapine">Asenapine</a></li> <li><a href="/wiki/Clorotepine" title="Clorotepine">Clorotepine</a></li> <li><a href="/wiki/Clotiapine" title="Clotiapine">Clotiapine</a></li> <li><a href="/wiki/Clozapine" title="Clozapine">Clozapine</a></li> <li><a href="/wiki/DHA-clozapine" title="DHA-clozapine">DHA-clozapine</a></li> <li><a href="/wiki/Fluperlapine" title="Fluperlapine">Fluperlapine</a></li> <li><a href="/wiki/Iloperidone" title="Iloperidone">Iloperidone</a></li> <li><a href="/wiki/Norclozapine" class="mw-redirect" title="Norclozapine">Norclozapine</a></li> <li><a href="/w/index.php?title=Norquetiapine&amp;action=edit&amp;redlink=1" class="new" title="Norquetiapine (page does not exist)">Norquetiapine</a></li> <li><a href="/wiki/Olanzapine" title="Olanzapine">Olanzapine</a> (<a href="/wiki/Olanzapine/fluoxetine" title="Olanzapine/fluoxetine">+fluoxetine</a>)</li> <li><a href="/wiki/Paliperidone" title="Paliperidone">Paliperidone</a></li> <li><a href="/wiki/Quetiapine" title="Quetiapine">Quetiapine</a></li> <li><a href="/wiki/Risperidone" title="Risperidone">Risperidone</a></li> <li><a href="/w/index.php?title=Tefludazine&amp;action=edit&amp;redlink=1" class="new" title="Tefludazine (page does not exist)">Tefludazine</a></li> <li><a href="/wiki/Zicronapine" title="Zicronapine">Zicronapine</a></li> <li><a href="/wiki/Ziprasidone" title="Ziprasidone">Ziprasidone</a></li> <li><a href="/wiki/Zotepine" title="Zotepine">Zotepine</a></li></ul> <ul><li><i>Others</i>: <a href="/wiki/Berupipam" title="Berupipam">Berupipam</a></li> <li><a href="/wiki/Ecopipam" title="Ecopipam">Ecopipam</a></li> <li><a href="/wiki/N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline" title="N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline">EEDQ</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/Odapipam" title="Odapipam">Odapipam</a></li> <li><a href="/wiki/Perlapine" title="Perlapine">Perlapine</a></li> <li><a href="/wiki/SCH-23390" title="SCH-23390">SCH-23390</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/D2-like_receptor" title="D2-like receptor">D<sub>2</sub>-like</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;">Agonists</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>Adamantanes</i>: <a href="/wiki/Amantadine" title="Amantadine">Amantadine</a></li> <li><a href="/wiki/Memantine" title="Memantine">Memantine</a></li> <li><a class="mw-selflink selflink">Rimantadine</a></li></ul> <ul><li><i>Aminotetralins</i>: <a href="/wiki/5-OH-DPAT" title="5-OH-DPAT">5-OH-DPAT</a></li> <li><a href="/wiki/7-OH-DPAT" title="7-OH-DPAT">7-OH-DPAT</a></li> <li><a href="/wiki/8-OH-PBZI" title="8-OH-PBZI">8-OH-PBZI</a></li> <li><a href="/wiki/Rotigotine" title="Rotigotine">Rotigotine</a></li> <li><a href="/wiki/UH-232" title="UH-232">UH-232</a></li></ul> <ul><li><i>Ergolines</i>: <a href="/wiki/Bromocriptine" title="Bromocriptine">Bromocriptine</a></li> <li><a href="/wiki/Cabergoline" title="Cabergoline">Cabergoline</a></li> <li><a href="/wiki/Chanoclavine" title="Chanoclavine">Chanoclavine</a></li> <li><a href="/wiki/Dihydroergocryptine" title="Dihydroergocryptine">Dihydroergocryptine</a></li> <li><a href="/wiki/Epicriptine" title="Epicriptine">Epicriptine</a></li> <li><a href="/wiki/Ergocornine" title="Ergocornine">Ergocornine</a></li> <li><a href="/wiki/Lergotrile" title="Lergotrile">Lergotrile</a></li> <li><a href="/wiki/Lisuride" title="Lisuride">Lisuride</a></li> <li><a href="/wiki/LSD" title="LSD">LSD</a></li> <li><a href="/wiki/Pergolide" title="Pergolide">Pergolide</a></li> <li><a href="/wiki/Terguride" title="Terguride">Terguride</a></li></ul> <ul><li><i>Dihydrexidine derivatives</i>: <a href="/wiki/2-OH-NPA" title="2-OH-NPA">2-OH-NPA</a></li> <li><a href="/wiki/Ciladopa" title="Ciladopa">Ciladopa</a></li> <li><a href="/wiki/Dihydrexidine" title="Dihydrexidine">Dihydrexidine</a></li> <li><a href="/wiki/Dinoxyline" title="Dinoxyline">Dinoxyline</a></li> <li><a href="/w/index.php?title=N,N-Propyldihydrexidine&amp;action=edit&amp;redlink=1" class="new" title="N,N-Propyldihydrexidine (page does not exist)">N,N-Propyldihydrexidine</a></li></ul> <ul><li><i>Phenethylamines</i>: <a href="/wiki/Deoxyepinephrine" title="Deoxyepinephrine">Deoxyepinephrine (N-methyldopamine, epinine)</a></li> <li><a href="/wiki/Dopexamine" title="Dopexamine">Dopexamine</a></li> <li><a href="/wiki/Etilevodopa" title="Etilevodopa">Etilevodopa</a></li> <li><a href="/wiki/Ibopamine" title="Ibopamine">Ibopamine</a></li> <li><a href="/wiki/L-DOPA" title="L-DOPA"><small>L</small>-DOPA (levodopa)</a></li> <li><a href="/wiki/Phenylalanine" title="Phenylalanine"><small>L</small>-Phenylalanine</a></li> <li><a href="/wiki/Tyrosine" title="Tyrosine"><small>L</small>-Tyrosine</a></li> <li><a href="/wiki/Melevodopa" title="Melevodopa">Melevodopa</a></li> <li><a href="/wiki/XP21279" class="mw-redirect" title="XP21279">XP21279</a></li></ul> <ul><li><i>Atypical antipsychotics</i>: <a href="/wiki/Alentemol" title="Alentemol">Alentemol (U-66444B)</a></li> <li><a href="/wiki/Aripiprazole" title="Aripiprazole">Aripiprazole</a> (<a href="/wiki/Aripiprazole/sertraline" title="Aripiprazole/sertraline">+sertraline</a>)</li> <li><a href="/wiki/Aripiprazole_lauroxil" title="Aripiprazole lauroxil">Aripiprazole lauroxil</a></li> <li><a href="/wiki/Bifeprunox" title="Bifeprunox">Bifeprunox</a></li> <li><a href="/wiki/Brexpiprazole" title="Brexpiprazole">Brexpiprazole</a></li> <li><a href="/wiki/Brilaroxazine" title="Brilaroxazine">Brilaroxazine</a></li> <li><a href="/wiki/Cariprazine" title="Cariprazine">Cariprazine</a></li> <li><a href="/wiki/F-15063" title="F-15063">F-15063</a></li> <li><a href="/wiki/Lumateperone" title="Lumateperone">Lumateperone</a></li> <li><a href="/wiki/Norclozapine" class="mw-redirect" title="Norclozapine">Norclozapine</a></li></ul> <ul><li><i>Others</i>: <a href="/wiki/3-PPP" title="3-PPP">3-PPP</a></li> <li><a href="/wiki/A-412997" title="A-412997">A-412997</a></li> <li><a href="/wiki/ABT-670" title="ABT-670">ABT-670</a></li> <li><a href="/wiki/ABT-724" title="ABT-724">ABT-724</a></li> <li><a href="/wiki/Adrafinil" title="Adrafinil">Adrafinil</a></li> <li><a href="/wiki/Aplindore" title="Aplindore">Aplindore</a></li> <li><a href="/wiki/Apomorphine" title="Apomorphine">Apomorphine</a></li> <li><a href="/wiki/Arketamine" title="Arketamine">Arketamine</a></li> <li><a href="/wiki/Armodafinil" title="Armodafinil">Armodafinil</a></li> <li><a href="/wiki/BP-897" title="BP-897">BP-897</a></li> <li><a href="/wiki/Captodiame" title="Captodiame">Captodiame</a></li> <li><a href="/wiki/CP-226,269" title="CP-226,269">CP-226,269</a></li> <li><a href="/wiki/Dizocilpine" title="Dizocilpine">Dizocilpine</a></li> <li><a href="/wiki/Esketamine" title="Esketamine">Esketamine</a></li> <li><a href="/wiki/Flibanserin" title="Flibanserin">Flibanserin</a></li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a></li> <li><a href="/wiki/Mesulergine" title="Mesulergine">Mesulergine</a></li> <li><a href="/wiki/Modafinil" title="Modafinil">Modafinil</a></li> <li><a href="/wiki/OSU-6162" title="OSU-6162">OSU-6162</a></li> <li><a href="/wiki/Pardoprunox" title="Pardoprunox">Pardoprunox</a></li> <li><a href="/wiki/PD-128,907" title="PD-128,907">PD-128,907</a></li> <li><a href="/wiki/PD-168,077" title="PD-168,077">PD-168,077</a></li> <li><a href="/wiki/PF-219,061" title="PF-219,061">PF-219,061</a></li> <li><a href="/wiki/PF-592,379" title="PF-592,379">PF-592,379</a></li> <li><a href="/wiki/Phencyclidine" title="Phencyclidine">Phencyclidine</a></li> <li><a href="/wiki/Piribedil" title="Piribedil">Piribedil</a></li> <li><a href="/wiki/Pramipexole" title="Pramipexole">Pramipexole</a></li> <li><a href="/wiki/Preclamol" class="mw-redirect" title="Preclamol">Preclamol</a></li> <li><a href="/wiki/Propylnorapomorphine" title="Propylnorapomorphine">Propylnorapomorphine</a></li> <li><a href="/wiki/Pukateine" title="Pukateine">Pukateine</a></li> <li><a href="/wiki/Quinagolide" title="Quinagolide">Quinagolide</a></li> <li><a href="/wiki/Quinelorane" title="Quinelorane">Quinelorane</a></li> <li><a href="/wiki/Quinpirole" title="Quinpirole">Quinpirole</a></li> <li><a href="/wiki/RDS-127" title="RDS-127">RDS-127</a></li> <li><a href="/wiki/Ro10-5824" title="Ro10-5824">Ro10-5824</a></li> <li><a href="/wiki/Ropinirole" title="Ropinirole">Ropinirole</a></li> <li><a href="/wiki/Roxindole" title="Roxindole">Roxindole</a></li> <li><a href="/wiki/Salvinorin_A" title="Salvinorin A">Salvinorin A</a></li> <li><a href="/wiki/SKF-83,959" title="SKF-83,959">SKF-83,959</a></li> <li><a href="/wiki/Sumanirole" title="Sumanirole">Sumanirole</a></li> <li><a href="/wiki/Talipexole" title="Talipexole">Talipexole</a></li> <li><a href="/wiki/Umespirone" title="Umespirone">Umespirone</a></li> <li><a href="/wiki/WAY-100,635" class="mw-redirect" title="WAY-100,635">WAY-100,635</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Typical antipsychotics</i>: <a href="/wiki/Acepromazine" title="Acepromazine">Acepromazine</a></li> <li><a href="/wiki/Acetophenazine" title="Acetophenazine">Acetophenazine</a></li> <li><a href="/wiki/Azaperone" title="Azaperone">Azaperone</a></li> <li><a href="/wiki/Benperidol" title="Benperidol">Benperidol</a></li> <li><a href="/wiki/Bromperidol" title="Bromperidol">Bromperidol</a></li> <li><a href="/wiki/Butaclamol" title="Butaclamol">Butaclamol</a></li> <li><a href="/wiki/Butaperazine" title="Butaperazine">Butaperazine</a></li> <li><a href="/wiki/Chloracizine" class="mw-redirect" title="Chloracizine">Chloracizine</a></li> <li><a href="/wiki/Chlorproethazine" title="Chlorproethazine">Chlorproethazine</a></li> <li><a href="/wiki/Chlorpromazine" title="Chlorpromazine">Chlorpromazine</a></li> <li><a href="/wiki/Chlorprothixene" title="Chlorprothixene">Chlorprothixene</a></li> <li><a href="/wiki/Ciclindole" title="Ciclindole">Ciclindole</a></li> <li><a href="/wiki/Clopenthixol" title="Clopenthixol">Clopenthixol</a></li> <li><a href="/w/index.php?title=Clothixamide&amp;action=edit&amp;redlink=1" class="new" title="Clothixamide (page does not exist)">Clothixamide</a></li> <li><a href="/wiki/Clopimozide" title="Clopimozide">Clopimozide</a></li> <li><a href="/wiki/Droperidol" title="Droperidol">Droperidol</a></li> <li><a href="/wiki/Fluacizine" title="Fluacizine">Fluacizine</a></li> <li><a href="/wiki/Fluanisone" title="Fluanisone">Fluanisone</a></li> <li><a href="/wiki/Flucindole" title="Flucindole">Flucindole</a></li> <li><a href="/wiki/Fluotracen" title="Fluotracen">Fluotracen</a></li> <li><a href="/wiki/Flupentixol" title="Flupentixol">Flupentixol (flupenthixol)</a> (<a href="/wiki/Flupentixol/melitracen" title="Flupentixol/melitracen">+melitracen</a>)</li> <li><a href="/wiki/Fluphenazine" title="Fluphenazine">Fluphenazine</a></li> <li><a href="/w/index.php?title=Fluprothixene&amp;action=edit&amp;redlink=1" class="new" title="Fluprothixene (page does not exist)">Fluprothixene</a></li> <li><a href="/wiki/Fluspirilene" title="Fluspirilene">Fluspirilene</a></li> <li><a href="/wiki/Haloperidol" title="Haloperidol">Haloperidol</a></li> <li><a href="/wiki/Homopipramol" title="Homopipramol">Homopipramol</a></li> <li><a href="/wiki/Lenperone" title="Lenperone">Lenperone</a></li> <li><a href="/wiki/Levomepromazine" title="Levomepromazine">Levomepromazine (methotrimeprazine)</a></li> <li><a href="/wiki/Levosulpiride" title="Levosulpiride">Levosulpiride</a></li> <li><a href="/wiki/Loxapine" title="Loxapine">Loxapine</a></li> <li><a href="/wiki/Mesoridazine" title="Mesoridazine">Mesoridazine</a></li> <li><a href="/wiki/Moperone" title="Moperone">Moperone</a></li> <li><a href="/wiki/Naranol" title="Naranol">Naranol</a></li> <li><a href="/wiki/Nemonapride" title="Nemonapride">Nemonapride</a></li> <li><a href="/wiki/Penfluridol" title="Penfluridol">Penfluridol</a></li> <li><a href="/wiki/Perathiepin" title="Perathiepin">Perathiepin</a></li> <li><a href="/wiki/Perazine" title="Perazine">Perazine</a></li> <li><a href="/wiki/Periciazine" title="Periciazine">Pericyazine (periciazine)</a></li> <li><a href="/wiki/Perphenazine" title="Perphenazine">Perphenazine</a> (<a href="/wiki/Amitriptyline/perphenazine" title="Amitriptyline/perphenazine">+amitriptyline</a>)</li> <li><a href="/w/index.php?title=Piflutixol&amp;action=edit&amp;redlink=1" class="new" title="Piflutixol (page does not exist)">Piflutixol (pifluthixol)</a></li> <li><a href="/wiki/Pimozide" title="Pimozide">Pimozide</a></li> <li><a href="/wiki/Pipamperone" title="Pipamperone">Pipamperone</a></li> <li><a href="/wiki/Preclamol" class="mw-redirect" title="Preclamol">Preclamol</a></li> <li><a href="/wiki/Prochlorperazine" title="Prochlorperazine">Prochlorperazine</a></li> <li><a href="/wiki/Promazine" title="Promazine">Promazine</a></li> <li><a href="/wiki/Prothipendyl" title="Prothipendyl">Prothipendyl</a></li> <li><a href="/wiki/Spiperone" title="Spiperone">Spiperone (spiroperidol)</a></li> <li><a href="/wiki/Sulforidazine" title="Sulforidazine">Sulforidazine</a></li> <li><a href="/wiki/Sulpiride" title="Sulpiride">Sulpiride</a></li> <li><a href="/wiki/Sultopride" title="Sultopride">Sultopride</a></li> <li><a href="/w/index.php?title=Teflutixol&amp;action=edit&amp;redlink=1" class="new" title="Teflutixol (page does not exist)">Teflutixol</a></li> <li><a href="/wiki/Thiopropazate" title="Thiopropazate">Thiopropazate</a></li> <li><a href="/wiki/Thioproperazine" title="Thioproperazine">Thioproperazine</a></li> <li><a href="/wiki/Thioridazine" title="Thioridazine">Thioridazine</a></li> <li><a href="/wiki/Thiothixene" class="mw-redirect" title="Thiothixene">Thiothixene</a></li> <li><a href="/wiki/Timiperone" title="Timiperone">Timiperone</a></li> <li><a href="/wiki/Trifluoperazine" title="Trifluoperazine">Trifluoperazine</a> (<a href="/wiki/Tranylcypromine/trifluoperazine" title="Tranylcypromine/trifluoperazine">+tranylcypromine</a>)</li> <li><a href="/wiki/Triflupromazine" title="Triflupromazine">Triflupromazine</a></li> <li><a href="/wiki/Trifluperidol" title="Trifluperidol">Trifluperidol</a></li> <li><a href="/w/index.php?title=Zetidoline&amp;action=edit&amp;redlink=1" class="new" title="Zetidoline (page does not exist)">Zetidoline</a></li> <li><a href="/wiki/Zuclopenthixol" title="Zuclopenthixol">Zuclopenthixol</a></li></ul> <ul><li><i>Atypical antipsychotics</i>: <a href="/wiki/Amisulpride" title="Amisulpride">Amisulpride</a></li> <li><a href="/wiki/Asenapine" title="Asenapine">Asenapine</a></li> <li><a href="/wiki/BL-1020" title="BL-1020">BL-1020</a></li> <li><a href="/wiki/Blonanserin" title="Blonanserin">Blonanserin</a></li> <li><a href="/wiki/Carpipramine" title="Carpipramine">Carpipramine</a></li> <li><a href="/w/index.php?title=Cinuperone&amp;action=edit&amp;redlink=1" class="new" title="Cinuperone (page does not exist)">Cinuperone</a></li> <li><a href="/wiki/Clocapramine" title="Clocapramine">Clocapramine</a></li> <li><a href="/wiki/Clorotepine" title="Clorotepine">Clorotepine</a></li> <li><a href="/wiki/Clotiapine" title="Clotiapine">Clotiapine (clothiapine)</a></li> <li><a href="/wiki/Clozapine" title="Clozapine">Clozapine</a></li> <li><a href="/wiki/Cyamemazine" title="Cyamemazine">Cyamemazine</a></li> <li><a href="/wiki/DHA-clozapine" title="DHA-clozapine">DHA-clozapine</a></li> <li><a href="/wiki/Dixyrazine" title="Dixyrazine">Dixyrazine</a></li> <li><a href="/wiki/Elopiprazole" title="Elopiprazole">Elopiprazole</a></li> <li><a href="/wiki/Flumezapine" title="Flumezapine">Flumezapine</a></li> <li><a href="/wiki/Fluperlapine" title="Fluperlapine">Fluperlapine</a></li> <li><a href="/wiki/Gevotroline" title="Gevotroline">Gevotroline</a></li> <li><a href="/wiki/Iloperidone" title="Iloperidone">Iloperidone</a></li> <li><a href="/wiki/Lurasidone" title="Lurasidone">Lurasidone</a></li> <li><a href="/wiki/Mazapertine" title="Mazapertine">Mazapertine</a></li> <li><a href="/wiki/Melperone" title="Melperone">Melperone</a></li> <li><a href="/wiki/Molindone" title="Molindone">Molindone</a></li> <li><a href="/wiki/Mosapramine" title="Mosapramine">Mosapramine</a></li> <li><a href="/wiki/Ocaperidone" title="Ocaperidone">Ocaperidone</a></li> <li><a href="/wiki/Olanzapine" title="Olanzapine">Olanzapine</a> (<a href="/wiki/Olanzapine/fluoxetine" title="Olanzapine/fluoxetine">+fluoxetine</a>)</li> <li><a href="/wiki/Paliperidone" title="Paliperidone">Paliperidone</a></li> <li><a href="/wiki/Perospirone" title="Perospirone">Perospirone</a></li> <li><a href="/wiki/Piperacetazine" title="Piperacetazine">Piperacetazine</a></li> <li><a href="/wiki/Pipotiazine" title="Pipotiazine">Pipotiazine</a></li> <li><a href="/wiki/Piquindone" title="Piquindone">Piquindone</a></li> <li><a href="/wiki/Quetiapine" title="Quetiapine">Quetiapine</a></li> <li><a href="/wiki/Remoxipride" title="Remoxipride">Remoxipride</a></li> <li><a href="/wiki/Risperidone" title="Risperidone">Risperidone</a></li> <li><a href="/wiki/Sertindole" title="Sertindole">Sertindole</a></li> <li><a href="/w/index.php?title=Tefludazine&amp;action=edit&amp;redlink=1" class="new" title="Tefludazine (page does not exist)">Tefludazine</a></li> <li><a href="/wiki/Tenilapine" title="Tenilapine">Tenilapine</a></li> <li><a href="/wiki/Tiospirone" title="Tiospirone">Tiospirone</a></li> <li><a href="/wiki/Veralipride" title="Veralipride">Veralipride</a></li> <li><a href="/wiki/Zicronapine" title="Zicronapine">Zicronapine</a></li> <li><a href="/wiki/Ziprasidone" title="Ziprasidone">Ziprasidone</a></li> <li><a href="/wiki/Zotepine" title="Zotepine">Zotepine</a></li></ul> <ul><li><i>Antiemetics/gastroprokinetics/sedatives</i>: <a href="/wiki/Aceprometazine" title="Aceprometazine">Aceprometazine</a></li> <li><a href="/wiki/AS-8112" title="AS-8112">AS-8112</a></li> <li><a href="/wiki/Alimemazine" title="Alimemazine">Alimemazine</a></li> <li><a href="/wiki/Alizapride" title="Alizapride">Alizapride</a></li> <li><a href="/wiki/Benzquinamide" title="Benzquinamide">Benzquinamide</a></li> <li><a href="/wiki/Bromopride" title="Bromopride">Bromopride</a></li> <li><a href="/wiki/Clebopride" title="Clebopride">Clebopride</a></li> <li><a href="/wiki/Deudomperidone" title="Deudomperidone">Deudomperidone</a></li> <li><a href="/wiki/Domperidone" title="Domperidone">Domperidone</a></li> <li><a href="/wiki/Eticlopride" title="Eticlopride">Eticlopride</a></li> <li><a href="/wiki/Hydroxyzine" title="Hydroxyzine">Hydroxyzine</a></li> <li><a href="/wiki/Itopride" title="Itopride">Itopride</a></li> <li><a href="/wiki/Metoclopramide" title="Metoclopramide">Metoclopramide</a></li> <li><a href="/wiki/Metopimazine" title="Metopimazine">Metopimazine</a></li> <li><a href="/wiki/Promethazine" title="Promethazine">Promethazine</a></li> <li><a href="/wiki/Thiethylperazine" title="Thiethylperazine">Thiethylperazine</a></li> <li><a href="/wiki/Trazpiroben" title="Trazpiroben">Trazpiroben</a></li> <li><a href="/wiki/Trimethobenzamide" title="Trimethobenzamide">Trimethobenzamide</a></li></ul> <ul><li><i>Antidepressants</i>: <a href="/wiki/Amoxapine" title="Amoxapine">Amoxapine</a></li> <li><a href="/wiki/Nefazodone" title="Nefazodone">Nefazodone</a></li> <li><a href="/wiki/Opipramol" title="Opipramol">Opipramol</a></li> <li><a href="/wiki/Propiomazine" title="Propiomazine">Propiomazine</a></li> <li><a href="/wiki/Trimipramine" title="Trimipramine">Trimipramine</a></li></ul> <ul><li><i>Others</i>: <a href="/wiki/3-PPP" title="3-PPP">3-PPP</a></li> <li><a href="/wiki/Alpiropride" title="Alpiropride">Alpiropride</a></li> <li><a href="/wiki/Azapride" title="Azapride">Azapride</a></li> <li><a href="/wiki/Bromerguride" title="Bromerguride">Bromerguride</a></li> <li><a href="/wiki/Bromocriptine" title="Bromocriptine">Bromocriptine</a></li> <li><a href="/wiki/Buspirone" title="Buspirone">Buspirone</a></li> <li><a href="/wiki/Desmethoxyfallypride" title="Desmethoxyfallypride">Desmethoxyfallypride</a></li> <li><a href="/wiki/N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline" title="N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline">EEDQ</a></li> <li><a href="/wiki/F-15063" title="F-15063">F-15063</a></li> <li><a href="/wiki/Fallypride" title="Fallypride">Fallypride</a></li> <li><a href="/wiki/Fananserin" title="Fananserin">Fananserin</a></li> <li><a href="/wiki/Fenfluramine" title="Fenfluramine">Fenfluramine</a></li> <li><a href="/wiki/Iodobenzamide" title="Iodobenzamide">Iodobenzamide</a></li> <li><a href="/w/index.php?title=Isocorypalmine&amp;action=edit&amp;redlink=1" class="new" title="Isocorypalmine (page does not exist)">Isocorypalmine</a></li> <li><a href="/wiki/L-741,626" title="L-741,626">L-741,626</a></li> <li><a href="/wiki/L-745,870" title="L-745,870">L-745,870</a></li> <li><a href="/wiki/Levofenfluramine" title="Levofenfluramine">Levofenfluramine</a></li> <li><a href="/w/index.php?title=LEK-8829&amp;action=edit&amp;redlink=1" class="new" title="LEK-8829 (page does not exist)">LEK-8829</a></li> <li><a href="/wiki/Metergoline" title="Metergoline">Metergoline</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine (methiothepin)</a></li> <li><a href="/wiki/N-Methylspiperone" title="N-Methylspiperone">N-Methylspiperone</a></li> <li><a href="/wiki/Nafadotride" title="Nafadotride">Nafadotride</a></li> <li><a href="/wiki/Nuciferine" title="Nuciferine">Nuciferine</a></li> <li><a href="/wiki/PNU-99,194" title="PNU-99,194">PNU-99,194</a></li> <li><a href="/wiki/Pridopidine" title="Pridopidine">Pridopidine</a></li> <li><a href="/wiki/Raclopride" title="Raclopride">Raclopride</a></li> <li><a href="/wiki/Sarizotan" title="Sarizotan">Sarizotan</a></li> <li><a href="/wiki/SB-277,011-A" title="SB-277,011-A">SB-277,011-A</a></li> <li><a href="/w/index.php?title=Seridopidine&amp;action=edit&amp;redlink=1" class="new" title="Seridopidine (page does not exist)">Seridopidine</a></li> <li><a href="/wiki/Sonepiprazole" title="Sonepiprazole">Sonepiprazole</a></li> <li><a href="/wiki/Spiroxatrine" title="Spiroxatrine">Spiroxatrine</a></li> <li><a href="/wiki/Stepholidine" title="Stepholidine">Stepholidine</a></li> <li><a href="/w/index.php?title=SV-293&amp;action=edit&amp;redlink=1" class="new" title="SV-293 (page does not exist)">SV-293</a></li> <li><a href="/wiki/Terguride" title="Terguride">Terguride</a></li> <li><a href="/wiki/Tetrahydropalmatine" title="Tetrahydropalmatine">Tetrahydropalmatine</a></li> <li><a href="/wiki/Tiapride" title="Tiapride">Tiapride</a></li> <li><a href="/wiki/UH-232" title="UH-232">UH-232</a></li> <li><a href="/wiki/Yohimbine" title="Yohimbine">Yohimbine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <ul><li><small><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></small></li> <li><small><i><a href="/wiki/Template:Adrenergic_receptor_modulators" title="Template:Adrenergic receptor modulators">Adrenergics</a></i></small></li> <li><small><i><a href="/wiki/Template:Serotonin_receptor_modulators" title="Template:Serotonin receptor modulators">Serotonergics</a></i></small></li> <li><small><i><a href="/wiki/Template:Monoamine_reuptake_inhibitors" title="Template:Monoamine reuptake inhibitors">Monoamine reuptake inhibitors</a></i></small></li> <li><small><i><a href="/wiki/Template:Monoamine_releasing_agents" title="Template:Monoamine releasing agents">Monoamine releasing agents</a></i></small></li> <li><small><i><a href="/wiki/Template:Monoamine_metabolism_modulators" title="Template:Monoamine metabolism modulators">Monoamine metabolism modulators</a></i></small></li> <li><small><i><a href="/wiki/Template:Monoamine_neurotoxins" title="Template:Monoamine neurotoxins">Monoamine neurotoxins</a></i></small></li></ul> </div></td></tr></tbody></table></div></div></td></tr></tbody></table></div> <!-- NewPP limit report Parsed by mw‐web.codfw.main‐f69cdc8f6‐qpbcg Cached time: 20241122142458 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1, show‐toc] CPU time usage: 0.931 seconds Real time usage: 1.116 seconds Preprocessor visited node count: 8522/1000000 Post‐expand include size: 315908/2097152 bytes Template argument size: 33485/2097152 bytes Highest expansion depth: 20/100 Expensive parser function count: 6/500 Unstrip recursion depth: 1/20 Unstrip post‐expand size: 148993/5000000 bytes Lua time usage: 0.442/10.000 seconds Lua memory usage: 9003443/52428800 bytes Number of Wikibase entities loaded: 1/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 902.140 1 -total 32.92% 297.003 1 Template:Drugbox 26.54% 239.447 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