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class="vector-toc-list"> <li id="toc-Antiandrogenic_activity" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Antiandrogenic_activity"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1.1</span> <span>Antiandrogenic activity</span> </div> </a> <ul id="toc-Antiandrogenic_activity-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Other_activities" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Other_activities"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1.2</span> <span>Other activities</span> </div> </a> <ul id="toc-Other_activities-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Pharmacokinetics" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Pharmacokinetics"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.2</span> <span>Pharmacokinetics</span> </div> </a> <ul id="toc-Pharmacokinetics-sublist" 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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">Chemical compound</div> <p class="mw-empty-elt"> </p> <div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Pharmaceutical compound</div> <style data-mw-deduplicate="TemplateStyles:r1269284339">@media screen{html.skin-theme-clientpref-night .mw-parser-output .dark_mode_safe img{background-color:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .dark_mode_safe img{background-color:var(--background-color-inverted,#f8f9fa)}}</style> <style data-mw-deduplicate="TemplateStyles:r1257001546">.mw-parser-output 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.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): Apalutamide">Apalutamide</span></caption><tbody><tr><td colspan="2" class="infobox-image"><span class="dark_mode_safe" typeof="mw:File"><a href="/wiki/File:Apalutamide.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/11/Apalutamide.svg/250px-Apalutamide.svg.png" decoding="async" width="250" height="124" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/11/Apalutamide.svg/375px-Apalutamide.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/11/Apalutamide.svg/500px-Apalutamide.svg.png 2x" data-file-width="512" data-file-height="254" /></a></span></td></tr><tr><td colspan="2" class="infobox-image"><span class="dark_mode_safe" typeof="mw:File"><a href="/wiki/File:Apalutamide_molecule_ball.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/83/Apalutamide_molecule_ball.png/250px-Apalutamide_molecule_ball.png" decoding="async" width="250" height="114" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/83/Apalutamide_molecule_ball.png/375px-Apalutamide_molecule_ball.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/83/Apalutamide_molecule_ball.png/500px-Apalutamide_molecule_ball.png 2x" data-file-width="3720" data-file-height="1689" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">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">Erleada, others</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">Other names</th><td class="infobox-data">ARN-509; JNJ-56021927; JNJ-927; A52</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/apalutamide.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/a618018.html">a618018</a></span></td></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">License data</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><small><abbr class="country-name" title="United States">US</abbr></small> <a href="/wiki/DailyMed" title="DailyMed">DailyMed</a>: <span title="dailymed.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://dailymed.nlm.nih.gov/dailymed/search.cfm?labeltype=all&query=Erleada">Erleada</a></span></li></ul></div> </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"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"> <ul><li><small><abbr class="country-name" title="Australia">AU</abbr>:</small> D<sup id="cite_ref-Drugs.com_pregnancy_1-0" class="reference"><a href="#cite_note-Drugs.com_pregnancy-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup></li> <li class="mw-empty-elt"></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"><a href="/wiki/Oral_administration" title="Oral administration">By mouth</a><sup id="cite_ref-Erleada_FDA_label_2-0" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_class" title="Drug class">Drug class</a></th><td class="infobox-data"><a href="/wiki/Nonsteroidal_antiandrogen" title="Nonsteroidal antiandrogen">Nonsteroidal antiandrogen</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><a href="/wiki/ATC_code_L02" title="ATC code L02">L02BB05</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=L02BB05">WHO</a></span>) </li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">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="Australia">AU</abbr>:</small> <a href="/wiki/Standard_for_the_Uniform_Scheduling_of_Medicines_and_Poisons#Schedule_4" title="Standard for the Uniform Scheduling of Medicines and Poisons">S4</a> (Prescription only)</li> <li><small><abbr class="country-name" title="Canada">CA</abbr></small>: <a href="/wiki/Prescription_drug" title="Prescription drug"> ℞-only</a><sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup></li> <li><small><abbr class="country-name" title="United Kingdom">UK</abbr>:</small> <a href="/wiki/Prescription_drug" title="Prescription drug">POM</a> (Prescription only)</li> <li><small><abbr class="country-name" title="United States">US</abbr>:</small> <a href="/wiki/Prescription_drug" title="Prescription drug">℞-only</a><sup id="cite_ref-Erleada_FDA_label_2-1" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></li> <li><small><abbr class="country-name" title="European Union">EU</abbr>:</small> Rx-only<sup id="cite_ref-Erleada_EPAR_6-0" class="reference"><a href="#cite_note-Erleada_EPAR-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup></li> <li>In general: ℞ (Prescription only)</li></ul></div> </td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;"><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">100%<sup id="cite_ref-Erleada_FDA_label_2-2" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></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">Apalutamide: 96%<sup id="cite_ref-Erleada_FDA_label_2-3" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><br /><abbr title="N-Desmethylapalutamide">NDMA</abbr>: 95%<sup id="cite_ref-Erleada_FDA_label_2-4" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></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">Liver</a> (<a href="/wiki/CYP2C8" title="CYP2C8">CYP2C8</a>, <a href="/wiki/CYP3A4" title="CYP3A4">CYP3A4</a>)<sup id="cite_ref-Erleada_FDA_label_2-9" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Metabolite" title="Metabolite">Metabolites</a></th><td class="infobox-data">• <a href="/wiki/N-Desmethylapalutamide" title="N-Desmethylapalutamide"><abbr title="N-Desmethylapalutamide">NDMA</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip N-Desmethylapalutamide</span><sup id="cite_ref-Erleada_FDA_label_2-5" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></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">Apalutamide: 3–4 days (at <a href="/wiki/Steady_state_(pharmacokinetics)" class="mw-redirect" title="Steady state (pharmacokinetics)">steady-state</a>)<sup id="cite_ref-RathkopfMorris2013_7-0" class="reference"><a href="#cite_note-RathkopfMorris2013-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Erleada_FDA_label_2-6" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Excretion" title="Excretion">Excretion</a></th><td class="infobox-data"><a href="/wiki/Urine" title="Urine">Urine</a>: 65%<sup id="cite_ref-Erleada_FDA_label_2-7" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><br /><a href="/wiki/Feces" title="Feces">Feces</a>: 24%<sup id="cite_ref-Erleada_FDA_label_2-8" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">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%;">4-[7-[6-cyano-5-(trifluoromethyl)pyridin-3-yl]-8-oxo-6-sulfanylidene-5,7-diazaspiro[3.4]octan-5-yl]-2-fluoro-<i>N</i>-methylbenzamide</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=956104-40-8">956104-40-8</a></span></li><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=1361232-32-7">1361232-32-7</a></span></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/24872560">24872560</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/DB11901">DB11901</a></span></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.28424131.html">28424131</a></span></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/4T36H88UA7">4T36H88UA7</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/D11040">D11040</a></span></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/chembl/explore/compound/ChEMBL3183409">ChEMBL3183409</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/DTXSID40241899">DTXSID40241899</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q21098975#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 scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a></th><td class="infobox-data"><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.235.115">100.235.115</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q21098975#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">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>21</sub><span title="Hydrogen">H</span><sub>15</sub><span title="Fluorine">F</span><sub>4</sub><span title="Nitrogen">N</span><sub>5</sub><span title="Oxygen">O</span><sub>2</sub><span title="Sulfur">S</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="7002477440000000000♠"></span>477.44</span> 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=CNC%28%3DO%29C1%3DC%28C%3DC%28C%3DC1%29N2C%28%3DS%29N%28C%28%3DO%29C23CCC3%29C4%3DCN%3DC%28C%28%3DC4%29C%28F%29%28F%29F%29C%23N%29F">Interactive image</a></span></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/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%;">CNC(=O)C1=C(C=C(C=C1)N2C(=S)N(C(=O)C23CCC3)C4=CN=C(C(=C4)C(F)(F)F)C#N)F</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/C21H15F4N5O2S/c1-27-17(31)13-4-3-11(8-15(13)22)30-19(33)29(18(32)20(30)5-2-6-20)12-7-14(21(23,24)25)16(9-26)28-10-12/h3-4,7-8,10H,2,5-6H2,1H3,(H,27,31)</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:HJBWBFZLDZWPHF-UHFFFAOYSA-N</div></li></ul> </div></td></tr></tbody></table> <p><b>Apalutamide</b>, sold under the brand name <b>Erleada</b> among others, is a <a href="/wiki/Nonsteroidal_antiandrogen" title="Nonsteroidal antiandrogen">nonsteroidal antiandrogen</a> (NSAA) medication used for the treatment of <a href="/wiki/Prostate_cancer" title="Prostate cancer">prostate cancer</a>.<sup id="cite_ref-Erleada_FDA_label_2-10" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-FDA2018_8-0" class="reference"><a href="#cite_note-FDA2018-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Medscape2018_9-0" class="reference"><a href="#cite_note-Medscape2018-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> It is an <a href="/wiki/Androgen_receptor" title="Androgen receptor">androgen receptor</a> inhibitor.<sup id="cite_ref-Erleada_FDA_label_2-11" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> It is taken <a href="/wiki/Oral_administration" title="Oral administration">by mouth</a>.<sup id="cite_ref-Erleada_FDA_label_2-12" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29626324_10-0" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </p><p><a href="/wiki/Side_effect" title="Side effect">Side effects</a> of apalutamide when added to castration include <a href="/wiki/Fatigue_(medical)" class="mw-redirect" title="Fatigue (medical)">fatigue</a>, <a href="/wiki/Nausea" title="Nausea">nausea</a>, <a href="/wiki/Abdominal_pain" title="Abdominal pain">abdominal pain</a>, <a href="/wiki/Diarrhea" title="Diarrhea">diarrhea</a>, <a href="/wiki/Hypertension" title="Hypertension">high blood pressure</a>, <a href="/wiki/Rash" title="Rash">rash</a>, <a href="/wiki/Falling_(accident)" title="Falling (accident)">falls</a>, <a href="/wiki/Bone_fracture" title="Bone fracture">bone fractures</a>, and an <a href="/wiki/Hypothyroidism" title="Hypothyroidism">underactive thyroid</a>.<sup id="cite_ref-Erleada_FDA_label_2-13" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22852027_11-0" class="reference"><a href="#cite_note-pmid22852027-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23355790_12-0" class="reference"><a href="#cite_note-pmid23355790-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29626324_10-1" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29856649_13-0" class="reference"><a href="#cite_note-pmid29856649-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> Rarely, it can cause <a href="/wiki/Seizure" title="Seizure">seizures</a>.<sup id="cite_ref-Erleada_FDA_label_2-14" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29626324_10-2" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> The medication has a high potential for <a href="/wiki/Drug_interaction" title="Drug interaction">drug interactions</a>.<sup id="cite_ref-Erleada_FDA_label_2-15" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29626324_10-3" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> Apalutamide is an <a href="/wiki/Antiandrogen" title="Antiandrogen">antiandrogen</a>, and acts as an <a href="/wiki/Receptor_antagonist" title="Receptor antagonist">antagonist</a> of the <a href="/wiki/Androgen_receptor" title="Androgen receptor">androgen receptor</a>, the <a href="/wiki/Biological_target" title="Biological target">biological target</a> of <a href="/wiki/Androgen" title="Androgen">androgens</a> like <a href="/wiki/Testosterone" title="Testosterone">testosterone</a> and <a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">dihydrotestosterone</a>.<sup id="cite_ref-Erleada_FDA_label_2-16" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29626324_10-4" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22266222_14-0" class="reference"><a href="#cite_note-pmid22266222-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> In doing so, it prevents the effects of these <a href="/wiki/Hormone" title="Hormone">hormones</a> in the <a href="/wiki/Prostate_gland" class="mw-redirect" title="Prostate gland">prostate gland</a> and elsewhere in the body.<sup id="cite_ref-Erleada_FDA_label_2-17" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29626324_10-5" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22266222_14-1" class="reference"><a href="#cite_note-pmid22266222-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> </p><p>Apalutamide was first described in 2007, and was approved for the treatment of prostate cancer in February 2018.<sup id="cite_ref-FDA2018_8-1" class="reference"><a href="#cite_note-FDA2018-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Medscape2018_9-1" class="reference"><a href="#cite_note-Medscape2018-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29626324_10-6" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-WO2007126765_15-0" class="reference"><a href="#cite_note-WO2007126765-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> It is the first medication to be approved specifically for the treatment of non-metastatic castration-resistant prostate cancer.<sup id="cite_ref-Erleada_FDA_label_2-18" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29626324_10-7" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Medscape2018_9-2" class="reference"><a href="#cite_note-Medscape2018-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <style data-mw-deduplicate="TemplateStyles:r886046785">.mw-parser-output .toclimit-2 .toclevel-1 ul,.mw-parser-output .toclimit-3 .toclevel-2 ul,.mw-parser-output .toclimit-4 .toclevel-3 ul,.mw-parser-output .toclimit-5 .toclevel-4 ul,.mw-parser-output .toclimit-6 .toclevel-5 ul,.mw-parser-output .toclimit-7 .toclevel-6 ul{display:none}</style><div class="toclimit-3"><meta property="mw:PageProp/toc" /></div> <div class="mw-heading mw-heading2"><h2 id="Medical_uses">Medical uses</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=1" title="Edit section: Medical uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Apalutamide is <a href="/wiki/Indicated" class="mw-redirect" title="Indicated">indicated</a> for the treatment of people with metastatic castration-sensitive prostate cancer and the treatment of people with non-metastatic castration-resistant prostate cancer.<sup id="cite_ref-Erleada_FDA_label_2-19" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Erleada_EPAR_6-1" class="reference"><a href="#cite_note-Erleada_EPAR-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p><p>Apalutamide is used in conjunction with castration, either via <a href="/wiki/Orchiectomy" title="Orchiectomy">bilateral orchiectomy</a> or <a href="/wiki/Gonadotropin-releasing_hormone_analogue" class="mw-redirect" title="Gonadotropin-releasing hormone analogue">gonadotropin-releasing hormone analogue</a> (GnRH analogue) therapy, as a method of <a href="/wiki/Androgen_deprivation_therapy" title="Androgen deprivation therapy">androgen deprivation therapy</a> in the treatment of non-metastatic castration-resistant prostate cancer.<sup id="cite_ref-Erleada_FDA_label_2-20" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23337756_16-0" class="reference"><a href="#cite_note-pmid23337756-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KimRyan2015_17-0" class="reference"><a href="#cite_note-KimRyan2015-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KawaharaMiyamoto2014_18-0" class="reference"><a href="#cite_note-KawaharaMiyamoto2014-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> It is also a promising potential treatment for <a href="/wiki/Metastatic_castration-resistant_prostate_cancer" class="mw-redirect" title="Metastatic castration-resistant prostate cancer">metastatic castration-resistant prostate cancer</a> (mCRPC), which the NSAA <a href="/wiki/Enzalutamide" title="Enzalutamide">enzalutamide</a> and the <a href="/wiki/Androgen_synthesis_inhibitor" title="Androgen synthesis inhibitor">androgen synthesis inhibitor</a> <a href="/wiki/Abiraterone_acetate" title="Abiraterone acetate">abiraterone acetate</a> are used to treat.<sup id="cite_ref-pmid29856649_13-1" class="reference"><a href="#cite_note-pmid29856649-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Contraindications">Contraindications</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=2" title="Edit section: Contraindications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Contraindication" title="Contraindication">Contraindications</a> of apalutamide include <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a> and a history of or susceptibility to <a href="/wiki/Seizure" title="Seizure">seizures</a>.<sup id="cite_ref-Erleada_FDA_label_2-21" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</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=Apalutamide&action=edit&section=3" title="Edit section: Side effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Apalutamide has been found to be <a href="/wiki/Tolerability" title="Tolerability">well tolerated</a> in <a href="/wiki/Clinical_trial" title="Clinical trial">clinical trials</a>,<sup id="cite_ref-pmid23819055_19-0" class="reference"><a href="#cite_note-pmid23819055-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23337756_16-1" class="reference"><a href="#cite_note-pmid23337756-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> with the most common <a href="/wiki/Side_effect" title="Side effect">side effects</a> reported when added to <a href="/wiki/Surgical_castration" class="mw-redirect" title="Surgical castration">surgical</a> or <a href="/wiki/Medical_castration" class="mw-redirect" title="Medical castration">medical castration</a> including <a href="/wiki/Fatigue_(medical)" class="mw-redirect" title="Fatigue (medical)">fatigue</a>, <a href="/wiki/Nausea" title="Nausea">nausea</a>, <a href="/wiki/Abdominal_pain" title="Abdominal pain">abdominal pain</a>, and <a href="/wiki/Diarrhea" title="Diarrhea">diarrhea</a>.<sup id="cite_ref-pmid22852027_11-1" class="reference"><a href="#cite_note-pmid22852027-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23355790_12-1" class="reference"><a href="#cite_note-pmid23355790-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24100689_20-0" class="reference"><a href="#cite_note-pmid24100689-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> Other side effects have included <a href="/wiki/Rash" title="Rash">rash</a>, <a href="/wiki/Falling_(accident)" title="Falling (accident)">falls</a> and <a href="/wiki/Bone_fracture" title="Bone fracture">bone fractures</a>, and <a href="/wiki/Hypothyroidism" title="Hypothyroidism">hypothyroidism</a>, as well as <a href="/wiki/Seizure" title="Seizure">seizures</a> (in 0.2%), among others.<sup id="cite_ref-Erleada_FDA_label_2-22" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29626324_10-8" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Medscape2018_9-3" class="reference"><a href="#cite_note-Medscape2018-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> Apalutamide is an expected <a href="/wiki/Teratogen" class="mw-redirect" title="Teratogen">teratogen</a> and has a theoretical risk of <a href="/wiki/Birth_defect" title="Birth defect">birth defects</a> in male infants if taken by women during <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a>.<sup id="cite_ref-Erleada_FDA_label_2-23" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> It may <a href="/wiki/Male_infertility" title="Male infertility">impair male fertility</a>.<sup id="cite_ref-Erleada_FDA_label_2-24" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> When used as a monotherapy (i.e., without surgical or medical castration) in men, NSAAs are known to produce additional, <a href="/wiki/Estrogen_(medication)" title="Estrogen (medication)">estrogenic</a> side effects like <a href="/wiki/Breast_tenderness" class="mw-redirect" title="Breast tenderness">breast tenderness</a>, <a href="/wiki/Gynecomastia" title="Gynecomastia">gynecomastia</a>, and <a href="/wiki/Feminization_(biology)" title="Feminization (biology)">feminization</a> in general by increasing <a href="/wiki/Estradiol" title="Estradiol">estradiol</a> levels.<sup id="cite_ref-pmid12603397_21-0" class="reference"><a href="#cite_note-pmid12603397-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> Similarly to the related <a href="/wiki/Second-generation_NSAA" class="mw-redirect" title="Second-generation NSAA">second-generation NSAA</a> <a href="/wiki/Enzalutamide" title="Enzalutamide">enzalutamide</a> but unlike <a href="/wiki/First-generation_NSAAs" class="mw-redirect" title="First-generation NSAAs">first-generation NSAAs</a> like <a href="/wiki/Flutamide" title="Flutamide">flutamide</a> and <a href="/wiki/Bicalutamide" title="Bicalutamide">bicalutamide</a>, <a href="/wiki/Elevated_liver_enzymes" class="mw-redirect" title="Elevated liver enzymes">elevated liver enzymes</a> and <a href="/wiki/Hepatotoxicity" title="Hepatotoxicity">hepatotoxicity</a> have not been reported with apalutamide.<sup id="cite_ref-Erleada_FDA_label_2-25" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Case_report" title="Case report">Case reports</a> of rare <a href="/wiki/Interstitial_lung_disease" title="Interstitial lung disease">interstitial lung disease</a> with apalutamide exist similarly to with first-generation NSAAs however.<sup id="cite_ref-pmid35509772_22-0" class="reference"><a href="#cite_note-pmid35509772-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid34144936_23-0" class="reference"><a href="#cite_note-pmid34144936-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid35349180_24-0" class="reference"><a href="#cite_note-pmid35349180-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Overdose">Overdose</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=4" title="Edit section: Overdose"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>There is no known <a href="/wiki/Antidote" title="Antidote">antidote</a> for <a href="/wiki/Overdose" class="mw-redirect" title="Overdose">overdose</a> of apalutamide.<sup id="cite_ref-Erleada_FDA_label_2-26" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> General supportive measures should be undertaken until clinical <a href="/wiki/Toxicity" title="Toxicity">toxicity</a>, if any, diminishes or resolves.<sup id="cite_ref-Erleada_FDA_label_2-27" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</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=Apalutamide&action=edit&section=5" title="Edit section: Interactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Apalutamide has a high potential for <a href="/wiki/Drug_interaction" title="Drug interaction">drug interactions</a>.<sup id="cite_ref-Erleada_FDA_label_2-28" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> In terms of effects of apalutamide on other drugs, the exposure of <a href="/wiki/Substrate_(biochemistry)" class="mw-redirect" title="Substrate (biochemistry)">substrates</a> of CYP3A4, <a href="/wiki/CYP2C19" title="CYP2C19">CYP2C19</a>, <a href="/wiki/CYP2C9" title="CYP2C9">CYP2C9</a>, <a href="/wiki/UDP-glucuronosyltransferase" class="mw-redirect" title="UDP-glucuronosyltransferase">UDP-glucuronosyltransferase</a>, <a href="/wiki/P-glycoprotein" title="P-glycoprotein">P-glycoprotein</a>, <a href="/wiki/ABCG2" title="ABCG2">ABCG2</a>, or <a href="/wiki/OATP1B1" class="mw-redirect" title="OATP1B1">OATP1B1</a> may be reduced to varying extents.<sup id="cite_ref-Erleada_FDA_label_2-29" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> In terms of effects of other drugs on apalutamide, strong CYP2C8 or CYP3A4 inhibitors may increase levels of apalutamide or its major active metabolite <a href="/wiki/N-desmethylapalutamide" class="mw-redirect" title="N-desmethylapalutamide">N-desmethylapalutamide</a>, while mild to moderate CYP2C8 or CYP3A4 inhibitors are not expected to affect their exposure.<sup id="cite_ref-Erleada_FDA_label_2-30" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p> <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=Apalutamide&action=edit&section=6" 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=Apalutamide&action=edit&section=7" title="Edit section: Pharmacodynamics"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading4"><h4 id="Antiandrogenic_activity">Antiandrogenic activity</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=8" title="Edit section: Antiandrogenic activity"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Apalutamide acts as a <a href="/wiki/Binding_selectivity" title="Binding selectivity">selective</a> <a href="/wiki/Competitive_antagonist" class="mw-redirect" title="Competitive antagonist">competitive</a> <a href="/wiki/Silent_antagonist" class="mw-redirect" title="Silent antagonist">silent antagonist</a> of the <a href="/wiki/Androgen_receptor" title="Androgen receptor">androgen receptor</a> (AR), via the <a href="/wiki/Ligand-binding_domain" class="mw-redirect" title="Ligand-binding domain">ligand-binding domain</a>, and hence is an <a href="/wiki/Antiandrogen" title="Antiandrogen">antiandrogen</a>.<sup id="cite_ref-pmid29626324_10-9" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22266222_14-2" class="reference"><a href="#cite_note-pmid22266222-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22852027_11-2" class="reference"><a href="#cite_note-pmid22852027-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23337756_16-2" class="reference"><a href="#cite_note-pmid23337756-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> It is similar both <a href="/wiki/Chemical_structure" title="Chemical structure">structurally</a> and <a href="/wiki/Pharmacology" title="Pharmacology">pharmacologically</a> to the <a href="/wiki/Second-generation_nonsteroidal_antiandrogen" class="mw-redirect" title="Second-generation nonsteroidal antiandrogen">second-generation NSAA</a> <a href="/wiki/Enzalutamide" title="Enzalutamide">enzalutamide</a>,<sup id="cite_ref-pmid23819055_19-1" class="reference"><a href="#cite_note-pmid23819055-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Tao2014_25-0" class="reference"><a href="#cite_note-Tao2014-25"><span class="cite-bracket">[</span>25<span class="cite-bracket">]</span></a></sup> but shows some advantages, including higher antiandrogenic activity as well as several-fold reduced <a href="/wiki/Central_nervous_system" title="Central nervous system">central nervous system</a> <a href="/wiki/Distribution_(pharmacology)" title="Distribution (pharmacology)">distribution</a>.<sup id="cite_ref-pmid22266222_14-3" class="reference"><a href="#cite_note-pmid22266222-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22852027_11-3" class="reference"><a href="#cite_note-pmid22852027-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23337756_16-3" class="reference"><a href="#cite_note-pmid23337756-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> The latter difference may reduce its comparative risk of <a href="/wiki/Seizure" title="Seizure">seizures</a> and other central side effects.<sup id="cite_ref-pmid22266222_14-4" class="reference"><a href="#cite_note-pmid22266222-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22852027_11-4" class="reference"><a href="#cite_note-pmid22852027-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid23337756_16-4" class="reference"><a href="#cite_note-pmid23337756-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> Apalutamide has 5- to 10-fold greater <a href="/wiki/Affinity_(pharmacology)" class="mw-redirect" title="Affinity (pharmacology)">affinity</a> for the AR than <a href="/wiki/Bicalutamide" title="Bicalutamide">bicalutamide</a>, a <a href="/wiki/First-generation_nonsteroidal_antiandrogen" class="mw-redirect" title="First-generation nonsteroidal antiandrogen">first-generation NSAA</a>.<sup id="cite_ref-KawaharaMiyamoto2014_18-1" class="reference"><a href="#cite_note-KawaharaMiyamoto2014-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KimRyan2015_17-1" class="reference"><a href="#cite_note-KimRyan2015-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </p><p>The acquired F876L mutation of the AR identified in advanced prostate cancer cells has been found to confer resistance to both enzalutamide and apalutamide.<sup id="cite_ref-pmid23779130_26-0" class="reference"><a href="#cite_note-pmid23779130-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24019330_27-0" class="reference"><a href="#cite_note-pmid24019330-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> A newer NSAA, <a href="/wiki/Darolutamide" title="Darolutamide">darolutamide</a>, is not affected by this mutation, nor has it been found to be affected by any other tested/well-known AR mutations.<sup id="cite_ref-pmid26137992_28-0" class="reference"><a href="#cite_note-pmid26137992-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup> Apalutamide may be effective in a subset of prostate cancer patients with acquired resistance to <a href="/wiki/Abiraterone_acetate" title="Abiraterone acetate">abiraterone acetate</a>.<sup id="cite_ref-pmid23819055_19-2" class="reference"><a href="#cite_note-pmid23819055-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading4"><h4 id="Other_activities">Other activities</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=9" title="Edit section: Other activities"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Apalutamide shows potent <a href="/wiki/Enzyme_inducer" title="Enzyme inducer">induction</a> potential of <a href="/wiki/Cytochrome_P450" title="Cytochrome P450">cytochrome P450</a> <a href="/wiki/Enzyme" title="Enzyme">enzymes</a> similarly to enzalutamide.<sup id="cite_ref-Erleada_FDA_label_2-31" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-FizaziAlbiges2015_29-0" class="reference"><a href="#cite_note-FizaziAlbiges2015-29"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-IvachtchenkoMitkin2014_30-0" class="reference"><a href="#cite_note-IvachtchenkoMitkin2014-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> It is a strong inducer of <a href="/wiki/CYP3A4" title="CYP3A4">CYP3A4</a> and <a href="/wiki/CYP2C19" title="CYP2C19">CYP2C19</a> and a weak inducer of <a href="/wiki/CYP2C9" title="CYP2C9">CYP2C9</a>, as well as an inducer of <a href="/wiki/UDP-glucuronosyltransferase" class="mw-redirect" title="UDP-glucuronosyltransferase">UDP-glucuronosyltransferase</a>.<sup id="cite_ref-Erleada_FDA_label_2-32" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> In addition, apalutamide is an inducer of <a href="/wiki/P-glycoprotein" title="P-glycoprotein">P-glycoprotein</a>, <a href="/wiki/ABCG2" title="ABCG2">ABCG2</a>, and <a href="/wiki/OATP1B1" class="mw-redirect" title="OATP1B1">OATP1B1</a>.<sup id="cite_ref-Erleada_FDA_label_2-33" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p><p>Apalutamide binds weakly to and <a href="/wiki/Negative_allosteric_modulator" class="mw-redirect" title="Negative allosteric modulator">inhibits</a> the <a href="/wiki/GABAA_receptor" title="GABAA receptor">GABA<sub>A</sub> receptor</a> <i><a href="/wiki/In_vitro" title="In vitro">in vitro</a></i> similarly to enzalutamide (<a href="/wiki/Half-maximal_inhibitory_concentration" class="mw-redirect" title="Half-maximal inhibitory concentration"><abbr title="half-maximal inhibitory concentration">IC<sub>50</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip half-maximal inhibitory concentration</span> = 3.0 and 2.7 μM, respectively),<sup id="cite_ref-pmid22266222_14-5" class="reference"><a href="#cite_note-pmid22266222-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> but due to its relatively lower central concentrations, may have a lower risk of <a href="/wiki/Seizure" title="Seizure">seizures</a> in comparison.<sup id="cite_ref-pmid22266222_14-6" class="reference"><a href="#cite_note-pmid22266222-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid22852027_11-5" class="reference"><a href="#cite_note-pmid22852027-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24100689_20-1" class="reference"><a href="#cite_note-pmid24100689-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p><p>Apalutamide has been found to significantly and concentration-dependently increase <a href="/wiki/QT_interval" title="QT interval">QT interval</a>.<sup id="cite_ref-Erleada_FDA_label_2-34" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Pharmacokinetics">Pharmacokinetics</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=10" title="Edit section: Pharmacokinetics"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The mean <a href="/wiki/Absolute_bioavailability" class="mw-redirect" title="Absolute bioavailability">absolute</a> <a href="/wiki/Oral_administration" title="Oral administration">oral</a> <a href="/wiki/Bioavailability" title="Bioavailability">bioavailability</a> of apalutamide is 100%.<sup id="cite_ref-Erleada_FDA_label_2-35" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Mean <a href="/wiki/Tmax_(pharmacology)" class="mw-redirect" title="Tmax (pharmacology)">peak levels</a> of apalutamide occur 2 hours following administration, with a range of 1 to 5 hours.<sup id="cite_ref-Erleada_FDA_label_2-36" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Food delays the median time to peak levels of apalutamide by approximately 2 hours, with no significant changes in the peak levels themselves or in <a href="/wiki/Area-under-curve_(pharmacokinetics)" class="mw-redirect" title="Area-under-curve (pharmacokinetics)">area-under-curve</a> levels.<sup id="cite_ref-Erleada_FDA_label_2-37" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Steady_state_(pharmacokinetics)" class="mw-redirect" title="Steady state (pharmacokinetics)">Steady-state</a> levels of apalutamide are achieved following 4 weeks of administration, with an approximate 5-fold accumulation.<sup id="cite_ref-Erleada_FDA_label_2-38" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Cmax_(pharmacology)" title="Cmax (pharmacology)">Peak concentrations</a> for 160 mg/day apalutamide at steady-state are 6.0 μg/mL (12.5 μmol/L),<sup id="cite_ref-Erleada_FDA_label_2-39" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> relative to peak levels of 16.6 μg/mL (35.7 μmol/L) for 160 mg/day <a href="/wiki/Enzalutamide" title="Enzalutamide">enzalutamide</a> and mean (<i>R</i>)-bicalutamide levels of 21.6 μg/mL (50.2 μmol/L) for 150 mg/day <a href="/wiki/Bicalutamide" title="Bicalutamide">bicalutamide</a>.<sup id="cite_ref-XtandiLabel_31-0" class="reference"><a href="#cite_note-XtandiLabel-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid15509184_32-0" class="reference"><a href="#cite_note-pmid15509184-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup> The mean <a href="/wiki/Volume_of_distribution" title="Volume of distribution">volume of distribution</a> of apalutamide at steady-state is approximately 276 L.<sup id="cite_ref-Erleada_FDA_label_2-40" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> The <a href="/wiki/Plasma_protein_binding" title="Plasma protein binding">plasma protein binding</a> of apalutamide is 96%, while that of its major <a href="/wiki/Metabolite" title="Metabolite">metabolite</a> <a href="/wiki/N-desmethylapalutamide" class="mw-redirect" title="N-desmethylapalutamide">N-desmethylapalutamide</a> is 95%, both irrespective of concentration.<sup id="cite_ref-Erleada_FDA_label_2-41" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p><p>Apalutamide is <a href="/wiki/Metabolism" title="Metabolism">metabolized</a> in the <a href="/wiki/Liver" title="Liver">liver</a> by <a href="/wiki/CYP2C8" title="CYP2C8">CYP2C8</a> and <a href="/wiki/CYP3A4" title="CYP3A4">CYP3A4</a>.<sup id="cite_ref-Erleada_FDA_label_2-42" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> A major <a href="/wiki/Active_metabolite" title="Active metabolite">active metabolite</a>, N-desmethylapalutamide, is formed by these <a href="/wiki/Enzyme" title="Enzyme">enzymes</a>, with similar contribution of each of these enzymes to its formation at steady-state.<sup id="cite_ref-Erleada_FDA_label_2-43" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Following a single oral dose of 200 mg apalutamide, apalutamide represented 45% and N-desmethylapalutamide 44% of total area-under-curve levels.<sup id="cite_ref-Erleada_FDA_label_2-44" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> The mean <a href="/wiki/Elimination_half-life" class="mw-redirect" title="Elimination half-life">elimination half-life</a> of apalutamide at steady-state is 3 to 4 days.<sup id="cite_ref-Erleada_FDA_label_2-45" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-RathkopfMorris2013_7-1" class="reference"><a href="#cite_note-RathkopfMorris2013-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> Fluctuations in apalutamide exposure are low and levels are stable throughout the day, with mean peak-to-trough ratios of 1.63 for apalutamide and 1.27–1.3 for N-desmethylapalutamide.<sup id="cite_ref-Erleada_FDA_label_2-46" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> After a single dose of apalutamide, its <a href="/wiki/Clearance_(pharmacology)" title="Clearance (pharmacology)">clearance</a> rate (CL/F) was 1.3 L/h, while its clearance rate increased to 2.0 L/h at steady-state.<sup id="cite_ref-pmid29626324_10-10" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> This change is considered to be likely due to CYP3A4 <a href="/wiki/Enzyme_induction_and_inhibition" title="Enzyme induction and inhibition">auto-induction</a>.<sup id="cite_ref-pmid29626324_10-11" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> Approximately 65% of apalutamide is <a href="/wiki/Excretion" title="Excretion">excreted</a> in <a href="/wiki/Urine" title="Urine">urine</a> (1.2% as unchanged apalutamide and 2.7% as N-desmethylapalutamide) while 24% is excreted in <a href="/wiki/Feces" title="Feces">feces</a> (1.5% as unchanged apalutamide and 2% as N-desmethylapalutamide).<sup id="cite_ref-Erleada_FDA_label_2-47" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</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=Apalutamide&action=edit&section=11" title="Edit section: Chemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1236090951">.mw-parser-output .hatnote{font-style:italic}.mw-parser-output div.hatnote{padding-left:1.6em;margin-bottom:0.5em}.mw-parser-output .hatnote i{font-style:normal}.mw-parser-output .hatnote+link+.hatnote{margin-top:-0.5em}@media print{body.ns-0 .mw-parser-output .hatnote{display:none!important}}</style><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Nonsteroidal_antiandrogen" title="Nonsteroidal antiandrogen">Nonsteroidal antiandrogen</a> and <a href="/wiki/List_of_antiandrogens#Nonsteroidal_antiandrogens" title="List of antiandrogens">List of antiandrogens § Nonsteroidal antiandrogens</a></div> <p>Apalutamide is a <a href="/wiki/Structural_analog" title="Structural analog">structural analogue</a> of <a href="/wiki/Enzalutamide" title="Enzalutamide">enzalutamide</a> and <a href="/wiki/RD-162" title="RD-162">RD-162</a>.<sup id="cite_ref-KawaharaMiyamoto2014_18-2" class="reference"><a href="#cite_note-KawaharaMiyamoto2014-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid19359544_33-0" class="reference"><a href="#cite_note-pmid19359544-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup> It is a <a href="/wiki/Pyridine" title="Pyridine">pyridyl</a> variant of <a href="/wiki/RD-162" title="RD-162">RD-162</a>. Enzalutamide and RD-162 were derived from the <a href="/wiki/Nonsteroidal_androgen" class="mw-redirect" title="Nonsteroidal androgen">nonsteroidal androgen</a> <a href="/wiki/RU-59063" title="RU-59063">RU-59063</a>, which itself was derived from the <a href="/wiki/Nonsteroidal_antiandrogen#First-generation" title="Nonsteroidal antiandrogen">first-generation</a> NSAA <a href="/wiki/Nilutamide" title="Nilutamide">nilutamide</a> and by extension from <a href="/wiki/Flutamide" title="Flutamide">flutamide</a>.<sup id="cite_ref-pmid20853390_34-0" class="reference"><a href="#cite_note-pmid20853390-34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup> </p> <style data-mw-deduplicate="TemplateStyles:r1214851843">.mw-parser-output .hidden-begin{box-sizing:border-box;width:100%;padding:5px;border:none;font-size:95%}.mw-parser-output .hidden-title{font-weight:bold;line-height:1.6;text-align:left}.mw-parser-output .hidden-content{text-align:left}@media all and (max-width:500px){.mw-parser-output .hidden-begin{width:auto!important;clear:none!important;float:none!important}}</style><div class="hidden-begin mw-collapsible mw-collapsible-leftside-toggle mw-collapsed" style=""><div class="hidden-title skin-nightmode-reset-color" style="">Chemical structures of apalutamide and its predecessors</div><div class="hidden-content mw-collapsible-content" style=""> <ul class="gallery mw-gallery-traditional"> <li class="gallerybox" style="width: 155px"> <div class="thumb" style="width: 150px; height: 150px;"><span typeof="mw:File"><a href="/wiki/File:Flutamide.svg" class="mw-file-description" title="Flutamide"><img alt="Flutamide" src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/Flutamide.svg/120px-Flutamide.svg.png" decoding="async" width="120" height="72" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/Flutamide.svg/180px-Flutamide.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d6/Flutamide.svg/240px-Flutamide.svg.png 2x" data-file-width="512" data-file-height="306" /></a></span></div> <div class="gallerytext"><a href="/wiki/Flutamide" title="Flutamide">Flutamide</a></div> </li> <li class="gallerybox" style="width: 155px"> <div class="thumb" style="width: 150px; height: 150px;"><span typeof="mw:File"><a href="/wiki/File:Nilutamide.svg" class="mw-file-description" title="Nilutamide"><img alt="Nilutamide" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ea/Nilutamide.svg/120px-Nilutamide.svg.png" decoding="async" width="120" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ea/Nilutamide.svg/250px-Nilutamide.svg.png 1.5x" data-file-width="512" data-file-height="379" /></a></span></div> <div class="gallerytext"><a href="/wiki/Nilutamide" title="Nilutamide">Nilutamide</a></div> </li> <li class="gallerybox" style="width: 155px"> <div class="thumb" style="width: 150px; height: 150px;"><span typeof="mw:File"><a href="/wiki/File:RU-59063.svg" class="mw-file-description" title="RU-59063"><img alt="RU-59063" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/ad/RU-59063.svg/120px-RU-59063.svg.png" decoding="async" width="120" height="52" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/ad/RU-59063.svg/180px-RU-59063.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/ad/RU-59063.svg/240px-RU-59063.svg.png 2x" data-file-width="912" data-file-height="392" /></a></span></div> <div class="gallerytext"><a href="/wiki/RU-59063" title="RU-59063">RU-59063</a></div> </li> <li class="gallerybox" style="width: 155px"> <div class="thumb" style="width: 150px; height: 150px;"><span typeof="mw:File"><a href="/wiki/File:Enzalutamide-01.svg" class="mw-file-description" title="Enzalutamide"><img alt="Enzalutamide" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/ae/Enzalutamide-01.svg/120px-Enzalutamide-01.svg.png" decoding="async" width="120" height="58" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/ae/Enzalutamide-01.svg/180px-Enzalutamide-01.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/ae/Enzalutamide-01.svg/240px-Enzalutamide-01.svg.png 2x" data-file-width="512" data-file-height="249" /></a></span></div> <div class="gallerytext"><a href="/wiki/Enzalutamide" title="Enzalutamide">Enzalutamide</a></div> </li> <li class="gallerybox" style="width: 155px"> <div class="thumb" style="width: 150px; height: 150px;"><span typeof="mw:File"><a href="/wiki/File:RD-162_chemical_structure.png" class="mw-file-description" title="RD-162"><img alt="RD-162" src="//upload.wikimedia.org/wikipedia/commons/thumb/9/9c/RD-162_chemical_structure.png/120px-RD-162_chemical_structure.png" decoding="async" width="120" height="58" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/9c/RD-162_chemical_structure.png/250px-RD-162_chemical_structure.png 1.5x" data-file-width="1418" data-file-height="680" /></a></span></div> <div class="gallerytext"><a href="/wiki/RD-162" title="RD-162">RD-162</a></div> </li> <li class="gallerybox" style="width: 155px"> <div class="thumb" style="width: 150px; height: 150px;"><span typeof="mw:File"><a href="/wiki/File:Apalutamide.svg" class="mw-file-description" title="Apalutamide"><img alt="Apalutamide" src="//upload.wikimedia.org/wikipedia/commons/thumb/1/11/Apalutamide.svg/120px-Apalutamide.svg.png" decoding="async" width="120" height="60" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/11/Apalutamide.svg/180px-Apalutamide.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/11/Apalutamide.svg/240px-Apalutamide.svg.png 2x" data-file-width="512" data-file-height="254" /></a></span></div> <div class="gallerytext">Apalutamide</div> </li> </ul> </div></div> <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=Apalutamide&action=edit&section=12" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Apalutamide was originated by the <a href="/wiki/University_of_California" title="University of California">University of California</a> system and was developed primarily by <a href="/wiki/Janssen_Research_%26_Development" class="mw-redirect" title="Janssen Research & Development">Janssen Research & Development</a>, a division of <a href="/wiki/Johnson_%26_Johnson" title="Johnson & Johnson">Johnson & Johnson</a>.<sup id="cite_ref-AdisInsight_35-0" class="reference"><a href="#cite_note-AdisInsight-35"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup> It was first described in the literature in a United States <a href="/wiki/Patent_application" title="Patent application">patent application</a> that was published in November 2007 and in another that was submitted in July 2010.<sup id="cite_ref-WO2007126765_15-1" class="reference"><a href="#cite_note-WO2007126765-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-US8461343_36-0" class="reference"><a href="#cite_note-US8461343-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup> A March 2012 publication described the discovery and development of apalutamide.<sup id="cite_ref-pmid22266222_14-7" class="reference"><a href="#cite_note-pmid22266222-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> A <a href="/wiki/Phases_of_clinical_research" title="Phases of clinical research">phase I</a> <a href="/wiki/Clinical_trial" title="Clinical trial">clinical trial</a> of apalutamide was completed by March 2012, and the results of this study were published in 2013.<sup id="cite_ref-pmid22266222_14-8" class="reference"><a href="#cite_note-pmid22266222-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid24002508_37-0" class="reference"><a href="#cite_note-pmid24002508-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> Information on <a href="/wiki/Phases_of_clinical_research#Phase_III" title="Phases of clinical research">phase III</a> clinical studies, including ATLAS, SPARTAN, and TITAN, was published between 2014 and 2016.<sup id="cite_ref-SmithLiu2014_38-0" class="reference"><a href="#cite_note-SmithLiu2014-38"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-BossiDearnaley2016_39-0" class="reference"><a href="#cite_note-BossiDearnaley2016-39"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-ChiChowdhury2016_40-0" class="reference"><a href="#cite_note-ChiChowdhury2016-40"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup> Positive results for phase III trials were first described in 2017, and Janssen submitted a <a href="/wiki/New_Drug_Application" title="New Drug Application">New Drug Application</a> for apalutamide to the United States Food and Drug Administration on 11 October 2017.<sup id="cite_ref-PRNewsWire_41-0" class="reference"><a href="#cite_note-PRNewsWire-41"><span class="cite-bracket">[</span>41<span class="cite-bracket">]</span></a></sup> Apalutamide was approved by the Food and Drug Administration in the United States, under the brand name Erleada, for the treatment of non-metastatic castration-resistant prostate cancer in February 2018.<sup id="cite_ref-FDA2018_8-2" class="reference"><a href="#cite_note-FDA2018-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Medscape2018_9-4" class="reference"><a href="#cite_note-Medscape2018-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> It was subsequently approved in Canada, the European Union, and Australia.<sup id="cite_ref-Drugs.com_42-0" class="reference"><a href="#cite_note-Drugs.com-42"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Erleada_EPAR_6-2" class="reference"><a href="#cite_note-Erleada_EPAR-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Society_and_culture">Society and culture</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=13" title="Edit section: Society and culture"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Generic_names">Generic names</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=14" title="Edit section: Generic names"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Apalutamide is the <a href="/wiki/Generic_term" class="mw-redirect" title="Generic term">generic name</a> of the medication and is its <a href="/wiki/International_nonproprietary_name" title="International nonproprietary name">international nonproprietary name</a>.<sup id="cite_ref-43" class="reference"><a href="#cite_note-43"><span class="cite-bracket">[</span>43<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Drugs.com_42-1" class="reference"><a href="#cite_note-Drugs.com-42"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup> It is also known by its developmental code names ARN-509 and JNJ-56021927.<sup id="cite_ref-AdisInsight_35-1" class="reference"><a href="#cite_note-AdisInsight-35"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid29626324_10-12" class="reference"><a href="#cite_note-pmid29626324-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Brand_names">Brand names</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=15" title="Edit section: Brand names"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Apalutamide is marketed under the brand names Erleada and Erlyand.<sup id="cite_ref-Erleada_FDA_label_2-48" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-FDA2018_8-3" class="reference"><a href="#cite_note-FDA2018-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Medscape2018_9-5" class="reference"><a href="#cite_note-Medscape2018-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Drugs.com_42-2" class="reference"><a href="#cite_note-Drugs.com-42"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Availability">Availability</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=16" title="Edit section: Availability"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Apalutamide is available in the United States, Canada, the European Union, and Australia.<sup id="cite_ref-Erleada_FDA_label_2-49" class="reference"><a href="#cite_note-Erleada_FDA_label-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-FDA2018_8-4" class="reference"><a href="#cite_note-FDA2018-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Medscape2018_9-6" class="reference"><a href="#cite_note-Medscape2018-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Drugs.com_42-3" class="reference"><a href="#cite_note-Drugs.com-42"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Erleada_EPAR_6-3" class="reference"><a href="#cite_note-Erleada_EPAR-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=17" 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"> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-Drugs.com_pregnancy-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-Drugs.com_pregnancy_1-0">^</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.drugs.com/pregnancy/apalutamide.html">"Apalutamide (Erleada) Use During Pregnancy"</a>. <i>Drugs.com</i>. 20 July 2020. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20201129142044/https://www.drugs.com/pregnancy/apalutamide.html">Archived</a> from the original on 29 November 2020<span class="reference-accessdate">. Retrieved <span class="nowrap">28 September</span> 2020</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Drugs.com&rft.atitle=Apalutamide+%28Erleada%29+Use+During+Pregnancy&rft.date=2020-07-20&rft_id=https%3A%2F%2Fwww.drugs.com%2Fpregnancy%2Fapalutamide.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AApalutamide" class="Z3988"></span></span> </li> <li id="cite_note-Erleada_FDA_label-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-Erleada_FDA_label_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-6"><sup><i><b>g</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-7"><sup><i><b>h</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-8"><sup><i><b>i</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-9"><sup><i><b>j</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-10"><sup><i><b>k</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-11"><sup><i><b>l</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-12"><sup><i><b>m</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-13"><sup><i><b>n</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-14"><sup><i><b>o</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-15"><sup><i><b>p</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-16"><sup><i><b>q</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-17"><sup><i><b>r</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-18"><sup><i><b>s</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-19"><sup><i><b>t</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-20"><sup><i><b>u</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-21"><sup><i><b>v</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-22"><sup><i><b>w</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-23"><sup><i><b>x</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-24"><sup><i><b>y</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-25"><sup><i><b>z</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-26"><sup><i><b>aa</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-27"><sup><i><b>ab</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-28"><sup><i><b>ac</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-29"><sup><i><b>ad</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-30"><sup><i><b>ae</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-31"><sup><i><b>af</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-32"><sup><i><b>ag</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-33"><sup><i><b>ah</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-34"><sup><i><b>ai</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-35"><sup><i><b>aj</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-36"><sup><i><b>ak</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-37"><sup><i><b>al</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-38"><sup><i><b>am</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-39"><sup><i><b>an</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-40"><sup><i><b>ao</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-41"><sup><i><b>ap</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-42"><sup><i><b>aq</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-43"><sup><i><b>ar</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-44"><sup><i><b>as</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-45"><sup><i><b>at</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-46"><sup><i><b>au</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-47"><sup><i><b>av</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-48"><sup><i><b>aw</b></i></sup></a> <a href="#cite_ref-Erleada_FDA_label_2-49"><sup><i><b>ax</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=d1cda4f7-cb33-46ea-b9ac-431f6452b1a5">"Erleada- apalutamide tablet, film coated"</a>. <i>DailyMed</i>. 27 October 2020. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20201109105822/https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=d1cda4f7-cb33-46ea-b9ac-431f6452b1a5">Archived</a> from the original on 9 November 2020<span class="reference-accessdate">. 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Retrieved <span class="nowrap">17 April</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Health+Canada&rft.atitle=Drug+and+medical+device+highlights+2018%3A+Helping+you+maintain+and+improve+your+health&rft.date=2020-10-14&rft_id=https%3A%2F%2Fwww.canada.ca%2Fen%2Fhealth-canada%2Fservices%2Fpublications%2Fdrugs-health-products%2Fdrug-medical-device-highlights-2018.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AApalutamide" class="Z3988"></span></span> </li> <li id="cite_note-Erleada_EPAR-6"><span class="mw-cite-backlink">^ <a href="#cite_ref-Erleada_EPAR_6-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Erleada_EPAR_6-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Erleada_EPAR_6-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-Erleada_EPAR_6-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.ema.europa.eu/en/medicines/human/EPAR/erleada">"Erleada EPAR"</a>. <i><a href="/wiki/European_Medicines_Agency" title="European Medicines Agency">European Medicines Agency</a> (EMA)</i>. 13 November 2018. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20201228034526/https://www.ema.europa.eu/en/medicines/human/EPAR/erleada">Archived</a> from the original on 28 December 2020<span class="reference-accessdate">. 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Janssen. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20180215084131/https://www.prnewswire.com/news-releases/janssen-submits-new-drug-application-to-us-fda-for-apalutamide-arn-509-to-treat-men-with-non-metastatic-castration-resistant-prostate-cancer-300534704.html">Archived</a> from the original on 15 February 2018<span class="reference-accessdate">. Retrieved <span class="nowrap">15 February</span> 2018</span> – via PR Newswire.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Janssen+Submits+New+Drug+Application+to+U.S.+FDA+for+Apalutamide+%28ARN-509%29+to+Treat+Men+with+Non-Metastatic+Castration-Resistant+Prostate+Cancer&rft.pub=Janssen&rft_id=https%3A%2F%2Fwww.prnewswire.com%2Fnews-releases%2Fjanssen-submits-new-drug-application-to-us-fda-for-apalutamide-arn-509-to-treat-men-with-non-metastatic-castration-resistant-prostate-cancer-300534704.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AApalutamide" class="Z3988"></span></span> </li> <li id="cite_note-Drugs.com-42"><span class="mw-cite-backlink">^ <a href="#cite_ref-Drugs.com_42-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Drugs.com_42-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-Drugs.com_42-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-Drugs.com_42-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.drugs.com/monograph/apalutamide.html">"Apalutamide Monograph for Professionals"</a>. <i>Drugs.com</i>. 10 April 2024. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20221210045939/https://www.drugs.com/monograph/apalutamide.html">Archived</a> from the original on 10 December 2022<span class="reference-accessdate">. Retrieved <span class="nowrap">16 August</span> 2024</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Drugs.com&rft.atitle=Apalutamide+Monograph+for+Professionals&rft.date=2024-04-10&rft_id=https%3A%2F%2Fwww.drugs.com%2Fmonograph%2Fapalutamide.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AApalutamide" class="Z3988"></span></span> </li> <li id="cite_note-43"><span class="mw-cite-backlink"><b><a href="#cite_ref-43">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFWorld_Health_Organization2016" class="citation journal cs1"><a href="/wiki/World_Health_Organization" title="World Health Organization">World Health Organization</a> (2016). "International nonproprietary names for pharmaceutical substances (INN): recommended INN: list 75". <i>WHO Drug Information</i>. <b>30</b> (1). <a href="/wiki/Hdl_(identifier)" class="mw-redirect" title="Hdl (identifier)">hdl</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://hdl.handle.net/10665%2F331046">10665/331046</a></span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=WHO+Drug+Information&rft.atitle=International+nonproprietary+names+for+pharmaceutical+substances+%28INN%29%3A+recommended+INN%3A+list+75&rft.volume=30&rft.issue=1&rft.date=2016&rft_id=info%3Ahdl%2F10665%2F331046&rft.au=World+Health+Organization&rfr_id=info%3Asid%2Fen.wikipedia.org%3AApalutamide" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="Further_reading">Further reading</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Apalutamide&action=edit&section=18" title="Edit section: Further reading"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFChongOhLiaw2018" class="citation journal cs1">Chong JT, Oh WK, Liaw BC (2018). <a rel="nofollow" class="external text" href="https://doi.org/10.2147%2FOTT.S147168">"Profile of apalutamide in the treatment of metastatic castration-resistant prostate cancer: evidence to date"</a>. <i>OncoTargets Ther</i>. <b>11</b>: <span class="nowrap">2141–</span>2147. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.2147%2FOTT.S147168">10.2147/OTT.S147168</a></span>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5905496">5905496</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/29695920">29695920</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=OncoTargets+Ther&rft.atitle=Profile+of+apalutamide+in+the+treatment+of+metastatic+castration-resistant+prostate+cancer%3A+evidence+to+date&rft.volume=11&rft.pages=%3Cspan+class%3D%22nowrap%22%3E2141-%3C%2Fspan%3E2147&rft.date=2018&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC5905496%23id-name%3DPMC&rft_id=info%3Apmid%2F29695920&rft_id=info%3Adoi%2F10.2147%2FOTT.S147168&rft.aulast=Chong&rft.aufirst=JT&rft.au=Oh%2C+WK&rft.au=Liaw%2C+BC&rft_id=https%3A%2F%2Fdoi.org%2F10.2147%252FOTT.S147168&rfr_id=info%3Asid%2Fen.wikipedia.org%3AApalutamide" class="Z3988"></span></li></ul> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist 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.navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Androgens_and_antiandrogens" title="Template:Androgens and antiandrogens"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Androgens_and_antiandrogens" title="Template talk:Androgens and antiandrogens"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Androgens_and_antiandrogens" title="Special:EditPage/Template:Androgens and antiandrogens"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Androgens_and_antiandrogens491" style="font-size:114%;margin:0 4em"><a href="/wiki/Androgen" title="Androgen">Androgens</a> and <a href="/wiki/Antiandrogen" title="Antiandrogen">antiandrogens</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Androgen" title="Androgen">Androgens</a><br />(incl. <a href="/wiki/Anabolic%E2%80%93androgenic_steroid" class="mw-redirect" title="Anabolic–androgenic steroid"><abbr title="anabolic–androgenic steroid">AAS</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip anabolic–androgenic steroid</span>)</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:9em;;text-align:center;"><a href="/wiki/Androgen_receptor" title="Androgen receptor"><abbr title="Androgen receptor">AR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Androgen receptor</span> <a href="/wiki/Agonist" title="Agonist">agonists</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Testosterone derivatives:</i> <a href="/wiki/Androstenediol_dipropionate" title="Androstenediol dipropionate">Androstenediol dipropionate</a></li> <li><a href="/wiki/Boldenone_undecylenate" title="Boldenone undecylenate">Boldenone undecylenate</a></li> <li><a href="/wiki/Clostebol" title="Clostebol">Clostebol</a></li> <li><a href="/wiki/Clostebol_acetate" title="Clostebol acetate">Clostebol acetate</a></li> <li><a href="/wiki/Clostebol_caproate" title="Clostebol caproate">Clostebol caproate</a></li> <li><a href="/wiki/Clostebol_propionate" title="Clostebol propionate">Clostebol propionate</a></li> <li><a href="/wiki/Cloxotestosterone_acetate" title="Cloxotestosterone acetate">Cloxotestosterone acetate</a></li> <li><a href="/wiki/Prasterone" title="Prasterone">Prasterone (dehydroepiandrosterone, DHEA)</a></li> <li><a href="/wiki/Prasterone_enanthate" title="Prasterone enanthate">Prasterone enanthate (DHEA enanthate)</a></li> <li><a href="/wiki/Prasterone_sulfate" title="Prasterone sulfate">Prasterone sulfate (DHEA sulfate)</a></li> <li><a href="/wiki/Quinbolone" title="Quinbolone">Quinbolone</a></li> <li><a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">Testosterone</a><sup>#</sup></li> <li><a href="/wiki/List_of_androgen_esters#Testosterone_esters" title="List of androgen esters">Testosterone esters</a> (e.g., <a href="/wiki/Testosterone_cypionate" title="Testosterone cypionate">testosterone cypionate</a>, <a href="/wiki/Testosterone_enanthate" title="Testosterone enanthate">testosterone enanthate</a>, <a href="/wiki/Testosterone_propionate" title="Testosterone propionate">testosterone propionate</a>, <a href="/wiki/Testosterone_undecanoate" title="Testosterone undecanoate">testosterone undecanoate</a>, <a href="/wiki/Testosterone_ester_mixture" class="mw-redirect" title="Testosterone ester mixture">testosterone ester mixtures</a> (<a href="/wiki/Deposterona" class="mw-redirect" title="Deposterona">Deposterona</a>, <a href="/wiki/Omnadren" class="mw-redirect" title="Omnadren">Omnadren</a>, <a href="/wiki/Testosterone_propionate/testosterone_phenylpropionate/testosterone_isocaproate/testosterone_decanoate" title="Testosterone propionate/testosterone phenylpropionate/testosterone isocaproate/testosterone decanoate">Sustanon</a>, <a href="/wiki/Testoviron_depot" class="mw-redirect" title="Testoviron depot">Testoviron Depot</a>))</li></ul> <ul><li><i>Dihydrotestosterone derivatives:</i> <a href="/wiki/Androstanolone" title="Androstanolone">Androstanolone (stanolone, dihydrotestosterone, DHT)</a></li> <li><a href="/wiki/List_of_androgen_esters#Dihydrotestosterone_esters" title="List of androgen esters">Androstanolone esters</a></li> <li><a href="/wiki/Bolazine_capronate" title="Bolazine capronate">Bolazine capronate</a></li> <li><a href="/wiki/Drostanolone_propionate" title="Drostanolone propionate">Drostanolone propionate (dromostanolone propionate)</a></li> <li><a href="/wiki/Epitiostanol" title="Epitiostanol">Epitiostanol</a></li> <li><a href="/wiki/Mepitiostane" title="Mepitiostane">Mepitiostane</a></li> <li><a href="/wiki/Mesterolone" title="Mesterolone">Mesterolone</a></li> <li><a href="/wiki/Metenolone_acetate" title="Metenolone acetate">Metenolone acetate (methenolone acetate)</a></li> <li><a href="/wiki/Metenolone_enanthate" title="Metenolone enanthate">Metenolone enanthate (methenolone enanthate)</a></li> <li><a href="/wiki/Stenbolone_acetate" title="Stenbolone acetate">Stenbolone acetate</a></li></ul> <ul><li><i>19-Nortestosterone derivatives:</i> <a href="/wiki/Bolandiol_dipropionate" title="Bolandiol dipropionate">Bolandiol dipropionate</a></li> <li><a href="/wiki/List_of_androgen_esters#Nandrolone_esters" title="List of androgen esters">Nandrolone esters</a> (e.g., <a href="/wiki/Nandrolone_decanoate" title="Nandrolone decanoate">nandrolone decanoate</a>, <a href="/wiki/Nandrolone_phenylpropionate" title="Nandrolone phenylpropionate">nandrolone phenylpropionate</a>)</li> <li><a href="/wiki/Norclostebol" title="Norclostebol">Norclostebol</a></li> <li><a href="/wiki/Norclostebol_acetate" title="Norclostebol acetate">Norclostebol acetate</a></li> <li><a href="/wiki/Oxabolone_cipionate" title="Oxabolone cipionate">Oxabolone cipionate (oxabolone cypionate)</a></li> <li><a href="/wiki/Trenbolone_acetate" title="Trenbolone acetate">Trenbolone acetate</a></li> <li><a href="/wiki/Trenbolone_hexahydrobenzylcarbonate" title="Trenbolone hexahydrobenzylcarbonate">Trenbolone hexahydrobenzylcarbonate (trenbolone cyclohexylmethylcarbonate)</a></li></ul> <ul><li><i>17α-Alkylated testosterone derivatives:</i> <a href="/wiki/Bolasterone" title="Bolasterone">Bolasterone</a></li> <li><a href="/wiki/Calusterone" title="Calusterone">Calusterone</a></li> <li><a href="/wiki/Chlorodehydromethyltestosterone" title="Chlorodehydromethyltestosterone">Chlorodehydromethyltestosterone (CDMT)</a></li> <li><a href="/wiki/Fluoxymesterone" title="Fluoxymesterone">Fluoxymesterone</a></li> <li><a href="/wiki/Formebolone" title="Formebolone">Formebolone</a></li> <li><a href="/wiki/Metandienone" title="Metandienone">Metandienone (methandienone, methandrostenolone)</a></li> <li><a href="/wiki/Methandriol" title="Methandriol">Methandriol (methylandrostenediol)</a></li> <li><a href="/wiki/Methandriol_bisenanthoyl_acetate" title="Methandriol bisenanthoyl acetate">Methandriol bisenanthoyl acetate</a></li> <li><a href="/wiki/Methandriol_dipropionate" title="Methandriol dipropionate">Methandriol dipropionate</a></li> <li><a href="/wiki/Methandriol_propionate" title="Methandriol propionate">Methandriol propionate</a></li> <li><a href="/wiki/Methyltestosterone" title="Methyltestosterone">Methyltestosterone</a></li> <li><a href="/wiki/Methyltestosterone_3-hexyl_ether" title="Methyltestosterone 3-hexyl ether">Methyltestosterone 3-hexyl ether</a></li> <li><a href="/wiki/Oxymesterone" title="Oxymesterone">Oxymesterone</a></li> <li><a href="/wiki/Penmesterol" title="Penmesterol">Penmesterol</a></li> <li><a href="/wiki/Tiomesterone" title="Tiomesterone">Tiomesterone (thiomesterone)</a></li></ul> <ul><li><i>17α-Alkylated dihydrotestosterone derivatives:</i> <a href="/wiki/Androisoxazole" title="Androisoxazole">Androisoxazole</a></li> <li><a href="/wiki/Furazabol" title="Furazabol">Furazabol</a></li> <li><a href="/wiki/Mebolazine" title="Mebolazine">Mebolazine (dimethazine)</a></li> <li><a href="/wiki/Mestanolone" title="Mestanolone">Mestanolone</a></li> <li><a href="/wiki/Oxandrolone" title="Oxandrolone">Oxandrolone</a></li> <li><a href="/wiki/Oxymetholone" title="Oxymetholone">Oxymetholone</a></li> <li><a href="/wiki/Stanozolol" title="Stanozolol">Stanozolol</a></li></ul> <ul><li><i>17α-Alkylated 19-nortestosterone derivatives:</i> <a href="/wiki/Ethylestrenol" title="Ethylestrenol">Ethylestrenol</a></li> <li><a href="/wiki/Mibolerone" title="Mibolerone">Mibolerone</a></li> <li><a href="/wiki/Norethandrolone" title="Norethandrolone">Norethandrolone</a></li> <li><a href="/wiki/Normethandrone" title="Normethandrone">Normethandrone (methylestrenolone, normethisterone)</a></li> <li><a href="/wiki/Propetandrol" title="Propetandrol">Propetandrol (propethandrol)</a></li></ul> <ul><li><i>17α-Vinyltestosterone derivatives:</i> <a href="/wiki/Norvinisterone" title="Norvinisterone">Norvinisterone (vinylnortestosterone)</a></li></ul> <ul><li><i>17α-Ethynyltestosterone derivatives:</i> <a href="/wiki/Danazol" title="Danazol">Danazol</a></li> <li><a href="/wiki/Gestrinone" title="Gestrinone">Gestrinone</a></li> <li><a href="/wiki/Progestin" class="mw-redirect" title="Progestin">Progestins</a> (e.g., <a href="/wiki/Ethisterone" title="Ethisterone">ethisterone (ethynyltestosterone)</a>, <a href="/wiki/Levonorgestrel" title="Levonorgestrel">levonorgestrel</a>, <a href="/wiki/Norgestrel" title="Norgestrel">norgestrel</a>, <a href="/wiki/Norethisterone" title="Norethisterone">norethisterone (norethindrone)</a>, <a href="/wiki/Lynestrenol" title="Lynestrenol">lynestrenol</a>, <a href="/wiki/Norgestrienone" title="Norgestrienone">norgestrienone</a>)</li> <li><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a></li></ul> <ul><li><i>Progesterone derivatives:</i> <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:9em;;text-align:center;"><a href="/wiki/Progonadotropin" title="Progonadotropin">Progonadotropins</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/Antiestrogen" title="Antiestrogen">Antiestrogens</a> (e.g., <a href="/wiki/Tamoxifen" title="Tamoxifen">tamoxifen</a>, <a href="/wiki/Clomifene" title="Clomifene">clomifene</a>)</li> <li><a href="/wiki/GnRH_agonist" class="mw-redirect" title="GnRH agonist">GnRH agonists</a> (e.g., <a href="/wiki/Gonadotropin-releasing_hormone" title="Gonadotropin-releasing hormone">GnRH (gonadorelin)</a>, <a href="/wiki/Leuprorelin" title="Leuprorelin">leuprorelin</a>)</li> <li><a href="/wiki/Gonadotropin" title="Gonadotropin">Gonadotropins</a> (e.g., <a href="/wiki/Luteinizing_hormone" title="Luteinizing hormone"><abbr title="luteinizing hormone">LH</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip luteinizing hormone</span>, <a href="/wiki/Human_chorionic_gonadotropin" title="Human chorionic gonadotropin"><abbr title="human chorionic gonadotropin">hCG</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip human chorionic gonadotropin</span>)</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/Antiandrogen" title="Antiandrogen">Antiandrogens</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:9em;;text-align:center;"><a href="/wiki/Androgen_receptor" title="Androgen receptor"><abbr title="Androgen receptor">AR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Androgen receptor</span> <a href="/wiki/Receptor_antagonist" title="Receptor antagonist">antagonists</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Steroidal:</i> <a href="/wiki/Abiraterone_acetate" title="Abiraterone acetate">Abiraterone acetate</a> <a href="/wiki/Niraparib/abiraterone_acetate" title="Niraparib/abiraterone acetate">+niraparib</a></li> <li><a href="/wiki/Canrenone" title="Canrenone">Canrenone</a></li> <li><a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a></li> <li><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></li> <li><a href="/wiki/Delmadinone_acetate" title="Delmadinone acetate">Delmadinone acetate</a></li> <li><a href="/wiki/Dienogest" title="Dienogest">Dienogest</a></li> <li><a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a></li> <li><a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a></li> <li><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></li> <li><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a></li> <li><a href="/wiki/Osaterone_acetate" title="Osaterone acetate">Osaterone acetate</a></li> <li><a href="/wiki/Oxendolone" title="Oxendolone">Oxendolone</a></li> <li><a href="/wiki/Potassium_canrenoate" title="Potassium canrenoate">Potassium canrenoate</a></li> <li><a href="/wiki/Spironolactone" title="Spironolactone">Spironolactone</a></li></ul> <ul><li><i>Nonsteroidal:</i> <a class="mw-selflink selflink">Apalutamide</a></li> <li><a href="/wiki/Bicalutamide" title="Bicalutamide">Bicalutamide</a></li> <li><a href="/wiki/Cimetidine" title="Cimetidine">Cimetidine</a></li> <li><a href="/wiki/Darolutamide" title="Darolutamide">Darolutamide</a></li> <li><a href="/wiki/Enzalutamide" title="Enzalutamide">Enzalutamide</a></li> <li><a href="/wiki/Flutamide" title="Flutamide">Flutamide</a></li> <li><a href="/wiki/Ketoconazole" title="Ketoconazole">Ketoconazole</a></li> <li><a href="/wiki/Nilutamide" title="Nilutamide">Nilutamide</a></li> <li><a href="/wiki/Seviteronel" title="Seviteronel">Seviteronel</a><sup>†</sup></li> <li><a href="/wiki/Topilutamide" title="Topilutamide">Topilutamide (fluridil)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:9em;;text-align:center;"><a href="/wiki/Steroidogenesis_inhibitor" title="Steroidogenesis inhibitor">Steroidogenesis<br />inhibitors</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5%CE%B1-Reductase_inhibitor" title="5α-Reductase inhibitor">5α-Reductase</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/Alfatradiol" title="Alfatradiol">Alfatradiol</a></li> <li><a href="/wiki/Dutasteride" title="Dutasteride">Dutasteride</a></li> <li><a href="/wiki/Epristeride" title="Epristeride">Epristeride</a></li> <li><a href="/wiki/Finasteride" title="Finasteride">Finasteride</a></li> <li><a href="/wiki/Saw_palmetto_extract" title="Saw palmetto extract">Saw palmetto extract</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Abiraterone_acetate" title="Abiraterone acetate">Abiraterone acetate</a> <a href="/wiki/Niraparib/abiraterone_acetate" title="Niraparib/abiraterone acetate">+niraparib</a></li> <li><a href="/wiki/Aminoglutethimide" title="Aminoglutethimide">Aminoglutethimide</a></li> <li><a href="/wiki/Bifluranol" title="Bifluranol">Bifluranol</a></li> <li><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></li> <li><a href="/wiki/Flutamide" title="Flutamide">Flutamide</a></li> <li><a href="/wiki/Ketoconazole" title="Ketoconazole">Ketoconazole</a></li> <li><a href="/wiki/Nilutamide" title="Nilutamide">Nilutamide</a></li> <li><a href="/wiki/Seviteronel" title="Seviteronel">Seviteronel</a><sup>†</sup></li> <li><a href="/wiki/Spironolactone" title="Spironolactone">Spironolactone</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:9em;;text-align:center;"><a href="/wiki/Antigonadotropin" title="Antigonadotropin">Antigonadotropins</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/D2_receptor" class="mw-redirect" title="D2 receptor">D<sub>2</sub> receptor</a> <a href="/wiki/Dopamine_antagonist" title="Dopamine antagonist">antagonists</a> (<a href="/wiki/Prolactin_releaser" class="mw-redirect" title="Prolactin releaser">prolactin releasers</a>) (e.g., <a href="/wiki/Domperidone" title="Domperidone">domperidone</a>, <a href="/wiki/Metoclopramide" title="Metoclopramide">metoclopramide</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>, <a href="/wiki/Haloperidol" title="Haloperidol">haloperidol</a>, <a href="/wiki/Chlorpromazine" title="Chlorpromazine">chlorpromazine</a>, <a href="/wiki/Sulpiride" title="Sulpiride">sulpiride</a>)</li> <li><a href="/wiki/Estrogen" title="Estrogen">Estrogens</a> (e.g., <a href="/wiki/Bifluranol" title="Bifluranol">bifluranol</a>, <a href="/wiki/Diethylstilbestrol" title="Diethylstilbestrol">diethylstilbestrol</a>, <a href="/wiki/Estradiol" title="Estradiol">estradiol</a>, <a href="/wiki/List_of_estrogen_esters#Estradiol_esters" title="List of estrogen esters">estradiol esters</a>, <a href="/wiki/Ethinylestradiol" title="Ethinylestradiol">ethinylestradiol</a>, <a href="/wiki/Ethinylestradiol_sulfonate" title="Ethinylestradiol sulfonate">ethinylestradiol sulfonate</a>, <a href="/wiki/Paroxypropione" title="Paroxypropione">paroxypropione</a>)</li> <li><a href="/wiki/GnRH_agonist" class="mw-redirect" title="GnRH agonist">GnRH agonists</a> (e.g., <a href="/wiki/Leuprorelin" title="Leuprorelin">leuprorelin</a>)</li> <li><a href="/wiki/GnRH_antagonist" class="mw-redirect" title="GnRH antagonist">GnRH antagonists</a> (e.g., <a href="/wiki/Cetrorelix" title="Cetrorelix">cetrorelix</a>)</li> <li><a href="/wiki/Progestogen" title="Progestogen">Progestogens</a> (incl., <a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">chlormadinone acetate</a>, <a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">cyproterone acetate</a>, <a href="/wiki/Hydroxyprogesterone_caproate" title="Hydroxyprogesterone caproate">hydroxyprogesterone caproate</a>, <a href="/wiki/Gestonorone_caproate" title="Gestonorone caproate">gestonorone caproate</a>, <a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">medroxyprogesterone acetate</a>, <a href="/wiki/Megestrol_acetate" title="Megestrol acetate">megestrol acetate</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:9em;;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Androstenedione immunogens:</i> <a href="/wiki/Androvax" title="Androvax">Androvax (androstenedione albumin)</a></li> <li><a href="/wiki/Ovandrotone_albumin" title="Ovandrotone albumin">Ovandrotone albumin (Fecundin)</a></li></ul> </div></td></tr></tbody></table><div></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> <dl><dt>See also</dt> <dd><a href="/wiki/Template:Androgen_receptor_modulators" title="Template:Androgen receptor modulators">Androgen receptor modulators</a></dd> <dd><a href="/wiki/Template:Estrogens_and_antiestrogens" title="Template:Estrogens and antiestrogens">Estrogens and antiestrogens</a></dd> <dd><a href="/wiki/Template:Progestogens_and_antiprogestogens" title="Template:Progestogens and antiprogestogens">Progestogens and antiprogestogens</a></dd> <dd><a href="/wiki/List_of_androgens/anabolic_steroids" class="mw-redirect" title="List of androgens/anabolic steroids">List of androgens/anabolic steroids</a></dd></dl></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235" /></div><div role="navigation" class="navbox" aria-labelledby="Androgen_receptor_modulators801" 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:Androgen_receptor_modulators" title="Template:Androgen receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Androgen_receptor_modulators" title="Template talk:Androgen receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Androgen_receptor_modulators" title="Special:EditPage/Template:Androgen receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Androgen_receptor_modulators801" style="font-size:114%;margin:0 4em"><a href="/wiki/Androgen_receptor" title="Androgen receptor">Androgen 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/Androgen_receptor" title="Androgen receptor"><abbr title="Androgen receptor">AR</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Androgen receptor</span></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:6em;;text-align:center">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Testosterone derivatives:</i> <a href="/wiki/4-Androstenediol" title="4-Androstenediol">4-Androstenediol</a></li> <li><a href="/wiki/4-Dehydroepiandrosterone" title="4-Dehydroepiandrosterone">4-Dehydroepiandrosterone (4-DHEA)</a></li> <li><a href="/wiki/4-Hydroxytestosterone" title="4-Hydroxytestosterone">4-Hydroxytestosterone</a></li> <li><a href="/w/index.php?title=4,17%CE%B1-Dimethyltestosterone&action=edit&redlink=1" class="new" title="4,17α-Dimethyltestosterone (page does not exist)">4,17α-Dimethyltestosterone</a></li> <li><a href="/wiki/5-Androstenedione" title="5-Androstenedione">5-Androstenedione</a></li> <li><a href="/wiki/11-Ketotestosterone" title="11-Ketotestosterone">11-Ketotestosterone</a></li> <li><a href="/wiki/11%CE%B2-Hydroxyandrostenedione" title="11β-Hydroxyandrostenedione">11β-Hydroxyandrostenedione</a></li> <li><a href="/wiki/Adrenosterone" title="Adrenosterone">Adrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione)</a></li> <li><a href="/wiki/5-Androstenediol" class="mw-redirect" title="5-Androstenediol">Androstenediol (5-androstenediol)</a> <ul><li><a href="/wiki/Androstenediol_3%CE%B2-acetate" title="Androstenediol 3β-acetate">Androstenediol 3β-acetate</a></li> <li><a href="/wiki/Androstenediol_17%CE%B2-acetate" title="Androstenediol 17β-acetate">Androstenediol 17β-acetate</a></li> <li><a href="/wiki/Androstenediol_diacetate" title="Androstenediol diacetate">Androstenediol diacetate</a></li> <li><a href="/wiki/Androstenediol_dipropionate" title="Androstenediol dipropionate">Androstenediol dipropionate</a></li></ul></li> <li><a href="/wiki/4-Androstenedione" class="mw-redirect" title="4-Androstenedione">Androstenedione (4-androstenedione)</a></li> <li><a href="/wiki/Atamestane" title="Atamestane">Atamestane</a></li> <li><a href="/wiki/Boldenone" title="Boldenone">Boldenone</a> <ul><li><a href="/wiki/Boldenone_undecylenate" title="Boldenone undecylenate">Boldenone undecylenate</a></li></ul></li> <li><a href="/wiki/Boldione" title="Boldione">Boldione (1,4-androstadienedione)</a></li> <li><a href="/wiki/Clostebol" title="Clostebol">Clostebol</a> <ul><li><a href="/wiki/Clostebol_acetate" title="Clostebol acetate">Clostebol acetate</a></li> <li><a href="/wiki/Clostebol_caproate" title="Clostebol caproate">Clostebol caproate</a></li> <li><a href="/wiki/Clostebol_propionate" title="Clostebol propionate">Clostebol propionate</a></li></ul></li> <li><a href="/wiki/Cloxotestosterone" title="Cloxotestosterone">Cloxotestosterone</a> <ul><li><a href="/wiki/Cloxotestosterone_acetate" title="Cloxotestosterone acetate">Cloxotestosterone acetate</a></li></ul></li> <li><a href="/wiki/Dehydroandrosterone" title="Dehydroandrosterone">Dehydroandrosterone</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA (androstenolone, prasterone; 5-DHEA)</a> <ul><li><a href="/wiki/Prasterone_enanthate" title="Prasterone enanthate">DHEA enanthate (prasterone enanthate)</a></li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA sulfate</a></li></ul></li> <li><a href="/wiki/Exemestane" title="Exemestane">Exemestane</a></li> <li><a href="/wiki/Formestane" title="Formestane">Formestane</a></li> <li><a href="/wiki/Plomestane" title="Plomestane">Plomestane</a></li> <li><a href="/wiki/Quinbolone" title="Quinbolone">Quinbolone</a></li> <li><a href="/wiki/Silandrone" title="Silandrone">Silandrone</a></li> <li><a href="/wiki/Testosterone_(medication)" title="Testosterone (medication)">Testosterone</a><sup>#</sup> (<a href="/wiki/Testosterone/dutasteride" title="Testosterone/dutasteride">+dutasteride</a>) <ul><li><a href="/wiki/List_of_androgen_esters#Testosterone_esters" title="List of androgen esters">Testosterone esters</a></li> <li><a href="/wiki/Polytestosterone_phloretin_phosphate" title="Polytestosterone phloretin phosphate">Polytestosterone phloretin phosphate</a></li></ul></li></ul> <ul><li><i>5α-Dihydrotestosterone derivatives:</i> <a href="/wiki/1-Androstenediol" title="1-Androstenediol">1-Androstenediol</a></li> <li><a href="/wiki/1-Androstenedione" title="1-Androstenedione">1-Androstenedione</a></li> <li><a href="/wiki/1-Androsterone" title="1-Androsterone">1-Androsterone (1-andro, 1-DHEA)</a></li> <li><a href="/wiki/1-Testosterone" title="1-Testosterone">1-Testosterone</a></li> <li><a href="/wiki/3%CE%B1-Androstanediol" title="3α-Androstanediol">3α-Androstanediol</a></li> <li><a href="/wiki/5%CE%B1-Androst-2-en-17-one" class="mw-redirect" title="5α-Androst-2-en-17-one">5α-Androst-2-en-17-one</a></li> <li><a href="/wiki/7%CE%B2-Hydroxyepiandrosterone" title="7β-Hydroxyepiandrosterone">7β-Hydroxyepiandrosterone</a></li> <li><a href="/wiki/11-Ketodihydrotestosterone" title="11-Ketodihydrotestosterone">11-Ketodihydrotestosterone</a></li> <li><a href="/wiki/Androsterone" title="Androsterone">Androsterone</a></li> <li><a href="/wiki/Bolazine" title="Bolazine">Bolazine</a> <ul><li><a href="/wiki/Bolazine_capronate" title="Bolazine capronate">Bolazine capronate</a></li></ul></li> <li><a href="/w/index.php?title=Dihydroethyltestosterone&action=edit&redlink=1" class="new" title="Dihydroethyltestosterone (page does not exist)">Dihydroethyltestosterone</a></li> <li><a href="/wiki/Dihydrofluoxymesterone" title="Dihydrofluoxymesterone">Dihydrofluoxymesterone</a></li> <li><a href="/w/index.php?title=Dihydromethylandrostenediol&action=edit&redlink=1" class="new" title="Dihydromethylandrostenediol (page does not exist)">Dihydromethylandrostenediol</a></li> <li><a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">Dihydrotestosterone (DHT)</a> (<a href="/wiki/Androstanolone" title="Androstanolone">androstanolone, stanolone</a>) <ul><li><a href="/wiki/List_of_androgen_esters#Dihydrotestosterone_esters" title="List of androgen esters">Dihydrotestosterone esters</a></li></ul></li> <li><a href="/wiki/Drostanolone" title="Drostanolone">Drostanolone</a> <ul><li><a href="/wiki/Drostanolone_propionate" title="Drostanolone propionate">Drostanolone propionate</a></li></ul></li> <li><a href="/wiki/Epiandrosterone" title="Epiandrosterone">Epiandrosterone</a></li> <li><a href="/wiki/Epitiostanol" title="Epitiostanol">Epitiostanol</a></li> <li><a href="/wiki/Mepitiostane" title="Mepitiostane">Mepitiostane</a></li> <li><a href="/wiki/Mesabolone" title="Mesabolone">Mesabolone</a></li> <li><a href="/wiki/Mesterolone" title="Mesterolone">Mesterolone</a> <ul><li><a href="/wiki/Mesterolone_cipionate" title="Mesterolone cipionate">Mesterolone cipionate</a></li></ul></li> <li><a href="/wiki/Methyldiazinol" title="Methyldiazinol">Methyldiazinol</a></li> <li><a href="/wiki/Nisterime" title="Nisterime">Nisterime</a> <ul><li><a href="/wiki/Nisterime_acetate" title="Nisterime acetate">Nisterime acetate</a></li></ul></li> <li><a href="/wiki/Prostanozol" title="Prostanozol">Prostanozol</a></li> <li><a href="/wiki/Stenbolone" title="Stenbolone">Stenbolone</a> <ul><li><a href="/wiki/Stenbolone_acetate" title="Stenbolone acetate">Stenbolone acetate</a></li></ul></li> <li><a href="/wiki/Testifenon" title="Testifenon">Testifenon (testiphenon, testiphenone)</a></li></ul> <ul><li><i>19-Nortestosterone derivatives:</i> <a href="/wiki/7%CE%B1-Methyl-19-norandrostenedione" title="7α-Methyl-19-norandrostenedione">7α-Methyl-19-norandrostenedione (MENT dione, trestione)</a></li> <li><a href="/wiki/11%CE%B2-Methyl-19-nortestosterone" title="11β-Methyl-19-nortestosterone">11β-Methyl-19-nortestosterone</a> <ul><li><a href="/wiki/11%CE%B2-Methyl-19-nortestosterone_dodecylcarbonate" title="11β-Methyl-19-nortestosterone dodecylcarbonate">11β-Methyl-19-nortestosterone dodecylcarbonate</a></li></ul></li> <li><a href="/wiki/19-Nor-5-androstenediol" title="19-Nor-5-androstenediol">19-Nor-5-androstenediol</a></li> <li><a href="/wiki/19-Nor-5-androstenedione" title="19-Nor-5-androstenedione">19-Nor-5-androstenedione</a></li> <li><a href="/wiki/19-Nordehydroepiandrosterone" title="19-Nordehydroepiandrosterone">19-Nordehydroepiandrosterone</a></li> <li><a href="/wiki/Bolandiol" title="Bolandiol">Bolandiol</a> <ul><li><a href="/wiki/Bolandiol_dipropionate" title="Bolandiol dipropionate">Bolandiol dipropionate</a></li></ul></li> <li><a href="/wiki/Bolandione" title="Bolandione">Bolandione (19-nor-4-androstenedione)</a></li> <li><a href="/wiki/Bolmantalate" title="Bolmantalate">Bolmantalate (nandrolone adamantoate)</a></li> <li><a href="/wiki/Dienedione" title="Dienedione">Dienedione</a></li> <li><a href="/wiki/Dienolone" title="Dienolone">Dienolone</a></li> <li><a href="/wiki/Dimethandrolone" title="Dimethandrolone">Dimethandrolone</a> <ul><li><a href="/wiki/Dimethandrolone_buciclate" title="Dimethandrolone buciclate">Dimethandrolone buciclate</a></li> <li><a href="/wiki/Dimethandrolone_dodecylcarbonate" title="Dimethandrolone dodecylcarbonate">Dimethandrolone dodecylcarbonate</a></li> <li><a href="/wiki/Dimethandrolone_undecanoate" title="Dimethandrolone undecanoate">Dimethandrolone undecanoate</a></li></ul></li> <li><a href="/wiki/LS-1727" title="LS-1727">LS-1727 (nandrolone 17β-<i>N</i>-(2-chloroethyl)-<i>N</i>-nitrosocarbamate)</a></li> <li><a href="/wiki/Methoxydienone" title="Methoxydienone">Methoxydienone (methoxygonadiene)</a></li> <li><a href="/wiki/Nandrolone" title="Nandrolone">Nandrolone</a> <ul><li><a href="/wiki/List_of_androgen_esters#Nandrolone_esters" title="List of androgen esters">Nandrolone esters</a></li></ul></li> <li><a href="/wiki/Norclostebol" title="Norclostebol">Norclostebol</a> <ul><li><a href="/wiki/Norclostebol_acetate" title="Norclostebol acetate">Norclostebol acetate</a></li></ul></li> <li><a href="/wiki/Normethandrone" title="Normethandrone">Normethandrone (methylestrenolone, normethisterone)</a></li> <li><a href="/wiki/Oxabolone" title="Oxabolone">Oxabolone</a> <ul><li><a href="/wiki/Oxabolone_cipionate" title="Oxabolone cipionate">Oxabolone cipionate (oxabolone cypionate)</a></li></ul></li> <li><a href="/wiki/Trenbolone" title="Trenbolone">Trenbolone</a> <ul><li><a href="/wiki/Trenbolone_acetate" title="Trenbolone acetate">Trenbolone acetate</a></li> <li><a href="/wiki/Trenbolone_enanthate" title="Trenbolone enanthate">Trenbolone enanthate</a></li> <li><a href="/wiki/Trenbolone_hexahydrobenzylcarbonate" title="Trenbolone hexahydrobenzylcarbonate">Trenbolone hexahydrobenzylcarbonate</a></li> <li><a href="/wiki/Trenbolone_undecanoate" title="Trenbolone undecanoate">Trenbolone undecanoate</a></li></ul></li> <li><a href="/wiki/Trendione" title="Trendione">Trendione</a></li> <li><a href="/wiki/Trestolone" title="Trestolone">Trestolone (MENT)</a> <ul><li><a href="/wiki/Trestolone_acetate" title="Trestolone acetate">Trestolone acetate</a></li> <li><a href="/wiki/Trestolone_enanthate" title="Trestolone enanthate">Trestolone enanthate</a></li></ul></li></ul> <ul><li><i>5α-Dihydro-19-nortestosterone derivatives:</i> <a href="/wiki/5%CE%B1-Dihydronandrolone" title="5α-Dihydronandrolone">5α-Dihydronandrolone</a></li> <li><a href="/w/index.php?title=5%CE%B1-Dihydrotrestolone&action=edit&redlink=1" class="new" title="5α-Dihydrotrestolone (page does not exist)">5α-Dihydrotrestolone</a></li> <li><a href="/wiki/19-Norandrosterone" title="19-Norandrosterone">19-Norandrosterone</a></li></ul> <ul><li><i>17α-Alkylated testosterone derivatives:</i> <a href="/wiki/Bolasterone" title="Bolasterone">Bolasterone</a></li> <li><a href="/wiki/Calusterone" title="Calusterone">Calusterone</a></li> <li><a href="/wiki/Chlorodehydromethylandrostenediol" title="Chlorodehydromethylandrostenediol">Chlorodehydromethylandrostenediol (CDMA)</a></li> <li><a href="/wiki/Chlorodehydromethyltestosterone" title="Chlorodehydromethyltestosterone">Chlorodehydromethyltestosterone (CDMT)</a></li> <li><a href="/wiki/Chloromethylandrostenediol" title="Chloromethylandrostenediol">Chloromethylandrostenediol (CMA)</a></li> <li><a href="/wiki/Enestebol" title="Enestebol">Enestebol</a></li> <li><a href="/wiki/Ethyltestosterone" title="Ethyltestosterone">Ethyltestosterone</a></li> <li><a href="/wiki/Fluoxymesterone" title="Fluoxymesterone">Fluoxymesterone</a></li> <li><a href="/wiki/Formebolone" title="Formebolone">Formebolone</a></li> <li><a href="/wiki/Hydroxystenozole" title="Hydroxystenozole">Hydroxystenozole</a></li> <li><a href="/wiki/Metandienone" title="Metandienone">Metandienone (methandrostenolone)</a></li> <li><a href="/wiki/Methandriol" title="Methandriol">Methandriol (methylandrostenediol)</a> <ul><li><a href="/wiki/Methandriol_bisenanthoyl_acetate" title="Methandriol bisenanthoyl acetate">Methandriol bisenanthoyl acetate</a></li> <li><a href="/wiki/Methandriol_diacetate" title="Methandriol diacetate">Methandriol diacetate</a></li> <li><a href="/wiki/Methandriol_dipropionate" title="Methandriol dipropionate">Methandriol dipropionate</a></li> <li><a href="/wiki/Methandriol_propionate" title="Methandriol propionate">Methandriol propionate</a></li></ul></li> <li><a href="/wiki/Methylclostebol" title="Methylclostebol">Methylclostebol (chloromethyltestosterone)</a></li> <li><a href="/wiki/Methyltestosterone" title="Methyltestosterone">Methyltestosterone</a> (<a href="/wiki/Esterified_estrogens/methyltestosterone" title="Esterified estrogens/methyltestosterone">+esterified estrogens</a>) <ul><li><a href="/wiki/Methyltestosterone_3-hexyl_ether" title="Methyltestosterone 3-hexyl ether">Methyltestosterone 3-hexyl ether</a></li></ul></li> <li><a href="/wiki/Oxymesterone" title="Oxymesterone">Oxymesterone</a></li> <li><a href="/wiki/Penmesterol" title="Penmesterol">Penmesterol</a></li> <li><a href="/wiki/Tiomesterone" title="Tiomesterone">Tiomesterone</a></li></ul> <ul><li><i>17α-Alkylated 5α-dihydrotestosterone derivatives:</i> <a href="/wiki/Androisoxazole" title="Androisoxazole">Androisoxazole</a></li> <li><a href="/wiki/Desoxymethyltestosterone" title="Desoxymethyltestosterone">Desoxymethyltestosterone</a></li> <li><a href="/wiki/Furazabol" title="Furazabol">Furazabol</a></li> <li><a href="/wiki/Mebolazine" title="Mebolazine">Mebolazine (dimethazine)</a></li> <li><a href="/wiki/Mestanolone" title="Mestanolone">Mestanolone</a></li> <li><a href="/wiki/Metenolone" title="Metenolone">Metenolone</a> <ul><li><a href="/wiki/Metenolone_acetate" title="Metenolone acetate">Metenolone acetate</a></li> <li><a href="/wiki/Metenolone_enanthate" title="Metenolone enanthate">Metenolone enanthate</a></li></ul></li> <li><a href="/wiki/Methasterone" title="Methasterone">Methasterone</a></li> <li><a href="/wiki/Methyl-1-testosterone" title="Methyl-1-testosterone">Methyl-1-testosterone</a></li> <li><a href="/wiki/Methylepitiostanol" title="Methylepitiostanol">Methylepitiostanol</a></li> <li><a href="/wiki/Methylstenbolone" title="Methylstenbolone">Methylstenbolone</a></li> <li><a href="/wiki/Oxandrolone" title="Oxandrolone">Oxandrolone</a></li> <li><a href="/wiki/Oxymetholone" title="Oxymetholone">Oxymetholone</a></li> <li><a href="/wiki/Stanozolol" title="Stanozolol">Stanozolol</a></li></ul> <ul><li><i>17α-Alkylated 19-nortestosterone derivatives:</i> <a href="/wiki/Bolenol" title="Bolenol">Bolenol</a></li> <li><a href="/wiki/Dimethyldienolone" title="Dimethyldienolone">Dimethyldienolone</a></li> <li><a href="/wiki/Dimethyltrienolone" title="Dimethyltrienolone">Dimethyltrienolone</a></li> <li><a href="/wiki/Ethyldienolone" title="Ethyldienolone">Ethyldienolone</a></li> <li><a href="/wiki/Ethylestrenol" title="Ethylestrenol">Ethylestrenol</a></li> <li><a href="/wiki/Methyldienolone" title="Methyldienolone">Methyldienolone</a></li> <li><a href="/wiki/Methylhydroxynandrolone" title="Methylhydroxynandrolone">Methylhydroxynandrolone (MOHN, MHN)</a></li> <li><a href="/wiki/Metribolone" title="Metribolone">Metribolone</a></li> <li><a href="/wiki/Mibolerone" title="Mibolerone">Mibolerone</a></li> <li><a href="/wiki/Norboletone" title="Norboletone">Norboletone</a></li> <li><a href="/wiki/Norethandrolone" title="Norethandrolone">Norethandrolone</a></li> <li><a href="/wiki/Propetandrol" title="Propetandrol">Propetandrol</a></li> <li><a href="/wiki/RU-2309" title="RU-2309">RU-2309</a></li> <li><a href="/wiki/Tetrahydrogestrinone" title="Tetrahydrogestrinone">Tetrahydrogestrinone</a></li></ul> <ul><li><i>17α-Alkylated 5α-dihydro-19-nortestosterone derivatives:</i> <a href="/wiki/5%CE%B1-Dihydronorethandrolone" title="5α-Dihydronorethandrolone">5α-Dihydronorethandrolone</a></li> <li><a href="/wiki/5%CE%B1-Dihydronormethandrone" title="5α-Dihydronormethandrone">5α-Dihydronormethandrone</a></li></ul> <ul><li><i>17α-Vinyltestosterone derivatives:</i> <a href="/wiki/Norvinisterone" title="Norvinisterone">Norvinisterone (vinylnortestosterone)</a></li></ul> <ul><li><i>17α-Vinyl-19-nortestosterone derivatives:</i> <a href="/wiki/Vinyltestosterone" title="Vinyltestosterone">Vinyltestosterone</a></li></ul> <ul><li><i>17α-Ethynyltestosterone derivatives:</i> <a href="/wiki/Danazol" title="Danazol">Danazol</a></li> <li><a href="/wiki/Ethinylandrostenediol" title="Ethinylandrostenediol">Ethinylandrostenediol</a> <ul><li><a href="/wiki/Ethandrostate" title="Ethandrostate">Ethandrostate</a></li></ul></li> <li><a href="/wiki/Ethisterone" title="Ethisterone">Ethisterone (ethynyltestosterone)</a></li></ul> <ul><li><i>5α-Dihydro-17α-ethynyltestosterone derivatives:</i> <a href="/wiki/17%CE%B1-Ethynyl-3%CE%B1-androstanediol" title="17α-Ethynyl-3α-androstanediol">17α-Ethynyl-3α-androstanediol</a></li> <li><a href="/wiki/17%CE%B1-Ethynyl-3%CE%B2-androstanediol" title="17α-Ethynyl-3β-androstanediol">17α-Ethynyl-3β-androstanediol</a></li> <li><a href="/wiki/Dihydroethisterone" class="mw-redirect" title="Dihydroethisterone">Dihydroethisterone</a></li></ul> <ul><li><i>17α-Ethynyl-19-nortestosterone derivatives:</i> <a href="/wiki/%CE%944-Tibolone" title="Δ4-Tibolone">Δ<sup>4</sup>-Tibolone</a></li> <li><a href="/wiki/Desogestrel" title="Desogestrel">Desogestrel</a></li> <li><a href="/wiki/Etonogestrel" title="Etonogestrel">Etonogestrel</a></li> <li><a href="/wiki/Etynodiol" title="Etynodiol">Etynodiol</a> <ul><li><a href="/wiki/Etynodiol_diacetate" title="Etynodiol diacetate">Etynodiol diacetate</a></li></ul></li> <li><a href="/wiki/Gestodene" title="Gestodene">Gestodene</a></li> <li><a href="/wiki/Gestrinone" title="Gestrinone">Gestrinone</a></li> <li><a href="/wiki/Levonorgestrel" title="Levonorgestrel">Levonorgestrel</a></li> <li><a href="/wiki/Levonorgestrel_ester" class="mw-redirect" title="Levonorgestrel ester">Levonorgestrel esters</a> (e.g., <a href="/wiki/Levonorgestrel_butanoate" title="Levonorgestrel butanoate">levonorgestrel butanoate</a>)</li> <li><a href="/wiki/Lynestrenol" title="Lynestrenol">Lynestrenol</a> <ul><li><a href="/wiki/Lynestrenol_phenylpropionate" title="Lynestrenol phenylpropionate">Lynestrenol phenylpropionate</a></li></ul></li> <li><a href="/wiki/Norethisterone" title="Norethisterone">Norethisterone</a></li> <li><a href="/wiki/Norethisterone_ester" class="mw-redirect" title="Norethisterone ester">Norethisterone esters</a> (e.g., <a href="/wiki/Norethisterone_acetate" title="Norethisterone acetate">norethisterone acetate</a>, <a href="/wiki/Norethisterone_enanthate" title="Norethisterone enanthate">norethisterone enanthate</a>)</li> <li><a href="/wiki/Norgestrel" title="Norgestrel">Norgestrel</a></li> <li><a href="/wiki/Norgestrienone" title="Norgestrienone">Norgestrienone</a></li> <li><a href="/wiki/Quingestanol" title="Quingestanol">Quingestanol</a> <ul><li><a href="/wiki/Quingestanol_acetate" title="Quingestanol acetate">Quingestanol acetate</a></li></ul></li> <li><a href="/wiki/Tibolone" title="Tibolone">Tibolone</a></li></ul> <ul><li><i>5α-Dihydro-17α-ethynyl-19-nortestosterone derivatives:</i> <a href="/wiki/5%CE%B1-Dihydrolevonorgestrel" title="5α-Dihydrolevonorgestrel">5α-Dihydrolevonorgestrel</a></li> <li><a href="/wiki/5%CE%B1-Dihydronorethisterone" title="5α-Dihydronorethisterone">5α-Dihydronorethisterone</a></li></ul> <ul><li><i>Progesterone derivatives:</i> <a href="/wiki/6%CE%B1-Methylprogesterone" title="6α-Methylprogesterone">6α-Methylprogesterone</a></li> <li><a href="/wiki/Medroxyprogesterone_acetate" title="Medroxyprogesterone acetate">Medroxyprogesterone acetate</a></li> <li><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></li></ul> <ul><li><i>Others/unsorted:</i> <a href="/wiki/3-Keto-5%CE%B1-abiraterone" title="3-Keto-5α-abiraterone">3-Keto-5α-abiraterone</a></li> <li><a href="/wiki/5%CE%B1-Androstane" class="mw-redirect" title="5α-Androstane">5α-Androstane</a></li> <li><a href="/wiki/Alternariol" title="Alternariol">Alternariol</a></li> <li><a href="/wiki/Cl-4AS-1" title="Cl-4AS-1">Cl-4AS-1</a></li> <li><a href="/wiki/Drupanol" title="Drupanol">Drupanol</a></li> <li><a href="/wiki/Trilostane" title="Trilostane">Trilostane</a></li> <li><a href="/wiki/ZM-182345" title="ZM-182345">ZM-182345</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center"><a href="/wiki/Selective_androgen_receptor_modulator" title="Selective androgen receptor modulator"><abbr title="Selective androgen receptor modulator">SARMs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Selective androgen receptor modulator</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Nonsteroidal:</i> <a href="/w/index.php?title=198RL26&action=edit&redlink=1" class="new" title="198RL26 (page does not exist)">198RL26</a></li> <li><a href="/wiki/ACP-105" title="ACP-105">ACP-105</a></li> <li><a href="/wiki/AC-262,536" title="AC-262,536">AC-262,536</a></li> <li><a href="/wiki/Acetothiolutamide" title="Acetothiolutamide">Acetothiolutamide</a></li> <li><a href="/wiki/Acetoxolutamide" title="Acetoxolutamide">Acetoxolutamide</a></li> <li><a href="/wiki/Andarine" title="Andarine">Andarine (acetamidoxolutamide, androxolutamide, GTx-007, S-4)</a></li> <li><a href="/wiki/BMS-564,929" title="BMS-564,929">BMS-564,929</a></li> <li><a href="/w/index.php?title=DTIB&action=edit&redlink=1" class="new" title="DTIB (page does not exist)">DTIB</a></li> <li><a href="/wiki/Enobosarm" title="Enobosarm">Enobosarm (ostarine, MK-2866, GTx-024, S-22)</a></li> <li><a href="/w/index.php?title=FTBU-1&action=edit&redlink=1" class="new" title="FTBU-1 (page does not exist)">FTBU-1</a></li> <li><a href="/wiki/GLPG-0492" title="GLPG-0492">GLPG-0492</a></li> <li><a href="/wiki/GSK2881078" title="GSK2881078">GSK2881078</a></li> <li><a href="/wiki/GSK-4336A" title="GSK-4336A">GSK-4336A</a></li> <li><a href="/w/index.php?title=GSK-8698&action=edit&redlink=1" class="new" title="GSK-8698 (page does not exist)">GSK-8698</a></li> <li><a href="/wiki/LG121071" title="LG121071">LG121071 (LGD-121071)</a></li> <li><a href="/wiki/LGD-2226" title="LGD-2226">LGD-2226</a></li> <li><a href="/wiki/LGD-2941" title="LGD-2941">LGD-2941 (LGD-122941)</a></li> <li><a href="/wiki/LGD-3303" title="LGD-3303">LGD-3303</a></li> <li><a href="/wiki/LGD-4033" class="mw-redirect" title="LGD-4033">LGD-4033</a></li> <li><a href="/wiki/LY305" title="LY305">LY305</a></li> <li><a href="/wiki/JNJ-26146900" title="JNJ-26146900">JNJ-26146900</a></li> <li><a href="/wiki/JNJ-28330835" title="JNJ-28330835">JNJ-28330835</a></li> <li><a href="/wiki/JNJ-37654032" title="JNJ-37654032">JNJ-37654032</a></li> <li><a href="/wiki/OPK-88004" title="OPK-88004">OPK-88004 (LY-2452473, TT-701)</a></li> <li><a href="/w/index.php?title=ORM-11984&action=edit&redlink=1" class="new" title="ORM-11984 (page does not exist)">ORM-11984</a></li> <li><a href="/wiki/PF-06260414" title="PF-06260414">PF-06260414</a></li> <li><a href="/w/index.php?title=R-1_(drug)&action=edit&redlink=1" class="new" title="R-1 (drug) (page does not exist)">R-1</a></li> <li><a href="/wiki/RU-59063" title="RU-59063">RU-59063</a></li> <li><a href="/w/index.php?title=S-1_(drug)&action=edit&redlink=1" class="new" title="S-1 (drug) (page does not exist)">S-1</a></li> <li><a href="/wiki/S-23_(drug)" title="S-23 (drug)">S-23</a></li> <li><a href="/wiki/S-40503" title="S-40503">S-40503</a></li> <li><a href="/w/index.php?title=S-101479&action=edit&redlink=1" class="new" title="S-101479 (page does not exist)">S-101479</a></li> <li><a href="/wiki/Vosilasarm" title="Vosilasarm">Vosilasarm</a></li></ul> <ul><li><i>Steroidal:</i> <a href="/w/index.php?title=EM-9017&action=edit&redlink=1" class="new" title="EM-9017 (page does not exist)">EM-9017</a></li> <li><a href="/wiki/MK-0773" title="MK-0773">MK-0773</a></li> <li><a href="/wiki/TFM-4AS-1" title="TFM-4AS-1">TFM-4AS-1</a></li> <li><a href="/wiki/YK-11" title="YK-11">YK-11</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:6em;;text-align:center">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Steroidal:</i> <a href="/wiki/7%CE%B1-Thioprogesterone" title="7α-Thioprogesterone">7α-Thioprogesterone</a></li> <li><a href="/wiki/7%CE%B1-Thiospironolactone" title="7α-Thiospironolactone">7α-Thiospironolactone</a></li> <li><a href="/wiki/7%CE%B1-Thiomethylspironolactone" title="7α-Thiomethylspironolactone">7α-Thiomethylspironolactone</a></li> <li><a href="/wiki/11%CE%B1-Hydroxyprogesterone" title="11α-Hydroxyprogesterone">11α-Hydroxyprogesterone</a></li> <li><a href="/wiki/15%CE%B2-Hydroxycyproterone_acetate" title="15β-Hydroxycyproterone acetate">15β-Hydroxycyproterone acetate</a></li> <li><a href="/wiki/Abiraterone" class="mw-redirect" title="Abiraterone">Abiraterone</a></li> <li><a href="/wiki/Abiraterone_acetate" title="Abiraterone acetate">Abiraterone acetate</a></li> <li><a href="/wiki/Allyltestosterone" title="Allyltestosterone">Allyltestosterone</a></li> <li><a href="/wiki/Benorterone" title="Benorterone">Benorterone</a></li> <li><a href="/wiki/BOMT" title="BOMT">BOMT</a></li> <li><a href="/wiki/Canrenoic_acid" title="Canrenoic acid">Canrenoic acid</a></li> <li><a href="/wiki/Canrenone" title="Canrenone">Canrenone</a></li> <li><a href="/wiki/Chlormadinone_acetate" title="Chlormadinone acetate">Chlormadinone acetate</a></li> <li><a href="/wiki/Clascoterone" title="Clascoterone">Clascoterone</a></li> <li><a href="/wiki/Clometerone" title="Clometerone">Clometerone</a></li> <li><a href="/wiki/Cyproheptadine" title="Cyproheptadine">Cyproheptadine</a></li> <li><a href="/wiki/Cyproterone" title="Cyproterone">Cyproterone</a></li> <li><a href="/wiki/Cyproterone_acetate" title="Cyproterone acetate">Cyproterone acetate</a></li> <li><a href="/wiki/Delanterone" title="Delanterone">Delanterone</a></li> <li><a href="/wiki/Delmadinone_acetate" title="Delmadinone acetate">Delmadinone acetate</a></li> <li><a href="/wiki/Dicirenone" title="Dicirenone">Dicirenone</a></li> <li><a href="/wiki/Dienogest" title="Dienogest">Dienogest</a></li> <li><a href="/wiki/Drospirenone" title="Drospirenone">Drospirenone</a></li> <li><a href="/wiki/DU-41165" title="DU-41165">DU-41165</a></li> <li><a href="/wiki/Edogestrone" title="Edogestrone">Edogestrone</a></li> <li><a href="/w/index.php?title=EM-4350&action=edit&redlink=1" class="new" title="EM-4350 (page does not exist)">EM-4350</a></li> <li><a href="/wiki/EM-5854" title="EM-5854">EM-5854</a></li> <li><a href="/w/index.php?title=EM-5855&action=edit&redlink=1" class="new" title="EM-5855 (page does not exist)">EM-5855</a></li> <li><a href="/w/index.php?title=EM-6537&action=edit&redlink=1" class="new" title="EM-6537 (page does not exist)">EM-6537</a></li> <li><a href="/wiki/Epitestosterone" title="Epitestosterone">Epitestosterone</a></li> <li><a href="/wiki/Galeterone" title="Galeterone">Galeterone</a></li> <li><a href="/wiki/Guggulsterone" title="Guggulsterone">Guggulsterone</a></li> <li><a href="/w/index.php?title=Ludaterone&action=edit&redlink=1" class="new" title="Ludaterone (page does not exist)">Ludaterone</a></li> <li><a href="/wiki/Medrogestone" title="Medrogestone">Medrogestone</a></li> <li><a href="/wiki/Megestrol_acetate" title="Megestrol acetate">Megestrol acetate</a></li> <li><a href="/wiki/Mespirenone" title="Mespirenone">Mespirenone</a></li> <li><a href="/wiki/Metogest" title="Metogest">Metogest</a></li> <li><a href="/wiki/Mexrenone" title="Mexrenone">Mexrenone</a></li> <li><a href="/wiki/Mifepristone" title="Mifepristone">Mifepristone</a></li> <li><a href="/wiki/Nomegestrol_acetate" title="Nomegestrol acetate">Nomegestrol acetate</a></li> <li><a href="/wiki/Nordinone" title="Nordinone">Nordinone</a></li> <li><a href="/wiki/Osaterone" title="Osaterone">Osaterone</a></li> <li><a href="/wiki/Osaterone_acetate" title="Osaterone acetate">Osaterone acetate</a></li> <li><a href="/wiki/Oxendolone" title="Oxendolone">Oxendolone</a></li> <li><a href="/wiki/Potassium_canrenoate" title="Potassium canrenoate">Potassium canrenoate</a></li> <li><a href="/wiki/Promegestone" title="Promegestone">Promegestone</a></li> <li><a href="/wiki/Prorenone" title="Prorenone">Prorenone</a></li> <li><a href="/wiki/Rosterolone" title="Rosterolone">Rosterolone</a></li> <li><a href="/w/index.php?title=RU-15328&action=edit&redlink=1" class="new" title="RU-15328 (page does not exist)">RU-15328</a></li> <li><a href="/wiki/SC-5233" title="SC-5233">SC-5233 (spirolactone)</a></li> <li><a href="/wiki/Spironolactone" title="Spironolactone">Spironolactone</a></li> <li><a href="/wiki/Spirorenone" title="Spirorenone">Spirorenone</a></li> <li><a href="/wiki/Spiroxasone" title="Spiroxasone">Spiroxasone</a></li> <li><a href="/wiki/Topterone" title="Topterone">Topterone</a></li> <li><a href="/wiki/Trimegestone" title="Trimegestone">Trimegestone</a></li> <li><a href="/wiki/Trimethyltrienolone" title="Trimethyltrienolone">Trimethyltrienolone (R-2956)</a></li> <li><a href="/wiki/Zanoterone" title="Zanoterone">Zanoterone</a></li></ul> <ul><li><i>Nonsteroidal:</i> <a href="/wiki/5N-Bicalutamide" title="5N-Bicalutamide">5<i>N</i>-Bicalutamide</a></li> <li><a href="/wiki/AA560" title="AA560">AA560</a></li> <li><a href="/w/index.php?title=Antarlide&action=edit&redlink=1" class="new" title="Antarlide (page does not exist)">Antarlides</a></li> <li><a href="/w/index.php?title=Arabilin&action=edit&redlink=1" class="new" title="Arabilin (page does not exist)">Arabilin</a></li> <li><a class="mw-selflink selflink">Apalutamide</a></li> <li><a href="/wiki/Atraric_acid" title="Atraric acid">Atraric acid</a></li> <li><a href="/w/index.php?title=AZD-3514&action=edit&redlink=1" class="new" title="AZD-3514 (page does not exist)">AZD-3514</a></li> <li><a href="/wiki/Bakuchiol" title="Bakuchiol">Bakuchiol</a></li> <li><a href="/wiki/Bavdegalutamide" title="Bavdegalutamide">Bavdegalutamide</a></li> <li><a href="/w/index.php?title=BAY-1024767&action=edit&redlink=1" class="new" title="BAY-1024767 (page does not exist)">BAY-1024767</a></li> <li><a href="/wiki/Bicalutamide" title="Bicalutamide">Bicalutamide</a></li> <li><a href="/wiki/Bisphenol" title="Bisphenol">Bisphenols</a> (e.g., <a href="/wiki/Bisphenol_A_diglycidyl_ether" title="Bisphenol A diglycidyl ether">BADGE</a>, <a href="/w/index.php?title=Bisphenol_F_diglycidyl_ether&action=edit&redlink=1" class="new" title="Bisphenol F diglycidyl ether (page does not exist)">BFDGE</a>, <a href="/wiki/Bisphenol_A" title="Bisphenol A">bisphenol A</a>, <a href="/wiki/Bisphenol_F" title="Bisphenol F">bisphenol F</a>, <a href="/wiki/Bisphenol_S" title="Bisphenol S">bisphenol S</a>)</li> <li><a href="/w/index.php?title=BMS-501949&action=edit&redlink=1" class="new" title="BMS-501949 (page does not exist)">BMS-501949</a></li> <li><a href="/w/index.php?title=BMS-570511&action=edit&redlink=1" class="new" title="BMS-570511 (page does not exist)">BMS-570511</a></li> <li><a href="/wiki/BMS-641988" title="BMS-641988">BMS-641988</a></li> <li><a href="/w/index.php?title=CH5137291&action=edit&redlink=1" class="new" title="CH5137291 (page does not exist)">CH5137291</a></li> <li><a href="/wiki/Cimetidine" title="Cimetidine">Cimetidine</a></li> <li><a href="/wiki/Cioteronel" title="Cioteronel">Cioteronel</a></li> <li><a href="/wiki/Cyanonilutamide" title="Cyanonilutamide">Cyanonilutamide</a></li> <li><a href="/wiki/Darolutamide" title="Darolutamide">Darolutamide</a></li> <li><a href="/wiki/DDT" title="DDT">DDT</a> (via metabolite <a href="/wiki/Dichlorodiphenyldichloroethylene" title="Dichlorodiphenyldichloroethylene">p,p’-DDE</a>)</li> <li><a href="/wiki/Dieldrin" title="Dieldrin">Dieldrin</a></li> <li><a href="/wiki/DIMP_(antiandrogen)" title="DIMP (antiandrogen)">DIMP</a></li> <li><a href="/wiki/Endosulfan" title="Endosulfan">Endosulfan</a></li> <li><a href="/wiki/Enzalutamide" title="Enzalutamide">Enzalutamide</a></li> <li><a href="/wiki/EPI-001" title="EPI-001">EPI-001</a></li> <li><a href="/wiki/Fenarimol" title="Fenarimol">Fenarimol</a></li> <li><a href="/wiki/Flutamide" title="Flutamide">Flutamide</a></li> <li><a href="/wiki/Hydroxyflutamide" title="Hydroxyflutamide">Hydroxyflutamide</a></li> <li><a href="/wiki/Inocoterone" title="Inocoterone">Inocoterone</a></li> <li><a href="/wiki/Inocoterone_acetate" title="Inocoterone acetate">Inocoterone acetate</a></li> <li><a href="/wiki/Ketoconazole" title="Ketoconazole">Ketoconazole</a></li> <li><a href="/wiki/Ketodarolutamide" title="Ketodarolutamide">Ketodarolutamide</a></li> <li><a href="/wiki/Lavender_oil" title="Lavender oil">Lavender oil</a></li> <li><a href="/w/index.php?title=LG-105&action=edit&redlink=1" class="new" title="LG-105 (page does not exist)">LG-105</a></li> <li><a href="/wiki/LG-120907" title="LG-120907">LG-120907</a></li> <li><a href="/w/index.php?title=LGD-1331&action=edit&redlink=1" class="new" title="LGD-1331 (page does not exist)">LGD-1331</a></li> <li><a href="/wiki/Linuron" title="Linuron">Linuron</a></li> <li><a href="/wiki/Masofaniten" title="Masofaniten">Masofaniten</a></li> <li><a href="/wiki/Methiocarb" title="Methiocarb">Methiocarb</a></li> <li><a href="/w/index.php?title=N-Butylbenzenesulfonamide&action=edit&redlink=1" class="new" title="N-Butylbenzenesulfonamide (page does not exist)"><i>N</i>-Butylbenzenesulfonamide</a></li> <li><a href="/wiki/N-Desmethylapalutamide" title="N-Desmethylapalutamide"><i>N</i>-Desmethylapalutamide</a></li> <li><a href="/wiki/N-Desmethylenzalutamide" title="N-Desmethylenzalutamide"><i>N</i>-Desmethylenzalutamide</a></li> <li><a href="/wiki/Nilutamide" title="Nilutamide">Nilutamide</a></li> <li><a href="/w/index.php?title=ONC1-13B&action=edit&redlink=1" class="new" title="ONC1-13B (page does not exist)">ONC1-13B</a></li> <li><a href="/wiki/Pentomone" title="Pentomone">Pentomone</a></li> <li><a href="/w/index.php?title=PF-998425&action=edit&redlink=1" class="new" title="PF-998425 (page does not exist)">PF-998425</a></li> <li><a href="/wiki/Phenothrin" title="Phenothrin">Phenothrin</a></li> <li><a href="/wiki/Prochloraz" title="Prochloraz">Prochloraz</a></li> <li><a href="/wiki/Procymidone" title="Procymidone">Procymidone</a></li> <li><a href="/wiki/Proxalutamide" title="Proxalutamide">Proxalutamide</a></li> <li><a href="/wiki/Pyrilutamide" title="Pyrilutamide">Pyrilutamide</a></li> <li><a href="/wiki/Ralaniten" title="Ralaniten">Ralaniten (EPI-002)</a></li> <li><a href="/wiki/Ralaniten_acetate" title="Ralaniten acetate">Ralaniten acetate (EPI-506)</a></li> <li><a href="/wiki/RD-162" title="RD-162">RD-162</a></li> <li><a href="/wiki/Rezvilutamide" title="Rezvilutamide">Rezvilutamide</a></li> <li><a href="/w/index.php?title=Ro_2-7239&action=edit&redlink=1" class="new" title="Ro 2-7239 (page does not exist)">Ro 2-7239</a></li> <li><a href="/w/index.php?title=Ro_5-2537&action=edit&redlink=1" class="new" title="Ro 5-2537 (page does not exist)">Ro 5-2537</a></li> <li><a href="/wiki/RU-22930" title="RU-22930">RU-22930</a></li> <li><a href="/wiki/RU-56187" title="RU-56187">RU-56187</a></li> <li><a href="/wiki/RU-57073" title="RU-57073">RU-57073</a></li> <li><a href="/wiki/RU-58642" title="RU-58642">RU-58642</a></li> <li><a href="/wiki/RU-58841" title="RU-58841">RU-58841</a></li> <li><a href="/wiki/Seviteronel" title="Seviteronel">Seviteronel</a></li> <li><a href="/wiki/Thalidomide" title="Thalidomide">Thalidomide</a></li> <li><a href="/wiki/Topilutamide" title="Topilutamide">Topilutamide (fluridil)</a></li> <li><a href="/wiki/Valproic_acid" class="mw-redirect" title="Valproic acid">Valproic acid</a></li> <li><a href="/wiki/Vinclozolin" title="Vinclozolin">Vinclozolin</a></li> <li><a href="/w/index.php?title=YM-580&action=edit&redlink=1" class="new" title="YM-580 (page does not exist)">YM-580</a></li> <li><a href="/w/index.php?title=YM-92088&action=edit&redlink=1" class="new" title="YM-92088 (page does not exist)">YM-92088</a></li> <li><a href="/w/index.php?title=YM-175735&action=edit&redlink=1" class="new" title="YM-175735 (page does not exist)">YM-175735</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/GPRC6A" title="GPRC6A">GPRC6A</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:6em;;text-align:center;">Agonists</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/Cation" class="mw-redirect" title="Cation">Cations</a> (incl. <a href="/wiki/Aluminium" title="Aluminium">aluminium</a>, <a href="/wiki/Calcium" title="Calcium">calcium</a>, <a href="/wiki/Gadolinium" title="Gadolinium">gadolinium</a>, <a href="/wiki/Magnesium" title="Magnesium">magnesium</a>, <a href="/wiki/Strontium" title="Strontium">strontium</a>, <a href="/wiki/Zinc" title="Zinc">zinc</a>)</li> <li><a href="/wiki/Dehydroandrosterone" title="Dehydroandrosterone">Dehydroandrosterone</a></li> <li><a href="/wiki/Dihydrotestosterone" title="Dihydrotestosterone">Dihydrotestosterone</a></li> <li><a href="/wiki/Estradiol" title="Estradiol">Estradiol</a></li> <li><a href="/wiki/Amino_acid" title="Amino acid"><small>L</small>-α-Amino acids</a> (incl. <a href="/wiki/Arginine" title="Arginine"><small>L</small>-arginine</a>, <a href="/wiki/Lysine" title="Lysine"><small>L</small>-lysine</a>, <a href="/wiki/Ornithine" title="Ornithine"><small>L</small>-ornithine</a>)</li> <li><a href="/wiki/Osteocalcin" title="Osteocalcin">Osteocalcin</a></li> <li><a href="/wiki/Sex_hormone-binding_globulin" title="Sex hormone-binding globulin"><abbr title="Sex hormone-binding globulin">SHBG</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Sex hormone-binding globulin</span></li> <li><a href="/wiki/Testosterone" title="Testosterone">Testosterone</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <dl><dt>See also</dt> <dd><a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></dd> <dd><a href="/wiki/Template:Androgens_and_antiandrogens" title="Template:Androgens and antiandrogens">Androgens and antiandrogens</a></dd> <dd><a href="/wiki/Template:Estrogen_receptor_modulators" title="Template:Estrogen receptor modulators">Estrogen receptor modulators</a></dd> <dd><a href="/wiki/Template:Progesterone_receptor_modulators" title="Template:Progesterone receptor modulators">Progesterone receptor modulators</a></dd> <dd><a href="/wiki/List_of_androgens_and_anabolic_steroids" title="List of androgens and anabolic steroids">List of androgens and anabolic steroids</a></dd></dl> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235" /></div><div role="navigation" class="navbox" aria-labelledby="GABA_receptor_modulators458" 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:GABA_receptor_modulators" title="Template:GABA receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:GABA_receptor_modulators" title="Template talk:GABA receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:GABA_receptor_modulators" title="Special:EditPage/Template:GABA receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="GABA_receptor_modulators458" style="font-size:114%;margin:0 4em"><a href="/wiki/GABA_receptor" title="GABA receptor"><abbr title="γ-Aminobutyric acid">GABA</abbr> 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/Ionotropic_GABA_receptors" class="mw-redirect" title="Ionotropic GABA receptors">Ionotropic</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:5em;text-align:center"><a href="/wiki/%CE%93-Aminobutyric_acid_A_receptor" class="mw-redirect" title="Γ-Aminobutyric acid A receptor"><abbr title="γ-Aminobutyric acid A receptor">GABA<sub>A</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip γ-Aminobutyric acid A receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Catechin" title="Catechin">(+)-Catechin</a></li> <li><a href="/wiki/Bamaluzole" title="Bamaluzole">Bamaluzole</a></li> <li><a href="/wiki/Barbiturate" title="Barbiturate">Barbiturates</a> (e.g., <a href="/wiki/Phenobarbital" title="Phenobarbital">phenobarbital</a>)</li> <li><a href="/wiki/Beta-Alanine" class="mw-redirect" title="Beta-Alanine">Beta-Alanine</a></li> <li><a href="/wiki/BL-1020" title="BL-1020">BL-1020</a></li> <li><a href="/w/index.php?title=5-Aminovaleric_acid&action=edit&redlink=1" class="new" title="5-Aminovaleric acid (page does not exist)">DAVA</a></li> <li><a href="/w/index.php?title=Dihydromuscimol&action=edit&redlink=1" class="new" title="Dihydromuscimol (page does not exist)">Dihydromuscimol</a></li> <li><a href="/wiki/Gamma-Aminobutyric_acid" class="mw-redirect" title="Gamma-Aminobutyric acid">GABA</a></li> <li><a href="/w/index.php?title=Gabamide&action=edit&redlink=1" class="new" title="Gabamide (page does not exist)">Gabamide</a></li> <li><a href="/wiki/GABOB" class="mw-redirect" title="GABOB">GABOB</a></li> <li><a href="/wiki/Gaboxadol" title="Gaboxadol">Gaboxadol (THIP)</a></li> <li><a href="/wiki/Homotaurine" title="Homotaurine">Homotaurine (tramiprosate, 3-APS)</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/w/index.php?title=Iso-THAZ&action=edit&redlink=1" class="new" title="Iso-THAZ (page does not exist)">iso-THAZ</a></li> <li><a href="/w/index.php?title=Iso-THIP&action=edit&redlink=1" class="new" title="Iso-THIP (page does not exist)">iso-THIP</a></li> <li><a href="/wiki/Isoguvacine" title="Isoguvacine">Isoguvacine</a></li> <li><a href="/w/index.php?title=Isomuscimol&action=edit&redlink=1" class="new" title="Isomuscimol (page does not exist)">Isomuscimol</a></li> <li><a href="/wiki/Isonipecotic_acid" title="Isonipecotic acid">Isonipecotic acid</a></li> <li><a href="/w/index.php?title=Kojic_amine&action=edit&redlink=1" class="new" title="Kojic amine (page does not exist)">Kojic amine</a></li> <li><a href="/wiki/L-838,417" title="L-838,417">L-838,417</a></li> <li><a href="/wiki/Lignan" title="Lignan">Lignans</a> (e.g., <a href="/wiki/Honokiol" title="Honokiol">honokiol</a>)</li> <li><a href="/wiki/Methylglyoxal" title="Methylglyoxal">Methylglyoxal</a></li> <li><a href="/wiki/Monastrol" title="Monastrol">Monastrol</a></li> <li><a href="/wiki/Muscimol" title="Muscimol">Muscimol</a></li> <li><a href="/wiki/Nefiracetam" title="Nefiracetam">Nefiracetam</a></li> <li><a href="/wiki/Neuroactive_steroid" class="mw-redirect" title="Neuroactive steroid">Neuroactive steroids</a> (e.g., <a href="/wiki/Allopregnanolone" title="Allopregnanolone">allopregnanolone</a>)</li> <li><a href="/wiki/Org_20599" class="mw-redirect" title="Org 20599">Org 20599</a></li> <li><a href="/wiki/PF-6372865" class="mw-redirect" title="PF-6372865">PF-6372865</a></li> <li><a href="/wiki/Phenibut" title="Phenibut">Phenibut</a></li> <li><a href="/wiki/Picamilon" title="Picamilon">Picamilon</a></li> <li><a href="/w/index.php?title=Piperidine-4-sulfonic_acid&action=edit&redlink=1" class="new" title="Piperidine-4-sulfonic acid (page does not exist)">P4S</a></li> <li><a href="/wiki/Progabide" title="Progabide">Progabide</a></li> <li><a href="/wiki/Propofol" title="Propofol">Propofol</a></li> <li><a href="/wiki/Quisqualamine" title="Quisqualamine">Quisqualamine</a></li> <li><a href="/wiki/SL-75102" title="SL-75102">SL-75102</a></li> <li><a href="/wiki/Taurine" title="Taurine">Taurine</a></li> <li><a href="/w/index.php?title=Trans-4-Aminocrotonic_acid&action=edit&redlink=1" class="new" title="Trans-4-Aminocrotonic acid (page does not exist)">TACA</a></li> <li><a href="/w/index.php?title=Trans-2-(Aminomethyl)cyclopropanecarboxylic_acid&action=edit&redlink=1" class="new" title="Trans-2-(Aminomethyl)cyclopropanecarboxylic acid (page does not exist)">TAMP</a></li> <li><a href="/wiki/Terpenoid" title="Terpenoid">Terpenoids</a> (e.g., <a href="/wiki/Borneol" title="Borneol">borneol</a>)</li> <li><a href="/wiki/Thiomuscimol" title="Thiomuscimol">Thiomuscimol</a></li> <li><a href="/wiki/Tolgabide" title="Tolgabide">Tolgabide</a></li> <li><a href="/w/index.php?title=(Z)-3-((Aminoiminomethyl)thio)prop-2-enoic_acid&action=edit&redlink=1" class="new" title="(Z)-3-((Aminoiminomethyl)thio)prop-2-enoic acid (page does not exist)">ZAPA</a></li></ul> <ul><li><i>Positive modulators (abridged; see <a href="/wiki/Template:GABAAR_PAMs" class="mw-redirect" title="Template:GABAAR PAMs">here</a> for a full list):</i> <a href="/w/index.php?title=%CE%91-Ethyl-%CE%B1-methylthiobutyrolactone&action=edit&redlink=1" class="new" title="Α-Ethyl-α-methylthiobutyrolactone (page does not exist)">α-EMTBL</a></li> <li><a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">Alcohols</a> (e.g., <a href="/wiki/Alcohol_(drug)" title="Alcohol (drug)">drinking alcohol</a>, <a href="/wiki/Tert-Amyl_alcohol" title="Tert-Amyl alcohol">2M2B</a>)</li> <li><a href="/wiki/Anabolic_steroid" title="Anabolic steroid">Anabolic steroids</a></li> <li><a href="/wiki/Avermectin" title="Avermectin">Avermectins</a> (e.g., <a href="/wiki/Ivermectin" title="Ivermectin">ivermectin</a>)</li> <li><a href="/wiki/Barbiturate" title="Barbiturate">Barbiturates</a> (e.g., <a href="/wiki/Phenobarbital" title="Phenobarbital">phenobarbital</a>)</li> <li><a href="/wiki/Benzodiazepine" title="Benzodiazepine">Benzodiazepines</a> (e.g., <a href="/wiki/Diazepam" title="Diazepam">diazepam</a>)</li> <li><a href="/wiki/Bromide" title="Bromide">Bromide</a> compounds (e.g., <a href="/wiki/Potassium_bromide" title="Potassium bromide">potassium bromide</a>)</li> <li><a href="/wiki/Carbamate" title="Carbamate">Carbamates</a> (e.g., <a href="/wiki/Meprobamate" title="Meprobamate">meprobamate</a>)</li> <li><a href="/wiki/Carbamazepine" title="Carbamazepine">Carbamazepine</a></li> <li><a href="/wiki/Chloralose" title="Chloralose">Chloralose</a></li> <li><a href="/wiki/Chlormezanone" title="Chlormezanone">Chlormezanone</a></li> <li><a href="/wiki/Clomethiazole" title="Clomethiazole">Clomethiazole</a></li> <li><a href="/wiki/Dihydroergoline" class="mw-redirect" title="Dihydroergoline">Dihydroergolines</a> (e.g., <a href="/wiki/Ergoloid" title="Ergoloid">ergoloid (dihydroergotoxine)</a>)</li> <li><a href="/wiki/Etazepine" title="Etazepine">Etazepine</a></li> <li><a href="/wiki/Etifoxine" title="Etifoxine">Etifoxine</a></li> <li><a href="/wiki/Fenamate" class="mw-redirect" title="Fenamate">Fenamates</a> (e.g., <a href="/wiki/Mefenamic_acid" title="Mefenamic acid">mefenamic acid</a>)</li> <li><a href="/wiki/Flavonoid" title="Flavonoid">Flavonoids</a> (e.g., <a href="/wiki/Apigenin" title="Apigenin">apigenin</a>, <a href="/wiki/Hispidulin" title="Hispidulin">hispidulin</a>)</li> <li><a href="/wiki/Fluoxetine" title="Fluoxetine">Fluoxetine</a></li> <li><a href="/wiki/Flupirtine" title="Flupirtine">Flupirtine</a></li> <li><a href="/wiki/Imidazole" title="Imidazole">Imidazoles</a> (e.g., <a href="/wiki/Etomidate" title="Etomidate">etomidate</a>)</li> <li><a href="/wiki/Kava" title="Kava">Kava</a> constituents (e.g., <a href="/wiki/Kavain" title="Kavain">kavain</a>)</li> <li><a href="/wiki/Lanthanum" title="Lanthanum">Lanthanum</a></li> <li><a href="/wiki/Loreclezole" title="Loreclezole">Loreclezole</a></li> <li><a href="/wiki/Monastrol" title="Monastrol">Monastrol</a></li> <li><a href="/wiki/Neuroactive_steroid" class="mw-redirect" title="Neuroactive steroid">Neuroactive steroids</a> (e.g., <a href="/wiki/Allopregnanolone" title="Allopregnanolone">allopregnanolone</a>, <a href="/wiki/Cholesterol" title="Cholesterol">cholesterol</a>, <a href="/wiki/THDOC" class="mw-redirect" title="THDOC">THDOC</a>)</li> <li><a href="/wiki/Niacin_(substance)" class="mw-redirect" title="Niacin (substance)">Niacin</a></li> <li><a href="/wiki/Niacinamide" class="mw-redirect" title="Niacinamide">Niacinamide</a></li> <li><a href="/wiki/Nonbenzodiazepine" title="Nonbenzodiazepine">Nonbenzodiazepines</a> (e.g., <a href="/wiki/%CE%92-carboline" class="mw-redirect" title="Β-carboline">β-carbolines</a> (e.g., <a href="/wiki/Abecarnil" title="Abecarnil">abecarnil</a>), <a href="/wiki/Cyclopyrrolone" class="mw-redirect" title="Cyclopyrrolone">cyclopyrrolones</a> (e.g., <a href="/wiki/Zopiclone" title="Zopiclone">zopiclone</a>), <a href="/wiki/Imidazopyridine" title="Imidazopyridine">imidazopyridines</a> (e.g., <a href="/wiki/Zolpidem" title="Zolpidem">zolpidem</a>), <a href="/wiki/Pyrazolopyrimidine" title="Pyrazolopyrimidine">pyrazolopyrimidines</a> (e.g., <a href="/wiki/Zaleplon" title="Zaleplon">zaleplon</a>))</li> <li><a href="/wiki/Norfluoxetine" class="mw-redirect" title="Norfluoxetine">Norfluoxetine</a></li> <li><a href="/wiki/Petrichloral" title="Petrichloral">Petrichloral</a></li> <li><a href="/wiki/Phenol" title="Phenol">Phenols</a> (e.g., <a href="/wiki/Propofol" title="Propofol">propofol</a>)</li> <li><a href="/wiki/Phenytoin" title="Phenytoin">Phenytoin</a></li> <li><a href="/wiki/Piperidinedione" class="mw-redirect" title="Piperidinedione">Piperidinediones</a> (e.g., <a href="/wiki/Glutethimide" title="Glutethimide">glutethimide</a>)</li> <li><a href="/wiki/Propanidid" title="Propanidid">Propanidid</a></li> <li><a href="/wiki/Pyrazolopyridine" class="mw-redirect" title="Pyrazolopyridine">Pyrazolopyridines</a> (e.g., <a href="/wiki/Etazolate" title="Etazolate">etazolate</a>)</li> <li><a href="/wiki/Quinazolinone" title="Quinazolinone">Quinazolinones</a> (e.g., <a href="/wiki/Methaqualone" title="Methaqualone">methaqualone</a>)</li> <li><a href="/wiki/Retigabine" title="Retigabine">Retigabine (ezogabine)</a></li> <li><a href="/wiki/ROD-188" title="ROD-188">ROD-188</a></li> <li><a href="/wiki/Scutellaria" title="Scutellaria">Skullcap</a> constituents (e.g., <a href="/wiki/Baicalin" title="Baicalin">baicalin</a>)</li> <li><a href="/wiki/Stiripentol" title="Stiripentol">Stiripentol</a></li> <li><a href="/w/index.php?title=Sulfonylalkane&action=edit&redlink=1" class="new" title="Sulfonylalkane (page does not exist)">Sulfonylalkanes</a> (e.g., <a href="/wiki/Sulfonmethane" title="Sulfonmethane">sulfonmethane (sulfonal)</a>)</li> <li><a href="/wiki/Topiramate" title="Topiramate">Topiramate</a></li> <li><a href="/wiki/Valerian_(herb)" title="Valerian (herb)">Valerian</a> constituents (e.g., <a href="/wiki/Valerenic_acid" title="Valerenic acid">valerenic acid</a>)</li> <li><a href="/wiki/Volatility_(chemistry)" title="Volatility (chemistry)">Volatiles</a>/<a href="/wiki/Gas" title="Gas">gases</a> (e.g., <a href="/wiki/Chloral_hydrate" title="Chloral hydrate">chloral hydrate</a>, <a href="/wiki/Chloroform" title="Chloroform">chloroform</a>, <a href="/wiki/Diethyl_ether" title="Diethyl ether">diethyl ether</a>, <a href="/wiki/Paraldehyde" title="Paraldehyde">paraldehyde</a>, <a href="/wiki/Sevoflurane" title="Sevoflurane">sevoflurane</a>)</li></ul> <ul><li><i>Antagonists:</i> <a href="/wiki/Bicuculline" title="Bicuculline">Bicuculline</a></li> <li><a href="/wiki/Coriamyrtin" title="Coriamyrtin">Coriamyrtin</a></li> <li><a href="/w/index.php?title=Dihydrosecurinine&action=edit&redlink=1" class="new" title="Dihydrosecurinine (page does not exist)">Dihydrosecurinine</a></li> <li><a href="/wiki/Famiraprinium" title="Famiraprinium">Famiraprinium</a></li> <li><a href="/wiki/Gabazine" title="Gabazine">Gabazine (SR-95531)</a></li> <li><a href="/wiki/Hydrastine" title="Hydrastine">Hydrastine</a></li> <li><a href="/w/index.php?title=Hyenanchin&action=edit&redlink=1" class="new" title="Hyenanchin (page does not exist)">Hyenachin (mellitoxin)</a></li> <li><a href="/w/index.php?title=PHP-501&action=edit&redlink=1" class="new" title="PHP-501 (page does not exist)">PHP-501</a></li> <li><a href="/wiki/Pitrazepin" title="Pitrazepin">Pitrazepin</a></li> <li><a href="/wiki/Securinine" title="Securinine">Securinine</a></li> <li><a href="/wiki/Sinomenine" title="Sinomenine">Sinomenine</a></li> <li><a href="/w/index.php?title=SR-42641&action=edit&redlink=1" class="new" title="SR-42641 (page does not exist)">SR-42641</a></li> <li><a href="/wiki/Thiocolchicoside" title="Thiocolchicoside">Thiocolchicoside</a></li> <li><a href="/wiki/Tutin_(toxin)" title="Tutin (toxin)">Tutin</a></li></ul> <ul><li><i>Negative modulators:</i> <a href="/w/index.php?title=5-Ethyl-5-(1,3-dimethylbut-1%27-enyl)barbituric_acid&action=edit&redlink=1" class="new" title="5-Ethyl-5-(1,3-dimethylbut-1'-enyl)barbituric acid (page does not exist)">1,3M1B</a></li> <li><a href="/w/index.php?title=5-Ethyl-5-(3-methylbut-2%27-enyl)barbituric_acid&action=edit&redlink=1" class="new" title="5-Ethyl-5-(3-methylbut-2'-enyl)barbituric acid (page does not exist)">3M2B</a></li> <li><a href="/wiki/11-Ketoprogesterone" title="11-Ketoprogesterone">11-Ketoprogesterone</a></li> <li><a href="/wiki/17-Phenylandrostenol" title="17-Phenylandrostenol">17-Phenylandrostenol</a></li> <li><a href="/wiki/%CE%913IA" title="Α3IA">α3IA</a></li> <li><a href="/wiki/%CE%915IA" title="Α5IA">α5IA (LS-193,268)</a></li> <li><a href="/w/index.php?title=Butyl_%CE%B2-carboline-3-carboxylate&action=edit&redlink=1" class="new" title="Butyl β-carboline-3-carboxylate (page does not exist)">β-CCB</a></li> <li><a href="/w/index.php?title=Ethyl_%CE%B2-carboline-3-carboxylate&action=edit&redlink=1" class="new" title="Ethyl β-carboline-3-carboxylate (page does not exist)">β-CCE</a></li> <li><a href="/w/index.php?title=Methyl_%CE%B2-carboline-3-carboxylate&action=edit&redlink=1" class="new" title="Methyl β-carboline-3-carboxylate (page does not exist)">β-CCM</a></li> <li><a href="/w/index.php?title=Propyl_%CE%B2-carboline-3-carboxylate&action=edit&redlink=1" class="new" title="Propyl β-carboline-3-carboxylate (page does not exist)">β-CCP</a></li> <li><a href="/w/index.php?title=%CE%92-Ethyl-%CE%B2-methyl-%CE%B3-butyrolactone&action=edit&redlink=1" class="new" title="Β-Ethyl-β-methyl-γ-butyrolactone (page does not exist)">β-EMGBL</a></li> <li><a href="/wiki/Anabolic_steroid" title="Anabolic steroid">Anabolic steroids</a></li> <li><a href="/wiki/Amiloride" title="Amiloride">Amiloride</a></li> <li><a href="/wiki/Anisatin" title="Anisatin">Anisatin</a></li> <li><a href="/wiki/%CE%92-Lactam" title="Β-Lactam">β-Lactams</a> (e.g., <a href="/wiki/Penicillin" title="Penicillin">penicillins</a>, <a href="/wiki/Cephalosporin" title="Cephalosporin">cephalosporins</a>, <a href="/wiki/Carbapenem" title="Carbapenem">carbapenems</a>)</li> <li><a href="/wiki/Basmisanil" title="Basmisanil">Basmisanil</a></li> <li><a href="/wiki/Bemegride" title="Bemegride">Bemegride</a></li> <li><a href="/wiki/Bicyclic_phosphate" title="Bicyclic phosphate">Bicyclic phosphates</a> (<a href="/wiki/TBPS" title="TBPS">TBPS</a>, <a href="/wiki/TBPO" title="TBPO">TBPO</a>, <a href="/wiki/IPTBO" title="IPTBO">IPTBO</a>)</li> <li><a href="/wiki/BIDN" title="BIDN">BIDN</a></li> <li><a href="/wiki/Bilobalide" title="Bilobalide">Bilobalide</a></li> <li><a href="/wiki/Bupropion" title="Bupropion">Bupropion</a></li> <li><a href="/wiki/5-(2-Cyclohexylideneethyl)-5-ethylbarbituric_acid" class="mw-redirect" title="5-(2-Cyclohexylideneethyl)-5-ethylbarbituric acid">CHEB</a></li> <li><a href="/wiki/Chlorophenylsilatrane" title="Chlorophenylsilatrane">Chlorophenylsilatrane</a></li> <li><a href="/wiki/Cicutoxin" title="Cicutoxin">Cicutoxin</a></li> <li><a href="/wiki/Cloflubicyne" title="Cloflubicyne">Cloflubicyne</a></li> <li><a href="/wiki/Cyclothiazide" title="Cyclothiazide">Cyclothiazide</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA-S</a></li> <li><a href="/wiki/Dieldrin" title="Dieldrin">Dieldrin</a></li> <li><a href="/wiki/(%2B)-5-(1,3-Dimethylbutyl)-5-ethylbarbituric_acid" class="mw-redirect" title="(+)-5-(1,3-Dimethylbutyl)-5-ethylbarbituric acid">(+)-DMBB</a></li> <li><a href="/wiki/DMCM" title="DMCM">DMCM</a></li> <li><a href="/w/index.php?title=5,7-Dihydroxy-6-methoxy-2(4-phenoxyphenyl)-4H-chromene-4-one&action=edit&redlink=1" class="new" title="5,7-Dihydroxy-6-methoxy-2(4-phenoxyphenyl)-4H-chromene-4-one (page does not exist)">DMPC</a></li> <li><a href="/wiki/EBOB" title="EBOB">EBOB</a></li> <li><a href="/w/index.php?title=Etbicyphat&action=edit&redlink=1" class="new" title="Etbicyphat (page does not exist)">Etbicyphat</a></li> <li><a href="/wiki/FG-7142" title="FG-7142">FG-7142 (ZK-31906)</a></li> <li><a href="/w/index.php?title=Fiprole&action=edit&redlink=1" class="new" title="Fiprole (page does not exist)">Fiproles</a> (e.g., <a href="/wiki/Fipronil" title="Fipronil">fipronil</a>)</li> <li><a href="/wiki/Flavonoid" title="Flavonoid">Flavonoids</a> (e.g., <a href="/wiki/Amentoflavone" title="Amentoflavone">amentoflavone</a>, <a href="/wiki/Oroxylin_A" title="Oroxylin A">oroxylin A</a>)</li> <li><a href="/wiki/Flumazenil" title="Flumazenil">Flumazenil</a></li> <li><a href="/wiki/Fluoroquinolone" class="mw-redirect" title="Fluoroquinolone">Fluoroquinolones</a> (e.g., <a href="/wiki/Ciprofloxacin" title="Ciprofloxacin">ciprofloxacin</a>)</li> <li><a href="/wiki/Flurothyl" title="Flurothyl">Flurothyl</a></li> <li><a href="/wiki/Furosemide" title="Furosemide">Furosemide</a></li> <li><a href="/wiki/Golexanolone" title="Golexanolone">Golexanolone</a></li> <li><a href="/wiki/Iomazenil_(123I)" class="mw-redirect" title="Iomazenil (123I)">Iomazenil (<sup>123</sup>I)</a></li> <li><a href="/wiki/IPTBO" title="IPTBO">IPTBO</a></li> <li><a href="/wiki/Isopregnanolone" title="Isopregnanolone">Isopregnanolone (sepranolone)</a></li> <li><a href="/wiki/L-655,708" title="L-655,708">L-655,708</a></li> <li><a href="/wiki/Laudanosine" title="Laudanosine">Laudanosine</a></li> <li><a href="/wiki/Lindane" title="Lindane">Lindane</a></li> <li><a href="/w/index.php?title=MaxiPost&action=edit&redlink=1" class="new" title="MaxiPost (page does not exist)">MaxiPost</a></li> <li><a href="/wiki/Morphine" title="Morphine">Morphine</a></li> <li><a href="/wiki/Morphine-3-glucuronide" title="Morphine-3-glucuronide">Morphine-3-glucuronide</a></li> <li><a href="/wiki/MRK-016" title="MRK-016">MRK-016</a></li> <li><a href="/wiki/Naloxone" title="Naloxone">Naloxone</a></li> <li><a href="/wiki/Naltrexone" title="Naltrexone">Naltrexone</a></li> <li><a href="/wiki/Nicardipine" title="Nicardipine">Nicardipine</a></li> <li><a href="/wiki/Nonsteroidal_antiandrogen" title="Nonsteroidal antiandrogen">Nonsteroidal antiandrogens</a> (e.g., <a class="mw-selflink selflink">apalutamide</a>, <a href="/wiki/Bicalutamide" title="Bicalutamide">bicalutamide</a>, <a href="/wiki/Enzalutamide" title="Enzalutamide">enzalutamide</a>, <a href="/wiki/Flutamide" title="Flutamide">flutamide</a>, <a href="/wiki/Nilutamide" title="Nilutamide">nilutamide</a>)</li> <li><a href="/wiki/Oenanthotoxin" title="Oenanthotoxin">Oenanthotoxin</a></li> <li><a href="/wiki/Pentylenetetrazol" title="Pentylenetetrazol">Pentylenetetrazol (pentetrazol)</a></li> <li><a href="/wiki/Phenylsilatrane" title="Phenylsilatrane">Phenylsilatrane</a></li> <li><a href="/wiki/Picrotoxin" title="Picrotoxin">Picrotoxin</a> (i.e., <a href="/wiki/Picrotin" class="mw-redirect" title="Picrotin">picrotin</a>, <a href="/wiki/Picrotoxinin" class="mw-redirect" title="Picrotoxinin">picrotoxinin</a> and <a href="/wiki/Dihydropicrotoxinin" title="Dihydropicrotoxinin">dihydropicrotoxinin</a>)</li> <li><a href="/wiki/Pregnenolone_sulfate" title="Pregnenolone sulfate">Pregnenolone sulfate</a></li> <li><a href="/w/index.php?title=Propybicyphat&action=edit&redlink=1" class="new" title="Propybicyphat (page does not exist)">Propybicyphat</a></li> <li><a href="/wiki/PWZ-029" title="PWZ-029">PWZ-029</a></li> <li><a href="/wiki/Radequinil" title="Radequinil">Radequinil</a></li> <li><a href="/wiki/Ro_15-4513" class="mw-redirect" title="Ro 15-4513">Ro 15-4513</a></li> <li><a href="/wiki/Ro_19-4603" title="Ro 19-4603">Ro 19-4603</a></li> <li><a href="/w/index.php?title=RO4882224&action=edit&redlink=1" class="new" title="RO4882224 (page does not exist)">RO4882224</a></li> <li><a href="/wiki/RO4938581" class="mw-redirect" title="RO4938581">RO4938581</a></li> <li><a href="/wiki/Sarmazenil" title="Sarmazenil">Sarmazenil</a></li> <li><a href="/w/index.php?title=Salicylidene_salicylhydrazide&action=edit&redlink=1" class="new" title="Salicylidene salicylhydrazide (page does not exist)">SCS</a></li> <li><a href="/wiki/Suritozole" title="Suritozole">Suritozole</a></li> <li><a href="/wiki/TB-21007" title="TB-21007">TB-21007</a></li> <li><a href="/w/index.php?title=T-Butylbicycloorthobenzoate&action=edit&redlink=1" class="new" title="T-Butylbicycloorthobenzoate (page does not exist)">TBOB</a></li> <li><a href="/wiki/TBPS" title="TBPS">TBPS</a></li> <li><a href="/w/index.php?title=TCS-1105&action=edit&redlink=1" class="new" title="TCS-1105 (page does not exist)">TCS-1105</a></li> <li><a href="/wiki/Terbequinil" title="Terbequinil">Terbequinil</a></li> <li><a href="/wiki/Tetramethylenedisulfotetramine" title="Tetramethylenedisulfotetramine">TETS</a></li> <li><a href="/wiki/Thujone" title="Thujone">Thujone</a></li> <li><a href="/wiki/U-93631" title="U-93631">U-93631</a></li> <li><a href="/wiki/Zinc" title="Zinc">Zinc</a></li> <li><a href="/wiki/ZK-93426" title="ZK-93426">ZK-93426</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;text-align:center"><a href="/wiki/%CE%93-Aminobutyric_acid_A-rho_receptor" class="mw-redirect" title="Γ-Aminobutyric acid A-rho receptor"><abbr title="γ-Aminobutyric acid A-rho receptor">GABA<sub>A</sub>-ρ</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip γ-Aminobutyric acid A-rho receptor</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/BL-1020" title="BL-1020">BL-1020</a></li> <li><a href="/wiki/(Z)-4-Amino-2-butenoic_acid" title="(Z)-4-Amino-2-butenoic acid">CACA</a></li> <li><a href="/wiki/(%2B)-cis-2-Aminomethylcyclopropane_carboxylic_acid" title="(+)-cis-2-Aminomethylcyclopropane carboxylic acid">CAMP</a></li> <li><a href="/w/index.php?title=Homohypotaurine&action=edit&redlink=1" class="new" title="Homohypotaurine (page does not exist)">Homohypotaurine</a></li> <li><a href="/wiki/Gamma-Aminobutyric_acid" class="mw-redirect" title="Gamma-Aminobutyric acid">GABA</a></li> <li><a href="/wiki/GABOB" class="mw-redirect" title="GABOB">GABOB</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/Isoguvacine" title="Isoguvacine">Isoguvacine</a></li> <li><a href="/wiki/Muscimol" title="Muscimol">Muscimol</a></li> <li><a href="/wiki/N4-Chloroacetylcytosine_arabinoside" title="N4-Chloroacetylcytosine arabinoside"><i>N</i><sup>4</sup>-Chloroacetylcytosine arabinoside</a></li> <li><a href="/wiki/Picamilon" title="Picamilon">Picamilon</a></li> <li><a href="/wiki/Progabide" title="Progabide">Progabide</a></li> <li><a href="/w/index.php?title=Trans-4-Aminocrotonic_acid&action=edit&redlink=1" class="new" title="Trans-4-Aminocrotonic acid (page does not exist)">TACA</a></li> <li><a href="/w/index.php?title=Trans-2-(Aminomethyl)cyclopropanecarboxylic_acid&action=edit&redlink=1" class="new" title="Trans-2-(Aminomethyl)cyclopropanecarboxylic acid (page does not exist)">TAMP</a></li> <li><a href="/wiki/Thiomuscimol" title="Thiomuscimol">Thiomuscimol</a></li> <li><a href="/wiki/Tolgabide" title="Tolgabide">Tolgabide</a></li></ul> <ul><li><i>Positive modulators:</i> <a href="/wiki/Allopregnanolone" title="Allopregnanolone">Allopregnanolone</a></li> <li><a href="/wiki/Alphaxolone" class="mw-redirect" title="Alphaxolone">Alphaxolone</a></li> <li><a href="/wiki/Allotetrahydrodeoxycorticosterone" class="mw-redirect" title="Allotetrahydrodeoxycorticosterone">ATHDOC</a></li> <li><a href="/wiki/Lanthanide" title="Lanthanide">Lanthanides</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/w/index.php?title=(S)-4-Amino-2-methylbutanoic_acid&action=edit&redlink=1" class="new" title="(S)-4-Amino-2-methylbutanoic acid (page does not exist)">(S)-2-MeGABA</a></li> <li><a href="/w/index.php?title=(S)-(4-Aminocyclopent-1-enyl)butylphosphinic_acid&action=edit&redlink=1" class="new" title="(S)-(4-Aminocyclopent-1-enyl)butylphosphinic acid (page does not exist)">(S)-4-ACPBPA</a></li> <li><a href="/w/index.php?title=(S)-4-Aminocyclopent-1-ene-1-carboxylic_acid&action=edit&redlink=1" class="new" title="(S)-4-Aminocyclopent-1-ene-1-carboxylic acid (page does not exist)">(S)-4-ACPCA</a></li> <li><a href="/w/index.php?title=Trans-4-Amino-2-methylbut-2-enoic_acid&action=edit&redlink=1" class="new" title="Trans-4-Amino-2-methylbut-2-enoic acid (page does not exist)">2-MeTACA</a></li> <li><a href="/w/index.php?title=3-Aminopropyl(methyl)phosphinic_acid&action=edit&redlink=1" class="new" title="3-Aminopropyl(methyl)phosphinic acid (page does not exist)">3-APMPA</a></li> <li><a href="/w/index.php?title=4-Aminocyclopent-1-enecarboxamide&action=edit&redlink=1" class="new" title="4-Aminocyclopent-1-enecarboxamide (page does not exist)">4-ACPAM</a></li> <li><a href="/w/index.php?title=4-Guanidinobutanoic_acid&action=edit&redlink=1" class="new" title="4-Guanidinobutanoic acid (page does not exist)">4-GBA</a></li> <li><a href="/w/index.php?title=Cis-(3-Aminocyclopentyl)butylphosphinic_acid&action=edit&redlink=1" class="new" title="Cis-(3-Aminocyclopentyl)butylphosphinic acid (page does not exist)"><i>cis</i>-3-ACPBPA</a></li> <li><a href="/w/index.php?title=CGP-36742&action=edit&redlink=1" class="new" title="CGP-36742 (page does not exist)">CGP-36742 (SGS-742)</a></li> <li><a href="/w/index.php?title=5-Aminovaleric_acid&action=edit&redlink=1" class="new" title="5-Aminovaleric acid (page does not exist)">DAVA</a></li> <li><a href="/wiki/Gabazine" title="Gabazine">Gabazine (SR-95531)</a></li> <li><a href="/wiki/Gaboxadol" title="Gaboxadol">Gaboxadol (THIP)</a></li> <li><a href="/w/index.php?title=Imidazole-4-acetic_acid&action=edit&redlink=1" class="new" title="Imidazole-4-acetic acid (page does not exist)">I4AA</a></li> <li><a href="/wiki/Isonipecotic_acid" title="Isonipecotic acid">Isonipecotic acid</a></li> <li><a href="/wiki/Loreclezole" title="Loreclezole">Loreclezole</a></li> <li><a href="/w/index.php?title=4-(Piperidin-4-yl)methylphosphinic_acid&action=edit&redlink=1" class="new" title="4-(Piperidin-4-yl)methylphosphinic acid (page does not exist)">P4MPA</a></li> <li><a href="/w/index.php?title=Piperidine-4-sulfonic_acid&action=edit&redlink=1" class="new" title="Piperidine-4-sulfonic acid (page does not exist)">P4S</a></li> <li><a href="/wiki/SKF-97541" class="mw-redirect" title="SKF-97541">SKF-97541</a></li> <li><a href="/w/index.php?title=SR-95318&action=edit&redlink=1" class="new" title="SR-95318 (page does not exist)">SR-95318</a></li> <li><a href="/w/index.php?title=SR-95813&action=edit&redlink=1" class="new" title="SR-95813 (page does not exist)">SR-95813</a></li> <li><a href="/wiki/(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic_acid" title="(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid">TPMPA</a></li> <li><a href="/w/index.php?title=Trans-(3-Aminocyclopentyl)butylphosphinic_acid&action=edit&redlink=1" class="new" title="Trans-(3-Aminocyclopentyl)butylphosphinic acid (page does not exist)"><i>trans</i>-3-ACPBPA</a></li> <li><a href="/w/index.php?title=(Z)-3-((Aminoiminomethyl)thio)prop-2-enoic_acid&action=edit&redlink=1" class="new" title="(Z)-3-((Aminoiminomethyl)thio)prop-2-enoic acid (page does not exist)">ZAPA</a></li></ul> <ul><li><i>Negative modulators:</i> <a href="/wiki/5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-Dihydroprogesterone</a></li> <li><a href="/wiki/Bilobalide" title="Bilobalide">Bilobalide</a></li> <li><a href="/wiki/Loreclezole" title="Loreclezole">Loreclezole</a></li> <li><a href="/wiki/Picrotoxin" title="Picrotoxin">Picrotoxin</a> (<a href="/wiki/Picrotin" class="mw-redirect" title="Picrotin">picrotin</a>, <a href="/wiki/Picrotoxinin" class="mw-redirect" title="Picrotoxinin">picrotoxinin</a>)</li> <li><a href="/wiki/Pregnanolone" title="Pregnanolone">Pregnanolone</a></li> <li><a href="/wiki/ROD-188" title="ROD-188">ROD-188</a></li> <li><a href="/wiki/Tetrahydrodeoxycorticosterone" title="Tetrahydrodeoxycorticosterone">THDOC</a></li> <li><a href="/wiki/Zinc" title="Zinc">Zinc</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Metabotropic" class="mw-redirect" title="Metabotropic">Metabotropic</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 id="GABABTooltip_γ-Aminobutyric_acid_B_receptor429" scope="row" class="navbox-group" style="width:5em;text-align:center;"><a href="/wiki/%CE%93-Aminobutyric_acid_B_receptor" class="mw-redirect" title="Γ-Aminobutyric acid B receptor"><abbr title="γ-Aminobutyric acid B receptor">GABA<sub>B</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip γ-Aminobutyric acid B receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/1,4-Butanediol" title="1,4-Butanediol">1,4-Butanediol</a></li> <li><a href="/wiki/3-APPA" title="3-APPA">3-APPA</a></li> <li><a href="/wiki/4-Fluorophenibut" title="4-Fluorophenibut">4-Fluorophenibut</a></li> <li><a href="/wiki/Aceburic_acid" title="Aceburic acid">Aceburic acid</a></li> <li><a href="/wiki/Arbaclofen" class="mw-redirect" title="Arbaclofen">Arbaclofen</a></li> <li><a href="/wiki/Arbaclofen_placarbil" title="Arbaclofen placarbil">Arbaclofen placarbil</a></li> <li><a href="/wiki/Baclofen" title="Baclofen">Baclofen</a></li> <li><a href="/wiki/BL-1020" title="BL-1020">BL-1020</a></li> <li><a href="/wiki/Gamma-Aminobutyric_acid" class="mw-redirect" title="Gamma-Aminobutyric acid">GABA</a></li> <li><a href="/w/index.php?title=Gabamide&action=edit&redlink=1" class="new" title="Gabamide (page does not exist)">Gabamide</a></li> <li><a href="/wiki/GABOB" class="mw-redirect" title="GABOB">GABOB</a></li> <li><a href="/wiki/Gamma-Butyrolactone" class="mw-redirect" title="Gamma-Butyrolactone">GBL</a></li> <li><a href="/wiki/Gamma-Hydroxybutyric_acid" class="mw-redirect" title="Gamma-Hydroxybutyric acid">GHB</a></li> <li><a href="/wiki/%CE%93-Hydroxybutaldehyde" class="mw-redirect" title="Γ-Hydroxybutaldehyde">GHBAL</a></li> <li><a href="/wiki/Gamma-Hydroxyvaleric_acid" class="mw-redirect" title="Gamma-Hydroxyvaleric acid">GHV</a></li> <li><a href="/wiki/Gamma-Valerolactone" class="mw-redirect" title="Gamma-Valerolactone">GVL</a></li> <li><a href="/wiki/Isovaline" title="Isovaline">Isovaline</a></li> <li><a href="/wiki/Lesogaberan" title="Lesogaberan">Lesogaberan</a></li> <li><a href="/wiki/Phenibut" title="Phenibut">Phenibut</a></li> <li><a href="/wiki/Picamilon" title="Picamilon">Picamilon</a></li> <li><a href="/wiki/Progabide" title="Progabide">Progabide</a></li> <li><a href="/wiki/Sodium_oxybate" title="Sodium oxybate">Sodium oxybate</a></li> <li><a href="/wiki/SKF-97,541" title="SKF-97,541">SKF-97,541</a></li> <li><a href="/wiki/SL_75102" class="mw-redirect" title="SL 75102">SL 75102</a></li> <li><a href="/wiki/Tolgabide" title="Tolgabide">Tolgabide</a></li> <li><a href="/wiki/Tolibut" title="Tolibut">Tolibut</a></li></ul> <ul><li><i>Positive modulators:</i> <a href="/wiki/ADX-71441" title="ADX-71441">ADX-71441</a></li> <li><a href="/wiki/BHF-177" title="BHF-177">BHF-177</a></li> <li><a href="/wiki/BHFF" title="BHFF">BHFF</a></li> <li><a href="/wiki/BSPP_(drug)" title="BSPP (drug)">BSPP</a></li> <li><a href="/wiki/CGP-7930" title="CGP-7930">CGP-7930</a></li> <li><a href="/w/index.php?title=CGP-13501&action=edit&redlink=1" class="new" title="CGP-13501 (page does not exist)">CGP-13501</a></li> <li><a href="/wiki/GS-39783" title="GS-39783">GS-39783</a></li> <li><a href="/w/index.php?title=Rac-BHFF&action=edit&redlink=1" class="new" title="Rac-BHFF (page does not exist)">rac-BHFF</a></li> <li><a href="/w/index.php?title=KK-92A&action=edit&redlink=1" class="new" title="KK-92A (page does not exist)">KK-92A</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/wiki/2-Hydroxysaclofen" title="2-Hydroxysaclofen">2-Hydroxysaclofen</a></li> <li><a href="/wiki/CGP-35348" title="CGP-35348">CGP-35348</a></li> <li><a href="/w/index.php?title=CGP-46381&action=edit&redlink=1" class="new" title="CGP-46381 (page does not exist)">CGP-46381</a></li> <li><a href="/w/index.php?title=CGP-52432&action=edit&redlink=1" class="new" title="CGP-52432 (page does not exist)">CGP-52432</a></li> <li><a href="/w/index.php?title=CGP-54626&action=edit&redlink=1" class="new" title="CGP-54626 (page does not exist)">CGP-54626</a></li> <li><a href="/w/index.php?title=CGP-55845&action=edit&redlink=1" class="new" title="CGP-55845 (page does not exist)">CGP-55845</a></li> <li><a href="/w/index.php?title=CGP-64213&action=edit&redlink=1" class="new" title="CGP-64213 (page does not exist)">CGP-64213</a></li> <li><a href="/w/index.php?title=5-Aminovaleric_acid&action=edit&redlink=1" class="new" title="5-Aminovaleric acid (page does not exist)">DAVA</a></li> <li><a href="/wiki/Homotaurine" title="Homotaurine">Homotaurine (tramiprosate, 3-APS)</a></li> <li><a href="/wiki/Phaclofen" title="Phaclofen">Phaclofen</a></li> <li><a href="/wiki/Saclofen" title="Saclofen">Saclofen</a></li> <li><a href="/wiki/SCH-50911" title="SCH-50911">SCH-50911</a></li> <li><a href="/wiki/SKF-97541" class="mw-redirect" title="SKF-97541">SKF-97541</a></li></ul> <ul><li><i>Negative modulators:</i> <a href="/w/index.php?title=Compound_14&action=edit&redlink=1" class="new" title="Compound 14 (page does not exist)">Compound 14</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <dl><dt>See also</dt> <dd><i><a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a> </i></dd> <dd><i><a href="/wiki/Template:GABAA_receptor_positive_modulators" title="Template:GABAA receptor positive modulators">GABA<sub>A</sub> receptor positive modulators</a> </i></dd> <dd><i><a href="/wiki/Template:GABA_metabolism_and_transport_modulators" title="Template:GABA metabolism and transport modulators">GABA metabolism/transport modulators</a> </i></dd></dl> </div></td></tr></tbody></table></div> <style data-mw-deduplicate="TemplateStyles:r1130092004">.mw-parser-output .portal-bar{font-size:88%;font-weight:bold;display:flex;justify-content:center;align-items:baseline}.mw-parser-output .portal-bar-bordered{padding:0 2em;background-color:#fdfdfd;border:1px solid #a2a9b1;clear:both;margin:1em auto 0}.mw-parser-output .portal-bar-related{font-size:100%;justify-content:flex-start}.mw-parser-output .portal-bar-unbordered{padding:0 1.7em;margin-left:0}.mw-parser-output .portal-bar-header{margin:0 1em 0 0.5em;flex:0 0 auto;min-height:24px}.mw-parser-output .portal-bar-content{display:flex;flex-flow:row wrap;flex:0 1 auto;padding:0.15em 0;column-gap:1em;align-items:baseline;margin:0;list-style:none}.mw-parser-output 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