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href="https://ja.wikipedia.org/wiki/%E3%83%94%E3%83%A9%E3%83%B3%E3%83%80%E3%83%9F%E3%83%B3" title="ピランダミン – Japanese" lang="ja" hreflang="ja" data-title="ピランダミン" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Pirandamin" title="Pirandamin – Serbian" lang="sr" hreflang="sr" data-title="Pirandamin" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Pirandamin" title="Pirandamin – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Pirandamin" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li> </ul> 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data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Appearance</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <style data-mw-deduplicate="TemplateStyles:r1257001546">.mw-parser-output .infobox-subbox{padding:0;border:none;margin:-3px;width:auto;min-width:100%;font-size:100%;clear:none;float:none;background-color:transparent}.mw-parser-output .infobox-3cols-child{margin:auto}.mw-parser-output .infobox .navbar{font-size:100%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .infobox-full-data:not(.notheme)>div:not(.notheme)[style]{background:#1f1f23!important;color:#f8f9fa}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .infobox-full-data:not(.notheme) div:not(.notheme){background:#1f1f23!important;color:#f8f9fa}}@media(min-width:640px){body.skin--responsive .mw-parser-output .infobox-table{display:table!important}body.skin--responsive .mw-parser-output .infobox-table>caption{display:table-caption!important}body.skin--responsive .mw-parser-output .infobox-table>tbody{display:table-row-group}body.skin--responsive .mw-parser-output .infobox-table tr{display:table-row!important}body.skin--responsive .mw-parser-output .infobox-table th,body.skin--responsive .mw-parser-output .infobox-table td{padding-left:inherit;padding-right:inherit}}</style><table class="infobox" style="border-spacing:2px;"><caption class="infobox-title"><span title="International nonproprietary name (INN): Pirandamine">Pirandamine</span></caption><tbody><tr><td colspan="2" class="infobox-image notheme" style="background-color: #f8f9fa;"><span class="mw-default-size" typeof="mw:File/Frameless"><a href="/wiki/File:Pirandamine.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/58/Pirandamine.png/220px-Pirandamine.png" decoding="async" width="220" height="223" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/58/Pirandamine.png/330px-Pirandamine.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/58/Pirandamine.png/440px-Pirandamine.png 2x" data-file-width="953" data-file-height="966" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Clinical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Route_of_administration" title="Route of administration">Routes of<br />administration</a></th><td class="infobox-data">Oral</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li>none</li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">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>In general: uncontrolled</li></ul></div> </td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Identifiers</th></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/IUPAC_nomenclature_of_chemistry" title="IUPAC nomenclature of chemistry">IUPAC name</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all; text-align:left; padding-left:1.5em; text-indent:-1.5em;"><li style="line-height: inherit; margin: 0"><div style="font-size: 97%;"><i>N</i>,<i>N</i>-dimethyl-2-(1-methyl-4,9-dihydro-3<i>H</i>-indeno[2,3-c]pyran-1-yl)ethanamine</div></li></ul> </div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=42408-79-7">42408-79-7</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div></td></tr><tr><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/431429">431429</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.381558.html">381558</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/WC6V8L1Z13">WC6V8L1Z13</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/DTXSID10866093">DTXSID10866093</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q7197715#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Chemical and physical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chemical_formula" title="Chemical formula">Formula</a></th><td class="infobox-data"><span title="Carbon">C</span><sub>17</sub><span title="Hydrogen">H</span><sub>23</sub><span title="Nitrogen">N</span><span title="Oxygen">O</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="7002257377000000000♠"></span>257.377</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=CC1%28C2%3DC%28CCO1%29C3%3DCC%3DCC%3DC3C2%29CCN%28C%29C">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%;">CC1(C2=C(CCO1)C3=CC=CC=C3C2)CCN(C)C</div></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">InChI=1S/C17H23NO/c1-17(9-10-18(2)3)16-12-13-6-4-5-7-14(13)15(16)8-11-19-17/h4-7H,8-12H2,1-3H3</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:AMJPIGOYWBNJLP-UHFFFAOYSA-N</div></li></ul> </div></td></tr></tbody></table> <p><b>Pirandamine</b> (<b>AY-23,713</b>) is a <a href="/wiki/Tricyclic" title="Tricyclic">tricyclic</a> <a href="/wiki/Chemical_derivative" class="mw-redirect" title="Chemical derivative">derivative</a> which acts as a <a href="/wiki/Selective_serotonin_reuptake_inhibitor" title="Selective serotonin reuptake inhibitor">selective serotonin reuptake inhibitor</a> (SSRI).<sup id="cite_ref-pmid1085452_1-0" class="reference"><a href="#cite_note-pmid1085452-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid1088377_2-0" class="reference"><a href="#cite_note-pmid1088377-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid853871_3-0" class="reference"><a href="#cite_note-pmid853871-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> It was investigated in the 1970s as a potential <a href="/wiki/Antidepressant" title="Antidepressant">antidepressant</a> but clinical development was not commenced and it was never marketed.<sup id="cite_ref-pmid1085452_1-1" class="reference"><a href="#cite_note-pmid1085452-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Pirandamine is <a href="/wiki/Chemical_structure" title="Chemical structure">structurally</a> related to <a href="/wiki/Tandamine" title="Tandamine">tandamine</a>, which, in contrast, is a selective <a href="/wiki/Norepinephrine_reuptake_inhibitor" title="Norepinephrine reuptake inhibitor">norepinephrine reuptake inhibitor</a>.<sup id="cite_ref-pmid1085452_1-2" class="reference"><a href="#cite_note-pmid1085452-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid853871_3-1" class="reference"><a href="#cite_note-pmid853871-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Synthesis">Synthesis</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Pirandamine&action=edit&section=1" title="Edit section: Synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Pirandamine can be synthesized starting from <a href="/wiki/1-indanone" class="mw-redirect" title="1-indanone">1-indanone</a>.<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> The <a href="/wiki/Reformatsky_reaction" title="Reformatsky reaction">Reformatsky reaction</a> between 1-indanone (<b>1</b>) and <a href="/wiki/Ethyl_bromoacetate" title="Ethyl bromoacetate">ethyl bromoacetate</a> in the presence of zinc gives ethyl 2-(1-hydroxy-2,3-dihydroinden-1-yl)acetate (<b>2</b>). The reduction of the ester with ester with <a href="/wiki/Lithium_aluminum_hydride" class="mw-redirect" title="Lithium aluminum hydride">lithium aluminum hydride</a> (LiAlH<sub>4</sub>) gives 1-(2-hydroxyethyl)-2,3-dihydroinden-1-ol (<b>3</b>). Acid-catalyzed <a href="/wiki/Dehydration_reaction" title="Dehydration reaction">dehydration</a> then leads to indene-3-ethanol (<b>4</b>). Acid-catalyzed <a href="/wiki/Condensation_reaction" title="Condensation reaction">condensation</a> with <a href="/wiki/Ethyl_acetoacetate" title="Ethyl acetoacetate">ethyl acetoacetate</a> then gives (<b>5</b>). The <a href="/wiki/Saponification" title="Saponification">saponification</a> of the ester then gives the corresponding acid. The reaction of this with <a href="/wiki/Ethyl_chloroformate" title="Ethyl chloroformate">ethyl chloroformate</a> gives a mixed anhydride, and further reaction of this with <a href="/wiki/Dimethylamine" title="Dimethylamine">dimethylamine</a> then leads to the amide (<b>6</b>). Reduction with lithium aluminium hydride completes the synthesis of pirandamine (<b>7</b>). </p> <figure class="mw-halign-center" typeof="mw:File/Thumb"><a href="/wiki/File:Pirandamine_synthesis.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/Pirandamine_synthesis.svg/500px-Pirandamine_synthesis.svg.png" decoding="async" width="500" height="164" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d4/Pirandamine_synthesis.svg/750px-Pirandamine_synthesis.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d4/Pirandamine_synthesis.svg/1000px-Pirandamine_synthesis.svg.png 2x" data-file-width="512" data-file-height="168" /></a><figcaption>Pirandamine synthesis</figcaption></figure> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Pirandamine&action=edit&section=2" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Tandamine" title="Tandamine">Tandamine</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Pirandamine&action=edit&section=3" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-columns references-column-width reflist-columns-2"> <ol class="references"> <li id="cite_note-pmid1085452-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-pmid1085452_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-pmid1085452_1-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-pmid1085452_1-2"><sup><i><b>c</b></i></sup></a></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFPugsleyLippmann1976" class="citation journal cs1">Pugsley T, Lippmann W (May 1976). "Effects of tandamine and pirandamine, new potential antidepressants, on the brain uptake of norepinephrine and 5-hydroxytryptamine and related activities". <i>Psychopharmacology</i>. <b>47</b> (1): 33–41. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2FBF00428698">10.1007/BF00428698</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/1085452">1085452</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:8354739">8354739</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Psychopharmacology&rft.atitle=Effects+of+tandamine+and+pirandamine%2C+new+potential+antidepressants%2C+on+the+brain+uptake+of+norepinephrine+and+5-hydroxytryptamine+and+related+activities&rft.volume=47&rft.issue=1&rft.pages=33-41&rft.date=1976-05&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A8354739%23id-name%3DS2CID&rft_id=info%3Apmid%2F1085452&rft_id=info%3Adoi%2F10.1007%2FBF00428698&rft.aulast=Pugsley&rft.aufirst=T&rft.au=Lippmann%2C+W&rfr_id=info%3Asid%2Fen.wikipedia.org%3APirandamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid1088377-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid1088377_2-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLippmannPugsley1976" class="citation journal cs1">Lippmann W, Pugsley TA (August 1976). "Pirandamine, a relatively selective 5-hydroxytryptamine uptake inhibitor". <i>Pharmacological Research Communications</i>. <b>8</b> (4): 387–405. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0031-6989%2876%2990039-4">10.1016/0031-6989(76)90039-4</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/1088377">1088377</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Pharmacological+Research+Communications&rft.atitle=Pirandamine%2C+a+relatively+selective+5-hydroxytryptamine+uptake+inhibitor&rft.volume=8&rft.issue=4&rft.pages=387-405&rft.date=1976-08&rft_id=info%3Adoi%2F10.1016%2F0031-6989%2876%2990039-4&rft_id=info%3Apmid%2F1088377&rft.aulast=Lippmann&rft.aufirst=W&rft.au=Pugsley%2C+TA&rfr_id=info%3Asid%2Fen.wikipedia.org%3APirandamine" class="Z3988"></span></span> </li> <li id="cite_note-pmid853871-3"><span class="mw-cite-backlink">^ <a href="#cite_ref-pmid853871_3-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-pmid853871_3-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLippmannSeethaler1977" class="citation journal cs1">Lippmann W, Seethaler K (April 1977). "Effects of tandamine and pirandamine, selective blockers of biogenic amine uptake mechanisms, on gastric acid secretion and ulcer formation in the rat". <i>Life Sciences</i>. <b>20</b> (8): 1393–400. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0024-3205%2877%2990367-8">10.1016/0024-3205(77)90367-8</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/853871">853871</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Life+Sciences&rft.atitle=Effects+of+tandamine+and+pirandamine%2C+selective+blockers+of+biogenic+amine+uptake+mechanisms%2C+on+gastric+acid+secretion+and+ulcer+formation+in+the+rat&rft.volume=20&rft.issue=8&rft.pages=1393-400&rft.date=1977-04&rft_id=info%3Adoi%2F10.1016%2F0024-3205%2877%2990367-8&rft_id=info%3Apmid%2F853871&rft.aulast=Lippmann&rft.aufirst=W&rft.au=Seethaler%2C+K&rfr_id=info%3Asid%2Fen.wikipedia.org%3APirandamine" class="Z3988"></span></span> </li> <li id="cite_note-4"><span class="mw-cite-backlink"><b><a href="#cite_ref-4">^</a></b></span> <span class="reference-text">I. Jirkovsky, L. G. Humber and R. Noureldin,Eur. J. Med. Chem., 11, 571 (1976).</span> </li> </ol></div> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output .hlist.inline ul,.mw-parser-output .hlist dl dl,.mw-parser-output .hlist dl ol,.mw-parser-output .hlist dl ul,.mw-parser-output .hlist ol dl,.mw-parser-output .hlist ol ol,.mw-parser-output .hlist ol ul,.mw-parser-output .hlist ul dl,.mw-parser-output .hlist ul ol,.mw-parser-output .hlist ul ul{display:inline}.mw-parser-output .hlist .mw-empty-li{display:none}.mw-parser-output .hlist dt::after{content:": "}.mw-parser-output .hlist dd::after,.mw-parser-output .hlist li::after{content:" · ";font-weight:bold}.mw-parser-output .hlist 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.navbox-title,.mw-parser-output .navbox-abovebelow{padding:0.25em 1em;line-height:1.5em;text-align:center}.mw-parser-output .navbox-group{white-space:nowrap;text-align:right}.mw-parser-output .navbox,.mw-parser-output .navbox-subgroup{background-color:#fdfdfd}.mw-parser-output .navbox-list{line-height:1.5em;border-color:#fdfdfd}.mw-parser-output .navbox-list-with-group{text-align:left;border-left-width:2px;border-left-style:solid}.mw-parser-output tr+tr>.navbox-abovebelow,.mw-parser-output tr+tr>.navbox-group,.mw-parser-output tr+tr>.navbox-image,.mw-parser-output tr+tr>.navbox-list{border-top:2px solid #fdfdfd}.mw-parser-output .navbox-title{background-color:#ccf}.mw-parser-output .navbox-abovebelow,.mw-parser-output .navbox-group,.mw-parser-output .navbox-subgroup .navbox-title{background-color:#ddf}.mw-parser-output .navbox-subgroup .navbox-group,.mw-parser-output .navbox-subgroup .navbox-abovebelow{background-color:#e6e6ff}.mw-parser-output .navbox-even{background-color:#f7f7f7}.mw-parser-output .navbox-odd{background-color:transparent}.mw-parser-output .navbox .hlist td dl,.mw-parser-output .navbox .hlist td ol,.mw-parser-output .navbox .hlist td ul,.mw-parser-output .navbox td.hlist dl,.mw-parser-output .navbox td.hlist ol,.mw-parser-output .navbox td.hlist ul{padding:0.125em 0}.mw-parser-output .navbox .navbar{display:block;font-size:100%}.mw-parser-output .navbox-title .navbar{float:left;text-align:left;margin-right:0.5em}body.skin--responsive .mw-parser-output .navbox-image img{max-width:none!important}@media print{body.ns-0 .mw-parser-output .navbox{display:none!important}}</style><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"></div><div role="navigation" class="navbox" aria-labelledby="Antidepressants_(N06A)" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><style data-mw-deduplicate="TemplateStyles:r1239400231">.mw-parser-output .navbar{display:inline;font-size:88%;font-weight:normal}.mw-parser-output .navbar-collapse{float:left;text-align:left}.mw-parser-output .navbar-boxtext{word-spacing:0}.mw-parser-output .navbar ul{display:inline-block;white-space:nowrap;line-height:inherit}.mw-parser-output .navbar-brackets::before{margin-right:-0.125em;content:"[ "}.mw-parser-output .navbar-brackets::after{margin-left:-0.125em;content:" ]"}.mw-parser-output .navbar li{word-spacing:-0.125em}.mw-parser-output .navbar a>span,.mw-parser-output .navbar a>abbr{text-decoration:inherit}.mw-parser-output .navbar-mini abbr{font-variant:small-caps;border-bottom:none;text-decoration:none;cursor:inherit}.mw-parser-output .navbar-ct-full{font-size:114%;margin:0 7em}.mw-parser-output .navbar-ct-mini{font-size:114%;margin:0 4em}html.skin-theme-clientpref-night .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}@media(prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}}@media print{.mw-parser-output .navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Antidepressants" title="Template:Antidepressants"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Antidepressants" title="Template talk:Antidepressants"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Antidepressants" title="Special:EditPage/Template:Antidepressants"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Antidepressants_(N06A)" style="font-size:114%;margin:0 4em"><a href="/wiki/Antidepressant" title="Antidepressant">Antidepressants</a> (<a href="/wiki/ATC_code_N06#N06A" title="ATC code N06">N06A</a>)</div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks mw-collapsible uncollapsed navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><div id="Specific_reuptake_inhibitors_and/or_receptor_modulators" style="font-size:114%;margin:0 4em">Specific <a href="/wiki/Reuptake_inhibitor" title="Reuptake inhibitor">reuptake inhibitors</a> and/or <a href="/wiki/Receptor_modulator" title="Receptor modulator">receptor modulators</a></div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Selective_serotonin_reuptake_inhibitors" class="mw-redirect" title="Selective serotonin reuptake inhibitors"><abbr title="Selective serotonin reuptake inhibitors">SSRIs</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 serotonin reuptake inhibitors</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Citalopram" title="Citalopram">Citalopram</a></li> <li><a href="/wiki/Escitalopram" title="Escitalopram">Escitalopram</a></li> <li><a href="/wiki/Fluoxetine" title="Fluoxetine">Fluoxetine</a><sup>#</sup></li> <li><a href="/wiki/Fluvoxamine" title="Fluvoxamine">Fluvoxamine</a></li> <li><a href="/wiki/Indalpine" title="Indalpine">Indalpine</a><sup>‡</sup></li> <li><a href="/wiki/Paroxetine" title="Paroxetine">Paroxetine</a></li> <li><a href="/wiki/Sertraline" title="Sertraline">Sertraline</a></li> <li><a href="/wiki/Zimelidine" title="Zimelidine">Zimelidine</a><sup>‡</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Serotonin%E2%80%93norepinephrine_reuptake_inhibitors" class="mw-redirect" title="Serotonin–norepinephrine reuptake inhibitors"><abbr title="Serotonin–norepinephrine reuptake inhibitors">SNRIs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Serotonin–norepinephrine reuptake inhibitors</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Desvenlafaxine" title="Desvenlafaxine">Desvenlafaxine</a></li> <li><a href="/wiki/Duloxetine" title="Duloxetine">Duloxetine</a></li> <li><a href="/wiki/Levomilnacipran" title="Levomilnacipran">Levomilnacipran</a></li> <li><a href="/wiki/Milnacipran" title="Milnacipran">Milnacipran</a></li> <li><a href="/wiki/Tofenacin" title="Tofenacin">Tofenacin</a></li> <li><a href="/wiki/Venlafaxine" title="Venlafaxine">Venlafaxine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Norepinephrine_reuptake_inhibitors" class="mw-redirect" title="Norepinephrine reuptake inhibitors"><abbr title="Norepinephrine reuptake inhibitors">NRIs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Norepinephrine reuptake inhibitors</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Atomoxetine" title="Atomoxetine">Atomoxetine</a></li> <li><a href="/wiki/Reboxetine" title="Reboxetine">Reboxetine</a></li> <li><a href="/wiki/Viloxazine" title="Viloxazine">Viloxazine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Norepinephrine%E2%80%93dopamine_reuptake_inhibitors" class="mw-redirect" title="Norepinephrine–dopamine reuptake inhibitors"><abbr title="Norepinephrine–dopamine reuptake inhibitors">NDRIs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Norepinephrine–dopamine reuptake inhibitors</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amineptine" title="Amineptine">Amineptine</a><sup>‡</sup></li> <li><a href="/wiki/Bupropion" title="Bupropion">Bupropion</a></li> <li><a href="/wiki/Nomifensine" title="Nomifensine">Nomifensine</a><sup>‡</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Noradrenergic_and_specific_serotonergic_antidepressants" class="mw-redirect" title="Noradrenergic and specific serotonergic antidepressants"><abbr title="Noradrenergic and specific serotonergic antidepressants">NaSSAs</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 Noradrenergic and specific serotonergic antidepressants</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Mianserin" title="Mianserin">Mianserin</a></li> <li><a href="/wiki/Mirtazapine" title="Mirtazapine">Mirtazapine</a></li> <li><a href="/wiki/Setiptiline" title="Setiptiline">Setiptiline</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Serotonin_antagonist_and_reuptake_inhibitors" class="mw-redirect" title="Serotonin antagonist and reuptake inhibitors"><abbr title="Serotonin antagonist and reuptake inhibitors">SARIs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Serotonin antagonist and reuptake inhibitors</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Etoperidone" title="Etoperidone">Etoperidone</a></li> <li><a href="/wiki/Nefazodone" title="Nefazodone">Nefazodone</a></li> <li><a href="/wiki/Trazodone" title="Trazodone">Trazodone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Serotonin_modulator_and_stimulators" class="mw-redirect" title="Serotonin modulator and stimulators"><abbr title="Serotonin modulator and stimulators">SMS</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Serotonin modulator and stimulators</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Vilazodone" title="Vilazodone">Vilazodone</a></li> <li><a href="/wiki/Vortioxetine" title="Vortioxetine">Vortioxetine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Agomelatine" title="Agomelatine">Agomelatine</a></li> <li><a href="/wiki/Amisulpride" title="Amisulpride">Amisulpride</a></li> <li><a href="/wiki/Dextromethorphan/bupropion" title="Dextromethorphan/bupropion">Dextromethorphan/bupropion</a></li> <li><a href="/wiki/Esketamine" title="Esketamine">Esketamine</a></li> <li><a href="/wiki/Alpha-Ethyltryptamine" class="mw-redirect" title="Alpha-Ethyltryptamine">Etryptamine</a><sup>‡</sup></li> <li><a href="/wiki/Gepirone" title="Gepirone">Gepirone</a></li> <li><a href="/wiki/Indeloxazine" title="Indeloxazine">Indeloxazine</a></li> <li><a href="/wiki/Flupentixol" title="Flupentixol">Flupentixol</a></li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a><sup>§</sup></li> <li><a href="/wiki/Medifoxamine" title="Medifoxamine">Medifoxamine</a><sup>‡</sup></li> <li><a href="/wiki/Alpha-Methyltryptamine" class="mw-redirect" title="Alpha-Methyltryptamine">Metryptamine</a><sup>‡</sup></li> <li><a href="/wiki/Oxaflozane" title="Oxaflozane">Oxaflozane</a><sup>‡</sup></li> <li><a href="/wiki/Pivagabine" title="Pivagabine">Pivagabine</a><sup>‡</sup></li> <li><a href="/wiki/Tandospirone" title="Tandospirone">Tandospirone</a></li> <li><a href="/wiki/Teniloxazine" title="Teniloxazine">Teniloxazine</a></li> <li><a href="/wiki/Tianeptine" title="Tianeptine">Tianeptine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks mw-collapsible uncollapsed navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><div id="Tricyclic_and_tetracyclic_antidepressants" style="font-size:114%;margin:0 4em"><a href="/wiki/Tricyclic" title="Tricyclic">Tricyclic</a> and <a href="/wiki/Tetracyclic_antidepressant" title="Tetracyclic antidepressant">tetracyclic antidepressants</a></div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Tricyclic_antidepressants" class="mw-redirect" title="Tricyclic antidepressants"><abbr title="Tricyclic antidepressants">TCAs</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 Tricyclic antidepressants</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amineptine" title="Amineptine">Amineptine</a><sup>‡</sup></li> <li><a href="/wiki/Amitriptyline" title="Amitriptyline">Amitriptyline</a><sup>#</sup></li> <li><a href="/wiki/Amitriptylinoxide" title="Amitriptylinoxide">Amitriptylinoxide</a></li> <li><a href="/wiki/Amoxapine" title="Amoxapine">Amoxapine</a></li> <li><a href="/wiki/Butriptyline" title="Butriptyline">Butriptyline</a><sup>‡</sup></li> <li><a href="/wiki/Clomipramine" title="Clomipramine">Clomipramine</a><sup>#</sup></li> <li><a href="/wiki/Demexiptiline" title="Demexiptiline">Demexiptiline</a><sup>‡</sup></li> <li><a href="/wiki/Desipramine" title="Desipramine">Desipramine</a></li> <li><a href="/wiki/Dibenzepin" title="Dibenzepin">Dibenzepin</a></li> <li><a href="/wiki/Dimetacrine" title="Dimetacrine">Dimetacrine</a><sup>‡</sup></li> <li><a href="/wiki/Dosulepin" title="Dosulepin">Dosulepin</a></li> <li><a href="/wiki/Doxepin" title="Doxepin">Doxepin</a></li> <li><a href="/wiki/Imipramine" title="Imipramine">Imipramine</a></li> <li><a href="/wiki/Imipraminoxide" title="Imipraminoxide">Imipraminoxide</a><sup>‡</sup></li> <li><a href="/wiki/Iprindole" title="Iprindole">Iprindole</a><sup>‡</sup></li> <li><a href="/wiki/Lofepramine" title="Lofepramine">Lofepramine</a></li> <li><a href="/wiki/Melitracen" title="Melitracen">Melitracen</a></li> <li><a href="/wiki/Metapramine" title="Metapramine">Metapramine</a><sup>‡</sup></li> <li><a href="/wiki/Nitroxazepine" title="Nitroxazepine">Nitroxazepine</a></li> <li><a href="/wiki/Nortriptyline" title="Nortriptyline">Nortriptyline</a></li> <li><a href="/wiki/Noxiptiline" title="Noxiptiline">Noxiptiline</a></li> <li><a href="/wiki/Opipramol" title="Opipramol">Opipramol</a></li> <li><a href="/wiki/Pipofezine" title="Pipofezine">Pipofezine</a></li> <li><a href="/wiki/Propizepine" title="Propizepine">Propizepine</a><sup>‡</sup></li> <li><a href="/wiki/Protriptyline" title="Protriptyline">Protriptyline</a></li> <li><a href="/wiki/Quinupramine" title="Quinupramine">Quinupramine</a><sup>‡</sup></li> <li><a href="/wiki/Tianeptine" title="Tianeptine">Tianeptine</a></li> <li><a href="/wiki/Trimipramine" title="Trimipramine">Trimipramine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Tetracyclic_antidepressants" class="mw-redirect" title="Tetracyclic antidepressants"><abbr title="Tetracyclic antidepressants">TeCAs</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 Tetracyclic antidepressants</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Maprotiline" title="Maprotiline">Maprotiline</a></li> <li><a href="/wiki/Mianserin" title="Mianserin">Mianserin</a></li> <li><a href="/wiki/Mirtazapine" title="Mirtazapine">Mirtazapine</a></li> <li><a href="/wiki/Setiptiline" title="Setiptiline">Setiptiline</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Tiazesim" title="Tiazesim">Tiazesim</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks mw-collapsible uncollapsed navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><div id="Monoamine_oxidase_inhibitors" style="font-size:114%;margin:0 4em"><a href="/wiki/Monoamine_oxidase_inhibitor" title="Monoamine oxidase inhibitor">Monoamine oxidase inhibitors</a></div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Non-selective</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Irreversible:</i> <a href="/wiki/Benmoxin" title="Benmoxin">Benmoxin</a><sup>‡</sup></li> <li><a href="/wiki/Iproclozide" title="Iproclozide">Iproclozide</a><sup>‡</sup></li> <li><a href="/wiki/Iproniazid" title="Iproniazid">Iproniazid</a><sup>‡</sup></li> <li><a href="/wiki/Isocarboxazid" title="Isocarboxazid">Isocarboxazid</a></li> <li><a href="/wiki/Isoniazid" title="Isoniazid">Isoniazid</a><sup>#</sup></li> <li><a href="/wiki/Linezolid" title="Linezolid">Linezolid</a><sup>#</sup></li> <li><a href="/wiki/Mebanazine" title="Mebanazine">Mebanazine</a><sup>‡</sup></li> <li><a href="/wiki/Nialamide" title="Nialamide">Nialamide</a><sup>‡</sup></li> <li><a href="/wiki/Octamoxin" title="Octamoxin">Octamoxin</a><sup>‡</sup></li> <li><a href="/wiki/Phenelzine" title="Phenelzine">Phenelzine</a></li> <li><a href="/wiki/Pheniprazine" title="Pheniprazine">Pheniprazine</a><sup>‡</sup></li> <li><a href="/wiki/Phenoxypropazine" title="Phenoxypropazine">Phenoxypropazine</a><sup>‡</sup></li> <li><a href="/wiki/Pivhydrazine" title="Pivhydrazine">Pivhydrazine</a><sup>‡</sup></li> <li><a href="/wiki/Safrazine" title="Safrazine">Safrazine</a><sup>‡</sup></li> <li><a href="/wiki/Tedizolid" title="Tedizolid">Tedizolid</a></li> <li><a href="/wiki/Tranylcypromine" title="Tranylcypromine">Tranylcypromine</a></li></ul> <ul><li><i>Reversible:</i> <a href="/wiki/Caroxazone" title="Caroxazone">Caroxazone</a><sup>‡</sup></li></ul> <ul><li><i>Mixed:</i> <a href="/wiki/Bifemelane" title="Bifemelane">Bifemelane</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Monoamine_oxidase_A" title="Monoamine oxidase A"><abbr title="Monoamine oxidase A">MAO<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 Monoamine oxidase A</span>-selective</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Reversible:</i> <a href="/wiki/Eprobemide" title="Eprobemide">Eprobemide</a></li> <li><a href="/wiki/Metralindole" title="Metralindole">Metralindole</a></li> <li><a href="/wiki/Minaprine" title="Minaprine">Minaprine</a><sup>‡</sup></li> <li><a href="/wiki/Moclobemide" title="Moclobemide">Moclobemide</a></li> <li><a href="/wiki/Pirlindole" title="Pirlindole">Pirlindole</a></li> <li><a href="/wiki/Tetrindole" title="Tetrindole">Tetrindole</a></li> <li><a href="/wiki/Toloxatone" title="Toloxatone">Toloxatone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Monoamine_oxidase_B" title="Monoamine oxidase B"><abbr title="Monoamine oxidase B">MAO<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 Monoamine oxidase B</span>-selective</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Irreversible:</i> <a href="/wiki/Selegiline" title="Selegiline">Selegiline</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks mw-collapsible uncollapsed navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><div id="Adjunctive_therapies" style="font-size:114%;margin:0 4em"><a href="/wiki/Adjuvant_therapy" title="Adjuvant therapy">Adjunctive therapies</a></div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (<a href="/wiki/Aripiprazole" title="Aripiprazole">aripiprazole</a>, <a href="/wiki/Brexpiprazole" title="Brexpiprazole">brexpiprazole</a>, <a href="/wiki/Lurasidone" title="Lurasidone">lurasidone</a>, <a href="/wiki/Olanzapine" title="Olanzapine">olanzapine</a>, <a href="/wiki/Quetiapine" title="Quetiapine">quetiapine</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>)</li> <li><a href="/wiki/Buspirone" title="Buspirone">Buspirone</a></li> <li><a href="/wiki/Lithium_(medication)" title="Lithium (medication)">Lithium</a> (<a href="/wiki/Lithium_carbonate" title="Lithium carbonate">lithium carbonate</a>, <a href="/wiki/Lithium_citrate" title="Lithium citrate">lithium citrate</a>)</li> <li><a href="/wiki/Thyroid_hormone" class="mw-redirect" title="Thyroid hormone">Thyroid hormones</a> (<a href="/wiki/Triiodothyronine" title="Triiodothyronine">triiodothyronine</a> (T<sub>3</sub>), <a href="/wiki/Levothyroxine" title="Levothyroxine">levothyroxine</a> (T<sub>4</sub>))</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks mw-collapsible uncollapsed navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><div id="Miscellaneous" style="font-size:114%;margin:0 4em">Miscellaneous</div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ademetionine" class="mw-redirect" title="Ademetionine">Ademetionine (<abbr title="S-adenosyl-L-methionine">SAMe</abbr>)</a></li> <li><a href="/wiki/GABAA_receptor_positive_allosteric_modulator" title="GABAA receptor positive allosteric modulator">GABAkine</a> <a href="/wiki/Neurosteroid" title="Neurosteroid">neurosteroids</a> (<a href="/wiki/Allopregnanolone" title="Allopregnanolone">brexanolone</a>, <a href="/wiki/Zuranolone" title="Zuranolone">zuranolone</a>)</li> <li><a href="/wiki/Hypericum_perforatum" title="Hypericum perforatum"><i>Hypericum perforatum</i> (St. John's Wort)</a></li> <li><a href="/wiki/Oxitriptan" title="Oxitriptan">Oxitriptan (<abbr title="5-hydroxytryptophan">5-HTP</abbr>)</a></li> <li><a href="/wiki/Rubidium_chloride" title="Rubidium chloride">Rubidium chloride (RbCl)</a></li> <li><a href="/wiki/Tryptophan" title="Tryptophan">Tryptophan</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></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"></div><div role="navigation" class="navbox" aria-labelledby="Anxiolytics_(N05B)" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Anxiolytics" title="Template:Anxiolytics"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Anxiolytics" title="Template talk:Anxiolytics"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Anxiolytics" title="Special:EditPage/Template:Anxiolytics"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Anxiolytics_(N05B)" style="font-size:114%;margin:0 4em"><a href="/wiki/Anxiolytic" title="Anxiolytic">Anxiolytics</a> (<a href="/wiki/ATC_code_N05#N05B" title="ATC code N05">N05B</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/5-HT1A_receptor" title="5-HT1A receptor"><abbr title="5-HT1A receptor">5-HT<sub>1A</sub>R</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 5-HT1A receptor</span> <a href="/wiki/Agonist" title="Agonist">agonists</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Buspirone" title="Buspirone">Buspirone</a></li> <li><a href="/wiki/Gepirone" title="Gepirone">Gepirone</a></li> <li><a href="/wiki/Tandospirone" title="Tandospirone">Tandospirone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/GABAA_receptor" title="GABAA receptor"><abbr title="GABAA receptor">GABA<sub>A</sub>R</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 GABAA receptor</span> <a href="/wiki/Positive_allosteric_modulators" class="mw-redirect" title="Positive allosteric modulators"><abbr title="positive allosteric modulators">PAMs</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 positive allosteric modulators</span></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Benzodiazepine" title="Benzodiazepine">Benzodiazepines</a>:</i> <a href="/wiki/Adinazolam" title="Adinazolam">Adinazolam</a></li> <li><a href="/wiki/Alprazolam" title="Alprazolam">Alprazolam</a></li> <li><a href="/wiki/Bromazepam" title="Bromazepam">Bromazepam</a></li> <li><a href="/wiki/Camazepam" title="Camazepam">Camazepam</a></li> <li><a href="/wiki/Chlordiazepoxide" title="Chlordiazepoxide">Chlordiazepoxide</a></li> <li><a href="/wiki/Clobazam" title="Clobazam">Clobazam</a></li> <li><a href="/wiki/Clonazepam" title="Clonazepam">Clonazepam</a></li> <li><a href="/wiki/Clorazepate" title="Clorazepate">Clorazepate</a></li> <li><a href="/wiki/Clotiazepam" title="Clotiazepam">Clotiazepam</a></li> <li><a href="/wiki/Cloxazolam" title="Cloxazolam">Cloxazolam</a></li> <li><a href="/wiki/Diazepam" title="Diazepam">Diazepam</a><sup>#</sup></li> <li><a href="/wiki/Ethyl_loflazepate" title="Ethyl loflazepate">Ethyl loflazepate</a></li> <li><a href="/wiki/Etizolam" title="Etizolam">Etizolam</a></li> <li><a href="/wiki/Fludiazepam" title="Fludiazepam">Fludiazepam</a></li> <li><a href="/wiki/Halazepam" title="Halazepam">Halazepam</a></li> <li><a href="/wiki/Ketazolam" title="Ketazolam">Ketazolam</a></li> <li><a href="/wiki/Lorazepam" title="Lorazepam">Lorazepam</a><sup>#</sup></li> <li><a href="/wiki/Medazepam" title="Medazepam">Medazepam</a></li> <li><a href="/wiki/Nordazepam" title="Nordazepam">Nordazepam</a></li> <li><a href="/wiki/Oxazepam" title="Oxazepam">Oxazepam</a></li> <li><a href="/wiki/Pinazepam" title="Pinazepam">Pinazepam</a></li> <li><a href="/wiki/Prazepam" title="Prazepam">Prazepam</a>; <i>Others:</i> <a href="/wiki/Alpidem" title="Alpidem">Alpidem</a><sup>‡</sup></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/Carbamate" title="Carbamate">Carbamates</a> (e.g., <a href="/wiki/Meprobamate" title="Meprobamate">meprobamate</a>)</li> <li><a href="/wiki/Carisoprodol" title="Carisoprodol">Carisoprodol</a></li> <li><a href="/wiki/Chlormezanone" title="Chlormezanone">Chlormezanone</a><sup>‡</sup></li> <li><a href="/wiki/Alcohol_(drug)" title="Alcohol (drug)">Ethanol (alcohol)</a></li> <li><a href="/wiki/Etifoxine" title="Etifoxine">Etifoxine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Hypnotic" title="Hypnotic">Hypnotics</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Zopiclone" title="Zopiclone">Zopiclone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Gabapentinoid" title="Gabapentinoid">Gabapentinoids</a><br /><span style="font-size:85%;">(<a href="/wiki/Voltage-dependent_calcium_channel#.CE.B12.CE.B4_Subunit" class="mw-redirect" title="Voltage-dependent calcium channel"><abbr title="alpha2delta subunit">α<sub>2</sub>δ</abbr> <abbr title="voltage-dependent calcium channel">VDCC</abbr></a> <a href="/wiki/Channel_blocker" title="Channel blocker">blockers</a>)</span></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Gabapentin" title="Gabapentin">Gabapentin</a></li> <li><a href="/wiki/Gabapentin_enacarbil" title="Gabapentin enacarbil">Gabapentin enacarbil</a></li> <li><a href="/wiki/Phenibut" title="Phenibut">Phenibut</a></li> <li><a href="/wiki/Pregabalin" title="Pregabalin">Pregabalin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Antidepressant" title="Antidepressant">Antidepressants</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Selective_serotonin_reuptake_inhibitors" class="mw-redirect" title="Selective serotonin reuptake inhibitors"><abbr title="Selective serotonin reuptake inhibitors">SSRIs</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 serotonin reuptake inhibitors</span> (e.g., <a href="/wiki/Escitalopram" title="Escitalopram">escitalopram</a>)</li> <li><a href="/wiki/Serotonin-norepinephrine_reuptake_inhibitors" class="mw-redirect" title="Serotonin-norepinephrine reuptake inhibitors"><abbr title="Serotonin-norepinephrine reuptake inhibitors">SNRIs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Serotonin-norepinephrine reuptake inhibitors</span> (e.g., <a href="/wiki/Duloxetine" title="Duloxetine">duloxetine</a>)</li> <li><a href="/wiki/Serotonin_antagonist_and_reuptake_inhibitors" class="mw-redirect" title="Serotonin antagonist and reuptake inhibitors"><abbr title="Serotonin antagonist and reuptake inhibitors">SARIs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Serotonin antagonist and reuptake inhibitors</span> (e.g., <a href="/wiki/Trazodone" title="Trazodone">trazodone</a>)</li> <li><a href="/wiki/Tricyclic_antidepressants" class="mw-redirect" title="Tricyclic antidepressants"><abbr title="Tricyclic antidepressants">TCAs</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 Tricyclic antidepressants</span> (e.g., <a href="/wiki/Clomipramine" title="Clomipramine">clomipramine</a><sup>#</sup>)</li> <li><a href="/wiki/Tetracyclic_antidepressants" class="mw-redirect" title="Tetracyclic antidepressants"><abbr title="Tetracyclic antidepressants">TeCAs</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 Tetracyclic antidepressants</span> (e.g., <a href="/wiki/Mirtazapine" title="Mirtazapine">mirtazapine</a>)</li> <li><a href="/wiki/Monoamine_oxidase_inhibitors" class="mw-redirect" title="Monoamine oxidase inhibitors"><abbr title="Monoamine oxidase inhibitors">MAOIs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Monoamine oxidase inhibitors</span> (e.g., <a href="/wiki/Phenelzine" title="Phenelzine">phenelzine</a>); <i>Others:</i> <a href="/wiki/Agomelatine" title="Agomelatine">Agomelatine</a></li> <li><a href="/wiki/Bupropion" title="Bupropion">Bupropion</a></li> <li><a href="/wiki/Tianeptine" title="Tianeptine">Tianeptine</a></li> <li><a href="/wiki/Vilazodone" title="Vilazodone">Vilazodone</a></li> <li><a href="/wiki/Vortioxetine" title="Vortioxetine">Vortioxetine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Antipsychotic" title="Antipsychotic">Antipsychotics</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Quetiapine" title="Quetiapine">Quetiapine</a></li> <li><a href="/wiki/Flupentixol" title="Flupentixol">Flupentixol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Sympatholytic" title="Sympatholytic">Sympatholytics</a><br /><span style="font-size:85%;">(<a href="/wiki/Antiadrenergic" class="mw-redirect" title="Antiadrenergic">Antiadrenergics</a>)</span></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Alpha-1_blocker" title="Alpha-1 blocker">Alpha-1 blockers</a> (e.g., <a href="/wiki/Prazosin" title="Prazosin">prazosin</a>)</li> <li><a href="/wiki/Alpha-2_agonist" class="mw-redirect" title="Alpha-2 agonist">Alpha-2 agonists</a> (e.g., <a href="/wiki/Clonidine" title="Clonidine">clonidine</a>, <a href="/wiki/Dexmedetomidine" title="Dexmedetomidine">dexmedetomidine</a>, <a href="/wiki/Guanfacine" title="Guanfacine">guanfacine</a>)</li> <li><a href="/wiki/Beta_blocker" title="Beta blocker">Beta blockers</a> (e.g., <a href="/wiki/Propranolol" title="Propranolol">propranolol</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-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Benzoctamine" title="Benzoctamine">Benzoctamine</a></li> <li><a href="/wiki/Cycloserine" title="Cycloserine">Cycloserine</a></li> <li><a href="/wiki/Fabomotizole" title="Fabomotizole">Fabomotizole</a></li> <li><a href="/wiki/Hydroxyzine" title="Hydroxyzine">Hydroxyzine</a></li> <li><a href="/wiki/Lorpiprazole" title="Lorpiprazole">Lorpiprazole</a></li> <li><a href="/wiki/Mebicar" class="mw-redirect" title="Mebicar">Mebicar</a></li> <li><a href="/wiki/Mepiprazole" title="Mepiprazole">Mepiprazole</a></li> <li><a href="/wiki/Nicotine" title="Nicotine">Nicotine</a></li> <li><a href="/wiki/Opipramol" title="Opipramol">Opipramol</a></li> <li><a href="/wiki/Oxaflozane" title="Oxaflozane">Oxaflozane</a><sup>‡</sup></li> <li><a href="/wiki/Phenaglycodol" title="Phenaglycodol">Phenaglycodol</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/Selank" title="Selank">Selank</a></li> <li><a href="/wiki/Tiagabine" title="Tiagabine">Tiagabine</a></li> <li><a href="/wiki/Tofisopam" title="Tofisopam">Tofisopam</a></li> <li><a href="/wiki/Validolum" class="mw-redirect" title="Validolum">Validolum</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"><div class="hlist"> <ul><li><sup>#</sup><a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">WHO-EM</a></li> <li><sup>‡</sup><a href="/wiki/List_of_withdrawn_drugs" title="List of withdrawn drugs">Withdrawn</a> from market</li> <li><a href="/wiki/Clinical_trial" title="Clinical trial">Clinical trials</a>: <ul><li><sup>†</sup><a href="/wiki/Phases_of_clinical_research#Phase_III" title="Phases of clinical research">Phase III</a></li> <li><sup>§</sup>Never to phase III</li></ul></li></ul> </div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Monoamine_reuptake_inhibitors" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Monoamine_reuptake_inhibitors" title="Template:Monoamine reuptake inhibitors"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Monoamine_reuptake_inhibitors" title="Template talk:Monoamine reuptake inhibitors"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Monoamine_reuptake_inhibitors" title="Special:EditPage/Template:Monoamine reuptake inhibitors"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Monoamine_reuptake_inhibitors" style="font-size:114%;margin:0 4em"><a href="/wiki/Monoamine_reuptake_inhibitor" title="Monoamine reuptake inhibitor">Monoamine reuptake inhibitors</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Dopamine_transporter" title="Dopamine transporter"><abbr title="Dopamine transporter">DAT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Dopamine transporter</span><br /><small>(<a href="/wiki/Dopamine_reuptake_inhibitors" class="mw-redirect" title="Dopamine reuptake inhibitors"><abbr title="Dopamine reuptake inhibitors">DRIs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Dopamine reuptake inhibitors</span>)</small></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Piperazines:</i> <a href="/wiki/DBL-583" title="DBL-583">DBL-583</a></li> <li><a href="/wiki/GBR-12783" title="GBR-12783">GBR-12783</a></li> <li><a href="/wiki/GBR-12935" title="GBR-12935">GBR-12935</a></li> <li><a href="/wiki/GBR-13069" title="GBR-13069">GBR-13069</a></li> <li><a href="/wiki/GBR-13098" title="GBR-13098">GBR-13098</a></li> <li><a href="/wiki/JJC8-088" title="JJC8-088">JJC8-088</a></li> <li><a href="/wiki/Nefazodone" title="Nefazodone">Nefazodone</a></li> <li><a href="/wiki/Vanoxerine" title="Vanoxerine">Vanoxerine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Piperidines:</i> <a href="/wiki/4-Fluoropethidine" title="4-Fluoropethidine">4-Fluoropethidine</a></li> <li><a href="/wiki/Benocyclidine" title="Benocyclidine">Benocyclidine (BTCP)</a></li> <li><a href="/wiki/Desoxypipradrol" title="Desoxypipradrol">Desoxypipradrol</a></li> <li><a href="/wiki/Dexmethylphenidate" title="Dexmethylphenidate">Dexmethylphenidate</a></li> <li><a href="/wiki/Difemetorex" title="Difemetorex">Difemetorex</a></li> <li><a href="/wiki/Ethylphenidate" title="Ethylphenidate">Ethylphenidate</a></li> <li><a href="/wiki/HDMP-28" title="HDMP-28">HDMP-28</a></li> <li><a href="/wiki/Methylphenidate" title="Methylphenidate">Methylphenidate</a></li> <li><a href="/wiki/Pethidine" title="Pethidine">Pethidine (meperidine)</a></li> <li><a href="/wiki/Phencyclidine" title="Phencyclidine">Phencyclidine</a></li> <li><a href="/wiki/Pipradrol" title="Pipradrol">Pipradrol</a></li> <li><a href="/wiki/Serdexmethylphenidate" title="Serdexmethylphenidate">Serdexmethylphenidate</a></li> <li><a href="/wiki/Tenocyclidine" title="Tenocyclidine">Tenocyclidine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Pyrrolidines:</i> <a href="/wiki/Diphenylprolinol" title="Diphenylprolinol">Diphenylprolinol</a></li> <li><a href="/wiki/Methylenedioxypyrovalerone" title="Methylenedioxypyrovalerone">MDPV</a></li> <li><a href="/wiki/Naphyrone" title="Naphyrone">Naphyrone</a></li> <li><a href="/wiki/Prolintane" title="Prolintane">Prolintane</a></li> <li><a href="/wiki/Pyrovalerone" title="Pyrovalerone">Pyrovalerone</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Tropanes:</i> <a href="/wiki/Altropane" title="Altropane">Altropane</a></li> <li><a href="/wiki/Benzatropine" title="Benzatropine">Benzatropine (benztropine)</a></li> <li><a href="/wiki/Brasofensine" title="Brasofensine">Brasofensine</a></li> <li><a href="/wiki/WIN_35428" class="mw-redirect" title="WIN 35428">CFT</a></li> <li><a href="/wiki/Cocaine" title="Cocaine">Cocaine</a></li> <li><a href="/wiki/Dichloropane" title="Dichloropane">Dichloropane</a></li> <li><a href="/wiki/Difluoropine" title="Difluoropine">Difluoropine</a></li> <li><a href="/wiki/Etybenzatropine" title="Etybenzatropine">Etybenzatropine (ethybenztropine)</a></li> <li><a href="/wiki/FE-%CE%B2-CPPIT" title="FE-β-CPPIT">FE-β-CPPIT</a></li> <li><a href="/wiki/FP-%CE%B2-CPPIT" title="FP-β-CPPIT">FP-β-CPPIT</a></li> <li><a href="/wiki/Ioflupane_(123I)" title="Ioflupane (123I)">Ioflupane (<sup>123</sup>I)</a></li> <li><a href="/wiki/RTI-55" title="RTI-55">RTI-55</a></li> <li><a href="/wiki/RTI-112" title="RTI-112">RTI-112</a></li> <li><a href="/wiki/RTI-113" title="RTI-113">RTI-113</a></li> <li><a href="/wiki/RTI-121" title="RTI-121">RTI-121</a></li> <li><a href="/wiki/RTI-126" title="RTI-126">RTI-126</a></li> <li><a href="/wiki/RTI-150" title="RTI-150">RTI-150</a></li> <li><a href="/wiki/RTI-177" title="RTI-177">RTI-177</a></li> <li><a href="/wiki/RTI-229" title="RTI-229">RTI-229</a></li> <li><a href="/wiki/(-)-2%CE%B2-(3-(4-Methylphenyl)isoxazol-5-yl)-3%CE%B2-(4-chlorophenyl)tropane" class="mw-redirect" title="(-)-2β-(3-(4-Methylphenyl)isoxazol-5-yl)-3β-(4-chlorophenyl)tropane">RTI-336</a></li> <li><a href="/wiki/Tesofensine" title="Tesofensine">Tesofensine</a></li> <li><a href="/wiki/Troparil" title="Troparil">Troparil</a></li> <li><a href="/wiki/Tropoxane" title="Tropoxane">Tropoxane</a></li> <li><a href="/wiki/2%CE%B2-Propanoyl-3%CE%B2-(4-tolyl)-tropane" title="2β-Propanoyl-3β-(4-tolyl)-tropane">WF-11</a></li> <li><a href="/wiki/2%CE%B2-Propanoyl-3%CE%B2-(2-naphthyl)-tropane" title="2β-Propanoyl-3β-(2-naphthyl)-tropane">WF-23</a></li> <li><a href="/wiki/2-Propanoyl-3-(4-isopropylphenyl)-tropane" title="2-Propanoyl-3-(4-isopropylphenyl)-tropane">WF-31</a></li> <li><a href="/wiki/2%CE%B1-(Propanoyl)-3%CE%B2-(2-(6-methoxynaphthyl))-tropane" title="2α-(Propanoyl)-3β-(2-(6-methoxynaphthyl))-tropane">WF-33</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Others:</i> <a href="/wiki/Adrafinil" title="Adrafinil">Adrafinil</a></li> <li><a href="/wiki/Amifitadine" class="mw-redirect" title="Amifitadine">Amifitadine</a></li> <li><a href="/wiki/Armodafinil" title="Armodafinil">Armodafinil</a></li> <li><a href="/wiki/Amfonelic_acid" title="Amfonelic acid">Amfonelic acid</a></li> <li><a href="/wiki/Amineptine" title="Amineptine">Amineptine</a></li> <li><a href="/wiki/Ansofaxine" title="Ansofaxine">Ansofaxine</a></li> <li><a href="/wiki/Butyltolylquinuclidine" title="Butyltolylquinuclidine">BTQ</a></li> <li><a href="/wiki/BTS_74,398" title="BTS 74,398">BTS 74,398</a></li> <li><a href="/wiki/Bupropion" title="Bupropion">Bupropion</a></li> <li><i><a href="/wiki/Chaenomeles_speciosa" title="Chaenomeles speciosa">Chaenomeles speciosa</a></i></li> <li><a href="/wiki/Ciclazindol" title="Ciclazindol">Ciclazindol</a></li> <li><a href="/wiki/Dasotraline" title="Dasotraline">Dasotraline</a></li> <li><a href="/wiki/Desmethylsertraline" title="Desmethylsertraline">Desmethylsertraline</a></li> <li><a href="/wiki/Desmethylsibutramine" title="Desmethylsibutramine">Desmethylsibutramine (BTS-54354)</a></li> <li><a href="/wiki/Diclofensine" title="Diclofensine">Diclofensine</a></li> <li><a href="/wiki/Didesmethylsibutramine" title="Didesmethylsibutramine">Didesmethylsibutramine (BTS-54505)</a></li> <li><a href="/wiki/Dimethocaine" title="Dimethocaine">Dimethocaine</a></li> <li><a href="/wiki/Diphenylpyraline" title="Diphenylpyraline">Diphenylpyraline</a></li> <li><a href="/wiki/Dizocilpine" title="Dizocilpine">Dizocilpine (MK-801)</a></li> <li><a href="/wiki/DOV-102,677" title="DOV-102,677">DOV-102,677</a></li> <li><a href="/wiki/DOV-216,303" title="DOV-216,303">DOV-216,303</a></li> <li><a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Ephenidine" title="Ephenidine">Ephenidine</a></li> <li><a href="/wiki/Esketamine" title="Esketamine">Esketamine</a></li> <li><a href="/wiki/EXP-561" title="EXP-561">EXP-561</a></li> <li><a href="/wiki/Fencamfamin" title="Fencamfamin">Fencamfamin</a></li> <li><a href="/wiki/Fezolamine" title="Fezolamine">Fezolamine</a></li> <li><a href="/wiki/Fluorenol" title="Fluorenol">Fluorenol</a></li> <li><a href="/wiki/GYKI-52895" class="mw-redirect" title="GYKI-52895">GYKI-52895</a></li> <li><a href="/wiki/Hydroxybupropion" title="Hydroxybupropion">Hydroxybupropion</a></li> <li><a href="/wiki/Indatraline" title="Indatraline">Indatraline</a></li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a></li> <li><a href="/wiki/Lefetamine" title="Lefetamine">Lefetamine</a></li> <li><a href="/wiki/Levophacetoperane" title="Levophacetoperane">Levophacetoperane</a></li> <li><a href="/wiki/Liafensine" title="Liafensine">Liafensine</a></li> <li><a href="/wiki/LR-5182" title="LR-5182">LR-5182</a></li> <li><a href="/wiki/Manifaxine" title="Manifaxine">Manifaxine</a></li> <li><a href="/wiki/Mazindol" title="Mazindol">Mazindol</a></li> <li><a href="/wiki/Medifoxamine" title="Medifoxamine">Medifoxamine</a></li> <li><a href="/wiki/Mesocarb" title="Mesocarb">Mesocarb</a></li> <li><a href="/wiki/Metaphit" title="Metaphit">Metaphit</a></li> <li><a href="/wiki/MIN-117" title="MIN-117">MIN-117 (WF-516)</a></li> <li><a href="/wiki/Modafinil" title="Modafinil">Modafinil</a></li> <li><a href="/wiki/Nefopam" title="Nefopam">Nefopam</a></li> <li><a href="/wiki/Nomifensine" title="Nomifensine">Nomifensine</a></li> <li><a href="/wiki/NS-2359" title="NS-2359">NS-2359</a></li> <li><a href="/wiki/O-2172" title="O-2172">O-2172</a></li> <li><a href="/wiki/Oroxylin_A" title="Oroxylin A">Oroxylin A</a></li> <li><a href="/wiki/Perafensine" title="Perafensine">Perafensine</a></li> <li><a href="/wiki/Pridefine" title="Pridefine">Pridefine</a></li> <li><a href="/wiki/Radafaxine" title="Radafaxine">Radafaxine</a></li> <li><a href="/wiki/Rimcazole" title="Rimcazole">Rimcazole</a></li> <li><a href="/wiki/Sertraline" title="Sertraline">Sertraline</a></li> <li><a href="/wiki/Sibutramine" title="Sibutramine">Sibutramine</a></li> <li><a href="/wiki/Solriamfetol" title="Solriamfetol">Solriamfetol</a></li> <li><a href="/wiki/Tametraline" title="Tametraline">Tametraline</a></li> <li><a href="/wiki/Tedatioxetine" title="Tedatioxetine">Tedatioxetine</a></li> <li><a href="/wiki/Threohydrobupropion" title="Threohydrobupropion">Threohydrobupropion</a></li> <li><a href="/wiki/Tripelennamine" title="Tripelennamine">Tripelennamine</a></li> <li><a href="/wiki/Venlafaxine" title="Venlafaxine">Venlafaxine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Norepinephrine_transporter" title="Norepinephrine transporter"><abbr title="Norepinephrine transporter">NET</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Norepinephrine transporter</span><br /><small>(<a href="/wiki/Norepinephrine_reuptake_inhibitors" class="mw-redirect" title="Norepinephrine reuptake inhibitors"><abbr title="Norepinephrine reuptake inhibitors">NRIs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Norepinephrine reuptake inhibitors</span>)</small></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Selective norepinephrine reuptake inhibitors:</i> <a href="/wiki/Amedalin" title="Amedalin">Amedalin</a></li> <li><a href="/wiki/Alseroxylon" title="Alseroxylon">Alseroxylon</a></li> <li><a href="/wiki/Ciclazindol" title="Ciclazindol">Ciclazindol</a></li> <li><a href="/wiki/Daledalin" title="Daledalin">Daledalin</a></li> <li><a href="/wiki/Edivoxetine" title="Edivoxetine">Edivoxetine</a></li> <li><a href="/wiki/Esreboxetine" title="Esreboxetine">Esreboxetine</a></li> <li><a href="/wiki/Lortalamine" title="Lortalamine">Lortalamine</a></li> <li><a href="/wiki/Mazindol" title="Mazindol">Mazindol</a></li> <li><a href="/wiki/Nisoxetine" title="Nisoxetine">Nisoxetine</a></li> <li><a href="/wiki/Reboxetine" title="Reboxetine">Reboxetine</a></li> <li><a href="/wiki/Talopram" title="Talopram">Talopram</a></li> <li><a href="/wiki/Talsupram" title="Talsupram">Talsupram</a></li> <li><a href="/wiki/Tandamine" title="Tandamine">Tandamine</a></li> <li><a href="/wiki/Teniloxazine" title="Teniloxazine">Teniloxazine</a></li> <li><a href="/wiki/Viloxazine" title="Viloxazine">Viloxazine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Norepinephrine–dopamine reuptake inhibitors:</i> <a href="/wiki/Amineptine" title="Amineptine">Amineptine</a></li> <li><a href="/wiki/Bupropion" title="Bupropion">Bupropion</a></li> <li><a href="/wiki/Fencamine" title="Fencamine">Fencamine</a></li> <li><a href="/wiki/Fencamfamin" title="Fencamfamin">Fencamfamin</a></li> <li><a href="/wiki/Hydroxybupropion" title="Hydroxybupropion">Hydroxybupropion</a></li> <li><a href="/wiki/Lefetamine" title="Lefetamine">Lefetamine</a></li> <li><a href="/wiki/Levophacetoperane" title="Levophacetoperane">Levophacetoperane</a></li> <li><a href="/wiki/LR-5182" title="LR-5182">LR-5182</a></li> <li><a href="/wiki/Manifaxine" title="Manifaxine">Manifaxine</a></li> <li><a href="/wiki/Methylphenidate" title="Methylphenidate">Methylphenidate</a></li> <li><a href="/wiki/Nomifensine" title="Nomifensine">Nomifensine</a></li> <li><a href="/wiki/O-2172" title="O-2172">O-2172</a></li> <li><a href="/wiki/Radafaxine" title="Radafaxine">Radafaxine</a></li> <li><a href="/wiki/Serdexmethylphenidate" title="Serdexmethylphenidate">Serdexmethylphenidate</a></li> <li><a href="/wiki/Solriamfetol" title="Solriamfetol">Solriamfetol</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Serotonin–norepinephrine reuptake inhibitors:</i> <a href="/wiki/Atomoxetine" title="Atomoxetine">Atomoxetine (tomoxetine)</a></li> <li><a href="/wiki/CP-39,332" title="CP-39,332">CP-39,332</a></li> <li><a href="/wiki/Desvenlafaxine" title="Desvenlafaxine">Desvenlafaxine</a></li> <li><a href="/wiki/Duloxetine" title="Duloxetine">Duloxetine</a></li> <li><a href="/wiki/Eclanamine" title="Eclanamine">Eclanamine</a></li> <li><a href="/wiki/Levomilnacipran" title="Levomilnacipran">Levomilnacipran</a></li> <li><a href="/wiki/McN5652" title="McN5652">McN5652</a></li> <li><a href="/wiki/Milnacipran" title="Milnacipran">Milnacipran</a></li> <li><a href="/wiki/N-Methyl-PPPA" title="N-Methyl-PPPA">N-Methyl-PPPA</a></li> <li><a href="/w/index.php?title=Nafenodone&action=edit&redlink=1" class="new" title="Nafenodone (page does not exist)">Nafenodone</a></li> <li><a href="/wiki/PPPA_(drug)" title="PPPA (drug)">PPPA</a></li> <li><a href="/wiki/Tofenacin" title="Tofenacin">Tofenacin</a></li> <li><a href="/wiki/Venlafaxine" title="Venlafaxine">Venlafaxine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Serotonin–norepinephrine–dopamine reuptake inhibitors:</i> <a href="/wiki/3,3-Diphenylcyclobutanamine" title="3,3-Diphenylcyclobutanamine">3,3-Diphenylcyclobutanamine</a></li> <li><a href="/wiki/Amifitadine" class="mw-redirect" title="Amifitadine">Amifitadine</a></li> <li><a href="/wiki/Ansofaxine" title="Ansofaxine">Ansofaxine</a></li> <li><a href="/wiki/Bicifadine" title="Bicifadine">Bicifadine</a></li> <li><a href="/wiki/Brasofensine" title="Brasofensine">Brasofensine</a></li> <li><a href="/wiki/Centanafadine" title="Centanafadine">Centanafadine</a></li> <li><a href="/wiki/Cocaine" title="Cocaine">Cocaine</a></li> <li><a href="/wiki/Dasotraline" title="Dasotraline">Dasotraline</a></li> <li><a href="/wiki/Desmethylsertraline" title="Desmethylsertraline">Desmethylsertraline</a></li> <li><a href="/wiki/Desmethylsibutramine" title="Desmethylsibutramine">Desmethylsibutramine (BTS-54354)</a></li> <li><a href="/wiki/Diclofensine" title="Diclofensine">Diclofensine</a></li> <li><a href="/wiki/Didesmethylsibutramine" title="Didesmethylsibutramine">Didesmethylsibutramine (BTS-54505)</a></li> <li><a href="/wiki/DOV-102677" class="mw-redirect" title="DOV-102677">DOV-102677</a></li> <li><a href="/wiki/DOV-216303" class="mw-redirect" title="DOV-216303">DOV-216303</a></li> <li><a href="/wiki/EXP-561" title="EXP-561">EXP-561</a></li> <li><a href="/wiki/Fezolamine" title="Fezolamine">Fezolamine</a></li> <li><a href="/wiki/HDMP-28" title="HDMP-28">HDMP-28</a></li> <li><a href="/wiki/HP-505" title="HP-505">HP-505</a></li> <li><a href="/wiki/Indatraline" title="Indatraline">Indatraline</a></li> <li><a href="/wiki/JNJ-7925476" title="JNJ-7925476">JNJ-7925476</a></li> <li><a href="/wiki/JZ-IV-10" title="JZ-IV-10">JZ-IV-10</a></li> <li><a href="/wiki/Liafensine" title="Liafensine">Liafensine</a></li> <li><a href="/wiki/Mazindol" title="Mazindol">Mazindol</a></li> <li><a href="/wiki/Naphyrone" title="Naphyrone">Naphyrone</a></li> <li><a href="/wiki/Nefazodone" title="Nefazodone">Nefazodone</a></li> <li><a href="/wiki/Nefopam" title="Nefopam">Nefopam</a></li> <li><a href="/wiki/NS-2359" title="NS-2359">NS-2359</a></li> <li><a href="/wiki/Perafensine" title="Perafensine">Perafensine</a></li> <li><a href="/wiki/PRC200" class="mw-redirect" title="PRC200">PRC200</a></li> <li><a href="/wiki/Pridefine" title="Pridefine">Pridefine</a></li> <li><a href="/w/index.php?title=SEP-228431&action=edit&redlink=1" class="new" title="SEP-228431 (page does not exist)">SEP-228431</a></li> <li><a href="/w/index.php?title=SEP-228432&action=edit&redlink=1" class="new" title="SEP-228432 (page does not exist)">SEP-228432</a></li> <li><a href="/wiki/Sibutramine" title="Sibutramine">Sibutramine</a></li> <li><a href="/wiki/Tedatioxetine" title="Tedatioxetine">Tedatioxetine</a></li> <li><a href="/wiki/Tesofensine" title="Tesofensine">Tesofensine</a></li> <li><a href="/wiki/Threohydrobupropion" title="Threohydrobupropion">Threohydrobupropion</a></li> <li><a href="/wiki/Tropane" title="Tropane">Tropanes</a> (e.g., <a href="/wiki/Cocaine" title="Cocaine">cocaine</a>)</li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Tricyclic antidepressants:</i> <a href="/wiki/Amitriptyline" title="Amitriptyline">Amitriptyline</a></li> <li><a href="/wiki/Butriptyline" title="Butriptyline">Butriptyline</a></li> <li><a href="/wiki/Cianopramine" title="Cianopramine">Cianopramine</a></li> <li><a href="/wiki/Clomipramine" title="Clomipramine">Clomipramine</a></li> <li><a href="/wiki/Desipramine" title="Desipramine">Desipramine</a></li> <li><a href="/wiki/Dosulepin" title="Dosulepin">Dosulepin (dothiepin)</a></li> <li><a href="/wiki/Doxepin" title="Doxepin">Doxepin</a></li> <li><a href="/wiki/Imipramine" title="Imipramine">Imipramine</a></li> <li><a href="/wiki/Lofepramine" title="Lofepramine">Lofepramine</a></li> <li><a href="/wiki/Melitracen" title="Melitracen">Melitracen</a></li> <li><a href="/wiki/Nortriptyline" title="Nortriptyline">Nortriptyline</a></li> <li><a href="/wiki/Protriptyline" title="Protriptyline">Protriptyline</a></li> <li><a href="/wiki/Trimipramine" title="Trimipramine">Trimipramine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Tetracyclic antidepressants:</i> <a href="/wiki/Amoxapine" title="Amoxapine">Amoxapine</a></li> <li><a href="/wiki/Maprotiline" title="Maprotiline">Maprotiline</a></li> <li><a href="/wiki/Mianserin" title="Mianserin">Mianserin</a></li> <li><a href="/wiki/Oxaprotiline" title="Oxaprotiline">Oxaprotiline</a></li> <li><a href="/wiki/Setiptiline" title="Setiptiline">Setiptiline</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Others:</i> <a href="/wiki/Histamine_antagonist" class="mw-redirect" title="Histamine antagonist">Antihistamines</a> (e.g., <a href="/wiki/Brompheniramine" title="Brompheniramine">brompheniramine</a>, <a href="/wiki/Chlorphenamine" title="Chlorphenamine">chlorphenamine</a>, <a href="/wiki/Pheniramine" title="Pheniramine">pheniramine</a>, <a href="/wiki/Tripelennamine" title="Tripelennamine">tripelennamine</a>)</li> <li><a href="/wiki/Antipsychotic" title="Antipsychotic">Antipsychotics</a> (e.g., <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>, <a href="/wiki/Ziprasidone" title="Ziprasidone">ziprasidone</a>)</li> <li><a href="/wiki/Arylcyclohexylamine" title="Arylcyclohexylamine">Arylcyclohexylamines</a> (e.g., <a href="/wiki/Ketamine" title="Ketamine">ketamine</a>, <a href="/wiki/Phencyclidine" title="Phencyclidine">phencyclidine</a>)</li> <li><a href="/wiki/Dopexamine" title="Dopexamine">Dopexamine</a></li> <li><a href="/wiki/Ephenidine" title="Ephenidine">Ephenidine</a></li> <li><i><a href="/wiki/Ginkgo_biloba" title="Ginkgo biloba">Ginkgo biloba</a></i></li> <li><a href="/wiki/Indeloxazine" title="Indeloxazine">Indeloxazine</a></li> <li><a href="/wiki/Nefazodone" title="Nefazodone">Nefazodone</a></li> <li><a href="/wiki/Opioid" title="Opioid">Opioids</a> (e.g., <a href="/wiki/Desmetramadol" title="Desmetramadol">desmetramadol</a>, <a href="/wiki/Methadone" title="Methadone">methadone</a>, <a href="/wiki/Pethidine" title="Pethidine">pethidine (meperidine)</a>, <a href="/wiki/Tapentadol" title="Tapentadol">tapentadol</a>, <a href="/wiki/Tramadol" title="Tramadol">tramadol</a>, <a href="/wiki/Levorphanol" title="Levorphanol">levorphanol</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Serotonin_transporter" title="Serotonin transporter"><abbr title="Serotonin transporter">SERT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Serotonin transporter</span><br /><small>(<a href="/wiki/Serotonin_reuptake_inhibitors" class="mw-redirect" title="Serotonin reuptake inhibitors"><abbr title="Serotonin reuptake inhibitors">SRIs</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Serotonin reuptake inhibitors</span>)</small></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Selective serotonin reuptake inhibitors:</i> <a href="/wiki/6-Nitroquipazine" title="6-Nitroquipazine">6-Nitroquipazine</a></li> <li><a href="/wiki/Alaproclate" title="Alaproclate">Alaproclate</a></li> <li><a href="/wiki/Centpropazine" title="Centpropazine">Centpropazine</a></li> <li><a href="/wiki/Cericlamine" title="Cericlamine">Cericlamine</a></li> <li><a href="/wiki/Citalopram" title="Citalopram">Citalopram</a></li> <li><a href="/wiki/Dapoxetine" title="Dapoxetine">Dapoxetine</a></li> <li><a href="/wiki/Desmethylcitalopram" title="Desmethylcitalopram">Desmethylcitalopram</a></li> <li><a href="/wiki/Didesmethylcitalopram" title="Didesmethylcitalopram">Didesmethylcitalopram</a></li> <li><a href="/wiki/Escitalopram" title="Escitalopram">Escitalopram</a></li> <li><a href="/wiki/Femoxetine" title="Femoxetine">Femoxetine</a></li> <li><a href="/wiki/Fluoxetine" title="Fluoxetine">Fluoxetine</a></li> <li><a href="/wiki/Fluvoxamine" title="Fluvoxamine">Fluvoxamine</a></li> <li><a href="/wiki/Indalpine" title="Indalpine">Indalpine</a></li> <li><a href="/wiki/Ifoxetine" title="Ifoxetine">Ifoxetine</a></li> <li><a href="/wiki/Norfluoxetine" class="mw-redirect" title="Norfluoxetine">Norfluoxetine</a></li> <li><a href="/wiki/Omiloxetine" title="Omiloxetine">Omiloxetine</a></li> <li><a href="/wiki/Panuramine" title="Panuramine">Panuramine</a></li> <li><a href="/wiki/Paroxetine" title="Paroxetine">Paroxetine</a></li> <li><a href="/wiki/PIM-35" title="PIM-35">PIM-35</a></li> <li><a class="mw-selflink selflink">Pirandamine</a></li> <li><a href="/wiki/RTI-353" title="RTI-353">RTI-353</a></li> <li><a href="/wiki/Seproxetine" title="Seproxetine">Seproxetine</a></li> <li><a href="/wiki/Sertraline" title="Sertraline">Sertraline</a></li> <li><a href="/wiki/Zimelidine" title="Zimelidine">Zimelidine</a></li></ul> <ul><li><i>Selective serotonin reuptake inhibitors and serotonin receptor modulators:</i> <a href="/wiki/Etoperidone" title="Etoperidone">Etoperidone</a></li> <li><a href="/wiki/Litoxetine" title="Litoxetine">Litoxetine</a></li> <li><a href="/wiki/Lubazodone" title="Lubazodone">Lubazodone</a></li> <li><a href="/wiki/LY-393558" title="LY-393558">LY-393558</a></li> <li><a href="/wiki/Quipazine" title="Quipazine">Quipazine</a></li> <li><a href="/wiki/SB-649915" class="mw-redirect" title="SB-649915">SB-649915</a></li> <li><a href="/wiki/TGBA01AD" title="TGBA01AD">TGBA01AD</a></li> <li><a href="/wiki/Trazodone" title="Trazodone">Trazodone</a></li> <li><a href="/wiki/Vilazodone" title="Vilazodone">Vilazodone</a></li> <li><a href="/wiki/Vortioxetine" title="Vortioxetine">Vortioxetine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Serotonin–norepinephrine reuptake inhibitors:</i> <a href="/wiki/Atomoxetine" title="Atomoxetine">Atomoxetine (tomoxetine)</a></li> <li><a href="/wiki/Bicifadine" title="Bicifadine">Bicifadine</a></li> <li><a href="/w/index.php?title=CP-39332&action=edit&redlink=1" class="new" title="CP-39332 (page does not exist)">CP-39332</a></li> <li><a href="/wiki/Desvenlafaxine" title="Desvenlafaxine">Desvenlafaxine</a></li> <li><a href="/wiki/Duloxetine" title="Duloxetine">Duloxetine</a></li> <li><a href="/wiki/Eclanamine" title="Eclanamine">Eclanamine</a></li> <li><a href="/wiki/Levomilnacipran" title="Levomilnacipran">Levomilnacipran</a></li> <li><a href="/wiki/McN5652" title="McN5652">McN5652</a></li> <li><a href="/wiki/Milnacipran" title="Milnacipran">Milnacipran</a></li> <li><a href="/wiki/N-Methyl-PPPA" title="N-Methyl-PPPA">N-Methyl-PPPA</a></li> <li><a href="/wiki/PPPA_(drug)" title="PPPA (drug)">PPPA</a></li> <li><a href="/wiki/Tofenacin" title="Tofenacin">Tofenacin</a></li> <li><a href="/wiki/Venlafaxine" title="Venlafaxine">Venlafaxine</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Serotonin–norepinephrine–dopamine reuptake inhibitors:</i> <a href="/wiki/3,3-Diphenylcyclobutanamine" title="3,3-Diphenylcyclobutanamine">3,3-Diphenylcyclobutanamine</a></li> <li><a href="/wiki/Amifitadine" class="mw-redirect" title="Amifitadine">Amifitadine</a></li> <li><a href="/wiki/Ansofaxine" title="Ansofaxine">Ansofaxine</a></li> <li><a href="/wiki/Bicifadine" title="Bicifadine">Bicifadine</a></li> <li><a href="/wiki/Brasofensine" title="Brasofensine">Brasofensine</a></li> <li><a href="/wiki/Centanafadine" title="Centanafadine">Centanafadine</a></li> <li><a href="/wiki/Cocaine" title="Cocaine">Cocaine</a></li> <li><a href="/wiki/Dasotraline" title="Dasotraline">Dasotraline</a></li> <li><a href="/wiki/Desmethylsertraline" title="Desmethylsertraline">Desmethylsertraline</a></li> <li><a href="/wiki/Desmethylsibutramine" title="Desmethylsibutramine">Desmethylsibutramine (BTS-54354)</a></li> <li><a href="/wiki/Diclofensine" title="Diclofensine">Diclofensine</a></li> <li><a href="/wiki/Didesmethylsibutramine" title="Didesmethylsibutramine">Didesmethylsibutramine (BTS-54505)</a></li> <li><a href="/wiki/DOV-102677" class="mw-redirect" title="DOV-102677">DOV-102677</a></li> <li><a href="/wiki/DOV-216303" class="mw-redirect" title="DOV-216303">DOV-216303</a></li> <li><a href="/wiki/EXP-561" title="EXP-561">EXP-561</a></li> <li><a href="/wiki/Fezolamine" title="Fezolamine">Fezolamine</a></li> <li><a href="/wiki/HDMP-28" title="HDMP-28">HDMP-28</a></li> <li><a href="/wiki/HP-505" title="HP-505">HP-505</a></li> <li><a href="/wiki/Indatraline" title="Indatraline">Indatraline</a></li> <li><a href="/wiki/JNJ-7925476" title="JNJ-7925476">JNJ-7925476</a></li> <li><a href="/wiki/JZ-IV-10" title="JZ-IV-10">JZ-IV-10</a></li> <li><a href="/wiki/Liafensine" title="Liafensine">Liafensine</a></li> <li><a href="/wiki/Mazindol" title="Mazindol">Mazindol</a></li> <li><a href="/wiki/Naphyrone" title="Naphyrone">Naphyrone</a></li> <li><a href="/wiki/Nefazodone" title="Nefazodone">Nefazodone</a></li> <li><a href="/wiki/Nefopam" title="Nefopam">Nefopam</a></li> <li><a href="/wiki/NS-2359" title="NS-2359">NS-2359</a></li> <li><a href="/wiki/Perafensine" title="Perafensine">Perafensine</a></li> <li><a href="/wiki/PRC200" class="mw-redirect" title="PRC200">PRC200</a></li> <li><a href="/wiki/Pridefine" title="Pridefine">Pridefine</a></li> <li><a href="/w/index.php?title=SEP-228431&action=edit&redlink=1" class="new" title="SEP-228431 (page does not exist)">SEP-228431</a></li> <li><a href="/w/index.php?title=SEP-228432&action=edit&redlink=1" class="new" title="SEP-228432 (page does not exist)">SEP-228432</a></li> <li><a href="/wiki/Sibutramine" title="Sibutramine">Sibutramine</a></li> <li><a href="/wiki/Tedatioxetine" title="Tedatioxetine">Tedatioxetine</a></li> <li><a href="/wiki/Tesofensine" title="Tesofensine">Tesofensine</a></li> <li><a href="/wiki/Threohydrobupropion" title="Threohydrobupropion">Threohydrobupropion</a></li> <li><a href="/wiki/Tropane" title="Tropane">Tropanes</a> (e.g., <a href="/wiki/Cocaine" title="Cocaine">cocaine</a>)</li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Tricyclic antidepressants:</i> <a href="/wiki/Amitriptyline" title="Amitriptyline">Amitriptyline</a></li> <li><a href="/wiki/Cianopramine" title="Cianopramine">Cianopramine</a></li> <li><a href="/wiki/Clomipramine" title="Clomipramine">Clomipramine</a></li> <li><a href="/wiki/Cyanodothiepin" title="Cyanodothiepin">Cyanodothiepin</a></li> <li><a href="/wiki/Desipramine" title="Desipramine">Desipramine</a></li> <li><a href="/wiki/Dosulepin" title="Dosulepin">Dosulepin (dothiepin)</a></li> <li><a href="/wiki/Doxepin" title="Doxepin">Doxepin</a></li> <li><a href="/wiki/Imipramine" title="Imipramine">Imipramine</a></li> <li><a href="/wiki/Lofepramine" title="Lofepramine">Lofepramine</a></li> <li><a href="/wiki/Nortriptyline" title="Nortriptyline">Nortriptyline</a></li> <li><a href="/wiki/Pipofezine" title="Pipofezine">Pipofezine</a></li> <li><a href="/wiki/Protriptyline" title="Protriptyline">Protriptyline</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Others:</i> <a href="/w/index.php?title=A-80426&action=edit&redlink=1" class="new" title="A-80426 (page does not exist)">A-80426</a></li> <li><a href="/wiki/Amoxapine" title="Amoxapine">Amoxapine</a></li> <li><a href="/wiki/Antihistamine" title="Antihistamine">Antihistamines</a> (e.g., <a href="/wiki/Brompheniramine" title="Brompheniramine">brompheniramine</a>, <a href="/wiki/Chlorphenamine" title="Chlorphenamine">chlorphenamine</a>, <a href="/wiki/Dimenhydrinate" title="Dimenhydrinate">dimenhydrinate</a>, <a href="/wiki/Diphenhydramine" title="Diphenhydramine">diphenhydramine</a>, <a href="/wiki/Mepyramine" title="Mepyramine">mepyramine (pyrilamine)</a>, <a href="/wiki/Pheniramine" title="Pheniramine">pheniramine</a>, <a href="/wiki/Tripelennamine" title="Tripelennamine">tripelennamine</a>)</li> <li><a href="/wiki/Antipsychotic" title="Antipsychotic">Antipsychotics</a> (e.g., <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>, <a href="/wiki/Ziprasidone" title="Ziprasidone">ziprasidone</a>)</li> <li><a href="/wiki/Arylcyclohexylamine" title="Arylcyclohexylamine">Arylcyclohexylamines</a> (e.g., <a href="/wiki/3-MeO-PCP" title="3-MeO-PCP">3-MeO-PCP</a>, <a href="/wiki/Esketamine" title="Esketamine">esketamine</a>, <a href="/wiki/Ketamine" title="Ketamine">ketamine</a>, <a href="/wiki/Methoxetamine" title="Methoxetamine">methoxetamine</a>, <a href="/wiki/Phencyclidine" title="Phencyclidine">phencyclidine</a>)</li> <li><a href="/wiki/Cyclobenzaprine" title="Cyclobenzaprine">Cyclobenzaprine</a></li> <li><a href="/wiki/Delucemine" title="Delucemine">Delucemine</a></li> <li><a href="/wiki/Dextromethorphan" title="Dextromethorphan">Dextromethorphan</a></li> <li><a href="/wiki/Dextrorphan" title="Dextrorphan">Dextrorphan</a></li> <li><a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/Hypidone" title="Hypidone">Hypidone</a></li> <li><a href="/wiki/Medifoxamine" title="Medifoxamine">Medifoxamine</a></li> <li><a href="/wiki/Mesembrine" title="Mesembrine">Mesembrine</a></li> <li><a href="/wiki/Mifepristone" title="Mifepristone">Mifepristone</a></li> <li><a href="/wiki/MIN-117" title="MIN-117">MIN-117 (WF-516)</a></li> <li><a href="/wiki/N-Methylserotonin" title="N-Methylserotonin">N-Me-5-HT</a></li> <li><a href="/wiki/Opioid" title="Opioid">Opioids</a> (e.g., <a href="/wiki/Dextropropoxyphene" title="Dextropropoxyphene">dextropropoxyphene</a>, <a href="/wiki/Methadone" title="Methadone">methadone</a>, <a href="/wiki/Pethidine" title="Pethidine">pethidine (meperidine)</a>, <a href="/wiki/Levorphanol" title="Levorphanol">levorphanol</a>, <a href="/wiki/Tapentadol" title="Tapentadol">tapentadol</a>, <a href="/wiki/Tramadol" title="Tramadol">tramadol</a>)</li> <li><a href="/wiki/Roxindole" title="Roxindole">Roxindole</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/Vesicular_monoamine_transporters" class="mw-redirect" title="Vesicular monoamine transporters"><abbr title="Vesicular monoamine transporters">VMATs</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 Vesicular monoamine transporters</span></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amiodarone" title="Amiodarone">Amiodarone</a></li> <li><a href="/wiki/Substituted_amphetamine" title="Substituted amphetamine">Amphetamines</a> (e.g., <a href="/wiki/Amphetamine" title="Amphetamine">amphetamine</a>, <a href="/wiki/Methamphetamine" title="Methamphetamine">methamphetamine</a>, <a href="/wiki/MDMA" title="MDMA">MDMA</a>)</li> <li><a href="/w/index.php?title=3-Amino-2-phenylpropene&action=edit&redlink=1" class="new" title="3-Amino-2-phenylpropene (page does not exist)">APP</a></li> <li><a href="/w/index.php?title=7-Azido-8-iodoketanserin&action=edit&redlink=1" class="new" title="7-Azido-8-iodoketanserin (page does not exist)">AZIK</a></li> <li><a href="/wiki/Bietaserpine" title="Bietaserpine">Bietaserpine</a></li> <li><a href="/wiki/Deserpidine" title="Deserpidine">Deserpidine</a></li> <li><a href="/wiki/Deutetrabenazine" title="Deutetrabenazine">Deutetrabenazine</a></li> <li><a href="/wiki/Dihydrotetrabenazine" title="Dihydrotetrabenazine">Dihydrotetrabenazine</a></li> <li><a href="/wiki/Efavirenz" title="Efavirenz">Efavirenz</a></li> <li><a href="/wiki/GBR-12935" title="GBR-12935">GBR-12935</a></li> <li><a href="/w/index.php?title=GZ-793A&action=edit&redlink=1" class="new" title="GZ-793A (page does not exist)">GZ-793A</a></li> <li><a href="/wiki/Ibogaine" title="Ibogaine">Ibogaine</a></li> <li><a href="/wiki/Ketanserin" title="Ketanserin">Ketanserin</a></li> <li><a href="/wiki/Lobeline" title="Lobeline">Lobeline</a></li> <li><a href="/w/index.php?title=Methoxytetrabenazine&action=edit&redlink=1" class="new" title="Methoxytetrabenazine (page does not exist)">Methoxytetrabenazine</a></li> <li><a href="/wiki/Reserpine" title="Reserpine">Reserpine</a></li> <li><a href="/wiki/Rose_bengal" title="Rose bengal">Rose bengal</a></li> <li><a href="/wiki/Tetrabenazine" title="Tetrabenazine">Tetrabenazine</a></li> <li><a href="/wiki/Valbenazine" title="Valbenazine">Valbenazine</a></li> <li><a href="/wiki/Vanoxerine" title="Vanoxerine">Vanoxerine (GBR-12909)</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 hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>DAT enhancers:</i> <a href="/wiki/Luteolin" title="Luteolin">Luteolin</a></li></ul> <ul><li><i>DAT modulators:</i> <i>Agonist-like:</i> <a href="/wiki/SoRI-9804" title="SoRI-9804">SoRI-9804</a></li> <li><a href="/w/index.php?title=SoRI-20040&action=edit&redlink=1" class="new" title="SoRI-20040 (page does not exist)">SoRI-20040</a>; <i>Antagonist-like:</i> <a href="/wiki/SoRI-20041" title="SoRI-20041">SoRI-20041</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div><small><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a> • <a href="/wiki/Template:Monoamine_releasing_agents" title="Template:Monoamine releasing agents">Monoamine releasing agents</a> • <a href="/wiki/Template:Adrenergics" class="mw-redirect" title="Template:Adrenergics">Adrenergics</a> • <a href="/wiki/Template:Dopaminergics" class="mw-redirect" title="Template:Dopaminergics">Dopaminergics</a> • <a href="/wiki/Template:Serotonergics" class="mw-redirect" title="Template:Serotonergics">Serotonergics</a> • <a href="/wiki/Template:Monoamine_metabolism_modulators" title="Template:Monoamine metabolism modulators">Monoamine metabolism modulators</a> • <a href="/wiki/Template:Monoamine_neurotoxins" title="Template:Monoamine neurotoxins">Monoamine neurotoxins</a></i></small></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"><style data-mw-deduplicate="TemplateStyles:r886047488">.mw-parser-output .nobold{font-weight:normal}</style></div><div role="navigation" class="navbox" aria-labelledby="Tricyclics" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Tricyclics" title="Template:Tricyclics"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Tricyclics" title="Template talk:Tricyclics"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Tricyclics" title="Special:EditPage/Template:Tricyclics"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Tricyclics" style="font-size:114%;margin:0 4em"><a href="/wiki/Tricyclic" title="Tricyclic">Tricyclics</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Chemical_class" class="mw-redirect" title="Chemical class">Classes</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acridine" title="Acridine">Acridine</a></li> <li><a href="/wiki/Anthracene" title="Anthracene">Anthracene</a></li> <li><a href="/wiki/Dibenzazepine" title="Dibenzazepine">Dibenzazepine</a></li> <li><a href="/wiki/Dibenzocycloheptene" title="Dibenzocycloheptene">Dibenzocycloheptene</a></li> <li><a href="/w/index.php?title=Dibenzodiazepine&action=edit&redlink=1" class="new" title="Dibenzodiazepine (page does not exist)">Dibenzodiazepine</a></li> <li><a href="/wiki/Dibenzothiazepine" title="Dibenzothiazepine">Dibenzothiazepine</a></li> <li><a href="/wiki/Dibenzothiepin" title="Dibenzothiepin">Dibenzothiepin</a></li> <li><a href="/wiki/Dibenzoxazepine" class="mw-redirect" title="Dibenzoxazepine">Dibenzoxazepine</a></li> <li><a href="/wiki/Dibenzoxepin" title="Dibenzoxepin">Dibenzoxepin</a></li> <li><a href="/wiki/Phenothiazine" title="Phenothiazine">Phenothiazine</a></li> <li><a href="/wiki/Pyridazinobenzoxazine" class="mw-redirect" title="Pyridazinobenzoxazine">Pyridazinobenzoxazine</a></li> <li><a href="/wiki/Pyridinobenzodiazepine" class="mw-redirect" title="Pyridinobenzodiazepine">Pyridinobenzodiazepine</a></li> <li><a href="/wiki/Thioxanthene" title="Thioxanthene">Thioxanthene</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Antidepressant" title="Antidepressant">Antidepressants</a><br />(<a href="/wiki/Tricyclic_antidepressant" title="Tricyclic antidepressant">Tricyclic antidepressants</a> <span class="nobold">(TCAs)</span>)</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amoxapine" title="Amoxapine">Amoxapine</a></li> <li><a href="/wiki/Amezepine" title="Amezepine">Amezepine</a></li> <li><a href="/wiki/Amineptine" title="Amineptine">Amineptine</a></li> <li><a href="/wiki/Amitriptyline" title="Amitriptyline">Amitriptyline</a></li> <li><a href="/wiki/Amitriptylinoxide" title="Amitriptylinoxide">Amitriptylinoxide</a></li> <li><a href="/wiki/Amoxapine" title="Amoxapine">Amoxapine</a></li> <li><a href="/wiki/Aptazapine" title="Aptazapine">Aptazapine</a></li> <li><a href="/wiki/Azepindole" title="Azepindole">Azepindole</a></li> <li><a href="/wiki/Batelapine" title="Batelapine">Batelapine</a></li> <li><a href="/w/index.php?title=Beloxepin&action=edit&redlink=1" class="new" title="Beloxepin (page does not exist)">Beloxepin</a></li> <li><a href="/wiki/Butriptyline" title="Butriptyline">Butriptyline</a></li> <li><a href="/wiki/Cianopramine" title="Cianopramine">Cianopramine</a></li> <li><a href="/wiki/Ciclazindol" title="Ciclazindol">Ciclazindol</a></li> <li><a href="/wiki/Cidoxepin" title="Cidoxepin">Cidoxepin</a></li> <li><a href="/wiki/Clomipramine" title="Clomipramine">Clomipramine</a></li> <li><a href="/wiki/Cotriptyline" title="Cotriptyline">Cotriptyline</a></li> <li><a href="/wiki/Cyanodothiepin" title="Cyanodothiepin">Cyanodothiepin</a></li> <li><a href="/wiki/Demexiptiline" title="Demexiptiline">Demexiptiline</a></li> <li><a href="/wiki/Depramine" title="Depramine">Depramine (balipramine)</a></li> <li><a href="/wiki/Desipramine" title="Desipramine">Desipramine (desmethylimipramine)</a></li> <li><a href="/wiki/Desmethylclomipramine" class="mw-redirect" title="Desmethylclomipramine">Desmethylclomipramine</a></li> <li><a href="/w/index.php?title=Desmethyltrimipramine&action=edit&redlink=1" class="new" title="Desmethyltrimipramine (page does not exist)">Desmethyltrimipramine</a></li> <li><a href="/wiki/Dibenzepin" title="Dibenzepin">Dibenzepin</a></li> <li><a href="/wiki/Dimetacrine" title="Dimetacrine">Dimetacrine</a></li> <li><a href="/wiki/Dosulepin" title="Dosulepin">Dosulepin (dothiepin)</a></li> <li><a href="/wiki/Doxepin" title="Doxepin">Doxepin</a></li> <li><a href="/wiki/Enprazepine" title="Enprazepine">Enprazepine</a></li> <li><a href="/w/index.php?title=Fantridone&action=edit&redlink=1" class="new" title="Fantridone (page does not exist)">Fantridone</a></li> <li><a href="/wiki/Fluotracen" title="Fluotracen">Fluotracen</a></li> <li><a href="/wiki/Hepzidine" title="Hepzidine">Hepzidine</a></li> <li><a href="/wiki/Homopipramol" title="Homopipramol">Homopipramol</a></li> <li><a href="/wiki/Imipramine" title="Imipramine">Imipramine</a></li> <li><a href="/wiki/Imipraminoxide" title="Imipraminoxide">Imipraminoxide</a></li> <li><a href="/wiki/Intriptyline" title="Intriptyline">Intriptyline</a></li> <li><a href="/wiki/Iprindole" title="Iprindole">Iprindole</a></li> <li><a href="/wiki/Ketipramine" title="Ketipramine">Ketipramine</a></li> <li><a href="/wiki/Litracen" title="Litracen">Litracen</a></li> <li><a href="/wiki/Lofepramine" title="Lofepramine">Lofepramine</a></li> <li><a href="/wiki/Losindole" title="Losindole">Losindole</a></li> <li><a href="/wiki/Loxapine" title="Loxapine">Loxapine</a></li> <li><a href="/wiki/Maprotiline" title="Maprotiline">Maprotiline</a></li> <li><a href="/wiki/Mariptiline" title="Mariptiline">Mariptiline</a></li> <li><a href="/wiki/Mazindol" title="Mazindol">Mazindol</a></li> <li><a href="/wiki/Melitracen" title="Melitracen">Melitracen</a></li> <li><a href="/wiki/Metapramine" title="Metapramine">Metapramine</a></li> <li><a href="/wiki/Mezepine" title="Mezepine">Mezepine</a></li> <li><a href="/wiki/Mirtazapine" title="Mirtazapine">Mirtazapine</a></li> <li><a href="/wiki/Monometacrine" title="Monometacrine">Monometacrine</a></li> <li><a href="/wiki/Nitroxazepine" title="Nitroxazepine">Nitroxazepine</a></li> <li><a href="/w/index.php?title=Norbutriptyline&action=edit&redlink=1" class="new" title="Norbutriptyline (page does not exist)">Norbutriptyline</a></li> <li><a href="/wiki/Nordoxepin" title="Nordoxepin">Nordoxepin</a></li> <li><a href="/wiki/Northiaden" title="Northiaden">Northiaden (nordosulepin)</a></li> <li><a href="/wiki/Nortriptyline" title="Nortriptyline">Nortriptyline (noramitriptyline)</a></li> <li><a href="/wiki/Noxiptiline" title="Noxiptiline">Noxiptiline</a></li> <li><a href="/wiki/Octriptyline" title="Octriptyline">Octriptyline</a></li> <li><a href="/wiki/Opipramol" title="Opipramol">Opipramol</a></li> <li><a href="/wiki/Pipofezine" title="Pipofezine">Pipofezine</a></li> <li><a class="mw-selflink selflink">Pirandamine</a></li> <li><a href="/wiki/Propizepine" title="Propizepine">Propizepine</a></li> <li><a href="/wiki/Protriptyline" title="Protriptyline">Protriptyline</a></li> <li><a href="/wiki/Quinupramine" title="Quinupramine">Quinupramine</a></li> <li><a href="/w/index.php?title=Spiroxepin&action=edit&redlink=1" class="new" title="Spiroxepin (page does not exist)">Spiroxepin</a></li> <li><a href="/wiki/Tandamine" title="Tandamine">Tandamine</a></li> <li><a href="/wiki/Tampramine" title="Tampramine">Tampramine</a></li> <li><a href="/wiki/Tianeptine" title="Tianeptine">Tianeptine</a></li> <li><a href="/wiki/Tienopramine" title="Tienopramine">Tienopramine</a></li> <li><a href="/wiki/Trimipramine" title="Trimipramine">Trimipramine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Histamine_antagonist" class="mw-redirect" title="Histamine antagonist">Antihistamines</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Azatadine" title="Azatadine">Azatadine</a></li> <li><a href="/wiki/Bisulepin" title="Bisulepin">Bisulepin</a></li> <li><a href="/wiki/Cidoxepin" title="Cidoxepin">Cidoxepin</a></li> <li><a href="/wiki/Clobenzepam" title="Clobenzepam">Clobenzepam</a></li> <li><a href="/wiki/Cyproheptadine" title="Cyproheptadine">Cyproheptadine</a></li> <li><a href="/wiki/Dacemazine" title="Dacemazine">Dacemazine</a></li> <li><a href="/wiki/Deptropine" title="Deptropine">Deptropine</a></li> <li><a href="/wiki/Desloratadine" title="Desloratadine">Desloratadine</a></li> <li><a href="/wiki/Epinastine" title="Epinastine">Epinastine</a></li> <li><a href="/wiki/Etymemazine" title="Etymemazine">Etymemazine</a></li> <li><a href="/wiki/Fenethazine" title="Fenethazine">Fenethazine</a></li> <li><a href="/wiki/Hydroxyethylpromethazine" title="Hydroxyethylpromethazine">Hydroxyethylpromethazine</a></li> <li><a href="/wiki/Isopromethazine" title="Isopromethazine">Isopromethazine</a></li> <li><a href="/wiki/Isothipendyl" title="Isothipendyl">Isothipendyl</a></li> <li><a href="/wiki/Ketotifen" title="Ketotifen">Ketotifen</a></li> <li><a href="/wiki/Latrepirdine" title="Latrepirdine">Latrepirdine</a></li> <li><a href="/wiki/Loratadine" title="Loratadine">Loratadine</a></li> <li><a href="/wiki/Mebhydrolin" title="Mebhydrolin">Mebhydrolin</a></li> <li><a href="/wiki/Mequitazine" title="Mequitazine">Mequitazine</a></li> <li><a href="/wiki/Methdilazine" title="Methdilazine">Methdilazine</a></li> <li><a href="/wiki/Olopatadine" title="Olopatadine">Olopatadine</a></li> <li><a href="/wiki/Oxomemazine" title="Oxomemazine">Oxomemazine</a></li> <li><a href="/wiki/Perlapine" title="Perlapine">Perlapine</a></li> <li><a href="/wiki/Phenindamine" title="Phenindamine">Phenindamine</a></li> <li><a href="/wiki/Pimethixene" title="Pimethixene">Pimethixene</a></li> <li><a href="/wiki/Pirolate" title="Pirolate">Pirolate</a></li> <li><a href="/wiki/Promethazine" title="Promethazine">Promethazine</a></li> <li><a href="/wiki/Propiomazine" title="Propiomazine">Propiomazine</a></li> <li><a href="/wiki/Rupatadine" title="Rupatadine">Rupatadine</a></li> <li><a href="/wiki/Thiazinamium" class="mw-redirect" title="Thiazinamium">Thiazinamium</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Antipsychotic" title="Antipsychotic">Antipsychotics</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetophenazine" title="Acetophenazine">Acetophenazine</a></li> <li><a href="/wiki/Alimemazine" title="Alimemazine">Alimemazine</a></li> <li><a href="/wiki/Amoxapine" title="Amoxapine">Amoxapine</a></li> <li><a href="/wiki/Asenapine" title="Asenapine">Asenapine</a></li> <li><a href="/wiki/Butaclamol" title="Butaclamol">Butaclamol</a></li> <li><a href="/wiki/Butaperazine" title="Butaperazine">Butaperazine</a></li> <li><a href="/wiki/Carfenazine" title="Carfenazine">Carfenazine (carphenazine)</a></li> <li><a href="/wiki/Carpipramine" title="Carpipramine">Carpipramine</a></li> <li><a href="/wiki/Chlorpromazine" title="Chlorpromazine">Chlorpromazine</a></li> <li><a href="/wiki/Chlorprothixene" title="Chlorprothixene">Chlorprothixene</a></li> <li><a href="/wiki/Ciclindole" title="Ciclindole">Ciclindole</a></li> <li><a href="/w/index.php?title=Citatepine&action=edit&redlink=1" class="new" title="Citatepine (page does not exist)">Citatepine</a></li> <li><a href="/wiki/Clocapramine" title="Clocapramine">Clocapramine</a></li> <li><a href="/wiki/Clomacran" title="Clomacran">Clomacran</a></li> <li><a href="/wiki/Clorotepine" title="Clorotepine">Clorotepine</a></li> <li><a href="/wiki/Clotiapine" title="Clotiapine">Clotiapine</a></li> <li><a href="/wiki/Clozapine" title="Clozapine">Clozapine</a></li> <li><a href="/w/index.php?title=Cyanothepin&action=edit&redlink=1" class="new" title="Cyanothepin (page does not exist)">Cyanothepin</a></li> <li><a href="/w/index.php?title=Doclothepin&action=edit&redlink=1" class="new" title="Doclothepin (page does not exist)">Doclothepin</a></li> <li><a href="/w/index.php?title=Docloxythepin&action=edit&redlink=1" class="new" title="Docloxythepin (page does not exist)">Docloxythepin</a></li> <li><a href="/w/index.php?title=Erizepine&action=edit&redlink=1" class="new" title="Erizepine (page does not exist)">Erizepine</a></li> <li><a href="/wiki/Flucindole" title="Flucindole">Flucindole</a></li> <li><a href="/wiki/Flumezapine" title="Flumezapine">Flumezapine</a></li> <li><a href="/wiki/Fluotracen" title="Fluotracen">Fluotracen</a></li> <li><a href="/wiki/Flupentixol" title="Flupentixol">Flupentixol</a></li> <li><a href="/wiki/Fluphenazine" title="Fluphenazine">Fluphenazine</a></li> <li><a href="/wiki/Gevotroline" title="Gevotroline">Gevotroline</a></li> <li><a href="/wiki/Homopipramol" title="Homopipramol">Homopipramol</a></li> <li><a href="/w/index.php?title=Isofloxythepin&action=edit&redlink=1" class="new" title="Isofloxythepin (page does not exist)">Isofloxythepin</a></li> <li><a href="/wiki/Levomepromazine" title="Levomepromazine">Levomepromazine/Methotrimeprazine</a></li> <li><a href="/wiki/Loxapine" title="Loxapine">Loxapine</a></li> <li><a href="/w/index.php?title=Maroxepin&action=edit&redlink=1" class="new" title="Maroxepin (page does not exist)">Maroxepin</a></li> <li><a href="/w/index.php?title=Meperathiepin&action=edit&redlink=1" class="new" title="Meperathiepin (page does not exist)">Meperathiepin</a></li> <li><a href="/wiki/Mesoridazine" title="Mesoridazine">Mesoridazine</a></li> <li><a href="/wiki/Metiapine" title="Metiapine">Metiapine</a></li> <li><a href="/wiki/Metitepine" title="Metitepine">Metitepine</a></li> <li><a href="/w/index.php?title=Metoxepin&action=edit&redlink=1" class="new" title="Metoxepin (page does not exist)">Metoxepin</a></li> <li><a href="/wiki/Mosapramine" title="Mosapramine">Mosapramine</a></li> <li><a href="/wiki/Naranol" title="Naranol">Naranol</a></li> <li><a href="/w/index.php?title=Octomethothepin&action=edit&redlink=1" class="new" title="Octomethothepin (page does not exist)">Octomethothepin</a></li> <li><a href="/wiki/Olanzapine" title="Olanzapine">Olanzapine</a></li> <li><a href="/w/index.php?title=Oxyclothepin&action=edit&redlink=1" class="new" title="Oxyclothepin (page does not exist)">Oxyclothepin</a></li> <li><a href="/wiki/Oxyprothepin" class="mw-redirect" title="Oxyprothepin">Oxyprothepin</a></li> <li><a href="/w/index.php?title=Pentiapine&action=edit&redlink=1" class="new" title="Pentiapine (page does not exist)">Pentiapine</a></li> <li><a href="/w/index.php?title=Peradithiepin&action=edit&redlink=1" class="new" title="Peradithiepin (page does not exist)">Peradithiepin</a></li> <li><a href="/wiki/Perathiepin" title="Perathiepin">Perathiepin</a></li> <li><a href="/wiki/Perazine" title="Perazine">Perazine</a></li> <li><a href="/wiki/Perphenazine" title="Perphenazine">Perphenazine</a></li> <li><a href="/wiki/Periciazine" title="Periciazine">Periciazine</a></li> <li><a href="/wiki/Pinoxepin" title="Pinoxepin">Pinoxepin</a></li> <li><a href="/wiki/Piperacetazine" title="Piperacetazine">Piperacetazine</a></li> <li><a href="/wiki/Pipotiazine" title="Pipotiazine">Pipotiazine</a></li> <li><a href="/wiki/Piquindone" title="Piquindone">Piquindone</a></li> <li><a href="/wiki/Prochlorperazine" title="Prochlorperazine">Prochlorperazine</a></li> <li><a href="/wiki/Promazine" title="Promazine">Promazine</a></li> <li><a href="/wiki/Prothipendyl" title="Prothipendyl">Prothipendyl</a></li> <li><a href="/wiki/Quetiapine" title="Quetiapine">Quetiapine</a></li> <li><a href="/w/index.php?title=Savoxepin&action=edit&redlink=1" class="new" title="Savoxepin (page does not exist)">Savoxepin/Cipazoxapine</a></li> <li><a href="/wiki/Sulforidazine" title="Sulforidazine">Sulforidazine</a></li> <li><a href="/wiki/Tenilapine" title="Tenilapine">Tenilapine</a></li> <li><a href="/wiki/Thiethylperazine" title="Thiethylperazine">Thiethylperazine</a></li> <li><a href="/wiki/Thiopropazate" title="Thiopropazate">Thiopropazate</a></li> <li><a href="/wiki/Thioridazine" title="Thioridazine">Thioridazine</a></li> <li><a href="/wiki/Thiothixene" class="mw-redirect" title="Thiothixene">Thiothixene</a></li> <li><a href="/w/index.php?title=Tilozepine&action=edit&redlink=1" class="new" title="Tilozepine (page does not exist)">Tilozepine</a></li> <li><a href="/w/index.php?title=Traboxopine&action=edit&redlink=1" class="new" title="Traboxopine (page does not exist)">Traboxopine</a></li> <li><a href="/wiki/Trifluoperazine" title="Trifluoperazine">Trifluoperazine</a></li> <li><a href="/wiki/Triflupromazine" title="Triflupromazine">Triflupromazine</a></li> <li><a href="/w/index.php?title=Trifluthepin&action=edit&redlink=1" class="new" title="Trifluthepin (page does not exist)">Trifluthepin</a></li> <li><a href="/wiki/Zotepine" title="Zotepine">Zotepine</a></li> <li><a href="/wiki/Zuclopenthixol" title="Zuclopenthixol">Zuclopenthixol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Anticonvulsant" title="Anticonvulsant">Anticonvulsants</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Carbamazepine" title="Carbamazepine">Carbamazepine</a></li> <li><a href="/wiki/Dizocilpine" title="Dizocilpine">Dizocilpine</a></li> <li><a href="/wiki/Eslicarbazepine" class="mw-redirect" title="Eslicarbazepine">Eslicarbazepine</a></li> <li><a href="/wiki/Eslicarbazepine_acetate" title="Eslicarbazepine acetate">Eslicarbazepine acetate</a></li> <li><a href="/wiki/Etazepine" title="Etazepine">Etazepine</a></li> <li><a href="/wiki/Licarbazepine" title="Licarbazepine">Licarbazepine</a></li> <li><a href="/wiki/Oxcarbazepine" title="Oxcarbazepine">Oxcarbazepine</a></li> <li><a href="/wiki/Oxitriptyline" title="Oxitriptyline">Oxitriptyline</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Anticholinergic" title="Anticholinergic">Anticholinergics</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Darenzepine&action=edit&redlink=1" class="new" title="Darenzepine (page does not exist)">Darenzepine</a></li> <li><a href="/w/index.php?title=Dipitramine&action=edit&redlink=1" class="new" title="Dipitramine (page does not exist)">Dipitramine</a></li> <li><a href="/w/index.php?title=Nuvenzepine&action=edit&redlink=1" class="new" title="Nuvenzepine (page does not exist)">Nuvenzepine</a></li> <li><a href="/wiki/Pirenzepine" title="Pirenzepine">Pirenzepine</a></li> <li><a href="/wiki/Profenamine" title="Profenamine">Profenamine</a></li> <li><a href="/w/index.php?title=Rispenzepine&action=edit&redlink=1" class="new" title="Rispenzepine (page does not exist)">Rispenzepine</a></li> <li><a href="/w/index.php?title=Siltenzepine&action=edit&redlink=1" class="new" title="Siltenzepine (page does not exist)">Siltenzepine</a></li> <li><a href="/wiki/Telenzepine" title="Telenzepine">Telenzepine</a></li> <li><a href="/wiki/Tripitramine" title="Tripitramine">Tripitramine</a></li> <li><a href="/wiki/Tropatepine" title="Tropatepine">Tropatepine</a></li> <li><a href="/w/index.php?title=Zolenzepine&action=edit&redlink=1" class="new" title="Zolenzepine (page does not exist)">Zolenzepine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Adosopine" title="Adosopine">Adosopine</a></li> <li><a href="/w/index.php?title=Aminopromazine&action=edit&redlink=1" class="new" title="Aminopromazine (page does not exist)">Aminopromazine</a></li> <li><a href="/wiki/Atiprosin" title="Atiprosin">Atiprosin</a></li> <li><a href="/wiki/Benzoctamine" title="Benzoctamine">Benzoctamine</a></li> <li><a href="/wiki/Botiacrine" title="Botiacrine">Botiacrine</a></li> <li><a href="/wiki/Carvedilol" title="Carvedilol">Carvedilol</a></li> <li><a href="/wiki/Cyclobenzaprine" title="Cyclobenzaprine">Cyclobenzaprine</a></li> <li><a href="/w/index.php?title=Damotepine&action=edit&redlink=1" class="new" title="Damotepine (page does not exist)">Damotepine</a></li> <li><a href="/w/index.php?title=Elanzepine&action=edit&redlink=1" class="new" title="Elanzepine (page does not exist)">Elanzepine</a></li> <li><a href="/w/index.php?title=Fluradoline&action=edit&redlink=1" class="new" title="Fluradoline (page does not exist)">Fluradoline</a></li> <li><a href="/wiki/Methylene_blue" title="Methylene blue">Methylene blue</a></li> <li><a href="/wiki/Monatepil" title="Monatepil">Monatepil</a></li> <li><a href="/wiki/Oxetorone" title="Oxetorone">Oxetorone</a></li> <li><a href="/wiki/Pipazethate" class="mw-redirect" title="Pipazethate">Pipazethate</a></li> <li><a href="/wiki/P7C3" title="P7C3">P7C3</a></li> <li><a href="/w/index.php?title=Pinadoline&action=edit&redlink=1" class="new" title="Pinadoline (page does not exist)">Pinadoline</a></li> <li><a href="/wiki/Pitrazepin" title="Pitrazepin">Pitrazepin</a></li> <li><a href="/wiki/Pizotifen" title="Pizotifen">Pizotifen</a></li> <li><a href="/wiki/Serazapine" title="Serazapine">Serazapine</a></li> <li><a href="/wiki/Tipindole" title="Tipindole">Tipindole</a></li></ul> </div></td></tr></tbody></table></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Retrieved from "<a dir="ltr" href="https://en.wikipedia.org/w/index.php?title=Pirandamine&oldid=1249946908">https://en.wikipedia.org/w/index.php?title=Pirandamine&oldid=1249946908</a>"</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Help:Category" title="Help:Category">Categories</a>: <ul><li><a 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