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Available in 13 languages" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-13" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">13 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D9%81%D9%86%DB%8C%D9%84%E2%80%8C%D9%BE%DB%8C%D9%BE%D8%B1%D8%A7%D8%B2%DB%8C%D9%86" title="فنیل‌پیپرازین – South Azerbaijani" lang="azb" hreflang="azb" data-title="فنیل‌پیپرازین" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Fenilpiperazina" title="Fenilpiperazina – Spanish" lang="es" hreflang="es" data-title="Fenilpiperazina" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Fenilpiperazino" title="Fenilpiperazino – Esperanto" lang="eo" hreflang="eo" data-title="Fenilpiperazino" data-language-autonym="Esperanto" data-language-local-name="Esperanto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%81%D9%86%DB%8C%D9%84%E2%80%8C%D9%BE%DB%8C%D9%BE%D8%B1%D8%A7%D8%B2%DB%8C%D9%86" title="فنیل‌پیپرازین – Persian" lang="fa" hreflang="fa" data-title="فنیل‌پیپرازین" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Fenilpiperazin" title="Fenilpiperazin – Croatian" lang="hr" hreflang="hr" data-title="Fenilpiperazin" data-language-autonym="Hrvatski" data-language-local-name="Croatian" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Fenilpiperazine" title="Fenilpiperazine – Italian" lang="it" hreflang="it" data-title="Fenilpiperazine" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-la mw-list-item"><a href="https://la.wikipedia.org/wiki/Phenylpiperazinum" title="Phenylpiperazinum – Latin" lang="la" hreflang="la" data-title="Phenylpiperazinum" data-language-autonym="Latina" data-language-local-name="Latin" class="interlanguage-link-target"><span>Latina</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%95%E3%82%A7%E3%83%8B%E3%83%AB%E3%83%94%E3%83%9A%E3%83%A9%E3%82%B8%E3%83%B3" title="フェニルピペラジン – Japanese" lang="ja" hreflang="ja" data-title="フェニルピペラジン" 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/Fenilpiperazin" title="Fenilpiperazin – Serbian" lang="sr" hreflang="sr" data-title="Fenilpiperazin" 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/Fenilpiperazin" title="Fenilpiperazin – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Fenilpiperazin" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Fenyylipiperatsiini" title="Fenyylipiperatsiini – Finnish" lang="fi" hreflang="fi" data-title="Fenyylipiperatsiini" data-language-autonym="Suomi" data-language-local-name="Finnish" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Fenilpiperazin" title="Fenilpiperazin – Turkish" lang="tr" hreflang="tr" data-title="Fenilpiperazin" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/N-%E8%8B%AF%E5%9F%BA%E5%93%8C%E5%97%AA" title="N-苯基哌嗪 – Chinese" lang="zh" hreflang="zh" data-title="N-苯基哌嗪" data-language-autonym="中文" data-language-local-name="Chinese" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q4862383#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Namespaces"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Phenylpiperazine" title="View the content page [c]" accesskey="c"><span>Article</span></a></li><li id="ca-talk" 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<div id="vector-appearance" class="vector-appearance vector-pinnable-element"> <div class="vector-pinnable-header vector-appearance-pinnable-header vector-pinnable-header-pinned" data-feature-name="appearance-pinned" data-pinnable-element-id="vector-appearance" data-pinned-container-id="vector-appearance-pinned-container" data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Appearance</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><style data-mw-deduplicate="TemplateStyles:r1084375498">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}</style> <table class="infobox ib-chembox"> <caption>Phenylpiperazine </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Phenylpiperazine-ifa.png" class="mw-file-description"><img alt="Skeletal formula of phenylpiperazine" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ee/Phenylpiperazine-ifa.png/220px-Phenylpiperazine-ifa.png" decoding="async" width="220" height="158" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ee/Phenylpiperazine-ifa.png/330px-Phenylpiperazine-ifa.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ee/Phenylpiperazine-ifa.png/440px-Phenylpiperazine-ifa.png 2x" data-file-width="493" data-file-height="353" /></a></span> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Phenylpiperazine-3D-balls.png" class="mw-file-description"><img alt="Ball-and-stick model of the phenylpiperazine molecule" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/Phenylpiperazine-3D-balls.png/220px-Phenylpiperazine-3D-balls.png" decoding="async" width="220" height="197" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/68/Phenylpiperazine-3D-balls.png/330px-Phenylpiperazine-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/68/Phenylpiperazine-3D-balls.png/440px-Phenylpiperazine-3D-balls.png 2x" data-file-width="2000" data-file-height="1790" /></a></span> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Preferred_IUPAC_name" title="Preferred IUPAC name">Preferred IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">1-Phenylpiperazine</div></div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=92-54-6">92-54-6</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=c1cc%28ccc1%29N2CCNCC2">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/ChEMBL9434">ChEMBL9434</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.6829.html">6829</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.001.969">100.001.969</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q4862383#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/7096">7096</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/J9225CBI7D">J9225CBI7D</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID8057855">DTXSID8057855</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q4862383#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/C10H14N2/c1-2-4-10(5-3-1)12-8-6-11-7-9-12/h1-5,11H,6-9H2<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: YZTJYBJCZXZGCT-UHFFFAOYSA-N<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">c1cc(ccc1)N2CCNCC2</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td>C<sub>10</sub>H<sub>14</sub>N<sub>2</sub>  </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td>162.23 g/mol    </td></tr> <tr> <td>Appearance </td> <td>clear colourless to yellow liquid </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>1.028g/cm<sup>3</sup> </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>18.8 °C (65.8 °F; 291.9 K) </td></tr> <tr> <td><a href="/wiki/Boiling_point" title="Boiling point">Boiling point</a> </td> <td>287.2 °C (549.0 °F; 560.3 K) at 760mmHg </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Aqueous_solution" title="Aqueous solution">Solubility in water</a></div> </td> <td>insoluble </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Hazards </th></tr> <tr> <td><a href="/wiki/Flash_point" title="Flash point">Flash point</a> </td> <td>138.3 °C (280.9 °F; 411.4 K) </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div> <div style="margin-top: 0.3em;"></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>1-Phenylpiperazine</b> is a simple <a href="/wiki/Chemical_compound" title="Chemical compound">chemical compound</a> featuring a <a href="/wiki/Phenyl" class="mw-redirect" title="Phenyl">phenyl</a> <a href="/wiki/Functional_group" title="Functional group">group</a> bound to a <a href="/wiki/Piperazine" title="Piperazine">piperazine</a> <a href="/wiki/Functional_group" title="Functional group">ring</a>. The suffix ‘-piprazole’ is sometimes used in the names of <a href="/wiki/Drug" title="Drug">drugs</a> to indicate they belong to this class.<sup id="cite_ref-The_use_of_stems_in_the_selection_of_International_Nonproprietary_Names_(INN)_for_pharmaceutical_substances_1-0" class="reference"><a href="#cite_note-The_use_of_stems_in_the_selection_of_International_Nonproprietary_Names_(INN)_for_pharmaceutical_substances-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>1-Phenylpiperazine is toxic, its oral <a href="/wiki/LD50" class="mw-redirect" title="LD50">LD50</a> in rats is 210 mg/kg.<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Phenylpiperazine&action=edit&section=1" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Substituted_piperazine" title="Substituted piperazine">Substituted piperazine</a></li> <li><a href="/wiki/Serotonin_antagonist_and_reuptake_inhibitor" title="Serotonin antagonist and reuptake inhibitor">Serotonin antagonist and reuptake inhibitor</a></li> <li><a href="/wiki/Benzylpiperazine" title="Benzylpiperazine">Benzylpiperazine</a></li> <li><a href="/wiki/Diphenylpiperazine" class="mw-redirect" title="Diphenylpiperazine">Diphenylpiperazine</a></li> <li><a href="/wiki/Diphenylmethylpiperazine" title="Diphenylmethylpiperazine">Diphenylmethylpiperazine</a></li> <li><a href="/wiki/Pyridinylpiperazine" title="Pyridinylpiperazine">Pyridinylpiperazine</a></li> <li><a href="/wiki/Pyrimidinylpiperazine" title="Pyrimidinylpiperazine">Pyrimidinylpiperazine</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=Phenylpiperazine&action=edit&section=2" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-The_use_of_stems_in_the_selection_of_International_Nonproprietary_Names_(INN)_for_pharmaceutical_substances-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-The_use_of_stems_in_the_selection_of_International_Nonproprietary_Names_(INN)_for_pharmaceutical_substances_1-0">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFWorld_Health_Organization_(WHO)2006" class="citation web cs1">World Health Organization (WHO) (2006). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20081214205634/https://www.who.int/medicines/services/inn/RevisedFinalStemBook2006.pdf">"The use of stems in the selection of International Nonproprietary Names (INN) for pharmaceutical substances"</a> <span class="cs1-format">(PDF)</span>. Archived from <a rel="nofollow" class="external text" href="https://www.who.int/medicines/services/inn/RevisedFinalStemBook2006.pdf">the original</a> <span class="cs1-format">(PDF)</span> on 2008-12-14<span class="reference-accessdate">. Retrieved <span class="nowrap">27 April</span> 2010</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=The+use+of+stems+in+the+selection+of+International+Nonproprietary+Names+%28INN%29+for+pharmaceutical+substances&rft.date=2006&rft.au=World+Health+Organization+%28WHO%29&rft_id=https%3A%2F%2Fwww.who.int%2Fmedicines%2Fservices%2Finn%2FRevisedFinalStemBook2006.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3APhenylpiperazine" class="Z3988"></span></span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/7096#section=Toxicity&fullscreen=true">"1-Phenylpiperazine"</a>. <i>pubchem.ncbi.nlm.nih.gov</i>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=pubchem.ncbi.nlm.nih.gov&rft.atitle=1-Phenylpiperazine&rft_id=https%3A%2F%2Fpubchem.ncbi.nlm.nih.gov%2Fcompound%2F7096%23section%3DToxicity%26fullscreen%3Dtrue&rfr_id=info%3Asid%2Fen.wikipedia.org%3APhenylpiperazine" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Phenylpiperazine&action=edit&section=3" title="Edit section: External links"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><span class="noviewer" typeof="mw:File"><a href="/wiki/File:Commons-logo.svg" class="mw-file-description"><img alt="" src="//upload.wikimedia.org/wikipedia/en/thumb/4/4a/Commons-logo.svg/12px-Commons-logo.svg.png" decoding="async" width="12" height="16" class="mw-file-element" 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.mw-parser-output .navbox{display:none!important}}</style></div><div role="navigation" class="navbox" aria-labelledby="Piperazines" 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:Piperazines" title="Template:Piperazines"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Piperazines" title="Template talk:Piperazines"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Piperazines" title="Special:EditPage/Template:Piperazines"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Piperazines" style="font-size:114%;margin:0 4em"><a href="/wiki/Piperazine" title="Piperazine">Piperazines</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">Simple piperazines<br /><small>(no additional rings)</small></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aminoethylpiperazine" title="Aminoethylpiperazine">Aminoethylpiperazine</a></li> <li><a href="/wiki/Diethylcarbamazine" title="Diethylcarbamazine">Diethylcarbamazine</a></li> <li><a href="/wiki/HEPPS_(molecule)" class="mw-redirect" title="HEPPS (molecule)">HEPPS</a></li> <li><a href="/wiki/Midafotel" title="Midafotel">Midafotel</a></li> <li><a href="/wiki/Piperazine" title="Piperazine">Piperazine</a></li> <li><a href="/wiki/PIPES" title="PIPES">PIPES</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a class="mw-selflink selflink">Phenylpiperazines</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/2C-B-PP" title="2C-B-PP">2C-B-PP</a></li> <li><a href="/wiki/3,4-CFP" class="mw-redirect" title="3,4-CFP">3,4-CFP</a></li> <li><a href="/wiki/Acaprazine" title="Acaprazine">Acaprazine</a></li> <li><a href="/wiki/Antrafenine" title="Antrafenine">Antrafenine</a></li> <li><a href="/wiki/Aripiprazole" title="Aripiprazole">Aripiprazole</a></li> <li><a href="/wiki/Batoprazine" title="Batoprazine">Batoprazine</a></li> <li><a href="/wiki/Bifeprunox" title="Bifeprunox">Bifeprunox</a></li> <li><a href="/wiki/BRL-15,572" title="BRL-15,572">BRL-15,572</a></li> <li><a href="/wiki/Ciprofloxacin" title="Ciprofloxacin">Ciprofloxacin</a></li> <li><a href="/wiki/CSP-2503" title="CSP-2503">CSP-2503</a></li> <li><a href="/wiki/Dapiprazole" title="Dapiprazole">Dapiprazole</a></li> <li><a href="/wiki/Dichlorophenylpiperazine" class="mw-redirect" title="Dichlorophenylpiperazine">DCPP</a></li> <li><a href="/wiki/Dimethylphenylpiperazinium" title="Dimethylphenylpiperazinium">DMPP</a></li> <li><a href="/wiki/Diphenylpiperazine" class="mw-redirect" title="Diphenylpiperazine">Diphenylpiperazine</a></li> <li><a href="/wiki/Dropropizine" title="Dropropizine">Dropropizine</a></li> <li><a href="/wiki/EGIS-12,233" title="EGIS-12,233">EGIS-12,233</a></li> <li><a href="/wiki/Elopiprazole" title="Elopiprazole">Elopiprazole</a></li> <li><a href="/wiki/Eltoprazine" title="Eltoprazine">Eltoprazine</a></li> <li><a href="/wiki/Enpiprazole" title="Enpiprazole">Enpiprazole</a></li> <li><a href="/wiki/Ensaculin" title="Ensaculin">Ensaculin</a></li> <li><a href="/wiki/Etoperidone" title="Etoperidone">Etoperidone</a></li> <li><a href="/wiki/Flesinoxan" title="Flesinoxan">Flesinoxan</a></li> <li><a href="/wiki/Fluanisone" title="Fluanisone">Fluanisone</a></li> <li><a href="/wiki/Flibanserin" title="Flibanserin">Flibanserin</a></li> <li><a href="/wiki/Fluprazine" title="Fluprazine">Fluprazine</a></li> <li><a href="/wiki/Itraconazole" title="Itraconazole">Itraconazole</a></li> <li><a href="/wiki/Ketoconazole" title="Ketoconazole">Ketoconazole</a></li> <li><a href="/wiki/Levodropropizine" title="Levodropropizine">Levodropropizine</a></li> <li><a href="/wiki/Lorpiprazole" title="Lorpiprazole">Lorpiprazole</a></li> <li><a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a></li> <li><a href="/wiki/Mefway_(18F)" title="Mefway (18F)">Mefway</a></li> <li><a href="/wiki/Para-Methoxyphenylpiperazine" title="Para-Methoxyphenylpiperazine">MeOPP</a></li> <li><a href="/wiki/Mepiprazole" title="Mepiprazole">Mepiprazole</a></li> <li><a href="/wiki/Naftopidil" title="Naftopidil">Naftopidil</a></li> <li><a href="/wiki/Naluzotan" title="Naluzotan">Naluzotan</a></li> <li><a href="/wiki/Naphthylpiperazine" title="Naphthylpiperazine">Naphthylpiperazine</a></li> <li><a href="/wiki/Nefazodone" title="Nefazodone">Nefazodone</a></li> <li><a href="/wiki/Niaprazine" title="Niaprazine">Niaprazine</a></li> <li><a href="/wiki/Oxypertine" title="Oxypertine">Oxypertine</a></li> <li><a href="/wiki/Pardoprunox" title="Pardoprunox">Pardoprunox</a></li> <li><a href="/wiki/Para-Chlorophenylpiperazine" title="Para-Chlorophenylpiperazine">pCPP</a></li> <li><a href="/wiki/Para-Fluorophenylpiperazine" title="Para-Fluorophenylpiperazine">pFPP</a></li> <li><a href="/wiki/Posaconazole" title="Posaconazole">Posaconazole</a></li> <li><a href="/wiki/S-14,506" title="S-14,506">S-14,506</a></li> <li><a href="/wiki/S-14,671" class="mw-redirect" title="S-14,671">S-14,671</a></li> <li><a href="/wiki/S-15,535" class="mw-redirect" title="S-15,535">S-15,535</a></li> <li><a href="/wiki/SB-258,585" class="mw-redirect" title="SB-258,585">SB-258,585</a></li> <li><a href="/wiki/SB-271,046" class="mw-redirect" title="SB-271,046">SB-271,046</a></li> <li><a href="/wiki/SB-357,134" class="mw-redirect" title="SB-357,134">SB-357,134</a></li> <li><a href="/wiki/SB-399,885" class="mw-redirect" title="SB-399,885">SB-399,885</a></li> <li><a href="/wiki/Sonepiprazole" title="Sonepiprazole">Sonepiprazole</a></li> <li><a href="/wiki/Meta-Trifluoromethylphenylpiperazine" class="mw-redirect" title="Meta-Trifluoromethylphenylpiperazine">TFMPP</a></li> <li><a href="/wiki/Tolpiprazole" title="Tolpiprazole">Tolpiprazole</a></li> <li><a href="/wiki/Trazodone" title="Trazodone">Trazodone</a></li> <li><a href="/wiki/Urapidil" title="Urapidil">Urapidil</a></li> <li><a href="/wiki/Vesnarinone" title="Vesnarinone">Vesnarinone</a></li> <li><a href="/wiki/Vilazodone" title="Vilazodone">Vilazodone</a></li> <li><a href="/wiki/Vortioxetine" title="Vortioxetine">Vortioxetine</a></li> <li><a href="/wiki/WAY-100,135" class="mw-redirect" title="WAY-100,135">WAY-100,135</a></li> <li><a href="/wiki/WAY-100,635" class="mw-redirect" title="WAY-100,635">WAY-100,635</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Benzylpiperazine" title="Benzylpiperazine">Benzylpiperazines</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/4-Bromo-2,5-dimethoxy-1-benzylpiperazine" class="mw-redirect" title="4-Bromo-2,5-dimethoxy-1-benzylpiperazine">2C-B-BZP</a></li> <li><a href="/wiki/3-Methylbenzylpiperazine" title="3-Methylbenzylpiperazine">3-Methylbenzylpiperazine</a></li> <li><a href="/wiki/Befuraline" title="Befuraline">Befuraline</a></li> <li><a href="/wiki/Bifeprunox" title="Bifeprunox">Bifeprunox</a></li> <li><a href="/wiki/Buclizine" title="Buclizine">Buclizine</a></li> <li><a href="/wiki/Benzylpiperazine" title="Benzylpiperazine">BZP</a></li> <li><a href="/wiki/Chlorbenzoxamine" title="Chlorbenzoxamine">Chlorbenzoxamine</a></li> <li><a href="/wiki/Dibenzylpiperazine" title="Dibenzylpiperazine">DBZP</a></li> <li><a href="/wiki/Fipexide" title="Fipexide">Fipexide</a></li> <li><a href="/wiki/Imatinib" title="Imatinib">Imatinib</a></li> <li><a href="/wiki/1-Benzyl-4-methylpiperazine" class="mw-redirect" title="1-Benzyl-4-methylpiperazine">MBZP</a></li> <li><a href="/wiki/3,4-Methylenedioxy-1-benzylpiperazine" class="mw-redirect" title="3,4-Methylenedioxy-1-benzylpiperazine">MDBZP</a></li> <li><a href="/wiki/Meclozine" class="mw-redirect" title="Meclozine">Meclozine</a></li> <li><a href="/wiki/Methoxypiperamide" title="Methoxypiperamide">Methoxypiperamide</a></li> <li><a href="/wiki/NSI-189" class="mw-redirect" title="NSI-189">NSI-189</a></li> <li><a href="/wiki/Piberaline" title="Piberaline">Piberaline</a></li> <li><a href="/wiki/Piribedil" title="Piribedil">Piribedil</a></li> <li><a href="/w/index.php?title=RN-1747&action=edit&redlink=1" class="new" title="RN-1747 (page does not exist)">RN-1747</a></li> <li><a href="/wiki/Sunifiram" title="Sunifiram">Sunifiram</a></li> <li><a href="/wiki/Trimetazidine" title="Trimetazidine">Trimetazidine</a></li> <li><a href="/wiki/Vesnarinone" title="Vesnarinone">Vesnarinone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Diphenylmethylpiperazine" title="Diphenylmethylpiperazine">Diphenylalkylpiperazines</a><br /><small>(benzhydrylalkylpiperazines)</small></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/AD-1211" title="AD-1211">AD-1211</a></li> <li><a href="/wiki/Almitrine" title="Almitrine">Almitrine</a></li> <li><a href="/wiki/Amperozide" title="Amperozide">Amperozide</a></li> <li><a href="/wiki/BRL-15,572" title="BRL-15,572">BRL-15,572</a></li> <li><a href="/wiki/Buclizine" title="Buclizine">Buclizine</a></li> <li><a href="/wiki/BW373U86" title="BW373U86">BW373U86</a></li> <li><a href="/wiki/Cetirizine" title="Cetirizine">Cetirizine</a></li> <li><a href="/wiki/Chlorbenzoxamine" title="Chlorbenzoxamine">Chlorbenzoxamine</a></li> <li><a href="/wiki/Chlorcyclizine" title="Chlorcyclizine">Chlorcyclizine</a></li> <li><a href="/wiki/Cinnarizine" title="Cinnarizine">Cinnarizine</a></li> <li><a href="/wiki/Clocinizine" title="Clocinizine">Clocinizine</a></li> <li><a href="/wiki/Cyclizine" title="Cyclizine">Cyclizine</a></li> <li><a href="/wiki/DBL-583" title="DBL-583">DBL-583</a></li> <li><a href="/wiki/Diphenpipenol" title="Diphenpipenol">Diphenpipenol</a></li> <li><a href="/wiki/Diphenylmethylpiperazine" title="Diphenylmethylpiperazine">Diphenylmethylpiperazine</a></li> <li><a href="/wiki/Dotarizine" title="Dotarizine">Dotarizine</a></li> <li><a href="/wiki/DPI-221" title="DPI-221">DPI-221</a></li> <li><a href="/wiki/DPI-287" title="DPI-287">DPI-287</a></li> <li><a href="/wiki/DPI-3290" title="DPI-3290">DPI-3290</a></li> <li><a href="/w/index.php?title=GBR-12,783&action=edit&redlink=1" class="new" title="GBR-12,783 (page does not exist)">GBR-12,783</a></li> <li><a href="/wiki/GBR-12,935" class="mw-redirect" title="GBR-12,935">GBR-12,935</a></li> <li><a href="/w/index.php?title=GBR-13,069&action=edit&redlink=1" class="new" title="GBR-13,069 (page does not exist)">GBR-13,069</a></li> <li><a href="/w/index.php?title=GBR-13,098&action=edit&redlink=1" class="new" title="GBR-13,098 (page does not exist)">GBR-13,098</a></li> <li><a href="/w/index.php?title=GBR-13,119&action=edit&redlink=1" class="new" title="GBR-13,119 (page does not exist)">GBR-13,119</a></li> <li><a href="/wiki/Hydroxyzine" title="Hydroxyzine">Hydroxyzine</a></li> <li><a href="/wiki/JJC8-088" title="JJC8-088">JJC8-088</a></li> <li><a href="/wiki/Lidoflazine" title="Lidoflazine">Lidoflazine</a></li> <li><a href="/wiki/Manidipine" title="Manidipine">Manidipine</a></li> <li><a href="/wiki/Meclozine" class="mw-redirect" title="Meclozine">Meclozine</a></li> <li><a href="/wiki/MT-45" title="MT-45">MT-45</a></li> <li><a href="/wiki/Oxatomide" title="Oxatomide">Oxatomide</a></li> <li><a href="/wiki/SNC-80" title="SNC-80">SNC-80</a></li> <li><a href="/wiki/Vanoxerine" title="Vanoxerine">Vanoxerine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Pyrimidinylpiperazine" title="Pyrimidinylpiperazine">Pyrimidinylpiperazines</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/Dasatinib" title="Dasatinib">Dasatinib</a></li> <li><a href="/wiki/Eptapirone" title="Eptapirone">Eptapirone</a></li> <li><a href="/wiki/Gepirone" title="Gepirone">Gepirone</a></li> <li><a href="/wiki/Ipsapirone" title="Ipsapirone">Ipsapirone</a></li> <li><a href="/wiki/Piribedil" title="Piribedil">Piribedil</a></li> <li><a href="/wiki/Pyrimidinylpiperazine" title="Pyrimidinylpiperazine">Pyrimidinylpiperazine</a></li> <li><a href="/wiki/Revospirone" title="Revospirone">Revospirone</a></li> <li><a href="/wiki/Tandospirone" title="Tandospirone">Tandospirone</a></li> <li><a href="/wiki/Tirilazad" title="Tirilazad">Tirilazad</a></li> <li><a href="/wiki/Trimazosin" title="Trimazosin">Trimazosin</a></li> <li><a href="/wiki/Umespirone" title="Umespirone">Umespirone</a></li> <li><a href="/wiki/Zalospirone" title="Zalospirone">Zalospirone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Pyridinylpiperazine" title="Pyridinylpiperazine">Pyridinylpiperazines</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/Atevirdine" title="Atevirdine">Atevirdine</a></li> <li><a href="/wiki/Azaperone" title="Azaperone">Azaperone</a></li> <li><a href="/wiki/Delavirdine" title="Delavirdine">Delavirdine</a></li> <li><a href="/wiki/Mirtazapine" title="Mirtazapine">Mirtazapine</a></li> <li><a href="/wiki/ORG-12962" title="ORG-12962">ORG-12962</a></li> <li><a href="/wiki/Pyridinylpiperazine" title="Pyridinylpiperazine">Pyridinylpiperazine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Benzothiazole" title="Benzothiazole">Benzo(iso)thiazolyl</a><a href="/wiki/Piperazine" title="Piperazine">piperazines</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/Lurasidone" title="Lurasidone">Lurasidone</a></li> <li><a href="/wiki/Perospirone" title="Perospirone">Perospirone</a></li> <li><a href="/wiki/Revospirone" title="Revospirone">Revospirone</a></li> <li><a href="/wiki/Tiospirone" title="Tiospirone">Tiospirone</a></li> <li><a href="/wiki/Ziprasidone" title="Ziprasidone">Ziprasidone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Tricyclic" title="Tricyclic">Tricyclics</a><br /><small>(piperazine attached via side chain)</small></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/Clopenthixol" title="Clopenthixol">Clopenthixol</a></li> <li><a href="/wiki/Clorotepine" title="Clorotepine">Clorotepine</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="/wiki/Flupentixol" title="Flupentixol">Flupentixol</a></li> <li><a href="/wiki/Fluphenazine" title="Fluphenazine">Fluphenazine</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/Loxapine" title="Loxapine">Loxapine</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/Metitepine" title="Metitepine">Metitepine</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="/wiki/Opipramol" title="Opipramol">Opipramol</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=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/Pirenzepine" title="Pirenzepine">Pirenzepine</a></li> <li><a href="/wiki/Prochlorperazine" title="Prochlorperazine">Prochlorperazine</a></li> <li><a href="/wiki/Thiethylperazine" title="Thiethylperazine">Thiethylperazine</a></li> <li><a href="/wiki/Thiothixene" class="mw-redirect" title="Thiothixene">Thiothixene</a></li> <li><a href="/wiki/Trifluoperazine" title="Trifluoperazine">Trifluoperazine</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/Zuclopenthixol" title="Zuclopenthixol">Zuclopenthixol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Others/Uncategorized</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/6-Nitroquipazine" title="6-Nitroquipazine">6-Nitroquipazine</a></li> <li><a href="/wiki/AP-238" title="AP-238">AP-238</a></li> <li><a href="/wiki/Azimilide" title="Azimilide">Azimilide</a></li> <li><a href="/wiki/Bucinnazine" title="Bucinnazine">Bucinnazine</a></li> <li><a href="/wiki/Cinepazet" title="Cinepazet">Cinepazet</a></li> <li><a href="/wiki/Cinepazic_acid" title="Cinepazic acid">Cinepazic acid</a></li> <li><a href="/wiki/Cinepazide" title="Cinepazide">Cinepazide</a></li> <li><a href="/wiki/CPD-1" title="CPD-1">CPD-1</a></li> <li><a href="/wiki/1-Cyclohexylpiperazine" title="1-Cyclohexylpiperazine">Cyclohexylpiperazine</a></li> <li><a href="/wiki/EGIS-7625" title="EGIS-7625">EGIS-7625</a></li> <li><a href="/wiki/Hexocyclium" title="Hexocyclium">Hexocyclium</a></li> <li><a href="/wiki/Indinavir" title="Indinavir">Indinavir</a></li> <li><a href="/wiki/JNJ-7777120" title="JNJ-7777120">JNJ-7777120</a></li> <li><a href="/wiki/Lodenafil" title="Lodenafil">Lodenafil</a></li> <li><a href="/wiki/MK-212" title="MK-212">MK-212</a></li> <li><a href="/wiki/Mirodenafil" title="Mirodenafil">Mirodenafil</a></li> <li><a href="/wiki/PB-28" title="PB-28">PB-28</a></li> <li><a href="/wiki/Quipazine" title="Quipazine">Quipazine</a></li> <li><a href="/wiki/Ranolazine" title="Ranolazine">Ranolazine</a></li> <li><a href="/wiki/SA-4503" class="mw-redirect" title="SA-4503">SA-4503</a></li> <li><a href="/wiki/Sildenafil" title="Sildenafil">Sildenafil</a></li> <li><a href="/wiki/Tadalafil" title="Tadalafil">Tadalafil</a></li> <li><a href="/wiki/Vardenafil" title="Vardenafil">Vardenafil</a></li> <li><a href="/wiki/VUF-6002" title="VUF-6002">VUF-6002</a></li> <li><a href="/wiki/WY-46824" title="WY-46824">WY-46824</a></li> <li><a href="/wiki/Zipeprol" title="Zipeprol">Zipeprol</a></li></ul> </div></td></tr></tbody></table></div> <p><br /> </p> <style data-mw-deduplicate="TemplateStyles:r1012311289">.mw-parser-output .asbox{position:relative;overflow:hidden}.mw-parser-output .asbox table{background:transparent}.mw-parser-output .asbox p{margin:0}.mw-parser-output .asbox p+p{margin-top:0.25em}.mw-parser-output .asbox-body{font-style:italic}.mw-parser-output .asbox-note{font-size:smaller}.mw-parser-output .asbox .navbar{position:absolute;top:-0.75em;right:1em;display:none}</style><div role="note" class="metadata plainlinks asbox stub"><table 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