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Available in 2 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-2" 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">2 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/BD-1063" title="BD-1063 – Serbian" lang="sr" hreflang="sr" data-title="BD-1063" 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/BD-1063" title="BD-1063 – Serbo-Croatian" lang="sh" hreflang="sh" data-title="BD-1063" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</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/Q4835358#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/BD1063" title="View the content 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title="BD1063">Revision as of 10:35, 8 January 2017</a> <span class="mw-diff-edit"><a href="/w/index.php?title=BD1063&action=edit&oldid=758938906" title="BD1063">edit</a></span><span class="mw-diff-timestamp" data-timestamp="2017-01-08T10:35:18Z"></span></strong></div><div id="mw-diff-otitle2"><a href="/wiki/User:Rjwilmsi" class="mw-userlink" title="User:Rjwilmsi" data-mw-revid="758938906"><bdi>Rjwilmsi</bdi></a> <span class="mw-usertoollinks">(<a href="/wiki/User_talk:Rjwilmsi" class="mw-usertoollinks-talk" title="User talk:Rjwilmsi">talk</a> | <a href="/wiki/Special:Contributions/Rjwilmsi" class="mw-usertoollinks-contribs" title="Special:Contributions/Rjwilmsi">contribs</a>)</span><div class="mw-diff-usermetadata"><div class="mw-diff-userroles"><a href="/wiki/Wikipedia:Extended_confirmed_editors" class="mw-redirect" title="Wikipedia:Extended confirmed editors">Extended confirmed users</a>, <a href="/wiki/Wikipedia:Reviewing_pending_changes" title="Wikipedia:Reviewing pending 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href="/w/index.php?title=BD1063&action=edit" title="BD1063">edit</a></span><span class="mw-diff-timestamp" data-timestamp="2024-08-05T12:49:43Z"></span> <span class="mw-diff-undo"><a href="/w/index.php?title=BD1063&action=edit&undoafter=758938906&undo=1238741082" title=""Undo" reverts this edit and opens the edit form in preview mode. It allows adding a reason in the summary.">undo</a></span></strong></div><div id="mw-diff-ntitle2"><a href="/wiki/User:JWBE" class="mw-userlink" title="User:JWBE" data-mw-revid="1238741082"><bdi>JWBE</bdi></a> <span class="mw-usertoollinks">(<a href="/wiki/User_talk:JWBE" class="mw-usertoollinks-talk" title="User talk:JWBE">talk</a> | <a href="/wiki/Special:Contributions/JWBE" class="mw-usertoollinks-contribs" title="Special:Contributions/JWBE">contribs</a>)</span><div class="mw-diff-usermetadata"><div class="mw-diff-userroles"><a href="/wiki/Wikipedia:Extended_confirmed_editors" class="mw-redirect" title="Wikipedia:Extended confirmed editors">Extended confirmed users</a></div><div class="mw-diff-usereditcount"><span>10,111</span> edits</div></div></div><div id="mw-diff-ntitle3"> <span class="comment comment--without-parentheses">removed <a href="/wiki/Category:Piperazines" title="Category:Piperazines">Category:Piperazines</a>; added <a href="/wiki/Category:4-Methylpiperazin-1-yl_compounds" title="Category:4-Methylpiperazin-1-yl compounds">Category:4-Methylpiperazin-1-yl compounds</a> using <a href="/wiki/Wikipedia:HC" class="mw-redirect" title="Wikipedia:HC">HotCat</a></span></div><div id="mw-diff-ntitle5"></div><div id="mw-diff-ntitle4"> </div></td> </tr><tr><td colspan="4" class="diff-multi" lang="en">(6 intermediate revisions by 6 users not shown)</td></tr><tr> <td colspan="2" class="diff-lineno">Line 1:</td> <td colspan="2" class="diff-lineno">Line 1:</td> </tr> <tr> <td colspan="2" class="diff-empty diff-side-deleted"></td> <td class="diff-marker" data-marker="+"></td> <td class="diff-addedline diff-side-added"><div>{{Short description|Chemical compound}}</div></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>{{Drugbox</div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>{{Drugbox</div></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>| IUPAC_name = 1-[2-(3,4-dichlorophenyl)ethyl]-4-methylpiperazine</div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>| IUPAC_name = 1-[2-(3,4-dichlorophenyl)ethyl]-4-methylpiperazine</div></td> </tr> <tr> <td colspan="2" class="diff-lineno">Line 34:</td> <td colspan="2" class="diff-lineno">Line 35:</td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div></div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div></div></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>| C=13 | H=18 | N=2 | Cl=2</div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>| C=13 | H=18 | N=2 | Cl=2</div></td> </tr> <tr> <td class="diff-marker" data-marker="−"></td> <td class="diff-deletedline diff-side-deleted"><div>| molecular_weight = 273.20 g/mol</div></td> <td colspan="2" class="diff-empty diff-side-added"></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>| smiles = CN1CCN(CC1)CCc2ccc(c(c2)Cl)Cl</div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>| smiles = CN1CCN(CC1)CCc2ccc(c(c2)Cl)Cl</div></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>| StdInChI = 1S/C13H18Cl2N2/c1-16-6-8-17(9-7-16)5-4-11-2-3-12(14)13(15)10-11/h2-3,10H,4-9H2,1H3</div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>| StdInChI = 1S/C13H18Cl2N2/c1-16-6-8-17(9-7-16)5-4-11-2-3-12(14)13(15)10-11/h2-3,10H,4-9H2,1H3</div></td> </tr> <tr> <td colspan="2" class="diff-lineno">Line 41:</td> <td colspan="2" class="diff-lineno">Line 41:</td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>}}</div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>}}</div></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><br /></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><br /></td> </tr> <tr> <td class="diff-marker" data-marker="−"></td> <td class="diff-deletedline diff-side-deleted"><div>'''BD1063''' or '''1-[2-(3,4-dichlorophenyl)ethyl]-4-methylpiperazine''' is a selective [[sigma receptor]] [[antagonist]], with a reported [[binding affinity]] of ''K''<sub>i</sub> = 9 ± 1 nM for the [[sigma-1 receptor]] and more than 49 times selectivity over the [[sigma-2 receptor]].<ref name="Matsumoto_2001">{{cite journal |vauthors=Matsumoto RR, McCracken KA, Friedman MJ, Pouw B, De Costa BR, Bowen WD | title = Conformationally restricted analogs of BD1008 and an antisense oligodeoxynucleotide targeting sigma1 receptors produce anti-cocaine effects in mice | journal = Eur. J. Pharmacol. | volume = 419 | issue = <del class="diffchange diffchange-inline">2-3</del> | pages = 163–74 | year = 2001<del class="diffchange diffchange-inline"> | month =</del> | pmid = 11426838| doi = 10.1016/s0014-2999(01)00968-2}}</ref></div></td> <td class="diff-marker" data-marker="+"></td> <td class="diff-addedline diff-side-added"><div>'''BD1063''' or '''1-[2-(3,4-dichlorophenyl)ethyl]-4-methylpiperazine''' is a selective [[sigma receptor]] [[antagonist]], with a reported [[binding affinity]] of ''K''<sub>i</sub> = 9 ± 1 nM for the [[sigma-1 receptor]] and more than 49 times selectivity over the [[sigma-2 receptor]].<ref name="Matsumoto_2001">{{cite journal |vauthors=Matsumoto RR, McCracken KA, Friedman MJ, Pouw B, De Costa BR, Bowen WD | title = Conformationally restricted analogs of BD1008 and an antisense oligodeoxynucleotide targeting sigma1 receptors produce anti-cocaine effects in mice | journal = Eur. J. Pharmacol. | volume = 419 | issue = <ins class="diffchange diffchange-inline">2–3</ins> | pages = 163–74 | year = 2001 | pmid = 11426838| doi = 10.1016/s0014-2999(01)00968-2}}</ref></div></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><br /></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><br /></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>Consistent with other reported [[sigma receptor]] [[antagonist]]s, pretreating Swiss Webster mice with BD1063 significantly decreases the convulsivity and lethality of cocaine.<ref name="Matsumoto_2001" /></div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>Consistent with other reported [[sigma receptor]] [[antagonist]]s, pretreating Swiss Webster mice with BD1063 significantly decreases the convulsivity and lethality of cocaine.<ref name="Matsumoto_2001" /></div></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><br /></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><br /></td> </tr> <tr> <td class="diff-marker" data-marker="−"></td> <td class="diff-deletedline diff-side-deleted"><div>In other animal studies, BD1063 blocks the effects of [[MDMA]],<ref name="pmid17070798">{{cite journal |vauthors=Brammer MK, Gilmore DL, Matsumoto RR |title=Interactions between 3,4-methylenedioxymethamphetamine and sigma1 receptors |journal=European Journal of Pharmacology |volume=553 |issue=<del class="diffchange diffchange-inline">1-3</del> |pages=141–5 |date=December 2006|pmid=17070798 |pmc=1780037 |doi=10.1016/j.ejphar.2006.09.038 <del class="diffchange diffchange-inline">|url=</del>}}</ref> and reduces alcohol intake in rodent models of [[alcoholism]].<ref name="pmid18946467">{{cite journal |vauthors=Sabino V, Cottone P, Zhao Y, Iyer MR, Steardo L, Steardo L, Rice KC, Conti B, Koob GF, Zorrilla EP |title=The sigma-receptor antagonist BD-1063 decreases ethanol intake and reinforcement in animal models of excessive drinking |journal=Neuropsychopharmacology |volume=34 |issue=6 |pages=1482–93 |date=May 2009|pmid=18946467 |pmc=2669694 |doi=10.1038/npp.2008.192 <del class="diffchange diffchange-inline">|url=</del>}}</ref></div></td> <td class="diff-marker" data-marker="+"></td> <td class="diff-addedline diff-side-added"><div>In other animal studies, BD1063 blocks the effects of [[MDMA]],<ref name="pmid17070798">{{cite journal |vauthors=Brammer MK, Gilmore DL, Matsumoto RR |title=Interactions between 3,4-methylenedioxymethamphetamine and sigma1 receptors |journal=European Journal of Pharmacology |volume=553 |issue=<ins class="diffchange diffchange-inline">1–3</ins> |pages=141–5 |date=December 2006|pmid=17070798 |pmc=1780037 |doi=10.1016/j.ejphar.2006.09.038 }}</ref> and reduces alcohol intake in rodent models of [[alcoholism]].<ref name="pmid18946467">{{cite journal |vauthors=Sabino V, Cottone P, Zhao Y, Iyer MR, Steardo L, Steardo L, Rice KC, Conti B, Koob GF, Zorrilla EP |title=The sigma-receptor antagonist BD-1063 decreases ethanol intake and reinforcement in animal models of excessive drinking |journal=Neuropsychopharmacology |volume=34 |issue=6 |pages=1482–93 |date=May 2009|pmid=18946467 |pmc=2669694 |doi=10.1038/npp.2008.192 }}</ref></div></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><br /></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><br /></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>==See also==</div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>==See also==</div></td> </tr> <tr> <td colspan="2" class="diff-lineno">Line 55:</td> <td colspan="2" class="diff-lineno">Line 55:</td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>==References==</div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>==References==</div></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>{{reflist}}</div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>{{reflist}}</div></td> </tr> <tr> <td colspan="2" class="diff-empty diff-side-deleted"></td> <td class="diff-marker" data-marker="+"></td> <td class="diff-addedline diff-side-added"><br /></td> </tr> <tr> <td colspan="2" class="diff-empty diff-side-deleted"></td> <td class="diff-marker" data-marker="+"></td> <td class="diff-addedline diff-side-added"><div>{{Sigma receptor modulators}}</div></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><br /></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><br /></td> </tr> <tr> <td class="diff-marker"></td> <td class="diff-context diff-side-deleted"><div>[[Category:Chloroarenes]]</div></td> <td class="diff-marker"></td> <td class="diff-context diff-side-added"><div>[[Category:Chloroarenes]]</div></td> </tr> <tr> <td class="diff-marker" data-marker="−"></td> <td class="diff-deletedline diff-side-deleted"><div>[[Category:<del class="diffchange diffchange-inline">Piperazines</del>]]</div></td> <td class="diff-marker" data-marker="+"></td> <td class="diff-addedline diff-side-added"><div>[[Category:<ins class="diffchange diffchange-inline">4-Methylpiperazin-1-yl compounds</ins>]]</div></td> </tr> </table><hr class='diff-hr' id='mw-oldid' /> <h2 class='diff-currentversion-title'>Latest revision as of 12:49, 5 August 2024</h2> <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): BD1063">BD1063</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:BD1063.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c8/BD1063.png/220px-BD1063.png" decoding="async" width="220" height="103" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c8/BD1063.png/330px-BD1063.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c8/BD1063.png/440px-BD1063.png 2x" data-file-width="1245" data-file-height="585" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Identifiers</th></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/IUPAC_nomenclature_of_chemistry" title="IUPAC nomenclature of chemistry">IUPAC name</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all; text-align:left; padding-left:1.5em; text-indent:-1.5em;"><li style="line-height: inherit; margin: 0"><div style="font-size: 97%;">1-[2-(3,4-dichlorophenyl)ethyl]-4-methylpiperazine</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"><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=150208-28-9">150208-28-9</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.499765.html">499765</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/DTXSID70341674">DTXSID70341674</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q4835358#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a></th><td class="infobox-data"><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.229.843">100.229.843</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q4835358#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">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>13</sub><span title="Hydrogen">H</span><sub>18</sub><span title="Chlorine">Cl</span><sub>2</sub><span title="Nitrogen">N</span><sub>2</sub></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="7002273200000000000♠"></span>273.20</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=CN1CCN%28CC1%29CCc2ccc%28c%28c2%29Cl%29Cl">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%;">CN1CCN(CC1)CCc2ccc(c(c2)Cl)Cl</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/C13H18Cl2N2/c1-16-6-8-17(9-7-16)5-4-11-2-3-12(14)13(15)10-11/h2-3,10H,4-9H2,1H3</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:SUIZRDJCBVPASY-UHFFFAOYSA-N</div></li></ul> </div></td></tr></tbody></table> <p><b>BD1063</b> or <b>1-[2-(3,4-dichlorophenyl)ethyl]-4-methylpiperazine</b> is a selective <a href="/wiki/Sigma_receptor" title="Sigma receptor">sigma receptor</a> <a href="/wiki/Antagonist" title="Antagonist">antagonist</a>, with a reported <a href="/wiki/Binding_affinity" class="mw-redirect" title="Binding affinity">binding affinity</a> of <i>K</i><sub>i</sub> = 9 ± 1 nM for the <a href="/wiki/Sigma-1_receptor" title="Sigma-1 receptor">sigma-1 receptor</a> and more than 49 times selectivity over the <a href="/wiki/Sigma-2_receptor" title="Sigma-2 receptor">sigma-2 receptor</a>.<sup id="cite_ref-Matsumoto_2001_1-0" class="reference"><a href="#cite_note-Matsumoto_2001-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>Consistent with other reported <a href="/wiki/Sigma_receptor" title="Sigma receptor">sigma receptor</a> <a href="/wiki/Antagonist" title="Antagonist">antagonists</a>, pretreating Swiss Webster mice with BD1063 significantly decreases the convulsivity and lethality of cocaine.<sup id="cite_ref-Matsumoto_2001_1-1" class="reference"><a href="#cite_note-Matsumoto_2001-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>In other animal studies, BD1063 blocks the effects of <a href="/wiki/MDMA" title="MDMA">MDMA</a>,<sup id="cite_ref-pmid17070798_2-0" class="reference"><a href="#cite_note-pmid17070798-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> and reduces alcohol intake in rodent models of <a href="/wiki/Alcoholism" title="Alcoholism">alcoholism</a>.<sup id="cite_ref-pmid18946467_3-0" class="reference"><a href="#cite_note-pmid18946467-3"><span class="cite-bracket">[</span>3<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=BD1063&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/BD1008" title="BD1008">BD1008</a></li> <li><a href="/wiki/BD1031" title="BD1031">BD1031</a></li> <li><a href="/wiki/LR132" title="LR132">LR132</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=BD1063&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-Matsumoto_2001-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-Matsumoto_2001_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Matsumoto_2001_1-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFMatsumotoMcCrackenFriedmanPouw2001" class="citation journal cs1">Matsumoto RR, McCracken KA, Friedman MJ, Pouw B, De Costa BR, Bowen WD (2001). 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Pharmacol</i>. <b>419</b> (2–3): 163–74. <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%2Fs0014-2999%2801%2900968-2">10.1016/s0014-2999(01)00968-2</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/11426838">11426838</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Eur.+J.+Pharmacol.&rft.atitle=Conformationally+restricted+analogs+of+BD1008+and+an+antisense+oligodeoxynucleotide+targeting+sigma1+receptors+produce+anti-cocaine+effects+in+mice&rft.volume=419&rft.issue=2%E2%80%933&rft.pages=163-74&rft.date=2001&rft_id=info%3Adoi%2F10.1016%2Fs0014-2999%2801%2900968-2&rft_id=info%3Apmid%2F11426838&rft.aulast=Matsumoto&rft.aufirst=RR&rft.au=McCracken%2C+KA&rft.au=Friedman%2C+MJ&rft.au=Pouw%2C+B&rft.au=De+Costa%2C+BR&rft.au=Bowen%2C+WD&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABD1063" class="Z3988"></span></span> </li> <li id="cite_note-pmid17070798-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid17070798_2-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBrammerGilmoreMatsumoto2006" class="citation journal cs1">Brammer MK, Gilmore DL, 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title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=European+Journal+of+Pharmacology&rft.atitle=Interactions+between+3%2C4-methylenedioxymethamphetamine+and+sigma1+receptors&rft.volume=553&rft.issue=1%E2%80%933&rft.pages=141-5&rft.date=2006-12&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC1780037%23id-name%3DPMC&rft_id=info%3Apmid%2F17070798&rft_id=info%3Adoi%2F10.1016%2Fj.ejphar.2006.09.038&rft.aulast=Brammer&rft.aufirst=MK&rft.au=Gilmore%2C+DL&rft.au=Matsumoto%2C+RR&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC1780037&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABD1063" class="Z3988"></span></span> </li> <li id="cite_note-pmid18946467-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-pmid18946467_3-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSabinoCottoneZhaoIyer2009" class="citation journal cs1">Sabino V, Cottone P, Zhao Y, Iyer MR, Steardo L, Steardo L, Rice KC, Conti B, Koob GF, Zorrilla EP (May 2009). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2669694">"The sigma-receptor antagonist BD-1063 decreases ethanol intake and reinforcement in animal models of excessive drinking"</a>. <i>Neuropsychopharmacology</i>. <b>34</b> (6): 1482–93. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2Fnpp.2008.192">10.1038/npp.2008.192</a>. <a href="/wiki/PMC_(identifier)" class="mw-redirect" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2669694">2669694</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/18946467">18946467</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Neuropsychopharmacology&rft.atitle=The+sigma-receptor+antagonist+BD-1063+decreases+ethanol+intake+and+reinforcement+in+animal+models+of+excessive+drinking&rft.volume=34&rft.issue=6&rft.pages=1482-93&rft.date=2009-05&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2669694%23id-name%3DPMC&rft_id=info%3Apmid%2F18946467&rft_id=info%3Adoi%2F10.1038%2Fnpp.2008.192&rft.aulast=Sabino&rft.aufirst=V&rft.au=Cottone%2C+P&rft.au=Zhao%2C+Y&rft.au=Iyer%2C+MR&rft.au=Steardo%2C+L&rft.au=Steardo%2C+L&rft.au=Rice%2C+KC&rft.au=Conti%2C+B&rft.au=Koob%2C+GF&rft.au=Zorrilla%2C+EP&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC2669694&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABD1063" class="Z3988"></span></span> </li> </ol></div></div> <div class="navbox-styles"><style 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href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Sigma-1_receptor" title="Sigma-1 receptor">σ<sub>1</sub></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><b>Agonists:</b> <a href="/wiki/3-PPP" title="3-PPP">3-PPP</a></li> <li><a href="/wiki/4-PPBP" title="4-PPBP">4-PPBP</a></li> <li><a href="/wiki/5-MeO-DMT" title="5-MeO-DMT">5-MeO-DMT</a></li> <li><a href="/wiki/Alazocine" title="Alazocine">Alazocine (SKF-10047)</a></li> <li><a href="/wiki/Amantadine" title="Amantadine">Amantadine</a></li> <li><a href="/wiki/Arketamine" title="Arketamine">Arketamine</a></li> <li><a href="/w/index.php?title=BD-737&action=edit&redlink=1" class="new" title="BD-737 (page does not exist)">BD-737</a></li> <li><a href="/wiki/BD-1052" class="mw-redirect" title="BD-1052">BD-1052</a></li> <li><a href="/wiki/Blarcamesine" title="Blarcamesine">Blarcamesine</a></li> <li><a href="/wiki/Captodiame" title="Captodiame">Captodiame</a></li> <li><a href="/wiki/Citalopram" title="Citalopram">Citalopram</a></li> <li><a href="/wiki/Calcitonin_gene-related_peptide" title="Calcitonin gene-related peptide"><abbr title="Calcitonin gene-related peptide">CGRP</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 Calcitonin gene-related peptide</span></li> <li><a href="/wiki/Cloperastine" title="Cloperastine">Cloperastine</a></li> <li><a href="/wiki/Cocaine" title="Cocaine">Cocaine</a></li> <li><a href="/wiki/Cutamesine" title="Cutamesine">Cutamesine (SA-4503)</a></li> <li><a href="/wiki/Cyclazocine" title="Cyclazocine">Cyclazocine</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">Dehydroepiandrosterone (DHEA)</a> (<a href="/wiki/Prasterone" title="Prasterone">prasterone</a>)</li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">Dehydroepiandrosterone sulfate (DHEA-S)</a> (<a href="/wiki/Prasterone_sulfate" title="Prasterone sulfate">prasterone sulfate</a>)</li> <li><a href="/wiki/Dextrallorphan" title="Dextrallorphan">Dextrallorphan</a></li> <li><a href="/wiki/Dextromethorphan" title="Dextromethorphan">Dextromethorphan (DXM)</a></li> <li><a href="/wiki/Dextrorphan" title="Dextrorphan">Dextrorphan (DXO)</a></li> <li><a href="/wiki/Dimemorfan" title="Dimemorfan">Dimemorfan</a></li> <li><a href="/wiki/Dimethyltryptamine" class="mw-redirect" title="Dimethyltryptamine">Dimethyltryptamine (DMT)</a></li> <li><a href="/wiki/Ditolylguanidine" title="Ditolylguanidine">Ditolylguanidine (DTG)</a></li> <li><a href="/wiki/Donepezil" title="Donepezil">Donepezil</a></li> <li><a href="/wiki/Eliprodil" title="Eliprodil">Eliprodil</a></li> <li><a href="/wiki/Escitalopram" title="Escitalopram">Escitalopram</a></li> <li><a href="/wiki/Fabomotizole" title="Fabomotizole">Fabomotizole (afobazole)</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/Ifenprodil" title="Ifenprodil">Ifenprodil</a></li> <li><a href="/wiki/Igmesine" title="Igmesine">Igmesine (JO-1784)</a></li> <li><a href="/w/index.php?title=IPAB_(drug)&action=edit&redlink=1" class="new" title="IPAB (drug) (page does not exist)">IPAB</a></li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a></li> <li><a href="/wiki/L-687384" class="mw-redirect" title="L-687384">L-687384</a></li> <li><a href="/wiki/MDMA" title="MDMA"><abbr title="Methylenedioxymethamphetamine">MDMA</abbr> (midomafetamine)</a></li> <li><a href="/wiki/Memantine" title="Memantine">Memantine</a></li> <li><a href="/wiki/Methamphetamine" title="Methamphetamine">Methamphetamine</a></li> <li><a href="/wiki/Methoxetamine" title="Methoxetamine">Methoxetamine</a></li> <li><a href="/wiki/Methylphenidate" title="Methylphenidate">Methylphenidate</a></li> <li><a href="/wiki/Nepinalone" title="Nepinalone">Nepinalone</a></li> <li><a href="/wiki/Neuropeptide_Y" title="Neuropeptide Y">Neuropeptide Y</a></li> <li><a href="/wiki/Noscapine" title="Noscapine">Noscapine</a></li> <li><a href="/w/index.php?title=OPC-14523&action=edit&redlink=1" class="new" title="OPC-14523 (page does not exist)">OPC-14523</a></li> <li><a href="/wiki/Opipramol" title="Opipramol">Opipramol</a></li> <li><a href="/wiki/Pentazocine" title="Pentazocine">Pentazocine</a></li> <li><a href="/wiki/Pentoxyverine" title="Pentoxyverine">Pentoxyverine (carbetapentane)</a></li> <li><a href="/wiki/PRE-084" title="PRE-084">PRE-084</a></li> <li><a href="/wiki/Pregnenolone" title="Pregnenolone">Pregnenolone</a></li> <li><a href="/wiki/Pregnenolone_sulfate" title="Pregnenolone sulfate">Pregnenolone sulfate</a></li> <li><a href="/wiki/Pridopidine" title="Pridopidine">Pridopidine</a></li> <li><a href="/wiki/Racemethorphan" class="mw-redirect" title="Racemethorphan">Racemethorphan (methorphan)</a></li> <li><a href="/wiki/Racemorphan" title="Racemorphan">Racemorphan (morphanol)</a></li> <li><a href="/w/index.php?title=UMB-23&action=edit&redlink=1" class="new" title="UMB-23 (page does not exist)">UMB-23</a></li> <li><a href="/w/index.php?title=UMB-82&action=edit&redlink=1" class="new" title="UMB-82 (page does not exist)">UMB-82</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/wiki/3-PPP" title="3-PPP">3-PPP</a></li> <li><a href="/wiki/AC-927" class="mw-redirect" title="AC-927">AC-927</a></li> <li><a href="/wiki/BD-1008" class="mw-redirect" title="BD-1008">BD-1008</a></li> <li><a href="/wiki/BD-1031" class="mw-redirect" title="BD-1031">BD-1031</a></li> <li><a href="/wiki/BD-1047" title="BD-1047">BD-1047</a></li> <li><a href="/wiki/BD-1060" class="mw-redirect" title="BD-1060">BD-1060</a></li> <li><a href="/wiki/BD-1063" class="mw-redirect" title="BD-1063">BD-1063</a></li> <li><a href="/wiki/BD-1067" class="mw-redirect" title="BD-1067">BD-1067</a></li> <li><a href="/wiki/BMY-14802" title="BMY-14802">BMY-14802 (BMS-181100)</a></li> <li><a href="/wiki/CM-156" class="mw-redirect" title="CM-156">CM-156</a></li> <li><a href="/w/index.php?title=Dup-734&action=edit&redlink=1" class="new" title="Dup-734 (page does not exist)">Dup-734</a></li> <li><a href="/w/index.php?title=E-5842&action=edit&redlink=1" class="new" title="E-5842 (page does not exist)">E-5842</a></li> <li><a href="/wiki/E-52862" title="E-52862">E-52862 (S1RA)</a></li> <li><a href="/wiki/Haloperidol" title="Haloperidol">Haloperidol</a></li> <li><a href="/w/index.php?title=LR-132&action=edit&redlink=1" class="new" title="LR-132 (page does not exist)">LR-132</a></li> <li><a href="/w/index.php?title=LR-172&action=edit&redlink=1" class="new" title="LR-172 (page does not exist)">LR-172</a></li> <li><a href="/wiki/MS-377" title="MS-377">MS-377</a></li> <li><a href="/wiki/NE-100" title="NE-100">NE-100</a></li> <li><a href="/w/index.php?title=NPC-16377&action=edit&redlink=1" class="new" title="NPC-16377 (page does not exist)">NPC-16377</a></li> <li><a href="/wiki/Panamesine" title="Panamesine">Panamesine (EMD-57455)</a></li> <li><a href="/w/index.php?title=PD-144418&action=edit&redlink=1" class="new" title="PD-144418 (page does not exist)">PD-144418</a></li> <li><a href="/wiki/Pentazocine" title="Pentazocine">Pentazocine</a></li> <li><a href="/wiki/Progesterone" title="Progesterone">Progesterone</a></li> <li><a href="/wiki/Rimcazole" title="Rimcazole">Rimcazole (BW-234U)</a></li> <li><a href="/wiki/Sertraline" title="Sertraline">Sertraline</a></li> <li><a href="/w/index.php?title=SR-31742A&action=edit&redlink=1" class="new" title="SR-31742A (page does not exist)">SR-31742A</a></li></ul> <ul><li><b>Allosteric modulators:</b> <a href="/wiki/Phenytoin" title="Phenytoin">Phenytoin</a>; <i>Positive:</i> <a href="/wiki/Methylphenylpiracetam" title="Methylphenylpiracetam">Methylphenylpiracetam</a></li> <li><a href="/w/index.php?title=SOMCL-668&action=edit&redlink=1" class="new" title="SOMCL-668 (page does not exist)">SOMCL-668</a></li></ul> <ul><li><b>Unknown/unsorted:</b> <a href="/w/index.php?title=3-Methoxydextrallorphan&action=edit&redlink=1" class="new" title="3-Methoxydextrallorphan (page does not exist)">3-Methoxydextrallorphan</a></li> <li><a href="/wiki/3-MeO-PCP" title="3-MeO-PCP">3-MeO-PCP</a></li> <li><a href="/wiki/4C-T-2" title="4C-T-2">4C-T-2</a></li> <li><a href="/w/index.php?title=4-IBP&action=edit&redlink=1" class="new" title="4-IBP (page does not exist)">4-IBP</a></li> <li><a href="/w/index.php?title=4-IPBS&action=edit&redlink=1" class="new" title="4-IPBS (page does not exist)">4-IPBS</a></li> <li><a href="/wiki/4-MeO-PCP" title="4-MeO-PCP">4-MeO-PCP</a></li> <li><a href="/wiki/5-MeO-DALT" title="5-MeO-DALT">5-MeO-DALT</a></li> <li><a href="/wiki/5-MeO-DiPT" title="5-MeO-DiPT">5-MeO-DiPT</a></li> <li><a href="/wiki/Amitriptyline" title="Amitriptyline">Amitriptyline</a></li> <li><a href="/w/index.php?title=Azidopamil&action=edit&redlink=1" class="new" title="Azidopamil (page does not exist)">Azidopamil</a></li> <li><a href="/wiki/Chlorpromazine" title="Chlorpromazine">Chlorpromazine</a></li> <li><a href="/wiki/Clemastine" title="Clemastine">Clemastine</a></li> <li><a href="/wiki/Clomipramine" title="Clomipramine">Clomipramine</a></li> <li><a href="/wiki/Clorgiline" title="Clorgiline">Clorgiline</a></li> <li><a href="/wiki/D-Deprenyl" title="D-Deprenyl"><small>D</small>-Deprenyl</a></li> <li><a href="/wiki/N,N-Diisopropyltryptamine" class="mw-redirect" title="N,N-Diisopropyltryptamine"><abbr title="N,N-Diisopropyltryptamine">DiPT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip N,N-Diisopropyltryptamine</span></li> <li><a href="/wiki/N,N-Dipropyltryptamine" class="mw-redirect" title="N,N-Dipropyltryptamine"><abbr title="N,N-Dipropyltryptamine">DPT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip N,N-Dipropyltryptamine</span></li> <li><a href="/wiki/Ibogaine" title="Ibogaine">Ibogaine</a></li> <li><a href="/wiki/Imipramine" title="Imipramine">Imipramine</a></li> <li><a href="/w/index.php?title=KCR-12-83.1&action=edit&redlink=1" class="new" title="KCR-12-83.1 (page does not exist)">KCR-12-83.1</a></li> <li><a href="/wiki/Nemonapride" title="Nemonapride">Nemonapride</a></li> <li><a href="/wiki/Noribogaine" title="Noribogaine">Noribogaine</a></li> <li><a href="/w/index.php?title=RHL-033&action=edit&redlink=1" class="new" title="RHL-033 (page does not exist)">RHL-033</a></li> <li><a href="/wiki/RS-67,333" title="RS-67,333">RS-67,333</a></li> <li><a href="/wiki/RTI-55" title="RTI-55">RTI-55</a></li> <li><a href="/wiki/Saffron" title="Saffron">Saffron</a></li> <li><a href="/wiki/Safinamide" title="Safinamide">Safinamide</a></li> <li><a href="/wiki/Selegiline" title="Selegiline">Selegiline</a></li> <li><a href="/w/index.php?title=Spipethiane&action=edit&redlink=1" class="new" title="Spipethiane (page does not exist)">Spipethiane</a></li> <li><a href="/wiki/Trifluoperazine" title="Trifluoperazine">Trifluoperazine</a></li> <li><a href="/wiki/W-18_(drug)" title="W-18 (drug)">W-18</a></li> <li><a href="/wiki/YKP10A" class="mw-redirect" title="YKP10A">YKP10A</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Sigma-2_receptor" title="Sigma-2 receptor">σ<sub>2</sub></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><b>Agonists:</b> <a href="/wiki/3-PPP" title="3-PPP">3-PPP</a></li> <li><a href="/wiki/Arketamine" title="Arketamine">Arketamine</a></li> <li><a href="/wiki/BD-1047" title="BD-1047">BD-1047</a></li> <li><a class="mw-selflink selflink">BD1063</a></li> <li><a href="/wiki/Ditolylguanidine" title="Ditolylguanidine">Ditolylguanidine (DTG)</a></li> <li><a href="/w/index.php?title=DKR-1005&action=edit&redlink=1" class="new" title="DKR-1005 (page does not exist)">DKR-1005</a></li> <li><a href="/w/index.php?title=DKR-1051&action=edit&redlink=1" class="new" title="DKR-1051 (page does not exist)">DKR-1051</a></li> <li><a href="/wiki/Haloperidol" title="Haloperidol">Haloperidol</a></li> <li><a href="/wiki/Ifenprodil" title="Ifenprodil">Ifenprodil</a></li> <li><a href="/wiki/Ketamine" title="Ketamine">Ketamine</a></li> <li><a href="/wiki/MDMA" title="MDMA"><abbr title="Methylenedioxymethamphetamine">MDMA</abbr> (midomafetamine)</a></li> <li><a href="/wiki/Methamphetamine" title="Methamphetamine">Methamphetamine</a></li> <li><a href="/w/index.php?title=OPC-14523&action=edit&redlink=1" class="new" title="OPC-14523 (page does not exist)">OPC-14523</a></li> <li><a href="/wiki/Opipramol" title="Opipramol">Opipramol</a></li> <li><a href="/wiki/PB-28" title="PB-28">PB-28</a></li> <li><a href="/wiki/Phencyclidine" title="Phencyclidine">Phencyclidine</a></li> <li><a href="/wiki/Siramesine" title="Siramesine">Siramesine (Lu 28-179)</a></li> <li><a href="/w/index.php?title=UKH-1114&action=edit&redlink=1" class="new" title="UKH-1114 (page does not exist)">UKH-1114</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/wiki/AC-927" class="mw-redirect" title="AC-927">AC-927</a></li> <li><a href="/wiki/BD-1008" class="mw-redirect" title="BD-1008">BD-1008</a></li> <li><a href="/wiki/BD-1067" class="mw-redirect" title="BD-1067">BD-1067</a></li> <li><a href="/wiki/CM-156" class="mw-redirect" title="CM-156">CM-156</a></li> <li><a href="/w/index.php?title=CT-1812&action=edit&redlink=1" class="new" title="CT-1812 (page does not exist)">CT-1812</a></li> <li><a href="/w/index.php?title=LR-172&action=edit&redlink=1" class="new" title="LR-172 (page does not exist)">LR-172</a></li> <li><a href="/wiki/MIN-101" class="mw-redirect" title="MIN-101">MIN-101</a></li> <li><a href="/wiki/Panamesine" title="Panamesine">Panamesine (EMD-57455)</a></li> <li><a href="/w/index.php?title=SAS-0132&action=edit&redlink=1" class="new" title="SAS-0132 (page does not exist)">SAS-0132</a></li></ul> <ul><li><b>Unknown/unsorted:</b> <a href="/w/index.php?title=3-Methoxydextrallorphan&action=edit&redlink=1" class="new" title="3-Methoxydextrallorphan (page does not exist)">3-Methoxydextrallorphan</a></li> <li><a href="/wiki/3-MeO-PCE" title="3-MeO-PCE">3-MeO-PCE</a></li> <li><a href="/wiki/4-MeO-PCP" title="4-MeO-PCP">4-MeO-PCP</a></li> <li><a href="/wiki/5-MeO-DALT" title="5-MeO-DALT">5-MeO-DALT</a></li> <li><a href="/wiki/5-MeO-DiPT" title="5-MeO-DiPT">5-MeO-DiPT</a></li> <li><a href="/wiki/Clemastine" title="Clemastine">Clemastine</a></li> <li><a href="/wiki/N,N-Diisopropyltryptamine" class="mw-redirect" title="N,N-Diisopropyltryptamine"><abbr title="N,N-Diisopropyltryptamine">DiPT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip N,N-Diisopropyltryptamine</span></li> <li><a href="/wiki/N,N-Dipropyltryptamine" class="mw-redirect" title="N,N-Dipropyltryptamine"><abbr title="N,N-Dipropyltryptamine">DPT</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip N,N-Dipropyltryptamine</span></li> <li><a href="/wiki/Ibogaine" title="Ibogaine">Ibogaine</a></li> <li><a href="/wiki/Lu_29-252" title="Lu 29-252">Lu 29-252</a></li> <li><a href="/wiki/Nemonapride" title="Nemonapride">Nemonapride</a></li> <li><a href="/wiki/Nepinalone" title="Nepinalone">Nepinalone</a></li> <li><a href="/wiki/Noribogaine" title="Noribogaine">Noribogaine</a></li> <li><a href="/wiki/Pentazocine" title="Pentazocine">Pentazocine</a></li> <li><a href="/wiki/RS-67,333" title="RS-67,333">RS-67,333</a></li> <li><a href="/wiki/Safinamide" title="Safinamide">Safinamide</a></li> <li><a href="/wiki/3,4,5-Trimethoxyamphetamine" class="mw-redirect" title="3,4,5-Trimethoxyamphetamine"><abbr title="3,4,5-Trimethoxyamphetamine">TMA</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 3,4,5-Trimethoxyamphetamine</span></li> <li><a href="/w/index.php?title=UMB-23&action=edit&redlink=1" class="new" title="UMB-23 (page does not exist)">UMB-23</a></li> <li><a href="/w/index.php?title=UMB-82&action=edit&redlink=1" class="new" title="UMB-82 (page does not exist)">UMB-82</a></li> <li><a href="/wiki/W-18_(drug)" title="W-18 (drug)">W-18</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Unsorted</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/Berberine" title="Berberine">Berberine</a></li> <li><a href="/wiki/Ethylketazocine" title="Ethylketazocine">Ethylketazocine</a></li> <li><a href="/wiki/Fourphit" title="Fourphit">Fourphit</a></li> <li><a href="/wiki/Metaphit" title="Metaphit">Metaphit</a></li> <li><a href="/wiki/Naluzotan" title="Naluzotan">Naluzotan</a></li> <li><a href="/wiki/Tapentadol" title="Tapentadol">Tapentadol</a></li> <li><a href="/wiki/Tenocyclidine" title="Tenocyclidine">Tenocyclidine</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=AHD1&action=edit&redlink=1" class="new" title="AHD1 (page does not exist)">AHD1</a></li> <li><a href="/w/index.php?title=AZ66&action=edit&redlink=1" class="new" title="AZ66 (page does not exist)">AZ66</a></li> <li><a href="/wiki/Lamotrigine" title="Lamotrigine">Lamotrigine</a></li> <li><a href="/wiki/Naloxone" title="Naloxone">Naloxone</a></li> <li><a href="/w/index.php?title=SM-21&action=edit&redlink=1" class="new" title="SM-21 (page does not exist)">SM-21</a></li> <li><a href="/w/index.php?title=UMB-100&action=edit&redlink=1" class="new" title="UMB-100 (page does not exist)">UMB-100</a></li> <li><a href="/w/index.php?title=UMB-101&action=edit&redlink=1" class="new" title="UMB-101 (page does not exist)">UMB-101</a></li> <li><a href="/w/index.php?title=UMB-103&action=edit&redlink=1" class="new" title="UMB-103 (page does not exist)">UMB-103</a></li> <li><a href="/w/index.php?title=UMB-116&action=edit&redlink=1" class="new" title="UMB-116 (page does not exist)">UMB-116</a></li> <li><a href="/w/index.php?title=YZ-011&action=edit&redlink=1" class="new" title="YZ-011 (page does not exist)">YZ-011</a></li> <li><a href="/w/index.php?title=YZ-069&action=edit&redlink=1" class="new" title="YZ-069 (page does not exist)">YZ-069</a></li> <li><a href="/w/index.php?title=YZ-185&action=edit&redlink=1" class="new" title="YZ-185 (page does not exist)">YZ-185</a></li></ul> <ul><li><b>Allosteric modulators:</b> <a href="/wiki/SKF-83959" class="mw-redirect" title="SKF-83959">SKF-83959</a></li></ul> <ul><li><b>Unknown/unsorted:</b> <a href="/wiki/18-Methoxycoronaridine" title="18-Methoxycoronaridine">18-Methoxycoronaridine</a></li> <li><a href="/w/index.php?title=BMY-13980&action=edit&redlink=1" class="new" title="BMY-13980 (page does not exist)">BMY-13980</a></li> <li><a href="/wiki/Butaclamol" title="Butaclamol">Butaclamol</a></li> <li><a href="/wiki/Caramiphen" title="Caramiphen">Caramiphen</a></li> <li><a href="/w/index.php?title=Carvotroline&action=edit&redlink=1" class="new" title="Carvotroline (page does not exist)">Carvotroline</a></li> <li><a href="/wiki/Chlorphenamine" title="Chlorphenamine">Chlorphenamine (chlorpheniramine)</a></li> <li><a href="/wiki/Chlorpromazine" title="Chlorpromazine">Chlorpromazine</a></li> <li><a href="/wiki/Cinnarizine" title="Cinnarizine">Cinnarizine</a></li> <li><a href="/w/index.php?title=Cinuperone&action=edit&redlink=1" class="new" title="Cinuperone (page does not exist)">Cinuperone</a></li> <li><a href="/wiki/Clocapramine" title="Clocapramine">Clocapramine</a></li> <li><a href="/wiki/Dezocine" title="Dezocine">Dezocine</a></li> <li><a href="/w/index.php?title=EMD-59983&action=edit&redlink=1" class="new" title="EMD-59983 (page does not exist)">EMD-59983</a></li> <li><a href="/wiki/Hypericin" title="Hypericin">Hypericin</a> (<a href="/wiki/St._John%27s_wort" class="mw-redirect" title="St. John's wort">St. John's wort</a>)</li> <li><a href="/wiki/Fluphenazine" title="Fluphenazine">Fluphenazine</a></li> <li><a href="/wiki/Gevotroline" title="Gevotroline">Gevotroline (WY-47384)</a></li> <li><a href="/wiki/Mepyramine" title="Mepyramine">Mepyramine (pyrilamine)</a></li> <li><a href="/wiki/Molindone" title="Molindone">Molindone</a></li> <li><a href="/wiki/Perphenazine" title="Perphenazine">Perphenazine</a></li> <li><a href="/wiki/Pimozide" title="Pimozide">Pimozide</a></li> <li><a href="/wiki/Proadifen" title="Proadifen">Proadifen</a></li> <li><a href="/wiki/Promethazine" title="Promethazine">Promethazine</a></li> <li><a href="/wiki/Propranolol" title="Propranolol">Propranolol</a></li> <li><a href="/wiki/Quinidine" title="Quinidine">Quinidine</a></li> <li><a href="/wiki/Remoxipride" title="Remoxipride">Remoxipride</a></li> <li><a href="/w/index.php?title=SL_82.0715&action=edit&redlink=1" class="new" title="SL 82.0715 (page does not exist)">SL 82.0715</a></li> <li><a href="/w/index.php?title=SR-31747A&action=edit&redlink=1" class="new" title="SR-31747A (page does not exist)">SR-31747A</a></li> <li><a href="/wiki/Tiospirone" title="Tiospirone">Tiospirone (BMY-13859)</a></li> <li><a href="/wiki/Venlafaxine" title="Venlafaxine">Venlafaxine</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></div></td></tr></tbody></table></div></div><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" 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