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Piperoxan - Wikipedia
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</nav> <nav class="vector-appearance-landmark" aria-label="Appearance"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <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"><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): Piperoxan">Piperoxan</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:Piperoxan.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/48/Piperoxan.svg/220px-Piperoxan.svg.png" decoding="async" width="220" height="89" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/48/Piperoxan.svg/330px-Piperoxan.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/48/Piperoxan.svg/440px-Piperoxan.svg.png 2x" data-file-width="512" data-file-height="206" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Clinical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">Other names</th><td class="infobox-data">Benodaine</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Route_of_administration" title="Route of administration">Routes of<br />administration</a></th><td class="infobox-data"><a href="/wiki/Oral_administration" title="Oral administration">Oral</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li>None</li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">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-dihydro-1,4-benzodioxin-2-ylmethyl)piperidine</div></li></ul> </div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=59-39-2">59-39-2</a></span> <br />135-87-5 (<a href="/wiki/Hydrochloride" title="Hydrochloride">hydrochloride</a>)</li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/PubChem#CID" title="PubChem">PubChem</a> <span style="font-weight:normal"><abbr title="Compound ID">CID</abbr></span></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/6040">6040</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.5817.html">5817</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/9ZCS27634Y">9ZCS27634Y</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/ChEMBL31836">ChEMBL31836</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/DTXSID1046269">DTXSID1046269</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q3389064#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Chemical and physical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chemical_formula" title="Chemical formula">Formula</a></th><td class="infobox-data"><span title="Carbon">C</span><sub>14</sub><span title="Hydrogen">H</span><sub>19</sub><span title="Nitrogen">N</span><span title="Oxygen">O</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="7002233311000000000♠"></span>233.311</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=O1c3c%28OC%28C1%29CN2CCCCC2%29cccc3">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%;">O1c3c(OC(C1)CN2CCCCC2)cccc3</div></li></ul> </div></td></tr></tbody></table> <p><b>Piperoxan</b>, also known as <b>benodaine</b>, was the first <a href="/wiki/Antihistamine" title="Antihistamine">antihistamine</a> to be discovered.<sup id="cite_ref-isbn0-941901-21-1_1-0" class="reference"><a href="#cite_note-isbn0-941901-21-1-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-isbn0-7817-6879-9_2-0" class="reference"><a href="#cite_note-isbn0-7817-6879-9-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> This compound, derived from <a href="/wiki/Benzodioxan" title="Benzodioxan">benzodioxan</a>, was prepared in the early 1930s by <a href="/wiki/Daniel_Bovet" title="Daniel Bovet">Daniel Bovet</a> and <a href="/wiki/Ernest_Fourneau" title="Ernest Fourneau">Ernest Fourneau</a> at the <a href="/wiki/Pasteur_Institute" title="Pasteur Institute">Pasteur Institute</a> in <a href="/wiki/France" title="France">France</a>.<sup id="cite_ref-isbn0-941901-21-1_1-1" class="reference"><a href="#cite_note-isbn0-941901-21-1-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-isbn0-7817-6879-9_2-1" class="reference"><a href="#cite_note-isbn0-7817-6879-9-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Formerly investigated by Fourneau as an <a href="/wiki/Alpha-adrenergic_receptor" class="mw-redirect" title="Alpha-adrenergic receptor">α-adrenergic</a>-<a href="/wiki/Receptor_antagonist" title="Receptor antagonist">blocking</a> agent, they demonstrated that it also <a href="/wiki/Receptor_antagonist" title="Receptor antagonist">antagonized</a> <a href="/wiki/Histamine" title="Histamine">histamine</a>-induced <a href="/wiki/Bronchospasm" title="Bronchospasm">bronchospasm</a> in <a href="/wiki/Guinea_pig" title="Guinea pig">guinea pigs</a>, and published their findings in 1933.<sup id="cite_ref-isbn0-941901-21-1_1-2" class="reference"><a href="#cite_note-isbn0-941901-21-1-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-isbn0-7817-6879-9_2-2" class="reference"><a href="#cite_note-isbn0-7817-6879-9-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> Bovet went on to win the 1957 <a href="/wiki/Nobel_Prize_in_Physiology_or_Medicine" title="Nobel Prize in Physiology or Medicine">Nobel Prize in Physiology or Medicine</a> for his contribution.<sup id="cite_ref-urlDaniel_Bovet_-_Biography_4-0" class="reference"><a href="#cite_note-urlDaniel_Bovet_-_Biography-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> One of Bovet and Fourneau's students, <a href="/wiki/Anne-Marie_Staub" title="Anne-Marie Staub">Anne-Marie Staub</a>, published the first <a href="/wiki/Structure%E2%80%93activity_relationship" title="Structure–activity relationship">structure–activity relationship</a> (SAR) study of antihistamines in 1939.<sup id="cite_ref-isbn0-941901-21-1_1-3" class="reference"><a href="#cite_note-isbn0-941901-21-1-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Piperoxan and <a href="/wiki/Structural_analog" title="Structural analog">analogues</a> themselves were not clinically useful due to the production of <a href="/wiki/Toxicity" title="Toxicity">toxic</a> effects in humans and were followed by <a href="/wiki/Phenbenzamine" title="Phenbenzamine">phenbenzamine</a> (Antergan) in the early 1940s, which was the first antihistamine to be marketed for medical use.<sup id="cite_ref-LandauAchilladelisScriabine1999_5-0" class="reference"><a href="#cite_note-LandauAchilladelisScriabine1999-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Synthesis">Synthesis</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Piperoxan&action=edit&section=1" title="Edit section: Synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-halign-center" typeof="mw:File/Thumb"><a href="/wiki/File:Piperoxan_synthesis.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5b/Piperoxan_synthesis.svg/601px-Piperoxan_synthesis.svg.png" decoding="async" width="601" height="205" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5b/Piperoxan_synthesis.svg/902px-Piperoxan_synthesis.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/5b/Piperoxan_synthesis.svg/1202px-Piperoxan_synthesis.svg.png 2x" data-file-width="512" data-file-height="175" /></a><figcaption>Synthesis:<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Patent:<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> </figcaption></figure> <p>Condensation of <a href="/wiki/Catechol" title="Catechol">catechol</a> [120-80-9] (<b>1</b>) with <a href="/wiki/Epichlorohydrin" title="Epichlorohydrin">epichlorohydrin</a> in the presence of an aqueous base can be visualized as proceeding initially with the epoxide (<b>2</b>) Opening of the oxirane ring by the phenoxide anion then leads to 2-hydroxymethyl-1,4-benzodioxane [3663-82-9] (<b>3</b>). Halogenation with <a href="/wiki/Thionyl_chloride" title="Thionyl chloride">thionyl chloride</a> gives 2-chloromethyl-1,4-benzodioxane [2164-33-2] (<b>4</b>). Displacement of the leaving group by piperidine completed the synthesis of piperoxan (<b>5</b>). </p> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Piperoxan&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-isbn0-941901-21-1-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-isbn0-941901-21-1_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-isbn0-941901-21-1_1-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-isbn0-941901-21-1_1-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-isbn0-941901-21-1_1-3"><sup><i><b>d</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="CITEREFScriabineLandauAchilladelis1999" class="citation book cs1">Scriabine A, Landau R, Achilladelis B (1999). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=IH4lPs6S1bMC&q=piperoxan%20anthistamine&pg=PA230">"Discovery and Development of Major Drugs"</a>. <i>Pharmaceutical innovation: revolutionizing human health</i>. Philadelphia: Chemical Heritage Press. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/0-941901-21-1" title="Special:BookSources/0-941901-21-1"><bdi>0-941901-21-1</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Discovery+and+Development+of+Major+Drugs&rft.btitle=Pharmaceutical+innovation%3A+revolutionizing+human+health&rft.place=Philadelphia&rft.pub=Chemical+Heritage+Press&rft.date=1999&rft.isbn=0-941901-21-1&rft.aulast=Scriabine&rft.aufirst=A&rft.au=Landau%2C+R&rft.au=Achilladelis%2C+B&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DIH4lPs6S1bMC%26q%3Dpiperoxan%2520anthistamine%26pg%3DPA230&rfr_id=info%3Asid%2Fen.wikipedia.org%3APiperoxan" class="Z3988"></span></span> </li> <li id="cite_note-isbn0-7817-6879-9-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-isbn0-7817-6879-9_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-isbn0-7817-6879-9_2-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-isbn0-7817-6879-9_2-2"><sup><i><b>c</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFNelson2008" class="citation book cs1">Nelson WL (2008). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=R0W1ErpsQpkC&q=piperoxan%20anthistamine&pg=PA1010">"Antihistamines and Related Antiallergic and Antiulcer Agents"</a>. In Williams DH, Lemke TL, Foye WO (eds.). <i>Foye's Principles of Medicinal Chemistry</i>. Hagerstwon, MD: Lippincott Williams & Wilkins. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-7817-6879-5" title="Special:BookSources/978-0-7817-6879-5"><bdi>978-0-7817-6879-5</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Antihistamines+and+Related+Antiallergic+and+Antiulcer+Agents&rft.btitle=Foye%27s+Principles+of+Medicinal+Chemistry&rft.place=Hagerstwon%2C+MD&rft.pub=Lippincott+Williams+%26+Wilkins&rft.date=2008&rft.isbn=978-0-7817-6879-5&rft.aulast=Nelson&rft.aufirst=WL&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DR0W1ErpsQpkC%26q%3Dpiperoxan%2520anthistamine%26pg%3DPA1010&rfr_id=info%3Asid%2Fen.wikipedia.org%3APiperoxan" class="Z3988"></span></span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFourneauBovet1933" class="citation journal cs1">Fourneau E, <a href="/wiki/Daniel_Bovet" title="Daniel Bovet">Bovet D</a> (1933). "Recherches sur l'action sympathicolytique d'un nouveau dérivé du dioxane". <i>Archives Internationales de Pharmacodynamie et de Thérapie</i>. <b>46</b>: 178–91. <a href="/wiki/ISSN_(identifier)" class="mw-redirect" title="ISSN (identifier)">ISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/0003-9780">0003-9780</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Archives+Internationales+de+Pharmacodynamie+et+de+Th%C3%A9rapie&rft.atitle=Recherches+sur+l%27action+sympathicolytique+d%27un+nouveau+d%C3%A9riv%C3%A9+du+dioxane&rft.volume=46&rft.pages=178-91&rft.date=1933&rft.issn=0003-9780&rft.aulast=Fourneau&rft.aufirst=E&rft.au=Bovet%2C+D&rfr_id=info%3Asid%2Fen.wikipedia.org%3APiperoxan" class="Z3988"></span></span> </li> <li id="cite_note-urlDaniel_Bovet_-_Biography-4"><span class="mw-cite-backlink"><b><a href="#cite_ref-urlDaniel_Bovet_-_Biography_4-0">^</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="http://nobelprize.org/nobel_prizes/medicine/laureates/1957/bovet-bio.html">"Daniel Bovet"</a>. <i>Biography</i>. NobelPrize.org.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Biography&rft.atitle=Daniel+Bovet&rft_id=http%3A%2F%2Fnobelprize.org%2Fnobel_prizes%2Fmedicine%2Flaureates%2F1957%2Fbovet-bio.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3APiperoxan" class="Z3988"></span></span> </li> <li id="cite_note-LandauAchilladelisScriabine1999-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-LandauAchilladelisScriabine1999_5-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLandauAchilladelisScriabine1999" class="citation book cs1">Landau R, Achilladelis B, Scriabine A (1999). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=IH4lPs6S1bMC&pg=PA230">"Discovery and Development of Major Drugs"</a>. <i>Pharmaceutical Innovation: Revolutionizing Human Health</i>. Chemical Heritage Foundation. pp. 230–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-941901-21-5" title="Special:BookSources/978-0-941901-21-5"><bdi>978-0-941901-21-5</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Discovery+and+Development+of+Major+Drugs&rft.btitle=Pharmaceutical+Innovation%3A+Revolutionizing+Human+Health&rft.pages=230-&rft.pub=Chemical+Heritage+Foundation&rft.date=1999&rft.isbn=978-0-941901-21-5&rft.aulast=Landau&rft.aufirst=R&rft.au=Achilladelis%2C+B&rft.au=Scriabine%2C+A&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DIH4lPs6S1bMC%26pg%3DPA230&rfr_id=info%3Asid%2Fen.wikipedia.org%3APiperoxan" class="Z3988"></span></span> </li> <li id="cite_note-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-6">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFNelsonWennerstromDyerEngel1977" class="citation journal cs1">Nelson WL, Wennerstrom JE, Dyer DC, Engel JE (July 1977). "Absolute configuration of glycerol derivatives. 4. Synthesis and pharmacological activity of chiral 2-alkylaminomethylbenzodioxans, competitive alpha-adrenergic antagonists". <i>Journal of Medicinal Chemistry</i>. <b>20</b> (7): 880–885. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fjm00217a002">10.1021/jm00217a002</a>. <a href="/wiki/EISSN_(identifier)" class="mw-redirect" title="EISSN (identifier)">eISSN</a> <a rel="nofollow" class="external text" href="https://search.worldcat.org/issn/1520-4804">1520-4804</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/17749">17749</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Medicinal+Chemistry&rft.atitle=Absolute+configuration+of+glycerol+derivatives.+4.+Synthesis+and+pharmacological+activity+of+chiral+2-alkylaminomethylbenzodioxans%2C+competitive+alpha-adrenergic+antagonists&rft.volume=20&rft.issue=7&rft.pages=880-885&rft.date=1977-07&rft_id=info%3Apmid%2F17749&rft.eissn=1520-4804&rft_id=info%3Adoi%2F10.1021%2Fjm00217a002&rft.aulast=Nelson&rft.aufirst=WL&rft.au=Wennerstrom%2C+JE&rft.au=Dyer%2C+DC&rft.au=Engel%2C+JE&rfr_id=info%3Asid%2Fen.wikipedia.org%3APiperoxan" class="Z3988"></span></span> </li> <li id="cite_note-7"><span class="mw-cite-backlink"><b><a href="#cite_ref-7">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1041539562">.mw-parser-output .citation{word-wrap:break-word}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}</style><span class="citation patent" id="CITEREFFourneau_E1936"><a rel="nofollow" class="external text" href="https://worldwide.espacenet.com/textdoc?DB=EPODOC&IDX=US2056046">US 2056046</a>, Fourneau E, "Manufacture of bases derived from benz-dioxane", issued 29 September 1936,  assigned to Rhone Poulenc SA</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=2056046&rft.cc=US&rft.title=Manufacture+of+bases+derived+from+benz-dioxane&rft.inventor=Fourneau+E&rft.assignee=Rhone+Poulenc+SA&rft.date=29 September 1936"><span style="display: none;"> </span></span></span> </li> </ol></div></div> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output 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href="/wiki/Template:Antihistamines" title="Template:Antihistamines"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Antihistamines" title="Template talk:Antihistamines"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Antihistamines" title="Special:EditPage/Template:Antihistamines"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Antihistamines_(R06)" style="font-size:114%;margin:0 4em"><a href="/wiki/Antihistamine" title="Antihistamine">Antihistamines</a> (<a href="/wiki/ATC_code_R06" title="ATC code R06">R06</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Benzimidazole" title="Benzimidazole">Benzimidazoles</a> <span style="font-size:85%;">(<abbr title="(and similar)">*</abbr>)</span></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Astemizole" title="Astemizole">Astemizole</a></li> <li><a href="/wiki/Azelastine" title="Azelastine">Azelastine</a></li> <li><a href="/wiki/Bilastine" title="Bilastine">Bilastine</a></li> <li><a href="/wiki/Emedastine" title="Emedastine">Emedastine</a></li> <li><a href="/wiki/Mizolastine" title="Mizolastine">Mizolastine</a></li> <li><a href="/wiki/Talastine" title="Talastine">Talastine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Diphenylmethane" title="Diphenylmethane">Diarylmethanes</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Diarylmethoxyalkylamines:</i> <a href="/wiki/Bromazine" title="Bromazine">Bromazine (bromodiphenhydramine)</a></li> <li><a href="/wiki/Carbinoxamine" title="Carbinoxamine">Carbinoxamine</a></li> <li><a href="/wiki/Chlorphenoxamine" title="Chlorphenoxamine">Chlorphenoxamine</a></li> <li><a href="/wiki/Clemastine" title="Clemastine">Clemastine</a></li> <li><a href="/wiki/Diphenhydramine" title="Diphenhydramine">Diphenhydramine</a> (<a href="/wiki/Naproxen/diphenhydramine" title="Naproxen/diphenhydramine">+naproxen</a>)</li> <li><a href="/wiki/Diphenylpyraline" title="Diphenylpyraline">Diphenylpyraline</a></li> <li><a href="/wiki/Doxylamine" title="Doxylamine">Doxylamine</a></li> <li><a href="/wiki/Ebastine" title="Ebastine">Ebastine</a></li> <li><a href="/wiki/Orphenadrine" title="Orphenadrine">Orphenadrine</a></li></ul> <ul><li><i><a href="/wiki/Diphenylmethanolpiperidine" class="mw-redirect" title="Diphenylmethanolpiperidine">Diphenylmethanolpiperidines</a></i>: <a href="/wiki/Fexofenadine" title="Fexofenadine">Fexofenadine</a></li> <li><a href="/wiki/Terfenadine" title="Terfenadine">Terfenadine</a></li></ul> <ul><li><i><a href="/wiki/Diphenylmethylpiperazine" title="Diphenylmethylpiperazine">Diphenylmethylpiperazines</a></i>: <a href="/wiki/Buclizine" title="Buclizine">Buclizine</a></li> <li><a href="/wiki/Cetirizine" title="Cetirizine">Cetirizine</a> <ul><li><a href="/wiki/Levocetirizine" title="Levocetirizine">Levocetirizine</a></li></ul></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/Cyclizine" title="Cyclizine">Cyclizine</a></li> <li><a href="/wiki/Etodroxizine" title="Etodroxizine">Etodroxizine</a></li> <li><a href="/wiki/Hydroxyzine" title="Hydroxyzine">Hydroxyzine</a></li> <li><a href="/wiki/Meclizine" title="Meclizine">Meclizine</a></li> <li><a href="/wiki/Oxatomide" title="Oxatomide">Oxatomide</a></li></ul> <ul><li><i>Phenylpyridinylpropanamines:</i> <a href="/wiki/Brompheniramine" title="Brompheniramine">Brompheniramine</a></li> <li><a href="/wiki/Chlorphenamine" title="Chlorphenamine">Chlorphenamine</a></li> <li><a href="/wiki/Dexbrompheniramine" title="Dexbrompheniramine">Dexbrompheniramine</a> (<a href="/wiki/Dexbrompheniramine/pseudoephedrine" title="Dexbrompheniramine/pseudoephedrine">+pseudoephedrine</a>)</li> <li><a href="/wiki/Dexchlorpheniramine" title="Dexchlorpheniramine">Dexchlorpheniramine</a> (<a href="/wiki/Betamethasone/dexchlorpheniramine" title="Betamethasone/dexchlorpheniramine">+betamethasone</a>)</li> <li><a href="/wiki/Pheniramine" title="Pheniramine">Pheniramine</a></li></ul> <ul><li><i>Others:</i> <a href="/wiki/Acrivastine" title="Acrivastine">Acrivastine</a></li> <li><a href="/wiki/Bamipine" title="Bamipine">Bamipine</a></li> <li><a href="/wiki/Dimetindene" title="Dimetindene">Dimetindene</a></li> <li><a href="/wiki/Phenyltoloxamine" title="Phenyltoloxamine">Phenyltoloxamine</a></li> <li><a href="/wiki/Pyrrobutamine" title="Pyrrobutamine">Pyrrobutamine</a></li> <li><a href="/wiki/Quifenadine" title="Quifenadine">Quifenadine</a></li> <li><a href="/wiki/Triprolidine" title="Triprolidine">Triprolidine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Ethylenediamine" title="Ethylenediamine">Ethylenediamines</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/Antazoline" title="Antazoline">Antazoline</a></li> <li><a href="/wiki/Chloropyramine" title="Chloropyramine">Chloropyramine</a></li> <li><a href="/wiki/Histapyrrodine" title="Histapyrrodine">Histapyrrodine</a></li> <li><a href="/wiki/Mepyramine" title="Mepyramine">Mepyramine (pyrilamine)</a></li> <li><a href="/wiki/Methapyrilene" title="Methapyrilene">Methapyrilene</a></li> <li><a href="/wiki/Phenbenzamine" title="Phenbenzamine">Phenbenzamine</a></li> <li><a href="/wiki/Thenalidine" title="Thenalidine">Thenalidine</a></li> <li><a href="/wiki/Tripelennamine" title="Tripelennamine">Tripelennamine (pyribenzamine)</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Tricyclic_compound" class="mw-redirect" title="Tricyclic compound">Tricyclics</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Dibenzocycloheptene" title="Dibenzocycloheptene">Dibenzocycloheptenes</a></i>: <a href="/wiki/Antidepressant" title="Antidepressant">Antidepressants</a> (e.g., <a href="/wiki/Amitriptyline" title="Amitriptyline">amitriptyline</a>)</li> <li><a href="/wiki/Azatadine" title="Azatadine">Azatadine</a></li> <li><a href="/wiki/Cyproheptadine" title="Cyproheptadine">Cyproheptadine</a></li> <li><a href="/wiki/Deptropine" title="Deptropine">Deptropine</a></li> <li><a href="/wiki/Desloratadine" title="Desloratadine">Desloratadine</a></li> <li><a href="/wiki/Ketotifen" title="Ketotifen">Ketotifen</a></li> <li><a href="/wiki/Loratadine" title="Loratadine">Loratadine</a></li> <li><a href="/wiki/Rupatadine" title="Rupatadine">Rupatadine</a></li></ul> <ul><li><i><a href="/wiki/Phenothiazine" title="Phenothiazine">Phenothiazines</a></i>: <a href="/wiki/Alimemazine" title="Alimemazine">Alimemazine</a></li> <li><a href="/wiki/Fenethazine" title="Fenethazine">Fenethazine</a></li> <li><a href="/wiki/Hydroxyethylpromethazine" title="Hydroxyethylpromethazine">Hydroxyethylpromethazine</a></li> <li><a href="/wiki/Isothipendyl" title="Isothipendyl">Isothipendyl</a></li> <li><a href="/wiki/Mequitazine" title="Mequitazine">Mequitazine</a></li> <li><a href="/wiki/Methdilazine" title="Methdilazine">Methdilazine</a></li> <li><a href="/wiki/Oxomemazine" title="Oxomemazine">Oxomemazine</a></li> <li><a href="/wiki/Promethazine" title="Promethazine">Promethazine</a></li></ul> <ul><li><i>Others:</i> <a href="/wiki/Antidepressant" title="Antidepressant">Antidepressants</a> (e.g., <a href="/wiki/Doxepin" title="Doxepin">doxepin</a>, <a href="/wiki/Mirtazapine" title="Mirtazapine">mirtazapine</a>, <a href="/wiki/Trimipramine" title="Trimipramine">trimipramine</a>)</li> <li><a href="/wiki/Epinastine" title="Epinastine">Epinastine</a></li> <li><a href="/wiki/Latrepirdine" title="Latrepirdine">Latrepirdine</a></li> <li><a href="/wiki/Mebhydrolin" title="Mebhydrolin">Mebhydrolin</a></li> <li><a href="/wiki/Olopatadine" title="Olopatadine">Olopatadine</a></li> <li><a href="/wiki/Perlapine" title="Perlapine">Perlapine</a></li> <li><a href="/wiki/Phenindamine" title="Phenindamine">Phenindamine</a></li> <li><a href="/wiki/Pimethixene" title="Pimethixene">Pimethixene</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>Phenylpiperazines</i>: <a href="/wiki/Antidepressant" title="Antidepressant">Antidepressants</a> (e.g., <a href="/wiki/Trazodone" title="Trazodone">trazodone</a>)</li> <li><a href="/wiki/Phenbenzamine" title="Phenbenzamine">Phenbenzamine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">For <a href="/wiki/Topical" class="mw-redirect" title="Topical">topical</a> use</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/Bamipine" title="Bamipine">Bamipine</a></li> <li><a href="/wiki/Chloropyramine" title="Chloropyramine">Chloropyramine</a></li> <li><a href="/wiki/Chlorphenoxamine" title="Chlorphenoxamine">Chlorphenoxamine</a></li> <li><a href="/wiki/Clemastine" title="Clemastine">Clemastine</a></li> <li><a href="/wiki/Dimetindene" title="Dimetindene">Dimetindene</a></li> <li><a href="/wiki/Diphenhydramine" title="Diphenhydramine">Diphenhydramine</a></li> <li><a href="/wiki/Doxepin" title="Doxepin">Doxepin</a></li> <li><a href="/wiki/Isothipendyl" title="Isothipendyl">Isothipendyl</a></li> <li><a href="/wiki/Mepyramine" title="Mepyramine">Mepyramine (pyrilamine)</a></li> <li><a href="/wiki/Promethazine" title="Promethazine">Promethazine</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Adrenergic_receptor_modulators" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Adrenergic_receptor_modulators" title="Template:Adrenergic receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Adrenergic_receptor_modulators" title="Template talk:Adrenergic receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Adrenergic_receptor_modulators" title="Special:EditPage/Template:Adrenergic receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Adrenergic_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Adrenergic_receptor" title="Adrenergic receptor">Adrenergic receptor</a> <a href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Alpha-1_adrenergic_receptor" title="Alpha-1 adrenergic receptor">α<sub>1</sub></a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/6-Fluoronorepinephrine" title="6-Fluoronorepinephrine">6-FNE</a></li> <li><a href="/wiki/Amidephrine" title="Amidephrine">Amidephrine</a></li> <li><a href="/wiki/Buspirone" title="Buspirone">Buspirone</a></li> <li><a href="/wiki/Cirazoline" title="Cirazoline">Cirazoline</a></li> <li><a href="/wiki/Corbadrine" title="Corbadrine">Corbadrine</a></li> <li><a href="/wiki/Deoxyepinephrine" title="Deoxyepinephrine">Deoxyepinephrine (epinine, <i>N</i>-methyldopamine)</a></li> <li><a href="/wiki/Desglymidodrine" title="Desglymidodrine">Desglymidodrine</a></li> <li><a href="/w/index.php?title=Dexisometheptene&action=edit&redlink=1" class="new" title="Dexisometheptene (page does not exist)">Dexisometheptene</a></li> <li><a href="/wiki/Dipivefrine" title="Dipivefrine">Dipivefrine</a></li> <li><a href="/wiki/Dopamine" title="Dopamine">Dopamine</a></li> <li><a href="/wiki/Droxidopa" title="Droxidopa">Droxidopa (L-DOPS)</a></li> <li><a href="/wiki/Epinephrine" class="mw-redirect" title="Epinephrine">Epinephrine</a></li> <li><a href="/wiki/Etilefrine" title="Etilefrine">Etilefrine</a></li> <li><a href="/wiki/Etilevodopa" title="Etilevodopa">Etilevodopa</a></li> <li><a href="/wiki/Ethylnorepinephrine" title="Ethylnorepinephrine">Ethylnorepinephrine</a></li> <li><a href="/wiki/Ibopamine" title="Ibopamine">Ibopamine</a></li> <li><a href="/wiki/Indanidine" title="Indanidine">Indanidine</a></li> <li><a href="/wiki/Isometheptene" title="Isometheptene">Isometheptene</a></li> <li><a href="/wiki/L-DOPA" title="L-DOPA">L-DOPA (levodopa)</a></li> <li><a href="/wiki/Phenylalanine" title="Phenylalanine">L-Phenylalanine</a></li> <li><a href="/wiki/Tyrosine" title="Tyrosine">L-Tyrosine</a></li> <li><a href="/wiki/Melevodopa" title="Melevodopa">Melevodopa</a></li> <li><a href="/wiki/Metaraminol" title="Metaraminol">Metaraminol</a></li> <li><a href="/wiki/Methoxamine" title="Methoxamine">Methoxamine</a></li> <li><a href="/wiki/Methyldopa" title="Methyldopa">Methyldopa</a></li> <li><a href="/wiki/Midodrine" title="Midodrine">Midodrine</a></li> <li><a href="/wiki/Naphazoline" title="Naphazoline">Naphazoline</a></li> <li><a href="/wiki/Norepinephrine" title="Norepinephrine">Norepinephrine</a></li> <li><a href="/wiki/Octopamine" title="Octopamine">Octopamine</a></li> <li><a href="/wiki/Oxymetazoline" title="Oxymetazoline">Oxymetazoline</a></li> <li><a href="/wiki/Phenylephrine" title="Phenylephrine">Phenylephrine</a></li> <li><a href="/wiki/Phenylpropanolamine" title="Phenylpropanolamine">Phenylpropanolamine</a></li> <li><a href="/wiki/Synephrine" title="Synephrine">Synephrine</a></li> <li><a href="/wiki/Tetryzoline" title="Tetryzoline">Tetryzoline</a></li> <li><a href="/wiki/Tiamenidine" title="Tiamenidine">Tiamenidine</a></li> <li><a href="/wiki/XP21279" class="mw-redirect" title="XP21279">XP21279</a></li> <li><a href="/wiki/Xylometazoline" title="Xylometazoline">Xylometazoline</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Abanoquil" title="Abanoquil">Abanoquil</a></li> <li><a href="/wiki/Ajmalicine" title="Ajmalicine">Ajmalicine</a></li> <li><a href="/wiki/Alfuzosin" title="Alfuzosin">Alfuzosin</a></li> <li><a href="/wiki/Anisodamine" title="Anisodamine">Anisodamine</a></li> <li><a href="/wiki/Anisodine" title="Anisodine">Anisodine</a></li> <li><a href="/wiki/Atiprosin" title="Atiprosin">Atiprosin</a></li> <li><a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Brexpiprazole" title="Brexpiprazole">brexpiprazole</a>, <a href="/wiki/Clozapine" title="Clozapine">clozapine</a>, <a href="/wiki/Olanzapine" title="Olanzapine">olanzapine</a>, <a href="/wiki/Quetiapine" title="Quetiapine">quetiapine</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>)</li> <li><a href="/wiki/Benoxathian" title="Benoxathian">Benoxathian</a></li> <li><a href="/wiki/Beta_blocker" title="Beta blocker">Beta blockers</a> (e.g., <a href="/wiki/Adimolol" title="Adimolol">adimolol</a>, <a href="/wiki/Amosulalol" title="Amosulalol">amosulalol</a>, <a href="/wiki/Arotinolol" title="Arotinolol">arotinolol</a>, <a href="/wiki/Carvedilol" title="Carvedilol">carvedilol</a>, <a href="/wiki/Eugenodilol" title="Eugenodilol">eugenodilol</a>, <a href="/wiki/Labetalol" title="Labetalol">labetalol</a>)</li> <li><a href="/wiki/Buflomedil" title="Buflomedil">Buflomedil</a></li> <li><a href="/wiki/Bunazosin" title="Bunazosin">Bunazosin</a></li> <li><a href="/wiki/Corynanthine" title="Corynanthine">Corynanthine</a></li> <li><a href="/wiki/Dapiprazole" title="Dapiprazole">Dapiprazole</a></li> <li><a href="/wiki/Domesticine" title="Domesticine">Domesticine</a></li> <li><a href="/wiki/Doxazosin" title="Doxazosin">Doxazosin</a></li> <li><a href="/wiki/Ergoline" title="Ergoline">Ergolines</a> (e.g., <a href="/wiki/Acetergamine" title="Acetergamine">acetergamine</a>, <a href="/wiki/Ergotamine" title="Ergotamine">ergotamine</a>, <a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">dihydroergotamine</a>, <a href="/wiki/Lisuride" title="Lisuride">lisuride</a>, <a href="/wiki/Nicergoline" title="Nicergoline">nicergoline</a>, <a href="/wiki/Terguride" title="Terguride">terguride</a>)</li> <li><a href="/wiki/Etoperidone" title="Etoperidone">Etoperidone</a></li> <li><a href="/wiki/Fenspiride" title="Fenspiride">Fenspiride</a></li> <li><a href="/wiki/Hydroxyzine" title="Hydroxyzine">Hydroxyzine</a></li> <li><a href="/wiki/Indoramin" title="Indoramin">Indoramin</a></li> <li><a href="/wiki/Ketanserin" title="Ketanserin">Ketanserin</a></li> <li><a href="/wiki/L-765,314" title="L-765,314">L-765,314</a></li> <li><a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a></li> <li><a href="/wiki/Mepiprazole" title="Mepiprazole">Mepiprazole</a></li> <li><a href="/wiki/Metazosin" title="Metazosin">Metazosin</a></li> <li><a href="/wiki/Monatepil" title="Monatepil">Monatepil</a></li> <li><a href="/wiki/Moxisylyte" title="Moxisylyte">Moxisylyte</a></li> <li><a href="/wiki/Naftopidil" title="Naftopidil">Naftopidil</a></li> <li><a href="/wiki/Nantenine" title="Nantenine">Nantenine</a></li> <li><a href="/wiki/Neldazosin" title="Neldazosin">Neldazosin</a></li> <li><a href="/wiki/Niaprazine" title="Niaprazine">Niaprazine</a></li> <li><a href="/wiki/Niguldipine" title="Niguldipine">Niguldipine</a></li> <li><a href="/wiki/Pardoprunox" title="Pardoprunox">Pardoprunox</a></li> <li><a href="/wiki/Pelanserin" title="Pelanserin">Pelanserin</a></li> <li><a href="/wiki/Perlapine" title="Perlapine">Perlapine</a></li> <li><a href="/wiki/Phendioxan" title="Phendioxan">Phendioxan</a></li> <li><a href="/wiki/Phenoxybenzamine" title="Phenoxybenzamine">Phenoxybenzamine</a></li> <li><a href="/wiki/Phentolamine" title="Phentolamine">Phentolamine</a></li> <li><a href="/wiki/Phenylpiperazine" title="Phenylpiperazine">Phenylpiperazine</a> <a href="/wiki/Antidepressant" title="Antidepressant">antidepressants</a> (e.g., <a href="/wiki/Hydroxynefazodone" title="Hydroxynefazodone">hydroxynefazodone</a>, <a href="/wiki/Nefazodone" title="Nefazodone">nefazodone</a>, <a href="/wiki/Trazodone" title="Trazodone">trazodone</a>, <a href="/wiki/Triazoledione" title="Triazoledione">triazoledione</a>)</li> <li><a class="mw-selflink selflink">Piperoxan</a></li> <li><a href="/wiki/Prazosin" title="Prazosin">Prazosin</a></li> <li><a href="/wiki/Quinazosin" title="Quinazosin">Quinazosin</a></li> <li><a href="/wiki/Quinidine" title="Quinidine">Quinidine</a></li> <li><a href="/wiki/Silodosin" title="Silodosin">Silodosin</a></li> <li><a href="/wiki/Spegatrine" title="Spegatrine">Spegatrine</a></li> <li><a href="/wiki/Spiperone" title="Spiperone">Spiperone</a></li> <li><a href="/wiki/Talipexole" title="Talipexole">Talipexole</a></li> <li><a href="/wiki/Tamsulosin" title="Tamsulosin">Tamsulosin</a></li> <li><a href="/wiki/Terazosin" title="Terazosin">Terazosin</a></li> <li><a href="/wiki/Tiodazosin" title="Tiodazosin">Tiodazosin</a></li> <li><a href="/wiki/Tolazoline" title="Tolazoline">Tolazoline</a></li> <li><a href="/wiki/Tetracyclic_antidepressant" title="Tetracyclic antidepressant">Tetracyclic antidepressants</a> (e.g., <a href="/wiki/Amoxapine" title="Amoxapine">amoxapine</a>, <a href="/wiki/Maprotiline" title="Maprotiline">maprotiline</a>, <a href="/wiki/Mianserin" title="Mianserin">mianserin</a>)</li> <li><a href="/wiki/Tricyclic_antidepressant" title="Tricyclic antidepressant">Tricyclic antidepressants</a> (e.g., <a href="/wiki/Amitriptyline" title="Amitriptyline">amitriptyline</a>, <a href="/wiki/Clomipramine" title="Clomipramine">clomipramine</a>, <a href="/wiki/Doxepin" title="Doxepin">doxepin</a>, <a href="/wiki/Imipramine" title="Imipramine">imipramine</a>, <a href="/wiki/Trimipramine" title="Trimipramine">trimipramine</a>)</li> <li><a href="/wiki/Trimazosin" title="Trimazosin">Trimazosin</a></li> <li><a href="/wiki/Typical_antipsychotic" title="Typical antipsychotic">Typical antipsychotics</a> (e.g., <a href="/wiki/Chlorpromazine" title="Chlorpromazine">chlorpromazine</a>, <a href="/wiki/Fluphenazine" title="Fluphenazine">fluphenazine</a>, <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>, <a href="/wiki/Thioridazine" title="Thioridazine">thioridazine</a>)</li> <li><a href="/wiki/Urapidil" title="Urapidil">Urapidil</a></li> <li><a href="/wiki/WB-4101" title="WB-4101">WB-4101</a></li> <li><a href="/wiki/Zolertine" title="Zolertine">Zolertine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Alpha-2_adrenergic_receptor" title="Alpha-2 adrenergic receptor">α<sub>2</sub></a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/(R)-3-Nitrobiphenyline" title="(R)-3-Nitrobiphenyline">(R)-3-Nitrobiphenyline</a></li> <li><a href="/wiki/4-NEMD" title="4-NEMD">4-NEMD</a></li> <li><a href="/wiki/6-Fluoronorepinephrine" title="6-Fluoronorepinephrine">6-FNE</a></li> <li><a href="/wiki/Amitraz" title="Amitraz">Amitraz</a></li> <li><a href="/wiki/Apraclonidine" title="Apraclonidine">Apraclonidine</a></li> <li><a href="/wiki/Brimonidine" title="Brimonidine">Brimonidine</a></li> <li><a href="/wiki/Clonidine" title="Clonidine">Clonidine</a></li> <li><a href="/wiki/Corbadrine" title="Corbadrine">Corbadrine</a></li> <li><a href="/wiki/Deoxyepinephrine" title="Deoxyepinephrine">Deoxyepinephrine (epinine, <i>N</i>-methyldopamine)</a></li> <li><a href="/wiki/Detomidine" title="Detomidine">Detomidine</a></li> <li><a href="/wiki/Dexmedetomidine" title="Dexmedetomidine">Dexmedetomidine</a></li> <li><a href="/wiki/Dihydroergotamine" title="Dihydroergotamine">Dihydroergotamine</a></li> <li><a href="/wiki/Dipivefrine" title="Dipivefrine">Dipivefrine</a></li> <li><a href="/wiki/Dopamine" title="Dopamine">Dopamine</a></li> <li><a href="/wiki/Droxidopa" title="Droxidopa">Droxidopa (L-DOPS)</a></li> <li><a href="/wiki/Etilevodopa" title="Etilevodopa">Etilevodopa</a></li> <li><a href="/wiki/Ergotamine" title="Ergotamine">Ergotamine</a></li> <li><a href="/wiki/Epinephrine" class="mw-redirect" title="Epinephrine">Epinephrine</a></li> <li><a href="/wiki/Etilefrine" title="Etilefrine">Etilefrine</a></li> <li><a href="/wiki/Ethylnorepinephrine" title="Ethylnorepinephrine">Ethylnorepinephrine</a></li> <li><a href="/wiki/Guanabenz" title="Guanabenz">Guanabenz</a></li> <li><a href="/wiki/Guanfacine" title="Guanfacine">Guanfacine</a></li> <li><a href="/wiki/Guanoxabenz" title="Guanoxabenz">Guanoxabenz</a></li> <li><a href="/wiki/L-DOPA" title="L-DOPA">L-DOPA (levodopa)</a></li> <li><a href="/wiki/Phenylalanine" title="Phenylalanine">L-Phenylalanine</a></li> <li><a href="/wiki/Tyrosine" title="Tyrosine">L-Tyrosine</a></li> <li><a href="/wiki/Ibopamine" title="Ibopamine">Ibopamine</a></li> <li><a href="/wiki/Lofexidine" title="Lofexidine">Lofexidine</a></li> <li><a href="/wiki/Medetomidine" title="Medetomidine">Medetomidine</a></li> <li><a href="/wiki/Melevodopa" title="Melevodopa">Melevodopa</a></li> <li><a href="/wiki/Methyldopa" title="Methyldopa">Methyldopa</a></li> <li><a href="/wiki/Mivazerol" title="Mivazerol">Mivazerol</a></li> <li><a href="/wiki/Moxonidine" title="Moxonidine">Moxonidine</a></li> <li><a href="/wiki/Naphazoline" title="Naphazoline">Naphazoline</a></li> <li><a href="/wiki/Norepinephrine" title="Norepinephrine">Norepinephrine</a></li> <li><a href="/wiki/Oxymetazoline" title="Oxymetazoline">Oxymetazoline</a></li> <li><a href="/wiki/Phenylpropanolamine" title="Phenylpropanolamine">Phenylpropanolamine</a></li> <li><a class="mw-selflink selflink">Piperoxan</a></li> <li><a href="/wiki/PS75" title="PS75">PS75</a></li> <li><a href="/w/index.php?title=Rezatomidine&action=edit&redlink=1" class="new" title="Rezatomidine (page does not exist)">Rezatomidine</a></li> <li><a href="/wiki/Rilmenidine" title="Rilmenidine">Rilmenidine</a></li> <li><a href="/wiki/Romifidine" title="Romifidine">Romifidine</a></li> <li><a href="/wiki/Talipexole" title="Talipexole">Talipexole</a></li> <li><a href="/w/index.php?title=Tasipimidine&action=edit&redlink=1" class="new" title="Tasipimidine (page does not exist)">Tasipimidine</a></li> <li><a href="/wiki/Tetryzoline" title="Tetryzoline">Tetryzoline</a></li> <li><a href="/wiki/Tiamenidine" title="Tiamenidine">Tiamenidine</a></li> <li><a href="/wiki/Tizanidine" title="Tizanidine">Tizanidine</a></li> <li><a href="/wiki/Tolonidine" title="Tolonidine">Tolonidine</a></li> <li><a href="/wiki/Urapidil" title="Urapidil">Urapidil</a></li> <li><a href="/wiki/Vatinoxan" class="mw-redirect" title="Vatinoxan">Vatinoxan</a></li> <li><a href="/wiki/XP21279" class="mw-redirect" title="XP21279">XP21279</a></li> <li><a href="/wiki/Xylazine" title="Xylazine">Xylazine</a></li> <li><a href="/wiki/Xylometazoline" title="Xylometazoline">Xylometazoline</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Pyrimidinylpiperazine" title="Pyrimidinylpiperazine">1-PP</a></li> <li><a href="/wiki/Adimolol" title="Adimolol">Adimolol</a></li> <li><a href="/wiki/Amesergide" title="Amesergide">Amesergide</a></li> <li><a href="/wiki/Aptazapine" title="Aptazapine">Aptazapine</a></li> <li><a href="/wiki/Atipamezole" title="Atipamezole">Atipamezole</a></li> <li><a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Asenapine" title="Asenapine">asenapine</a>, <a href="/wiki/Brexpiprazole" title="Brexpiprazole">brexpiprazole</a>, <a href="/wiki/Clozapine" title="Clozapine">clozapine</a>, <a href="/wiki/Lurasidone" title="Lurasidone">lurasidone</a>, <a href="/wiki/Olanzapine" title="Olanzapine">olanzapine</a>, <a href="/wiki/Paliperidone" title="Paliperidone">paliperidone</a>, <a href="/wiki/Quetiapine" title="Quetiapine">quetiapine</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>, <a href="/wiki/Zotepine" title="Zotepine">zotepine</a>)</li> <li><a href="/wiki/Azapirone" title="Azapirone">Azapirones</a> (e.g., <a href="/wiki/Buspirone" title="Buspirone">buspirone</a>, <a href="/wiki/Gepirone" title="Gepirone">gepirone</a>, <a href="/wiki/Ipsapirone" title="Ipsapirone">ipsapirone</a>, <a href="/wiki/Tandospirone" title="Tandospirone">tandospirone</a>)</li> <li><a href="/wiki/BRL-44408" title="BRL-44408">BRL-44408</a></li> <li><a href="/wiki/Buflomedil" title="Buflomedil">Buflomedil</a></li> <li><a href="/wiki/Cirazoline" title="Cirazoline">Cirazoline</a></li> <li><a href="/wiki/Efaroxan" title="Efaroxan">Efaroxan</a></li> <li><a href="/wiki/Esmirtazapine" title="Esmirtazapine">Esmirtazapine</a></li> <li><a href="/wiki/Fenmetozole" title="Fenmetozole">Fenmetozole</a></li> <li><a href="/wiki/Fluparoxan" title="Fluparoxan">Fluparoxan</a></li> <li><a href="/wiki/Idazoxan" title="Idazoxan">Idazoxan</a></li> <li><a href="/wiki/Ketanserin" title="Ketanserin">Ketanserin</a></li> <li><a href="/wiki/Lisuride" title="Lisuride">Lisuride</a></li> <li><a href="/wiki/Meta-Chlorophenylpiperazine" title="Meta-Chlorophenylpiperazine">mCPP</a></li> <li><a href="/wiki/Mianserin" title="Mianserin">Mianserin</a></li> <li><a href="/wiki/Mirtazapine" title="Mirtazapine">Mirtazapine</a></li> <li><a href="/wiki/NAN-190" title="NAN-190">NAN-190</a></li> <li><a href="/wiki/Pardoprunox" title="Pardoprunox">Pardoprunox</a></li> <li><a href="/wiki/Phentolamine" title="Phentolamine">Phentolamine</a></li> <li><a href="/wiki/Phenoxybenzamine" title="Phenoxybenzamine">Phenoxybenzamine</a></li> <li><a class="mw-selflink selflink">Piperoxan</a></li> <li><a href="/wiki/Piribedil" title="Piribedil">Piribedil</a></li> <li><a href="/wiki/Rauwolscine" title="Rauwolscine">Rauwolscine</a></li> <li><a href="/wiki/Rotigotine" title="Rotigotine">Rotigotine</a></li> <li><a href="/wiki/Setiptiline" title="Setiptiline">Setiptiline</a></li> <li><a href="/wiki/Spegatrine" title="Spegatrine">Spegatrine</a></li> <li><a href="/wiki/Spiroxatrine" title="Spiroxatrine">Spiroxatrine</a></li> <li><a href="/wiki/Sunepitron" title="Sunepitron">Sunepitron</a></li> <li><a href="/wiki/Terguride" title="Terguride">Terguride</a></li> <li><a href="/wiki/Tolazoline" title="Tolazoline">Tolazoline</a></li> <li><a href="/wiki/Typical_antipsychotic" title="Typical antipsychotic">Typical antipsychotics</a> (e.g., <a href="/wiki/Chlorpromazine" title="Chlorpromazine">chlorpromazine</a>, <a href="/wiki/Fluphenazine" title="Fluphenazine">fluphenazine</a>, <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>, <a href="/wiki/Thioridazine" title="Thioridazine">thioridazine</a>)</li> <li><a href="/wiki/Yohimbine" title="Yohimbine">Yohimbine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/%CE%92-adrenergic_receptor" class="mw-redirect" title="Β-adrenergic receptor">β</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Abediterol" title="Abediterol">Abediterol</a></li> <li><a href="/wiki/Alifedrine" title="Alifedrine">Alifedrine</a></li> <li><a href="/wiki/Amibegron" title="Amibegron">Amibegron</a></li> <li><a href="/wiki/Arbutamine" title="Arbutamine">Arbutamine</a></li> <li><a href="/wiki/Arformoterol" title="Arformoterol">Arformoterol</a></li> <li><a href="/wiki/Arotinolol" title="Arotinolol">Arotinolol</a></li> <li><a href="/wiki/Bromoacetylalprenololmenthane" title="Bromoacetylalprenololmenthane">BAAM</a></li> <li><a href="/wiki/Bambuterol" title="Bambuterol">Bambuterol</a></li> <li><a href="/wiki/Befunolol" title="Befunolol">Befunolol</a></li> <li><a href="/wiki/Bitolterol" title="Bitolterol">Bitolterol</a></li> <li><a href="/wiki/Broxaterol" title="Broxaterol">Broxaterol</a></li> <li><a href="/wiki/Buphenine" title="Buphenine">Buphenine</a></li> <li><a href="/wiki/Carbuterol" title="Carbuterol">Carbuterol</a></li> <li><a href="/wiki/Carmoterol" title="Carmoterol">Carmoterol</a></li> <li><a href="/wiki/Cimaterol" title="Cimaterol">Cimaterol</a></li> <li><a href="/wiki/Clenbuterol" title="Clenbuterol">Clenbuterol</a></li> <li><a href="/wiki/Colterol" title="Colterol">Colterol</a></li> <li><a href="/wiki/Corbadrine" title="Corbadrine">Corbadrine</a></li> <li><a href="/wiki/Denopamine" title="Denopamine">Denopamine</a></li> <li><a href="/wiki/Deoxyepinephrine" title="Deoxyepinephrine">Deoxyepinephrine (epinine, <i>N</i>-methyldopamine)</a></li> <li><a href="/wiki/Dipivefrine" title="Dipivefrine">Dipivefrine</a></li> <li><a href="/wiki/Dobutamine" title="Dobutamine">Dobutamine</a></li> <li><a href="/wiki/Dopamine" title="Dopamine">Dopamine</a></li> <li><a href="/wiki/Dopexamine" title="Dopexamine">Dopexamine</a></li> <li><a href="/wiki/Droxidopa" title="Droxidopa">Droxidopa (L-DOPS)</a></li> <li><a href="/wiki/Epinephrine" class="mw-redirect" title="Epinephrine">Epinephrine</a></li> <li><a href="/wiki/Etafedrine" title="Etafedrine">Etafedrine</a></li> <li><a href="/wiki/Etilefrine" title="Etilefrine">Etilefrine</a></li> <li><a href="/wiki/Etilevodopa" title="Etilevodopa">Etilevodopa</a></li> <li><a href="/wiki/Ethylnorepinephrine" title="Ethylnorepinephrine">Ethylnorepinephrine</a></li> <li><a href="/wiki/Eugenodilol" title="Eugenodilol">Eugenodilol</a></li> <li><a href="/wiki/Fenoterol" title="Fenoterol">Fenoterol</a></li> <li><a href="/wiki/Formoterol" title="Formoterol">Formoterol</a></li> <li><a href="/wiki/Hexoprenaline" title="Hexoprenaline">Hexoprenaline</a></li> <li><a href="/wiki/Higenamine" title="Higenamine">Higenamine</a></li> <li><a href="/wiki/Ibopamine" title="Ibopamine">Ibopamine</a></li> <li><a href="/wiki/Indacaterol" title="Indacaterol">Indacaterol</a></li> <li><a href="/wiki/Isoetarine" title="Isoetarine">Isoetarine</a></li> <li><a href="/wiki/Isoprenaline" title="Isoprenaline">Isoprenaline</a></li> <li><a href="/wiki/Isoxsuprine" title="Isoxsuprine">Isoxsuprine</a></li> <li><a href="/wiki/L-DOPA" title="L-DOPA">L-DOPA (levodopa)</a></li> <li><a href="/wiki/Phenylalanine" title="Phenylalanine">L-Phenylalanine</a></li> <li><a href="/wiki/Tyrosine" title="Tyrosine">L-Tyrosine</a></li> <li><a href="/wiki/Levosalbutamol" title="Levosalbutamol">Levosalbutamol</a></li> <li><a href="/wiki/Lubabegron" title="Lubabegron">Lubabegron</a></li> <li><a href="/wiki/Mabuterol" title="Mabuterol">Mabuterol</a></li> <li><a href="/wiki/Melevodopa" title="Melevodopa">Melevodopa</a></li> <li><a href="/wiki/Methoxyphenamine" title="Methoxyphenamine">Methoxyphenamine</a></li> <li><a href="/wiki/Methyldopa" title="Methyldopa">Methyldopa</a></li> <li><a href="/wiki/Mirabegron" title="Mirabegron">Mirabegron</a></li> <li><a href="/wiki/Norepinephrine" title="Norepinephrine">Norepinephrine</a></li> <li><a href="/wiki/Orciprenaline" title="Orciprenaline">Orciprenaline</a></li> <li><a href="/wiki/Oxyfedrine" title="Oxyfedrine">Oxyfedrine</a></li> <li><a href="/wiki/PF-610355" title="PF-610355">PF-610355</a></li> <li><a href="/wiki/Phenylpropanolamine" title="Phenylpropanolamine">Phenylpropanolamine</a></li> <li><a href="/wiki/Pirbuterol" title="Pirbuterol">Pirbuterol</a></li> <li><a href="/wiki/Prenalterol" title="Prenalterol">Prenalterol</a></li> <li><a href="/wiki/Ractopamine" title="Ractopamine">Ractopamine</a></li> <li><a href="/wiki/Procaterol" title="Procaterol">Procaterol</a></li> <li><a href="/wiki/Reproterol" title="Reproterol">Reproterol</a></li> <li><a href="/wiki/Rimiterol" title="Rimiterol">Rimiterol</a></li> <li><a href="/wiki/Ritodrine" title="Ritodrine">Ritodrine</a></li> <li><a href="/wiki/Salbutamol" title="Salbutamol">Salbutamol</a></li> <li><a href="/wiki/Salmeterol" title="Salmeterol">Salmeterol</a></li> <li><a href="/wiki/Solabegron" title="Solabegron">Solabegron</a></li> <li><a href="/wiki/Terbutaline" title="Terbutaline">Terbutaline</a></li> <li><a href="/wiki/Tretoquinol" title="Tretoquinol">Tretoquinol</a></li> <li><a href="/wiki/Tulobuterol" title="Tulobuterol">Tulobuterol</a></li> <li><a href="/wiki/Vibegron" title="Vibegron">Vibegron</a></li> <li><a href="/wiki/Vilanterol" title="Vilanterol">Vilanterol</a></li> <li><a href="/wiki/Xamoterol" title="Xamoterol">Xamoterol</a></li> <li><a href="/wiki/XP21279" class="mw-redirect" title="XP21279">XP21279</a></li> <li><a href="/wiki/Zilpaterol" title="Zilpaterol">Zilpaterol</a></li> <li><a href="/wiki/Zinterol" title="Zinterol">Zinterol</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acebutolol" title="Acebutolol">Acebutolol</a></li> <li><a href="/wiki/Adaprolol" title="Adaprolol">Adaprolol</a></li> <li><a href="/wiki/Adimolol" title="Adimolol">Adimolol</a></li> <li><a href="/wiki/Afurolol" title="Afurolol">Afurolol</a></li> <li><a href="/wiki/Alprenolol" title="Alprenolol">Alprenolol</a></li> <li><a href="/wiki/Alprenoxime" title="Alprenoxime">Alprenoxime</a></li> <li><a href="/wiki/Amosulalol" title="Amosulalol">Amosulalol</a></li> <li><a href="/wiki/Ancarolol" title="Ancarolol">Ancarolol</a></li> <li><a href="/wiki/Arnolol" title="Arnolol">Arnolol</a></li> <li><a href="/wiki/Arotinolol" title="Arotinolol">Arotinolol</a></li> <li><a href="/wiki/Atenolol" title="Atenolol">Atenolol</a></li> <li><a href="/wiki/Befunolol" title="Befunolol">Befunolol</a></li> <li><a href="/wiki/Betaxolol" title="Betaxolol">Betaxolol</a></li> <li><a href="/wiki/Bevantolol" title="Bevantolol">Bevantolol</a></li> <li><a href="/wiki/Bisoprolol" title="Bisoprolol">Bisoprolol</a></li> <li><a href="/wiki/Bopindolol" title="Bopindolol">Bopindolol</a></li> <li><a href="/wiki/Bornaprolol" title="Bornaprolol">Bornaprolol</a></li> <li><a href="/wiki/Brefonalol" title="Brefonalol">Brefonalol</a></li> <li><a href="/wiki/Bucindolol" title="Bucindolol">Bucindolol</a></li> <li><a href="/wiki/Bucumolol" title="Bucumolol">Bucumolol</a></li> <li><a href="/wiki/Bufetolol" title="Bufetolol">Bufetolol</a></li> <li><a href="/wiki/Bufuralol" title="Bufuralol">Bufuralol</a></li> <li><a href="/wiki/Bunitrolol" title="Bunitrolol">Bunitrolol</a></li> <li><a href="/wiki/Bunolol" class="mw-redirect" title="Bunolol">Bunolol</a></li> <li><a href="/wiki/Bupranolol" title="Bupranolol">Bupranolol</a></li> <li><a href="/wiki/Butaxamine" title="Butaxamine">Butaxamine</a></li> <li><a href="/wiki/Butidrine" title="Butidrine">Butidrine</a></li> <li><a href="/wiki/Butofilolol" title="Butofilolol">Butofilolol</a></li> <li><a href="/wiki/Capsinolol" title="Capsinolol">Capsinolol</a></li> <li><a href="/wiki/Carazolol" title="Carazolol">Carazolol</a></li> <li><a href="/wiki/Carpindolol" title="Carpindolol">Carpindolol</a></li> <li><a href="/wiki/Carteolol" title="Carteolol">Carteolol</a></li> <li><a href="/wiki/Carvedilol" title="Carvedilol">Carvedilol</a></li> <li><a href="/wiki/Celiprolol" title="Celiprolol">Celiprolol</a></li> <li><a href="/wiki/Cetamolol" title="Cetamolol">Cetamolol</a></li> <li><a href="/wiki/Cicloprolol" title="Cicloprolol">Cicloprolol</a></li> <li><a href="/wiki/Cinamolol" title="Cinamolol">Cinamolol</a></li> <li><a href="/wiki/Cloranolol" title="Cloranolol">Cloranolol</a></li> <li><a href="/wiki/Cyanopindolol" title="Cyanopindolol">Cyanopindolol</a></li> <li><a href="/wiki/Dalbraminol" title="Dalbraminol">Dalbraminol</a></li> <li><a href="/wiki/Dexpropranolol" class="mw-redirect" title="Dexpropranolol">Dexpropranolol</a></li> <li><a href="/wiki/Diacetolol" title="Diacetolol">Diacetolol</a></li> <li><a href="/wiki/Dichloroisoprenaline" title="Dichloroisoprenaline">Dichloroisoprenaline</a></li> <li><a href="/wiki/Dihydroalprenolol" title="Dihydroalprenolol">Dihydroalprenolol</a></li> <li><a href="/wiki/Dilevalol" class="mw-redirect" title="Dilevalol">Dilevalol</a></li> <li><a href="/wiki/Diprafenone" title="Diprafenone">Diprafenone</a></li> <li><a href="/wiki/Draquinolol" title="Draquinolol">Draquinolol</a></li> <li><a href="/wiki/Ecastolol" title="Ecastolol">Ecastolol</a></li> <li><a href="/wiki/Epanolol" title="Epanolol">Epanolol</a></li> <li><a href="/wiki/Ericolol" title="Ericolol">Ericolol</a></li> <li><a href="/wiki/Ersentilide" title="Ersentilide">Ersentilide</a></li> <li><a href="/wiki/Esatenolol" class="mw-redirect" title="Esatenolol">Esatenolol</a></li> <li><a href="/wiki/Esprolol" class="mw-redirect" title="Esprolol">Esprolol</a></li> <li><a href="/wiki/Eugenodilol" title="Eugenodilol">Eugenodilol</a></li> <li><a href="/wiki/Exaprolol" title="Exaprolol">Exaprolol</a></li> <li><a href="/wiki/Falintolol" title="Falintolol">Falintolol</a></li> <li><a href="/wiki/Flestolol" title="Flestolol">Flestolol</a></li> <li><a href="/wiki/Flusoxolol" title="Flusoxolol">Flusoxolol</a></li> <li><a href="/wiki/Hydroxycarteolol" title="Hydroxycarteolol">Hydroxycarteolol</a></li> <li><a href="/wiki/Hydroxytertatolol" title="Hydroxytertatolol">Hydroxytertatolol</a></li> <li><a href="/wiki/ICI-118,551" title="ICI-118,551">ICI-118,551</a></li> <li><a href="/wiki/Idropranolol" class="mw-redirect" title="Idropranolol">Idropranolol</a></li> <li><a href="/wiki/Indenolol" title="Indenolol">Indenolol</a></li> <li><a href="/wiki/Indopanolol" title="Indopanolol">Indopanolol</a></li> <li><a href="/wiki/Iodocyanopindolol" title="Iodocyanopindolol">Iodocyanopindolol</a></li> <li><a href="/wiki/Iprocrolol" title="Iprocrolol">Iprocrolol</a></li> <li><a href="/wiki/Isoxaprolol" title="Isoxaprolol">Isoxaprolol</a></li> <li><a href="/wiki/Isamoltane" title="Isamoltane">Isamoltane</a></li> <li><a href="/wiki/Labetalol" title="Labetalol">Labetalol</a></li> <li><a href="/wiki/Landiolol" title="Landiolol">Landiolol</a></li> <li><a href="/wiki/Levobetaxolol" title="Levobetaxolol">Levobetaxolol</a></li> <li><a href="/wiki/Levobunolol" title="Levobunolol">Levobunolol</a></li> <li><a href="/wiki/Levomoprolol" title="Levomoprolol">Levomoprolol</a></li> <li><a href="/wiki/Medroxalol" title="Medroxalol">Medroxalol</a></li> <li><a href="/wiki/Mepindolol" title="Mepindolol">Mepindolol</a></li> <li><a href="/wiki/Metipranolol" title="Metipranolol">Metipranolol</a></li> <li><a href="/wiki/Metoprolol" title="Metoprolol">Metoprolol</a></li> <li><a href="/wiki/Moprolol" title="Moprolol">Moprolol</a></li> <li><a href="/wiki/Nadolol" title="Nadolol">Nadolol</a></li> <li><a href="/wiki/Nadoxolol" title="Nadoxolol">Nadoxolol</a></li> <li><a href="/wiki/Nebivolol" title="Nebivolol">Nebivolol</a></li> <li><a href="/wiki/Nifenalol" title="Nifenalol">Nifenalol</a></li> <li><a href="/wiki/Nipradilol" title="Nipradilol">Nipradilol</a></li> <li><a href="/wiki/Oxprenolol" title="Oxprenolol">Oxprenolol</a></li> <li><a href="/wiki/Pacrinolol" title="Pacrinolol">Pacrinolol</a></li> <li><a href="/wiki/Pafenolol" title="Pafenolol">Pafenolol</a></li> <li><a href="/wiki/Pamatolol" title="Pamatolol">Pamatolol</a></li> <li><a href="/wiki/Pargolol" title="Pargolol">Pargolol</a></li> <li><a href="/wiki/Penbutolol" title="Penbutolol">Penbutolol</a></li> <li><a href="/wiki/Pindolol" title="Pindolol">Pindolol</a></li> <li><a href="/wiki/Practolol" title="Practolol">Practolol</a></li> <li><a href="/wiki/Primidolol" title="Primidolol">Primidolol</a></li> <li><a href="/wiki/Procinolol" title="Procinolol">Procinolol</a></li> <li><a href="/wiki/Pronethalol" title="Pronethalol">Pronethalol</a></li> <li><a href="/wiki/Propafenone" title="Propafenone">Propafenone</a></li> <li><a href="/wiki/Propranolol" title="Propranolol">Propranolol</a></li> <li><a href="/wiki/Ridazolol" title="Ridazolol">Ridazolol</a></li> <li><a href="/wiki/Ronactolol" title="Ronactolol">Ronactolol</a></li> <li><a href="/wiki/Soquinolol" title="Soquinolol">Soquinolol</a></li> <li><a href="/wiki/Sotalol" title="Sotalol">Sotalol</a></li> <li><a href="/wiki/Spirendolol" title="Spirendolol">Spirendolol</a></li> <li><a href="/wiki/SR_59230A" title="SR 59230A">SR 59230A</a></li> <li><a href="/wiki/Sulfinalol" title="Sulfinalol">Sulfinalol</a></li> <li><a href="/wiki/Talinolol" title="Talinolol">Talinolol</a></li> <li><a href="/wiki/Tazolol" title="Tazolol">Tazolol</a></li> <li><a href="/wiki/Tertatolol" title="Tertatolol">Tertatolol</a></li> <li><a href="/wiki/Tienoxolol" title="Tienoxolol">Tienoxolol</a></li> <li><a href="/wiki/Tilisolol" title="Tilisolol">Tilisolol</a></li> <li><a href="/wiki/Timolol" title="Timolol">Timolol</a></li> <li><a href="/wiki/Tiprenolol" title="Tiprenolol">Tiprenolol</a></li> <li><a href="/wiki/Tolamolol" title="Tolamolol">Tolamolol</a></li> <li><a href="/wiki/Toliprolol" title="Toliprolol">Toliprolol</a></li> <li><a href="/wiki/Xibenolol" title="Xibenolol">Xibenolol</a></li> <li><a href="/wiki/Xipranolol" title="Xipranolol">Xipranolol</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <ul><li><i><b>See also:</b> <a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></li> <li><i><a href="/wiki/Template:Dopamine_receptor_modulators" title="Template:Dopamine receptor modulators">Dopaminergics</a></i></li> <li><i><a href="/wiki/Template:Serotonin_receptor_modulators" title="Template:Serotonin receptor modulators">Serotonergics</a></i></li> <li><i><a href="/wiki/Template:Monoamine_reuptake_inhibitors" title="Template:Monoamine reuptake inhibitors">Monoamine reuptake inhibitors</a></i></li> <li><i><a href="/wiki/Template:Monoamine_releasing_agents" title="Template:Monoamine releasing agents">Monoamine releasing agents</a></i></li> <li><i><a href="/wiki/Template:Monoamine_metabolism_modulators" title="Template:Monoamine metabolism modulators">Monoamine metabolism modulators</a></i></li> <li><i><a href="/wiki/Template:Monoamine_neurotoxins" title="Template:Monoamine neurotoxins">Monoamine neurotoxins</a></i></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Histamine_receptor_modulators" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Histamine_receptor_modulators" title="Template:Histamine receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Histamine_receptor_modulators" title="Template talk:Histamine receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Histamine_receptor_modulators" title="Special:EditPage/Template:Histamine receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Histamine_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/Histamine_receptor" title="Histamine receptor">Histamine receptor</a> <a href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Histamine_H1_receptor" title="Histamine H1 receptor">H<sub>1</sub></a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/2-Pyridylethylamine" title="2-Pyridylethylamine">2-Pyridylethylamine</a></li> <li><a href="/wiki/Betahistine" title="Betahistine">Betahistine</a></li> <li><a href="/wiki/Histamine" title="Histamine">Histamine</a></li> <li><a href="/wiki/Histamine_trifluoromethyl_toluidide" title="Histamine trifluoromethyl toluidide">HTMT</a></li> <li><a href="/wiki/L-Histidine" class="mw-redirect" title="L-Histidine"><span style="font-size:85%;">L</span>-Histidine</a></li> <li><a href="/wiki/UR-AK49" title="UR-AK49">UR-AK49</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i>First-generation:</i> <a href="/wiki/4-Methyldiphenhydramine" title="4-Methyldiphenhydramine">4-Methyldiphenhydramine</a></li> <li><a href="/wiki/Alimemazine" title="Alimemazine">Alimemazine</a></li> <li><a href="/wiki/Antazoline" title="Antazoline">Antazoline</a></li> <li><a href="/wiki/Azatadine" title="Azatadine">Azatadine</a></li> <li><a href="/wiki/Bamipine" title="Bamipine">Bamipine</a></li> <li><a href="/wiki/Benzatropine" title="Benzatropine">Benzatropine (benztropine)</a></li> <li><a href="/wiki/Bepotastine" title="Bepotastine">Bepotastine</a></li> <li><a href="/wiki/Bromazine" title="Bromazine">Bromazine</a></li> <li><a href="/wiki/Brompheniramine" title="Brompheniramine">Brompheniramine</a></li> <li><a href="/wiki/Buclizine" title="Buclizine">Buclizine</a></li> <li><a href="/wiki/Captodiame" title="Captodiame">Captodiame</a></li> <li><a href="/wiki/Carbinoxamine" title="Carbinoxamine">Carbinoxamine</a></li> <li><a href="/wiki/Chlorcyclizine" title="Chlorcyclizine">Chlorcyclizine</a></li> <li><a href="/wiki/Chloropyramine" title="Chloropyramine">Chloropyramine</a></li> <li><a href="/wiki/Chlorothen" title="Chlorothen">Chlorothen</a></li> <li><a href="/wiki/Chlorphenamine" title="Chlorphenamine">Chlorphenamine</a></li> <li><a href="/wiki/Chlorphenoxamine" title="Chlorphenoxamine">Chlorphenoxamine</a></li> <li><a href="/wiki/Cinnarizine" title="Cinnarizine">Cinnarizine</a></li> <li><a href="/wiki/Clemastine" title="Clemastine">Clemastine</a></li> <li><a href="/wiki/Clobenzepam" title="Clobenzepam">Clobenzepam</a></li> <li><a href="/wiki/Clocinizine" title="Clocinizine">Clocinizine</a></li> <li><a href="/wiki/Cloperastine" title="Cloperastine">Cloperastine</a></li> <li><a href="/wiki/Cyclizine" title="Cyclizine">Cyclizine</a></li> <li><a href="/wiki/Cyproheptadine" title="Cyproheptadine">Cyproheptadine</a></li> <li><a href="/wiki/Dacemazine" title="Dacemazine">Dacemazine</a></li> <li><a href="/w/index.php?title=Decloxizine&action=edit&redlink=1" class="new" title="Decloxizine (page does not exist)">Decloxizine</a></li> <li><a href="/wiki/Deptropine" title="Deptropine">Deptropine</a></li> <li><a href="/wiki/Dexbrompheniramine" title="Dexbrompheniramine">Dexbrompheniramine</a></li> <li><a href="/wiki/Dexchlorpheniramine" title="Dexchlorpheniramine">Dexchlorpheniramine</a></li> <li><a href="/wiki/Dimenhydrinate" title="Dimenhydrinate">Dimenhydrinate</a></li> <li><a href="/wiki/Dimetindene" title="Dimetindene">Dimetindene</a></li> <li><a href="/wiki/Diphenhydramine" title="Diphenhydramine">Diphenhydramine</a></li> <li><a href="/wiki/Diphenylpyraline" title="Diphenylpyraline">Diphenylpyraline</a></li> <li><a href="/wiki/Doxylamine" title="Doxylamine">Doxylamine</a></li> <li><a href="/wiki/Embramine" title="Embramine">Embramine</a></li> <li><a href="/wiki/Etodroxizine" title="Etodroxizine">Etodroxizine</a></li> <li><a href="/wiki/Etybenzatropine" title="Etybenzatropine">Etybenzatropine (ethylbenztropine)</a></li> <li><a href="/wiki/Etymemazine" title="Etymemazine">Etymemazine</a></li> <li><a href="/wiki/Fenethazine" title="Fenethazine">Fenethazine</a></li> <li><a href="/wiki/Flunarizine" title="Flunarizine">Flunarizine</a></li> <li><a href="/wiki/Histapyrrodine" title="Histapyrrodine">Histapyrrodine</a></li> <li><a href="/wiki/Homochlorcyclizine" title="Homochlorcyclizine">Homochlorcyclizine</a></li> <li><a href="/wiki/Hydroxyethylpromethazine" title="Hydroxyethylpromethazine">Hydroxyethylpromethazine</a></li> <li><a href="/wiki/Hydroxyzine" title="Hydroxyzine">Hydroxyzine</a></li> <li><a href="/wiki/Isopromethazine" title="Isopromethazine">Isopromethazine</a></li> <li><a href="/wiki/Isothipendyl" title="Isothipendyl">Isothipendyl</a></li> <li><a href="/wiki/Meclozine" class="mw-redirect" title="Meclozine">Meclozine</a></li> <li><a href="/wiki/Medrylamine" title="Medrylamine">Medrylamine</a></li> <li><a href="/wiki/Mepyramine" title="Mepyramine">Mepyramine (pyrilamine)</a></li> <li><a href="/wiki/Mequitazine" title="Mequitazine">Mequitazine</a></li> <li><a href="/wiki/Methafurylene" title="Methafurylene">Methafurylene</a></li> <li><a href="/wiki/Methapyrilene" title="Methapyrilene">Methapyrilene</a></li> <li><a href="/wiki/Methdilazine" title="Methdilazine">Methdilazine</a></li> <li><a href="/wiki/Moxastine" title="Moxastine">Moxastine</a></li> <li><a href="/wiki/Orphenadrine" title="Orphenadrine">Orphenadrine</a></li> <li><a href="/wiki/Oxatomide" title="Oxatomide">Oxatomide</a></li> <li><a href="/wiki/Oxomemazine" title="Oxomemazine">Oxomemazine</a></li> <li><a href="/wiki/Perlapine" title="Perlapine">Perlapine</a></li> <li><a href="/wiki/Phenindamine" title="Phenindamine">Phenindamine</a></li> <li><a href="/wiki/Pheniramine" title="Pheniramine">Pheniramine</a></li> <li><a href="/wiki/Phenyltoloxamine" title="Phenyltoloxamine">Phenyltoloxamine</a></li> <li><a href="/wiki/Pimethixene" title="Pimethixene">Pimethixene</a></li> <li><a class="mw-selflink selflink">Piperoxan</a></li> <li><a href="/wiki/Pipoxizine" title="Pipoxizine">Pipoxizine</a></li> <li><a href="/wiki/Promethazine" title="Promethazine">Promethazine</a></li> <li><a href="/wiki/Propiomazine" title="Propiomazine">Propiomazine</a></li> <li><a href="/wiki/Pyrrobutamine" title="Pyrrobutamine">Pyrrobutamine</a></li> <li><a href="/wiki/Talastine" title="Talastine">Talastine</a></li> <li><a href="/wiki/Thenalidine" title="Thenalidine">Thenalidine</a></li> <li><a href="/wiki/Thenyldiamine" title="Thenyldiamine">Thenyldiamine</a></li> <li><a href="/wiki/Thiazinamium" class="mw-redirect" title="Thiazinamium">Thiazinamium</a></li> <li><a href="/wiki/Thonzylamine" title="Thonzylamine">Thonzylamine</a></li> <li><a href="/wiki/Tolpropamine" title="Tolpropamine">Tolpropamine</a></li> <li><a href="/wiki/Tripelennamine" title="Tripelennamine">Tripelennamine</a></li> <li><a href="/wiki/Triprolidine" title="Triprolidine">Triprolidine</a></li></ul> <ul><li><i>Second/third-generation:</i> <a href="/wiki/Acrivastine" title="Acrivastine">Acrivastine</a></li> <li><a href="/w/index.php?title=Alinastine&action=edit&redlink=1" class="new" title="Alinastine (page does not exist)">Alinastine</a></li> <li><a href="/wiki/Astemizole" title="Astemizole">Astemizole</a></li> <li><a href="/wiki/Azelastine" title="Azelastine">Azelastine</a></li> <li><a href="/w/index.php?title=Bamirastine&action=edit&redlink=1" class="new" title="Bamirastine (page does not exist)">Bamirastine</a></li> <li><a href="/w/index.php?title=Barmastine&action=edit&redlink=1" class="new" title="Barmastine (page does not exist)">Barmastine</a></li> <li><a href="/w/index.php?title=Bepiastine&action=edit&redlink=1" class="new" title="Bepiastine (page does not exist)">Bepiastine</a></li> <li><a href="/wiki/Bepotastine" title="Bepotastine">Bepotastine</a></li> <li><a href="/wiki/Bilastine" title="Bilastine">Bilastine</a></li> <li><a href="/w/index.php?title=Cabastinen&action=edit&redlink=1" class="new" title="Cabastinen (page does not exist)">Cabastinen</a></li> <li><a href="/w/index.php?title=Carebastine&action=edit&redlink=1" class="new" title="Carebastine (page does not exist)">Carebastine</a></li> <li><a href="/wiki/Cetirizine" title="Cetirizine">Cetirizine</a></li> <li><a href="/wiki/Clemastine" title="Clemastine">Clemastine</a></li> <li><a href="/wiki/Clemizole" title="Clemizole">Clemizole</a></li> <li><a href="/wiki/Clobenztropine" title="Clobenztropine">Clobenztropine</a></li> <li><a href="/wiki/Desloratadine" title="Desloratadine">Desloratadine</a></li> <li><a href="/w/index.php?title=Dorastine&action=edit&redlink=1" class="new" title="Dorastine (page does not exist)">Dorastine</a></li> <li><a href="/wiki/Ebastine" title="Ebastine">Ebastine</a></li> <li><a href="/w/index.php?title=Efletirizine&action=edit&redlink=1" class="new" title="Efletirizine (page does not exist)">Efletirizine</a></li> <li><a href="/wiki/Emedastine" title="Emedastine">Emedastine</a></li> <li><a href="/wiki/Epinastine" title="Epinastine">Epinastine</a></li> <li><a href="/wiki/Fexofenadine" title="Fexofenadine">Fexofenadine</a></li> <li><a href="/w/index.php?title=Flezelastine&action=edit&redlink=1" class="new" title="Flezelastine (page does not exist)">Flezelastine</a></li> <li><a href="/wiki/Ketotifen" title="Ketotifen">Ketotifen</a></li> <li><a href="/wiki/Latrepirdine" title="Latrepirdine">Latrepirdine</a></li> <li><a href="/wiki/Levocabastine" title="Levocabastine">Levocabastine</a></li> <li><a href="/wiki/Levocetirizine" title="Levocetirizine">Levocetirizine</a></li> <li><a href="/w/index.php?title=Linetastine&action=edit&redlink=1" class="new" title="Linetastine (page does not exist)">Linetastine</a></li> <li><a href="/wiki/Loratadine" title="Loratadine">Loratadine</a></li> <li><a href="/w/index.php?title=Mapinastine&action=edit&redlink=1" class="new" title="Mapinastine (page does not exist)">Mapinastine</a></li> <li><a href="/wiki/Mebhydrolin" title="Mebhydrolin">Mebhydrolin</a></li> <li><a href="/wiki/Mizolastine" title="Mizolastine">Mizolastine</a></li> <li><a href="/wiki/Moxastine" title="Moxastine">Moxastine</a></li> <li><a href="/w/index.php?title=Noberastine&action=edit&redlink=1" class="new" title="Noberastine (page does not exist)">Noberastine</a></li> <li><a href="/w/index.php?title=Octastine&action=edit&redlink=1" class="new" title="Octastine (page does not exist)">Octastine</a></li> <li><a href="/wiki/Olopatadine" title="Olopatadine">Olopatadine</a></li> <li><a href="/w/index.php?title=Perastine&action=edit&redlink=1" class="new" title="Perastine (page does not exist)">Perastine</a></li> <li><a href="/w/index.php?title=Pibaxizine&action=edit&redlink=1" class="new" title="Pibaxizine (page does not exist)">Pibaxizine</a></li> <li><a href="/w/index.php?title=Piclopastine&action=edit&redlink=1" class="new" title="Piclopastine (page does not exist)">Piclopastine</a></li> <li><a href="/wiki/Quifenadine" title="Quifenadine">Quifenadine (phencarol)</a></li> <li><a href="/w/index.php?title=Rocastine&action=edit&redlink=1" class="new" title="Rocastine (page does not exist)">Rocastine</a></li> <li><a href="/wiki/Rupatadine" title="Rupatadine">Rupatadine</a></li> <li><a href="/wiki/Setastine" title="Setastine">Setastine</a></li> <li><a href="/w/index.php?title=Sequifenadine&action=edit&redlink=1" class="new" title="Sequifenadine (page does not exist)">Sequifenadine (bicarphen)</a></li> <li><a href="/wiki/Talastine" title="Talastine">Talastine</a></li> <li><a href="/w/index.php?title=Temelastine&action=edit&redlink=1" class="new" title="Temelastine (page does not exist)">Temelastine</a></li> <li><a href="/wiki/Terfenadine" title="Terfenadine">Terfenadine</a></li> <li><a href="/w/index.php?title=Vapitadine&action=edit&redlink=1" class="new" title="Vapitadine (page does not exist)">Vapitadine</a></li> <li><a href="/w/index.php?title=Zepastine&action=edit&redlink=1" class="new" title="Zepastine (page does not exist)">Zepastine</a></li></ul> <ul><li><i>Others:</i> <a href="/wiki/Atypical_antipsychotic" title="Atypical antipsychotic">Atypical antipsychotics</a> (e.g., <a href="/wiki/Aripiprazole" title="Aripiprazole">aripiprazole</a>, <a href="/wiki/Asenapine" title="Asenapine">asenapine</a>, <a href="/wiki/Brexpiprazole" title="Brexpiprazole">brexpiprazole</a>, <a href="/wiki/Brilaroxazine" title="Brilaroxazine">brilaroxazine</a>, <a href="/wiki/Clozapine" title="Clozapine">clozapine</a>, <a href="/wiki/Iloperidone" title="Iloperidone">iloperidone</a>, <a href="/wiki/Olanzapine" title="Olanzapine">olanzapine</a>, <a href="/wiki/Paliperidone" title="Paliperidone">paliperidone</a>, <a href="/wiki/Quetiapine" title="Quetiapine">quetiapine</a>, <a href="/wiki/Risperidone" title="Risperidone">risperidone</a>, <a href="/wiki/Ziprasidone" title="Ziprasidone">ziprasidone</a>, <a href="/wiki/Zotepine" title="Zotepine">zotepine</a>)</li> <li><a href="/wiki/Phenylpiperazine" title="Phenylpiperazine">Phenylpiperazine</a> <a href="/wiki/Antidepressant" title="Antidepressant">antidepressants</a> (e.g., <a href="/wiki/Hydroxynefazodone" title="Hydroxynefazodone">hydroxynefazodone</a>, <a href="/wiki/Nefazodone" title="Nefazodone">nefazodone</a>, <a href="/wiki/Trazodone" title="Trazodone">trazodone</a>, <a href="/wiki/Triazoledione" title="Triazoledione">triazoledione</a>)</li> <li><a href="/wiki/Tetracyclic_antidepressant" title="Tetracyclic antidepressant">Tetracyclic antidepressants</a> (e.g., <a href="/wiki/Amoxapine" title="Amoxapine">amoxapine</a>, <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>, <a href="/wiki/Maprotiline" title="Maprotiline">maprotiline</a>, <a href="/wiki/Mianserin" title="Mianserin">mianserin</a>, <a href="/wiki/Mirtazapine" title="Mirtazapine">mirtazapine</a>, <a href="/wiki/Oxaprotiline" title="Oxaprotiline">oxaprotiline</a>)</li> <li><a href="/wiki/Tricyclic_antidepressant" title="Tricyclic antidepressant">Tricyclic antidepressants</a> (e.g., <a href="/wiki/Amitriptyline" title="Amitriptyline">amitriptyline</a>, <a href="/wiki/Butriptyline" title="Butriptyline">butriptyline</a>, <a href="/wiki/Clomipramine" title="Clomipramine">clomipramine</a>, <a href="/wiki/Desipramine" title="Desipramine">desipramine</a>, <a href="/wiki/Dosulepin" title="Dosulepin">dosulepin (dothiepin)</a>, <a href="/wiki/Doxepin" title="Doxepin">doxepin</a>, <a href="/wiki/Imipramine" title="Imipramine">imipramine</a>, <a href="/wiki/Iprindole" title="Iprindole">iprindole</a>, <a href="/wiki/Lofepramine" title="Lofepramine">lofepramine</a>, <a href="/wiki/Nortriptyline" title="Nortriptyline">nortriptyline</a>, <a href="/wiki/Protriptyline" title="Protriptyline">protriptyline</a>, <a href="/wiki/Trimipramine" title="Trimipramine">trimipramine</a>)</li> <li><a href="/wiki/Typical_antipsychotic" title="Typical antipsychotic">Typical antipsychotics</a> (e.g., <a href="/wiki/Chlorpromazine" title="Chlorpromazine">chlorpromazine</a>, <a href="/wiki/Flupenthixol" class="mw-redirect" title="Flupenthixol">flupenthixol</a>, <a href="/wiki/Fluphenazine" title="Fluphenazine">fluphenazine</a>, <a href="/wiki/Loxapine" title="Loxapine">loxapine</a>, <a href="/wiki/Perphenazine" title="Perphenazine">perphenazine</a>, <a href="/wiki/Prochlorperazine" title="Prochlorperazine">prochlorperazine</a>, <a href="/wiki/Thioridazine" title="Thioridazine">thioridazine</a>, <a href="/wiki/Thiothixene" class="mw-redirect" title="Thiothixene">thiothixene</a>)</li></ul> <ul><li><i>Unknown/unsorted:</i> <a href="/w/index.php?title=Azanator&action=edit&redlink=1" class="new" title="Azanator (page does not exist)">Azanator</a></li> <li><a href="/w/index.php?title=Belarizine&action=edit&redlink=1" class="new" title="Belarizine (page does not exist)">Belarizine</a></li> <li><a href="/w/index.php?title=Elbanizine&action=edit&redlink=1" class="new" title="Elbanizine (page does not exist)">Elbanizine</a></li> <li><a href="/w/index.php?title=Flotrenizine&action=edit&redlink=1" class="new" title="Flotrenizine (page does not exist)">Flotrenizine</a></li> <li><a href="/w/index.php?title=GSK1004723&action=edit&redlink=1" class="new" title="GSK1004723 (page does not exist)">GSK1004723</a></li> <li><a href="/w/index.php?title=Napactadine&action=edit&redlink=1" class="new" title="Napactadine (page does not exist)">Napactadine</a></li> <li><a href="/w/index.php?title=Tagorizine&action=edit&redlink=1" class="new" title="Tagorizine (page does not exist)">Tagorizine</a></li> <li><a href="/w/index.php?title=Trelnarizine&action=edit&redlink=1" class="new" title="Trelnarizine (page does not exist)">Trelnarizine</a></li> <li><a href="/w/index.php?title=Trenizine&action=edit&redlink=1" class="new" title="Trenizine (page does not exist)">Trenizine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Histamine_H2_receptor" title="Histamine H2 receptor">H<sub>2</sub></a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amthamine" title="Amthamine">Amthamine</a></li> <li><a href="/wiki/Betazole" title="Betazole">Betazole</a></li> <li><a href="/wiki/Dimaprit" title="Dimaprit">Dimaprit</a></li> <li><a href="/wiki/Histamine" title="Histamine">Histamine</a></li> <li><a href="/wiki/Histamine_trifluoromethyl_toluidide" title="Histamine trifluoromethyl toluidide">HTMT</a></li> <li><a href="/wiki/Impromidine" title="Impromidine">Impromidine</a></li> <li><a href="/wiki/L-Histidine" class="mw-redirect" title="L-Histidine"><span style="font-size:85%;">L</span>-Histidine</a></li> <li><a href="/wiki/UR-AK49" title="UR-AK49">UR-AK49</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Bisfentidine&action=edit&redlink=1" class="new" title="Bisfentidine (page does not exist)">Bisfentidine</a></li> <li><a href="/wiki/Burimamide" title="Burimamide">Burimamide</a></li> <li><a href="/wiki/Cimetidine" title="Cimetidine">Cimetidine</a></li> <li><a href="/w/index.php?title=Dalcotidine&action=edit&redlink=1" class="new" title="Dalcotidine (page does not exist)">Dalcotidine</a></li> <li><a href="/w/index.php?title=Donetidine&action=edit&redlink=1" class="new" title="Donetidine (page does not exist)">Donetidine</a></li> <li><a href="/wiki/Ebrotidine" title="Ebrotidine">Ebrotidine</a></li> <li><a href="/w/index.php?title=Etintidine&action=edit&redlink=1" class="new" title="Etintidine (page does not exist)">Etintidine</a></li> <li><a href="/wiki/Famotidine" title="Famotidine">Famotidine</a></li> <li><a href="/w/index.php?title=Isolamtidine&action=edit&redlink=1" class="new" title="Isolamtidine (page does not exist)">Isolamtidine</a></li> <li><a href="/wiki/Lafutidine" title="Lafutidine">Lafutidine</a></li> <li><a href="/w/index.php?title=Lamtidine&action=edit&redlink=1" class="new" title="Lamtidine (page does not exist)">Lamtidine</a></li> <li><a href="/wiki/Lavoltidine" title="Lavoltidine">Lavoltidine (loxtidine)</a></li> <li><a href="/wiki/Lupitidine" title="Lupitidine">Lupitidine</a></li> <li><a href="/wiki/Metiamide" title="Metiamide">Metiamide</a></li> <li><a href="/w/index.php?title=Mifentidine&action=edit&redlink=1" class="new" title="Mifentidine (page does not exist)">Mifentidine</a></li> <li><a href="/wiki/Niperotidine" title="Niperotidine">Niperotidine</a></li> <li><a href="/wiki/Nizatidine" title="Nizatidine">Nizatidine</a></li> <li><a href="/w/index.php?title=Osutidine&action=edit&redlink=1" class="new" title="Osutidine (page does not exist)">Osutidine</a></li> <li><a href="/wiki/Oxmetidine" title="Oxmetidine">Oxmetidine</a></li> <li><a href="/w/index.php?title=Pibutidine&action=edit&redlink=1" class="new" title="Pibutidine (page does not exist)">Pibutidine</a></li> <li><a href="/w/index.php?title=Quisultazine&action=edit&redlink=1" class="new" title="Quisultazine (page does not exist)">Quisultazine (quisultidine)</a></li> <li><a href="/w/index.php?title=Ramixotidine&action=edit&redlink=1" class="new" title="Ramixotidine (page does not exist)">Ramixotidine</a></li> <li><a href="/wiki/Ranitidine" title="Ranitidine">Ranitidine</a></li> <li><a href="/wiki/Roxatidine" class="mw-redirect" title="Roxatidine">Roxatidine</a></li> <li><a href="/wiki/Sufotidine" title="Sufotidine">Sufotidine</a></li> <li><a href="/w/index.php?title=Tiotidine&action=edit&redlink=1" class="new" title="Tiotidine (page does not exist)">Tiotidine</a></li> <li><a href="/w/index.php?title=Tuvatidine&action=edit&redlink=1" class="new" title="Tuvatidine (page does not exist)">Tuvatidine</a></li> <li><a href="/w/index.php?title=Venritidine&action=edit&redlink=1" class="new" title="Venritidine (page does not exist)">Venritidine</a></li> <li><a href="/w/index.php?title=Xaltidine&action=edit&redlink=1" class="new" title="Xaltidine (page does not exist)">Xaltidine</a></li> <li><a href="/wiki/Zolantidine" title="Zolantidine">Zolantidine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Histamine_H3_receptor" title="Histamine H3 receptor">H<sub>3</sub></a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Alpha-Methylhistamine" class="mw-redirect" title="Alpha-Methylhistamine">α-Methylhistamine</a></li> <li><a href="/wiki/Cipralisant" title="Cipralisant">Cipralisant</a></li> <li><a href="/wiki/Histamine" title="Histamine">Histamine</a></li> <li><a href="/wiki/Imetit" title="Imetit">Imetit</a></li> <li><a href="/wiki/Immepip" title="Immepip">Immepip</a></li> <li><a href="/wiki/Immethridine" title="Immethridine">Immethridine</a></li> <li><a href="/wiki/L-Histidine" class="mw-redirect" title="L-Histidine"><span style="font-size:85%;">L</span>-Histidine</a></li> <li><a href="/wiki/Methimepip" title="Methimepip">Methimepip</a></li> <li><a href="/wiki/Proxyfan" title="Proxyfan">Proxyfan</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/A-349821" title="A-349821">A-349821</a></li> <li><a href="/wiki/A-423579" title="A-423579">A-423579</a></li> <li><a href="/wiki/ABT-239" title="ABT-239">ABT-239</a></li> <li><a href="/w/index.php?title=ABT-652&action=edit&redlink=1" class="new" title="ABT-652 (page does not exist)">ABT-652</a></li> <li><a href="/w/index.php?title=AZD5213&action=edit&redlink=1" class="new" title="AZD5213 (page does not exist)">AZD5213</a></li> <li><a href="/w/index.php?title=Bavisant&action=edit&redlink=1" class="new" title="Bavisant (page does not exist)">Bavisant</a></li> <li><a href="/wiki/Betahistine" title="Betahistine">Betahistine</a></li> <li><a href="/wiki/Burimamide" title="Burimamide">Burimamide</a></li> <li><a href="/wiki/Ciproxifan" title="Ciproxifan">Ciproxifan</a></li> <li><a href="/wiki/Clobenpropit" title="Clobenpropit">Clobenpropit</a></li> <li><a href="/wiki/Conessine" title="Conessine">Conessine</a></li> <li><a href="/w/index.php?title=Enerisant&action=edit&redlink=1" class="new" title="Enerisant (page does not exist)">Enerisant</a></li> <li><a href="/wiki/GSK-189254" title="GSK-189254">GSK-189254</a></li> <li><a href="/wiki/Impentamine" title="Impentamine">Impentamine</a></li> <li><a href="/wiki/Iodophenpropit" title="Iodophenpropit">Iodophenpropit</a></li> <li><a href="/w/index.php?title=Irdabisant&action=edit&redlink=1" class="new" title="Irdabisant (page does not exist)">Irdabisant</a></li> <li><a href="/wiki/JNJ-5207852" title="JNJ-5207852">JNJ-5207852</a></li> <li><a href="/wiki/NNC_38-1049" title="NNC 38-1049">NNC 38-1049</a></li> <li><a href="/wiki/PF-03654746" title="PF-03654746">PF-03654746</a></li> <li><a href="/wiki/Pitolisant" title="Pitolisant">Pitolisant</a></li> <li><a href="/wiki/SCH-79687" title="SCH-79687">SCH-79687</a></li> <li><a href="/wiki/Thioperamide" title="Thioperamide">Thioperamide</a></li> <li><a href="/wiki/VUF-5681" title="VUF-5681">VUF-5681</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align: center;"><a href="/wiki/Histamine_H4_receptor" title="Histamine H4 receptor">H<sub>4</sub></a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%">Agonists</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/4-Methylhistamine" title="4-Methylhistamine">4-Methylhistamine</a></li> <li><a href="/wiki/Alpha-Methylhistamine" class="mw-redirect" title="Alpha-Methylhistamine">α-Methylhistamine</a></li> <li><a href="/wiki/Histamine" title="Histamine">Histamine</a></li> <li><a href="/wiki/L-Histidine" class="mw-redirect" title="L-Histidine"><span style="font-size:85%;">L</span>-Histidine</a></li> <li><a href="/wiki/OUP-16" title="OUP-16">OUP-16</a></li> <li><a href="/wiki/VUF-8430" title="VUF-8430">VUF-8430</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Antagonists</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/JNJ-7777120" title="JNJ-7777120">JNJ-7777120</a></li> <li><a href="/wiki/Mianserin" title="Mianserin">Mianserin</a></li> <li><a href="/w/index.php?title=Seliforant&action=edit&redlink=1" class="new" title="Seliforant (page does not exist)">Seliforant</a></li> <li><a href="/wiki/Thioperamide" title="Thioperamide">Thioperamide</a></li> <li><a href="/wiki/Toreforant" title="Toreforant">Toreforant</a></li> <li><a href="/wiki/VUF-6002" title="VUF-6002">VUF-6002</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <dl><dt>See also</dt> <dd><a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></dd> <dd><a href="/wiki/Template:Monoamine_metabolism_modulators" title="Template:Monoamine metabolism modulators">Monoamine metabolism modulators</a></dd> <dd><a href="/wiki/Template:Monoamine_reuptake_inhibitors" title="Template:Monoamine reuptake inhibitors">Monoamine reuptake inhibitors</a></dd></dl> </div></td></tr></tbody></table></div> <!-- NewPP limit report Parsed by mw‐web.eqiad.main‐5dc468848‐tghds Cached time: 20241122175833 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1] CPU time usage: 0.719 seconds Real time usage: 0.985 seconds Preprocessor visited node count: 4886/1000000 Post‐expand include size: 163333/2097152 bytes Template argument size: 2769/2097152 bytes Highest expansion depth: 19/100 Expensive parser function count: 2/500 Unstrip recursion depth: 1/20 Unstrip post‐expand size: 54209/5000000 bytes Lua time usage: 0.373/10.000 seconds Lua memory usage: 7168309/52428800 bytes Number of Wikibase entities loaded: 1/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 795.676 1 -total 40.06% 318.749 1 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