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Available in 18 languages" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-18" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">18 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%A8%D8%B1%D9%88%D8%B3%D8%AA%D8%A7%D8%BA%D9%84%D8%A7%D9%86%D8%AF%D9%8A%D9%86_E1" title="بروستاغلاندين E1 – Arabic" lang="ar" hreflang="ar" data-title="بروستاغلاندين E1" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-cy mw-list-item"><a href="https://cy.wikipedia.org/wiki/Prostaglandin_E1" title="Prostaglandin E1 – Welsh" lang="cy" hreflang="cy" data-title="Prostaglandin E1" data-language-autonym="Cymraeg" data-language-local-name="Welsh" class="interlanguage-link-target"><span>Cymraeg</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Prostaglandin_E1" title="Prostaglandin E1 – German" lang="de" hreflang="de" data-title="Prostaglandin E1" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Alprostadil" title="Alprostadil – Spanish" lang="es" hreflang="es" data-title="Alprostadil" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%BE%D8%B1%D9%88%D8%B3%D8%AA%D8%A7%DA%AF%D9%84%D8%A7%D9%86%D8%AF%DB%8C%D9%86_E1" title="پروستاگلاندین E1 – Persian" lang="fa" hreflang="fa" data-title="پروستاگلاندین E1" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Prostaglandine_E1" title="Prostaglandine E1 – French" lang="fr" hreflang="fr" data-title="Prostaglandine E1" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D5%8A%D6%80%D5%B8%D5%BD%D5%BF%D5%A1%D5%A3%D5%AC%D5%A1%D5%B6%D5%A4%D5%AB%D5%B6_E1" title="Պրոստագլանդին E1 – Armenian" lang="hy" hreflang="hy" data-title="Պրոստագլանդին E1" data-language-autonym="Հայերեն" data-language-local-name="Armenian" class="interlanguage-link-target"><span>Հայերեն</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Alprostandil" title="Alprostandil – Croatian" lang="hr" hreflang="hr" data-title="Alprostandil" data-language-autonym="Hrvatski" data-language-local-name="Croatian" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Prostaglandina_E1" title="Prostaglandina E1 – Italian" lang="it" hreflang="it" data-title="Prostaglandina E1" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-or mw-list-item"><a href="https://or.wikipedia.org/wiki/%E0%AC%AA%E0%AD%8D%E0%AC%B0%E0%AD%8B%E0%AC%B8%E0%AD%8D%E0%AC%9F%E0%AC%BE%E0%AC%97%E0%AD%8D%E0%AC%B2%E0%AC%BE%E0%AC%A3%E0%AD%8D%E0%AC%A1%E0%AC%BF%E0%AC%A8_%E0%AC%87%E0%AD%A7" title="ପ୍ରୋସ୍ଟାଗ୍ଲାଣ୍ଡିନ ଇ୧ – Odia" lang="or" hreflang="or" data-title="ପ୍ରୋସ୍ଟାଗ୍ଲାଣ୍ଡିନ ଇ୧" data-language-autonym="ଓଡ଼ିଆ" data-language-local-name="Odia" class="interlanguage-link-target"><span>ଓଡ଼ିଆ</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Alprostadyl" title="Alprostadyl – Polish" lang="pl" hreflang="pl" data-title="Alprostadyl" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Alprostadil" title="Alprostadil – Portuguese" lang="pt" hreflang="pt" data-title="Alprostadil" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Alprostadil" title="Alprostadil – Romanian" lang="ro" hreflang="ro" data-title="Alprostadil" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%90%D0%BB%D0%BF%D1%80%D0%BE%D1%81%D1%82%D0%B0%D0%B4%D0%B8%D0%BB" title="Алпростадил – Russian" lang="ru" hreflang="ru" data-title="Алпростадил" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Prostaglandin_E1" title="Prostaglandin E1 – Serbian" lang="sr" hreflang="sr" data-title="Prostaglandin E1" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Prostaglandin_E1" title="Prostaglandin E1 – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Prostaglandin E1" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Prostaglandin_E1" title="Prostaglandin E1 – Vietnamese" lang="vi" hreflang="vi" data-title="Prostaglandin E1" data-language-autonym="Tiếng Việt" data-language-local-name="Vietnamese" class="interlanguage-link-target"><span>Tiếng Việt</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a 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id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p class="mw-empty-elt"> </p> <div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Pharmaceutical compound</div> <style data-mw-deduplicate="TemplateStyles:r1269284339">@media screen{html.skin-theme-clientpref-night .mw-parser-output .dark_mode_safe img{background-color:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .dark_mode_safe img{background-color:var(--background-color-inverted,#f8f9fa)}}</style> <style data-mw-deduplicate="TemplateStyles:r1257001546">.mw-parser-output .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): Prostaglandin E1">Prostaglandin E1</span></caption><tbody><tr><td colspan="2" class="infobox-image"><span class="mw-default-size skin-invert-image" typeof="mw:File/Frameless"><a href="/wiki/File:Alprostadil.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/59/Alprostadil.svg/220px-Alprostadil.svg.png" decoding="async" width="220" height="107" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/59/Alprostadil.svg/330px-Alprostadil.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/59/Alprostadil.svg/440px-Alprostadil.svg.png 2x" data-file-width="512" data-file-height="248" /></a></span></td></tr><tr><td colspan="2" class="infobox-image"><span class="mw-default-size bg-transparent" typeof="mw:File/Frameless"><a href="/wiki/File:Prostaglandin-E1-from-xtal-3D-bs-17.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f1/Prostaglandin-E1-from-xtal-3D-bs-17.png/250px-Prostaglandin-E1-from-xtal-3D-bs-17.png" decoding="async" width="220" height="157" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f1/Prostaglandin-E1-from-xtal-3D-bs-17.png/330px-Prostaglandin-E1-from-xtal-3D-bs-17.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f1/Prostaglandin-E1-from-xtal-3D-bs-17.png/500px-Prostaglandin-E1-from-xtal-3D-bs-17.png 2x" data-file-width="2794" data-file-height="2000" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Clinical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_nomenclature#Trade_names" title="Drug nomenclature">Trade names</a></th><td class="infobox-data">Caverject, Muse, others</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/American_Society_of_Health-System_Pharmacists" title="American Society of Health-System Pharmacists">AHFS</a>/<a href="/wiki/Drugs.com" title="Drugs.com">Drugs.com</a></th><td class="infobox-data"><span title="www.drugs.com"><a rel="nofollow" class="external text" href="https://www.drugs.com/monograph/alprostadil.html">Monograph</a></span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/MedlinePlus" title="MedlinePlus">MedlinePlus</a></th><td class="infobox-data"><span title="medlineplus.gov"><a rel="nofollow" class="external text" href="https://medlineplus.gov/druginfo/meds/a695022.html">a695022</a></span></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">License data</a></th><td class="infobox-data"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"> <ul><li><small><abbr class="country-name" title="United States">US</abbr></small> <a href="/wiki/DailyMed" title="DailyMed">DailyMed</a>: <span title="dailymed.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://dailymed.nlm.nih.gov/dailymed/search.cfm?labeltype=all&query=Alprostadil">Alprostadil</a></span></li></ul></div> </td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Route_of_administration" title="Route of administration">Routes of<br />administration</a></th><td class="infobox-data"><a href="/wiki/Intravenous" class="mw-redirect" title="Intravenous">Intravenous</a>, <a href="/wiki/Intracavernous_injection" title="Intracavernous injection">intracavernous</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><a href="/wiki/ATC_code_C01" title="ATC code C01">C01EA01</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=C01EA01">WHO</a></span>) <a href="/wiki/ATC_code_G04" title="ATC code G04">G04BE01</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=G04BE01">WHO</a></span>)</li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Legal status</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">Legal status</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"> <ul><li><small><abbr class="country-name" title="Canada">CA</abbr></small>: <a href="/wiki/Prescription_drug" title="Prescription drug"> ℞-only</a></li> <li><small><abbr class="country-name" title="United Kingdom">UK</abbr>:</small> <a href="/wiki/Prescription_drug" title="Prescription drug">POM</a> (Prescription only)</li> <li><small><abbr class="country-name" title="United States">US</abbr>:</small> <a href="/wiki/Boxed_warning" title="Boxed warning"><span style="border:thin solid black;">WARNING</span></a><sup id="cite_ref-FDA-AllBoxedWarnings_1-0" class="reference"><a href="#cite_note-FDA-AllBoxedWarnings-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>Rx-only</li></ul></div> </td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Identifiers</th></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/IUPAC_nomenclature_of_chemistry" title="IUPAC nomenclature of chemistry">IUPAC name</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all; text-align:left; padding-left:1.5em; text-indent:-1.5em;"><li style="line-height: inherit; margin: 0"><div style="font-size: 97%;">7-[(1<i>R</i>,3<i>R</i>)-3-hydroxy-2-[(1<i>E</i>,3<i>S</i>)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid</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=745-65-3">745-65-3</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/PubChem#CID" title="PubChem">PubChem</a> <span style="font-weight:normal"><abbr title="Compound ID">CID</abbr></span></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/5280723">5280723</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Guide_to_Pharmacology" title="Guide to Pharmacology">IUPHAR/BPS</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.guidetopharmacology.org"><a rel="nofollow" class="external text" href="https://www.guidetopharmacology.org/GRAC/LigandDisplayForward?ligandId=1882">1882</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/DrugBank" title="DrugBank">DrugBank</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.drugbank.ca"><a rel="nofollow" class="external text" href="https://www.drugbank.ca/drugs/DB00770">DB00770</a></span><sup> <span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></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.4444306.html">4444306</a></span><sup> <span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></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/F5TD010360">F5TD010360</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/KEGG" title="KEGG">KEGG</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.kegg.jp"><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/C04741">C04741</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEBI" title="ChEBI">ChEBI</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/chebi/searchId.do?chebiId=CHEBI:15544">CHEBI:15544</a></span><sup> <span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ChEMBL" title="ChEMBL">ChEMBL</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembl/explore/compound/ChEMBL495">ChEMBL495</a></span><sup> <span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></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/DTXSID9022578">DTXSID9022578</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q579348#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a></th><td class="infobox-data"><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.010.925">100.010.925</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q579348#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Chemical and physical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chemical_formula" title="Chemical formula">Formula</a></th><td class="infobox-data"><span title="Carbon">C</span><sub>20</sub><span title="Hydrogen">H</span><sub>34</sub><span title="Oxygen">O</span><sub>5</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="7002354487000000000♠"></span>354.487</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=CCCCC%5BC%40%40H%5D%28%2FC%3DC%2F%5BC%40H%5D1%5BC%40%40H%5D%28CC%28%3DO%29%5BC%40%40H%5D1CCCCCCC%28%3DO%29O%29O%29O">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%;">CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O)O</div></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1<sup> <span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></div></li><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">Key:GMVPRGQOIOIIMI-DWKJAMRDSA-N<sup> <span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup></div></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-below"><style data-mw-deduplicate="TemplateStyles:r886047488">.mw-parser-output .nobold{font-weight:normal}</style><span class="nobold"> <sup><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup> <a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">(what is this?)</a></span><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r886047488" /><span class="nobold">  <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=388126663&page2=Prostaglandin+E1">(verify)</a></span></span></td></tr></tbody></table> <p><b>Prostaglandin E<sub>1</sub></b> (<b>PGE<sub>1</sub></b>) is a naturally occurring <a href="/wiki/Prostaglandin" title="Prostaglandin">prostaglandin</a> with various medical uses. <b>Alprostadil</b> and <b><a href="/wiki/Misoprostol" title="Misoprostol">misoprostol</a></b> are synthetic forms of prostaglandin E1 used as medications. <a href="/wiki/Lubiprostone" title="Lubiprostone">Lubiprostone</a>, a derivative of prostaglandin E1, is also used as a medication.<sup id="cite_ref-AHFS2017_2-0" class="reference"><a href="#cite_note-AHFS2017-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-hew_3-0" class="reference"><a href="#cite_note-hew-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> Prostaglandin E<sub>1</sub> is a <a href="/wiki/Vasodilator" class="mw-redirect" title="Vasodilator">vasodilator</a>. It has various effects in the body that include opening <a href="/wiki/Blood_vessels" class="mw-redirect" title="Blood vessels">blood vessels</a>, relaxing <a href="/wiki/Smooth_muscle" title="Smooth muscle">smooth muscle</a>, inhibiting clotting, and causing <a href="/wiki/Uterine_contraction" title="Uterine contraction">uterine contractions</a>.<sup id="cite_ref-AHFS2017_2-1" class="reference"><a href="#cite_note-AHFS2017-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-No2010_4-0" class="reference"><a href="#cite_note-No2010-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p><p>In infants with certain <a href="/wiki/Congenital_heart_defects" class="mw-redirect" title="Congenital heart defects">congenital heart defects</a>, alprostadil is delivered by <a href="/wiki/Intravenous_infusion" class="mw-redirect" title="Intravenous infusion">slow injection into a vein</a> to maintain a <a href="/wiki/Patent_ductus_arteriosus" title="Patent ductus arteriosus">patent ductus arteriosus</a> until surgery can be carried out.<sup id="cite_ref-No2010_4-1" class="reference"><a href="#cite_note-No2010-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> By injection into the <a href="/wiki/Penis" title="Penis">penis</a> or placement in the <a href="/wiki/Urethra" title="Urethra">urethra</a>, alprostadil is used to treat <a href="/wiki/Erectile_dysfunction" title="Erectile dysfunction">erectile dysfunction</a>.<sup id="cite_ref-BNF69_5-0" class="reference"><a href="#cite_note-BNF69-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> Common side effects when given to babies include decreased breathing, <a href="/wiki/Fever" title="Fever">fever</a>, and <a href="/wiki/Low_blood_pressure" class="mw-redirect" title="Low blood pressure">low blood pressure</a>.<sup id="cite_ref-AHFS2017_2-2" class="reference"><a href="#cite_note-AHFS2017-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> When injected into the penis for erectile dysfunction; side effects may include <a href="/wiki/Penile_pain" title="Penile pain">penile pain</a>, bleeding at the site of injection, and <a href="/wiki/Priapism" title="Priapism">prolonged erection</a> (priapism).<sup id="cite_ref-AHFS2017_2-3" class="reference"><a href="#cite_note-AHFS2017-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Prostaglandin E<sub>1</sub> was isolated in 1957 and approved for medical use in the United States in 1981.<sup id="cite_ref-AHFS2017_2-4" class="reference"><a href="#cite_note-AHFS2017-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><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> </p><p>Misoprostol has various obstetric uses. It is used to induce <a href="/wiki/Abortion" title="Abortion">abortion</a>, to completely empty the uterus after a <a href="/wiki/Miscarriage" title="Miscarriage">miscarriage</a>, to <a href="/wiki/Labor_induction" title="Labor induction">induce labor</a>, and to prevent and treat <a href="/wiki/Postpartum_hemorrhage" class="mw-redirect" title="Postpartum hemorrhage">postpartum hemorrhage</a>. The medication is available through many routes. It can be swallowed, dissolved in the mouth, placed in the vagina, or placed in the rectum. Misoprostol can also be used to manage <a href="/wiki/Duodenal_ulcer" class="mw-redirect" title="Duodenal ulcer">duodenal ulcers</a> and <a href="/wiki/Peptic_ulcer_disease" title="Peptic ulcer disease">peptic ulcer disease</a> when other medications are not effective.<sup id="cite_ref-dudzinski_7-0" class="reference"><a href="#cite_note-dudzinski-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> It is on the <a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">World Health Organization's List of Essential Medicines</a> for its obstetric uses.<sup id="cite_ref-WHO21st_8-0" class="reference"><a href="#cite_note-WHO21st-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p><p>Lubiprostone is a PGE<sub>1</sub> derivative used to treat <a href="/wiki/Chronic_constipation" class="mw-redirect" title="Chronic constipation">chronic constipation</a>. It is taken orally.<sup id="cite_ref-dietrich_9-0" class="reference"><a href="#cite_note-dietrich-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> Common side effects include diarrhea, vomiting, and abdominal pain.<sup id="cite_ref-10" class="reference"><a href="#cite_note-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Biosynthesis">Biosynthesis</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Prostaglandin_E1&action=edit&section=1" title="Edit section: Biosynthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Prostaglandin E<sub>1</sub> is biosynthesized on an as-needed basis from <a href="/wiki/Dihomo-%CE%B3-linolenic_acid" title="Dihomo-γ-linolenic acid">dihomo-γ-linolenic acid</a> (an <a href="/wiki/Omega-6_fatty_acid" title="Omega-6 fatty acid">omega-6 fatty acid</a>) in healthy humans without <a href="/wiki/Coronary_artery_disease" title="Coronary artery disease">coronary artery disease</a><sup id="cite_ref-pmid23735361_11-0" class="reference"><a href="#cite_note-pmid23735361-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> and/or a <a href="/wiki/Genetic_disorder" title="Genetic disorder">genetic disorder</a>. </p> <div class="mw-heading mw-heading2"><h2 id="Medical_uses">Medical uses</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Prostaglandin_E1&action=edit&section=2" title="Edit section: Medical uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Alprostadil">Alprostadil</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Prostaglandin_E1&action=edit&section=3" title="Edit section: Alprostadil"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Alprostadil is used for two main purposes: the treatment of newborns with <a href="/wiki/Congenital_heart_defect" title="Congenital heart defect">congenital heart defects</a> and in treatment of <a href="/wiki/Erectile_dysfunction" title="Erectile dysfunction">erectile dysfunction</a>.<sup id="cite_ref-hew_3-1" class="reference"><a href="#cite_note-hew-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p><p>Some babies are born with heart defects which compromise blood flow to the body. In some defects, including <a href="/wiki/Tetralogy_of_Fallot" title="Tetralogy of Fallot">tetralogy of Fallot</a>, aortic valvular atresia, and <a href="/wiki/Eisenmenger_syndrome" title="Eisenmenger syndrome">Eisenmenger pulmonary hypertension</a>, alprostadil is given <a href="/wiki/Intravenous_therapy" title="Intravenous therapy">intravenously</a> by a nurse until surgery can be performed to repair the defect.<sup id="cite_ref-dudzinski_7-1" class="reference"><a href="#cite_note-dudzinski-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> The medication maintains a <a href="/wiki/Patent_ductus_arteriosus" title="Patent ductus arteriosus">patent ductus arteriosus</a>. The ductus arteriosus is a shortcut between the aorta and pulmonary artery, two large vessels branching off the heart. This shortcut allows the <a href="/wiki/Fetus" title="Fetus">fetus</a> to maintain blood flow before birth. However, it closes shortly after birth when the newborn can breathe oxygen. In babies with certain congenital defects, however, it's essential to keep the ductus arteriosus open to ensure at least some blood flow throughout the body. Side effects include <a href="/wiki/Respiratory_depression" class="mw-redirect" title="Respiratory depression">decreased breathing</a> or a <a href="/wiki/Apnea" title="Apnea">lack of breathing</a> at high doses. The medication can also cause <a href="/wiki/Hypotension" title="Hypotension">hypotension</a>, or low blood pressure.<sup id="cite_ref-No2010_4-2" class="reference"><a href="#cite_note-No2010-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p><p>Alprostadil is also used for adults with erectile dysfunction. It is typically given when other medications are ineffective. The medication relaxes smooth muscle and allows the arteries in the <a href="/wiki/Corpus_cavernosum_penis" title="Corpus cavernosum penis">corpus cavernosum</a> of the penis to dilate. Blood then flows to the penis. This blood flow compresses the veins which drain blood from the penis, trapping the blood in the corpus cavernosum. This process leads to erection.<sup id="cite_ref-vogel_anderson_12-0" class="reference"><a href="#cite_note-vogel_anderson-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> When injected into the base of the penis, alprostadil may cause penile pain, dizziness, headache, high blood pressure, <a href="/wiki/Peyronie_disease" class="mw-redirect" title="Peyronie disease">Peyronie disease</a>, and burning at the injection site. When inserted into the urethra, alprostadil may cause urethral burning, penile pain, dizziness, headache, and urethral bleeding. When someone engages in vaginal sex after using an alprostadil urethral suppository, their partner may experience vaginal itching.<sup id="cite_ref-hew_3-2" class="reference"><a href="#cite_note-hew-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p><p>Clinical trials for the treatment showed positive results in around 3,000 men that it was tested on; it is said to be usable by men with diabetes or heart problems and those who have undergone a <a href="/wiki/Prostatectomy" title="Prostatectomy">prostatectomy</a>.<sup id="cite_ref-13" class="reference"><a href="#cite_note-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Misoprostol">Misoprostol</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Prostaglandin_E1&action=edit&section=4" title="Edit section: Misoprostol"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1236090951">.mw-parser-output .hatnote{font-style:italic}.mw-parser-output div.hatnote{padding-left:1.6em;margin-bottom:0.5em}.mw-parser-output .hatnote i{font-style:normal}.mw-parser-output .hatnote+link+.hatnote{margin-top:-0.5em}@media print{body.ns-0 .mw-parser-output .hatnote{display:none!important}}</style><div role="note" class="hatnote navigation-not-searchable">Main article: <a href="/wiki/Misoprostol" title="Misoprostol">Misoprostol</a></div> <p>Misoprostol has a variety of uses in <a href="/wiki/Obstetrics_and_gynecology" class="mw-redirect" title="Obstetrics and gynecology">obstetrics and gynecology</a>. It is also used to relieve pain from duodenal ulcers when other treatments have been ineffective.<sup id="cite_ref-krugh_14-0" class="reference"><a href="#cite_note-krugh-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> </p><p>Misoprostol can be used to <a href="/wiki/Induction_of_labor" class="mw-redirect" title="Induction of labor">induce labor</a> in patients at the end of pregnancy. It causes <a href="/wiki/Cervical_effacement" title="Cervical effacement">cervical ripening</a>, or the thinning and shortening of the <a href="/wiki/Cervix" title="Cervix">cervix</a> in preparation for birth. It also causes uterine contractions, allowing the body to expel the baby. For this purpose, it is placed inside the vagina.<sup id="cite_ref-WHO21st_8-1" class="reference"><a href="#cite_note-WHO21st-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-15" class="reference"><a href="#cite_note-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </p><p>Misoprostol is also used to prevent and treat postpartum hemorrhage (PPH), or uncontrolled bleeding following childbirth. The <a href="/wiki/World_Health_Organization" title="World Health Organization">World Health Organization</a> estimates that PPH causes 70,000 maternal deaths each year.<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> Misoprostol induces uterine contractions, encouraging the uterus to shrink after childbirth. This shrinking puts pressure on blood vessels on the uterus, forcing them to close rather than continue to bleed. To prevent PPH, misoprostol is given orally or dissolved under the tongue immediately after delivery. To treat PPH, it is given orally, dissolved under the tongue, or placed in the rectum.<sup id="cite_ref-uptodate_miso_17-0" class="reference"><a href="#cite_note-uptodate_miso-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </p><p>For the management of miscarriage in the <a href="/wiki/First_trimester" class="mw-redirect" title="First trimester">first trimester</a> of pregnancy, misoprostol is used to completely empty the uterus. This is important because the patient may develop an infection if they retain the <a href="/wiki/Products_of_conception" title="Products of conception">products of conception</a>. Misoprostol causes uterine contractions, forcing the body to expel the pregnancy. It can be used alone, but it is more effective in conjunction with <a href="/wiki/Mifepristone" title="Mifepristone">mifepristone</a>. Misoprostol is swallowed, placed inside the vagina, or dissolved in the mouth for this purpose.<sup id="cite_ref-18" class="reference"><a href="#cite_note-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> </p><p>Misoprostol can also be used to induce abortion. It can be used on its own or following administration of mifepristone. Misoprostol may be used up to and after 28 weeks gestational age to terminate a pregnancy;<sup id="cite_ref-uptodate_miso_17-1" class="reference"><a href="#cite_note-uptodate_miso-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> however, it is typically only used in the first trimester. Later abortions are less common and are usually performed surgically, at least in the United States.<sup id="cite_ref-19" class="reference"><a href="#cite_note-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> For first-trimester abortion, it is dissolved in the cheek or under the tongue; for later abortions, it can also be given as a vaginal suppository. Misoprostol may also be used to ripen the cervix in preparation for surgical abortion.<sup id="cite_ref-20" class="reference"><a href="#cite_note-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p><p>Misoprostol is given orally for the treatment of ulcers. It interacts with prostaglandin receptors in the stomach to reduce secretion of <a href="/wiki/Gastric_acid" title="Gastric acid">stomach acids</a>. It increases the production of gastric mucus, which forms a protective coating against stomach acid. Finally, misoprostol encourages the production of <a href="/wiki/Bicarbonate" title="Bicarbonate">bicarbonate</a>, which is a base that counteracts stomach acid.<sup id="cite_ref-dudzinski_7-2" class="reference"><a href="#cite_note-dudzinski-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> The medication can also protect against stomach ulcers in people who take <a href="/wiki/NSAIDs" class="mw-redirect" title="NSAIDs">NSAIDs</a> such as <a href="/wiki/Ibuprofen" title="Ibuprofen">ibuprofen</a> on a daily basis.<sup id="cite_ref-21" class="reference"><a href="#cite_note-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> </p><p>Misoprostol can cause nausea, nausea, stomach pain, and stomach cramps.<sup id="cite_ref-22" class="reference"><a href="#cite_note-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup> In rare cases, it may lead to <a href="/wiki/Uterine_rupture" title="Uterine rupture">uterine rupture</a>, which requires immediate emergency surgery.<sup id="cite_ref-uptodate_miso_17-2" class="reference"><a href="#cite_note-uptodate_miso-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Other_uses">Other uses</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Prostaglandin_E1&action=edit&section=5" title="Edit section: Other uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Prostanoids, including alprostadil, do not reduce the risk of limb amputation but may offer a slight improvement in rest-pain and leg ulcer healing in persons with critical limb ischemia.<sup id="cite_ref-23" class="reference"><a href="#cite_note-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> </p><p>Preventative administration of alprostadil may reduce the risk of kidney injury (specifically contrast-induced nephropathy) in persons having cardiac angiography or percutaneous coronary intervention.<sup id="cite_ref-24" class="reference"><a href="#cite_note-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-25" class="reference"><a href="#cite_note-25"><span class="cite-bracket">[</span>25<span class="cite-bracket">]</span></a></sup> </p><p>Lubiprostone is a PGE<sub>1</sub> derivative used to treat <a href="/wiki/Chronic_constipation" class="mw-redirect" title="Chronic constipation">chronic constipation</a>. It is taken orally.<sup id="cite_ref-dietrich_9-1" class="reference"><a href="#cite_note-dietrich-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> Common side effects include diarrhea, vomiting, and abdominal pain.<sup id="cite_ref-26" class="reference"><a href="#cite_note-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Prostaglandin_E1&action=edit&section=6" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist"> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-FDA-AllBoxedWarnings-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-FDA-AllBoxedWarnings_1-0">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://nctr-crs.fda.gov/fdalabel/ui/spl-summaries/criteria/343802">"FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)"</a>. <i>nctr-crs.fda.gov</i>. <a href="/wiki/FDA" class="mw-redirect" title="FDA">FDA</a><span class="reference-accessdate">. Retrieved <span class="nowrap">22 October</span> 2023</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=nctr-crs.fda.gov&rft.atitle=FDA-sourced+list+of+all+drugs+with+black+box+warnings+%28Use+Download+Full+Results+and+View+Query+links.%29&rft_id=https%3A%2F%2Fnctr-crs.fda.gov%2Ffdalabel%2Fui%2Fspl-summaries%2Fcriteria%2F343802&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProstaglandin+E1" class="Z3988"></span></span> </li> <li id="cite_note-AHFS2017-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-AHFS2017_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-AHFS2017_2-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-AHFS2017_2-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-AHFS2017_2-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-AHFS2017_2-4"><sup><i><b>e</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.drugs.com/monograph/alprostadil.html">"Alprostadil"</a>. The American Society of Health-System Pharmacists. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20170116185111/https://www.drugs.com/monograph/alprostadil.html">Archived</a> from the original on 16 January 2017<span class="reference-accessdate">. Retrieved <span class="nowrap">8 January</span> 2017</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Alprostadil&rft.pub=The+American+Society+of+Health-System+Pharmacists&rft_id=https%3A%2F%2Fwww.drugs.com%2Fmonograph%2Falprostadil.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProstaglandin+E1" class="Z3988"></span></span> </li> <li id="cite_note-hew-3"><span class="mw-cite-backlink">^ <a href="#cite_ref-hew_3-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-hew_3-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-hew_3-2"><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="CITEREFHewGerriets2023" class="citation book cs1">Hew MR, Gerriets V (3 April 2023). <a rel="nofollow" class="external text" href="https://www.ncbi.nlm.nih.gov/books/NBK546629/">"Prostaglandin E1"</a>. <i>StatPearls</i>. <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/31536236">31536236</a> – via National Library of Medicine.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Prostaglandin+E1&rft.btitle=StatPearls&rft.date=2023-04-03&rft_id=info%3Apmid%2F31536236&rft.aulast=Hew&rft.aufirst=MR&rft.au=Gerriets%2C+V&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fbooks%2FNBK546629%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProstaglandin+E1" class="Z3988"></span></span> </li> <li id="cite_note-No2010-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-No2010_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-No2010_4-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-No2010_4-2"><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="CITEREFNorthern_Neonatal_Network208" class="citation book cs1">Northern Neonatal Network (208). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=aumIBqHmChwC&pg=PA210"><i>Neonatal Formulary: Drug Use in Pregnancy and the First Year of Life</i></a> (5 ed.). John Wiley & Sons. p. 2010. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/9780470750353" title="Special:BookSources/9780470750353"><bdi>9780470750353</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20170113131748/https://books.google.ca/books?id=aumIBqHmChwC&pg=PA210">Archived</a> from the original on 13 January 2017.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Neonatal+Formulary%3A+Drug+Use+in+Pregnancy+and+the+First+Year+of+Life&rft.pages=2010&rft.edition=5&rft.pub=John+Wiley+%26+Sons&rft.date=208&rft.isbn=9780470750353&rft.au=Northern+Neonatal+Network&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DaumIBqHmChwC%26pg%3DPA210&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProstaglandin+E1" class="Z3988"></span></span> </li> <li id="cite_note-BNF69-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-BNF69_5-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation book cs1"><i>British National Formulary (BNF)</i> (69th ed.). British Medical Association. 2015. p. 569. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/9780857111562" title="Special:BookSources/9780857111562"><bdi>9780857111562</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=British+National+Formulary+%28BNF%29&rft.pages=569&rft.edition=69th&rft.pub=British+Medical+Association&rft.date=2015&rft.isbn=9780857111562&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProstaglandin+E1" 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="CITEREFSneader2005" class="citation book cs1">Sneader W (2005). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=jglFsz5EJR8C&pg=PA185"><i>Drug Discovery: A History</i></a>. John Wiley & Sons. p. 185. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/9780470015520" title="Special:BookSources/9780470015520"><bdi>9780470015520</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20170113131638/https://books.google.ca/books?id=jglFsz5EJR8C&pg=PA185">Archived</a> from the original on 13 January 2017.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Drug+Discovery%3A+A+History&rft.pages=185&rft.pub=John+Wiley+%26+Sons&rft.date=2005&rft.isbn=9780470015520&rft.aulast=Sneader&rft.aufirst=W&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DjglFsz5EJR8C%26pg%3DPA185&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProstaglandin+E1" class="Z3988"></span></span> </li> <li id="cite_note-dudzinski-7"><span class="mw-cite-backlink">^ <a href="#cite_ref-dudzinski_7-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-dudzinski_7-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-dudzinski_7-2"><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="CITEREFDudzinskiSerhan2017" class="citation book cs1">Dudzinski DM, Serhan CN (2017). "Pharmacology of Eicosanoids". In Golan DE, Armstrong EJ, Armstrong AW (eds.). <i>Principles of Pharmacology: The Pathophysiologic Basis of Drug Therapy</i> (4th ed.). Wolters Kluwer. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/9781451191004" title="Special:BookSources/9781451191004"><bdi>9781451191004</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Pharmacology+of+Eicosanoids&rft.btitle=Principles+of+Pharmacology%3A+The+Pathophysiologic+Basis+of+Drug+Therapy&rft.edition=4th&rft.pub=Wolters+Kluwer&rft.date=2017&rft.isbn=9781451191004&rft.aulast=Dudzinski&rft.aufirst=DM&rft.au=Serhan%2C+CN&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProstaglandin+E1" class="Z3988"></span></span> </li> <li id="cite_note-WHO21st-8"><span class="mw-cite-backlink">^ <a href="#cite_ref-WHO21st_8-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-WHO21st_8-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFWorld_Health_Organization2019" class="citation book cs1"><a href="/wiki/World_Health_Organization" title="World Health Organization">World Health Organization</a> (2019). <i>World Health Organization model list of essential medicines: 21st list 2019</i>. 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License: CC BY-NC-SA 3.0 IGO.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=World+Health+Organization+model+list+of+essential+medicines%3A+21st+list+2019&rft.place=Geneva&rft.pub=World+Health+Organization&rft.date=2019&rft_id=info%3Ahdl%2F10665%2F325771&rft.au=World+Health+Organization&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProstaglandin+E1" class="Z3988"></span></span> </li> <li id="cite_note-dietrich-9"><span class="mw-cite-backlink">^ <a href="#cite_ref-dietrich_9-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-dietrich_9-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFDietrichRubin2023" class="citation book cs1">Dietrich E, Rubin D (2023). "Anti-Inflammatory, Antipyretic, and Analgesic Agents". In Whalen K, Lerchenfeldt S, Giordano C (eds.). <i>Pharmacology</i> (8th ed.). 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title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Cochrane+Database+of+Systematic+Reviews&rft.atitle=Prostanoids+for+critical+limb+ischaemia&rft.volume=1&rft.issue=1&rft.pages=CD006544&rft.date=2018-01&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6491321%23id-name%3DPMC&rft_id=info%3Apmid%2F29318581&rft_id=info%3Adoi%2F10.1002%2F14651858.CD006544.pub3&rft.aulast=Vietto&rft.aufirst=V&rft.au=Franco%2C+JV&rft.au=Saenz%2C+V&rft.au=Cytryn%2C+D&rft.au=Chas%2C+J&rft.au=Ciapponi%2C+A&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC6491321&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProstaglandin+E1" class="Z3988"></span></span> </li> <li id="cite_note-24"><span class="mw-cite-backlink"><b><a href="#cite_ref-24">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFYeLuGuoDai2016" class="citation journal cs1">Ye 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"Effect of Alprostadil on the Prevention of Contrast-Induced Nephropathy: A Meta-Analysis of 36 Randomized Controlled Trials". <i>Angiology</i>. <b>70</b> (7): <span class="nowrap">594–</span>612. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1177%2F0003319719825597">10.1177/0003319719825597</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/30669852">30669852</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:58950588">58950588</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Angiology&rft.atitle=Effect+of+Alprostadil+on+the+Prevention+of+Contrast-Induced+Nephropathy%3A+A+Meta-Analysis+of+36+Randomized+Controlled+Trials&rft.volume=70&rft.issue=7&rft.pages=%3Cspan+class%3D%22nowrap%22%3E594-%3C%2Fspan%3E612&rft.date=2019-08&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A58950588%23id-name%3DS2CID&rft_id=info%3Apmid%2F30669852&rft_id=info%3Adoi%2F10.1177%2F0003319719825597&rft.aulast=Xie&rft.aufirst=J&rft.au=Jiang%2C+M&rft.au=Lin%2C+Y&rft.au=Deng%2C+H&rft.au=Li%2C+L&rfr_id=info%3Asid%2Fen.wikipedia.org%3AProstaglandin+E1" class="Z3988"></span></span> </li> <li id="cite_note-26"><span class="mw-cite-backlink"><b><a href="#cite_ref-26">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.uptodate.com/contents/lubiprostone-drug-information">"Lubiprostone: Drug Information"</a>. <i>UpToDate Lexidrug</i>. 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dysfunction">erectile dysfunction</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Prostaglandin" title="Prostaglandin">Prostaglandins</a> (E)</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 class="mw-selflink selflink">Alprostadil</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/PDE5_inhibitor" title="PDE5 inhibitor">PDE5 inhibitors</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Avanafil" title="Avanafil">Avanafil</a></li> <li><a href="/wiki/Sildenafil" title="Sildenafil">Sildenafil</a></li> <li><a href="/wiki/Tadalafil" title="Tadalafil">Tadalafil</a></li> <li><a href="/wiki/Udenafil" title="Udenafil">Udenafil</a></li> <li><a href="/wiki/Vardenafil" title="Vardenafil">Vardenafil</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Alpha_blocker" title="Alpha blocker">Alpha blockers</a></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/Moxisylyte" title="Moxisylyte">Moxisylyte</a></li> <li><a href="/wiki/Phentolamine" title="Phentolamine">Phentolamine</a></li> <li><a href="/wiki/Yohimbine" title="Yohimbine">Yohimbine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Dopamine_agonist" title="Dopamine agonist">Dopamine agonists</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Apomorphine" 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title="Aspidosperma quebracho-blanco">quebracho</a>, <a href="/wiki/Vitamin_E" title="Vitamin E">vitamin E</a>)</li> <li><a href="/wiki/Papaverine" title="Papaverine">Papaverine</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">For <a href="/wiki/Premature_ejaculation" title="Premature ejaculation">premature ejaculation</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Selective_serotonin_reuptake_inhibitor" title="Selective serotonin reuptake inhibitor">SSRIs</a></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/Dapoxetine" title="Dapoxetine">Dapoxetine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Oxytocin_receptor" title="Oxytocin receptor">Oxytocin</a> 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/Epelsiban" title="Epelsiban">Epelsiban</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Dopamine_releasing_agent" title="Dopamine releasing agent">DRA</a>/<a href="/wiki/Dopamine_reuptake_inhibitor" title="Dopamine reuptake inhibitor">DRIs</a></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/Amphetamine" title="Amphetamine">Amphetamine</a></li> <li><a href="/wiki/Methamphetamine" title="Methamphetamine">Methamphetamine</a></li> <li><a href="/wiki/Methylphenidate" title="Methylphenidate">Methylphenidate</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:Sexual_dysfunction_pharmacotherapies" title="Template:Sexual dysfunction pharmacotherapies">Sexual dysfunction pharmacotherapies</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="Eicosanoids122" style="padding:3px"><table class="nowraplinks hlist mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231" /><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Eicosanoids" title="Template:Eicosanoids"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Eicosanoids" title="Template talk:Eicosanoids"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Eicosanoids" title="Special:EditPage/Template:Eicosanoids"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Eicosanoids122" style="font-size:114%;margin:0 4em"><a href="/wiki/Eicosanoid" title="Eicosanoid">Eicosanoids</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">Precursor</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/Arachidonic_acid" title="Arachidonic acid">Arachidonic acid</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Prostanoid" title="Prostanoid">Prostanoids</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%"><a href="/wiki/Prostaglandin" title="Prostaglandin">Prostaglandins</a> (PG)</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%">Precursor</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/Prostaglandin_H2" title="Prostaglandin H2">H<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Active</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%">D/J</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/Prostaglandin_D2" title="Prostaglandin D2">D<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Prostaglandin_E" title="Prostaglandin E">E</a>/F</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/Prostaglandin_E2" title="Prostaglandin E2">E<sub>2</sub> (Dinoprostone)</a></li></ul> <ul><li><a class="mw-selflink selflink">E<sub>1</sub> (Alprostadil)</a></li></ul> <ul><li><a href="/wiki/Prostaglandin_F2alpha" title="Prostaglandin F2alpha">F<sub>2α</sub> (Dinoprost)</a>:</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">I</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/Prostacyclin" title="Prostacyclin">I<sub>2</sub> (Prostacyclin/Epoprostenol)</a>:</li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Thromboxane" title="Thromboxane">Thromboxanes</a> (TX)</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/Thromboxane_A2" title="Thromboxane A2">A<sub>2</sub></a></li> <li><a href="/wiki/Thromboxane_B2" title="Thromboxane B2">B<sub>2</sub></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/Leukotriene" title="Leukotriene">Leukotrienes</a> (LT)</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%">Precursor</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/Arachidonic_acid_5-hydroperoxide" title="Arachidonic acid 5-hydroperoxide">Arachidonic acid 5-hydroperoxide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Initial</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/Leukotriene_A4" title="Leukotriene A4">A<sub>4</sub></a></li> <li><a href="/wiki/Leukotriene_B4" title="Leukotriene B4">B<sub>4</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Slow-reacting_substance_of_anaphylaxis" title="Slow-reacting substance of anaphylaxis">SRS-A</a></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/Leukotriene_C4" title="Leukotriene C4">C<sub>4</sub></a></li> <li><a href="/wiki/Leukotriene_D4" title="Leukotriene D4">D<sub>4</sub></a></li> <li><a href="/wiki/Leukotriene_E4" title="Leukotriene E4">E<sub>4</sub></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/Eoxin" title="Eoxin">Eoxins</a> (EX)</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%">Precursor</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=Arachidonic_acid_15-hydroperoxide&action=edit&redlink=1" class="new" title="Arachidonic acid 15-hydroperoxide (page does not exist)">Arachidonic acid 15-hydroperoxide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Eoxins</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/Eoxin_A4" title="Eoxin A4">A<sub>4</sub></a></li> <li><a href="/wiki/Eoxin_C4" title="Eoxin C4">C<sub>4</sub></a></li> <li><a href="/wiki/Eoxin_D4" title="Eoxin D4">D<sub>4</sub></a></li> <li><a href="/wiki/Eoxin_E4" title="Eoxin E4">E<sub>4</sub></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/Nonclassic_eicosanoid" title="Nonclassic eicosanoid">Nonclassic</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Lipoxin" title="Lipoxin">Lipoxins</a> (LX) (<a href="/wiki/Lipoxin" title="Lipoxin">A<sub>4</sub></a>, <a href="/wiki/Lipoxin" title="Lipoxin">B<sub>4</sub></a>)</li> <li><a href="/wiki/Virodhamine" title="Virodhamine">Virodhamine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">By function</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Bronchoconstriction" title="Bronchoconstriction">bronchoconstriction</a></i> <ul><li><a href="/wiki/Prostaglandin_D2" title="Prostaglandin D2">PGD<sub>2</sub></a></li> <li><a href="/wiki/Thromboxane_A2" title="Thromboxane A2">TXA<sub>2</sub></a></li> <li><a href="/wiki/Leukotriene_C4" title="Leukotriene C4">LTC<sub>4</sub></a></li> <li><a href="/wiki/Leukotriene_D4" title="Leukotriene D4">LTD<sub>4</sub></a></li> <li><a href="/wiki/Leukotriene_E4" title="Leukotriene E4">LTE<sub>4</sub></a></li></ul></li></ul> <ul><li><i><a href="/wiki/Vasoconstriction" title="Vasoconstriction">vasoconstriction</a></i> <ul><li><a href="/wiki/Prostaglandin_F2alpha" title="Prostaglandin F2alpha">PGF<sub>2α</sub></a></li> <li><a href="/wiki/Thromboxane_A2" title="Thromboxane A2">TXA<sub>2</sub></a></li> <li><a href="/wiki/Thromboxane_B2" title="Thromboxane B2">TXB<sub>2</sub></a></li></ul></li> <li><i><a href="/wiki/Vasodilation" title="Vasodilation">vasodilation</a></i> <ul><li><a href="/wiki/Prostaglandin_E2" title="Prostaglandin E2">PGE<sub>2</sub></a></li> <li><a href="/wiki/Prostacyclin" title="Prostacyclin">PGI<sub>2</sub></a></li> <li><a href="/wiki/Leukotriene_C4" title="Leukotriene C4">LTC<sub>4</sub></a></li> <li><a href="/wiki/Leukotriene_D4" title="Leukotriene D4">LTD<sub>4</sub></a></li> <li><a href="/wiki/Leukotriene_E4" title="Leukotriene E4">LTE<sub>4</sub></a></li></ul></li></ul> <ul><li><i><a href="/wiki/Platelet" title="Platelet">platelets</a>: induce</i> <ul><li><a href="/wiki/Thromboxane_A2" title="Thromboxane A2">TXA<sub>2</sub></a></li></ul></li> <li><i>inhibit</i> <ul><li><a href="/wiki/Prostaglandin_D2" title="Prostaglandin D2">PGD<sub>2</sub></a></li> <li><a href="/wiki/Prostacyclin" title="Prostacyclin">PGI<sub>2</sub></a></li></ul></li> <li><i><a href="/wiki/Leukocyte" class="mw-redirect" title="Leukocyte">leukocytes</a>: induce</i> <ul><li><a href="/wiki/Thromboxane_A2" title="Thromboxane A2">TXA<sub>2</sub></a></li> <li><a href="/wiki/Leukotriene_B4" title="Leukotriene B4">LTB<sub>4</sub></a></li></ul></li> <li><i>inhibit</i> <ul><li><a href="/wiki/Prostaglandin_D2" title="Prostaglandin D2">PGD<sub>2</sub></a></li> <li><a href="/wiki/Prostaglandin_E2" title="Prostaglandin E2">PGE<sub>2</sub></a></li></ul></li></ul> <ul><li><i><a href="/wiki/Fever" title="Fever">fever</a> stimulation:</i> <ul><li><a href="/wiki/Prostaglandin_E2" title="Prostaglandin E2">PGE<sub>2</sub></a></li></ul></li></ul> <ul><li><i><a href="/wiki/Childbirth" title="Childbirth">labor</a> stimulation:</i> <ul><li><a href="/wiki/Prostaglandin_E2" title="Prostaglandin E2">PGE<sub>2</sub></a> (Dinoprostone)</li> <li><a href="/wiki/Prostaglandin_F2alpha" title="Prostaglandin F2alpha">PGF<sub>2α</sub></a> (Dinoprost)</li></ul></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="Prostanoid_signaling_modulators402" 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:Prostanoid_signaling_modulators" title="Template:Prostanoid signaling modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Prostanoid_signaling_modulators" title="Template talk:Prostanoid signaling modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Prostanoid_signaling_modulators" title="Special:EditPage/Template:Prostanoid signaling modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Prostanoid_signaling_modulators402" style="font-size:114%;margin:0 4em"><a href="/wiki/Prostanoid" title="Prostanoid">Prostanoid</a> <a href="/wiki/Cell_signaling" title="Cell signaling">signaling</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/Receptor_(biochemistry)" title="Receptor (biochemistry)">Receptor</a><br /><small>(<a href="/wiki/Ligand_(biochemistry)" title="Ligand (biochemistry)">ligands</a>)</small></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_D2_receptor" title="Prostaglandin D2 receptor"><abbr title="Prostaglandin D2 receptor">DP (D<sub>2</sub>)</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin D2 receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_D2_receptor_1" class="mw-redirect" title="Prostaglandin D2 receptor 1"><abbr title="Prostaglandin D2 receptor 1">DP<sub>1</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin D2 receptor 1</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/Prostaglandin_D2" title="Prostaglandin D2">Prostaglandin D<sub>2</sub></a></li> <li><a href="/wiki/Treprostinil" title="Treprostinil">Treprostinil</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=Asapiprant&action=edit&redlink=1" class="new" title="Asapiprant (page does not exist)">Asapiprant</a></li> <li><a href="/wiki/Laropiprant" title="Laropiprant">Laropiprant</a></li> <li><a href="/w/index.php?title=Vidupiprant&action=edit&redlink=1" class="new" title="Vidupiprant (page does not exist)">Vidupiprant</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_D2_receptor_2" class="mw-redirect" title="Prostaglandin D2 receptor 2"><abbr title="Prostaglandin D2 receptor 2">DP<sub>2</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin D2 receptor 2</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/Indometacin" title="Indometacin">Indometacin</a></li> <li><a href="/wiki/Prostaglandin_D2" title="Prostaglandin D2">Prostaglandin D<sub>2</sub></a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=ADC-3680&action=edit&redlink=1" class="new" title="ADC-3680 (page does not exist)">ADC-3680</a></li> <li><a href="/w/index.php?title=AZD-1981&action=edit&redlink=1" class="new" title="AZD-1981 (page does not exist)">AZD-1981</a></li> <li><a href="/w/index.php?title=Bay_U3405&action=edit&redlink=1" class="new" title="Bay U3405 (page does not exist)">Bay U3405</a></li> <li><a href="/wiki/Fevipiprant" title="Fevipiprant">Fevipiprant</a></li> <li><a href="/w/index.php?title=MK-1029&action=edit&redlink=1" class="new" title="MK-1029 (page does not exist)">MK-1029</a></li> <li><a href="/w/index.php?title=MK-7246&action=edit&redlink=1" class="new" title="MK-7246 (page does not exist)">MK-7246</a></li> <li><a href="/w/index.php?title=QAV-680&action=edit&redlink=1" class="new" title="QAV-680 (page does not exist)">QAV-680</a></li> <li><a href="/wiki/Ramatroban" title="Ramatroban">Ramatroban</a></li> <li><a href="/wiki/Setipiprant" title="Setipiprant">Setipiprant</a></li> <li><a href="/w/index.php?title=Timapiprant&action=edit&redlink=1" class="new" title="Timapiprant (page does not exist)">Timapiprant</a></li> <li><a href="/w/index.php?title=TM30089&action=edit&redlink=1" class="new" title="TM30089 (page does not exist)">TM30089</a></li> <li><a href="/w/index.php?title=Vidupiprant&action=edit&redlink=1" class="new" title="Vidupiprant (page does not exist)">Vidupiprant</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_E2_receptor" title="Prostaglandin E2 receptor"><abbr title="Prostaglandin E2 receptor">EP (E<sub>2</sub>)</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin E2 receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_EP1_receptor" title="Prostaglandin EP1 receptor"><abbr title="Prostaglandin EP1 receptor">EP<sub>1</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin EP1 receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/Beraprost" title="Beraprost">Beraprost</a></li> <li><a href="/wiki/Enprostil" title="Enprostil">Enprostil</a></li> <li><a href="/wiki/Iloprost" title="Iloprost">Iloprost (ciloprost)</a></li> <li><a href="/wiki/Latanoprost" title="Latanoprost">Latanoprost</a></li> <li><a href="/wiki/Lubiprostone" title="Lubiprostone">Lubiprostone</a></li> <li><a href="/wiki/Misoprostol" title="Misoprostol">Misoprostol</a></li> <li><a class="mw-selflink selflink">Prostaglandin E<sub>1</sub> (alprostadil)</a></li> <li><a href="/wiki/Prostaglandin_E2" title="Prostaglandin E2">Prostaglandin E<sub>2</sub> (dinoprostone)</a></li> <li><a href="/wiki/Sulprostone" title="Sulprostone">Sulprostone</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=AH-6809&action=edit&redlink=1" class="new" title="AH-6809 (page does not exist)">AH-6809</a></li> <li><a href="/w/index.php?title=ONO-8130&action=edit&redlink=1" class="new" title="ONO-8130 (page does not exist)">ONO-8130</a></li> <li><a href="/w/index.php?title=SC-19220&action=edit&redlink=1" class="new" title="SC-19220 (page does not exist)">SC-19220</a></li> <li><a href="/w/index.php?title=SC-51089&action=edit&redlink=1" class="new" title="SC-51089 (page does not exist)">SC-51089</a></li> <li><a href="/w/index.php?title=SC-51322&action=edit&redlink=1" class="new" title="SC-51322 (page does not exist)">SC-51322</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_EP2_receptor" title="Prostaglandin EP2 receptor"><abbr title="Prostaglandin EP2 receptor">EP<sub>2</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin EP2 receptor</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/w/index.php?title=Butaprost&action=edit&redlink=1" class="new" title="Butaprost (page does not exist)">Butaprost</a></li> <li><a href="/wiki/Misoprostol" title="Misoprostol">Misoprostol</a></li> <li><a class="mw-selflink selflink">Prostaglandin E<sub>1</sub> (alprostadil)</a></li> <li><a href="/wiki/Prostaglandin_E2" title="Prostaglandin E2">Prostaglandin E<sub>2</sub> (dinoprostone)</a></li> <li><a href="/wiki/Treprostinil" title="Treprostinil">Treprostinil</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=AH-6809&action=edit&redlink=1" class="new" title="AH-6809 (page does not exist)">AH-6809</a></li> <li><a href="/w/index.php?title=PF-04418948&action=edit&redlink=1" class="new" title="PF-04418948 (page does not exist)">PF-04418948</a></li> <li><a href="/w/index.php?title=TG_4-155&action=edit&redlink=1" class="new" title="TG 4-155 (page does not exist)">TG 4-155</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_EP3_receptor" title="Prostaglandin EP3 receptor"><abbr title="Prostaglandin EP3 receptor">EP<sub>3</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin EP3 receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/Beraprost" title="Beraprost">Beraprost</a></li> <li><a href="/w/index.php?title=Carbacyclin&action=edit&redlink=1" class="new" title="Carbacyclin (page does not exist)">Carbacyclin</a></li> <li><a href="/w/index.php?title=Cicaprost&action=edit&redlink=1" class="new" title="Cicaprost (page does not exist)">Cicaprost</a></li> <li><a href="/wiki/Enprostil" title="Enprostil">Enprostil</a></li> <li><a href="/wiki/Iloprost" title="Iloprost">Iloprost (ciloprost)</a></li> <li><a href="/w/index.php?title=Isocarbacyclin&action=edit&redlink=1" class="new" title="Isocarbacyclin (page does not exist)">Isocarbacyclin</a></li> <li><a href="/wiki/Latanoprost" title="Latanoprost">Latanoprost</a></li> <li><a href="/wiki/Misoprostol" title="Misoprostol">Misoprostol</a></li> <li><a href="/wiki/Prostaglandin_D2" title="Prostaglandin D2">Prostaglandin D<sub>2</sub></a></li> <li><a class="mw-selflink selflink">Prostaglandin E<sub>1</sub> (alprostadil)</a></li> <li><a href="/wiki/Prostaglandin_E2" title="Prostaglandin E2">Prostaglandin E<sub>2</sub> (dinoprostone)</a></li> <li><a href="/w/index.php?title=Remiprostol&action=edit&redlink=1" class="new" title="Remiprostol (page does not exist)">Remiprostol</a></li> <li><a href="/wiki/Ricinoleic_acid" title="Ricinoleic acid">Ricinoleic acid</a></li> <li><a href="/wiki/Sulprostone" title="Sulprostone">Sulprostone</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=L-798106&action=edit&redlink=1" class="new" title="L-798106 (page does not exist)">L-798106</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_EP4_receptor" title="Prostaglandin EP4 receptor"><abbr title="Prostaglandin EP4 receptor">EP<sub>4</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin EP4 receptor</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/Lubiprostone" title="Lubiprostone">Lubiprostone</a></li> <li><a href="/wiki/Misoprostol" title="Misoprostol">Misoprostol</a></li> <li><a class="mw-selflink selflink">Prostaglandin E<sub>1</sub> (alprostadil)</a></li> <li><a href="/wiki/Prostaglandin_E2" title="Prostaglandin E2">Prostaglandin E<sub>2</sub> (dinoprostone)</a></li> <li><a href="/w/index.php?title=TCS-2510&action=edit&redlink=1" class="new" title="TCS-2510 (page does not exist)">TCS-2510</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/wiki/Grapiprant" title="Grapiprant">Grapiprant</a></li> <li><a href="/w/index.php?title=GW-627368&action=edit&redlink=1" class="new" title="GW-627368 (page does not exist)">GW-627368</a></li> <li><a href="/w/index.php?title=L-161982&action=edit&redlink=1" class="new" title="L-161982 (page does not exist)">L-161982</a></li> <li><a href="/w/index.php?title=ONO-AE3-208&action=edit&redlink=1" class="new" title="ONO-AE3-208 (page does not exist)">ONO-AE3-208</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;">Unsorted</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/w/index.php?title=16,16-Dimethyl_Prostaglandin_E2&action=edit&redlink=1" class="new" title="16,16-Dimethyl Prostaglandin E2 (page does not exist)">16,16-Dimethyl Prostaglandin E<sub>2</sub></a></li> <li><a href="/w/index.php?title=Aganepag&action=edit&redlink=1" class="new" title="Aganepag (page does not exist)">Aganepag</a></li> <li><a href="/wiki/Carboprost" title="Carboprost">Carboprost</a></li> <li><a href="/w/index.php?title=Evatanepag&action=edit&redlink=1" class="new" title="Evatanepag (page does not exist)">Evatanepag</a></li> <li><a href="/wiki/Gemeprost" title="Gemeprost">Gemeprost</a></li> <li><a href="/w/index.php?title=Nocloprost&action=edit&redlink=1" class="new" title="Nocloprost (page does not exist)">Nocloprost</a></li> <li><a href="/wiki/Omidenepag" title="Omidenepag">Omidenepag</a></li> <li><a href="/wiki/Prostaglandin_F2%CE%B1" class="mw-redirect" title="Prostaglandin F2α">Prostaglandin F<sub>2α</sub> (dinoprost)</a></li> <li><a href="/w/index.php?title=Simenepag&action=edit&redlink=1" class="new" title="Simenepag (page does not exist)">Simenepag</a></li> <li><a href="/w/index.php?title=Taprenepag&action=edit&redlink=1" class="new" title="Taprenepag (page does not exist)">Taprenepag</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_F_receptor" title="Prostaglandin F receptor"><abbr title="Prostaglandin F receptor">FP (F<sub>2α</sub>)</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin F receptor</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/wiki/Alfaprostol" title="Alfaprostol">Alfaprostol</a></li> <li><a href="/wiki/Bimatoprost" title="Bimatoprost">Bimatoprost</a></li> <li><a href="/wiki/Carboprost" title="Carboprost">Carboprost</a></li> <li><a href="/wiki/Cloprostenol" title="Cloprostenol">Cloprostenol</a></li> <li><a href="/wiki/Enprostil" title="Enprostil">Enprostil</a></li> <li><a href="/w/index.php?title=Fluprostenol&action=edit&redlink=1" class="new" title="Fluprostenol (page does not exist)">Fluprostenol</a></li> <li><a href="/wiki/Latanoprost" title="Latanoprost">Latanoprost</a></li> <li><a href="/wiki/Prostaglandin_D2" title="Prostaglandin D2">Prostaglandin D<sub>2</sub></a></li> <li><a href="/wiki/Prostaglandin_F2%CE%B1" class="mw-redirect" title="Prostaglandin F2α">Prostaglandin F<sub>2α</sub> (dinoprost)</a></li> <li><a href="/w/index.php?title=Sulotroban&action=edit&redlink=1" class="new" title="Sulotroban (page does not exist)">Sulotroban</a></li> <li><a href="/wiki/Tafluprost" title="Tafluprost">Tafluprost</a></li> <li><a href="/wiki/Travoprost" title="Travoprost">Travoprost</a></li> <li><a href="/wiki/Unoprostone" title="Unoprostone">Unoprostone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostacyclin_receptor" title="Prostacyclin receptor"><abbr title="Prostacyclin receptor">IP (I<sub>2</sub>)</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostacyclin receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/w/index.php?title=ACT-333679&action=edit&redlink=1" class="new" title="ACT-333679 (page does not exist)">ACT-333679</a></li> <li><a href="/w/index.php?title=AFP-07&action=edit&redlink=1" class="new" title="AFP-07 (page does not exist)">AFP-07</a></li> <li><a href="/wiki/Beraprost" title="Beraprost">Beraprost</a></li> <li><a href="/w/index.php?title=BMY-45778&action=edit&redlink=1" class="new" title="BMY-45778 (page does not exist)">BMY-45778</a></li> <li><a href="/w/index.php?title=Carbacyclin&action=edit&redlink=1" class="new" title="Carbacyclin (page does not exist)">Carbacyclin</a></li> <li><a href="/w/index.php?title=Cicaprost&action=edit&redlink=1" class="new" title="Cicaprost (page does not exist)">Cicaprost</a></li> <li><a href="/wiki/Iloprost" title="Iloprost">Iloprost (ciloprost)</a></li> <li><a href="/w/index.php?title=Isocarbacyclin&action=edit&redlink=1" class="new" title="Isocarbacyclin (page does not exist)">Isocarbacyclin</a></li> <li><a href="/w/index.php?title=MRE-269&action=edit&redlink=1" class="new" title="MRE-269 (page does not exist)">MRE-269</a></li> <li><a href="/w/index.php?title=NS-304&action=edit&redlink=1" class="new" title="NS-304 (page does not exist)">NS-304</a></li> <li><a href="/wiki/Prostacyclin" title="Prostacyclin">Prostacyclin (prostaglandin I<sub>2</sub>, epoprostenol)</a></li> <li><a class="mw-selflink selflink">Prostaglandin E<sub>1</sub> (alprostadil)</a></li> <li><a href="/w/index.php?title=Ralinepag&action=edit&redlink=1" class="new" title="Ralinepag (page does not exist)">Ralinepag</a></li> <li><a href="/wiki/Selexipag" title="Selexipag">Selexipag</a></li> <li><a href="/w/index.php?title=Taprostene&action=edit&redlink=1" class="new" title="Taprostene (page does not exist)">Taprostene</a></li> <li><a href="/w/index.php?title=TRA-418&action=edit&redlink=1" class="new" title="TRA-418 (page does not exist)">TRA-418</a></li> <li><a href="/wiki/Treprostinil" title="Treprostinil">Treprostinil</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/w/index.php?title=RO1138452&action=edit&redlink=1" class="new" title="RO1138452 (page does not exist)">RO1138452</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Thromboxane_receptor" title="Thromboxane receptor"><abbr title="Thromboxane receptor">TP (TX<sub>A2</sub>)</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Thromboxane receptor</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><b>Agonists:</b> <a href="/w/index.php?title=Carbocyclic_thromboxane_A2&action=edit&redlink=1" class="new" title="Carbocyclic thromboxane A2 (page does not exist)">Carbocyclic thromboxane A<sub>2</sub></a></li> <li><a href="/w/index.php?title=I-BOP&action=edit&redlink=1" class="new" title="I-BOP (page does not exist)">I-BOP</a></li> <li><a href="/wiki/Thromboxane_A2" title="Thromboxane A2">Thromboxane A<sub>2</sub></a></li> <li><a href="/wiki/U-46619" class="mw-redirect" title="U-46619">U-46619</a></li> <li><a href="/w/index.php?title=Vapiprost&action=edit&redlink=1" class="new" title="Vapiprost (page does not exist)">Vapiprost</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/wiki/12-Hydroxyeicosatetraenoic_acid" title="12-Hydroxyeicosatetraenoic acid">12-HETE</a></li> <li><a href="/w/index.php?title=13-APA&action=edit&redlink=1" class="new" title="13-APA (page does not exist)">13-APA</a></li> <li><a href="/w/index.php?title=AA-2414&action=edit&redlink=1" class="new" title="AA-2414 (page does not exist)">AA-2414</a></li> <li><a href="/wiki/Argatroban" title="Argatroban">Argatroban</a></li> <li><a href="/w/index.php?title=Bay_U3405&action=edit&redlink=1" class="new" title="Bay U3405 (page does not exist)">Bay U3405</a></li> <li><a href="/w/index.php?title=BMS-180,291&action=edit&redlink=1" class="new" title="BMS-180,291 (page does not exist)">BMS-180,291</a></li> <li><a href="/w/index.php?title=Daltroban&action=edit&redlink=1" class="new" title="Daltroban (page does not exist)">Daltroban</a></li> <li><a href="/w/index.php?title=Domitroban&action=edit&redlink=1" class="new" title="Domitroban (page does not exist)">Domitroban</a></li> <li><a href="/w/index.php?title=EP-045&action=edit&redlink=1" class="new" title="EP-045 (page does not exist)">EP-045</a></li> <li><a href="/w/index.php?title=GR-32191&action=edit&redlink=1" class="new" title="GR-32191 (page does not exist)">GR-32191</a></li> <li><a href="/w/index.php?title=ICI-185282&action=edit&redlink=1" class="new" title="ICI-185282 (page does not exist)">ICI-185282</a></li> <li><a href="/w/index.php?title=ICI-192605&action=edit&redlink=1" class="new" title="ICI-192605 (page does not exist)">ICI-192605</a></li> <li><a href="/wiki/Ifetroban" title="Ifetroban">Ifetroban</a></li> <li><a href="/w/index.php?title=Imitrodast&action=edit&redlink=1" class="new" title="Imitrodast (page does not exist)">Imitrodast</a></li> <li><a href="/w/index.php?title=L-655240&action=edit&redlink=1" class="new" title="L-655240 (page does not exist)">L-655240</a></li> <li><a href="/w/index.php?title=L-670596&action=edit&redlink=1" class="new" title="L-670596 (page does not exist)">L-670596</a></li> <li><a href="/w/index.php?title=Linotroban&action=edit&redlink=1" class="new" title="Linotroban (page does not exist)">Linotroban</a></li> <li><a href="/w/index.php?title=Mipitroban&action=edit&redlink=1" class="new" title="Mipitroban (page does not exist)">Mipitroban</a></li> <li><a href="/w/index.php?title=ONO-3708&action=edit&redlink=1" class="new" title="ONO-3708 (page does not exist)">ONO-3708</a></li> <li><a href="/w/index.php?title=ONO-11120&action=edit&redlink=1" class="new" title="ONO-11120 (page does not exist)">ONO-11120</a></li> <li><a href="/wiki/Picotamide" title="Picotamide">Picotamide</a></li> <li><a href="/w/index.php?title=Pinane_thromboxane_A2&action=edit&redlink=1" class="new" title="Pinane thromboxane A2 (page does not exist)">Pinane thromboxane A<sub>2</sub></a></li> <li><a href="/wiki/Ramatroban" title="Ramatroban">Ramatroban</a></li> <li><a href="/w/index.php?title=Ridogrel&action=edit&redlink=1" class="new" title="Ridogrel (page does not exist)">Ridogrel</a></li> <li><a href="/w/index.php?title=S-145&action=edit&redlink=1" class="new" title="S-145 (page does not exist)">S-145</a></li> <li><a href="/w/index.php?title=Samixogrel&action=edit&redlink=1" class="new" title="Samixogrel (page does not exist)">Samixogrel</a></li> <li><a href="/wiki/Seratrodast" title="Seratrodast">Seratrodast</a></li> <li><a href="/w/index.php?title=SQ-28,668&action=edit&redlink=1" class="new" title="SQ-28,668 (page does not exist)">SQ-28,668</a></li> <li><a href="/w/index.php?title=SQ-29,548&action=edit&redlink=1" class="new" title="SQ-29,548 (page does not exist)">SQ-29,548</a></li> <li><a href="/w/index.php?title=Sulotroban&action=edit&redlink=1" class="new" title="Sulotroban (page does not exist)">Sulotroban</a></li> <li><a href="/wiki/Terbogrel" title="Terbogrel">Terbogrel</a></li> <li><a href="/wiki/Terutroban" title="Terutroban">Terutroban</a></li> <li><a href="/w/index.php?title=TRA-418&action=edit&redlink=1" class="new" title="TRA-418 (page does not exist)">TRA-418</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;">Unsorted</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Arbaprostil&action=edit&redlink=1" class="new" title="Arbaprostil (page does not exist)">Arbaprostil</a></li> <li><a href="/w/index.php?title=Ataprost&action=edit&redlink=1" class="new" title="Ataprost (page does not exist)">Ataprost</a></li> <li><a href="/w/index.php?title=Ciprostene&action=edit&redlink=1" class="new" title="Ciprostene (page does not exist)">Ciprostene</a></li> <li><a href="/w/index.php?title=Clinprost&action=edit&redlink=1" class="new" title="Clinprost (page does not exist)">Clinprost</a></li> <li><a href="/w/index.php?title=Cobiprostone&action=edit&redlink=1" class="new" title="Cobiprostone (page does not exist)">Cobiprostone</a></li> <li><a href="/w/index.php?title=Delprostenate&action=edit&redlink=1" class="new" title="Delprostenate (page does not exist)">Delprostenate</a></li> <li><a href="/w/index.php?title=Deprostil&action=edit&redlink=1" class="new" title="Deprostil (page does not exist)">Deprostil</a></li> <li><a href="/w/index.php?title=Dimoxaprost&action=edit&redlink=1" class="new" title="Dimoxaprost (page does not exist)">Dimoxaprost</a></li> <li><a href="/w/index.php?title=Doxaprost&action=edit&redlink=1" class="new" title="Doxaprost (page does not exist)">Doxaprost</a></li> <li><a href="/w/index.php?title=Ecraprost&action=edit&redlink=1" class="new" title="Ecraprost (page does not exist)">Ecraprost</a></li> <li><a href="/w/index.php?title=Eganoprost&action=edit&redlink=1" class="new" title="Eganoprost (page does not exist)">Eganoprost</a></li> <li><a href="/w/index.php?title=Enisoprost&action=edit&redlink=1" class="new" title="Enisoprost (page does not exist)">Enisoprost</a></li> <li><a href="/w/index.php?title=Eptaloprost&action=edit&redlink=1" class="new" title="Eptaloprost (page does not exist)">Eptaloprost</a></li> <li><a href="/w/index.php?title=Esuberaprost&action=edit&redlink=1" class="new" title="Esuberaprost (page does not exist)">Esuberaprost</a></li> <li><a href="/w/index.php?title=Etiproston&action=edit&redlink=1" class="new" title="Etiproston (page does not exist)">Etiproston</a></li> <li><a href="/w/index.php?title=Fenprostalene&action=edit&redlink=1" class="new" title="Fenprostalene (page does not exist)">Fenprostalene</a></li> <li><a href="/w/index.php?title=Flunoprost&action=edit&redlink=1" class="new" title="Flunoprost (page does not exist)">Flunoprost</a></li> <li><a href="/w/index.php?title=Froxiprost&action=edit&redlink=1" class="new" title="Froxiprost (page does not exist)">Froxiprost</a></li> <li><a href="/w/index.php?title=Lanproston&action=edit&redlink=1" class="new" title="Lanproston (page does not exist)">Lanproston</a></li> <li><a href="/w/index.php?title=Limaprost&action=edit&redlink=1" class="new" title="Limaprost (page does not exist)">Limaprost</a></li> <li><a href="/w/index.php?title=Luprostiol&action=edit&redlink=1" class="new" title="Luprostiol (page does not exist)">Luprostiol</a></li> <li><a href="/w/index.php?title=Meteneprost&action=edit&redlink=1" class="new" title="Meteneprost (page does not exist)">Meteneprost</a></li> <li><a href="/w/index.php?title=Mexiprostil&action=edit&redlink=1" class="new" title="Mexiprostil (page does not exist)">Mexiprostil</a></li> <li><a href="/w/index.php?title=Naxaprostene&action=edit&redlink=1" class="new" title="Naxaprostene (page does not exist)">Naxaprostene</a></li> <li><a href="/w/index.php?title=Nileprost&action=edit&redlink=1" class="new" title="Nileprost (page does not exist)">Nileprost</a></li> <li><a href="/w/index.php?title=Nocloprost&action=edit&redlink=1" class="new" title="Nocloprost (page does not exist)">Nocloprost</a></li> <li><a href="/w/index.php?title=Ornoprostil&action=edit&redlink=1" class="new" title="Ornoprostil (page does not exist)">Ornoprostil</a></li> <li><a href="/w/index.php?title=Oxoprostol&action=edit&redlink=1" class="new" title="Oxoprostol (page does not exist)">Oxoprostol</a></li> <li><a href="/w/index.php?title=Penprostene&action=edit&redlink=1" class="new" title="Penprostene (page does not exist)">Penprostene</a></li> <li><a href="/w/index.php?title=Pimilprost&action=edit&redlink=1" class="new" title="Pimilprost (page does not exist)">Pimilprost</a></li> <li><a href="/w/index.php?title=Piriprost&action=edit&redlink=1" class="new" title="Piriprost (page does not exist)">Piriprost</a></li> <li><a href="/w/index.php?title=Posaraprost&action=edit&redlink=1" class="new" title="Posaraprost (page does not exist)">Posaraprost</a></li> <li><a href="/w/index.php?title=Prostalene&action=edit&redlink=1" class="new" title="Prostalene (page does not exist)">Prostalene</a></li> <li><a href="/w/index.php?title=Rioprostil&action=edit&redlink=1" class="new" title="Rioprostil (page does not exist)">Rioprostil</a></li> <li><a href="/w/index.php?title=Rivenprost&action=edit&redlink=1" class="new" title="Rivenprost (page does not exist)">Rivenprost</a></li> <li><a href="/w/index.php?title=Rosaprostol&action=edit&redlink=1" class="new" title="Rosaprostol (page does not exist)">Rosaprostol</a></li> <li><a href="/w/index.php?title=Spiriprostil&action=edit&redlink=1" class="new" title="Spiriprostil (page does not exist)">Spiriprostil</a></li> <li><a href="/w/index.php?title=Tiaprost&action=edit&redlink=1" class="new" title="Tiaprost (page does not exist)">Tiaprost</a></li> <li><a href="/w/index.php?title=Tilsuprost&action=edit&redlink=1" class="new" title="Tilsuprost (page does not exist)">Tilsuprost</a></li> <li><a href="/w/index.php?title=Tiprostanide&action=edit&redlink=1" class="new" title="Tiprostanide (page does not exist)">Tiprostanide</a></li> <li><a href="/w/index.php?title=Trimoprostil&action=edit&redlink=1" class="new" title="Trimoprostil (page does not exist)">Trimoprostil</a></li> <li><a href="/w/index.php?title=Viprostol&action=edit&redlink=1" class="new" title="Viprostol (page does not exist)">Viprostol</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/Enzyme" title="Enzyme">Enzyme</a><br /><small>(<a href="/wiki/Enzyme_inhibitor" title="Enzyme inhibitor">inhibitors</a>)</small></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Cyclooxygenase" title="Cyclooxygenase"><abbr title="Cyclooxygenase">COX</abbr><br />(<abbr title="prostaglandin G/H synthase">PTGS</abbr>)</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Salicylic acids:</i> <a href="/wiki/Aloxiprin" title="Aloxiprin">Aloxiprin</a></li> <li><a href="/wiki/Aspirin" title="Aspirin">Aspirin (acetylsalicylic acid)</a></li> <li><a href="/wiki/Benorilate" title="Benorilate">Benorilate (benorylate)</a></li> <li><a href="/wiki/Carbasalate_calcium" title="Carbasalate calcium">Carbasalate calcium</a></li> <li><a href="/wiki/Diflunisal" title="Diflunisal">Diflunisal</a></li> <li><a href="/wiki/Dipyrocetyl" title="Dipyrocetyl">Dipyrocetyl</a></li> <li><a href="/wiki/Ethenzamide" title="Ethenzamide">Ethenzamide</a></li> <li><a href="/wiki/Guacetisal" title="Guacetisal">Guacetisal</a></li> <li><a href="/wiki/Magnesium_salicylate" title="Magnesium salicylate">Magnesium salicylate</a></li> <li><a href="/wiki/Mesalazine" title="Mesalazine">Mesalazine (5-aminosalicylic acid)</a></li> <li><a href="/wiki/Methyl_salicylate" title="Methyl salicylate">Methyl salicylate</a></li> <li><a href="/w/index.php?title=Salacetamide&action=edit&redlink=1" class="new" title="Salacetamide (page does not exist)">Salacetamide</a></li> <li><a href="/wiki/Salicin" title="Salicin">Salicin</a></li> <li><a href="/wiki/Salicylamide" title="Salicylamide">Salicylamide</a></li> <li><a href="/wiki/Salicylate" class="mw-redirect" title="Salicylate">Salicylate (salicylic acid)</a></li> <li><a href="/wiki/Salsalate" title="Salsalate">Salsalate</a></li> <li><a href="/wiki/Sodium_salicylate" title="Sodium salicylate">Sodium salicylate</a></li> <li><a href="/wiki/Triflusal" title="Triflusal">Triflusal</a>; <i>Acetic acids:</i> <a href="/wiki/Aceclofenac" title="Aceclofenac">Aceclofenac</a></li> <li><a href="/wiki/Acemetacin" title="Acemetacin">Acemetacin</a></li> <li><a href="/w/index.php?title=Aclofenac&action=edit&redlink=1" class="new" title="Aclofenac (page does not exist)">Aclofenac</a></li> <li><a href="/wiki/Amfenac" title="Amfenac">Amfenac</a></li> <li><a href="/wiki/Alclofenac" title="Alclofenac">Alclofenac</a></li> <li><a href="/wiki/Bendazac" title="Bendazac">Bendazac</a></li> <li><a href="/wiki/Bromfenac" title="Bromfenac">Bromfenac</a></li> <li><a href="/wiki/Bufexamac" title="Bufexamac">Bufexamac</a></li> <li><a href="/wiki/Bumadizone" title="Bumadizone">Bumadizone</a></li> <li><a href="/w/index.php?title=Cinmetacin&action=edit&redlink=1" class="new" title="Cinmetacin (page does not exist)">Cinmetacin</a></li> <li><a href="/w/index.php?title=Clometacin&action=edit&redlink=1" class="new" title="Clometacin (page does not exist)">Clometacin</a></li> <li><a href="/wiki/Diclofenac" title="Diclofenac">Diclofenac</a></li> <li><a href="/wiki/Difenpiramide" title="Difenpiramide">Difenpiramide</a></li> <li><a href="/wiki/Etodolac" title="Etodolac">Etodolac</a></li> <li><a href="/wiki/Felbinac" title="Felbinac">Felbinac</a></li> <li><a href="/wiki/Fenclofenac" title="Fenclofenac">Fenclofenac</a></li> <li><a href="/wiki/Fentiazac" title="Fentiazac">Fentiazac</a></li> <li><a href="/wiki/Glucametacin" title="Glucametacin">Glucametacin</a></li> <li><a href="/wiki/Indometacin" title="Indometacin">Indometacin (indomethacin)</a></li> <li><a href="/wiki/Indometacin_farnesil" title="Indometacin farnesil">Indometacin farnesil</a></li> <li><a href="/wiki/Ketorolac" title="Ketorolac">Ketorolac</a></li> <li><a href="/wiki/Lonazolac" title="Lonazolac">Lonazolac</a></li> <li><a href="/wiki/Mofezolac" title="Mofezolac">Mofezolac</a></li> <li><a href="/wiki/Nabumetone" title="Nabumetone">Nabumetone</a></li> <li><a href="/wiki/Oxametacin" title="Oxametacin">Oxametacin</a></li> <li><a href="/w/index.php?title=Oxindanac&action=edit&redlink=1" class="new" title="Oxindanac (page does not exist)">Oxindanac</a></li> <li><a href="/wiki/Proglumetacin" title="Proglumetacin">Proglumetacin</a></li> <li><a href="/wiki/Sulindac" title="Sulindac">Sulindac</a></li> <li><a href="/w/index.php?title=Sulindac_sulfide&action=edit&redlink=1" class="new" title="Sulindac sulfide (page does not exist)">Sulindac sulfide</a></li> <li><a href="/wiki/Tolmetin" title="Tolmetin">Tolmetin</a></li> <li><a href="/w/index.php?title=Zidometacin&action=edit&redlink=1" class="new" title="Zidometacin (page does not exist)">Zidometacin</a></li> <li><a href="/wiki/Zomepirac" title="Zomepirac">Zomepirac</a>; <i>Propionic acids:</i> <a href="/wiki/Alminoprofen" title="Alminoprofen">Alminoprofen</a></li> <li><a href="/wiki/Benoxaprofen" title="Benoxaprofen">Benoxaprofen</a></li> <li><a href="/w/index.php?title=Bucloxic_acid&action=edit&redlink=1" class="new" title="Bucloxic acid (page does not exist)">Bucloxic acid (blucloxate)</a></li> <li><a href="/w/index.php?title=Butibufen&action=edit&redlink=1" class="new" title="Butibufen (page does not exist)">Butibufen</a></li> <li><a href="/wiki/Carprofen" title="Carprofen">Carprofen</a></li> <li><a href="/wiki/Dexibuprofen" title="Dexibuprofen">Dexibuprofen</a></li> <li><a href="/w/index.php?title=Dexindoprofen&action=edit&redlink=1" class="new" title="Dexindoprofen (page does not exist)">Dexindoprofen</a></li> <li><a href="/wiki/Dexketoprofen" title="Dexketoprofen">Dexketoprofen</a></li> <li><a href="/wiki/Fenbufen" title="Fenbufen">Fenbufen</a></li> <li><a href="/wiki/Fenoprofen" title="Fenoprofen">Fenoprofen</a></li> <li><a href="/wiki/Flunoxaprofen" title="Flunoxaprofen">Flunoxaprofen</a></li> <li><a href="/wiki/Flurbiprofen" title="Flurbiprofen">Flurbiprofen</a></li> <li><a href="/wiki/Ibuprofen" title="Ibuprofen">Ibuprofen</a></li> <li><a href="/wiki/Ibuproxam" title="Ibuproxam">Ibuproxam</a></li> <li><a href="/wiki/Indoprofen" title="Indoprofen">Indoprofen</a></li> <li><a href="/wiki/Ketoprofen" title="Ketoprofen">Ketoprofen</a></li> <li><a href="/wiki/Loxoprofen" title="Loxoprofen">Loxoprofen</a></li> <li><a href="/wiki/Miroprofen" title="Miroprofen">Miroprofen</a></li> <li><a href="/wiki/Naproxen" title="Naproxen">Naproxen</a></li> <li><a href="/wiki/Naproxcinod" title="Naproxcinod">Naproxcinod</a></li> <li><a href="/wiki/Oxaprozin" title="Oxaprozin">Oxaprozin</a></li> <li><a href="/wiki/Pirprofen" title="Pirprofen">Pirprofen</a></li> <li><a href="/wiki/Pranoprofen" title="Pranoprofen">Pranoprofen</a></li> <li><a href="/wiki/Suprofen" title="Suprofen">Suprofen</a></li> <li><a href="/wiki/Tarenflurbil" title="Tarenflurbil">Tarenflurbil</a></li> <li><a href="/wiki/Tepoxalin" title="Tepoxalin">Tepoxalin</a></li> <li><a href="/wiki/Tiaprofenic_acid" title="Tiaprofenic acid">Tiaprofenic acid (tiaprofenate)</a></li> <li><a href="/wiki/Vedaprofen" title="Vedaprofen">Vedaprofen</a>; <i>Anthranilic acids (fenamic acids):</i> <a href="/wiki/Etofenamate" title="Etofenamate">Etofenamic acid (etofenamate)</a></li> <li><a href="/w/index.php?title=Floctafenic_acid&action=edit&redlink=1" class="new" title="Floctafenic acid (page does not exist)">Floctafenic acid (floctafenate)</a></li> <li><a href="/wiki/Flufenamic_acid" title="Flufenamic acid">Flufenamic acid (flufenamate)</a></li> <li><a href="/wiki/Meclofenamic_acid" title="Meclofenamic acid">Meclofenamic acid (meclofenamate)</a></li> <li><a href="/wiki/Mefenamic_acid" title="Mefenamic acid">Mefenamic acid (mefenamate)</a></li> <li><a href="/wiki/Morniflumate" title="Morniflumate">Morniflumic acid (morniflumate)</a></li> <li><a href="/wiki/Niflumic_acid" title="Niflumic acid">Niflumic acid (niflumate)</a></li> <li><a href="/w/index.php?title=Talinflumic_acid&action=edit&redlink=1" class="new" title="Talinflumic acid (page does not exist)">Talinflumic acid (talinflumate)</a></li> <li><a href="/wiki/Tolfenamic_acid" title="Tolfenamic acid">Tolfenamic acid (tolfenamate)</a>; <i>Pyrazolones:</i> <a href="/wiki/Azapropazone" title="Azapropazone">Azapropazone</a></li> <li><a href="/wiki/Dipyrone" class="mw-redirect" title="Dipyrone">Dipyrone</a></li> <li><a href="/wiki/Isopyrin" class="mw-redirect" title="Isopyrin">Isopyrin</a></li> <li><a href="/wiki/Oxyphenbutazone" title="Oxyphenbutazone">Oxyphenbutazone</a></li> <li><a href="/wiki/Phenylbutazone" title="Phenylbutazone">Phenylbutazone</a>; <i>Enolic acids (oxicams):</i> <a href="/wiki/Ampiroxicam" title="Ampiroxicam">Ampiroxicam</a></li> <li><a href="/wiki/Droxicam" title="Droxicam">Droxicam</a></li> <li><a href="/w/index.php?title=Enolicam&action=edit&redlink=1" class="new" title="Enolicam (page does not exist)">Enolicam</a></li> <li><a href="/wiki/Isoxicam" title="Isoxicam">Isoxicam</a></li> <li><a href="/wiki/Lornoxicam" title="Lornoxicam">Lornoxicam</a></li> <li><a href="/wiki/Meloxicam" title="Meloxicam">Meloxicam</a></li> <li><a href="/wiki/Piroxicam" title="Piroxicam">Piroxicam</a></li> <li><a href="/wiki/Tenoxicam" title="Tenoxicam">Tenoxicam</a>; <i>4-Aminoquinolines:</i> <a href="/wiki/Antrafenine" title="Antrafenine">Antrafenine</a></li> <li><a href="/wiki/Floctafenine" title="Floctafenine">Floctafenine</a></li> <li><a href="/wiki/Glafenine" title="Glafenine">Glafenine</a>; <i>Quinazolines:</i> <a href="/wiki/Fluproquazone" title="Fluproquazone">Fluproquazone</a></li> <li><a href="/wiki/Proquazone" title="Proquazone">Proquazone</a>; <i>Aminonicotinic acids:</i> <a href="/wiki/Clonixeril" class="mw-redirect" title="Clonixeril">Clonixeril</a></li> <li><a href="/wiki/Clonixin" title="Clonixin">Clonixin</a></li> <li><a href="/wiki/Flunixin" title="Flunixin">Flunixin</a>; <i>Sulfonanilides:</i> <a href="/w/index.php?title=Flosulide&action=edit&redlink=1" class="new" title="Flosulide (page does not exist)">Flosulide</a></li> <li><a href="/wiki/Nimesulide" title="Nimesulide">Nimesulide</a>; <i>Aminophenols (anilines):</i> <a href="/wiki/Acetanilide" title="Acetanilide">Acetanilide</a></li> <li><a href="/wiki/AM404" title="AM404">AM-404 (N-arachidonoylaminophenol)</a></li> <li><a href="/wiki/Bucetin" title="Bucetin">Bucetin</a></li> <li><a href="/wiki/Paracetamol" title="Paracetamol">Paracetamol (acetaminophen)</a></li> <li><a href="/w/index.php?title=Parapropamol&action=edit&redlink=1" class="new" title="Parapropamol (page does not exist)">Parapropamol</a></li> <li><a href="/wiki/Phenacetin" title="Phenacetin">Phenacetin</a></li> <li><a href="/wiki/Propacetamol" title="Propacetamol">Propacetamol</a>; <i>Selective COX-2 inhibitors (coxibs):</i> <a href="/wiki/Apricoxib" title="Apricoxib">Apricoxib</a></li> <li><a href="/wiki/Celecoxib" title="Celecoxib">Celecoxib</a></li> <li><a href="/wiki/Cimicoxib" title="Cimicoxib">Cimicoxib</a></li> <li><a href="/wiki/Deracoxib" title="Deracoxib">Deracoxib</a></li> <li><a href="/wiki/Etoricoxib" title="Etoricoxib">Etoricoxib</a></li> <li><a href="/wiki/Firocoxib" title="Firocoxib">Firocoxib</a></li> <li><a href="/wiki/Lumiracoxib" title="Lumiracoxib">Lumiracoxib</a></li> <li><a href="/wiki/Mavacoxib" title="Mavacoxib">Mavacoxib</a></li> <li><a href="/wiki/Parecoxib" title="Parecoxib">Parecoxib</a></li> <li><a href="/wiki/Polmacoxib" title="Polmacoxib">Polmacoxib</a></li> <li><a href="/wiki/Robenacoxib" title="Robenacoxib">Robenacoxib</a></li> <li><a href="/wiki/Rofecoxib" title="Rofecoxib">Rofecoxib</a></li> <li><a href="/wiki/Tilmacoxib" title="Tilmacoxib">Tilmacoxib</a></li> <li><a href="/wiki/Valdecoxib" title="Valdecoxib">Valdecoxib</a>; <i>Others/unsorted:</i> <a href="/wiki/Anitrazafen" title="Anitrazafen">Anitrazafen</a></li> <li><a href="/w/index.php?title=Clobuzarit&action=edit&redlink=1" class="new" title="Clobuzarit (page does not exist)">Clobuzarit</a></li> <li><a href="/wiki/Curcumin" title="Curcumin">Curcumin</a></li> <li><a href="/w/index.php?title=DuP-697&action=edit&redlink=1" class="new" title="DuP-697 (page does not exist)">DuP-697</a></li> <li><a href="/w/index.php?title=FK-3311&action=edit&redlink=1" class="new" title="FK-3311 (page does not exist)">FK-3311</a></li> <li><a href="/wiki/Flumizole" title="Flumizole">Flumizole</a></li> <li><a href="/w/index.php?title=FR-122047&action=edit&redlink=1" class="new" title="FR-122047 (page does not exist)">FR-122047</a></li> <li><a href="/wiki/Glimepiride" title="Glimepiride">Glimepiride</a></li> <li><a href="/wiki/Hyperforin" title="Hyperforin">Hyperforin</a></li> <li><a href="/w/index.php?title=Itazigrel&action=edit&redlink=1" class="new" title="Itazigrel (page does not exist)">Itazigrel</a></li> <li><a href="/w/index.php?title=L-655240&action=edit&redlink=1" class="new" title="L-655240 (page does not exist)">L-655240</a></li> <li><a href="/w/index.php?title=L-670596&action=edit&redlink=1" class="new" title="L-670596 (page does not exist)">L-670596</a></li> <li><a href="/wiki/Licofelone" title="Licofelone">Licofelone</a></li> <li><a href="/wiki/Menatetrenone" title="Menatetrenone">Menatetrenone (vitamin K<sub>2</sub>)</a></li> <li><a href="/w/index.php?title=NCX-466&action=edit&redlink=1" class="new" title="NCX-466 (page does not exist)">NCX-466</a></li> <li><a href="/w/index.php?title=NCX-4040&action=edit&redlink=1" class="new" title="NCX-4040 (page does not exist)">NCX-4040</a></li> <li><a href="/wiki/NS-398" title="NS-398">NS-398</a></li> <li><a href="/wiki/Pamicogrel" title="Pamicogrel">Pamicogrel</a></li> <li><a href="/wiki/Resveratrol" title="Resveratrol">Resveratrol</a></li> <li><a href="/w/index.php?title=Romazarit&action=edit&redlink=1" class="new" title="Romazarit (page does not exist)">Romazarit</a></li> <li><a href="/wiki/Rosmarinic_acid" title="Rosmarinic acid">Rosmarinic acid</a></li> <li><a href="/wiki/Rutecarpine" title="Rutecarpine">Rutecarpine</a></li> <li><a href="/w/index.php?title=Satigrel&action=edit&redlink=1" class="new" title="Satigrel (page does not exist)">Satigrel</a></li> <li><a href="/w/index.php?title=SC-236&action=edit&redlink=1" class="new" title="SC-236 (page does not exist)">SC-236</a></li> <li><a href="/w/index.php?title=SC-560&action=edit&redlink=1" class="new" title="SC-560 (page does not exist)">SC-560</a></li> <li><a href="/w/index.php?title=SC-58125&action=edit&redlink=1" class="new" title="SC-58125 (page does not exist)">SC-58125</a></li> <li><a href="/wiki/Tenidap" title="Tenidap">Tenidap</a></li> <li><a href="/w/index.php?title=Tiflamizole&action=edit&redlink=1" class="new" title="Tiflamizole (page does not exist)">Tiflamizole</a></li> <li><a href="/w/index.php?title=Timegadine&action=edit&redlink=1" class="new" title="Timegadine (page does not exist)">Timegadine</a></li> <li><a href="/w/index.php?title=Trifenagrel&action=edit&redlink=1" class="new" title="Trifenagrel (page does not exist)">Trifenagrel</a></li> <li><a href="/w/index.php?title=Tropesin&action=edit&redlink=1" class="new" title="Tropesin (page does not exist)">Tropesin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_D_synthase" class="mw-redirect" title="Prostaglandin D synthase"><abbr title="Prostaglandin D synthase">PGD<sub>2</sub>S</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin D synthase</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Retinoid" title="Retinoid">Retinoids</a></li> <li><a href="/wiki/Selenium" title="Selenium">Selenium</a> (<a href="/wiki/Selenium_tetrachloride" title="Selenium tetrachloride">selenium tetrachloride</a>, <a href="/wiki/Sodium_selenite" title="Sodium selenite">sodium selenite</a>, <a href="/wiki/Selenium_disulfide" title="Selenium disulfide">selenium disulfide</a>)</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_E_synthase" title="Prostaglandin E synthase"><abbr title="Prostaglandin E synthase">PGES</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin E synthase</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"><a href="/w/index.php?title=HQL-79&action=edit&redlink=1" class="new" title="HQL-79 (page does not exist)">HQL-79</a></div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostaglandin_F_synthase" title="Prostaglandin F synthase"><abbr title="Prostaglandin F synthase">PGFS</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostaglandin F synthase</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"><a href="/wiki/Bimatoprost" title="Bimatoprost">Bimatoprost</a></div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Prostacyclin_synthase" title="Prostacyclin synthase"><abbr title="Prostacyclin synthase">PGI<sub>2</sub>S</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Prostacyclin synthase</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"><a href="/wiki/Tranylcypromine" title="Tranylcypromine">Tranylcypromine</a></div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;;text-align:center;"><a href="/wiki/Thromboxane_A_synthase" class="mw-redirect" title="Thromboxane A synthase"><abbr title="Thromboxane A synthase">TXAS</abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip Thromboxane A synthase</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Camonagrel&action=edit&redlink=1" class="new" title="Camonagrel (page does not exist)">Camonagrel</a></li> <li><a href="/w/index.php?title=Dazmegrel&action=edit&redlink=1" class="new" title="Dazmegrel (page does not exist)">Dazmegrel</a></li> <li><a href="/wiki/Dazoxiben" title="Dazoxiben">Dazoxiben</a></li> <li><a href="/wiki/Furegrelate" title="Furegrelate">Furegrelate</a></li> <li><a href="/w/index.php?title=Isbogrel&action=edit&redlink=1" class="new" title="Isbogrel (page does not exist)">Isbogrel</a></li> <li><a href="/w/index.php?title=Midazogrel&action=edit&redlink=1" class="new" title="Midazogrel (page does not exist)">Midazogrel</a></li> <li><a href="/w/index.php?title=Nafagrel&action=edit&redlink=1" class="new" title="Nafagrel (page does not exist)">Nafagrel</a></li> <li><a href="/w/index.php?title=Nicogrelate&action=edit&redlink=1" class="new" title="Nicogrelate (page does not exist)">Nicogrelate</a></li> <li><a href="/wiki/Ozagrel" title="Ozagrel">Ozagrel</a></li> <li><a href="/wiki/Picotamide" title="Picotamide">Picotamide</a></li> <li><a href="/w/index.php?title=Pirmagrel&action=edit&redlink=1" class="new" title="Pirmagrel (page does not exist)">Pirmagrel</a></li> <li><a href="/w/index.php?title=Ridogrel&action=edit&redlink=1" class="new" title="Ridogrel (page does not exist)">Ridogrel</a></li> <li><a href="/w/index.php?title=Rolafagrel&action=edit&redlink=1" class="new" title="Rolafagrel (page does not exist)">Rolafagrel</a></li> <li><a href="/w/index.php?title=Samixogrel&action=edit&redlink=1" class="new" title="Samixogrel (page does not exist)">Samixogrel</a></li> <li><a href="/wiki/Terbogrel" title="Terbogrel">Terbogrel</a></li> <li><a href="/w/index.php?title=U63557A&action=edit&redlink=1" class="new" title="U63557A (page does not exist)">U63557A</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;">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Precursors:</b> <a href="/wiki/Linoleic_acid" title="Linoleic acid">Linoleic acid</a></li> <li><a href="/wiki/Gamma-Linolenic_acid" class="mw-redirect" title="Gamma-Linolenic acid">γ-Linolenic acid (gamolenic acid)</a></li> <li><a href="/wiki/Dihomo-%CE%B3-linolenic_acid" title="Dihomo-γ-linolenic acid">Dihomo-γ-linolenic acid</a></li> <li><a href="/wiki/Diglyceride" title="Diglyceride">Diacylglycerol</a></li> <li><a href="/wiki/Arachidonic_acid" title="Arachidonic acid">Arachidonic acid</a></li> <li><a href="/wiki/Prostaglandin_G2" title="Prostaglandin G2">Prostaglandin G<sub>2</sub></a></li> <li><a href="/wiki/Prostaglandin_H2" title="Prostaglandin H2">Prostaglandin H<sub>2</sub></a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <dl><dt>See also</dt> <dd><i><a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a></i></dd> <dd><i><a href="/wiki/Template:Leukotriene_signaling_modulators" title="Template:Leukotriene signaling modulators">Leukotriene signaling modulators</a></i></dd></dl> </div></td></tr></tbody></table></div> <style data-mw-deduplicate="TemplateStyles:r1130092004">.mw-parser-output .portal-bar{font-size:88%;font-weight:bold;display:flex;justify-content:center;align-items:baseline}.mw-parser-output .portal-bar-bordered{padding:0 2em;background-color:#fdfdfd;border:1px solid #a2a9b1;clear:both;margin:1em auto 0}.mw-parser-output .portal-bar-related{font-size:100%;justify-content:flex-start}.mw-parser-output .portal-bar-unbordered{padding:0 1.7em;margin-left:0}.mw-parser-output .portal-bar-header{margin:0 1em 0 0.5em;flex:0 0 auto;min-height:24px}.mw-parser-output .portal-bar-content{display:flex;flex-flow:row wrap;flex:0 1 auto;padding:0.15em 0;column-gap:1em;align-items:baseline;margin:0;list-style:none}.mw-parser-output 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