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class="vector-toc-link" href="#Available_forms"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.1</span> <span>Available forms</span> </div> </a> <ul id="toc-Available_forms-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Antibiotic_use_and_bacterial_resistance" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Antibiotic_use_and_bacterial_resistance"> <div class="vector-toc-text"> <span class="vector-toc-numb">8.2</span> <span>Antibiotic use and bacterial resistance</span> </div> </a> <ul id="toc-Antibiotic_use_and_bacterial_resistance-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">9</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> 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mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D8%A7%D9%81%D9%84%D9%88%DA%A9%D8%B3%D8%A7%D8%B3%DB%8C%D9%86" title="افلوکساسین – South Azerbaijani" lang="azb" hreflang="azb" data-title="افلوکساسین" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-cy mw-list-item"><a href="https://cy.wikipedia.org/wiki/Offlocsacin" title="Offlocsacin – Welsh" lang="cy" hreflang="cy" data-title="Offlocsacin" 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/Ofloxacin" title="Ofloxacin – German" lang="de" hreflang="de" data-title="Ofloxacin" 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/Ofloxacino" title="Ofloxacino – Spanish" lang="es" hreflang="es" data-title="Ofloxacino" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Ofloxazino" title="Ofloxazino – Basque" lang="eu" hreflang="eu" data-title="Ofloxazino" data-language-autonym="Euskara" data-language-local-name="Basque" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%A7%D9%81%D9%84%D9%88%DA%A9%D8%B3%D8%A7%D8%B3%DB%8C%D9%86" title="افلوکساسین – Persian" lang="fa" hreflang="fa" data-title="افلوکساسین" 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/Ofloxacine" title="Ofloxacine – French" lang="fr" hreflang="fr" data-title="Ofloxacine" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Ofloksasin" title="Ofloksasin – Indonesian" lang="id" hreflang="id" data-title="Ofloksasin" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Ofloxacina" title="Ofloxacina – Italian" lang="it" hreflang="it" data-title="Ofloxacina" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Ofloxacin" title="Ofloxacin – Hungarian" lang="hu" hreflang="hu" data-title="Ofloxacin" data-language-autonym="Magyar" data-language-local-name="Hungarian" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Ofloxacine" title="Ofloxacine – Dutch" lang="nl" hreflang="nl" data-title="Ofloxacine" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%82%AA%E3%83%95%E3%83%AD%E3%82%AD%E3%82%B5%E3%82%B7%E3%83%B3" title="オフロキサシン – Japanese" lang="ja" hreflang="ja" data-title="オフロキサシン" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-or mw-list-item"><a href="https://or.wikipedia.org/wiki/%E0%AC%93%E0%AC%AB%E0%AD%8D%E0%AC%B2%E0%AD%8B%E0%AC%95%E0%AD%8D%E0%AC%B8%E0%AC%BE%E0%AC%B8%E0%AC%BF%E0%AC%A8" title="ଓଫ୍ଲୋକ୍ସାସିନ – Odia" lang="or" hreflang="or" data-title="ଓଫ୍ଲୋକ୍ସାସିନ" data-language-autonym="ଓଡ଼ିଆ" data-language-local-name="Odia" class="interlanguage-link-target"><span>ଓଡ଼ିଆ</span></a></li><li class="interlanguage-link interwiki-uz mw-list-item"><a href="https://uz.wikipedia.org/wiki/Ofloksatsin" title="Ofloksatsin – Uzbek" lang="uz" hreflang="uz" data-title="Ofloksatsin" data-language-autonym="Oʻzbekcha / ўзбекча" data-language-local-name="Uzbek" class="interlanguage-link-target"><span>Oʻzbekcha / ўзбекча</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Ofloksacyna" title="Ofloksacyna – Polish" lang="pl" hreflang="pl" data-title="Ofloksacyna" 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/Ofloxacina" title="Ofloxacina – Portuguese" lang="pt" hreflang="pt" data-title="Ofloxacina" 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/Ofloxacin%C4%83" title="Ofloxacină – Romanian" lang="ro" hreflang="ro" data-title="Ofloxacină" 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%9E%D1%84%D0%BB%D0%BE%D0%BA%D1%81%D0%B0%D1%86%D0%B8%D0%BD" title="Офлоксацин – Russian" lang="ru" hreflang="ru" data-title="Офлоксацин" 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/Ofloksacin" title="Ofloksacin – Serbian" lang="sr" hreflang="sr" data-title="Ofloksacin" 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/Ofloksacin" title="Ofloksacin – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Ofloksacin" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Ofloksasiini" title="Ofloksasiini – Finnish" lang="fi" hreflang="fi" data-title="Ofloksasiini" data-language-autonym="Suomi" data-language-local-name="Finnish" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B8%AD%E0%B8%AD%E0%B8%9F%E0%B8%A5%E0%B8%AD%E0%B8%81%E0%B8%8B%E0%B8%B2%E0%B8%8B%E0%B8%B4%E0%B8%99" title="ออฟลอกซาซิน – Thai" lang="th" hreflang="th" data-title="ออฟลอกซาซิน" data-language-autonym="ไทย" data-language-local-name="Thai" class="interlanguage-link-target"><span>ไทย</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Ofloksasin" title="Ofloksasin – Turkish" lang="tr" hreflang="tr" data-title="Ofloksasin" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%9E%D1%84%D0%BB%D0%BE%D0%BA%D1%81%D0%B0%D1%86%D0%B8%D0%BD" title="Офлоксацин – Ukrainian" lang="uk" hreflang="uk" data-title="Офлоксацин" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Ofloxacin" title="Ofloxacin – Vietnamese" lang="vi" hreflang="vi" data-title="Ofloxacin" 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-yue mw-list-item"><a href="https://zh-yue.wikipedia.org/wiki/%E6%B0%9F%E5%97%AA%E9%85%B8" title="氟嗪酸 – Cantonese" lang="yue" hreflang="yue" data-title="氟嗪酸" data-language-autonym="粵語" data-language-local-name="Cantonese" class="interlanguage-link-target"><span>粵語</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E6%B0%A7%E6%B0%9F%E6%B2%99%E6%98%9F" 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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">Antibiotic to treat bacterial infections</div> <style data-mw-deduplicate="TemplateStyles:r1257001546">.mw-parser-output .infobox-subbox{padding:0;border:none;margin:-3px;width:auto;min-width:100%;font-size:100%;clear:none;float:none;background-color:transparent}.mw-parser-output .infobox-3cols-child{margin:auto}.mw-parser-output .infobox .navbar{font-size:100%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .infobox-full-data:not(.notheme)>div:not(.notheme)[style]{background:#1f1f23!important;color:#f8f9fa}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .infobox-full-data:not(.notheme) div:not(.notheme){background:#1f1f23!important;color:#f8f9fa}}@media(min-width:640px){body.skin--responsive .mw-parser-output .infobox-table{display:table!important}body.skin--responsive .mw-parser-output .infobox-table>caption{display:table-caption!important}body.skin--responsive .mw-parser-output .infobox-table>tbody{display:table-row-group}body.skin--responsive .mw-parser-output .infobox-table tr{display:table-row!important}body.skin--responsive .mw-parser-output .infobox-table th,body.skin--responsive .mw-parser-output .infobox-table td{padding-left:inherit;padding-right:inherit}}</style><table class="infobox" style="border-spacing:2px;"><caption class="infobox-title"><span title="International nonproprietary name (INN): Ofloxacin">Ofloxacin</span></caption><tbody><tr><td colspan="2" class="infobox-image notheme" style="background-color: #f8f9fa;"><span typeof="mw:File"><a href="/wiki/File:Ofloxacin.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/05/Ofloxacin.svg/240px-Ofloxacin.svg.png" decoding="async" width="240" height="128" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/05/Ofloxacin.svg/360px-Ofloxacin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/05/Ofloxacin.svg/480px-Ofloxacin.svg.png 2x" data-file-width="512" data-file-height="273" /></a></span></td></tr><tr><td colspan="2" class="infobox-image notheme" style="background-color: #f8f9fa;"><span typeof="mw:File"><a href="/wiki/File:Ofloxacin_zwitterion_ball_from_xtal.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f0/Ofloxacin_zwitterion_ball_from_xtal.png/240px-Ofloxacin_zwitterion_ball_from_xtal.png" decoding="async" width="240" height="147" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f0/Ofloxacin_zwitterion_ball_from_xtal.png/360px-Ofloxacin_zwitterion_ball_from_xtal.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f0/Ofloxacin_zwitterion_ball_from_xtal.png/480px-Ofloxacin_zwitterion_ball_from_xtal.png 2x" data-file-width="3000" data-file-height="1840" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Clinical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_nomenclature#Trade_names" title="Drug nomenclature">Trade names</a></th><td class="infobox-data">Floxin, Ocuflox, others</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">Other names</th><td class="infobox-data"><small>(±)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7<i>H</i>-pyrido[1,2,3-<i>de</i>][1,4]benzoxazine-6-carboxylic acid</small></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/ofloxacin.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/a691005.html">a691005</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=Ofloxacin">Ofloxacin</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/Oral_administration" title="Oral administration">By mouth</a>, <a href="/wiki/Intravenous_therapy" title="Intravenous therapy">intravenous therapy</a>, <a href="/wiki/Topical" class="mw-redirect" title="Topical">topical</a> (<a href="/wiki/Eye_drop" title="Eye drop">eye drops</a> and <a href="/wiki/Ear_drop" title="Ear drop">ear drops</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_J01" title="ATC code J01">J01MA01</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=J01MA01">WHO</a></span>) <a href="/wiki/ATC_code_S01" title="ATC code S01">S01AE01</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=S01AE01">WHO</a></span>), <a href="/wiki/ATC_code_S02" title="ATC code S02">S02AA16</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=S02AA16">WHO</a></span>)</li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Legal status</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">Legal status</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"> <ul><li><small><abbr class="country-name" title="United States">US</abbr>:</small> <a href="/wiki/Prescription_drug" title="Prescription drug">℞-only</a></li></ul></div> </td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd"><a href="/wiki/Pharmacokinetics" title="Pharmacokinetics">Pharmacokinetic</a> data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Bioavailability" title="Bioavailability">Bioavailability</a></th><td class="infobox-data">85% – 95%</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Plasma_protein_binding" title="Plasma protein binding">Protein binding</a></th><td class="infobox-data">32%</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Biological_half-life" title="Biological half-life">Elimination <span class="nowrap">half-life</span></a></th><td class="infobox-data">8–9 hours</td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Identifiers</th></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/IUPAC_nomenclature_of_chemistry" title="IUPAC nomenclature of chemistry">IUPAC name</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all; text-align:left; padding-left:1.5em; text-indent:-1.5em;"><li style="line-height: inherit; margin: 0"><div style="font-size: 97%;">(<i>RS</i>)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0<sup>5,13</sup>]trideca-5(13),6,8,11-tetraene-11-carboxylic 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=82419-36-1">82419-36-1</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/4583">4583</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/DB01165">DB01165</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/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.4422.html">4422</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/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/A4P49JAZ9H">A4P49JAZ9H</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/D00453">D00453</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/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:7731">CHEBI:7731</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/ChEMBL" title="ChEMBL">ChEMBL</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/ChEMBL4">ChEMBL4</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/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/DTXSID3041085">DTXSID3041085</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q411447#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/100.205.209">100.205.209</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q411447#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd">Chemical and physical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chemical_formula" title="Chemical formula">Formula</a></th><td class="infobox-data"><span title="Carbon">C</span><sub>18</sub><span title="Hydrogen">H</span><sub>20</sub><span title="Fluorine">F</span><span title="Nitrogen">N</span><sub>3</sub><span title="Oxygen">O</span><sub>4</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="7002361373000000000♠"></span>361.373</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=Fc4cc1c2N%28%2FC%3DC%28%5CC1%3DO%29C%28%3DO%29O%29C%28COc2c4N3CCN%28C%29CC3%29C">Interactive image</a></span></li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chirality_(chemistry)" title="Chirality (chemistry)">Chirality</a></th><td class="infobox-data"><a href="/wiki/Racemic_mixture" title="Racemic mixture">Racemic mixture</a></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Melting_point" title="Melting point">Melting point</a></th><td class="infobox-data">250–257 °C (482–495 °F)</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%;">Fc4cc1c2N(/C=C(\C1=O)C(=O)O)C(COc2c4N3CCN(C)CC3)C</div></li></ul> </div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></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:GSDSWSVVBLHKDQ-UHFFFAOYSA-N<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></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">  <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=462264606&page2=Ofloxacin">(verify)</a></span></span></td></tr></tbody></table> <p><b>Ofloxacin</b> is a <a href="/wiki/Quinolone_antibiotic" title="Quinolone antibiotic">quinolone antibiotic</a> useful for the treatment of a number of <a href="/wiki/Bacterial_infection" class="mw-redirect" title="Bacterial infection">bacterial infections</a>.<sup id="cite_ref-AHFS2016_1-0" class="reference"><a href="#cite_note-AHFS2016-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> When taken <a href="/wiki/Oral_administration" title="Oral administration">by mouth</a> or <a href="/wiki/Intravenous" class="mw-redirect" title="Intravenous">injection into a vein</a>, these include <a href="/wiki/Pneumonia" title="Pneumonia">pneumonia</a>, <a href="/wiki/Cellulitis" title="Cellulitis">cellulitis</a>, <a href="/wiki/Urinary_tract_infections" class="mw-redirect" title="Urinary tract infections">urinary tract infections</a>, <a href="/wiki/Prostatitis" title="Prostatitis">prostatitis</a>, <a href="/wiki/Plague_(disease)" title="Plague (disease)">plague</a>, and certain types of <a href="/wiki/Infectious_diarrhea" class="mw-redirect" title="Infectious diarrhea">infectious diarrhea</a>.<sup id="cite_ref-AHFS2016_1-1" class="reference"><a href="#cite_note-AHFS2016-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-BNF69_2-0" class="reference"><a href="#cite_note-BNF69-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Other uses, along with other medications, include treating <a href="/wiki/Multidrug_resistant_tuberculosis" class="mw-redirect" title="Multidrug resistant tuberculosis">multidrug resistant tuberculosis</a>.<sup id="cite_ref-WHO2008_3-0" class="reference"><a href="#cite_note-WHO2008-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> An <a href="/wiki/Eye_drop" title="Eye drop">eye drop</a> may be used for a <a href="/wiki/Superficial_bacterial_infection_of_the_eye" class="mw-redirect" title="Superficial bacterial infection of the eye">superficial bacterial infection of the eye</a> and an <a href="/wiki/Ear_drop" title="Ear drop">ear drop</a> may be used for <a href="/wiki/Otitis_media" title="Otitis media">otitis media</a> when a hole in the <a href="/wiki/Tympanic_membrane" class="mw-redirect" title="Tympanic membrane">ear drum</a> is present.<sup id="cite_ref-BNF69_2-1" class="reference"><a href="#cite_note-BNF69-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p><p>When taken by mouth, common side effects include vomiting, diarrhea, headache, and rash.<sup id="cite_ref-AHFS2016_1-2" class="reference"><a href="#cite_note-AHFS2016-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Other serious side effect include <a href="/wiki/Tendon_rupture" title="Tendon rupture">tendon rupture</a>, numbness due to nerve damage, <a href="/wiki/Seizures" class="mw-redirect" title="Seizures">seizures</a>, and <a href="/wiki/Psychosis" title="Psychosis">psychosis</a>.<sup id="cite_ref-AHFS2016_1-3" class="reference"><a href="#cite_note-AHFS2016-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Use in <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a> is typically not recommended.<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> Ofloxacin is in the <a href="/wiki/Fluoroquinolone" class="mw-redirect" title="Fluoroquinolone">fluoroquinolone</a> family of medications.<sup id="cite_ref-AHFS2016_1-4" class="reference"><a href="#cite_note-AHFS2016-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> It works by interfering with the bacterium's <a href="/wiki/DNA" title="DNA">DNA</a>.<sup id="cite_ref-AHFS2016_1-5" class="reference"><a href="#cite_note-AHFS2016-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p><p>Ofloxacin was patented in 1980 and approved for medical use in 1985.<sup id="cite_ref-Fis2006_5-0" class="reference"><a href="#cite_note-Fis2006-5"><span class="cite-bracket">[</span>5<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>.<sup id="cite_ref-WHO21st_6-0" class="reference"><a href="#cite_note-WHO21st-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Ofloxacin is available as a <a href="/wiki/Generic_medication" class="mw-redirect" title="Generic medication">generic medication</a>.<sup id="cite_ref-AHFS2016_1-6" class="reference"><a href="#cite_note-AHFS2016-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> In 2022, it was the 206th most commonly prescribed medication in the United States, with more than 1<span class="nowrap"> </span>million prescriptions.<sup id="cite_ref-Top_300_of_2022_7-0" class="reference"><a href="#cite_note-Top_300_of_2022-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <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=Ofloxacin&action=edit&section=1" title="Edit section: Medical uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ofloxacin is used in the treatment of bacterial infections such as: </p> <ul><li>Acute bacterial exacerbations of <a href="/wiki/Chronic_obstructive_pulmonary_disease" title="Chronic obstructive pulmonary disease">chronic obstructive pulmonary disease</a> (COPD)</li> <li>Community-acquired <a href="/wiki/Pneumonia" title="Pneumonia">pneumonia</a></li> <li>Uncomplicated skin and skin structure infections</li> <li>Nongonococcal <a href="/wiki/Urethritis" title="Urethritis">urethritis</a> and <a href="/wiki/Cervicitis" title="Cervicitis">cervicitis</a></li> <li><a href="/wiki/Epididymitis" title="Epididymitis">Epididymitis</a></li> <li>Mixed Infections of the <a href="/wiki/Urethra" title="Urethra">urethra</a> and <a href="/wiki/Cervix" title="Cervix">cervix</a></li> <li>Acute <a href="/wiki/Pelvic_inflammatory_disease" title="Pelvic inflammatory disease">pelvic inflammatory disease</a></li> <li>Uncomplicated <a href="/wiki/Cystitis" class="mw-redirect" title="Cystitis">cystitis</a></li> <li>Complicated <a href="/wiki/Urinary_tract_infections" class="mw-redirect" title="Urinary tract infections">urinary tract infections</a></li> <li><a href="/wiki/Prostatitis" title="Prostatitis">Prostatitis</a></li> <li>Acute, uncomplicated urethral and cervical <a href="/wiki/Gonorrhea" title="Gonorrhea">gonorrhea</a></li></ul> <p>Ofloxacin has not been shown to be effective in the treatment of <a href="/wiki/Syphilis" title="Syphilis">syphilis</a>.<sup id="cite_ref-Ofloxacin_label_9-0" class="reference"><a href="#cite_note-Ofloxacin_label-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p><p>Fluoroquinolones, the class of drug ofloxacin belongs to, were the drug of choice for treating gonorrhea in the 1980s; However, due to the development of fluoroquinolone-resistant <i><a href="/wiki/Neisseria_gonorrhoeae" title="Neisseria gonorrhoeae">Neisseria gonorrhoeae</a></i>, fluoroquinolones were no longer used to treat gonorrhea by the late 1990s.<sup id="cite_ref-Bodoev2015_10-0" class="reference"><a href="#cite_note-Bodoev2015-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> As of 2004, the failure of single dose ofloxacin to treat gonorrhea has been reported in the <a href="/wiki/United_States" title="United States">United States</a>, <a href="/wiki/United_Kingdom" title="United Kingdom">United Kingdom</a>, <a href="/wiki/Canada" title="Canada">Canada</a>, and <a href="/wiki/Australia" title="Australia">Australia</a>. <sup id="cite_ref-pmid15102567_11-0" class="reference"><a href="#cite_note-pmid15102567-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Susceptible_bacteria">Susceptible bacteria</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=2" title="Edit section: Susceptible bacteria"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>According to the product package insert, ofloxacin is effective against these microorganisms:<sup id="cite_ref-pmid6960805_12-0" class="reference"><a href="#cite_note-pmid6960805-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </p><p>Aerobic Gram-positive microorganisms: </p> <ul><li><i><a href="/wiki/Staphylococcus_aureus" title="Staphylococcus aureus">Staphylococcus aureus</a></i> (<a href="/wiki/Methicillin" title="Methicillin">methicillin</a>-susceptible strains)</li> <li><i><a href="/wiki/Streptococcus_pneumoniae" title="Streptococcus pneumoniae">Streptococcus pneumoniae</a></i> (<a href="/wiki/Penicillin" title="Penicillin">penicillin</a>-susceptible strains)</li> <li><i><a href="/wiki/Streptococcus_pyogenes" title="Streptococcus pyogenes">Streptococcus pyogenes</a></i></li></ul> <p>Aerobic Gram-negative microorganisms </p> <ul><li><i><a href="/wiki/Citrobacter_koseri" title="Citrobacter koseri">Citrobacter koseri</a></i> (<i>Citrobacter diversus</i>)</li> <li><i><a href="/wiki/Enterobacter_aerogenes" class="mw-redirect" title="Enterobacter aerogenes">Enterobacter aerogenes</a></i></li> <li><i><a href="/wiki/Escherichia_coli" title="Escherichia coli">Escherichia coli</a></i></li> <li><i><a href="/wiki/Haemophilus_influenzae" title="Haemophilus influenzae">Haemophilus influenzae</a></i></li> <li><i><a href="/wiki/Klebsiella_pneumoniae" title="Klebsiella pneumoniae">Klebsiella pneumoniae</a></i></li> <li><i><a href="/wiki/Neisseria_gonorrhoeae" title="Neisseria gonorrhoeae">Neisseria gonorrhoeae</a></i></li> <li><i><a href="/wiki/Proteus_mirabilis" title="Proteus mirabilis">Proteus mirabilis</a></i></li> <li><i><a href="/wiki/Pseudomonas_aeruginosa" title="Pseudomonas aeruginosa">Pseudomonas aeruginosa</a></i></li></ul> <p>Other microorganisms: </p> <ul><li><i><a href="/wiki/Chlamydia_trachomatis" title="Chlamydia trachomatis">Chlamydia trachomatis</a></i></li></ul> <div class="mw-heading mw-heading2"><h2 id="Adverse_effects">Adverse effects</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=3" title="Edit section: Adverse effects"><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">See also: <a href="/wiki/Adverse_effects_of_fluoroquinolones" class="mw-redirect" title="Adverse effects of fluoroquinolones">Adverse effects of fluoroquinolones</a> and <a href="/wiki/Levofloxacin#Adverse_effects" title="Levofloxacin">Levofloxacin § Adverse effects</a></div> <p>In general, fluoroquinolones are well tolerated, with most side effects being mild to moderate.<sup id="cite_ref-Owens_RC,_Ambrose_PG_2005_S144–57_13-0" class="reference"><a href="#cite_note-Owens_RC,_Ambrose_PG_2005_S144–57-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> On occasion, serious <a href="/wiki/Adverse_effect" title="Adverse effect">adverse effects</a> occur.<sup id="cite_ref-pmid11172695_14-0" class="reference"><a href="#cite_note-pmid11172695-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> Common side effects include gastrointestinal effects such as nausea, vomiting, and diarrhea, as well as headache and insomnia. </p><p>The overall rate of adverse events in patients treated with fluoroquinolones is roughly similar to that seen in patients treated with other antibiotic classes.<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><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><sup id="cite_ref-17" class="reference"><a href="#cite_note-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup><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> A U.S. Centers for Disease Control study found patients treated with fluoroquinolones experienced adverse events severe enough to lead to an emergency department visit more frequently than those treated with <a href="/wiki/Cephalosporin" title="Cephalosporin">cephalosporins</a> or <a href="/wiki/Macrolide" title="Macrolide">macrolides</a>, but less frequently than those treated with <a href="/wiki/Penicillin" title="Penicillin">penicillins</a>, <a href="/wiki/Clindamycin" title="Clindamycin">clindamycin</a>, <a href="/wiki/Sulfonamide" title="Sulfonamide">sulfonamides</a>, or <a href="/wiki/Vancomycin" title="Vancomycin">vancomycin</a>.<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> </p><p>Postmarketing surveillance has revealed a variety of relatively rare but serious adverse effects associated with all members of the fluoroquinolone antibacterial class. Among these, tendon problems and exacerbation of the symptoms of the neurological disorder <a href="/wiki/Myasthenia_gravis" title="Myasthenia gravis">myasthenia gravis</a> are the subject of "black box" warnings in the United States. The most severe form of tendonopathy associated with fluoroquinolone administration is tendon rupture, which in the great majority of cases involves the Achilles tendon. Younger people typically experience good recovery, but permanent disability is possible, and is more likely in older patients.<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> The overall frequency of fluoroquinolone-associated Achilles tendon rupture in patients treated with ciprofloxacin or levofloxacin has been estimated at 17 per 100,000 treatments.<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><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> Risk is substantially elevated in the elderly and in those with recent exposure to topical or systemic corticosteroid therapy. Simultaneous use of <a href="/wiki/Corticosteroids" class="mw-redirect" title="Corticosteroids">corticosteroids</a> is present in almost one-third of quinolone-associated tendon rupture.<sup id="cite_ref-pmid16139623_23-0" class="reference"><a href="#cite_note-pmid16139623-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> Tendon damage may manifest during and up to a year after fluoroquinolone therapy has been completed.<sup id="cite_ref-pmid10970974_24-0" class="reference"><a href="#cite_note-pmid10970974-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup> </p><p>Fluoroquinolones prolong the <a href="/wiki/QT_interval" title="QT interval">QT interval</a> by blocking voltage-gated potassium channels.<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> Prolongation of the QT interval can lead to <i><a href="/wiki/Torsades_de_pointes" title="Torsades de pointes">torsades de pointes</a></i>, a life-threatening arrhythmia, but in practice, this appears relatively uncommon in part because the most widely prescribed fluoroquinolones (ciprofloxacin and levofloxacin) only minimally prolong the QT interval.<sup id="cite_ref-Rubinstein_26-0" class="reference"><a href="#cite_note-Rubinstein-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> </p><p><i><a href="/wiki/Clostridioides_difficile" title="Clostridioides difficile">Clostridioides difficile</a></i>-associated diarrhea may occur in connection with the use of any antibacterial drug, especially those with a broad spectrum of activity such as clindamycin, cephalosporins, and fluoroquinolones. Fluoroquinoline treatment is associated with risk similar to<sup id="cite_ref-27" class="reference"><a href="#cite_note-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> or less<sup id="cite_ref-28" class="reference"><a href="#cite_note-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-29" class="reference"><a href="#cite_note-29"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup> than that associated with broad spectrum cephalosporins. Fluoroquinolone administration may be associated with the acquisition and outgrowth of a particularly virulent <i>Clostridium</i> strain.<sup id="cite_ref-30" class="reference"><a href="#cite_note-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> </p><p>The US prescribing information contains a warning regarding uncommon cases of peripheral neuropathy, which can be permanent.<sup id="cite_ref-31" class="reference"><a href="#cite_note-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> Other nervous system effects include insomnia, restlessness, and rarely, seizure, convulsions, and psychosis<sup id="cite_ref-32" class="reference"><a href="#cite_note-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup> Other rare and serious adverse events have been observed with varying degrees of evidence for causation.<sup id="cite_ref-babar_33-0" class="reference"><a href="#cite_note-babar-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Rouveix-_34-0" class="reference"><a href="#cite_note-Rouveix--34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid17911203_35-0" class="reference"><a href="#cite_note-pmid17911203-35"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-36" class="reference"><a href="#cite_note-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup> </p><p>Events that may occur in acute overdose are rare, and include <a href="/wiki/Kidney_failure" title="Kidney failure">kidney failure</a> and <a href="/wiki/Seizure" title="Seizure">seizure</a>.<sup id="cite_ref-Gold2006_37-0" class="reference"><a href="#cite_note-Gold2006-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> Susceptible groups of patients, such as children and the elderly, are at greater risk of adverse reactions during therapeutic use.<sup id="cite_ref-Owens_RC,_Ambrose_PG_2005_S144–57_13-1" class="reference"><a href="#cite_note-Owens_RC,_Ambrose_PG_2005_S144–57-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-pmid17559736_38-0" class="reference"><a href="#cite_note-pmid17559736-38"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-39" class="reference"><a href="#cite_note-39"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup> </p><p>Ofloxacin, like some other fluoroquinolones, may inhibit drug-metabolizing enzymes, and thereby increase blood levels of other drugs such as cyclosporine, theophylline, and warfarin, among others. These increased blood levels may result in a greater risk of side effects. </p><p>Careful monitoring of serum glucose is advised when ofloxacin or other fluorquinolones are used by people who are taking sulfonylurea antidiabetes drugs. </p><p>The concomitant administration of a nonsteroidal anti-inflammatory drug with a quinolone, including ofloxacin, may increase the risk of central nervous system stimulation and convulsive seizures. </p><p>The fluoroquinolones have been shown to increase the anticoagulant effect of <a href="/wiki/Acenocoumarol" title="Acenocoumarol">acenocoumarol</a>, <a href="/wiki/Anisindione" title="Anisindione">anisindione</a>, and <a href="/wiki/Dicumarol" class="mw-redirect" title="Dicumarol">dicumarol</a>. Additionally, the risk of cardiotoxicity and arrhythmias is increased when co-administered with drugs such as <a href="/wiki/Dihydroquinidine" title="Dihydroquinidine">dihydroquinidine</a> barbiturate, <a href="/wiki/Quinidine" title="Quinidine">quinidine</a>, and quinidine barbiturate.<sup id="cite_ref-drugbank.ca_40-0" class="reference"><a href="#cite_note-drugbank.ca-40"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup> </p><p>Current or past treatment with oral corticosteroids is associated with an increased risk of Achilles tendon rupture, especially in elderly patients who are also taking the fluoroquinolones.<sup id="cite_ref-41" class="reference"><a href="#cite_note-41"><span class="cite-bracket">[</span>41<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Contraindications">Contraindications</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=4" title="Edit section: Contraindications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>As noted above, under licensed use, ofloxacin is now considered to be <a href="/wiki/Contraindicated" class="mw-redirect" title="Contraindicated">contraindicated</a> for the treatment of certain sexually transmitted diseases by some experts due to bacterial resistance.<sup id="cite_ref-nycms.org_42-0" class="reference"><a href="#cite_note-nycms.org-42"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup> Caution should be used in people with <a href="/wiki/Liver_disease" title="Liver disease">liver disease</a>.<sup id="cite_ref-43" class="reference"><a href="#cite_note-43"><span class="cite-bracket">[</span>43<span class="cite-bracket">]</span></a></sup> The excretion of ofloxacin may be reduced in patients with severe liver function disorders (e.g., cirrhosis with or without ascites). Ofloxacin is also considered to be contraindicated within the pediatric population, <a href="/wiki/Pregnancy" title="Pregnancy">pregnancy</a>, nursing mothers, patients with psychiatric illnesses and in patients with <a href="/wiki/Epilepsy" title="Epilepsy">epilepsy</a> or other seizure disorders. </p> <div class="mw-heading mw-heading3"><h3 id="Pregnancy">Pregnancy</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=5" title="Edit section: Pregnancy"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ofloxacin has not been shown to have any teratogenic effects at oral doses as high as 810 mg/kg/day (11 times the recommended maximum human dose based on mg/m<sup>2</sup> or 50 times based on mg/kg) and 160 mg/kg/day (four times the recommended maximum human dose based on mg/m<sup>2</sup> or 10 times based on mg/kg) when administered to pregnant rats and rabbits, respectively. Additional studies in rats with oral doses up to 360 mg/kg/day (five times the recommended maximum human dose based on mg/m2 or 23 times based on mg/kg) demonstrated no adverse effect on late fetal development, labor, delivery, lactation, neonatal viability, or growth of the newborn. Doses equivalent to 50 and 10 times the recommended maximum human dose of ofloxacin (based on mg/kg) were fetotoxic (i.e., decreased fetal body weight and increased fetal mortality) in rats and rabbits, respectively. Minor skeletal variations were reported in rats receiving doses of 810 mg/kg/day, which is more than 10 times higher than the recommended maximum human dose based on mg/m<sup>2</sup>.<sup id="cite_ref-44" class="reference"><a href="#cite_note-44"><span class="cite-bracket">[</span>44<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-45" class="reference"><a href="#cite_note-45"><span class="cite-bracket">[</span>45<span class="cite-bracket">]</span></a></sup> </p><p>There are, however, no adequate and well-controlled studies in pregnant women. Ofloxacin should be used during pregnancy only if the potential benefit justifies the potential risk to the fetus.<sup id="cite_ref-Ofloxacin_label_9-1" class="reference"><a href="#cite_note-Ofloxacin_label-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Children">Children</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=6" title="Edit section: Children"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Oral and intravenous ofloxacin are not licensed for use in children, except as noted above, due to the risk of musculoskeletal injury. In one study,<sup id="cite_ref-46" class="reference"><a href="#cite_note-46"><span class="cite-bracket">[</span>46<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Noel_GJ,_Bradley_JS,_Kauffman_RE_2007_879–91_47-0" class="reference"><a href="#cite_note-Noel_GJ,_Bradley_JS,_Kauffman_RE_2007_879–91-47"><span class="cite-bracket">[</span>47<span class="cite-bracket">]</span></a></sup> 1534 juvenile patients (age 6 months to 16 years) treated with levofloxacin as part of three efficacy trials were followed up to assess all musculoskeletal events occurring up to 12 months after treatment. At 12 months' follow-up, the cumulative incidence of musculoskeletal adverse events was 3.4%, compared to 1.8% among 893 patients treated with other antibiotics. In the levafloxacin-treated group, about two-thirds of these musculoskeletal adverse events occurred in the first 60 days, 86% were mild, 17% were moderate, and all resolved without long-term sequelae. </p><p>In a study comparing the safety and efficacy of levofloxacin to that of <a href="/wiki/Azithromycin" title="Azithromycin">azithromycin</a> or <a href="/wiki/Ceftriaxone" title="Ceftriaxone">ceftriaxone</a> in 712 children with community-acquired pneumonia, adverse events were experienced by 6% of those treated with levofloxacin and 4% of those treated with comparator antibiotics. Most of these adverse events were thought to be unrelated or doubtfully related to the levofloxacin. Two deaths were observed in the levofloxacin group, neither of which was thought to be treatment-related. Spontaneous reports to the FDA Adverse Effects Reporting System at the time of the 20 September 2011 FDA Pediatric Drugs Advisory Committee include musculoskeletal events (39, including five cases of tendon rupture) and <a href="/wiki/Central_nervous_system" title="Central nervous system">central nervous system</a> events (19, including five cases of seizures) as the most common spontaneous reports between April 2005 and March 2008. An estimated 130,000 pediatric prescriptions for levofloxacin were filled on behalf of 112,000 pediatric patients during that period.<sup id="cite_ref-48" class="reference"><a href="#cite_note-48"><span class="cite-bracket">[</span>48<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Overdose">Overdose</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=7" title="Edit section: Overdose"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Limited information is available on overdose with ofloxacin. Advice for the management of an acute overdose of ofloxacin is emptying of the stomach, along with close observation, and making sure that the patient is appropriately hydrated. Hemodialysis or peritoneal dialysis is of only limited effectiveness.<sup id="cite_ref-Ofloxacin_label_9-2" class="reference"><a href="#cite_note-Ofloxacin_label-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> Overdose may result in <a href="/wiki/Central_nervous_system" title="Central nervous system">central nervous system</a> toxicity, <a href="/wiki/Cardiovascular" class="mw-redirect" title="Cardiovascular">cardiovascular</a> toxicity, tendon/<a href="/wiki/Articular" class="mw-redirect" title="Articular">articular</a> toxicity, and <a href="/wiki/Hepatic" class="mw-redirect" title="Hepatic">hepatic</a> toxicity<sup id="cite_ref-Gold2006_37-1" class="reference"><a href="#cite_note-Gold2006-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> as well as kidney failure and seizure.<sup id="cite_ref-Gold2006_37-2" class="reference"><a href="#cite_note-Gold2006-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> Both seizures and severe psychiatric reactions have, however, been reported to occur at therapeutic dosage.<sup id="cite_ref-ijsa.rsmjournals.com_49-0" class="reference"><a href="#cite_note-ijsa.rsmjournals.com-49"><span class="cite-bracket">[</span>49<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-chestjournal.org_50-0" class="reference"><a href="#cite_note-chestjournal.org-50"><span class="cite-bracket">[</span>50<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-randomhouse.com_51-0" class="reference"><a href="#cite_note-randomhouse.com-51"><span class="cite-bracket">[</span>51<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Pharmacokinetics">Pharmacokinetics</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=8" title="Edit section: Pharmacokinetics"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Ofloxacin_enantiomers.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b9/Ofloxacin_enantiomers.svg/220px-Ofloxacin_enantiomers.svg.png" decoding="async" width="220" height="258" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b9/Ofloxacin_enantiomers.svg/330px-Ofloxacin_enantiomers.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b9/Ofloxacin_enantiomers.svg/440px-Ofloxacin_enantiomers.svg.png 2x" data-file-width="715" data-file-height="840" /></a><figcaption>The two <a href="/wiki/Enantiomer" title="Enantiomer">enantiomers</a> of the ofloxacin molecule, levofloxacin or <i>S</i>-ofloxacin (top) and dextrofloxacin or <i>R</i>-ofloxacin (bottom). Only levofloxacin is biologically active, and is thus solely responsible for the effects of the drug.</figcaption></figure> <p>The <a href="/wiki/Bioavailability" title="Bioavailability">bioavailability</a> of ofloxacin in the tablet form is roughly 98% following oral administration, reaching maximum serum concentrations within one to two hours. Between 65% and 80% of an administered oral dose of ofloxacin is excreted unchanged via the kidneys within 48 hours of dosing. Therefore, elimination is mainly by <a href="/wiki/Renal" class="mw-redirect" title="Renal">renal</a> excretion. However, 4-8% of an ofloxacin dose is excreted in the feces. This would indicate a small degree of <a href="/wiki/Biliary" class="mw-redirect" title="Biliary">biliary</a> excretion, as well. Plasma <a href="/wiki/Elimination_half-life" class="mw-redirect" title="Elimination half-life">elimination half-life</a> is around 4 to 5 hours in patients and 6.4 to 7.4 hours in elderly patients.<sup id="cite_ref-Ofloxacin_label_9-3" class="reference"><a href="#cite_note-Ofloxacin_label-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p><p>Ofloxacin is a <a href="/wiki/Racemic" class="mw-redirect" title="Racemic">racemic</a> mixture, which consists of 50% <a href="/wiki/Levofloxacin" title="Levofloxacin">levofloxacin</a> (the biologically active component) and 50% of its “mirror image” or <a href="/wiki/Enantiomer" title="Enantiomer">enantiomer</a> dextrofloxacin.<sup id="cite_ref-52" class="reference"><a href="#cite_note-52"><span class="cite-bracket">[</span>52<span class="cite-bracket">]</span></a></sup> </p><p>"After multiple-dose administration of 200 mg and 300 mg doses, peak serum levels of 2.2 and 3.6 μg/ml, respectively, are predicted at steady-state. <i>In vitro</i>, approximately 32% of the drug in plasma is protein bound. Floxin is widely distributed to body tissues. Ofloxacin has been detected in blister fluid, cervix, lung tissue, ovary, prostatic fluid, prostatic tissue, skin, and sputum. Pyridobenzoxazine ring appears to decrease the extent of parent compound metabolism. Less than 5% is eliminated by the kidneys as desmethyl or N-oxide metabolites; 4% to 8% by feces."<sup id="cite_ref-Ofloxacin_label_9-4" class="reference"><a href="#cite_note-Ofloxacin_label-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-53" class="reference"><a href="#cite_note-53"><span class="cite-bracket">[</span>53<span class="cite-bracket">]</span></a></sup> </p><p>A number of the endogenous compounds have been reported to be affected by ofloxacin as inhibitors, alteraters, and depletors. See the latest package insert for ofloxacin for additional details.<sup id="cite_ref-Ofloxacin_label_9-5" class="reference"><a href="#cite_note-Ofloxacin_label-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Mode_of_action">Mode of action</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=9" title="Edit section: Mode of action"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ofloxacin is a <a href="/wiki/Broad-spectrum_antibiotic" title="Broad-spectrum antibiotic">broad-spectrum antibiotic</a> that is active against both <a href="/wiki/Gram-positive" class="mw-redirect" title="Gram-positive">Gram-positive</a> and <a href="/wiki/Gram-negative" class="mw-redirect" title="Gram-negative">Gram-negative</a> bacteria. It functions by inhibiting two bacterial <a href="/wiki/Type_II_topoisomerase" title="Type II topoisomerase">type II topoisomerases</a>, <a href="/wiki/DNA_gyrase" title="DNA gyrase">DNA gyrase</a> and <a href="/wiki/Topoisomerase_IV" title="Topoisomerase IV">topoisomerase IV</a>.<sup id="cite_ref-54" class="reference"><a href="#cite_note-54"><span class="cite-bracket">[</span>54<span class="cite-bracket">]</span></a></sup> Topoisomerase IV is an enzyme necessary to separate (mostly in prokaryotes, in bacteria in particular) replicated DNA, thereby inhibiting bacterial cell division. </p> <div class="mw-heading mw-heading2"><h2 id="History">History</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=10" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ofloxacin is a <a href="/wiki/Quinolone_antibiotic#Second_generation" title="Quinolone antibiotic">second-generation fluoroquinolone</a>, being a broader-spectrum analog of <a href="/wiki/Norfloxacin" title="Norfloxacin">norfloxacin</a>, and was synthesized and developed by scientists at <a href="/wiki/Daiichi_Sankyo" title="Daiichi Sankyo">Daiichi Seiyaku</a>.<sup id="cite_ref-Sneader2005_55-0" class="reference"><a href="#cite_note-Sneader2005-55"><span class="cite-bracket">[</span>55<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Mouton_56-0" class="reference"><a href="#cite_note-Mouton-56"><span class="cite-bracket">[</span>56<span class="cite-bracket">]</span></a></sup> </p><p>It was first approved for marketing in Japan in 1985, for oral administration, and Daiichi marketed it there under the brand name Tarvid.<sup id="cite_ref-Atarashi_57-0" class="reference"><a href="#cite_note-Atarashi-57"><span class="cite-bracket">[</span>57<span class="cite-bracket">]</span></a></sup> Daiichi, working with <a href="/wiki/Johnson_%26_Johnson" title="Johnson & Johnson">Johnson & Johnson</a>, obtained FDA approval in December 1990, under the brand name Floxin, labelled for use in adults with lower respiratory tract infections, skin and skin structure infections, urinary tract infections, prostatitis, and sexually transmitted diseases.<sup id="cite_ref-58" class="reference"><a href="#cite_note-58"><span class="cite-bracket">[</span>58<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Pink_59-0" class="reference"><a href="#cite_note-Pink-59"><span class="cite-bracket">[</span>59<span class="cite-bracket">]</span></a></sup> By 1991, it was also marketed as Tarvid by Hoechst in the UK, Germany, Belgium, and Portugal; as Oflocet in France, Portugal, Tunisia, and several African countries by Roussel-Uclaf, as Oflocin by Glaxo in Italy, and as Flobacin by Sigma-Tau in Italy.<sup id="cite_ref-Mouton_56-1" class="reference"><a href="#cite_note-Mouton-56"><span class="cite-bracket">[</span>56<span class="cite-bracket">]</span></a></sup> </p><p>The market for ofloxacin was seen as difficult from its launch; it was approved as a "1C" drug, a new molecular entity with little or no therapeutic gain over existing therapies, and <a href="/wiki/Ciprofloxacin" title="Ciprofloxacin">ciprofloxacin</a>, which had a broader spectrum, was already on the market.<sup id="cite_ref-Pink_59-1" class="reference"><a href="#cite_note-Pink-59"><span class="cite-bracket">[</span>59<span class="cite-bracket">]</span></a></sup> </p><p>By 1992, an intravenous solution was approved for marketing,<sup id="cite_ref-60" class="reference"><a href="#cite_note-60"><span class="cite-bracket">[</span>60<span class="cite-bracket">]</span></a></sup> </p><p>In 1997, an indication for <a href="/wiki/Pelvic_inflammatory_disease" title="Pelvic inflammatory disease">pelvic inflammatory disease</a> was approved by the U.S. <a href="/wiki/Food_and_Drug_Administration" title="Food and Drug Administration">Food and Drug Administration</a> (FDA) for the oral formulation,<sup id="cite_ref-61" class="reference"><a href="#cite_note-61"><span class="cite-bracket">[</span>61<span class="cite-bracket">]</span></a></sup> and in the same year, a solution for <a href="/wiki/Otitis_media" title="Otitis media">ear infections</a> was approved under the brand <sup id="cite_ref-62" class="reference"><a href="#cite_note-62"><span class="cite-bracket">[</span>62<span class="cite-bracket">]</span></a></sup> </p><p>Daiichi and J&J also cannibalized its own market by introducing <a href="/wiki/Levofloxacin" title="Levofloxacin">levofloxacin</a>, the levo-enantiomer of ofloxacin, in 1996;<sup id="cite_ref-Atarashi_57-1" class="reference"><a href="#cite_note-Atarashi-57"><span class="cite-bracket">[</span>57<span class="cite-bracket">]</span></a></sup> Johnson and Johnson's annual sales of Floxin in 2003 was about $30 million, whereas their combined sales of Levaquin/Floxin exceeded $1.15 billion in the same year.<sup id="cite_ref-63" class="reference"><a href="#cite_note-63"><span class="cite-bracket">[</span>63<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-64" class="reference"><a href="#cite_note-64"><span class="cite-bracket">[</span>64<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Johnson_%26_Johnson" title="Johnson & Johnson">Johnson & Johnson</a> withdrew the marketing application in 2009.<sup id="cite_ref-65" class="reference"><a href="#cite_note-65"><span class="cite-bracket">[</span>65<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Society_and_culture">Society and culture</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=11" title="Edit section: Society and culture"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Available_forms">Available forms</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=12" title="Edit section: Available forms"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Ofloxacin for systemic use is available in multiple strengths as a tablet, an oral suspension, and an injectable solution. It is also used as eye drops and ear drops and is available in combination with <a href="/wiki/Ornidazole" title="Ornidazole">ornidazole</a>.<sup id="cite_ref-66" class="reference"><a href="#cite_note-66"><span class="cite-bracket">[</span>66<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Antibiotic_use_and_bacterial_resistance">Antibiotic use and bacterial resistance</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Ofloxacin&action=edit&section=13" title="Edit section: Antibiotic use and bacterial resistance"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236090951"><div role="note" class="hatnote navigation-not-searchable">See also: <a href="/wiki/Antibiotic_abuse" class="mw-redirect" title="Antibiotic abuse">Antibiotic abuse</a> and <a href="/wiki/Antibiotic_resistance" class="mw-redirect" title="Antibiotic resistance">Antibiotic resistance</a></div> <p><a href="/wiki/Antibiotic_resistance" class="mw-redirect" title="Antibiotic resistance">Resistance</a> to ofloxacin and other fluoroquinolones may evolve rapidly, even during a course of treatment. Numerous <a href="/wiki/Pathogen" title="Pathogen">pathogens</a>, including <i><a href="/wiki/Staphylococcus_aureus" title="Staphylococcus aureus">Staphylococcus aureus</a></i>, <a href="/wiki/Enterococci" class="mw-redirect" title="Enterococci">enterococci</a>, and <i><a href="/wiki/Streptococcus_pyogenes" title="Streptococcus pyogenes">Streptococcus pyogenes</a></i> now exhibit resistance worldwide.<sup id="cite_ref-67" class="reference"><a href="#cite_note-67"><span class="cite-bracket">[</span>67<span class="cite-bracket">]</span></a></sup> </p><p>Floxacin and other fluoroquinolones had become the most commonly prescribed class of antibiotics to adults in 2002. Nearly half (42%) of these prescriptions were for conditions not approved by the US <a href="/wiki/Food_and_Drug_Administration" title="Food and Drug Administration">Food and Drug Administration</a> (FDA), such as acute bronchitis, otitis media, and acute upper respiratory tract infection.<sup id="cite_ref-pmid15745724_68-0" class="reference"><a href="#cite_note-pmid15745724-68"><span class="cite-bracket">[</span>68<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=Ofloxacin&action=edit&section=14" 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-AHFS2016-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-AHFS2016_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-AHFS2016_1-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-AHFS2016_1-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-AHFS2016_1-3"><sup><i><b>d</b></i></sup></a> <a href="#cite_ref-AHFS2016_1-4"><sup><i><b>e</b></i></sup></a> <a href="#cite_ref-AHFS2016_1-5"><sup><i><b>f</b></i></sup></a> <a href="#cite_ref-AHFS2016_1-6"><sup><i><b>g</b></i></sup></a></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www.drugs.com/monograph/ofloxacin.html">"Ofloxacin"</a>. The American Society of Health-System Pharmacists. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20161228200053/https://www.drugs.com/monograph/ofloxacin.html">Archived</a> from the original on 28 December 2016<span class="reference-accessdate">. Retrieved <span class="nowrap">8 December</span> 2016</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Ofloxacin&rft.pub=The+American+Society+of+Health-System+Pharmacists&rft_id=https%3A%2F%2Fwww.drugs.com%2Fmonograph%2Fofloxacin.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOfloxacin" class="Z3988"></span></span> </li> <li id="cite_note-BNF69-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-BNF69_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-BNF69_2-1"><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 class="citation book cs1"><i>British national formulary: BNF 69</i> (69 ed.). British Medical Association. 2015. pp. 409, 757, 782. <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%3A+BNF+69&rft.pages=409%2C+757%2C+782&rft.edition=69&rft.pub=British+Medical+Association&rft.date=2015&rft.isbn=9780857111562&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOfloxacin" class="Z3988"></span></span> </li> <li id="cite_note-WHO2008-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-WHO2008_3-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWorld_Health_Organization2009" class="citation book cs1"><a href="/wiki/World_Health_Organization" title="World Health Organization">World Health Organization</a> (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). <i>WHO Model Formulary 2008</i>. 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Retrieved <span class="nowrap">28 December</span> 2016</span>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=www.drugs.com&rft.atitle=Ofloxacin+Use+During+Pregnancy+%7C+Drugs.com&rft_id=https%3A%2F%2Fwww.drugs.com%2Fpregnancy%2Fofloxacin.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOfloxacin" class="Z3988"></span></span> </li> <li id="cite_note-Fis2006-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-Fis2006_5-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFFischerGanellin2006" class="citation book cs1">Fischer J, Ganellin CR (2006). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=FjKfqkaKkAAC&pg=PA500"><i>Analogue-based Drug Discovery</i></a>. John Wiley & Sons. p. 500. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/9783527607495" title="Special:BookSources/9783527607495"><bdi>9783527607495</bdi></a>. <a rel="nofollow" class="external text" href="https://web.archive.org/web/20161229100150/https://books.google.ca/books?id=FjKfqkaKkAAC&pg=PA500">Archived</a> from the original on 2016-12-29.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Analogue-based+Drug+Discovery&rft.pages=500&rft.pub=John+Wiley+%26+Sons&rft.date=2006&rft.isbn=9783527607495&rft.aulast=Fischer&rft.aufirst=J&rft.au=Ganellin%2C+CR&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DFjKfqkaKkAAC%26pg%3DPA500&rfr_id=info%3Asid%2Fen.wikipedia.org%3AOfloxacin" class="Z3988"></span></span> </li> <li id="cite_note-WHO21st-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-WHO21st_6-0">^</a></b></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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href="/wiki/Template:Nucleic_acid_inhibitors" title="Template:Nucleic acid inhibitors"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Nucleic_acid_inhibitors" title="Template talk:Nucleic acid inhibitors"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Nucleic_acid_inhibitors" title="Special:EditPage/Template:Nucleic acid inhibitors"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Antibacterials_that_inhibit_nucleic_acid_(J01E,_J01M)" style="font-size:114%;margin:0 4em"><a href="/wiki/Antibiotics" class="mw-redirect" title="Antibiotics">Antibacterials</a> that <a href="/wiki/Nucleic_acid_inhibitor" title="Nucleic acid inhibitor">inhibit nucleic acid</a> (<a href="/wiki/ATC_code_J01#J01E" title="ATC code J01">J01E</a>, <a href="/wiki/ATC_code_J01#J01M" title="ATC code J01">J01M</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Antifolate" title="Antifolate">Antifolates</a><br />(inhibit bacterial<br /><a href="/wiki/Purine_metabolism" title="Purine metabolism">purine metabolism</a>,<br />thereby inhibiting<br />DNA and RNA<br />synthesis)</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/Dihydrofolate_reductase_inhibitor" title="Dihydrofolate reductase inhibitor">DHFR inhibitor</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/2,4-Diaminopyrimidine" title="2,4-Diaminopyrimidine">2,4-Diaminopyrimidine</a> <ul><li><a href="/wiki/Brodimoprim" title="Brodimoprim">Brodimoprim</a></li> <li><a href="/wiki/Iclaprim" title="Iclaprim">Iclaprim</a><sup>†</sup></li> <li><a href="/wiki/Ormetoprim" title="Ormetoprim">Ormetoprim</a></li> <li><a href="/wiki/Pyrimethamine" title="Pyrimethamine">Pyrimethamine</a><sup>#</sup></li> <li><a href="/wiki/Tetroxoprim" title="Tetroxoprim">Tetroxoprim</a></li> <li><a href="/wiki/Trimethoprim" title="Trimethoprim">Trimethoprim</a><sup>#</sup></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Sulfonamide_(medicine)" title="Sulfonamide (medicine)">Sulfonamides</a><br />(<a href="/wiki/Dihydropteroate_synthetase_inhibitor" class="mw-redirect" title="Dihydropteroate synthetase inhibitor">DHPS inhibitor</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/Sulfonamide_(medicine)#Short-acting" title="Sulfonamide (medicine)">Short-acting</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/Sulfisomidine" title="Sulfisomidine">Sulfaisodimidine</a></li> <li><a href="/wiki/Sulfamethizole" title="Sulfamethizole">Sulfamethizole</a></li> <li><a href="/wiki/Sulfadimidine" title="Sulfadimidine">Sulfadimidine</a></li> <li><a href="/wiki/Sulfapyridine" title="Sulfapyridine">Sulfapyridine</a> (<a href="/wiki/Sulfasalazine" title="Sulfasalazine">Sulfasalazine</a>)</li> <li><a href="/wiki/Sulfafurazole" title="Sulfafurazole">Sulfafurazole</a> (<a href="/w/index.php?title=Acetyl_sulfisoxazole&action=edit&redlink=1" class="new" title="Acetyl sulfisoxazole (page does not exist)">Acetyl sulfisoxazole</a>)</li> <li><a href="/wiki/Sulfanilamide" title="Sulfanilamide">Sulfanilamide</a> <ul><li><a href="/wiki/Prontosil" title="Prontosil">Prontosil</a></li></ul></li> <li><a href="/wiki/Sulfathiazole" title="Sulfathiazole">Sulfathiazole</a> (<a href="/wiki/Phthalylsulfathiazole" title="Phthalylsulfathiazole">Phthalylsulfathiazole</a>, <a href="/wiki/Succinylsulfathiazole" title="Succinylsulfathiazole">Succinylsulfathiazole</a>)</li> <li><a href="/wiki/Sulfathiourea" title="Sulfathiourea">Sulfathiourea</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Sulfonamide_(medicine)#Intermediate-acting" title="Sulfonamide (medicine)">Intermediate-acting</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/Sulfamethoxazole" title="Sulfamethoxazole">Sulfamethoxazole</a></li> <li><a href="/wiki/Sulfadiazine" title="Sulfadiazine">Sulfadiazine</a><sup>#</sup></li> <li><a href="/wiki/Sulfamoxole" title="Sulfamoxole">Sulfamoxole</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Sulfonamide_(medicine)#Long-acting" title="Sulfonamide (medicine)">Long-acting</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/Sulfadimethoxine" title="Sulfadimethoxine">Sulfadimethoxine</a></li> <li><a href="/wiki/Sulfadoxine" title="Sulfadoxine">Sulfadoxine</a></li> <li><a href="/wiki/Sulfalene" title="Sulfalene">Sulfalene</a></li> <li><a href="/wiki/Sulfametomidine" title="Sulfametomidine">Sulfametomidine</a></li> <li><a href="/wiki/Sulfametoxydiazine" title="Sulfametoxydiazine">Sulfametoxydiazine</a></li> <li><a href="/wiki/Sulfamethoxypyridazine" title="Sulfamethoxypyridazine">Sulfamethoxypyridazine</a></li> <li><a href="/wiki/Sulfaperin" title="Sulfaperin">Sulfaperin</a></li> <li><a href="/wiki/Sulfamerazine" title="Sulfamerazine">Sulfamerazine</a></li> <li><a href="/wiki/Sulfaphenazole" title="Sulfaphenazole">Sulfaphenazole</a></li> <li><a href="/wiki/Sulfamazone" title="Sulfamazone">Sulfamazone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other/ungrouped</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/Mafenide" title="Mafenide">Mafenide</a></li> <li><a href="/wiki/Sulfacetamide" title="Sulfacetamide">Sulfacetamide</a></li> <li><a href="/w/index.php?title=Sulfaclozine&action=edit&redlink=1" class="new" title="Sulfaclozine (page does not exist)">Sulfaclozine</a></li> <li><a href="/wiki/Sulfadicramide" title="Sulfadicramide">Sulfadicramide</a></li> <li><a href="/wiki/Sulfaguanidine" title="Sulfaguanidine">Sulfaguanidine</a></li> <li><a href="/wiki/Sulfametrole" title="Sulfametrole">Sulfametrole</a></li> <li><a href="/wiki/Sulfanitran" title="Sulfanitran">Sulfanitran</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Combinations</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/Trimethoprim/sulfamethoxazole" title="Trimethoprim/sulfamethoxazole">Trimethoprim/sulfamethoxazole</a><sup>#</sup></li> <li><a href="/wiki/Sulfadimethoxine#with_ormetoprim" title="Sulfadimethoxine">Ormetoprim/sulfadimethoxine</a></li> <li><a href="/w/index.php?title=Pyrimethamine/dapsone&action=edit&redlink=1" class="new" title="Pyrimethamine/dapsone (page does not exist)">Pyrimethamine/dapsone</a></li> <li><a href="/w/index.php?title=Pyrimethamine/sulfadoxine&action=edit&redlink=1" class="new" title="Pyrimethamine/sulfadoxine (page does not exist)">Pyrimethamine/sulfadoxine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other DHPS inhibitors</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/Acediasulfone" title="Acediasulfone">Acediasulfone</a></li> <li><a href="/wiki/Dapsone" title="Dapsone">Dapsone</a></li> <li><a href="/wiki/Solasulfone" title="Solasulfone">Solasulfone</a></li> <li><a href="/wiki/Sulfoxone" title="Sulfoxone">Sulfoxone</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/Quinolone_antibiotic" title="Quinolone antibiotic">Quinolones</a><br />(inhibit bacterial<br /><a href="/wiki/Topoisomerase_inhibitor" title="Topoisomerase inhibitor">topoisomerase</a><br />and/or <a href="/wiki/DNA_gyrase" title="DNA gyrase">DNA gyrase</a>,<br />thereby inhibiting<br /><a href="/wiki/DNA_replication" title="DNA replication">DNA replication</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/Quinolone_antibiotic#First_generation" title="Quinolone antibiotic">1st generation</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/Cinoxacin" title="Cinoxacin">Cinoxacin</a><sup>‡</sup></li> <li><a href="/wiki/Flumequine" title="Flumequine">Flumequine</a><sup>‡</sup></li> <li><a href="/wiki/Nalidixic_acid" title="Nalidixic acid">Nalidixic acid</a><sup>‡</sup></li> <li><a href="/wiki/Oxolinic_acid" title="Oxolinic acid">Oxolinic acid</a><sup>‡</sup></li> <li><a href="/wiki/Pipemidic_acid" title="Pipemidic acid">Pipemidic acid</a><sup>‡</sup></li> <li><a href="/wiki/Piromidic_acid" title="Piromidic acid">Piromidic acid</a><sup>‡</sup></li> <li><a href="/wiki/Rosoxacin" title="Rosoxacin">Rosoxacin</a><sup>‡</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Quinolone_antibiotic" title="Quinolone antibiotic">Fluoroquinolones</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/Quinolone_antibiotic#Second_generation" title="Quinolone antibiotic">2nd generation</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/Ciprofloxacin" title="Ciprofloxacin">Ciprofloxacin</a><sup>#</sup></li> <li><a class="mw-selflink selflink">Ofloxacin</a></li> <li><a href="/wiki/Enoxacin" title="Enoxacin">Enoxacin</a><sup>‡</sup></li> <li><a href="/wiki/Fleroxacin" title="Fleroxacin">Fleroxacin</a><sup>‡</sup></li> <li><a href="/wiki/Lomefloxacin" title="Lomefloxacin">Lomefloxacin</a><sup>‡</sup></li> <li><a href="/wiki/Nadifloxacin" title="Nadifloxacin">Nadifloxacin</a><sup>‡</sup>/<a href="/wiki/Levonadifloxacin" title="Levonadifloxacin">Levonadifloxacin</a>/<a href="/wiki/Alalevonadifloxacin" title="Alalevonadifloxacin">Alalevonadifloxacin</a></li> <li><a href="/wiki/Norfloxacin" title="Norfloxacin">Norfloxacin</a><sup>‡</sup></li> <li><a href="/wiki/Pefloxacin" title="Pefloxacin">Pefloxacin</a><sup>‡</sup></li> <li><a href="/wiki/Rufloxacin" title="Rufloxacin">Rufloxacin</a><sup>‡</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Quinolone_antibiotic#Third_generation" title="Quinolone antibiotic">3rd generation</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/Levofloxacin" title="Levofloxacin">Levofloxacin</a><sup>#</sup></li> <li><a href="/wiki/Balofloxacin" title="Balofloxacin">Balofloxacin</a><sup>‡</sup></li> <li><a href="/wiki/Grepafloxacin" title="Grepafloxacin">Grepafloxacin</a><sup>‡</sup></li> <li><a href="/wiki/Pazufloxacin" title="Pazufloxacin">Pazufloxacin</a><sup>‡</sup></li> <li><a href="/wiki/Sparfloxacin" title="Sparfloxacin">Sparfloxacin</a><sup>‡</sup></li> <li><a href="/wiki/Temafloxacin" title="Temafloxacin">Temafloxacin</a><sup>‡</sup></li> <li><a href="/wiki/Tosufloxacin" title="Tosufloxacin">Tosufloxacin</a><sup>‡</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Quinolone_antibiotic#Fourth_generation" title="Quinolone antibiotic">4th generation</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/Besifloxacin" title="Besifloxacin">Besifloxacin</a></li> <li><a href="/wiki/Delafloxacin" title="Delafloxacin">Delafloxacin</a></li> <li><a href="/wiki/Gatifloxacin" title="Gatifloxacin">Gatifloxacin</a></li> <li><a href="/wiki/Finafloxacin" title="Finafloxacin">Finafloxacin</a></li> <li><a href="/wiki/Gemifloxacin" title="Gemifloxacin">Gemifloxacin</a></li> <li><a href="/wiki/Moxifloxacin" title="Moxifloxacin">Moxifloxacin</a><sup>#</sup></li> <li><a href="/wiki/Clinafloxacin" title="Clinafloxacin">Clinafloxacin</a><sup>†</sup></li> <li><a href="/wiki/Garenoxacin" title="Garenoxacin">Garenoxacin</a><sup>‡</sup></li> <li><a href="/wiki/Prulifloxacin" title="Prulifloxacin">Prulifloxacin</a><sup>‡</sup></li> <li><a href="/wiki/Sitafloxacin" title="Sitafloxacin">Sitafloxacin</a><sup>‡</sup></li> <li><a href="/wiki/Trovafloxacin" title="Trovafloxacin">Trovafloxacin</a><sup>‡</sup>/<a href="/wiki/Alatrofloxacin" title="Alatrofloxacin">Alatrofloxacin</a><sup>‡</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Quinolone_antibiotic#Veterinary_use" title="Quinolone antibiotic">Veterinary</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/Danofloxacin" title="Danofloxacin">Danofloxacin</a></li> <li><a href="/wiki/Difloxacin" title="Difloxacin">Difloxacin</a></li> <li><a href="/wiki/Enrofloxacin" title="Enrofloxacin">Enrofloxacin</a></li> <li><a href="/wiki/Ibafloxacin" title="Ibafloxacin">Ibafloxacin</a></li> <li><a href="/wiki/Marbofloxacin" title="Marbofloxacin">Marbofloxacin</a></li> <li><a href="/wiki/Orbifloxacin" title="Orbifloxacin">Orbifloxacin</a></li> <li><a href="/wiki/Pradofloxacin" title="Pradofloxacin">Pradofloxacin</a></li> <li><a href="/wiki/Sarafloxacin" title="Sarafloxacin">Sarafloxacin</a><sup>‡</sup></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Newer non-fluorinated</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/Nemonoxacin" title="Nemonoxacin">Nemonoxacin</a></li> <li><a href="/wiki/Ozenoxacin" title="Ozenoxacin">Ozenoxacin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Related (<a href="/wiki/DNA_gyrase" title="DNA gyrase">DG</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/Aminocoumarin" title="Aminocoumarin">Aminocoumarins</a>: <a href="/wiki/Novobiocin" title="Novobiocin">Novobiocin</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/Anaerobic_organism" title="Anaerobic organism">Anaerobic</a> DNA<br /><a href="/wiki/Nucleic_acid_inhibitor#DNA_inhibitors" title="Nucleic acid inhibitor">inhibitors</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 id="Nitroimidazole_derivatives" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Nitroimidazole" title="Nitroimidazole">Nitroimidazole</a> derivatives</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/Secnidazole" title="Secnidazole">Secnidazole</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/RNA" title="RNA">RNA</a> synthesis</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/Rifamycin" title="Rifamycin">Rifamycins</a>/<br /><a href="/wiki/RNA-dependent_RNA_polymerase" title="RNA-dependent RNA polymerase">RNA polymerase</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/Rifampicin" title="Rifampicin">Rifampicin</a><sup>#</sup></li> <li><a href="/wiki/Rifabutin" title="Rifabutin">Rifabutin</a><sup>#</sup></li> <li><a href="/wiki/Rifapentine" title="Rifapentine">Rifapentine</a><sup>#</sup></li> <li><a href="/wiki/Rifaximin" title="Rifaximin">Rifaximin</a></li> <li><a href="/wiki/Rifalazil" title="Rifalazil">Rifalazil</a><sup>§</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Lipiarmycin" class="mw-redirect" title="Lipiarmycin">Lipiarmycins</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/Fidaxomicin" title="Fidaxomicin">Fidaxomicin</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2" style="background: transparent; padding: 0px;"><div><div class="hlist"> <ul><li><sup>#</sup><a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">WHO-EM</a></li> <li><sup>‡</sup><a href="/wiki/List_of_withdrawn_drugs" title="List of withdrawn drugs">Withdrawn</a> from market</li> <li><a href="/wiki/Clinical_trial" title="Clinical trial">Clinical trials</a>: <ul><li><sup>†</sup><a href="/wiki/Phases_of_clinical_research#Phase_III" title="Phases of clinical research">Phase III</a></li> <li><sup>§</sup>Never to phase III</li></ul></li></ul> </div></div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="Drugs_used_for_diseases_of_the_ear_(S02)" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Otologicals" title="Template:Otologicals"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Otologicals" title="Template talk:Otologicals"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Otologicals" title="Special:EditPage/Template:Otologicals"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Drugs_used_for_diseases_of_the_ear_(S02)" style="font-size:114%;margin:0 4em">Drugs used for diseases of the <a href="/wiki/Human_ear" class="mw-redirect" title="Human ear">ear</a> (<a href="/wiki/ATC_code_S02" title="ATC code S02">S02</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Infection" title="Infection">Infection</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetic_acid" title="Acetic acid">Acetic acid</a></li> <li><a href="/wiki/Aluminium_acetotartrate" title="Aluminium acetotartrate">Aluminium acetotartrate</a></li> <li><a href="/wiki/Aluminium_triacetate" title="Aluminium triacetate">Aluminium triacetate</a> (<a href="/wiki/Burow%27s_solution" title="Burow's solution">Burow's solution</a>)</li> <li><a href="/wiki/Boric_acid" title="Boric acid">Boric acid</a></li> <li><a href="/wiki/Chloramphenicol" title="Chloramphenicol">Chloramphenicol</a></li> <li><a href="/wiki/Chlorhexidine" title="Chlorhexidine">Chlorhexidine</a></li> <li><a href="/wiki/Ciprofloxacin" title="Ciprofloxacin">Ciprofloxacin</a></li> <li><a href="/wiki/Clioquinol" title="Clioquinol">Clioquinol</a></li> <li><a href="/wiki/Gentamicin" title="Gentamicin">Gentamicin</a></li> <li><a href="/wiki/Hydrogen_peroxide" title="Hydrogen peroxide">Hydrogen peroxide</a></li> <li><a href="/wiki/Miconazole" title="Miconazole">Miconazole</a></li> <li><a href="/wiki/Neomycin" title="Neomycin">Neomycin</a></li> <li><a href="/wiki/Nitrofurazone" title="Nitrofurazone">Nitrofurazone</a></li> <li><a class="mw-selflink selflink">Ofloxacin</a></li> <li><a href="/wiki/Polymyxin_B" title="Polymyxin B">Polymyxin B</a></li> <li><a href="/wiki/Rifamycin" title="Rifamycin">Rifamycin</a></li> <li><a href="/wiki/Tetracycline" title="Tetracycline">Tetracycline</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Corticosteroid" title="Corticosteroid">Corticosteroids</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Betamethasone" title="Betamethasone">Betamethasone</a></li> <li><a href="/wiki/Dexamethasone" title="Dexamethasone">Dexamethasone</a></li> <li><a href="/wiki/Fluocinolone_acetonide" title="Fluocinolone acetonide">Fluocinolone acetonide</a></li> <li><a href="/wiki/Hydrocortisone" title="Hydrocortisone">Hydrocortisone</a></li> <li><a href="/wiki/Prednisolone" title="Prednisolone">Prednisolone</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Analgesic" title="Analgesic">Analgesics</a> and <a href="/wiki/Anesthetic" title="Anesthetic">anesthetics</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Lidocaine" title="Lidocaine">Lidocaine</a></li> <li><a href="/wiki/Cocaine" title="Cocaine">Cocaine</a></li> <li><a href="/wiki/Phenazone" title="Phenazone">Phenazone</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"></div><div role="navigation" class="navbox" aria-labelledby="GABA_receptor_modulators" style="padding:3px"><table class="nowraplinks hlist mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:GABA_receptor_modulators" title="Template:GABA receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:GABA_receptor_modulators" title="Template talk:GABA receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:GABA_receptor_modulators" title="Special:EditPage/Template:GABA receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="GABA_receptor_modulators" style="font-size:114%;margin:0 4em"><a href="/wiki/GABA_receptor" title="GABA receptor"><abbr title="γ-Aminobutyric acid">GABA</abbr> receptor</a> <a href="/wiki/Receptor_modulator" title="Receptor modulator">modulators</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Ionotropic_GABA_receptors" class="mw-redirect" title="Ionotropic GABA receptors">Ionotropic</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:5em;text-align:center"><a href="/wiki/%CE%93-Aminobutyric_acid_A_receptor" class="mw-redirect" title="Γ-Aminobutyric acid A receptor"><abbr title="γ-Aminobutyric acid A receptor">GABA<sub>A</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip γ-Aminobutyric acid A receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/Catechin" title="Catechin">(+)-Catechin</a></li> <li><a href="/wiki/Bamaluzole" title="Bamaluzole">Bamaluzole</a></li> <li><a href="/wiki/Barbiturate" title="Barbiturate">Barbiturates</a> (e.g., <a href="/wiki/Phenobarbital" title="Phenobarbital">phenobarbital</a>)</li> <li><a href="/wiki/Beta-Alanine" class="mw-redirect" title="Beta-Alanine">Beta-Alanine</a></li> <li><a href="/wiki/BL-1020" title="BL-1020">BL-1020</a></li> <li><a href="/w/index.php?title=5-Aminovaleric_acid&action=edit&redlink=1" class="new" title="5-Aminovaleric acid (page does not exist)">DAVA</a></li> <li><a href="/w/index.php?title=Dihydromuscimol&action=edit&redlink=1" class="new" title="Dihydromuscimol (page does not exist)">Dihydromuscimol</a></li> <li><a href="/wiki/Gamma-Aminobutyric_acid" class="mw-redirect" title="Gamma-Aminobutyric acid">GABA</a></li> <li><a href="/w/index.php?title=Gabamide&action=edit&redlink=1" class="new" title="Gabamide (page does not exist)">Gabamide</a></li> <li><a href="/wiki/GABOB" class="mw-redirect" title="GABOB">GABOB</a></li> <li><a href="/wiki/Gaboxadol" title="Gaboxadol">Gaboxadol (THIP)</a></li> <li><a href="/wiki/Homotaurine" title="Homotaurine">Homotaurine (tramiprosate, 3-APS)</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/w/index.php?title=Iso-THAZ&action=edit&redlink=1" class="new" title="Iso-THAZ (page does not exist)">iso-THAZ</a></li> <li><a href="/w/index.php?title=Iso-THIP&action=edit&redlink=1" class="new" title="Iso-THIP (page does not exist)">iso-THIP</a></li> <li><a href="/wiki/Isoguvacine" title="Isoguvacine">Isoguvacine</a></li> <li><a href="/w/index.php?title=Isomuscimol&action=edit&redlink=1" class="new" title="Isomuscimol (page does not exist)">Isomuscimol</a></li> <li><a href="/wiki/Isonipecotic_acid" title="Isonipecotic acid">Isonipecotic acid</a></li> <li><a href="/w/index.php?title=Kojic_amine&action=edit&redlink=1" class="new" title="Kojic amine (page does not exist)">Kojic amine</a></li> <li><a href="/wiki/L-838,417" title="L-838,417">L-838,417</a></li> <li><a href="/wiki/Lignan" title="Lignan">Lignans</a> (e.g., <a href="/wiki/Honokiol" title="Honokiol">honokiol</a>)</li> <li><a href="/wiki/Methylglyoxal" title="Methylglyoxal">Methylglyoxal</a></li> <li><a href="/wiki/Monastrol" title="Monastrol">Monastrol</a></li> <li><a href="/wiki/Muscimol" title="Muscimol">Muscimol</a></li> <li><a href="/wiki/Nefiracetam" title="Nefiracetam">Nefiracetam</a></li> <li><a href="/wiki/Neuroactive_steroid" class="mw-redirect" title="Neuroactive steroid">Neuroactive steroids</a> (e.g., <a href="/wiki/Allopregnanolone" title="Allopregnanolone">allopregnanolone</a>)</li> <li><a href="/wiki/Org_20599" class="mw-redirect" title="Org 20599">Org 20599</a></li> <li><a href="/wiki/PF-6372865" class="mw-redirect" title="PF-6372865">PF-6372865</a></li> <li><a href="/wiki/Phenibut" title="Phenibut">Phenibut</a></li> <li><a href="/wiki/Picamilon" title="Picamilon">Picamilon</a></li> <li><a href="/w/index.php?title=Piperidine-4-sulfonic_acid&action=edit&redlink=1" class="new" title="Piperidine-4-sulfonic acid (page does not exist)">P4S</a></li> <li><a href="/wiki/Progabide" title="Progabide">Progabide</a></li> <li><a href="/wiki/Propofol" title="Propofol">Propofol</a></li> <li><a href="/wiki/Quisqualamine" title="Quisqualamine">Quisqualamine</a></li> <li><a href="/wiki/SL-75102" title="SL-75102">SL-75102</a></li> <li><a href="/wiki/Taurine" title="Taurine">Taurine</a></li> <li><a href="/w/index.php?title=Trans-4-Aminocrotonic_acid&action=edit&redlink=1" class="new" title="Trans-4-Aminocrotonic acid (page does not exist)">TACA</a></li> <li><a href="/w/index.php?title=Trans-2-(Aminomethyl)cyclopropanecarboxylic_acid&action=edit&redlink=1" class="new" title="Trans-2-(Aminomethyl)cyclopropanecarboxylic acid (page does not exist)">TAMP</a></li> <li><a href="/wiki/Terpenoid" title="Terpenoid">Terpenoids</a> (e.g., <a href="/wiki/Borneol" title="Borneol">borneol</a>)</li> <li><a href="/wiki/Thiomuscimol" title="Thiomuscimol">Thiomuscimol</a></li> <li><a href="/wiki/Tolgabide" title="Tolgabide">Tolgabide</a></li> <li><a href="/w/index.php?title=(Z)-3-((Aminoiminomethyl)thio)prop-2-enoic_acid&action=edit&redlink=1" class="new" title="(Z)-3-((Aminoiminomethyl)thio)prop-2-enoic acid (page does not exist)">ZAPA</a></li></ul> <ul><li><i>Positive modulators (abridged; see <a href="/wiki/Template:GABAAR_PAMs" class="mw-redirect" title="Template:GABAAR PAMs">here</a> for a full list):</i> <a href="/w/index.php?title=%CE%91-Ethyl-%CE%B1-methylthiobutyrolactone&action=edit&redlink=1" class="new" title="Α-Ethyl-α-methylthiobutyrolactone (page does not exist)">α-EMTBL</a></li> <li><a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">Alcohols</a> (e.g., <a href="/wiki/Alcohol_(drug)" title="Alcohol (drug)">drinking alcohol</a>, <a href="/wiki/Tert-Amyl_alcohol" title="Tert-Amyl alcohol">2M2B</a>)</li> <li><a href="/wiki/Anabolic_steroid" title="Anabolic steroid">Anabolic steroids</a></li> <li><a href="/wiki/Avermectin" title="Avermectin">Avermectins</a> (e.g., <a href="/wiki/Ivermectin" title="Ivermectin">ivermectin</a>)</li> <li><a href="/wiki/Barbiturate" title="Barbiturate">Barbiturates</a> (e.g., <a href="/wiki/Phenobarbital" title="Phenobarbital">phenobarbital</a>)</li> <li><a href="/wiki/Benzodiazepine" title="Benzodiazepine">Benzodiazepines</a> (e.g., <a href="/wiki/Diazepam" title="Diazepam">diazepam</a>)</li> <li><a href="/wiki/Bromide" title="Bromide">Bromide</a> compounds (e.g., <a href="/wiki/Potassium_bromide" title="Potassium bromide">potassium bromide</a>)</li> <li><a href="/wiki/Carbamate" title="Carbamate">Carbamates</a> (e.g., <a href="/wiki/Meprobamate" title="Meprobamate">meprobamate</a>)</li> <li><a href="/wiki/Carbamazepine" title="Carbamazepine">Carbamazepine</a></li> <li><a href="/wiki/Chloralose" title="Chloralose">Chloralose</a></li> <li><a href="/wiki/Chlormezanone" title="Chlormezanone">Chlormezanone</a></li> <li><a href="/wiki/Clomethiazole" title="Clomethiazole">Clomethiazole</a></li> <li><a href="/wiki/Dihydroergoline" class="mw-redirect" title="Dihydroergoline">Dihydroergolines</a> (e.g., <a href="/wiki/Ergoloid" title="Ergoloid">ergoloid (dihydroergotoxine)</a>)</li> <li><a href="/wiki/Etazepine" title="Etazepine">Etazepine</a></li> <li><a href="/wiki/Etifoxine" title="Etifoxine">Etifoxine</a></li> <li><a href="/wiki/Fenamate" class="mw-redirect" title="Fenamate">Fenamates</a> (e.g., <a href="/wiki/Mefenamic_acid" title="Mefenamic acid">mefenamic acid</a>)</li> <li><a href="/wiki/Flavonoid" title="Flavonoid">Flavonoids</a> (e.g., <a href="/wiki/Apigenin" title="Apigenin">apigenin</a>, <a href="/wiki/Hispidulin" title="Hispidulin">hispidulin</a>)</li> <li><a href="/wiki/Fluoxetine" title="Fluoxetine">Fluoxetine</a></li> <li><a href="/wiki/Flupirtine" title="Flupirtine">Flupirtine</a></li> <li><a href="/wiki/Imidazole" title="Imidazole">Imidazoles</a> (e.g., <a href="/wiki/Etomidate" title="Etomidate">etomidate</a>)</li> <li><a href="/wiki/Kava" title="Kava">Kava</a> constituents (e.g., <a href="/wiki/Kavain" title="Kavain">kavain</a>)</li> <li><a href="/wiki/Lanthanum" title="Lanthanum">Lanthanum</a></li> <li><a href="/wiki/Loreclezole" title="Loreclezole">Loreclezole</a></li> <li><a href="/wiki/Monastrol" title="Monastrol">Monastrol</a></li> <li><a href="/wiki/Neuroactive_steroid" class="mw-redirect" title="Neuroactive steroid">Neuroactive steroids</a> (e.g., <a href="/wiki/Allopregnanolone" title="Allopregnanolone">allopregnanolone</a>, <a href="/wiki/Cholesterol" title="Cholesterol">cholesterol</a>, <a href="/wiki/THDOC" class="mw-redirect" title="THDOC">THDOC</a>)</li> <li><a href="/wiki/Niacin_(substance)" class="mw-redirect" title="Niacin (substance)">Niacin</a></li> <li><a href="/wiki/Niacinamide" class="mw-redirect" title="Niacinamide">Niacinamide</a></li> <li><a href="/wiki/Nonbenzodiazepine" title="Nonbenzodiazepine">Nonbenzodiazepines</a> (e.g., <a href="/wiki/%CE%92-carboline" class="mw-redirect" title="Β-carboline">β-carbolines</a> (e.g., <a href="/wiki/Abecarnil" title="Abecarnil">abecarnil</a>), <a href="/wiki/Cyclopyrrolone" class="mw-redirect" title="Cyclopyrrolone">cyclopyrrolones</a> (e.g., <a href="/wiki/Zopiclone" title="Zopiclone">zopiclone</a>), <a href="/wiki/Imidazopyridine" title="Imidazopyridine">imidazopyridines</a> (e.g., <a href="/wiki/Zolpidem" title="Zolpidem">zolpidem</a>), <a href="/wiki/Pyrazolopyrimidine" title="Pyrazolopyrimidine">pyrazolopyrimidines</a> (e.g., <a href="/wiki/Zaleplon" title="Zaleplon">zaleplon</a>))</li> <li><a href="/wiki/Norfluoxetine" class="mw-redirect" title="Norfluoxetine">Norfluoxetine</a></li> <li><a href="/wiki/Petrichloral" title="Petrichloral">Petrichloral</a></li> <li><a href="/wiki/Phenol" title="Phenol">Phenols</a> (e.g., <a href="/wiki/Propofol" title="Propofol">propofol</a>)</li> <li><a href="/wiki/Phenytoin" title="Phenytoin">Phenytoin</a></li> <li><a href="/wiki/Piperidinedione" class="mw-redirect" title="Piperidinedione">Piperidinediones</a> (e.g., <a href="/wiki/Glutethimide" title="Glutethimide">glutethimide</a>)</li> <li><a href="/wiki/Propanidid" title="Propanidid">Propanidid</a></li> <li><a href="/wiki/Pyrazolopyridine" class="mw-redirect" title="Pyrazolopyridine">Pyrazolopyridines</a> (e.g., <a href="/wiki/Etazolate" title="Etazolate">etazolate</a>)</li> <li><a href="/wiki/Quinazolinone" title="Quinazolinone">Quinazolinones</a> (e.g., <a href="/wiki/Methaqualone" title="Methaqualone">methaqualone</a>)</li> <li><a href="/wiki/Retigabine" title="Retigabine">Retigabine (ezogabine)</a></li> <li><a href="/wiki/ROD-188" title="ROD-188">ROD-188</a></li> <li><a href="/wiki/Scutellaria" title="Scutellaria">Skullcap</a> constituents (e.g., <a href="/wiki/Baicalin" title="Baicalin">baicalin</a>)</li> <li><a href="/wiki/Stiripentol" title="Stiripentol">Stiripentol</a></li> <li><a href="/w/index.php?title=Sulfonylalkane&action=edit&redlink=1" class="new" title="Sulfonylalkane (page does not exist)">Sulfonylalkanes</a> (e.g., <a href="/wiki/Sulfonmethane" title="Sulfonmethane">sulfonmethane (sulfonal)</a>)</li> <li><a href="/wiki/Topiramate" title="Topiramate">Topiramate</a></li> <li><a href="/wiki/Valerian_(herb)" title="Valerian (herb)">Valerian</a> constituents (e.g., <a href="/wiki/Valerenic_acid" title="Valerenic acid">valerenic acid</a>)</li> <li><a href="/wiki/Volatility_(chemistry)" title="Volatility (chemistry)">Volatiles</a>/<a href="/wiki/Gas" title="Gas">gases</a> (e.g., <a href="/wiki/Chloral_hydrate" title="Chloral hydrate">chloral hydrate</a>, <a href="/wiki/Chloroform" title="Chloroform">chloroform</a>, <a href="/wiki/Diethyl_ether" title="Diethyl ether">diethyl ether</a>, <a href="/wiki/Paraldehyde" title="Paraldehyde">paraldehyde</a>, <a href="/wiki/Sevoflurane" title="Sevoflurane">sevoflurane</a>)</li></ul> <ul><li><i>Antagonists:</i> <a href="/wiki/Bicuculline" title="Bicuculline">Bicuculline</a></li> <li><a href="/wiki/Coriamyrtin" title="Coriamyrtin">Coriamyrtin</a></li> <li><a href="/w/index.php?title=Dihydrosecurinine&action=edit&redlink=1" class="new" title="Dihydrosecurinine (page does not exist)">Dihydrosecurinine</a></li> <li><a href="/wiki/Famiraprinium" title="Famiraprinium">Famiraprinium</a></li> <li><a href="/wiki/Gabazine" title="Gabazine">Gabazine (SR-95531)</a></li> <li><a href="/wiki/Hydrastine" title="Hydrastine">Hydrastine</a></li> <li><a href="/w/index.php?title=Hyenanchin&action=edit&redlink=1" class="new" title="Hyenanchin (page does not exist)">Hyenachin (mellitoxin)</a></li> <li><a href="/w/index.php?title=PHP-501&action=edit&redlink=1" class="new" title="PHP-501 (page does not exist)">PHP-501</a></li> <li><a href="/wiki/Pitrazepin" title="Pitrazepin">Pitrazepin</a></li> <li><a href="/wiki/Securinine" title="Securinine">Securinine</a></li> <li><a href="/wiki/Sinomenine" title="Sinomenine">Sinomenine</a></li> <li><a href="/w/index.php?title=SR-42641&action=edit&redlink=1" class="new" title="SR-42641 (page does not exist)">SR-42641</a></li> <li><a href="/wiki/Thiocolchicoside" title="Thiocolchicoside">Thiocolchicoside</a></li> <li><a href="/wiki/Tutin_(toxin)" title="Tutin (toxin)">Tutin</a></li></ul> <ul><li><i>Negative modulators:</i> <a href="/w/index.php?title=5-Ethyl-5-(1,3-dimethylbut-1%27-enyl)barbituric_acid&action=edit&redlink=1" class="new" title="5-Ethyl-5-(1,3-dimethylbut-1'-enyl)barbituric acid (page does not exist)">1,3M1B</a></li> <li><a href="/w/index.php?title=5-Ethyl-5-(3-methylbut-2%27-enyl)barbituric_acid&action=edit&redlink=1" class="new" title="5-Ethyl-5-(3-methylbut-2'-enyl)barbituric acid (page does not exist)">3M2B</a></li> <li><a href="/wiki/11-Ketoprogesterone" title="11-Ketoprogesterone">11-Ketoprogesterone</a></li> <li><a href="/wiki/17-Phenylandrostenol" title="17-Phenylandrostenol">17-Phenylandrostenol</a></li> <li><a href="/wiki/%CE%913IA" title="Α3IA">α3IA</a></li> <li><a href="/wiki/%CE%915IA" title="Α5IA">α5IA (LS-193,268)</a></li> <li><a href="/w/index.php?title=Butyl_%CE%B2-carboline-3-carboxylate&action=edit&redlink=1" class="new" title="Butyl β-carboline-3-carboxylate (page does not exist)">β-CCB</a></li> <li><a href="/w/index.php?title=Ethyl_%CE%B2-carboline-3-carboxylate&action=edit&redlink=1" class="new" title="Ethyl β-carboline-3-carboxylate (page does not exist)">β-CCE</a></li> <li><a href="/w/index.php?title=Methyl_%CE%B2-carboline-3-carboxylate&action=edit&redlink=1" class="new" title="Methyl β-carboline-3-carboxylate (page does not exist)">β-CCM</a></li> <li><a href="/w/index.php?title=Propyl_%CE%B2-carboline-3-carboxylate&action=edit&redlink=1" class="new" title="Propyl β-carboline-3-carboxylate (page does not exist)">β-CCP</a></li> <li><a href="/w/index.php?title=%CE%92-Ethyl-%CE%B2-methyl-%CE%B3-butyrolactone&action=edit&redlink=1" class="new" title="Β-Ethyl-β-methyl-γ-butyrolactone (page does not exist)">β-EMGBL</a></li> <li><a href="/wiki/Anabolic_steroid" title="Anabolic steroid">Anabolic steroids</a></li> <li><a href="/wiki/Amiloride" title="Amiloride">Amiloride</a></li> <li><a href="/wiki/Anisatin" title="Anisatin">Anisatin</a></li> <li><a href="/wiki/%CE%92-Lactam" title="Β-Lactam">β-Lactams</a> (e.g., <a href="/wiki/Penicillin" title="Penicillin">penicillins</a>, <a href="/wiki/Cephalosporin" title="Cephalosporin">cephalosporins</a>, <a href="/wiki/Carbapenem" title="Carbapenem">carbapenems</a>)</li> <li><a href="/wiki/Basmisanil" title="Basmisanil">Basmisanil</a></li> <li><a href="/wiki/Bemegride" title="Bemegride">Bemegride</a></li> <li><a href="/wiki/Bicyclic_phosphate" title="Bicyclic phosphate">Bicyclic phosphates</a> (<a href="/wiki/TBPS" title="TBPS">TBPS</a>, <a href="/wiki/TBPO" title="TBPO">TBPO</a>, <a href="/wiki/IPTBO" title="IPTBO">IPTBO</a>)</li> <li><a href="/wiki/BIDN" title="BIDN">BIDN</a></li> <li><a href="/wiki/Bilobalide" title="Bilobalide">Bilobalide</a></li> <li><a href="/wiki/Bupropion" title="Bupropion">Bupropion</a></li> <li><a href="/wiki/5-(2-Cyclohexylideneethyl)-5-ethylbarbituric_acid" class="mw-redirect" title="5-(2-Cyclohexylideneethyl)-5-ethylbarbituric acid">CHEB</a></li> <li><a href="/wiki/Chlorophenylsilatrane" title="Chlorophenylsilatrane">Chlorophenylsilatrane</a></li> <li><a href="/wiki/Cicutoxin" title="Cicutoxin">Cicutoxin</a></li> <li><a href="/wiki/Cloflubicyne" title="Cloflubicyne">Cloflubicyne</a></li> <li><a href="/wiki/Cyclothiazide" title="Cyclothiazide">Cyclothiazide</a></li> <li><a href="/wiki/Dehydroepiandrosterone" title="Dehydroepiandrosterone">DHEA</a></li> <li><a href="/wiki/Dehydroepiandrosterone_sulfate" title="Dehydroepiandrosterone sulfate">DHEA-S</a></li> <li><a href="/wiki/Dieldrin" title="Dieldrin">Dieldrin</a></li> <li><a href="/wiki/(%2B)-5-(1,3-Dimethylbutyl)-5-ethylbarbituric_acid" class="mw-redirect" title="(+)-5-(1,3-Dimethylbutyl)-5-ethylbarbituric acid">(+)-DMBB</a></li> <li><a href="/wiki/DMCM" title="DMCM">DMCM</a></li> <li><a href="/w/index.php?title=5,7-Dihydroxy-6-methoxy-2(4-phenoxyphenyl)-4H-chromene-4-one&action=edit&redlink=1" class="new" title="5,7-Dihydroxy-6-methoxy-2(4-phenoxyphenyl)-4H-chromene-4-one (page does not exist)">DMPC</a></li> <li><a href="/wiki/EBOB" title="EBOB">EBOB</a></li> <li><a href="/w/index.php?title=Etbicyphat&action=edit&redlink=1" class="new" title="Etbicyphat (page does not exist)">Etbicyphat</a></li> <li><a href="/wiki/FG-7142" title="FG-7142">FG-7142 (ZK-31906)</a></li> <li><a href="/w/index.php?title=Fiprole&action=edit&redlink=1" class="new" title="Fiprole (page does not exist)">Fiproles</a> (e.g., <a href="/wiki/Fipronil" title="Fipronil">fipronil</a>)</li> <li><a href="/wiki/Flavonoid" title="Flavonoid">Flavonoids</a> (e.g., <a href="/wiki/Amentoflavone" title="Amentoflavone">amentoflavone</a>, <a href="/wiki/Oroxylin_A" title="Oroxylin A">oroxylin A</a>)</li> <li><a href="/wiki/Flumazenil" title="Flumazenil">Flumazenil</a></li> <li><a href="/wiki/Fluoroquinolone" class="mw-redirect" title="Fluoroquinolone">Fluoroquinolones</a> (e.g., <a href="/wiki/Ciprofloxacin" title="Ciprofloxacin">ciprofloxacin</a>)</li> <li><a href="/wiki/Flurothyl" title="Flurothyl">Flurothyl</a></li> <li><a href="/wiki/Furosemide" title="Furosemide">Furosemide</a></li> <li><a href="/wiki/Golexanolone" title="Golexanolone">Golexanolone</a></li> <li><a href="/wiki/Iomazenil_(123I)" class="mw-redirect" title="Iomazenil (123I)">Iomazenil (<sup>123</sup>I)</a></li> <li><a href="/wiki/IPTBO" title="IPTBO">IPTBO</a></li> <li><a href="/wiki/Isopregnanolone" title="Isopregnanolone">Isopregnanolone (sepranolone)</a></li> <li><a href="/wiki/L-655,708" title="L-655,708">L-655,708</a></li> <li><a href="/wiki/Laudanosine" title="Laudanosine">Laudanosine</a></li> <li><a href="/wiki/Lindane" title="Lindane">Lindane</a></li> <li><a href="/w/index.php?title=MaxiPost&action=edit&redlink=1" class="new" title="MaxiPost (page does not exist)">MaxiPost</a></li> <li><a href="/wiki/Morphine" title="Morphine">Morphine</a></li> <li><a href="/wiki/Morphine-3-glucuronide" title="Morphine-3-glucuronide">Morphine-3-glucuronide</a></li> <li><a href="/wiki/MRK-016" title="MRK-016">MRK-016</a></li> <li><a href="/wiki/Naloxone" title="Naloxone">Naloxone</a></li> <li><a href="/wiki/Naltrexone" title="Naltrexone">Naltrexone</a></li> <li><a href="/wiki/Nicardipine" title="Nicardipine">Nicardipine</a></li> <li><a href="/wiki/Nonsteroidal_antiandrogen" title="Nonsteroidal antiandrogen">Nonsteroidal antiandrogens</a> (e.g., <a href="/wiki/Apalutamide" title="Apalutamide">apalutamide</a>, <a href="/wiki/Bicalutamide" title="Bicalutamide">bicalutamide</a>, <a href="/wiki/Enzalutamide" title="Enzalutamide">enzalutamide</a>, <a href="/wiki/Flutamide" title="Flutamide">flutamide</a>, <a href="/wiki/Nilutamide" title="Nilutamide">nilutamide</a>)</li> <li><a href="/wiki/Oenanthotoxin" title="Oenanthotoxin">Oenanthotoxin</a></li> <li><a href="/wiki/Pentylenetetrazol" title="Pentylenetetrazol">Pentylenetetrazol (pentetrazol)</a></li> <li><a href="/wiki/Phenylsilatrane" title="Phenylsilatrane">Phenylsilatrane</a></li> <li><a href="/wiki/Picrotoxin" title="Picrotoxin">Picrotoxin</a> (i.e., <a href="/wiki/Picrotin" class="mw-redirect" title="Picrotin">picrotin</a>, <a href="/wiki/Picrotoxinin" class="mw-redirect" title="Picrotoxinin">picrotoxinin</a> and <a href="/wiki/Dihydropicrotoxinin" title="Dihydropicrotoxinin">dihydropicrotoxinin</a>)</li> <li><a href="/wiki/Pregnenolone_sulfate" title="Pregnenolone sulfate">Pregnenolone sulfate</a></li> <li><a href="/w/index.php?title=Propybicyphat&action=edit&redlink=1" class="new" title="Propybicyphat (page does not exist)">Propybicyphat</a></li> <li><a href="/wiki/PWZ-029" title="PWZ-029">PWZ-029</a></li> <li><a href="/wiki/Radequinil" title="Radequinil">Radequinil</a></li> <li><a href="/wiki/Ro_15-4513" class="mw-redirect" title="Ro 15-4513">Ro 15-4513</a></li> <li><a href="/wiki/Ro_19-4603" title="Ro 19-4603">Ro 19-4603</a></li> <li><a href="/w/index.php?title=RO4882224&action=edit&redlink=1" class="new" title="RO4882224 (page does not exist)">RO4882224</a></li> <li><a href="/wiki/RO4938581" class="mw-redirect" title="RO4938581">RO4938581</a></li> <li><a href="/wiki/Sarmazenil" title="Sarmazenil">Sarmazenil</a></li> <li><a href="/w/index.php?title=Salicylidene_salicylhydrazide&action=edit&redlink=1" class="new" title="Salicylidene salicylhydrazide (page does not exist)">SCS</a></li> <li><a href="/wiki/Suritozole" title="Suritozole">Suritozole</a></li> <li><a href="/wiki/TB-21007" title="TB-21007">TB-21007</a></li> <li><a href="/w/index.php?title=T-Butylbicycloorthobenzoate&action=edit&redlink=1" class="new" title="T-Butylbicycloorthobenzoate (page does not exist)">TBOB</a></li> <li><a href="/wiki/TBPS" title="TBPS">TBPS</a></li> <li><a href="/w/index.php?title=TCS-1105&action=edit&redlink=1" class="new" title="TCS-1105 (page does not exist)">TCS-1105</a></li> <li><a href="/wiki/Terbequinil" title="Terbequinil">Terbequinil</a></li> <li><a href="/wiki/Tetramethylenedisulfotetramine" title="Tetramethylenedisulfotetramine">TETS</a></li> <li><a href="/wiki/Thujone" title="Thujone">Thujone</a></li> <li><a href="/wiki/U-93631" title="U-93631">U-93631</a></li> <li><a href="/wiki/Zinc" title="Zinc">Zinc</a></li> <li><a href="/wiki/ZK-93426" title="ZK-93426">ZK-93426</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:5em;text-align:center"><a href="/wiki/%CE%93-Aminobutyric_acid_A-rho_receptor" class="mw-redirect" title="Γ-Aminobutyric acid A-rho receptor"><abbr title="γ-Aminobutyric acid A-rho receptor">GABA<sub>A</sub>-ρ</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 γ-Aminobutyric acid A-rho receptor</span></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/BL-1020" title="BL-1020">BL-1020</a></li> <li><a href="/wiki/(Z)-4-Amino-2-butenoic_acid" title="(Z)-4-Amino-2-butenoic acid">CACA</a></li> <li><a href="/wiki/(%2B)-cis-2-Aminomethylcyclopropane_carboxylic_acid" title="(+)-cis-2-Aminomethylcyclopropane carboxylic acid">CAMP</a></li> <li><a href="/w/index.php?title=Homohypotaurine&action=edit&redlink=1" class="new" title="Homohypotaurine (page does not exist)">Homohypotaurine</a></li> <li><a href="/wiki/Gamma-Aminobutyric_acid" class="mw-redirect" title="Gamma-Aminobutyric acid">GABA</a></li> <li><a href="/wiki/GABOB" class="mw-redirect" title="GABOB">GABOB</a></li> <li><a href="/wiki/Ibotenic_acid" title="Ibotenic acid">Ibotenic acid</a></li> <li><a href="/wiki/Isoguvacine" title="Isoguvacine">Isoguvacine</a></li> <li><a href="/wiki/Muscimol" title="Muscimol">Muscimol</a></li> <li><a href="/wiki/N4-Chloroacetylcytosine_arabinoside" title="N4-Chloroacetylcytosine arabinoside"><i>N</i><sup>4</sup>-Chloroacetylcytosine arabinoside</a></li> <li><a href="/wiki/Picamilon" title="Picamilon">Picamilon</a></li> <li><a href="/wiki/Progabide" title="Progabide">Progabide</a></li> <li><a href="/w/index.php?title=Trans-4-Aminocrotonic_acid&action=edit&redlink=1" class="new" title="Trans-4-Aminocrotonic acid (page does not exist)">TACA</a></li> <li><a href="/w/index.php?title=Trans-2-(Aminomethyl)cyclopropanecarboxylic_acid&action=edit&redlink=1" class="new" title="Trans-2-(Aminomethyl)cyclopropanecarboxylic acid (page does not exist)">TAMP</a></li> <li><a href="/wiki/Thiomuscimol" title="Thiomuscimol">Thiomuscimol</a></li> <li><a href="/wiki/Tolgabide" title="Tolgabide">Tolgabide</a></li></ul> <ul><li><i>Positive modulators:</i> <a href="/wiki/Allopregnanolone" title="Allopregnanolone">Allopregnanolone</a></li> <li><a href="/wiki/Alphaxolone" class="mw-redirect" title="Alphaxolone">Alphaxolone</a></li> <li><a href="/wiki/Allotetrahydrodeoxycorticosterone" class="mw-redirect" title="Allotetrahydrodeoxycorticosterone">ATHDOC</a></li> <li><a href="/wiki/Lanthanide" title="Lanthanide">Lanthanides</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/w/index.php?title=(S)-4-Amino-2-methylbutanoic_acid&action=edit&redlink=1" class="new" title="(S)-4-Amino-2-methylbutanoic acid (page does not exist)">(S)-2-MeGABA</a></li> <li><a href="/w/index.php?title=(S)-(4-Aminocyclopent-1-enyl)butylphosphinic_acid&action=edit&redlink=1" class="new" title="(S)-(4-Aminocyclopent-1-enyl)butylphosphinic acid (page does not exist)">(S)-4-ACPBPA</a></li> <li><a href="/w/index.php?title=(S)-4-Aminocyclopent-1-ene-1-carboxylic_acid&action=edit&redlink=1" class="new" title="(S)-4-Aminocyclopent-1-ene-1-carboxylic acid (page does not exist)">(S)-4-ACPCA</a></li> <li><a href="/w/index.php?title=Trans-4-Amino-2-methylbut-2-enoic_acid&action=edit&redlink=1" class="new" title="Trans-4-Amino-2-methylbut-2-enoic acid (page does not exist)">2-MeTACA</a></li> <li><a href="/w/index.php?title=3-Aminopropyl(methyl)phosphinic_acid&action=edit&redlink=1" class="new" title="3-Aminopropyl(methyl)phosphinic acid (page does not exist)">3-APMPA</a></li> <li><a href="/w/index.php?title=4-Aminocyclopent-1-enecarboxamide&action=edit&redlink=1" class="new" title="4-Aminocyclopent-1-enecarboxamide (page does not exist)">4-ACPAM</a></li> <li><a href="/w/index.php?title=4-Guanidinobutanoic_acid&action=edit&redlink=1" class="new" title="4-Guanidinobutanoic acid (page does not exist)">4-GBA</a></li> <li><a href="/w/index.php?title=Cis-(3-Aminocyclopentyl)butylphosphinic_acid&action=edit&redlink=1" class="new" title="Cis-(3-Aminocyclopentyl)butylphosphinic acid (page does not exist)"><i>cis</i>-3-ACPBPA</a></li> <li><a href="/w/index.php?title=CGP-36742&action=edit&redlink=1" class="new" title="CGP-36742 (page does not exist)">CGP-36742 (SGS-742)</a></li> <li><a href="/w/index.php?title=5-Aminovaleric_acid&action=edit&redlink=1" class="new" title="5-Aminovaleric acid (page does not exist)">DAVA</a></li> <li><a href="/wiki/Gabazine" title="Gabazine">Gabazine (SR-95531)</a></li> <li><a href="/wiki/Gaboxadol" title="Gaboxadol">Gaboxadol (THIP)</a></li> <li><a href="/w/index.php?title=Imidazole-4-acetic_acid&action=edit&redlink=1" class="new" title="Imidazole-4-acetic acid (page does not exist)">I4AA</a></li> <li><a href="/wiki/Isonipecotic_acid" title="Isonipecotic acid">Isonipecotic acid</a></li> <li><a href="/wiki/Loreclezole" title="Loreclezole">Loreclezole</a></li> <li><a href="/w/index.php?title=4-(Piperidin-4-yl)methylphosphinic_acid&action=edit&redlink=1" class="new" title="4-(Piperidin-4-yl)methylphosphinic acid (page does not exist)">P4MPA</a></li> <li><a href="/w/index.php?title=Piperidine-4-sulfonic_acid&action=edit&redlink=1" class="new" title="Piperidine-4-sulfonic acid (page does not exist)">P4S</a></li> <li><a href="/wiki/SKF-97541" class="mw-redirect" title="SKF-97541">SKF-97541</a></li> <li><a href="/w/index.php?title=SR-95318&action=edit&redlink=1" class="new" title="SR-95318 (page does not exist)">SR-95318</a></li> <li><a href="/w/index.php?title=SR-95813&action=edit&redlink=1" class="new" title="SR-95813 (page does not exist)">SR-95813</a></li> <li><a href="/wiki/(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic_acid" title="(1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid">TPMPA</a></li> <li><a href="/w/index.php?title=Trans-(3-Aminocyclopentyl)butylphosphinic_acid&action=edit&redlink=1" class="new" title="Trans-(3-Aminocyclopentyl)butylphosphinic acid (page does not exist)"><i>trans</i>-3-ACPBPA</a></li> <li><a href="/w/index.php?title=(Z)-3-((Aminoiminomethyl)thio)prop-2-enoic_acid&action=edit&redlink=1" class="new" title="(Z)-3-((Aminoiminomethyl)thio)prop-2-enoic acid (page does not exist)">ZAPA</a></li></ul> <ul><li><i>Negative modulators:</i> <a href="/wiki/5%CE%B1-Dihydroprogesterone" title="5α-Dihydroprogesterone">5α-Dihydroprogesterone</a></li> <li><a href="/wiki/Bilobalide" title="Bilobalide">Bilobalide</a></li> <li><a href="/wiki/Loreclezole" title="Loreclezole">Loreclezole</a></li> <li><a href="/wiki/Picrotoxin" title="Picrotoxin">Picrotoxin</a> (<a href="/wiki/Picrotin" class="mw-redirect" title="Picrotin">picrotin</a>, <a href="/wiki/Picrotoxinin" class="mw-redirect" title="Picrotoxinin">picrotoxinin</a>)</li> <li><a href="/wiki/Pregnanolone" title="Pregnanolone">Pregnanolone</a></li> <li><a href="/wiki/ROD-188" title="ROD-188">ROD-188</a></li> <li><a href="/wiki/Tetrahydrodeoxycorticosterone" title="Tetrahydrodeoxycorticosterone">THDOC</a></li> <li><a href="/wiki/Zinc" title="Zinc">Zinc</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/Metabotropic" class="mw-redirect" title="Metabotropic">Metabotropic</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 id="GABABTooltip_γ-Aminobutyric_acid_B_receptor" scope="row" class="navbox-group" style="width:5em;text-align:center;"><a href="/wiki/%CE%93-Aminobutyric_acid_B_receptor" class="mw-redirect" title="Γ-Aminobutyric acid B receptor"><abbr title="γ-Aminobutyric acid B receptor">GABA<sub>B</sub></abbr></a><span class="sr-only" style="border: 0; clip: rect(0, 0, 0, 0); clip-path: polygon(0px 0px, 0px 0px, 0px 0px); height: 1px; margin: -1px; overflow: hidden; padding: 0; position: absolute; width: 1px; white-space: nowrap;">Tooltip γ-Aminobutyric acid B receptor</span></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><i>Agonists:</i> <a href="/wiki/1,4-Butanediol" title="1,4-Butanediol">1,4-Butanediol</a></li> <li><a href="/wiki/3-APPA" title="3-APPA">3-APPA</a></li> <li><a href="/wiki/4-Fluorophenibut" title="4-Fluorophenibut">4-Fluorophenibut</a></li> <li><a href="/wiki/Aceburic_acid" title="Aceburic acid">Aceburic acid</a></li> <li><a href="/wiki/Arbaclofen" class="mw-redirect" title="Arbaclofen">Arbaclofen</a></li> <li><a href="/wiki/Arbaclofen_placarbil" title="Arbaclofen placarbil">Arbaclofen placarbil</a></li> <li><a href="/wiki/Baclofen" title="Baclofen">Baclofen</a></li> <li><a href="/wiki/BL-1020" title="BL-1020">BL-1020</a></li> <li><a href="/wiki/Gamma-Aminobutyric_acid" class="mw-redirect" title="Gamma-Aminobutyric acid">GABA</a></li> <li><a href="/w/index.php?title=Gabamide&action=edit&redlink=1" class="new" title="Gabamide (page does not exist)">Gabamide</a></li> <li><a href="/wiki/GABOB" class="mw-redirect" title="GABOB">GABOB</a></li> <li><a href="/wiki/Gamma-Butyrolactone" class="mw-redirect" title="Gamma-Butyrolactone">GBL</a></li> <li><a href="/wiki/Gamma-Hydroxybutyric_acid" class="mw-redirect" title="Gamma-Hydroxybutyric acid">GHB</a></li> <li><a href="/wiki/%CE%93-Hydroxybutaldehyde" class="mw-redirect" title="Γ-Hydroxybutaldehyde">GHBAL</a></li> <li><a href="/wiki/Gamma-Hydroxyvaleric_acid" class="mw-redirect" title="Gamma-Hydroxyvaleric acid">GHV</a></li> <li><a href="/wiki/Gamma-Valerolactone" class="mw-redirect" title="Gamma-Valerolactone">GVL</a></li> <li><a href="/wiki/Isovaline" title="Isovaline">Isovaline</a></li> <li><a href="/wiki/Lesogaberan" title="Lesogaberan">Lesogaberan</a></li> <li><a href="/wiki/Phenibut" title="Phenibut">Phenibut</a></li> <li><a href="/wiki/Picamilon" title="Picamilon">Picamilon</a></li> <li><a href="/wiki/Progabide" title="Progabide">Progabide</a></li> <li><a href="/wiki/Sodium_oxybate" title="Sodium oxybate">Sodium oxybate</a></li> <li><a href="/wiki/SKF-97,541" title="SKF-97,541">SKF-97,541</a></li> <li><a href="/wiki/SL_75102" class="mw-redirect" title="SL 75102">SL 75102</a></li> <li><a href="/wiki/Tolgabide" title="Tolgabide">Tolgabide</a></li> <li><a href="/wiki/Tolibut" title="Tolibut">Tolibut</a></li></ul> <ul><li><i>Positive modulators:</i> <a href="/wiki/ADX-71441" title="ADX-71441">ADX-71441</a></li> <li><a href="/wiki/BHF-177" title="BHF-177">BHF-177</a></li> <li><a href="/wiki/BHFF" title="BHFF">BHFF</a></li> <li><a href="/wiki/BSPP_(drug)" title="BSPP (drug)">BSPP</a></li> <li><a href="/wiki/CGP-7930" title="CGP-7930">CGP-7930</a></li> <li><a href="/w/index.php?title=CGP-13501&action=edit&redlink=1" class="new" title="CGP-13501 (page does not exist)">CGP-13501</a></li> <li><a href="/wiki/GS-39783" title="GS-39783">GS-39783</a></li> <li><a href="/w/index.php?title=Rac-BHFF&action=edit&redlink=1" class="new" title="Rac-BHFF (page does not exist)">rac-BHFF</a></li> <li><a href="/w/index.php?title=KK-92A&action=edit&redlink=1" class="new" title="KK-92A (page does not exist)">KK-92A</a></li></ul> <ul><li><i>Antagonists:</i> <a href="/wiki/2-Hydroxysaclofen" title="2-Hydroxysaclofen">2-Hydroxysaclofen</a></li> <li><a href="/wiki/CGP-35348" title="CGP-35348">CGP-35348</a></li> <li><a href="/w/index.php?title=CGP-46381&action=edit&redlink=1" class="new" title="CGP-46381 (page does not exist)">CGP-46381</a></li> <li><a href="/w/index.php?title=CGP-52432&action=edit&redlink=1" class="new" title="CGP-52432 (page does not exist)">CGP-52432</a></li> <li><a href="/w/index.php?title=CGP-54626&action=edit&redlink=1" class="new" title="CGP-54626 (page does not exist)">CGP-54626</a></li> <li><a href="/w/index.php?title=CGP-55845&action=edit&redlink=1" class="new" title="CGP-55845 (page does not exist)">CGP-55845</a></li> <li><a href="/w/index.php?title=CGP-64213&action=edit&redlink=1" class="new" title="CGP-64213 (page does not exist)">CGP-64213</a></li> <li><a href="/w/index.php?title=5-Aminovaleric_acid&action=edit&redlink=1" class="new" title="5-Aminovaleric acid (page does not exist)">DAVA</a></li> <li><a href="/wiki/Homotaurine" title="Homotaurine">Homotaurine (tramiprosate, 3-APS)</a></li> <li><a href="/wiki/Phaclofen" title="Phaclofen">Phaclofen</a></li> <li><a href="/wiki/Saclofen" title="Saclofen">Saclofen</a></li> <li><a href="/wiki/SCH-50911" title="SCH-50911">SCH-50911</a></li> <li><a href="/wiki/SKF-97541" class="mw-redirect" title="SKF-97541">SKF-97541</a></li></ul> <ul><li><i>Negative modulators:</i> <a href="/w/index.php?title=Compound_14&action=edit&redlink=1" class="new" title="Compound 14 (page does not exist)">Compound 14</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2"><div> <dl><dt>See also</dt> <dd><i><a href="/wiki/Template:Receptor_modulators" title="Template:Receptor modulators">Receptor/signaling modulators</a> </i></dd> <dd><i><a href="/wiki/Template:GABAA_receptor_positive_modulators" title="Template:GABAA receptor positive modulators">GABA<sub>A</sub> receptor positive modulators</a> </i></dd> <dd><i><a href="/wiki/Template:GABA_metabolism_and_transport_modulators" title="Template:GABA metabolism and transport modulators">GABA metabolism/transport modulators</a> </i></dd></dl> </div></td></tr></tbody></table></div> 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