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interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D8%AF%D9%8A%D9%85%D9%8A%D9%83%D9%84%D9%88%D8%B3%D9%8A%D9%83%D9%84%D9%8A%D9%86" title="ديميكلوسيكلين – South Azerbaijani" lang="azb" hreflang="azb" data-title="ديميكلوسيكلين" 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/Demeclocyclin" title="Demeclocyclin – Welsh" lang="cy" hreflang="cy" data-title="Demeclocyclin" 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/Demeclocyclin" title="Demeclocyclin – German" lang="de" hreflang="de" data-title="Demeclocyclin" 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/Demeclociclina" title="Demeclociclina – Spanish" lang="es" hreflang="es" data-title="Demeclociclina" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%AF%D9%85%DA%A9%D9%84%D9%88%D8%B3%D8%A7%DB%8C%DA%A9%D9%84%DB%8C%D9%86" title="دمکلوسایکلین – Persian" lang="fa" hreflang="fa" data-title="دمکلوسایکلین" 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/D%C3%A9m%C3%A9clocycline" title="Déméclocycline – French" lang="fr" hreflang="fr" data-title="Déméclocycline" 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/Demeklosiklin" title="Demeklosiklin – Indonesian" lang="id" hreflang="id" data-title="Demeklosiklin" 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/Demeclociclina" title="Demeclociclina – Italian" lang="it" hreflang="it" data-title="Demeclociclina" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%87%E3%83%A1%E3%82%AF%E3%83%AD%E3%82%B5%E3%82%A4%E3%82%AF%E3%83%AA%E3%83%B3" title="デメクロサイクリン – Japanese" lang="ja" hreflang="ja" data-title="デメクロサイクリン" 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%A1%E0%AD%87%E0%AC%AE%E0%AD%87%E0%AC%95%E0%AD%8D%E0%AC%B2%E0%AD%8B%E0%AC%B8%E0%AC%BE%E0%AC%87%E0%AC%95%E0%AD%8D%E0%AC%B2%E0%AC%BF%E0%AC%A8" title="ଡେମେକ୍ଲୋସାଇକ୍ଲିନ – Odia" lang="or" hreflang="or" data-title="ଡେମେକ୍ଲୋସାଇକ୍ଲିନ" data-language-autonym="ଓଡ଼ିଆ" data-language-local-name="Odia" class="interlanguage-link-target"><span>ଓଡ଼ିଆ</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Demeclociclin%C4%83" title="Demeclociclină – Romanian" lang="ro" hreflang="ro" data-title="Demeclociclină" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Demeklociklin" title="Demeklociklin – Serbian" lang="sr" hreflang="sr" data-title="Demeklociklin" 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/Demeklociklin" title="Demeklociklin – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Demeklociklin" 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/Demeklosykliini" title="Demeklosykliini – Finnish" lang="fi" hreflang="fi" data-title="Demeklosykliini" 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%B9%80%E0%B8%94%E0%B9%80%E0%B8%A1%E0%B9%82%E0%B8%84%E0%B8%A5%E0%B9%84%E0%B8%8B%E0%B8%84%E0%B8%A5%E0%B8%B5%E0%B8%99" title="เดเมโคลไซคลีน – Thai" lang="th" hreflang="th" data-title="เดเมโคลไซคลีน" 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/Demeklosiklin" title="Demeklosiklin – Turkish" lang="tr" hreflang="tr" data-title="Demeklosiklin" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E5%9C%B0%E7%BE%8E%E7%8E%AF%E7%B4%A0" title="地美环素 – Chinese" lang="zh" hreflang="zh" data-title="地美环素" 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<div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Pharmaceutical compound</div> <style data-mw-deduplicate="TemplateStyles:r1269284339">@media screen{html.skin-theme-clientpref-night .mw-parser-output .dark_mode_safe img{background-color:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .dark_mode_safe img{background-color:var(--background-color-inverted,#f8f9fa)}}</style> <style data-mw-deduplicate="TemplateStyles:r1257001546">.mw-parser-output .infobox-subbox{padding:0;border:none;margin:-3px;width:auto;min-width:100%;font-size:100%;clear:none;float:none;background-color:transparent}.mw-parser-output .infobox-3cols-child{margin:auto}.mw-parser-output .infobox .navbar{font-size:100%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .infobox-full-data:not(.notheme)>div:not(.notheme)[style]{background:#1f1f23!important;color:#f8f9fa}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .infobox-full-data:not(.notheme) div:not(.notheme){background:#1f1f23!important;color:#f8f9fa}}@media(min-width:640px){body.skin--responsive .mw-parser-output .infobox-table{display:table!important}body.skin--responsive .mw-parser-output .infobox-table>caption{display:table-caption!important}body.skin--responsive .mw-parser-output .infobox-table>tbody{display:table-row-group}body.skin--responsive .mw-parser-output .infobox-table tr{display:table-row!important}body.skin--responsive .mw-parser-output .infobox-table th,body.skin--responsive .mw-parser-output .infobox-table td{padding-left:inherit;padding-right:inherit}}</style><table class="infobox" style="border-spacing:2px;"><caption class="infobox-title"><span title="International nonproprietary name (INN): Demeclocycline">Demeclocycline</span></caption><tbody><tr><td colspan="2" class="infobox-image"><span class="mw-default-size" typeof="mw:File/Frameless"><a href="/wiki/File:Demeclocycline.svg" class="mw-file-description" title="demeclocycline 2D skeletal"><img alt="demeclocycline 2D skeletal" src="//upload.wikimedia.org/wikipedia/commons/thumb/7/76/Demeclocycline.svg/250px-Demeclocycline.svg.png" decoding="async" width="220" height="116" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/76/Demeclocycline.svg/330px-Demeclocycline.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/76/Demeclocycline.svg/500px-Demeclocycline.svg.png 2x" data-file-width="512" data-file-height="270" /></a></span></td></tr><tr><td colspan="2" class="infobox-image"><span class="mw-default-size" typeof="mw:File/Frameless"><a href="/wiki/File:Demeclocycline_3D.png" class="mw-file-description" title="demeclocycline 3D BS"><img alt="demeclocycline 3D BS" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/47/Demeclocycline_3D.png/220px-Demeclocycline_3D.png" decoding="async" width="220" height="108" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/47/Demeclocycline_3D.png/330px-Demeclocycline_3D.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/47/Demeclocycline_3D.png/440px-Demeclocycline_3D.png 2x" data-file-width="1390" data-file-height="685" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Clinical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_nomenclature#Trade_names" title="Drug nomenclature">Trade names</a></th><td class="infobox-data">Declomycin</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;">Other names</th><td class="infobox-data">RP-10192, demethylchlortetracycline</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/demeclocycline-hydrochloride.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/a682103.html">a682103</a></span></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">Oral</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Anatomical_Therapeutic_Chemical_Classification_System" title="Anatomical Therapeutic Chemical Classification System">ATC code</a></th><td class="infobox-data"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><a href="/wiki/ATC_code_D06" title="ATC code D06">D06AA01</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=D06AA01">WHO</a></span>) <a href="/wiki/ATC_code_J01" title="ATC code J01">J01AA01</a> (<span title="www.whocc.no"><a rel="nofollow" class="external text" href="https://www.whocc.no/atc_ddd_index/?code=J01AA01">WHO</a></span>)</li></ul></div></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Legal status</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Regulation_of_therapeutic_goods" title="Regulation of therapeutic goods">Legal status</a></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"> <ul><li>In general: ℞ (Prescription only)</li></ul></div> </td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;"><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">60–80%</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">41–50%</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Drug_metabolism" title="Drug metabolism">Metabolism</a></th><td class="infobox-data"><a href="/wiki/Liver" title="Liver">Hepatic</a></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">10–17 hours</td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Excretion" title="Excretion">Excretion</a></th><td class="infobox-data"><a href="/wiki/Kidney" title="Kidney">Renal</a></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Identifiers</th></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/IUPAC_nomenclature_of_chemistry" title="IUPAC nomenclature of chemistry">IUPAC name</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all; text-align:left; padding-left:1.5em; text-indent:-1.5em;"><li style="line-height: inherit; margin: 0"><div style="font-size: 97%;">(2<i>E</i>,4<i>S</i>,4a<i>S</i>,5a<i>S</i>,6<i>S</i>,12a<i>S</i>)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-1,2,3,4,4a,5,5a,6,12,12a-decahydrotetracene-1,3,12-trione</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=127-33-3">127-33-3</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup> <br /><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=64-73-3&title=">64-73-3</a> (<a href="/wiki/Hydrochloride" title="Hydrochloride">HCl</a>)</li></ul></div></td></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/PubChem#CID" title="PubChem">PubChem</a> <span style="font-weight:normal"><abbr title="Compound ID">CID</abbr></span></th><td class="infobox-data"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/54680690">54680690</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/DB00618">DB00618</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.10482117.html">10482117</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/5R5W9ICI6O">5R5W9ICI6O</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/D03680">D03680</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:4392">CHEBI:4392</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/chembl/explore/compound/ChEMBL1591">ChEMBL1591</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/DTXSID1022893">DTXSID1022893</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q2736402#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/100.004.396">100.004.396</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q2736402#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></td></tr><tr><th colspan="2" class="infobox-header" style="background:#ddd;color:inherit;">Chemical and physical data</th></tr><tr><th scope="row" class="infobox-label" style="line-height:1.2em;"><a href="/wiki/Chemical_formula" title="Chemical formula">Formula</a></th><td class="infobox-data"><span title="Carbon">C</span><sub>21</sub><span title="Hydrogen">H</span><sub>21</sub><span title="Chlorine">Cl</span><span title="Nitrogen">N</span><sub>2</sub><span title="Oxygen">O</span><sub>8</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="7002464860000000000♠"></span>464.86</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=NC%28%3DO%29C1C%28%3DO%29%5BC%40%40%5D2%28O%29C%28O%29%3DC3C%28%3DO%29c4c%28O%29ccc%28Cl%29c4%5BC%40%40H%5D%28O%29%5BC%40H%5D3C%5BC%40H%5D2C%28C%3D1O%29N%28C%29C">Interactive image</a></span></li></ul></div></td></tr><tr><td colspan="2" class="infobox-full-data"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="word-wrap:break-word; text-indent:-1.5em; text-align:left; padding-left:1.5em; font-size:97%; line-height:120%;">NC(=O)C1C(=O)[C@@]2(O)C(O)=C3C(=O)c4c(O)ccc(Cl)c4[C@@H](O)[C@H]3C[C@H]2C(C=1O)N(C)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/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1<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:FMTDIUIBLCQGJB-SEYHBJAFSA-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=460775334&page2=Demeclocycline">(verify)</a></span></span></td></tr></tbody></table> <p><b>Demeclocycline</b> (<a href="/wiki/International_Nonproprietary_Name" class="mw-redirect" title="International Nonproprietary Name">INN</a>, <a href="/wiki/British_Approved_Name" title="British Approved Name">BAN</a>, <a href="/wiki/United_States_Adopted_Name" title="United States Adopted Name">USAN</a>, brand name <b>Declomycin</b>) is a <a href="/wiki/Tetracycline_antibiotic" class="mw-redirect" title="Tetracycline antibiotic">tetracycline antibiotic</a> which was derived from a mutant strain of <i><a href="/wiki/Streptomyces_aureofaciens" class="mw-redirect" title="Streptomyces aureofaciens">Streptomyces aureofaciens</a></i>.<sup id="cite_ref-Chopra_1-0" class="reference"><a href="#cite_note-Chopra-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Elks2014_2-0" class="reference"><a href="#cite_note-Elks2014-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Uses">Uses</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Demeclocycline&action=edit&section=1" title="Edit section: Uses"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Demeclocycline is officially indicated for the treatment of various types of <a href="/wiki/Bacteria" title="Bacteria">bacterial</a> <a href="/wiki/Infection" title="Infection">infections</a>.<sup id="cite_ref-DailyMed_3-0" class="reference"><a href="#cite_note-DailyMed-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> It is used as an antibiotic in the treatment of <a href="/wiki/Lyme_disease" title="Lyme disease">Lyme disease</a>,<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> <a href="/wiki/Acne_vulgaris" class="mw-redirect" title="Acne vulgaris">acne</a>,<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> and <a href="/wiki/Bronchitis" title="Bronchitis">bronchitis</a>.<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Resistance, though, is gradually becoming more common,<sup id="cite_ref-Schnappinger_7-0" class="reference"><a href="#cite_note-Schnappinger-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> and demeclocycline is now rarely used for treatment of infections.<sup id="cite_ref-Klein_8-0" class="reference"><a href="#cite_note-Klein-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Lexi-Comp_9-0" class="reference"><a href="#cite_note-Lexi-Comp-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p><p>It is widely used (though <a href="/wiki/Off-label_use" title="Off-label use">off-label</a> in many countries including the United States) in the treatment of <a href="/wiki/Hyponatremia" title="Hyponatremia">hyponatremia</a> (low blood <a href="/wiki/Sodium" title="Sodium">sodium</a> concentration) due to the <a href="/wiki/Syndrome_of_inappropriate_antidiuretic_hormone" class="mw-redirect" title="Syndrome of inappropriate antidiuretic hormone">syndrome of inappropriate antidiuretic hormone</a> (SIADH) when fluid restriction alone has been ineffective.<sup id="cite_ref-Goh_10-0" class="reference"><a href="#cite_note-Goh-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> Physiologically, this works by reducing the responsiveness of the collecting tubule cells to ADH.<sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> </p><p>The use in SIADH actually relies on a side effect; demeclocycline induces <a href="/wiki/Diabetes_insipidus" title="Diabetes insipidus">nephrogenic diabetes insipidus</a> (dehydration due to the inability to concentrate urine).<sup id="cite_ref-Goh_10-1" class="reference"><a href="#cite_note-Goh-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Miell_13-0" class="reference"><a href="#cite_note-Miell-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> </p><p>The use of demeclocycline in SIADH was first reported in 1975,<sup id="cite_ref-Cherrill_14-0" class="reference"><a href="#cite_note-Cherrill-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup> and, in 1978, a larger study found it to be more effective and better tolerated than <a href="/wiki/Lithium_carbonate" title="Lithium carbonate">lithium carbonate</a>, the only available treatment at the time.<sup id="cite_ref-Tolstoi_15-0" class="reference"><a href="#cite_note-Tolstoi-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> Demeclocycline used to be the drug of choice for treating SIADH.<sup id="cite_ref-Miell_13-1" class="reference"><a href="#cite_note-Miell-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> Meanwhile, it might be superseded, now that <a href="/wiki/Vasopressin_receptor_antagonist" title="Vasopressin receptor antagonist">vasopressin receptor antagonists</a>, such as <a href="/wiki/Tolvaptan" title="Tolvaptan">tolvaptan</a>, became available.<sup id="cite_ref-Tolstoi_15-1" class="reference"><a href="#cite_note-Tolstoi-15"><span class="cite-bracket">[</span>15<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=Demeclocycline&action=edit&section=2" title="Edit section: Contraindications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Like <a href="/wiki/Tetracycline_antibiotics" title="Tetracycline antibiotics">other tetracyclines</a>, demeclocycline is contraindicated in children and pregnant or nursing women. All members of this class interfere with <a href="/wiki/Bone" title="Bone">bone</a> development and may discolour <a href="/wiki/Tooth" title="Tooth">teeth</a>.<sup id="cite_ref-Lexi-Comp_9-1" class="reference"><a href="#cite_note-Lexi-Comp-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Side_effects_and_interactions">Side effects and interactions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Demeclocycline&action=edit&section=3" title="Edit section: Side effects and interactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The side effects are similar to those of other tetracyclines. Skin reactions with sunlight have been reported.<sup id="cite_ref-Tolstoi_15-2" class="reference"><a href="#cite_note-Tolstoi-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> Like only few other known tetracycline derivatives, demeclocycline causes nephrogenic diabetes insipidus.<sup id="cite_ref-Cox_16-0" class="reference"><a href="#cite_note-Cox-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> Furthermore, demeclocycline might have <a href="/wiki/List_of_psychotropic_medications" title="List of psychotropic medications">psychotropic</a> side effects similar to <a href="/wiki/Lithium_(medication)" title="Lithium (medication)">lithium</a>.<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> </p><p>Tetracyclines bind to <a href="/wiki/Cation" class="mw-redirect" title="Cation">cations</a>, such as <a href="/wiki/Calcium" title="Calcium">calcium</a>, <a href="/wiki/Iron" title="Iron">iron</a> (when given orally), and <a href="/wiki/Magnesium" title="Magnesium">magnesium</a>, rendering them insoluble and nonadsorbable for the gastrointestinal tract. Demeclocycline should not be taken with food (particularly milk and other dairy products) or <a href="/wiki/Antacid" title="Antacid">antacids</a>.<sup id="cite_ref-Lexi-Comp_9-2" class="reference"><a href="#cite_note-Lexi-Comp-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Mechanism_of_action">Mechanism of action</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Demeclocycline&action=edit&section=4" title="Edit section: Mechanism of action"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>As with related tetracycline antibiotics, demeclocycline acts by binding to the <a href="/wiki/30S" class="mw-redirect" title="30S">30S</a> ribosomal subunit to inhibit binding of aminoacyl tRNA which impairs <a href="/wiki/Protein_synthesis" class="mw-redirect" title="Protein synthesis">protein synthesis</a> by bacteria. It is <a href="/wiki/Bacteriostatic" class="mw-redirect" title="Bacteriostatic">bacteriostatic</a> (it impairs bacterial growth, but does not kill bacteria directly).<sup id="cite_ref-Chopra_1-1" class="reference"><a href="#cite_note-Chopra-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Schnappinger_7-1" class="reference"><a href="#cite_note-Schnappinger-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> </p><p>Demeclocycline inhibits the <a href="/wiki/Renal_function" class="mw-redirect" title="Renal function">renal</a> action of <a href="/wiki/Antidiuretic_hormone" class="mw-redirect" title="Antidiuretic hormone">antidiuretic hormone</a> by interfering with the <a href="/wiki/Intracellular" class="mw-redirect" title="Intracellular">intracellular</a> <a href="/wiki/Second_messenger_cascade" class="mw-redirect" title="Second messenger cascade">second messenger cascade</a> (specifically, inhibiting <a href="/wiki/Adenylyl_cyclase" title="Adenylyl cyclase">adenylyl cyclase</a> activation) after the hormone binds to <a href="/wiki/Arginine_vasopressin_receptor_2" class="mw-redirect" title="Arginine vasopressin receptor 2">vasopressin V<sub>2</sub> receptors</a> in the <a href="/wiki/Kidney" title="Kidney">kidney</a>.<sup id="cite_ref-FliersKorbonits2014_18-0" class="reference"><a href="#cite_note-FliersKorbonits2014-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-KovácsLichardus2012_19-0" class="reference"><a href="#cite_note-KovácsLichardus2012-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-SinghWilliams2009_20-0" class="reference"><a href="#cite_note-SinghWilliams2009-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> Exactly how demeclocycline does this has yet to be elucidated, however.<sup id="cite_ref-SinghWilliams2009_20-1" class="reference"><a href="#cite_note-SinghWilliams2009-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Brand_names">Brand names</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Demeclocycline&action=edit&section=5" title="Edit section: Brand names"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Brand names include Declomycin, Declostatin, Ledermycin, Bioterciclin, Deganol, Deteclo, Detravis, Meciclin, Mexocine, and Clortetrin.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (February 2022)">citation needed</span></a></i>]</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=Demeclocycline&action=edit&section=6" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist reflist-columns references-column-width reflist-columns-2"> <ol class="references"> <li id="cite_note-Chopra-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-Chopra_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Chopra_1-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFChopraHawkeyHinton1992" class="citation journal cs1">Chopra I, Hawkey PM, Hinton M (March 1992). "Tetracyclines, molecular and clinical aspects". <i>The Journal of Antimicrobial Chemotherapy</i>. <b>29</b> (3): <span class="nowrap">245–</span>277. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1093%2Fjac%2F29.3.245">10.1093/jac/29.3.245</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/1592696">1592696</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Journal+of+Antimicrobial+Chemotherapy&rft.atitle=Tetracyclines%2C+molecular+and+clinical+aspects&rft.volume=29&rft.issue=3&rft.pages=%3Cspan+class%3D%22nowrap%22%3E245-%3C%2Fspan%3E277&rft.date=1992-03&rft_id=info%3Adoi%2F10.1093%2Fjac%2F29.3.245&rft_id=info%3Apmid%2F1592696&rft.aulast=Chopra&rft.aufirst=I&rft.au=Hawkey%2C+PM&rft.au=Hinton%2C+M&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADemeclocycline" class="Z3988"></span></span> </li> <li id="cite_note-Elks2014-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-Elks2014_2-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFElks2014" class="citation book cs1">Elks J (14 November 2014). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA356"><i>The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies</i></a>. Springer. pp. 356–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-4757-2085-3" title="Special:BookSources/978-1-4757-2085-3"><bdi>978-1-4757-2085-3</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=The+Dictionary+of+Drugs%3A+Chemical+Data%3A+Chemical+Data%2C+Structures+and+Bibliographies&rft.pages=356-&rft.pub=Springer&rft.date=2014-11-14&rft.isbn=978-1-4757-2085-3&rft.aulast=Elks&rft.aufirst=J&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D0vXTBwAAQBAJ%26pg%3DPA356&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADemeclocycline" class="Z3988"></span></span> </li> <li id="cite_note-DailyMed-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-DailyMed_3-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=4ff23e3b-e111-47fd-9776-1d89d6da049b">"Demeclocycline Hydrochloride - demeclocycline tablet"</a>. <i>DailyMed</i>. 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Boston, MA: Springer. pp. <span class="nowrap">165–</span>177. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1007%2F978-1-4684-4214-4_15">10.1007/978-1-4684-4214-4_15</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-4684-4216-8" title="Special:BookSources/978-1-4684-4216-8"><bdi>978-1-4684-4216-8</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Tetracycline+Nephrotoxicity&rft.btitle=Nephrotoxic+Mechanisms+of+Drugs+and+Environmental+Toxins&rft.place=Boston%2C+MA&rft.pages=%3Cspan+class%3D%22nowrap%22%3E165-%3C%2Fspan%3E177&rft.pub=Springer&rft.date=1982&rft_id=info%3Adoi%2F10.1007%2F978-1-4684-4214-4_15&rft.isbn=978-1-4684-4216-8&rft.aulast=Cox&rft.aufirst=M&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DEKPqBwAAQBAJ%26pg%3DPA165&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADemeclocycline" class="Z3988"></span></span> </li> <li id="cite_note-17"><span class="mw-cite-backlink"><b><a href="#cite_ref-17">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFMørkGeisler1995" class="citation journal cs1">Mørk A, Geisler A (January 1995). "A comparative study on the effects of tetracyclines and lithium on the cyclic AMP second messenger system in rat brain". <i>Progress in Neuro-Psychopharmacology & Biological Psychiatry</i>. <b>19</b> (1): <span class="nowrap">157–</span>169. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2F0278-5846%2894%2900112-U">10.1016/0278-5846(94)00112-U</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/7708928">7708928</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:36219362">36219362</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Progress+in+Neuro-Psychopharmacology+%26+Biological+Psychiatry&rft.atitle=A+comparative+study+on+the+effects+of+tetracyclines+and+lithium+on+the+cyclic+AMP+second+messenger+system+in+rat+brain&rft.volume=19&rft.issue=1&rft.pages=%3Cspan+class%3D%22nowrap%22%3E157-%3C%2Fspan%3E169&rft.date=1995-01&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A36219362%23id-name%3DS2CID&rft_id=info%3Apmid%2F7708928&rft_id=info%3Adoi%2F10.1016%2F0278-5846%2894%2900112-U&rft.aulast=M%C3%B8rk&rft.aufirst=A&rft.au=Geisler%2C+A&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADemeclocycline" class="Z3988"></span></span> </li> <li id="cite_note-FliersKorbonits2014-18"><span class="mw-cite-backlink"><b><a href="#cite_ref-FliersKorbonits2014_18-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFVerbalis2014" class="citation book cs1">Verbalis JG (2014). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=qH9zAwAAQBAJ&pg=PA43">"Disorders of water metabolism"</a>. In Fliers E, Korbonits M, Romijn JA (eds.). <i>Clinical Neuroendocrinology</i>. Handbook of Clinical Neurology. Vol. 124. Elsevier Science. pp. 37–52 (43). <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FB978-0-444-59602-4.00003-4">10.1016/B978-0-444-59602-4.00003-4</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-444-62612-7" title="Special:BookSources/978-0-444-62612-7"><bdi>978-0-444-62612-7</bdi></a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/25248578">25248578</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Disorders+of+water+metabolism&rft.btitle=Clinical+Neuroendocrinology&rft.series=Handbook+of+Clinical+Neurology&rft.pages=37-52+%2843%29&rft.pub=Elsevier+Science&rft.date=2014&rft_id=info%3Apmid%2F25248578&rft_id=info%3Adoi%2F10.1016%2FB978-0-444-59602-4.00003-4&rft.isbn=978-0-444-62612-7&rft.aulast=Verbalis&rft.aufirst=JG&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DqH9zAwAAQBAJ%26pg%3DPA43&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADemeclocycline" class="Z3988"></span></span> </li> <li id="cite_note-KovácsLichardus2012-19"><span class="mw-cite-backlink"><b><a href="#cite_ref-KovácsLichardus2012_19-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFKovácsLichardus2012" class="citation book cs1">Kovács L, Lichardus B (6 December 2012). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=UQztCAAAQBAJ&pg=PA180"><i>Vasopressin: Disturbed Secretion and Its Effects</i></a>. Springer Science & Business Media. pp. 180–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-94-009-0449-1" title="Special:BookSources/978-94-009-0449-1"><bdi>978-94-009-0449-1</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Vasopressin%3A+Disturbed+Secretion+and+Its+Effects&rft.pages=180-&rft.pub=Springer+Science+%26+Business+Media&rft.date=2012-12-06&rft.isbn=978-94-009-0449-1&rft.aulast=Kov%C3%A1cs&rft.aufirst=L&rft.au=Lichardus%2C+B&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DUQztCAAAQBAJ%26pg%3DPA180&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADemeclocycline" class="Z3988"></span></span> </li> <li id="cite_note-SinghWilliams2009-20"><span class="mw-cite-backlink">^ <a href="#cite_ref-SinghWilliams2009_20-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-SinghWilliams2009_20-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFSinghWilliams2009" class="citation book cs1">Singh AK, Williams GH (12 January 2009). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=TsbV_KMn4yAC&pg=PA251"><i>Textbook of Nephro-Endocrinology</i></a>. Academic Press. pp. 251–. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-08-092046-7" title="Special:BookSources/978-0-08-092046-7"><bdi>978-0-08-092046-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Textbook+of+Nephro-Endocrinology&rft.pages=251-&rft.pub=Academic+Press&rft.date=2009-01-12&rft.isbn=978-0-08-092046-7&rft.aulast=Singh&rft.aufirst=AK&rft.au=Williams%2C+GH&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DTsbV_KMn4yAC%26pg%3DPA251&rfr_id=info%3Asid%2Fen.wikipedia.org%3ADemeclocycline" class="Z3988"></span></span> </li> </ol></div> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist 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title="Chemotherapeutics">chemotherapeutics</a> for <a href="/wiki/Dermatological" class="mw-redirect" title="Dermatological">dermatological</a> use (<a href="/wiki/ATC_code_D06" title="ATC code D06">D06</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Antibiotic" title="Antibiotic">Antibiotics</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/Tetracycline" title="Tetracycline">Tetracycline</a> and 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/Chlortetracycline" title="Chlortetracycline">Chlortetracycline</a></li> <li><a class="mw-selflink selflink">Demeclocycline</a></li> <li><a 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scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Sulfonamide_(medicine)" title="Sulfonamide (medicine)">Sulfonamides</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/Mafenide" title="Mafenide">Mafenide</a></li> <li><a href="/wiki/Silver_sulfadiazine" title="Silver sulfadiazine">Silver sulfadiazine</a></li> <li><a href="/wiki/Sulfamerazine" title="Sulfamerazine">Sulfamerazine</a></li> <li><a href="/wiki/Sulfamethizole" title="Sulfamethizole">Sulfamethizole</a></li> <li><a href="/wiki/Sulfanilamide" title="Sulfanilamide">Sulfanilamide</a></li> <li><a href="/wiki/Sulfathiazole" title="Sulfathiazole">Sulfathiazole</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Antiviral_drug" title="Antiviral drug">Antivirals</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/Aciclovir" title="Aciclovir">Aciclovir</a></li> <li><a href="/wiki/Berdazimer_sodium" title="Berdazimer sodium">Berdazimer sodium</a></li> <li><a href="/wiki/Docosanol" class="mw-redirect" title="Docosanol">Docosanol</a></li> <li><a href="/wiki/Edoxudine" title="Edoxudine">Edoxudine</a></li> <li><a href="/wiki/Ibacitabine" title="Ibacitabine">Ibacitabine</a></li> <li><a href="/wiki/Idoxuridine" title="Idoxuridine">Idoxuridine</a></li> <li><a href="/wiki/Imiquimod" title="Imiquimod">Imiquimod</a></li> <li><a href="/wiki/Inosine" title="Inosine">Inosine</a></li> <li><a href="/wiki/Lysine" title="Lysine">Lysine</a></li> <li><a href="/wiki/Lysozyme" title="Lysozyme">Lysozyme</a></li> <li><a href="/wiki/Penciclovir" title="Penciclovir">Penciclovir</a></li> <li><a href="/wiki/Podophyllotoxin" title="Podophyllotoxin">Podophyllotoxin</a></li> <li><a href="/wiki/Resiquimod" title="Resiquimod">Resiquimod</a></li> <li><a href="/wiki/Tromantadine" title="Tromantadine">Tromantadine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other</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/Ingenol_mebutate" title="Ingenol mebutate">Ingenol mebutate</a></li> <li><a href="/wiki/Metronidazole" title="Metronidazole">Metronidazole</a></li> <li><a href="/wiki/Tirbanibulin" title="Tirbanibulin">Tirbanibulin</a></li></ul> </div></td></tr></tbody></table><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" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374" /></div><div role="navigation" class="navbox" aria-labelledby="Antibacterials_that_inhibit_protein_synthesis_(J01A,_J01B,_J01F,_J01G,_QJ01XQ)575" 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:Protein_synthesis_inhibitor_antibiotics" title="Template:Protein synthesis inhibitor antibiotics"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Protein_synthesis_inhibitor_antibiotics" title="Template talk:Protein synthesis inhibitor antibiotics"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Protein_synthesis_inhibitor_antibiotics" title="Special:EditPage/Template:Protein synthesis inhibitor antibiotics"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Antibacterials_that_inhibit_protein_synthesis_(J01A,_J01B,_J01F,_J01G,_QJ01XQ)575" style="font-size:114%;margin:0 4em"><a href="/wiki/Antibiotic" title="Antibiotic">Antibacterials</a> that <a href="/wiki/Protein_synthesis_inhibitor" title="Protein synthesis inhibitor">inhibit protein synthesis</a> (<a href="/wiki/ATC_code_J01#J01A" title="ATC code J01">J01A</a>, <a href="/wiki/ATC_code_J01#J01B" title="ATC code J01">J01B</a>, <a href="/wiki/ATC_code_J01#J01F" title="ATC code J01">J01F</a>, <a href="/wiki/ATC_code_J01#J01G" title="ATC code J01">J01G</a>, <a href="/wiki/ATC_code_J01#QJ01XQ" title="ATC code J01">QJ01XQ</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/30S" class="mw-redirect" title="30S">30S</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/Aminoglycoside" title="Aminoglycoside">Aminoglycosides</a><br />(<a href="/wiki/Bacterial_translation#Initiation" title="Bacterial translation">initiation</a> inhibitors)</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%">-mycin (<i><a href="/wiki/Streptomyces" title="Streptomyces">Streptomyces</a></i>)</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Streptomycin" title="Streptomycin">Streptomycin</a><sup>#</sup></li> <li><a href="/wiki/Dihydrostreptomycin" title="Dihydrostreptomycin">Dihydrostreptomycin</a></li></ul> <ul><li><a href="/wiki/Neomycin" title="Neomycin">Neomycin</a><sup>#</sup> <ul><li><a href="/wiki/Framycetin" class="mw-redirect" title="Framycetin">Framycetin</a></li> <li><a href="/wiki/Paromomycin" title="Paromomycin">Paromomycin</a><sup>#</sup></li> <li><a href="/wiki/Ribostamycin" title="Ribostamycin">Ribostamycin</a></li></ul></li></ul> <ul><li><a href="/wiki/Kanamycin" class="mw-redirect" title="Kanamycin">Kanamycin</a> <ul><li><a href="/wiki/Amikacin" title="Amikacin">Amikacin</a><sup>#</sup></li> <li><a href="/wiki/Arbekacin" title="Arbekacin">Arbekacin</a></li> <li><a href="/wiki/Bekanamycin" title="Bekanamycin">Bekanamycin</a></li> <li><a href="/wiki/Dibekacin" title="Dibekacin">Dibekacin</a></li></ul></li></ul> <ul><li><a href="/wiki/Tobramycin" title="Tobramycin">Tobramycin</a> (<a href="/wiki/Loteprednol/tobramycin" title="Loteprednol/tobramycin">+loteprednol</a>)</li> <li><a href="/wiki/Spectinomycin" title="Spectinomycin">Spectinomycin</a><sup>#</sup></li> <li><a href="/wiki/Hygromycin_B" title="Hygromycin B">Hygromycin B</a></li> <li><a href="/wiki/Totomycin" title="Totomycin">Totomycin</a></li> <li><a href="/wiki/Apramycin" title="Apramycin">Apramycin</a></li> <li><a href="/wiki/Nourseothricin" title="Nourseothricin">Nourseothricin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">-micin (<i><a href="/wiki/Micromonospora" title="Micromonospora">Micromonospora</a></i>)</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/Gentamicin" title="Gentamicin">Gentamicin</a><sup>#</sup> <ul><li><a href="/wiki/Netilmicin" title="Netilmicin">Netilmicin</a></li> <li><a href="/wiki/Sisomicin" title="Sisomicin">Sisomicin</a></li> <li><a href="/wiki/Micronomicin" title="Micronomicin">Micronomicin</a></li> <li><a href="/wiki/Plazomicin" title="Plazomicin">Plazomicin</a><sup>#</sup></li> <li><a href="/wiki/Isepamicin" title="Isepamicin">Isepamicin</a></li></ul></li></ul> <ul><li><a href="/wiki/Verdamicin" title="Verdamicin">Verdamicin</a></li> <li><a href="/wiki/Astromicin" title="Astromicin">Astromicin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">other</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/Butirosin" title="Butirosin">Butirosin</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/Tetracycline_antibiotics" title="Tetracycline antibiotics">Tetracycline antibiotics</a><br />(<a href="/wiki/Transfer_RNA" title="Transfer RNA">tRNA</a> binding)</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%">Tetracyclines</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/Doxycycline" title="Doxycycline">Doxycycline</a><sup>#</sup></li> <li><a href="/wiki/Chlortetracycline" title="Chlortetracycline">Chlortetracycline</a></li> <li><a href="/wiki/Clomocycline" title="Clomocycline">Clomocycline</a></li> <li><a class="mw-selflink selflink">Demeclocycline</a></li> <li><a href="/wiki/Eravacycline" title="Eravacycline">Eravacycline</a></li> <li><a href="/wiki/Lymecycline" title="Lymecycline">Lymecycline</a></li> <li><a href="/wiki/Meclocycline" title="Meclocycline">Meclocycline</a><sup>‡</sup></li> <li><a href="/wiki/Metacycline" title="Metacycline">Metacycline</a></li> <li><a href="/wiki/Minocycline" title="Minocycline">Minocycline</a></li> <li><a href="/wiki/Omadacycline" title="Omadacycline">Omadacycline</a></li> <li><a href="/wiki/Oxytetracycline" title="Oxytetracycline">Oxytetracycline</a></li> <li><a href="/wiki/Penimepicycline" title="Penimepicycline">Penimepicycline</a></li> <li><a href="/wiki/Rolitetracycline" title="Rolitetracycline">Rolitetracycline</a></li> <li><a href="/wiki/Sarecycline" title="Sarecycline">Sarecycline</a></li> <li><a href="/wiki/Tetracycline" title="Tetracycline">Tetracycline</a><sup>#</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Glycylcycline" title="Glycylcycline">Glycylcyclines</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/Tigecycline" title="Tigecycline">Tigecycline</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/50S" class="mw-redirect" title="50S">50S</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/2-Oxazolidone" class="mw-redirect" title="2-Oxazolidone">Oxazolidinone</a><br />(<a href="/wiki/Bacterial_translation#Initiation" title="Bacterial translation">initiation</a> inhibitors)</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/Eperezolid" title="Eperezolid">Eperezolid</a></li> <li><a href="/wiki/Linezolid" title="Linezolid">Linezolid</a><sup>#</sup></li> <li><a href="/wiki/Posizolid" title="Posizolid">Posizolid</a></li> <li><a href="/wiki/Radezolid" title="Radezolid">Radezolid</a></li> <li><a href="/wiki/Ranbezolid" title="Ranbezolid">Ranbezolid</a></li> <li><a href="/wiki/Sutezolid" title="Sutezolid">Sutezolid</a></li> <li><a href="/wiki/Tedizolid" title="Tedizolid">Tedizolid</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Peptidyl_transferase" class="mw-redirect" title="Peptidyl transferase">Peptidyl transferase</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="Amphenicols15" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Amphenicol" title="Amphenicol">Amphenicols</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/Chloramphenicol" title="Chloramphenicol">Chloramphenicol</a><sup>#</sup></li> <li><a href="/wiki/Azidamfenicol" title="Azidamfenicol">Azidamfenicol</a></li> <li><a href="/wiki/Thiamphenicol" title="Thiamphenicol">Thiamphenicol</a></li> <li><a href="/wiki/Florfenicol" title="Florfenicol">Florfenicol</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">MLS (<a href="/wiki/Bacterial_translation#Elongation" title="Bacterial translation">transpeptidation/translocation</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/Macrolide" title="Macrolide">Macrolides</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/Azithromycin" title="Azithromycin">Azithromycin</a><sup>#</sup></li> <li><a href="/wiki/Boromycin" title="Boromycin">Boromycin</a></li> <li><a href="/wiki/Carbomycin" title="Carbomycin">Carbomycin</a></li> <li><a href="/wiki/Carrimycin" title="Carrimycin">Carrimycin</a></li> <li><a href="/wiki/Clarithromycin" title="Clarithromycin">Clarithromycin</a><sup>#</sup></li> <li><a href="/wiki/Dirithromycin" title="Dirithromycin">Dirithromycin</a></li> <li><a href="/wiki/Erythromycin" title="Erythromycin">Erythromycin</a><sup>#</sup></li> <li><a href="/wiki/Flurithromycin" title="Flurithromycin">Flurithromycin</a></li> <li><a href="/wiki/Gamithromycin" title="Gamithromycin">Gamithromycin</a></li> <li><a href="/wiki/Josamycin" title="Josamycin">Josamycin</a></li> <li><a href="/wiki/Kitasamycin" title="Kitasamycin">Kitasamycin</a></li> <li><a href="/wiki/Midecamycin" title="Midecamycin">Midecamycin</a></li> <li><a href="/wiki/Miocamycin" title="Miocamycin">Miocamycin</a></li> <li><a href="/wiki/Nafithromycin" title="Nafithromycin">Nafithromycin</a></li> <li><a href="/wiki/Oleandomycin" title="Oleandomycin">Oleandomycin</a></li> <li><a href="/wiki/Rokitamycin" title="Rokitamycin">Rokitamycin</a></li> <li><a href="/wiki/Roxithromycin" title="Roxithromycin">Roxithromycin</a></li> <li><a href="/wiki/Solithromycin" title="Solithromycin">Solithromycin</a></li> <li><a href="/wiki/Spiramycin" title="Spiramycin">Spiramycin</a></li> <li><a href="/wiki/Telithromycin" title="Telithromycin">Telithromycin</a></li> <li><a href="/wiki/Tildipirosin" title="Tildipirosin">Tildipirosin</a></li> <li><a href="/wiki/Tilmicosin" title="Tilmicosin">Tilmicosin</a></li> <li><a href="/wiki/Troleandomycin" title="Troleandomycin">Troleandomycin</a></li> <li><a href="/wiki/Tulathromycin" title="Tulathromycin">Tulathromycin</a></li> <li><a href="/wiki/Tylosin" title="Tylosin">Tylosin</a></li> <li><a href="/wiki/Tylvalosin" title="Tylvalosin">Tylvalosin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Ketolide" title="Ketolide">Ketolides</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/Telithromycin" title="Telithromycin">Telithromycin</a><sup>‡</sup></li> <li><a href="/wiki/Cethromycin" title="Cethromycin">Cethromycin</a></li> <li><a href="/wiki/Solithromycin" title="Solithromycin">Solithromycin</a><sup>†</sup></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Lincosamides" title="Lincosamides">Lincosamides</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/Clindamycin" title="Clindamycin">Clindamycin</a><sup>#</sup></li> <li><a href="/wiki/Lincomycin" title="Lincomycin">Lincomycin</a></li> <li><a href="/wiki/Pirlimycin" title="Pirlimycin">Pirlimycin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Streptogramin" title="Streptogramin">Streptogramins</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/Pristinamycin" title="Pristinamycin">Pristinamycin</a> (<a href="/wiki/Pristinamycin_IA" title="Pristinamycin IA">IA</a>, <a href="/wiki/Pristinamycin_IIA" title="Pristinamycin IIA">IIA</a>, <a href="/wiki/Pristinamycin_IIB" title="Pristinamycin IIB">IIB</a>)</li> <li><a href="/wiki/NXL103" class="mw-redirect" title="NXL103">NXL103</a> (<a href="/wiki/Flopristin" title="Flopristin">Flopristin</a>, <a href="/wiki/Linopristin" title="Linopristin">Linopristin</a>)</li> <li><a href="/wiki/Quinupristin/dalfopristin" title="Quinupristin/dalfopristin">Quinupristin/dalfopristin</a> (<a href="/wiki/Dalfopristin" title="Dalfopristin">Dalfopristin</a>, <a href="/wiki/Quinupristin" title="Quinupristin">Quinupristin</a>)</li> <li><a href="/wiki/Streptogramin_A" title="Streptogramin A">Streptogramin A</a></li> <li><a href="/wiki/Streptogramin_B" title="Streptogramin B">Streptogramin B</a></li> <li><a href="/wiki/Virginiamycin" title="Virginiamycin">Virginiamycin</a> (<a href="/wiki/Virginiamycin_S1" title="Virginiamycin S1">S1</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr></tbody></table><div></div></td></tr><tr><td class="navbox-abovebelow" colspan="2" style="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" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374" /></div><div role="navigation" class="navbox" aria-labelledby="Diuretics_(C03)758" 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:Diuretics" title="Template:Diuretics"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Diuretics" title="Template talk:Diuretics"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Diuretics" title="Special:EditPage/Template:Diuretics"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Diuretics_(C03)758" style="font-size:114%;margin:0 4em"><a href="/wiki/Diuretic" title="Diuretic">Diuretics</a> (<a href="/wiki/ATC_code_C03" title="ATC code C03">C03</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Sulfonamide_(medicine)" title="Sulfonamide (medicine)">Sulfonamides</a><br />(and <a href="/wiki/Etacrynic_acid" title="Etacrynic acid">etacrynic acid</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/Carbonic_anhydrase_inhibitor" title="Carbonic anhydrase inhibitor">CA inhibitors</a> (at <a href="/wiki/Proximal_tubule" title="Proximal tubule">PT</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/Acetazolamide" title="Acetazolamide">Acetazolamide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Loop_diuretic" title="Loop diuretic">Loop</a> (<a href="/wiki/Na-K-Cl_cotransporter" class="mw-redirect" title="Na-K-Cl cotransporter">Na-K-Cl</a> at <a href="/wiki/Thick_ascending_limb_of_loop_of_Henle" class="mw-redirect" title="Thick ascending limb of loop of Henle">AL</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/Furosemide" title="Furosemide">Furosemide</a><sup>#</sup></li> <li><a href="/wiki/Azosemide" title="Azosemide">Azosemide</a></li> <li><a href="/wiki/Bumetanide" title="Bumetanide">Bumetanide</a></li> <li><a href="/wiki/Etacrynic_acid" title="Etacrynic acid">Etacrynic acid</a></li> <li><a href="/wiki/Etozolin" title="Etozolin">Etozolin</a></li> <li><a href="/wiki/Indacrinone" title="Indacrinone">Indacrinone</a></li> <li><a href="/wiki/Muzolimine" title="Muzolimine">Muzolimine</a></li> <li><a href="/wiki/Ozolinone" title="Ozolinone">Ozolinone</a></li> <li><a href="/wiki/Piretanide" title="Piretanide">Piretanide</a></li> <li><a href="/wiki/Tienilic_acid" title="Tienilic acid">Tienilic acid</a><sup>‡</sup></li> <li><a href="/wiki/Torasemide" title="Torasemide">Torasemide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Thiazide" title="Thiazide">Thiazides</a> (<a href="/wiki/Sodium-chloride_symporter" title="Sodium-chloride symporter">Na-Cl</a> at <a href="/wiki/Distal_convoluted_tubule" title="Distal convoluted tubule">DCT</a>,<br /><a href="/wiki/Diuretic#Calcium-sparing_diuretics" title="Diuretic">Calcium-sparing</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/Altizide" title="Altizide">Altizide</a></li> <li><a href="/wiki/Bendroflumethiazide" title="Bendroflumethiazide">Bendroflumethiazide</a></li> <li><a href="/wiki/Butizide" title="Butizide">Butizide</a></li> <li><a href="/wiki/Chlorothiazide" title="Chlorothiazide">Chlorothiazide</a></li> <li><a href="/wiki/Cyclopenthiazide" title="Cyclopenthiazide">Cyclopenthiazide</a></li> <li><a href="/wiki/Cyclothiazide" title="Cyclothiazide">Cyclothiazide</a></li> <li><a href="/wiki/Epitizide" title="Epitizide">Epitizide</a></li> <li><a href="/wiki/Hydrochlorothiazide" title="Hydrochlorothiazide">Hydrochlorothiazide</a></li> <li><a href="/wiki/Hydroflumethiazide" title="Hydroflumethiazide">Hydroflumethiazide</a></li> <li><a href="/wiki/Mebutizide" title="Mebutizide">Mebutizide</a></li> <li><a href="/wiki/Methyclothiazide" title="Methyclothiazide">Methyclothiazide</a></li> <li><a href="/wiki/Polythiazide" title="Polythiazide">Polythiazide</a></li> <li><a href="/wiki/Trichlormethiazide" title="Trichlormethiazide">Trichlormethiazide</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Thiazide-like_diuretic" title="Thiazide-like diuretic">Thiazide-likes</a> (primarily <a href="/wiki/Distal_convoluted_tubule" title="Distal convoluted tubule">DCT</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/Chlortalidone" title="Chlortalidone">Chlortalidone</a></li> <li><a href="/wiki/Clofenamide" title="Clofenamide">Clofenamide</a></li> <li><a href="/wiki/Clopamide" title="Clopamide">Clopamide</a></li> <li><a href="/wiki/Clorexolone" title="Clorexolone">Clorexolone</a></li> <li><a href="/wiki/Fenquizone" title="Fenquizone">Fenquizone</a></li> <li><a href="/wiki/Indapamide" title="Indapamide">Indapamide</a></li> <li><a href="/wiki/Mefruside" title="Mefruside">Mefruside</a></li> <li><a href="/wiki/Meticrane" title="Meticrane">Meticrane</a></li> <li><a href="/wiki/Metolazone" title="Metolazone">Metolazone</a></li> <li><a href="/wiki/Quinethazone" title="Quinethazone">Quinethazone</a></li> <li><a href="/wiki/Xipamide" title="Xipamide">Xipamide</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/Potassium-sparing_diuretic" title="Potassium-sparing diuretic">Potassium-sparing</a> (at <a href="/wiki/Collecting_duct_system" title="Collecting duct system">CD</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/Epithelial_sodium_channel_blocker" title="Epithelial sodium channel blocker">ESC blockers</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amiloride" title="Amiloride">Amiloride</a><sup>#</sup></li> <li><a href="/wiki/Benzamil" title="Benzamil">Benzamil</a></li> <li><a href="/wiki/Triamterene" title="Triamterene">Triamterene</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Antimineralocorticoid" class="mw-redirect" title="Antimineralocorticoid">Aldosterone antagonists</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><i><a href="/wiki/Spirolactone" title="Spirolactone">Spirolactones</a></i> <ul><li><a href="/wiki/Spironolactone" title="Spironolactone">Spironolactone</a><sup>#</sup></li> <li><a href="/wiki/Canrenone" title="Canrenone">Canrenone</a></li> <li><a href="/wiki/Eplerenone" title="Eplerenone">Eplerenone</a></li> <li><a href="/wiki/Potassium_canrenoate" title="Potassium canrenoate">Potassium canrenoate</a></li></ul></li></ul> <ul><li><i><a href="/wiki/Nonsteroidal" title="Nonsteroidal">Nonsteroidal</a></i> <ul><li><a href="/wiki/Finerenone" title="Finerenone">Finerenone</a></li></ul></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Osmotic_diuretic" title="Osmotic diuretic">Osmotic diuretics</a> (<a href="/wiki/Proximal_tubule" title="Proximal tubule">PT</a>, <a href="/wiki/Descending_limb_of_loop_of_Henle" title="Descending limb of loop of Henle">DL</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/Mannitol" title="Mannitol">Mannitol</a><sup>#</sup></li> <li><a href="/wiki/Glycerol" title="Glycerol">Glycerol</a></li> <li><a href="/wiki/Urea" title="Urea">Urea</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Vasopressin_receptor_antagonist" title="Vasopressin receptor antagonist">Vasopressin receptor inhibitors</a><br />(<a href="/wiki/Distal_convoluted_tubule" title="Distal convoluted tubule">DCT</a> and <a href="/wiki/Collecting_duct" class="mw-redirect" title="Collecting duct">CD</a>)</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><i><a href="/wiki/Vasopressin_receptor_antagonist#Vaptans" title="Vasopressin receptor antagonist">Vaptans</a></i> <ul><li><a href="/wiki/Conivaptan" title="Conivaptan">Conivaptan</a></li> <li><a href="/wiki/Mozavaptan" title="Mozavaptan">Mozavaptan</a></li> <li><a href="/wiki/Satavaptan" title="Satavaptan">Satavaptan</a></li> <li><a href="/wiki/Tolvaptan" title="Tolvaptan">Tolvaptan</a></li></ul></li></ul> <ul><li><i><a href="/wiki/Vasopressin_receptor_antagonist#Demeclocycline_and_lithium" title="Vasopressin receptor antagonist">Others</a></i> <ul><li><a class="mw-selflink selflink">Demeclocycline</a></li> <li><a href="/wiki/Lithium_carbonate" title="Lithium carbonate">Lithium carbonate</a></li></ul></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other</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/Ethanol" title="Ethanol">Ethanol</a>, <a href="/wiki/Isopropanol" class="mw-redirect" title="Isopropanol">Isopropanol</a>, <a href="/wiki/Tert-Amyl_alcohol" title="Tert-Amyl alcohol">2M2B</a></li> <li><i><a href="/wiki/Mercurial_diuretic" title="Mercurial diuretic">mercurial diuretics</a></i> (<a href="/wiki/Chlormerodrin" title="Chlormerodrin">Chlormerodrin</a>, <a href="/wiki/Mersalyl" title="Mersalyl">Mersalyl</a>, <a href="/wiki/Meralluride" title="Meralluride">Meralluride</a>)</li> <li><a href="/wiki/Theobromine" title="Theobromine">Theobromine</a></li> <li><a href="/wiki/Cicletanine" title="Cicletanine">Cicletanine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Combination products</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/Hydrochlorothiazide/triamterene" title="Hydrochlorothiazide/triamterene">Hydrochlorothiazide/triamterene</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2" style="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="Oxytocin_and_vasopressin_receptor_modulators165" 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:Oxytocin_and_vasopressin_receptor_modulators" title="Template:Oxytocin and vasopressin receptor modulators"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Oxytocin_and_vasopressin_receptor_modulators" title="Template talk:Oxytocin and vasopressin receptor modulators"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Oxytocin_and_vasopressin_receptor_modulators" title="Special:EditPage/Template:Oxytocin and vasopressin receptor modulators"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Oxytocin_and_vasopressin_receptor_modulators165" style="font-size:114%;margin:0 4em"><a href="/wiki/Oxytocin_receptor" title="Oxytocin receptor">Oxytocin</a> and <a href="/wiki/Vasopressin_receptor" title="Vasopressin receptor">vasopressin 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/Oxytocin_receptor" title="Oxytocin receptor">Oxytocin</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><b>Agonists:</b> <i>Peptide:</i> <a href="/w/index.php?title=Aspartocin&action=edit&redlink=1" class="new" title="Aspartocin (page does not exist)">Aspartocin</a></li> <li><a href="/wiki/Carbetocin" title="Carbetocin">Carbetocin</a></li> <li><a href="/w/index.php?title=Cargutocin&action=edit&redlink=1" class="new" title="Cargutocin (page does not exist)">Cargutocin</a></li> <li><a href="/wiki/Demoxytocin" title="Demoxytocin">Demoxytocin</a></li> <li><a href="/wiki/Lipo-oxytocin-1" title="Lipo-oxytocin-1">Lipo-oxytocin-1</a></li> <li><a href="/wiki/Merotocin" title="Merotocin">Merotocin</a></li> <li><a href="/w/index.php?title=Nacartocin&action=edit&redlink=1" class="new" title="Nacartocin (page does not exist)">Nacartocin</a></li> <li><a href="/wiki/Oxytocin" title="Oxytocin">Oxytocin</a></li> <li><a href="/w/index.php?title=PF-06478939&action=edit&redlink=1" class="new" title="PF-06478939 (page does not exist)">PF-06478939</a></li> <li><a href="/w/index.php?title=PF-06655075&action=edit&redlink=1" class="new" title="PF-06655075 (page does not exist)">PF-06655075 (PF1)</a></li> <li><a href="/w/index.php?title=(Thr4,_Gly7)-Oxytocin&action=edit&redlink=1" class="new" title="(Thr4, Gly7)-Oxytocin (page does not exist)">TGOT</a></li> <li><a href="/wiki/Vasotocin" title="Vasotocin">Vasotocin (argiprestocin)</a>; <i>Non-peptide:</i> <a href="/w/index.php?title=CA7_(drug)&action=edit&redlink=1" class="new" title="CA7 (drug) (page does not exist)">CA7</a></li> <li><a href="/wiki/LIT-001" title="LIT-001">LIT-001</a></li> <li><a href="/wiki/TC_OT_39" title="TC OT 39">TC OT 39</a></li> <li><a href="/wiki/WAY-267464" title="WAY-267464">WAY-267464</a></li> <li><a href="/w/index.php?title=WJ0679&action=edit&redlink=1" class="new" title="WJ0679 (page does not exist)">WJ0679</a></li></ul> <ul><li><b>Antagonists:</b> <i>Peptide:</i> <a href="/wiki/Atosiban" title="Atosiban">Atosiban</a></li> <li><a href="/wiki/Tocinoic_acid" title="Tocinoic acid">Tocinoic acid</a>; <i>Non-peptide:</i> <a href="/wiki/Barusiban" title="Barusiban">Barusiban</a></li> <li><a href="/w/index.php?title=Cligosiban&action=edit&redlink=1" class="new" title="Cligosiban (page does not exist)">Cligosiban</a></li> <li><a href="/wiki/Epelsiban" title="Epelsiban">Epelsiban</a></li> <li><a href="/w/index.php?title=Erlosiban&action=edit&redlink=1" class="new" title="Erlosiban (page does not exist)">Erlosiban</a></li> <li><a href="/w/index.php?title=IX-01&action=edit&redlink=1" class="new" title="IX-01 (page does not exist)">IX-01</a></li> <li><a href="/wiki/L-368,899" title="L-368,899">L-368,899</a></li> <li><a href="/wiki/L-371,257" title="L-371,257">L-371,257</a></li> <li><a href="/w/index.php?title=L-372,662&action=edit&redlink=1" class="new" title="L-372,662 (page does not exist)">L-372,662</a></li> <li><a href="/w/index.php?title=Nolasiban&action=edit&redlink=1" class="new" title="Nolasiban (page does not exist)">Nolasiban</a></li> <li><a href="/wiki/Retosiban" title="Retosiban">Retosiban</a></li> <li><a href="/w/index.php?title=SSR-126768&action=edit&redlink=1" class="new" title="SSR-126768 (page does not exist)">SSR-126768</a></li> <li><a href="/w/index.php?title=WAY-162720&action=edit&redlink=1" class="new" title="WAY-162720 (page does not exist)">WAY-162720</a></li></ul> <ul><li><b>Catabolism inhibitors:</b> <a href="/wiki/Amastatin" title="Amastatin">Amastatin</a></li> <li><a href="/wiki/Bestatin" class="mw-redirect" title="Bestatin">Bestatin (ubenimex)</a></li> <li><a href="/wiki/Ethylenediaminetetraacetic_acid" title="Ethylenediaminetetraacetic acid">EDTA</a></li> <li><a href="/wiki/Methionine" title="Methionine"><small>L</small>-Methionine</a></li> <li><a href="/wiki/Leupeptin" title="Leupeptin">Leupeptin</a></li> <li><a href="/wiki/O-Phenanthroline" class="mw-redirect" title="O-Phenanthroline">o-Phenanthroline</a></li> <li><a href="/wiki/Phosphoramidon" title="Phosphoramidon">Phosphoramidon</a></li> <li><a href="/wiki/Puromycin" title="Puromycin">Puromycin</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Vasopressin_receptor" title="Vasopressin receptor">Vasopressin</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%;text-align:center;"><a href="/wiki/Arginine_vasopressin_receptor_1A" class="mw-redirect" title="Arginine vasopressin receptor 1A">V<sub>1A</sub></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><b>Agonists:</b> <a href="/wiki/Felypressin" title="Felypressin">Felypressin</a></li> <li><a href="/wiki/Lypressin" class="mw-redirect" title="Lypressin">Lypressin</a></li> <li><a href="/wiki/Ornipressin" title="Ornipressin">Ornipressin</a></li> <li><a href="/wiki/Selepressin" title="Selepressin">Selepressin</a></li> <li><a href="/wiki/Terlipressin" title="Terlipressin">Terlipressin</a></li> <li><a href="/wiki/Vasopressin" title="Vasopressin">Vasopressin (argipressin)</a></li> <li><a href="/wiki/Vasotocin" title="Vasotocin">Vasotocin (argiprestocin)</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/wiki/Atosiban" title="Atosiban">Atosiban</a></li> <li><a href="/wiki/Balovaptan" title="Balovaptan">Balovaptan</a></li> <li><a href="/wiki/Conivaptan" title="Conivaptan">Conivaptan</a></li> <li><a href="/w/index.php?title=FR-218944&action=edit&redlink=1" class="new" title="FR-218944 (page does not exist)">FR-218944</a></li> <li><a href="/w/index.php?title=JNJ-17079166&action=edit&redlink=1" class="new" title="JNJ-17079166 (page does not exist)">JNJ-17079166</a></li> <li><a href="/w/index.php?title=JNJ-17308616&action=edit&redlink=1" class="new" title="JNJ-17308616 (page does not exist)">JNJ-17308616</a></li> <li><a href="/wiki/LIT-001" title="LIT-001">LIT-001</a></li> <li><a href="/w/index.php?title=LY-307174&action=edit&redlink=1" class="new" title="LY-307174 (page does not exist)">LY-307174</a></li> <li><a href="/wiki/PF-184563" title="PF-184563">PF-184563</a></li> <li><a href="/wiki/Relcovaptan" title="Relcovaptan">Relcovaptan</a></li> <li><a href="/wiki/RG7713" title="RG7713">RG7713</a></li> <li><a href="/wiki/SRX246" title="SRX246">SRX246</a></li> <li><a href="/wiki/SRX251" title="SRX251">SRX251</a></li> <li><a href="/wiki/TC_OT_39" title="TC OT 39">TC OT 39</a></li> <li><a href="/wiki/WAY-267464" title="WAY-267464">WAY-267464</a></li> <li><a href="/w/index.php?title=YM-218&action=edit&redlink=1" class="new" title="YM-218 (page does not exist)">YM-218</a></li> <li><a href="/w/index.php?title=YM-471&action=edit&redlink=1" class="new" title="YM-471 (page does not exist)">YM-471</a></li> <li><a href="/w/index.php?title=YM-35471&action=edit&redlink=1" class="new" title="YM-35471 (page does not exist)">YM-35471</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Arginine_vasopressin_receptor_1B" class="mw-redirect" title="Arginine vasopressin receptor 1B">V<sub>1B</sub></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><b>Agonists:</b> <a href="/wiki/Desmopressin" title="Desmopressin">Desmopressin</a></li> <li><a href="/wiki/Felypressin" title="Felypressin">Felypressin</a></li> <li><a href="/wiki/Lypressin" class="mw-redirect" title="Lypressin">Lypressin</a></li> <li><a href="/wiki/Ornipressin" title="Ornipressin">Ornipressin</a></li> <li><a href="/wiki/Terlipressin" title="Terlipressin">Terlipressin</a></li> <li><a href="/wiki/Vasopressin" title="Vasopressin">Vasopressin (argipressin)</a></li> <li><a href="/wiki/Vasotocin" title="Vasotocin">Vasotocin (argiprestocin)</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/wiki/ABT-436" title="ABT-436">ABT-436</a></li> <li><a href="/w/index.php?title=ABT-558&action=edit&redlink=1" class="new" title="ABT-558 (page does not exist)">ABT-558</a></li> <li><a href="/wiki/Brezivaptan" title="Brezivaptan">Brezivaptan</a></li> <li><a href="/wiki/Nelivaptan" title="Nelivaptan">Nelivaptan</a></li> <li><a href="/w/index.php?title=ORG-52186&action=edit&redlink=1" class="new" title="ORG-52186 (page does not exist)">ORG-52186 (SCH-740935)</a></li> <li><a href="/w/index.php?title=TASP-0233278&action=edit&redlink=1" class="new" title="TASP-0233278 (page does not exist)">TASP-0233278</a></li> <li><a href="/w/index.php?title=TASP-0390325&action=edit&redlink=1" class="new" title="TASP-0390325 (page does not exist)">TASP-0390325</a></li></ul> <ul><li><b>Ligands:</b> <a href="/w/index.php?title=TASP-699&action=edit&redlink=1" class="new" title="TASP-699 (page does not exist)">TASP-699</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;"><a href="/wiki/Arginine_vasopressin_receptor_2" class="mw-redirect" title="Arginine vasopressin receptor 2">V<sub>2</sub></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><b>Agonists:</b> <a href="/wiki/Desmopressin" title="Desmopressin">Desmopressin</a></li> <li><a href="/wiki/Felypressin" title="Felypressin">Felypressin</a></li> <li><a href="/wiki/LIT-001" title="LIT-001">LIT-001</a></li> <li><a href="/wiki/Lypressin" class="mw-redirect" title="Lypressin">Lypressin</a></li> <li><a href="/wiki/Ornipressin" title="Ornipressin">Ornipressin</a></li> <li><a href="/wiki/TC_OT_39" title="TC OT 39">TC OT 39</a></li> <li><a href="/wiki/Terlipressin" title="Terlipressin">Terlipressin</a></li> <li><a href="/wiki/Vasopressin" title="Vasopressin">Vasopressin (argipressin)</a></li> <li><a href="/wiki/Vasotocin" title="Vasotocin">Vasotocin (argiprestocin)</a></li></ul> <ul><li><b>Antagonists:</b> <a href="/wiki/Conivaptan" title="Conivaptan">Conivaptan</a></li> <li><a href="/w/index.php?title=JNJ-17079166&action=edit&redlink=1" class="new" title="JNJ-17079166 (page does not exist)">JNJ-17079166</a></li> <li><a href="/wiki/Lixivaptan" title="Lixivaptan">Lixivaptan</a></li> <li><a href="/wiki/Mozavaptan" title="Mozavaptan">Mozavaptan</a></li> <li><a href="/w/index.php?title=RWJ-351647&action=edit&redlink=1" class="new" title="RWJ-351647 (page does not exist)">RWJ-351647</a></li> <li><a href="/wiki/Satavaptan" title="Satavaptan">Satavaptan</a></li> <li><a href="/wiki/Tolvaptan" title="Tolvaptan">Tolvaptan</a></li> <li><a href="/w/index.php?title=YM-471&action=edit&redlink=1" class="new" title="YM-471 (page does not exist)">YM-471</a></li> <li><a href="/w/index.php?title=YM-35471&action=edit&redlink=1" class="new" title="YM-35471 (page does not exist)">YM-35471</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Unsorted</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Antagonists:</b> <a href="/wiki/Balovaptan" title="Balovaptan">Balovaptan</a></li> <li><a href="/w/index.php?title=Ribuvaptan&action=edit&redlink=1" class="new" title="Ribuvaptan (page does not exist)">Ribuvaptan</a></li> <li><a href="/w/index.php?title=RWJ-339489&action=edit&redlink=1" class="new" title="RWJ-339489 (page does not exist)">RWJ-339489</a></li> <li><a href="/w/index.php?title=VMAX-367&action=edit&redlink=1" class="new" title="VMAX-367 (page does not exist)">VMAX-367</a></li> <li><a href="/w/index.php?title=VMAX-372&action=edit&redlink=1" class="new" title="VMAX-372 (page does not exist)">VMAX-372</a></li> <li><a href="/w/index.php?title=VMAX-382&action=edit&redlink=1" class="new" title="VMAX-382 (page does not exist)">VMAX-382</a></li> <li><a href="/w/index.php?title=YM-222546&action=edit&redlink=1" class="new" title="YM-222546 (page does not exist)">YM-222546</a></li></ul> <ul><li><b>Other inhibitors:</b> <a class="mw-selflink selflink">Demeclocycline</a></li> <li><a href="/wiki/Lithium" title="Lithium">Lithium</a> (<a href="/wiki/Lithium_carbonate" title="Lithium carbonate">lithium carbonate</a>)</li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%;text-align:center;">Others</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><b>Carrier proteins:</b> <a href="/wiki/Neurophysin" class="mw-redirect" title="Neurophysin">Neurophysin</a> (<a href="/wiki/Neurophysin_I" title="Neurophysin I">I</a>, <a href="/wiki/Neurophysin_II" title="Neurophysin II">II</a>)</li></ul> </div></td></tr></tbody></table></div>    </div><noscript><img src="https://auth.wikimedia.org/loginwiki/wiki/Special:CentralAutoLogin/start?useformat=desktop&type=1x1&usesul3=1" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Retrieved from "<a dir="ltr" href="https://en.wikipedia.org/w/index.php?title=Demeclocycline&oldid=1269816277">https://en.wikipedia.org/w/index.php?title=Demeclocycline&oldid=1269816277</a>"</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Help:Category" title="Help:Category">Categories</a>: <ul><li><a href="/wiki/Category:Tetracycline_antibiotics" title="Category:Tetracycline antibiotics">Tetracycline 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