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Prototype drug - Wikipedia

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<div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><p>In <a href="/wiki/Pharmacology" title="Pharmacology">pharmacology</a> and <a href="/wiki/Pharmaceutics" title="Pharmaceutics">pharmaceutics</a>, a <b>prototype drug</b> is an individual <a href="/wiki/Drug" title="Drug">drug</a> that represents a <a href="/wiki/Drug_class" title="Drug class">drug class</a> – group of medications having similar <a href="/wiki/Chemical_structure" title="Chemical structure">chemical structures</a>, <a href="/wiki/Mechanism_of_action" title="Mechanism of action">mechanism of action</a> and <a href="/wiki/Mode_of_action" title="Mode of action">mode of action</a>. Prototypes are the most important, and typically the first developed drugs within the class, and are used as a reference to which all other drugs are compared.<sup id="cite_ref-Brophy_1-0" class="reference"><a href="#cite_note-Brophy-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Bryant_2-0" class="reference"><a href="#cite_note-Bryant-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Examples">Examples</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Prototype_drug&amp;action=edit&amp;section=1" title="Edit section: Examples"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Morphine" title="Morphine">Morphine</a> is the prototype of <a href="/wiki/Opioid_analgesic" class="mw-redirect" title="Opioid analgesic">opioid analgesics</a><sup id="cite_ref-Brophy_1-1" class="reference"><a href="#cite_note-Brophy-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-DB00295_3-0" class="reference"><a href="#cite_note-DB00295-3"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup></li> <li><a href="/wiki/Propranolol" title="Propranolol">Propranolol</a> is the prototype of the <a href="/wiki/Beta_blocker" title="Beta blocker">beta blockers</a><sup id="cite_ref-vcu_4-0" class="reference"><a href="#cite_note-vcu-4"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-DB00571_5-0" class="reference"><a href="#cite_note-DB00571-5"><span class="cite-bracket">&#91;</span>5<span class="cite-bracket">&#93;</span></a></sup></li> <li><a href="/wiki/Chlorpromazine" title="Chlorpromazine">Chlorpromazine</a> is the prototypical <a href="/wiki/Phenothiazine" title="Phenothiazine">phenothiazine</a> <a href="/wiki/Antipsychotic" title="Antipsychotic">antipsychotic</a><sup id="cite_ref-WatanabeWada1991p272_6-0" class="reference"><a href="#cite_note-WatanabeWada1991p272-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-M68002746_7-0" class="reference"><a href="#cite_note-M68002746-7"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup></li> <li><a href="/wiki/Imipramine" title="Imipramine">Imipramine</a> is the prototypical <a href="/wiki/Tricyclic_antidepressant" title="Tricyclic antidepressant">tricyclic antidepressant</a>, and itself a derivative of chlorpromazine<sup id="cite_ref-WatanabeWada1991p272_6-1" class="reference"><a href="#cite_note-WatanabeWada1991p272-6"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-M68007099_8-0" class="reference"><a href="#cite_note-M68007099-8"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup></li> <li><a href="/wiki/Diazepam" title="Diazepam">Diazepam</a> is the prototype of the <a href="/wiki/Benzodiazepine" title="Benzodiazepine">benzodiazepine</a><sup id="cite_ref-Bryant_2-1" class="reference"><a href="#cite_note-Bryant-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-Tallarida329_9-0" class="reference"><a href="#cite_note-Tallarida329-9"><span class="cite-bracket">&#91;</span>9<span class="cite-bracket">&#93;</span></a></sup></li> <li><a href="/wiki/Diphenhydramine" title="Diphenhydramine">Diphenhydramine</a> (Benadryl) is the prototype ethanolamine antihistamine<sup id="cite_ref-Foye799_10-0" class="reference"><a href="#cite_note-Foye799-10"><span class="cite-bracket">&#91;</span>10<span class="cite-bracket">&#93;</span></a></sup></li> <li><a href="/wiki/Nifedipine" title="Nifedipine">Nifedipine</a> is the prototype dihydropyridine calcium channel blocker<sup id="cite_ref-DB01115_11-0" class="reference"><a href="#cite_note-DB01115-11"><span class="cite-bracket">&#91;</span>11<span class="cite-bracket">&#93;</span></a></sup></li> <li><a href="/wiki/Chloroquine" title="Chloroquine">Chloroquine</a> is the prototypical antimalarial agent<sup id="cite_ref-M68002738_12-0" class="reference"><a href="#cite_note-M68002738-12"><span class="cite-bracket">&#91;</span>12<span class="cite-bracket">&#93;</span></a></sup></li> <li><a href="/wiki/Acyclovir" class="mw-redirect" title="Acyclovir">Acyclovir</a> is the prototype antiviral agent that is activated by viral thymidine kinase<sup id="cite_ref-DB00787_13-0" class="reference"><a href="#cite_note-DB00787-13"><span class="cite-bracket">&#91;</span>13<span class="cite-bracket">&#93;</span></a></sup></li> <li><a href="/wiki/Aspirin" title="Aspirin">Aspirin</a> is the prototype <a href="/wiki/NSAID" class="mw-redirect" title="NSAID">NSAID</a><sup id="cite_ref-M68001241_14-0" class="reference"><a href="#cite_note-M68001241-14"><span class="cite-bracket">&#91;</span>14<span class="cite-bracket">&#93;</span></a></sup></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Prototype_drug&amp;action=edit&amp;section=2" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist"> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-Brophy-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-Brophy_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Brophy_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="CITEREFBrophyScarlett-FergusonWebber2010" class="citation book cs1">Brophy, Kathleen Marion; Scarlett-Ferguson, Heather; Webber, Karen S. (1 February 2010). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=xi8c-EBVkV8C&amp;pg=PA3"><i>Clinical Drug Therapy for Canadian Practice</i></a>. Lippincott Williams &amp; Wilkins. p.&#160;3. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-1-60547-517-2" title="Special:BookSources/978-1-60547-517-2"><bdi>978-1-60547-517-2</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Clinical+Drug+Therapy+for+Canadian+Practice&amp;rft.pages=3&amp;rft.pub=Lippincott+Williams+%26+Wilkins&amp;rft.date=2010-02-01&amp;rft.isbn=978-1-60547-517-2&amp;rft.aulast=Brophy&amp;rft.aufirst=Kathleen+Marion&amp;rft.au=Scarlett-Ferguson%2C+Heather&amp;rft.au=Webber%2C+Karen+S.&amp;rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dxi8c-EBVkV8C%26pg%3DPA3&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-Bryant-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-Bryant_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Bryant_2-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBronwen_Jean_BryantKathleen_Mary_Knights2011" class="citation book cs1">Bronwen Jean Bryant; Kathleen Mary Knights (2011). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=TQV6sLzYsOYC&amp;pg=PA16"><i>Pharmacology for Health Professionals</i></a>. Elsevier Australia. p.&#160;16. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-7295-3929-6" title="Special:BookSources/978-0-7295-3929-6"><bdi>978-0-7295-3929-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Pharmacology+for+Health+Professionals&amp;rft.pages=16&amp;rft.pub=Elsevier+Australia&amp;rft.date=2011&amp;rft.isbn=978-0-7295-3929-6&amp;rft.au=Bronwen+Jean+Bryant&amp;rft.au=Kathleen+Mary+Knights&amp;rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DTQV6sLzYsOYC%26pg%3DPA16&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-DB00295-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-DB00295_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://www.drugbank.ca/drugs/DB00295">"Morphine"</a>. <i>DrugBank</i>. 16 October 2018<span class="reference-accessdate">. Retrieved <span class="nowrap">16 October</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=DrugBank&amp;rft.atitle=Morphine&amp;rft.date=2018-10-16&amp;rft_id=https%3A%2F%2Fwww.drugbank.ca%2Fdrugs%2FDB00295&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-vcu-4"><span class="mw-cite-backlink"><b><a href="#cite_ref-vcu_4-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://www2.courses.vcu.edu/ptxed/pmc537/glossary.htm">"Pharmacology Glossary"</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=unknown&amp;rft.btitle=Pharmacology+Glossary&amp;rft_id=https%3A%2F%2Fwww2.courses.vcu.edu%2Fptxed%2Fpmc537%2Fglossary.htm&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-DB00571-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-DB00571_5-0">^</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://www.drugbank.ca/drugs/DB00571">"Propranolol"</a>. <i>DrugBank</i>. 16 October 2018<span class="reference-accessdate">. Retrieved <span class="nowrap">16 October</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=DrugBank&amp;rft.atitle=Propranolol&amp;rft.date=2018-10-16&amp;rft_id=https%3A%2F%2Fwww.drugbank.ca%2Fdrugs%2FDB00571&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-WatanabeWada1991p272-6"><span class="mw-cite-backlink">^ <a href="#cite_ref-WatanabeWada1991p272_6-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-WatanabeWada1991p272_6-1"><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="CITEREFWatanabeWada1991" class="citation book cs1 cs1-prop-foreign-lang-source">Watanabe, T.; Wada, H. (1991). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=w9PNjEnvdyIC&amp;pg=PA272"><i>Histaminergic Neurons</i></a> (in Estonian). Taylor &amp; Francis. p.&#160;272. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-8493-6425-9" title="Special:BookSources/978-0-8493-6425-9"><bdi>978-0-8493-6425-9</bdi></a><span class="reference-accessdate">. Retrieved <span class="nowrap">16 October</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Histaminergic+Neurons&amp;rft.pages=272&amp;rft.pub=Taylor+%26+Francis&amp;rft.date=1991&amp;rft.isbn=978-0-8493-6425-9&amp;rft.aulast=Watanabe&amp;rft.aufirst=T.&amp;rft.au=Wada%2C+H.&amp;rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dw9PNjEnvdyIC%26pg%3DPA272&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-M68002746-7"><span class="mw-cite-backlink"><b><a href="#cite_ref-M68002746_7-0">^</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://www.ncbi.nlm.nih.gov/mesh/68002746">"Chlorpromazine - MeSH"</a>. <i>NCBI</i>. 16 October 2018<span class="reference-accessdate">. Retrieved <span class="nowrap">16 October</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=NCBI&amp;rft.atitle=Chlorpromazine+-+MeSH&amp;rft.date=2018-10-16&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fmesh%2F68002746&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-M68007099-8"><span class="mw-cite-backlink"><b><a href="#cite_ref-M68007099_8-0">^</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://www.ncbi.nlm.nih.gov/mesh/68007099">"Imipramine - MeSH"</a>. <i>NCBI</i>. 16 October 2018<span class="reference-accessdate">. Retrieved <span class="nowrap">16 October</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=NCBI&amp;rft.atitle=Imipramine+-+MeSH&amp;rft.date=2018-10-16&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fmesh%2F68007099&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-Tallarida329-9"><span class="mw-cite-backlink"><b><a href="#cite_ref-Tallarida329_9-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFTallarida1982" class="citation book cs1">Tallarida, Ronald J. (1982). "Valium (Roche)". <i>TOP 200</i>. New York, NY: Springer New York. pp.&#160;329–331. <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%2F978-1-4899-6746-6_191">10.1007/978-1-4899-6746-6_191</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-1-4899-6748-0" title="Special:BookSources/978-1-4899-6748-0"><bdi>978-1-4899-6748-0</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=bookitem&amp;rft.atitle=Valium+%28Roche%29&amp;rft.btitle=TOP+200&amp;rft.place=New+York%2C+NY&amp;rft.pages=329-331&amp;rft.pub=Springer+New+York&amp;rft.date=1982&amp;rft_id=info%3Adoi%2F10.1007%2F978-1-4899-6746-6_191&amp;rft.isbn=978-1-4899-6748-0&amp;rft.aulast=Tallarida&amp;rft.aufirst=Ronald+J.&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-Foye799-10"><span class="mw-cite-backlink"><b><a href="#cite_ref-Foye799_10-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWilliamsFoyeLemke2002" class="citation book cs1">Williams, D.A.; Foye, W.O.; Lemke, T.L. (2002). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=qLJ6Bs1Qml4C&amp;pg=PA799"><i>Foye's Principles of Medicinal Chemistry</i></a>. Lippincott Williams &amp; Wilkins. p.&#160;799. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-683-30737-5" title="Special:BookSources/978-0-683-30737-5"><bdi>978-0-683-30737-5</bdi></a><span class="reference-accessdate">. Retrieved <span class="nowrap">16 October</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Foye%27s+Principles+of+Medicinal+Chemistry&amp;rft.pages=799&amp;rft.pub=Lippincott+Williams+%26+Wilkins&amp;rft.date=2002&amp;rft.isbn=978-0-683-30737-5&amp;rft.aulast=Williams&amp;rft.aufirst=D.A.&amp;rft.au=Foye%2C+W.O.&amp;rft.au=Lemke%2C+T.L.&amp;rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DqLJ6Bs1Qml4C%26pg%3DPA799&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-DB01115-11"><span class="mw-cite-backlink"><b><a href="#cite_ref-DB01115_11-0">^</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://www.drugbank.ca/drugs/DB01115">"Nifedipine"</a>. <i>DrugBank</i>. 16 October 2018<span class="reference-accessdate">. Retrieved <span class="nowrap">16 October</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=DrugBank&amp;rft.atitle=Nifedipine&amp;rft.date=2018-10-16&amp;rft_id=https%3A%2F%2Fwww.drugbank.ca%2Fdrugs%2FDB01115&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-M68002738-12"><span class="mw-cite-backlink"><b><a href="#cite_ref-M68002738_12-0">^</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://www.ncbi.nlm.nih.gov/mesh/68002738">"Chloroquine - MeSH"</a>. <i>NCBI</i>. 16 October 2018<span class="reference-accessdate">. Retrieved <span class="nowrap">16 October</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=NCBI&amp;rft.atitle=Chloroquine+-+MeSH&amp;rft.date=2018-10-16&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fmesh%2F68002738&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-DB00787-13"><span class="mw-cite-backlink"><b><a href="#cite_ref-DB00787_13-0">^</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://www.drugbank.ca/drugs/DB00787">"Acyclovir"</a>. <i>DrugBank</i>. 16 October 2018<span class="reference-accessdate">. Retrieved <span class="nowrap">16 October</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=DrugBank&amp;rft.atitle=Acyclovir&amp;rft.date=2018-10-16&amp;rft_id=https%3A%2F%2Fwww.drugbank.ca%2Fdrugs%2FDB00787&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> <li id="cite_note-M68001241-14"><span class="mw-cite-backlink"><b><a href="#cite_ref-M68001241_14-0">^</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://www.ncbi.nlm.nih.gov/mesh/68001241">"Aspirin - MeSH"</a>. <i>NCBI</i>. 16 October 2018<span class="reference-accessdate">. Retrieved <span class="nowrap">16 October</span> 2018</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=unknown&amp;rft.jtitle=NCBI&amp;rft.atitle=Aspirin+-+MeSH&amp;rft.date=2018-10-16&amp;rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fmesh%2F68001241&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3APrototype+drug" class="Z3988"></span></span> </li> </ol></div></div> <!-- NewPP limit report Parsed by mw‐web.eqiad.main‐7b457d66f4‐44zgl Cached time: 20241126121639 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1] CPU time usage: 0.193 seconds Real time usage: 0.218 seconds Preprocessor visited node count: 677/1000000 Post‐expand include size: 19555/2097152 bytes Template argument size: 78/2097152 bytes Highest expansion depth: 8/100 Expensive parser function count: 1/500 Unstrip recursion depth: 1/20 Unstrip post‐expand size: 48332/5000000 bytes Lua time usage: 0.121/10.000 seconds Lua memory usage: 3870024/52428800 bytes Number of Wikibase entities loaded: 0/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 188.486 1 Template:Reflist 100.00% 188.486 1 -total 62.48% 117.761 5 Template:Cite_book 21.53% 40.588 9 Template:Cite_web 0.89% 1.682 1 Template:Main_other --> <!-- Saved in parser cache with key enwiki:pcache:58776819:|#|:idhash:canonical and timestamp 20241126121639 and revision id 1007491791. 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