Antiinflammatory 4,5-diarylimidazoles as selective cyclooxygenase inhibitors
The synthesis and activity of a series of 4,5-diarylimidazole analogs are described. One analog had an IC 50 of 80 nM, was 6750-selective against COX-1, and demonstrated in vivo potency in the mouse air pouch model. The synthesis and activity of a series of 4,5-diarylimidazole COX-2 inhibitors are d...
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Veröffentlicht in: | Bioorganic & medicinal chemistry letters 1998-12, Vol.8 (24), p.3443-3448 |
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creator | Barta, Thomas E. Stealey, Michael A. Collins, Paul W. Weier, Richard M. |
description | The synthesis and activity of a series of 4,5-diarylimidazole analogs are described. One analog had an IC
50 of 80 nM, was 6750-selective against COX-1, and demonstrated in vivo potency in the mouse air pouch model.
The synthesis and activity of a series of 4,5-diarylimidazole COX-2 inhibitors are described. One analog had an IC
50 of 80 nM, was 6750-fold selective against COX-1, and demonstrated in vivo potency in the mouse air pouch model. |
doi_str_mv | 10.1016/S0960-894X(98)00627-1 |
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50 of 80 nM, was 6750-selective against COX-1, and demonstrated in vivo potency in the mouse air pouch model.
The synthesis and activity of a series of 4,5-diarylimidazole COX-2 inhibitors are described. One analog had an IC
50 of 80 nM, was 6750-fold selective against COX-1, and demonstrated in vivo potency in the mouse air pouch model.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/S0960-894X(98)00627-1</identifier><identifier>PMID: 9934449</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Animals ; Anti-Inflammatory Agents, Non-Steroidal - chemistry ; Anti-Inflammatory Agents, Non-Steroidal - pharmacology ; Biological and medical sciences ; Bones, joints and connective tissue. Antiinflammatory agents ; Cyclooxygenase Inhibitors - pharmacology ; Imidazoles - chemistry ; Imidazoles - pharmacology ; Medical sciences ; Mice ; Molecular Structure ; Pharmacology. Drug treatments</subject><ispartof>Bioorganic & medicinal chemistry letters, 1998-12, Vol.8 (24), p.3443-3448</ispartof><rights>1998</rights><rights>1999 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c455t-cfa45acc1c273f0af832db6b8ad2e29d700222f54c82bf50756ad1a8a307461d3</citedby><cites>FETCH-LOGICAL-c455t-cfa45acc1c273f0af832db6b8ad2e29d700222f54c82bf50756ad1a8a307461d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/S0960-894X(98)00627-1$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,777,781,3537,27905,27906,45976</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1659882$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/9934449$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Barta, Thomas E.</creatorcontrib><creatorcontrib>Stealey, Michael A.</creatorcontrib><creatorcontrib>Collins, Paul W.</creatorcontrib><creatorcontrib>Weier, Richard M.</creatorcontrib><title>Antiinflammatory 4,5-diarylimidazoles as selective cyclooxygenase inhibitors</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>The synthesis and activity of a series of 4,5-diarylimidazole analogs are described. One analog had an IC
50 of 80 nM, was 6750-selective against COX-1, and demonstrated in vivo potency in the mouse air pouch model.
The synthesis and activity of a series of 4,5-diarylimidazole COX-2 inhibitors are described. One analog had an IC
50 of 80 nM, was 6750-fold selective against COX-1, and demonstrated in vivo potency in the mouse air pouch model.</description><subject>Animals</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - chemistry</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Bones, joints and connective tissue. Antiinflammatory agents</subject><subject>Cyclooxygenase Inhibitors - pharmacology</subject><subject>Imidazoles - chemistry</subject><subject>Imidazoles - pharmacology</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Molecular Structure</subject><subject>Pharmacology. Drug treatments</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1998</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE1LHTEUhkNR7NX2JwizKKLgtEkmySQrEfELLrhoC92FM8lJm5KZsclc8frrO3ovunR1Fud5z8dDyCGjXxll6tt3ahSttRG_jo0-oVTxtmYfyIIJJepGULlDFq_IR7Jfyl9KmaBC7JE9YxohhFmQ5fkwxTiEBH0P05jXlTiVtY-Q1yn20cPTmLBUUKqCCd0UH7Bya5fG8XH9GwcoWMXhT-zinC2fyG6AVPDzth6Qn1eXPy5u6uXd9e3F-bJ2QsqpdgGEBOeY420TKATdcN-pToPnyI1vKeWcBymc5l2QtJUKPAMNDW2FYr45IEebufd5_LfCMtk-FocpwYDjqlhlmBKqVTMoN6DLYykZg73PsZ9_s4zaZ4v2xaJ9VmSNti8WLZtzh9sFq65H_5raapv7X7Z9KA5SyDC4WN6GK2m05jN2tsFwlvEQMdviIg4OfcyzS-vH-M4h_wG7t5Ac</recordid><startdate>19981215</startdate><enddate>19981215</enddate><creator>Barta, Thomas E.</creator><creator>Stealey, Michael A.</creator><creator>Collins, Paul W.</creator><creator>Weier, Richard M.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>19981215</creationdate><title>Antiinflammatory 4,5-diarylimidazoles as selective cyclooxygenase inhibitors</title><author>Barta, Thomas E. ; Stealey, Michael A. ; Collins, Paul W. ; Weier, Richard M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c455t-cfa45acc1c273f0af832db6b8ad2e29d700222f54c82bf50756ad1a8a307461d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1998</creationdate><topic>Animals</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - chemistry</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Bones, joints and connective tissue. Antiinflammatory agents</topic><topic>Cyclooxygenase Inhibitors - pharmacology</topic><topic>Imidazoles - chemistry</topic><topic>Imidazoles - pharmacology</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Molecular Structure</topic><topic>Pharmacology. Drug treatments</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Barta, Thomas E.</creatorcontrib><creatorcontrib>Stealey, Michael A.</creatorcontrib><creatorcontrib>Collins, Paul W.</creatorcontrib><creatorcontrib>Weier, Richard M.</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Barta, Thomas E.</au><au>Stealey, Michael A.</au><au>Collins, Paul W.</au><au>Weier, Richard M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antiinflammatory 4,5-diarylimidazoles as selective cyclooxygenase inhibitors</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>1998-12-15</date><risdate>1998</risdate><volume>8</volume><issue>24</issue><spage>3443</spage><epage>3448</epage><pages>3443-3448</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>The synthesis and activity of a series of 4,5-diarylimidazole analogs are described. One analog had an IC
50 of 80 nM, was 6750-selective against COX-1, and demonstrated in vivo potency in the mouse air pouch model.
The synthesis and activity of a series of 4,5-diarylimidazole COX-2 inhibitors are described. One analog had an IC
50 of 80 nM, was 6750-fold selective against COX-1, and demonstrated in vivo potency in the mouse air pouch model.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>9934449</pmid><doi>10.1016/S0960-894X(98)00627-1</doi><tpages>6</tpages></addata></record> |
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subjects | Animals Anti-Inflammatory Agents, Non-Steroidal - chemistry Anti-Inflammatory Agents, Non-Steroidal - pharmacology Biological and medical sciences Bones, joints and connective tissue. Antiinflammatory agents Cyclooxygenase Inhibitors - pharmacology Imidazoles - chemistry Imidazoles - pharmacology Medical sciences Mice Molecular Structure Pharmacology. Drug treatments |
title | Antiinflammatory 4,5-diarylimidazoles as selective cyclooxygenase inhibitors |
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