SAR in the alkoxy lactone series: the discovery of DFP, a potent and orally active COX-2 inhibitor
Extensive SAR has been established in the alkoxy lactone series and this has lead to the discovery of DFP (5,5-dimethyl-3-(2-propoxy)-4-methanesulfonylphenyl)-2(5H)-furanone), a potent COX-2 inhibitor exhibiting in vivo efficacy in all models studied. DFP was found to be a potent and highly selectiv...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 1999-08, Vol.9 (15), p.2207-2212 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Leblanc, Y. Roy, P. Boyce, S. Brideau, C. Chan, C.C. Charleson, S. Gordon, R. Grimm, E. Guay, J. Léger, S. Li, C.S. Riendeau, D. Visco, D. Wang, Z. Webb, J. Xu, L.J. Prasit, P. |
| description | Extensive SAR has been established in the alkoxy lactone series and this has lead to the discovery of DFP (5,5-dimethyl-3-(2-propoxy)-4-methanesulfonylphenyl)-2(5H)-furanone), a potent COX-2 inhibitor exhibiting in vivo efficacy in all models studied.
DFP was found to be a potent and highly selective COX-2 inhibitor. |
| doi_str_mv | 10.1016/S0960-894X(99)00365-0 |
| format | Article |
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DFP was found to be a potent and highly selective COX-2 inhibitor.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/S0960-894X(99)00365-0</identifier><identifier>PMID: 10465547</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Administration, Oral ; Animals ; Biological and medical sciences ; Bones, joints and connective tissue. Antiinflammatory agents ; Cyclooxygenase 2 ; Cyclooxygenase 2 Inhibitors ; Cyclooxygenase Inhibitors - chemical synthesis ; Cyclooxygenase Inhibitors - chemistry ; Cyclooxygenase Inhibitors - pharmacokinetics ; Cyclooxygenase Inhibitors - pharmacology ; Humans ; Isoenzymes - drug effects ; Isoenzymes - metabolism ; Macaca mulatta ; Medical sciences ; Membrane Proteins ; Pharmacology. Drug treatments ; Prostaglandin-Endoperoxide Synthases - drug effects ; Prostaglandin-Endoperoxide Synthases - metabolism ; Rats ; Saimiri ; Structure-Activity Relationship ; U937 Cells</subject><ispartof>Bioorganic & medicinal chemistry letters, 1999-08, Vol.9 (15), p.2207-2212</ispartof><rights>1999</rights><rights>1999 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c390t-bc8f53c3251752fa0b876fce227f84312cb4d586e67bf8427e03294e8ec2fade3</citedby><cites>FETCH-LOGICAL-c390t-bc8f53c3251752fa0b876fce227f84312cb4d586e67bf8427e03294e8ec2fade3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X99003650$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1914975$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/10465547$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Leblanc, Y.</creatorcontrib><creatorcontrib>Roy, P.</creatorcontrib><creatorcontrib>Boyce, S.</creatorcontrib><creatorcontrib>Brideau, C.</creatorcontrib><creatorcontrib>Chan, C.C.</creatorcontrib><creatorcontrib>Charleson, S.</creatorcontrib><creatorcontrib>Gordon, R.</creatorcontrib><creatorcontrib>Grimm, E.</creatorcontrib><creatorcontrib>Guay, J.</creatorcontrib><creatorcontrib>Léger, S.</creatorcontrib><creatorcontrib>Li, C.S.</creatorcontrib><creatorcontrib>Riendeau, D.</creatorcontrib><creatorcontrib>Visco, D.</creatorcontrib><creatorcontrib>Wang, Z.</creatorcontrib><creatorcontrib>Webb, J.</creatorcontrib><creatorcontrib>Xu, L.J.</creatorcontrib><creatorcontrib>Prasit, P.</creatorcontrib><title>SAR in the alkoxy lactone series: the discovery of DFP, a potent and orally active COX-2 inhibitor</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Extensive SAR has been established in the alkoxy lactone series and this has lead to the discovery of DFP (5,5-dimethyl-3-(2-propoxy)-4-methanesulfonylphenyl)-2(5H)-furanone), a potent COX-2 inhibitor exhibiting in vivo efficacy in all models studied.
DFP was found to be a potent and highly selective COX-2 inhibitor.</description><subject>Administration, Oral</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Bones, joints and connective tissue. Antiinflammatory agents</subject><subject>Cyclooxygenase 2</subject><subject>Cyclooxygenase 2 Inhibitors</subject><subject>Cyclooxygenase Inhibitors - chemical synthesis</subject><subject>Cyclooxygenase Inhibitors - chemistry</subject><subject>Cyclooxygenase Inhibitors - pharmacokinetics</subject><subject>Cyclooxygenase Inhibitors - pharmacology</subject><subject>Humans</subject><subject>Isoenzymes - drug effects</subject><subject>Isoenzymes - metabolism</subject><subject>Macaca mulatta</subject><subject>Medical sciences</subject><subject>Membrane Proteins</subject><subject>Pharmacology. Drug treatments</subject><subject>Prostaglandin-Endoperoxide Synthases - drug effects</subject><subject>Prostaglandin-Endoperoxide Synthases - metabolism</subject><subject>Rats</subject><subject>Saimiri</subject><subject>Structure-Activity Relationship</subject><subject>U937 Cells</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkN9LHDEQx0Ox6NX6Jyh5KKVCt51kk-zGlyJXf4FgqRV8C9nsLKbd25zJ3tH77xvvDuubTwMzn-_M8CHkkMEXBkx9vQWtoKi1uP-k9TFAqWQBb8iECSWKUoDcIZNnZI-8S-k3ABMgxC7ZYyCUlKKakOb29Cf1Ax0fkNr-T_i7or11YxiQJowe08l61PrkwhLjioaOfj__8ZlaOg8jDiO1Q0tDtH2_ojnol0inN_cFz0sffOPHEN-Tt53tEx5s6z65Oz_7Nb0srm8urqan14UrNYxF4-pOlq7kklWSdxaaulKdQ86rrhYl464RrawVqqrJDV4hlFwLrNFlusVyn3zc7J3H8LjANJpZ_hr73g4YFskorTWXus6g3IAuhpQidmYe_czGlWFgnuSatVzzZM5obdZyDeTc0fbAoplh-yK1sZmBD1vAJmf7LtrB-fSf00zoSmbs2wbDbGPpMZrkPA4OWx_RjaYN_pVP_gHKtZWN</recordid><startdate>19990802</startdate><enddate>19990802</enddate><creator>Leblanc, Y.</creator><creator>Roy, P.</creator><creator>Boyce, S.</creator><creator>Brideau, C.</creator><creator>Chan, C.C.</creator><creator>Charleson, S.</creator><creator>Gordon, R.</creator><creator>Grimm, E.</creator><creator>Guay, J.</creator><creator>Léger, S.</creator><creator>Li, C.S.</creator><creator>Riendeau, D.</creator><creator>Visco, D.</creator><creator>Wang, Z.</creator><creator>Webb, J.</creator><creator>Xu, L.J.</creator><creator>Prasit, P.</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>19990802</creationdate><title>SAR in the alkoxy lactone series: the discovery of DFP, a potent and orally active COX-2 inhibitor</title><author>Leblanc, Y. ; Roy, P. ; Boyce, S. ; Brideau, C. ; Chan, C.C. ; Charleson, S. ; Gordon, R. ; Grimm, E. ; Guay, J. ; Léger, S. ; Li, C.S. ; Riendeau, D. ; Visco, D. ; Wang, Z. ; Webb, J. ; Xu, L.J. ; Prasit, P.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c390t-bc8f53c3251752fa0b876fce227f84312cb4d586e67bf8427e03294e8ec2fade3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><topic>Administration, Oral</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Bones, joints and connective tissue. Antiinflammatory agents</topic><topic>Cyclooxygenase 2</topic><topic>Cyclooxygenase 2 Inhibitors</topic><topic>Cyclooxygenase Inhibitors - chemical synthesis</topic><topic>Cyclooxygenase Inhibitors - chemistry</topic><topic>Cyclooxygenase Inhibitors - pharmacokinetics</topic><topic>Cyclooxygenase Inhibitors - pharmacology</topic><topic>Humans</topic><topic>Isoenzymes - drug effects</topic><topic>Isoenzymes - metabolism</topic><topic>Macaca mulatta</topic><topic>Medical sciences</topic><topic>Membrane Proteins</topic><topic>Pharmacology. 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| ispartof | Bioorganic & medicinal chemistry letters, 1999-08, Vol.9 (15), p.2207-2212 |
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| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | Administration, Oral Animals Biological and medical sciences Bones, joints and connective tissue. Antiinflammatory agents Cyclooxygenase 2 Cyclooxygenase 2 Inhibitors Cyclooxygenase Inhibitors - chemical synthesis Cyclooxygenase Inhibitors - chemistry Cyclooxygenase Inhibitors - pharmacokinetics Cyclooxygenase Inhibitors - pharmacology Humans Isoenzymes - drug effects Isoenzymes - metabolism Macaca mulatta Medical sciences Membrane Proteins Pharmacology. Drug treatments Prostaglandin-Endoperoxide Synthases - drug effects Prostaglandin-Endoperoxide Synthases - metabolism Rats Saimiri Structure-Activity Relationship U937 Cells |
| title | SAR in the alkoxy lactone series: the discovery of DFP, a potent and orally active COX-2 inhibitor |
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