title: Methanesulfonamide group at position-4 of the C-5-phenyl ring of 1,5-diarylpyrazole affords a potent class of cyclooxygenase-2 (COX-2) inhibitors.
abstract: The effect of methanesulfonamide (MeSO(2)NH) group on COX-2 inhibitory activity of 1,5-diarylpyrazole is described. While this group being at position-4 of the N(1)-phenyl ring was found to be ineffective, its installation at position-4 of the C-5 phenyl ring offered several potent and selective inhibitors of COX-2 with IC(50) as low as 30 nM.
authors.affiliation: Discovery Chemistry, Discovery Research-Dr Reddy's Laboratories Ltd, Bollaram Road, Miyapur, Hyderabad 500 049, India. sunilkumarsingh@drredys.com
authors.forename: Sunil Kumar
authors.initials: SK
authors.lastname: Singh
authors.forename: Saibaba
authors.initials: S
authors.lastname: Vobbalareddy
authors.forename: Samala
authors.initials: S
authors.lastname: Shivaramakrishna
authors.forename: A
authors.initials: A
authors.lastname: Krishnamraju
authors.forename: Shaikh Abdul
authors.initials: SA
authors.lastname: Rajjak
authors.forename: Seshagiri Rao
authors.initials: SR
authors.lastname: Casturi
authors.forename: Vangoori
authors.initials: V
authors.lastname: Akhila
authors.forename: Yeleswarapu Koteswar
authors.initials: YK
authors.lastname: Rao
mesh_terms: D051546:Cyclooxygenase 2; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D007527:Isoenzymes / Q000037:antagonists & inhibitors* / Q000378:metabolism; D008565:Membrane Proteins; D011451:Prostaglandin-Endoperoxide Synthases / Q000378:metabolism; D011720:Pyrazoles / Q000737:chemistry* / Q000494:pharmacology; D013449:Sulfonamides / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors; D007527:Isoenzymes; D008565:Membrane Proteins; D011720:Pyrazoles; D013449:Sulfonamides; C036871:methanesulfonamide; D051546:Cyclooxygenase 2; C496540:PTGS2 protein, human; D011451:Prostaglandin-Endoperoxide Synthases