title: Design and synthesis of new 1,3-benzdiazinan-4-one derivatives as selective cyclooxygenase (COX-2) inhibitors.
abstract: A new group of regioisomeric 2,3-diaryl-1,3-benzdiazinan-4-ones, possessing a methyl sulfonyl pharmacophore, were synthesized and their biological activities were tested for cyclooxygenase-2 (COX-2) inhibitory activity. In vitro COX-1/COX-2 inhibition studies identified 3-(p-fluorophenyl)-2-(4-methylsulfonylphenyl)-1,3-benzdiazinane-4-one (2b) as a potent and highly selective (IC(50) = 0.07 µM; selectivity index = 572.8) COX-2 inhibitor.
authors.affiliation: Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran. azarghi@yahoo.com
authors.forename: Afshin
authors.initials: A
authors.lastname: Zarghi
authors.forename: Tannaz
authors.initials: T
authors.lastname: Zebardast
authors.forename: Fatemeh
authors.initials: F
authors.lastname: Hajighasemali
authors.forename: Eskandar
authors.initials: E
authors.lastname: Alipoor
authors.forename: Bahram
authors.initials: B
authors.lastname: Daraie
authors.forename: Mehdi
authors.initials: M
authors.lastname: Hedayati
mesh_terms: D000818:Animals; D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical / Q000379:methods; D066298:In Vitro Techniques; D020128:Inhibitory Concentration 50; D008958:Models, Molecular; D011451:Prostaglandin-Endoperoxide Synthases / Q000187:drug effects; D013329:Structure-Activity Relationship; D013843:Thiazines / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D001555:Benzene Derivatives; D052246:Cyclooxygenase 2 Inhibitors; D013843:Thiazines; D011451:Prostaglandin-Endoperoxide Synthases