title: Novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors.
abstract: A series of novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors was prepared via treatment of various diaryl amides with tetrachlorosilane/sodium azide. All compounds were tested in cyclooxygenase (COX) assays in vitro to determine COX-1 and COX-2 inhibitory potency and selectivity. Tetrazoles contained a methylsulfonyl or sulfonamide group as COX-2 pharmacophore displayed only low inhibitory potency towards COX-2. Most potent compounds showed IC(50) values of 6 and 7 μM for COX-2. All compounds showed IC(50) values greater 100 μM for COX-1 inhibition.
authors.affiliation: Department of Oncology, University of Alberta, Edmonton, Alberta, Canada.
authors.forename: Baker Jawabrah
authors.initials: BJ
authors.lastname: Al-Hourani
authors.forename: Sai Kiran
authors.initials: SK
authors.lastname: Sharma
authors.forename: Mavanur
authors.initials: M
authors.lastname: Suresh
authors.forename: Frank
authors.initials: F
authors.lastname: Wuest
mesh_terms: D000577:Amides / Q000737:chemistry; D001681:Biological Assay; D000068579:Celecoxib; D002712:Chlorides / Q000737:chemistry; D051546:Cyclooxygenase 2 / Q000378:metabolism*; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D015195:Drug Design; D006801:Humans; D008958:Models, Molecular; D011720:Pyrazoles / Q000494:pharmacology; D017655:Silicon Compounds / Q000737:chemistry; D019810:Sodium Azide / Q000737:chemistry; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000494:pharmacology; D013777:Tetrazoles / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000577:Amides; D002712:Chlorides; D052246:Cyclooxygenase 2 Inhibitors; D011720:Pyrazoles; D017655:Silicon Compounds; D013449:Sulfonamides; D013777:Tetrazoles; D019810:Sodium Azide; C039676:silicon tetrachloride; D051546:Cyclooxygenase 2; D000068579:Celecoxib