2, 3-Diarylcyclopentenones as orally active, highly selective cyclooxygenase-2 inhibitors

…, P Jolicoeur, Y Leblanc, D Nicoll-Griffith…

Index: Black, W. Cameron; Brideau, Christine; Chan, Chi-Chung; Charleson, Stella; Chauret, Nathalie; Claveau, David; Ethier, Diane; Gordon, Robert; Greig, Gillian; Guay, Jocelyne; Hughes, Gregory; Jolicoeur, Paule; Leblanc, Yves; Nicoll-Griffith, Deborah; Ouimet, Nathalie; Riendeau, Denis; Visco, Denise; Wang, Zhaoyin; Xu, Lijing; Prasit, Petpiboon Journal of Medicinal Chemistry, 1999 , vol. 42, # 7 p. 1274 - 1281

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Citation Number: 57

Abstract

Cyclopentenones containing a 4-(methylsulfonyl) phenyl group in the 3-position and a phenyl ring in the 2-position are selective inhibitors of cyclooxygenase-2 (COX-2). The selectivity for COX-2 over COX-1 is dramatically improved by substituting the 2-phenyl group with halogens in the meta position or by replacing the phenyl ring with a 2-or 3-pyridyl ring. Thus the 3, 5-difluorophenyl derivative 7 (L-776,967) and the 3-pyridyl derivative 13 (L- ...