Design and synthesis of novel celecoxib analogues as selective cyclooxygenase-2 (COX-2) inhibitors: replacement of the sulfonamide pharmacophore by a …

MJ Uddin, PNP Rao, EE Knaus

Index: Uddin, Md. Jashim; Rao, P.N. Praveen; Knaus, Edward E. Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 23 p. 5273 - 5280

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Citation Number: 45

Abstract

A group of celecoxib analogues in which the para-SO2NH2 substituent on the N1-phenyl ring was replaced by a para-sulfonylazido (SO2N3) 4, or a meta-SO2N38, substituent were designed for evaluation as selective cyclooxygenase-2 (COX-2) inhibitors. In vitro COX-1 and COX-2 inhibition studies showed that 4-[5-(4-methylphenyl)-3-trifluoromethyl-1H- pyrazol-1-yl] benzenesulfonyl azide (4) with a para-SO2N3 substituent was a selective ...