Synthesis of novel celecoxib analogues by bioisosteric replacement of sulfonamide as potent anti-inflammatory agents and cyclooxygenase inhibitors

N Chandna, S Kumar, P Kaushik, D Kaushik…

Index: Chandna, Nisha; Kumar, Satish; Kaushik, Pawan; Kaushik, Dhirender; Roy, Somendu K.; Gupta, Girish K.; Jachak, Sanjay M.; Kapoor, Jitander K.; Sharma, Pawan K. Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 15 p. 4581 - 4590

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Citation Number: 12

Abstract

Two series of celecoxib analogues having 1, 5-diaryl relationship were synthesized. The key strategy of the molecular design was oriented towards exploring bioisosteric modifications of the sulfonamide moiety of celecoxib. First series (2a–2i) of celecoxib analogues bearing cyano functionality in place of sulfonamide moiety was synthesized by the reaction of appropriate trifluoromethyl-β-diketones (5a–5i) with 4-hydrazinylbenzonitrile ...