Design, synthesis, characterization and bioassay of novel carboxamide derivatives of Celecoxib

Badvel Sreedhar, Thummaluru Veera Reddy, Chamarthi Naga Raju and Gandi Vidya Sagar Reddy

Department of Chemistry, Vikrama Simhapuri University, Nellore-524 003, India.

Department of Chemistry, Sri Venkateswara University, Tirupati-517 502, India .

Department of Biotechnology, Vikrama Simhapuri University, Nellore-524 003, India.

Abstract: A series of new carboxamide derivatives of celecoxib, 4-(5-p-tolyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide 1 were synthesized by the reaction of 3-(4-(3-(trifluoromethyl)-5-p-tolyl-1H-pyrazol-1-yl)phenylsulfonylamino)propanoic acid 2 with various bio-potent amines by using 1-methylimidazole as a base via. Schotten-Baumann reaction. The acid 2, which inturn prepared from 1 bytreatingwith3-bromopropanoic acid in the presence of sodium hydride. The newly synthesized compounds were characterized by IR, NMR and mass spectral analysis. The title molecules were evaluated for their efficacy as antimicrobial and antioxidant agents in vitro. Compounds 4(c-g) showed high growth inhibitory activity against both bacteria and fungi. The compounds 4c and 4f exhibited promising antioxidant activity .

Keywords: Carboxamide; 1-methyl imidazole; Schotten-Baumann reaction; antioxidant activity; antimicrobial activity. © 2016 ACG Publications. All rights reserved.