Synthesis and Biological Activity of 5-Aryl-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}-1-phenyl-1H-pyrazole-3-carboxamides and Their Salts

Abstract

The reaction of 4-aryl-2-hydroxy-4-oxo-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}but-2-enamides with phenylhydrazine in glacial acetic acid afforded 5-aryl-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}-1-phenyl-1H-pyrazole-3-carboxamides. Treatment of the latter with an equimolar amount of silver nitrate in ethanol–DMF (2:1) gave the corresponding silver salts, while 5-aryl-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}-1-phenyl-1H-pyrazole-3-carboxamide sodium salts were obtained by reaction with sodium methoxide in methanol–DMF (1:1). The synthesized compounds were tested for analgesic, anti-inflammatory, and antimicrobial activities.