Synthesis and in vitro activity of novel 2-(benzylthio)-4-chloro-5-(1,3,4-oxadiazol-2-yl)benzenesulfonamide derivatives

Abstract

Aryl- and heteroarylsulfonamides are an important class of therapeutic agents in current medicinal science [ 1 ]. Various arylsulfonamides have been reported to possess anticancer [ 2 – 6 ] and/or anti-human immunodeficiency virus (HIV) properties [ 6 , 7 ]. Our systematic studies on the synthesis of 1,4,2-benzodithiazine 1,1-dioxides and their subsequent transformations into 2-mercaptobenzenesulfonamide (MBSA) derivatives (Fig. 1 ) having a variety of heterocyclic ring systems or acyclic polynitrogen moieties at the sulfonamide functionality resulted in promising anticancer [ 8 – 13 ], HIV antiviral [ 14 – 16 ], or antibacterial agents [ 17 ] as well as potent inhibitors of transmembrane cancer-associated carbonic anhydrase isozymes hCAIX and hCAXII [ 18 , 19 ].