Carbonic anhydrase inhibitors: Synthesis and inhibition of cytosolic/membrane-associated carbonic anhydrase isozymes I, II, and IX with sulfonamides incorporating hydrazino moieties
Targeting proteins overexpressed in hypoxic tumors is as an important means of controlling cancer disease. One such protein is the carbonic anhydrase (CA) isoenzyme IX, which in some types of tumors is overexpressed 150-200-fold. We report here a series of sulfonamide derivatives, prepared from 2-carbohydrazido- and 4-carbohydrazido-benzenesulfonamides, which were further derivatized by reaction with aryl isocyanates or arylsulfonyl isocyanates. Several low nanomolar CA IX inhibitors were detected in this way. SAR is discussed for the diverse types of inhibitors and their affinity for different isozymes, with the aim of obtaining isozyme-specific CA IX inhibitors, with putative applications as antitumor drugs.
Convenient synthesis, antibacterial activity, and crystal structure of some biologically important hydrazinecarbonyl benzenesulfonamides
Microwave-assisted synthesis of a series of hydrazinecarbonyl benzenesulfonamides (5a-r) is reported, and the products have been characterized by nuclear magnetic resonance and Fourier-transform infrared spectral techniques. A comparison with the conventi
Microwave synthesis, crystal structure and spectroscopic investigations of 2-{[(2E)-(2-chlorobenzylidene) hydrazine] carbonyl} benzenesulfonamide and 2-({[(2E)-2-[4-(dimethylamino) benzylidene] hydrazine} carbonyl) benzenesulfonamide
The compounds 2-{[(2E)-(2-chlorobenzylidene) hydrazine] carbonyl} benzenesulfonamide 5a and 2-({[(2E)-2-[4- (dimethylamino)benzylidene] hydrazine} carbonyl) benzenesulfonamide 5b have been synthesized by microwave heating and characterized by NMR, FT-IR a