1, 3, 4-Thiadiazole-5-sulfonamides as Carbonic Anhydrase Inhibitors : Relationship between Their Electronic and Hydrophobic Structures and Their Inhibitory Activity

Abstract

Huckel molecular orbital method and Hansch and Fujita's extrathermodynamic method were employed to characterize the chemical structure of 1, 3, 4-thiadiazole-5-sulfonamide derivatives which are potent carbonic anhydrase inhibitors. Regression analysis showed that a good correlation exists between the positive charge on nitrogen-10 and the inhibitory activity. It is also shown that the hydrophobicity of the side chain is another factor of development of enzyme inhibition. These results are consistent with the findings of X-ray crystallographic works.