Design and Syntheses of Some New 5-[Benzenesulphonamido]-1,3,4-thiadiazol-2-sulphonamide as Potent Antiepileptic Agent

作者：Chhajed Mahavir R^*; Shrivastava Anil K; Taile Vijay S

来源：Macroheterocycles, 2013, 6(2): 199-209.

DOI：10.6060/mhc130116c

• QSAR
• antiepileptic activity
• diuretic activity
• 1,3,4-thiadiazole
• acetazolamide

A QSAR study was performed on sulphonamide-1,3,4-thiadiazole derivatives using modified version of Allinger MM2 force field in Chem 3D Ultra structural descriptors. The relationship between antiepileptic activity and various descriptors was established by stepwise multiple regression analysis. The analyses have produced well predictive and statistically significant QSAR models which were further cross validated. This study helps to design and to synthesize some expectedly potent compounds. The compounds, 5-[(4-acetamido)benzenesulphonamido]-1,3,4-thiadiazol-2-(N-benzoyl) sulphonamide (8a), 5-[(4-amino)benzenesulphonamido]-1,3,4-thiadiazol-2-(N-benzoyl) sulphonamide (9a) and 5-(4-amino) benzenesulphonamido-1,3,4-thiadiazol-2-sulphonamide (10a) were synthesized from acetazolamide by modified Schotten-Bouman synthesis method and tested for antiepileptic activity by maximal electroshock induced seizures (MES) and subcutaneous pentylenetetrazole (scPTZ) induced seizure models in mice and have shown significant activity. These compounds were further subjected to diuretic studies, showing up to 86 % reduction in diuresis compared to acetazolamide.

• 出版日期2013