Journal :   Asian Journal of Research in Chemistry

Volume No. :   5

Issue No. :  5

Year :  2012

Pages :   642-649

ISSN Print :  0974-4169

ISSN Online :  0974-4150


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Synthesis of 5-Benzenesulphonamido-1, 3, 4-Thiadiazol 2- Sulphonamide Derivatives as an Antiepileptic Agent



Address:   A.S. Warokar*, P.S. Deshpande, A.S. Mundhey, N.J. Duragkar, N.B. Charbe, P.B. Suruse and K.P. Bhusari
Sharad Pawar College of Pharmacy, Wanadongri, Hingna Road, Nagpur-441 110 (M.S.)
*Corresponding Author
DOI No:

ABSTRACT:
Sulphonation of 5-amino-1, 3, 4-thiadiazol-2-[N-(substituted benzoyl)] sulphonamide (4a-c) with substituted phenylsulphonyl chloride (5a-d) was carried to synthesized 5-(substituted bezenesulphonamido)-1, 3, 4-thiadiazol-2-[N-(substituted benzoyl)] sulphonamide (6a-m). As per Schotten-Boumann method, benzoylation of acetazolamide (1) and substituted benzoyl chloride (2a-c) was carried out in the presence of sodium hydroxide to form N- substitutedbenzoyl acetazolamide (3a-c) which was further hydrolysed to obtained 5-amino-1,3,4-thiadiazol-2-[N-(substituted benzoyl)]sulphonamide(4a-c). Structures of the title compound were characterized by using spectral studies like UV, IR, NMR, GC etc. They were further screened for their antiepileptic activity. Among the tested compound 5-[(Methyl) bezenesulphonamido)]-1,3,4-thiadiazol-2-[N-(4 methyl benzoyl)] sulphonamide and 5-[(Methoxy) bezenesulphonamido)]-1,3,4-thiadiazol-2-[N-(4 amino benzoyl)] sulphonamide (6h and 6k) showed better activity when compared with phenytoin sodium as a standard drug however remaining compound exhibits moderate to mild activity.
KEYWORDS:
1, 3, 4-thiadiazol, antiepileptic activity, Maximal electroshock induced seizure method, Pentylene tetrazole induced seizure method.
Cite:
A.S. Warokar, P.S. Deshpande, A.S. Mundhey, N.J. Duragkar, N.B. Charbe, P.B. Suruse, K.P. Bhusari. Synthesis of 5-Benzenesulphonamido-1, 3, 4-Thiadiazol 2- Sulphonamide Derivatives as an Antiepileptic Agent. Asian J. Research Chem. 5(5): May 2012; Page 642-649.
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