Asian Journal of Research In Chemistry
  • Year: 2012
  • Volume: 5
  • Issue: 5

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

  • Author:
  • A.S. Warokar, P.S. Deshpande, A.S. Mundhey, N.J. Duragkar, N.B. Charbe, P.B. Suruse, K.P. Bhusari
  • Total Page Count: 8
  • Page Number: 642 to 649

Sharad Pawar College of Pharmacy, Wanadongri, Hingna Road, Nagpur-441 110 (M.S.)

*Corresponding Author E-mail: amol_warokar@rediffmail.com

Online published on 7 February, 2013.

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 Nsubstitutedbenzoyl 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