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Central Nervous System Agents in Medicinal Chemistry


ISSN (Print): 1871-5249
ISSN (Online): 1875-6166

Anticonvulsant and Neurotoxicity of Some Novel 1-([1,3,4]thiadiazino[6,5- b]indol-3-yl Semicarbazides

Author(s): Ravitas Deshmukh, Alok S. Thakur, Arvind K. Jha and Sudhir Kumar P.

Volume 16 , Issue 1 , 2016

Page: [29 - 36] Pages: 8

DOI: 10.2174/1871524915666150623091716

Price: $65


In the present study a series of new N4-(4-substituted benzylidene)-N1-([1,3,4]thiadiazino [6,5-b]indol-3-yl)semicarbazide (1-6), N4-([1,3,4]thiadiazino[6,5-b]indol-3-yl)-N1-(1-(4—substituted phenyl)ethylidene)semicarbazide (7-10), N4-([1,3,4]thiadiazino[6,5-b]indol-3-yl)-N1-((4-substituted phenyl)(phenyl)methylene) semicarbazide. (11-14) have been synthesized from isatin and thiosemicarbazide through multiple steps to meet structural necessities for the anticonvulsant activity. All the newly prepared compounds were characterized by spectral techniques like FT-IR, 1H and 13C NMR, EI-MS and elemental analysis. All the newly synthesized compounds were investigated for the anticonvulsant activity against maximal electroshock induced seizures (MES) and subcutaneous pentylenetetrazole (scPTZ) models and their neurotoxicity were also evaluated by rotarod test. The results obtained showed that 64% of the compounds showed protection in the MES test and 36% of the compounds showed protection in ScPTZ test. Some of the compounds also showed good activity after oral administration. Among the synthesized compounds, compound 14 was shown to be the most active compound showing activity at 100 and 300 mg/kg in MES and ScPTZ test with prolonged duration of action. In the present study, semicarbazones of hydroxy containing carbonyl compounds were depicted to be the potent molecule with low neurotoxicity and prolong duration of action on oral administration. The result of the present study may be used for the future development of novel anticonvulsants with broad spectrum of anticonvulsant activity.

Keywords: Anticonvulsant activity, indole, maximal electroshock seizure test, neurotoxicity, semicarbazone.

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