Abstract
A number of new 1-[2-(3,4-disubstitutedphenyl)-3-chloro-4-oxoazetidin-1-yl]-3-(6-substituted-1,3-benzothiazol-2yl)urea compounds (5a-t) were synthesized and evaluated for their anticonvulsant, hepatotoxic and neurotoxic properties. The titled compounds (5a-t) were obtained by cyclization of 3,4-disubstitutedbenzaldehyde-N-(6-substituted-1,3-benzothiazol-2-yl)semicarbazones (4a-t) in presence of DMF/triethylamine and chloroacetylchloride. All the newly synthesized compounds were screened for their anticonvulsant activity in i.p. Maximal Electroshock Seizure (MES) model and were compared with the standard drug phenytoin. Interestingly, compounds 5f, 5n, and 5p exhibited 100% protection in the MES test. In the neurotoxicity and hepatotoxicity screening, all the compounds were devoid of toxicity at the dose of 30 mg/kg body weight. The study showed that introduction of F, CH(3) at the 6-position of benzothiazole moiety with H, OCH(3) at the 3-position and OH, OCH(3) at 4-position of the distant phenyl ring led to increased activity. Introduction of F, NO(2), CH(3), OCH(3) substituents at the 6-position of the benzothiazole moiety and unsubstituted distant phenyl ring showed moderate decrease in activity.