Background: Schiff bases have a broad spectrum of biological activities like antiinflammatory,
analgesic, antimicrobial, anticonvulsant, antitubercular, anticancer, antioxidant, anthelmintic
and so forth. Thus, after a thorough perusal of literature, it was decided to conjugate benzothiazol-2-ylamine/thiazolo [5, 4-b] pyridin-2-ylamine with aromatic and heteroaromatic aldehydes to
get a series of Schiff bases.
Objective: Synthesis, characterization, in-silico toxicity profiling and anticonvulsant activity of the Schiff bases of Benzothiazol-2-ylamine and Thiazolo [5, 4-b] pyridin-2-ylamine.
Method: Aniline/4-aminopyridine was converted to the corresponding thiourea derivatives, which were cyclized to obtain
benzothiazol-2-ylamine/thiazolo [5, 4-b] pyridin-2-ylamine. Finally, these were condensed with various aromatic and heteroaromatic
aldehydes to obtain Schiff bases of benzothiazol-2-ylamine and thiazolo [5, 4-b] pyridin-2-ylamine. The
synthesized compounds were characterized and screened for their anticonvulsant activity using maximal electroshock
(MES) test and isoniazid (INH) induced convulsions test. In-silico toxicity profiling of all the synthesized compounds was
done through “Lazar” and “Osiris” properties explorer.
Results: Majority of the compounds were more potent against MES induced convulsions than INH induced convulsions.
Schiff bases of benzothiazol-2-ylamine were more effective than thiazolo [5, 4-b] pyridin-2-ylamine against MES induced
convulsions. The compound benzothiazol-2-yl-(1H-indol-2-ylmethylene)-amine (VI) was the most potent member of the
series against both types of convulsions.
Conclusion: Compound VI exhibited the most significant activity profile in both the models. The compounds did not exhibit
any carcinogenicity or acute toxicity in the in-silico studies. Thus, it may be concluded that the Schiff bases of benzothiazol-2-ylamine exhibit the potential to be promising and non-toxic anticonvulsant agents.