Abstract

SYNTHESIS AND BIOLOGICAL ACTIVITIES OF NOVEL 1-(2-(BENZYLTHIO)PYRIMIDIN-4-YLAMINO)-5-(SUBSTITUTED BENZYLIDENE)-3-PHENYL-2-THIOXODIHYDROPYRIMIDINE- 4,6(1H,5H)-DIONES

Naganna Mallappa Goudgaon* and Sheshikant Baburao Ummapure

ABSTRACT

In the present investigation, 1-(2-(benzylthio)pyrimidin-4-ylamino) -5(substituted benzylidene)-3-phenyl-2-thioxodihydropyrimidine- 4,6(1H,5H)-diones were synthesized using the starting compound 2-(benzylthio)-4-hydrazinylpyrimidine (1). The synthesis began with reaction of compound 1 with phenyl isothiocyante in pyridine to give 2-(2-(benzylthio) pyrimidin-4-yl) -N- phenylhydrazinecarbothioamide (2), which on cyclization with malonic acid in acetyl chloride afforded1-(2-(benzylthio)pyrimidin-4-ylamino)-3-phenyl-2- thioxodihydropyrimidine-4,6(1H,5H)-dione (3). Compound 3 on treatment with various aromatic aldehydes in ethanol in presence of catalytic amount of pyridine generated desired targeted compounds 4a-f in 58-75% yield. Structural assignments of these synthesized compounds were based on their IR, 1HNMR, Mass and elemental analysis. The antimicrobial evaluation of synthesized compounds was carried out by cup-plate method. Synthesized compounds were also screened for analgesic activity by Eddy’s hot-plate method.

Keywords: Pyrimidines, Aromatic aldehydes, Antibacterial activity, Antifungal activity and Analgesic activity.