Acta Pharm. 58 (2008) 119-129

full paper

Short communication

Synthesis and evaluation of the biological activities of some 3-{[5-(6-methyl-4-aryl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1,3,4-oxadiazol-2-yl]-imino}-1,3-dihydro-2H-indol-2-one derivatives

SONIA GEORGE, MANOJ KUMAR PARAMESWARAN, ACHARJEE RAJA CHAKRABORTY and THENGUNGAL KOCHUPAPPY RAVI

soniachungath@yahoo.co.in

Department of Pharmaceutical Chemistry, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore-44, Tamil Nadu, India

Accepted January 8, 2008

Reaction of ethyl-6-methyl–2-oxo-4-aryl-1,2,3,4-tetrahydropyrimidin-5-carboxylates (1a-i) with hydrazine hydrate yielded 6-methyl-2-oxo-4-aryl-1,2,3,4-tetrahydropyrimidin-5-carbohydrazides (2a-i). These products on reaction with cyanogen bromide gave 5-(5-amino-1,3,4-oxadiazol-2-yl)-6-methyl-4-aryl-3,4-dihydropyrimidin-2(1H)-one (3a-i). The resultant aminooxadiazolylpyrimidinones were condensed with isatin to obtain various 3-{[5-(6-methyl-4-aryl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1,3,4-oxadiazol-2-yl]-imino}-1,3-dihydro-2H-indol-2-ones (4a-i). These products were characterized by IR, ¹H NMR, mass spectra and elemental analysis. Products 4a-i revealed promising antibacterial, antifungal and antioxidant activity.

Keywords: pyrimidinyl oxadiazole amines, pyrimidinone oxadiazolyl indolinones, antibacterial, antifungal, antioxidant