Synthesis and characterization of some novel azetidinone derivatives as anti-bacterial and anti-convulsant agents

Abstract

Several novel azetedinones have been synthesized by condensation of 2, 4-dinitro phenyl hydrazine with various substituted aromatic aldehydes in presence of zinc chloride and methanol followed by the reaction with chloroacetyl chloride and triethylamine. The synthesized compounds were characterized by IR and PMR analysis. The titled compounds were evaluated for anti-bacterial and anticonvulsant activity by cup plate method and maximal electroshock induced convulsion method respectively. Compounds 3-chloro-1-(2,4-dinitrophenylamino)-4-(3-hydroxy-4-methoxyphenyl)azetidin-2-one 2c, 3-chloro-4-(4-chlorophenyl)-1-(2,4-dinitrophenyl amino)azetidin-2-one 2d, 3-chloro-1-(2,4-dinitrophenylamino)-4-(3-nitrophenyl)azetidin-2-one 2f and 3-Chloro-1-(2,4-dinitrophenylamino)- 4-p-tolyl-azetidin-2-one 2g showed good anti-bacterial activity. Compounds 3-chloro-1-(2,4-dinitro phenylamino)-4-(3-nitrophenyl)azetidin-2-one 2f and 3-chloro-4-(2,4-dichloro phenyl)-1-(2,4-dinitro phenylamino)azetidin-2-one 2h elicited good anti-convulsant activity when compared with control. Compound 3-chloro-1-(2,4-dinitrophenylamino)-4-(4-hydroxyphenyl)azetidin-2-one 2e elicited moderate anti-convulsant activity when compared with control.

Journal of Pharmacy & Bioresources Vol. 2(2) 2005: 162-168