SYNTHESIS, CHARACTERIZATION & BIOLOGICAL EVALUATION OF SOME AZETIDINE DERIVATIVESAbstract
New series of N-(3-chloro-2-oxo-4-substituted-azetidine-1-yl) 2-methyl-1H-indole-3-carboxamide derivatives (VIa-d) were prepared and tested for their antibacterial and antifungal activity. The synthesis is based on the condensation of phenylhydrazine and ethyl acetoacetate in the presence of acetic acid to ethyl (2-methyl-1H- indol-3-yl)-2-oxoacetate (III) which on reaction with hydrazine hydrate gives 2-(2-methyl-1H-indol-3-yl)-2-oxoacetohydrazide (IV). Further conden-sation of oxoacetohydrazide and substituted benzaldehyde gave carbohydrazide derivatives (Va-d). Finally addition of triethylamine in dry 1, 4-dioxane and chloroacetyl chloride gave N-(3-chloro-2-oxo-4-substituted-azetidine-1-yl)2-methyl-1H-indole-3-carboxamide derivatives (VIa-d). The structure of newly synthesized 4-Oxoazetidin Substituted derivatives has been established by spectral (IR, 1HNMR) data. These compounds were screened for antibacterial and antifungal activity against various gram-positive and gram-negative strains. All the compounds show significant antibacterial and antifungal activity.
P. Gupta*, S. Jain and A. Kaushik
Department of Pharmaceutical Chemistry, institute of Professional studies, College of Pharmacy, Gwalior, Madhya Pradesh, India.
20 October 2015
26 November 2015
06 December 2015
31 January 2016