Abstract

SYNTHESIS AND IN-VITRO ANTIMICROBIAL SCREENING OF SOME NOVEL 6-ACETYL-3-[3-CHLORO-2-(SUBSTITUTED)-4- OXOAZETIDIN-1-YL]-2,5-DIPHENYL-2,3-DIHYDROPYRIDAZINE-4- CARBONITRILE DERIVATIVES.

Riddhi Madhu*, N.M.Maheta and T.Y.Pasha

ABSTRACT

6-acetyl-3-[3-chloro-2-(substituted)-4-oxoazetidin-1-yl]-2,5-diphenyl- 2,3-dihydropyridazine-4-carbonitrile derivatives 4 a-e were synthesized by the cyclization of Schiff bases 3a–e with Chloroacetyl chloride and triethylamine in presence of dioxan. Schiff bases 3a–e were synthesized by the condensation of 6-acetyl-3-amino-2,5- diphenyl-2,5-dihydropyridazine-4-carbonitrile 2 with various substituted aromatic aldehydes in dry methanol using catalytic amount of zinc chloride. 6-acetyl-3-amino-2,5-diphenyl-2,5- dihydropyridazine-4-carbonitrile 2 were in turn synthesized by the fusion of Oxopropanal-1-phenylhydrazone 1 with benzylidenemalonitrile. The starting materials 1 were synthesized by fusion of Ethyl acetoacetate with aryldiazonium chloride in presence of KOAc. Newly synthesized compounds were characterized by IR, 1H NMR, mass spectra and elemental analyses. Furthermore, all the newly synthesized compounds have been screened for their invitro antimicrobial activities against S. aureus, B. subtilis, E. coli, P. aeruginosa, A. niger and C. albicans. All the compounds showed weak to good activity against all tested microorganisms.

Keywords: 2,5-diphenyl-2,3-dihydropyridazine-4-carbonitrile; Azetidinone; Antimicrobial activity.