Synthesis, characterization and antimicrobial activity of substituted 3-(phthalazine-1-ylamino)alkanoic acid containing imidoxy moiety

Synthetic Organic Chemistry Research Laboratory, Department of Chemistry, M. L. Sukhadia University, Udaipur-313 001, Rajasthan, India E-mail : gtalesara@yahoo.com Manuscript received 12 May 2008, revised 16 January 2009, accepted 20 January 2009 Hydrozinolysis of phthalyl derivatives of amino acid la-c afforded [(4-oxo-3,4-dihydrophthalazine-1- yl)amino]substituted acetic acid 2a-c, which on reaction with POCI3/PCI5 gave ((4-chlorophahalazine-1-yl)amino]substituted acetic acid 3a-c. This when condensed with N-hydroxyphthalimide/ N-hydroxysuccinimide 4a-b yielded phthalimido or succinimido-2-({4-phthalazine-1-yl}amino)substituted acetic acid 5a-f. Condensation of compounds 2a-c with wbromoalkoxyphthalimide 6a-b furnished the corresponding 2-[(3-{2-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]ethyl}-4- oxo-3,4-dihydrophthalazine-1-yl)amino]substituted acetic acid 7a-f. All the compounds were screened for antimicrobial activities