Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry


Synthesis and antibacterial activity of novel substituted azetidinones bearing 3,4,5-trimethoxy phenyl ring

Author(s): P. Veerabhadra Swamy, K. B. Chandrasekhar and Pullaiah China Kambhampati

Azetidinone is a saturated form of nitrogen containing cyclobutane having carbonyl group. It has been considered as a versatile nucleus which posses almost all types of biological activities mainly antibacterial and antifungal activity. In view of the above biological importance of azetidinone motif’s, author’s have undertaken the synthesis of some novel azetidinone ring bearing 3,4,5-trimethoxy phenyl ring. Treatment of gallic acid with dimethylsulphate yielded methyl 3,4,5-trimethoxybenzoate 1, which was treated with hydrazine hydrate to obtain 3,4,5-trimethoxy benzohydrazide 2. Condensation of 2 with selected aldehydes resulted in hydrazone derivatives 3a-k which upon reaction with 2-(4-chlorophenoxy)acetylchloride in presence of triethylamine yielded substituted N-(3-(4- chlorophenoxy)-2-oxo-4-heteroaryl aryl azetidin-1-yl)-3,4,5-trimethoxybenzamides 4a-k. All the compounds were characterized by IR, 1HNMR and mass spectroscopic techniques and were tested for their anti bacterial activity.