Synthesis and Antibacterial Activity of 2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)- 6-bromo Quinazolin-4(3H)-one from 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one

Abstract

Introduction: Broad range of quinazolinone biological properties including: antibacterial, anticancer, and anti-inflammatory activities motivate us to synthesis some quinazolinone derivatives. These heterocycles are profitable intermediates in organic synthesis. Methods/Experimental: The compound 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one (1), was produce when 2-(o-aminophenyl)-3-amino-6-bromo–Quinazolin-4(3H)-one (0.055M) was dissolved in minimum amount of dil. HCl in a round bottom flask. Ammonium thiocyanate (0.11M, 9.68gm) was then added and the mixture refluxed for 7 hrs. A mixture of 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–Quinazolin-4(3H)-one (0.037M, 16.095gm) and fused sodium acetate (0.074M, 6.068gm) was taken in absolute alcohol (300ml) and refluxed for 10 hours to give 6-bromo-2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)-Quinazolin-4(3H)-one(2). These Compounds were evaluated for their antibacterial activity (against some gram positive and gram negative microorganism) and antifungal activity (against Candida albicans). Study Design: This study was experimentally design and the antibacterial activity was evaluated against some microorganism, <i>Staphylococcus aureus, Bacillus specie</i>s, <i>Aspergillus Species</i>, <i>Pseudomonas aeruginosa</i>, <i>Escherichia coli,</i> Klebsiella<i> pneumonia</i>, and <i>candida albicans</i> Result: The compounds exhibited significant antibacterial activity with a zone of inhibition in the range of 10 – 20mm in comparison to control. Conclusions: From our findings, the compounds synthesized have higher antibacterial activities against <i>Staphylococcus aureus,</i> <i>Aspergillus Species</i>, as compared to Ciprofloxicin (CPX) and Ketonaxol (PEF) standard antibacterial drugs.