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Asian Journal of Research in Chemistry
Year : 2011, Volume : 4, Issue : 9
First page : ( 1453) Last page : ( 1459)
Print ISSN : 0974-4169. Online ISSN : 0974-4150.

Antibacterial, Anthelmintic, Analgesic and Anti-Inflammatory Activity of Conventional and Microwave Assisted Synthesized 3-(Substituted)-2Phenylquinazolin-4(3h)-One.

Debnath Subal*, Manjunath S.Y.

Department of Pharmaceutical Chemistry, Srikrupa Institute of Pharmaceutical Sciences, Vil. Velkatta, Mdl: Kondapak, Dist. Medak, Siddipet, Andhra Pradesh – 502 277, India

*Corresponding Author E-mail: subal_2007@yahoo.co.in

Online published on 6 March, 2013.

Abstract

The present research work were aimed to synthesize a series of various substituted quinazolinone containing 3-(Substituted)-2-phenylquinazolin-4(3H)-one. The compound 2-Phenyl-4H-3,1-benzoxazin-4-one, I were prepared by treating anthranilic acid with benzoyl chloride in pyridine. Synthesis of 3-Amino-2-phenylquinazolin-4(3H)-one, II carried out by reacting, I with hydrazine hydrate in ethanol. The compound 2-{[(4-Oxo-2-phenylquinazolin-3(4H)-yl)amino]carbonyl} benzoic acid, III obtained by reacting II with phthalic anhydride in ethanol. Synthesis of 2-Phenyl-3-[{-(4-substituted)-phenylmethylene}-amino]-quinazolin-4(3H)-one, IV(a-b) were done by reacting II with 4-Substituted benzaldehyde in glacial acetic acid. Synthesis of N-(4-Oxo-2-phenylquinazolin-3(4H)-yl)benzamide, V were done by reacting II with benzoyl chloride in pyridine. Finally, 3-[3-(2,4-Dichlorophenoxy)-3-(4-substituted phenyl)-2oxoazetidin-1-yl]-2-phenylquinazolin-4(3H)-one, VI(a-b) were synthesized by reacting IV(a-b) with 2,4-Dichlorophenoxyacetic acid and thionyl chloride in benzene. These derivatives were prepared by microwave as well as conventional method. Structure of the compounds has been established by means of IR, 1H-NMR and MS. All the compounds were evaluated for antibacterial activity against Gram-positive bacteria and Gram-negative bacteria. Most of the compounds showed significant antibacterial activities when compared with the standard drug ciprofloxacin at the concentration of 500 μg/ml and 250 μg/ml. In this research work, in vitro anthelmintic activity of 3-(Substituted)-2-phenylquinazolin-4(3H)-one carried out in comparison with piperazine citrate. These newly synthesized quinazolinone derivatives showed paralysis and followed by death at concentration of 10 mg/ml for the screening of anthelmintic activity. These derivatives also screened for analgesic and anti-inflammatory activity. The results showed that synthesized compound having moderate analgesic and anti-inflammatory activity.

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Keywords

Quinazolin-4(3H)-one, 4H-3,1-Benzoxazin-4-one, antibacterial, anthelmintic, analgesic and antiinflammatory activity.

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