Synthesis and Antibacterial Activity of 3-(Substituted)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one

A series of novel 3-(substituted)-2-(substituted quinazolinylamino)quinazolin-4(3H)-ones were synthesized by the reaction of 3-(substituted)-2-hydrazino-quinazoline-4(3H)-ones with 2-phenyl-3,1-benzoxazin-4-one. The starting materials 3-(substituted)-2-hydrazino-quinazolin-4(3H)-ones were synthesize...

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Main Authors: Ramgopal Appani, Baburao Bhukya, Kiran Gangarapu
Format: Article
Language:English
Published: Hindawi Limited 2016-01-01
Series:Scientifica
Online Access:http://dx.doi.org/10.1155/2016/1249201
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spelling doaj-56c1ee97d0ec43edb2b365d815083a922020-11-24T21:55:52ZengHindawi LimitedScientifica2090-908X2016-01-01201610.1155/2016/12492011249201Synthesis and Antibacterial Activity of 3-(Substituted)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-oneRamgopal Appani0Baburao Bhukya1Kiran Gangarapu2Department of Pharmaceutical Chemistry and Phytochemistry, Nethaji Institute of Pharmaceutical Sciences, Somidi, Kazipet, Warangal, Telangana 506003, IndiaDepartment of Pharmaceutical Chemistry and Phytochemistry, Nethaji Institute of Pharmaceutical Sciences, Somidi, Kazipet, Warangal, Telangana 506003, IndiaDepartment of Pharmaceutical Chemistry, Chaitanya Institute of Pharmaceutical Sciences, Rampur, Warangal, Telangana 506151, IndiaA series of novel 3-(substituted)-2-(substituted quinazolinylamino)quinazolin-4(3H)-ones were synthesized by the reaction of 3-(substituted)-2-hydrazino-quinazoline-4(3H)-ones with 2-phenyl-3,1-benzoxazin-4-one. The starting materials 3-(substituted)-2-hydrazino-quinazolin-4(3H)-ones were synthesized from various primary amines by a multistep synthesis. All the title compounds were tested for their antibacterial activity using ciprofloxacin as reference standard. Compounds 3-(4-fluorophenyl)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one (9a) and 3-(4-chlorophenyl)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one (9h) emerged as the most active compounds of the series. These compounds have shown most potent antibacterial activity against the tested organisms of Proteus vulgaris and Bacillus subtilis having zone of inhibition values of 1.1 cm and 1.4 cm for compound 9a 1.2 cm and 1.0 cm for compound 9h, respectively.http://dx.doi.org/10.1155/2016/1249201
collection DOAJ
language English
format Article
sources DOAJ
author Ramgopal Appani
Baburao Bhukya
Kiran Gangarapu
spellingShingle Ramgopal Appani
Baburao Bhukya
Kiran Gangarapu
Synthesis and Antibacterial Activity of 3-(Substituted)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one
Scientifica
author_facet Ramgopal Appani
Baburao Bhukya
Kiran Gangarapu
author_sort Ramgopal Appani
title Synthesis and Antibacterial Activity of 3-(Substituted)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one
title_short Synthesis and Antibacterial Activity of 3-(Substituted)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one
title_full Synthesis and Antibacterial Activity of 3-(Substituted)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one
title_fullStr Synthesis and Antibacterial Activity of 3-(Substituted)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one
title_full_unstemmed Synthesis and Antibacterial Activity of 3-(Substituted)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one
title_sort synthesis and antibacterial activity of 3-(substituted)-2-(4-oxo-2-phenylquinazolin-3(4h)-ylamino)quinazolin-4(3h)-one
publisher Hindawi Limited
series Scientifica
issn 2090-908X
publishDate 2016-01-01
description A series of novel 3-(substituted)-2-(substituted quinazolinylamino)quinazolin-4(3H)-ones were synthesized by the reaction of 3-(substituted)-2-hydrazino-quinazoline-4(3H)-ones with 2-phenyl-3,1-benzoxazin-4-one. The starting materials 3-(substituted)-2-hydrazino-quinazolin-4(3H)-ones were synthesized from various primary amines by a multistep synthesis. All the title compounds were tested for their antibacterial activity using ciprofloxacin as reference standard. Compounds 3-(4-fluorophenyl)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one (9a) and 3-(4-chlorophenyl)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one (9h) emerged as the most active compounds of the series. These compounds have shown most potent antibacterial activity against the tested organisms of Proteus vulgaris and Bacillus subtilis having zone of inhibition values of 1.1 cm and 1.4 cm for compound 9a 1.2 cm and 1.0 cm for compound 9h, respectively.
url http://dx.doi.org/10.1155/2016/1249201
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