Synthesis and antimicrobial activity of novel quinoxaline derivatives

被引:40
作者
Badran, Mohga M. [1 ]
Moneer, Ashraf A. [1 ]
Refaat, Hanan M. [1 ]
El-Malah, Afaf A. [1 ]
机构
[1] Cairo Univ, Fac Pharm, Dept Organ Chem, Cairo 11562, Egypt
关键词
2-piperazinyl-3-styrylquinoxalines; 3-oxadiazolylquinoxalin-2(1H)-one; antimicrobial activity;
D O I
10.1002/jccs.200700066
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, certain 3-substituted styrylquinoxalin-2(1H)-ones (2a-d) and their 2-chloro (3a-d) and 2-piperazinyl derivatives (4a-g) were synthesized from 3-methylquinoxalin-2(1H)-one (1). In addition, a 2 series of 1-alkyl-3-substituted styrylquinoxalin-2(1H)-ones (5a-d) was also prepared. Moreover, 3-(N-2- arylidenehydrazinocarbonyl)quinoxalin-2(1H)-ones (8a-c) as well as their cyclized oxadiazolinyl derivatives (9a-c) were prepared from 3-hydrazinocarbonylquinoxalin-2(1H)-one (7). Furthermore, 3-(5-substituted thio-1,3,4-oxadiazol-2-yl)quinoxalin-2(1H)-ones (11a-c) and (12a-c) were obtained from the intermediate compound (10) - previously obtained via cyclization of (7) with CS2. Likewise, 3-(5-oxo-4,5-dihydro-(1,3,4-oxadiazol-2-yl)quinoxalin-2(1H)-one (13), 3-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]-quinoxalin-2(1H)-one (14) and its 2-chloro derivative (15) were prepared from 3-hydrazinocarbonylquinoxalin-2(1H)-one (7). Some of these derivatives were evaluated for antimicrobial activity in vitro and some of the tested Compounds showed antibacterial or antifungal activity.
引用
收藏
页码:469 / 478
页数:10
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