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基于喹喔啉-2-酮和/或喹喔啉-2-硫酮的新型磺胺类药物的合成与应用

Synthesis and application of novel sulpha drugs based on quinoxaline-2-one and/or quinoxaline-2-thione.

作者信息

Awad I M

机构信息

Chemistry Department, Faculty of Science, Assiut University, Egypt.

出版信息

J Chem Technol Biotechnol. 1992;53(3):227-36. doi: 10.1002/jctb.280530303.

Abstract

Some novel azo-Sulpha drugs as 3-methyl-N-azo-(4'-substituted heterocyclo-benzene-sulphamoyl) quinoxaline-2-ones (1-11) and 3-methyl-N-azo-(4'-substituted heterocyclo-benzene-sulphamoyl)-quinoxaline-2-thiones (1'-11') were synthesized by coupling 4'-substituted heterocyclo-benzene-sulphamoyl diazonium acetates with 3-methyl-N-(1H)-quinoxaline-2-one and/or with 3-methyl-N(1H) quinoxaline-2-thione in acid medium. The corresponding iron (III) (1a-11, 1'a-11'a) copper (II) (1b-1b'-7b') and mercury (II) (1c-11c, 1c'-11c) chelates were also prepared in a 1:1 metal-to-ligand ratio. The ligands and their chelates were characterized on the basis of microanalysis, UV, IR and H'-NMR spectrometry, and were tested in vitro for their antibacterial and antifungal activities.

摘要

一些新型偶氮磺胺类药物,如3-甲基-N-偶氮-(4'-取代杂环苯磺酰基)喹喔啉-2-酮(1-11)和3-甲基-N-偶氮-(4'-取代杂环苯磺酰基)喹喔啉-2-硫酮(1'-11'),是通过在酸性介质中将4'-取代杂环苯磺酰基重氮乙酸酯与3-甲基-N-(1H)-喹喔啉-2-酮和/或3-甲基-N(1H)喹喔啉-2-硫酮偶联而合成的。还以1:1的金属与配体比例制备了相应的铁(III)(1a-11, 1'a-11'a)、铜(II)(1b-1b'-7b')和汞(II)(1c-11c, 1c'-11c)螯合物。基于微量分析、紫外、红外和H'-核磁共振光谱对配体及其螯合物进行了表征,并对其体外抗菌和抗真菌活性进行了测试。

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