- Improved synthesis of quinocetone and its two deoxy metabolites
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Oxidation of o-nitroaniline with sodium hypochlorite afforded benzofurazan oxide in 96 % yield, and treatment of benzofurazan oxide with acetylacetone in the presence of triethylamine gave 2-acetyl-3-methyl-quinoxaline--1,4-dioxide in 94 % yield. Finally, condensation of 2-acetyl-3-methyl-quinox-aline-1,4-dioxide with benzaldehyde using 4-(dimethylamino)pyridinium acetate as a catalyst led to quinocetone in 95 % yield. Subsequently, reduction of the synthesized quinocetone with sodium dithionite resulted in two deoxy derivatives, 1-(3-methyl-4-oxido-2-quinoxalinyl)-3-phenyl-2-propen-1-one and 1-(3-methyl-2-quinoxalinyl)-3-phenyl-2-propen-1-one in 88.5 and 92 % yield, respectively. Furthermore, the synthesized quinocetone, and its deoxy derivatives were characterized by1H-NMR,13C-NMR and elemental analysis.
- Li, Yuwen,Qiu, Mei,Bai, Yubin,Qu, Shaoqi,Hao, Zhihui
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p. 265 - 270
(2018/04/12)
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- Metabolic product of four quinocetone chemical synthesis method
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The invention relates to a synthetic method of four main metabolites of 2-Propen-1-one-1-(3-methyl-2-quinoxalinyl)-3-phenyl-, 2-Quinoxaline methanol-3-methyl-Alpha-(2-phenylethenyl)-, 2-Propen-1-one-1-(3-methyl-4-oxide-2-quinoxalinyl)-3-phenyl- and 2-Quin
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Paragraph 0026; 0028
(2017/02/24)
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- Convenient synthesis of quinocetone metabolites: Characterization, theoretical investigation, and cytotoxicity study
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Quinocetone (3-methyl-2-quinoxalinbenzenevinylketo-1,4-dioxide; QCT) is a new promising antimicrobial growth promoter for quinoxalines. The identification of the major metabolites of QCT has resulted in a number of studies regarding its metabolic pathway.
- Zhang, Jiaheng,Li, Linxia,Li, Yubo,Peng, Bing,Li, Songqing,Zhou, Zhiqiang,Gao, Haixiang,Zhang, Suxia
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experimental part
p. 32 - 36
(2012/09/22)
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- Synthesis of the possible metabolites of quinocetone in animals
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The possible metabolites of quinocetone in animals had been prepared with different selective reagent by three synthetic routes. It was their principal reaction that Na2S2O4 reduced quinoxaline-1,4-dioxide derivatives to quinoxaline derivatives, H 2O2 s oxidized 2-carboxyl-quinoxaline derivatives to 2-carboxyl-quinoxaline-1 -oxide ones and P(OCH3) 3 reduced 2-carboxyl- quinoxaline-1,4-dioxide derivatives to 3-carboxyl-quinoxaline-1-oxide ones. The title compounds ware confirmed with NMR,UV, FAB-MS, et al.
- Li, Jian-Yong,Zhang, Ji-Yu,Zhou, Xu-Zheng,Li, Jin-Shan,Lu, Run-Hua
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