Agents Acting on the Central Nervous System. : Synthesis of 3-Phenyl-2-piperazinyl-1-benzazocines, 3-Substituted-2-piperazinyl-1-benzazepines and Related Compounds
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概要
- 論文の詳細を見る
Three series of compounds, 3-phenyl-5,6-dihydro-1-benzazocines (7-9), 3-methyl-5H-1-benzazepines. (15-20) and 3-phenyl-4,5-dihydro-3H-1- benzazepines (24-35), having a 2-(1-piperazinyl) group, were synthesized, and their pharmacological effects on the central nervous system were evaluated in mice. Among them, 3-methyl- (15-18) and 3-phenyl-4,5-dihydro-2-piperazinylbenzazepines (26 and 33-35) showed mild anti-reserpine activity. However, no significant anti-exploratory, anti-maximal electroshock seizure or anti-tremorine activity was generally found.Novel ring transformations of α-chlorolactams are also described. The reaction of the 3-chloro-3-phenyl-2,3,4,5-tetrahydro-1H-1-benzazepin-2-ones (37a, b) and benzazocinone analogs (46a, b) with piperidine or various piperazines resulted in ring contraction to give the 2-phenyl-1,2,3,4-tetrahydroquinoline-2-carbozamides (38-41) and the analogous benzazepine-2-carboxamides (47 and 48), respectively. The reaction of analogous 3-chloro-3-methylbenzazepinone (14a) with potassium carbonate in methanol also resulted in similar ring transformation to give methyl tetrahydroquinoline-2-carboxylate (50). These rearrangements were supposed to proceed via the azirinone intermediate.
- 公益社団法人日本薬学会の論文
- 1988-07-25
著者
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永井 保嵩
Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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日野 克彦
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.,
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宇野 準
Research Laboratories, Dainippon Pharmaceutical Co., Ltd.,
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日野 克彦
Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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宇野 準
大日本製薬株式会社
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宇野 準
Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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