Syntheses of 3,4-Dihydro-2H-1,4-benzoxazine-2-acetates and Related Compounds
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概要
- 論文の詳細を見る
The intramolecular Michael addition of 4-(2-hydroxyanilino)-2-butenoates (3), -2-buteno-nitrile, and their 3-phenyl analogs (8) gave 3,4-dihydro-2H-1,4-benzoxazine-2-acetates (4), -2-acetonitrile (6), and their 3-phenyl analogs (9), respectively, in good yields. In addition, 3,4-dihydro-3-oxo-2H-1,4-benzoxazine-2-acetates (13) and 3,4-dihydro-2-(p-nitrobenzyl)-2H-1,4-benzoxazine (16) were synthesized from 2-hydroxyanilines (1) by the addition reaction of fumaric acid chloride monoester (11) and p-nitrocinnamyl bromide (14), respectively. In order to examine the biological activities of the 2H-1,4-benzoxazine analogs, 2-(2-dialkylaminoethyl)-(18) and 2-(2,2-diphenylethyl)-2H-1,4-benzoxazines (19,20) were prepared.Among the compounds synthesized, 4b and 19a showed considerable anxiolytic activity in the conflict test in rats, while the oxalates of 18a-c showed potent anticonvulsant activity.
- 公益社団法人日本薬学会の論文
- 1986-01-25
著者
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後藤 義一
Central Research Division, Takeda Chemical Industries, Ltd.
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野口 俊作
Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University
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後藤 義一
武田薬品工業(株)中央研究所
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舛岡 豊
武田薬品工業(株)中央研究所
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舛岡 豊
Central Research Division, Takeda Chemical Industries, Ltd.,
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故 朝子
Central Research Division, Takeda Chemical Industries, Ltd.,
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故 朝子
武田薬品工業(株)中央研究所
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