Synthesis of 2-(N-Substituted amino)-6-hydroxy-1,2,3,4-tetrahydronaphthalen-1-ol Derivatives

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概要

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• trans-6-Hydroxy-2-(1-methyl-3-phenylpropyl) amino-1,2,3,4-tetrahydronaphthalen-1-ol (8a), trans-6-hydroxy-2-(1-methyl-2-phenoxyethyl) amino-1,2,3,4-tetrahydronaphthalen-1-ol (8b) and trans-1,6-dihydroxy-2-(1-methyl-3-phenylpropyl) amino-1,2,3,4-tetrahydronaphthalene-5-carboxamide (9a) were synthesized as a part of our search for useful cardiovascular agents. 2-(N-Substituted amino)-6-alkoxy-1,2,3,4-tetrahydronaphthalen-1-ols (10-31) having various substituents at the 5-, 6- and 7-positions of the naphthalene ring were prepared by a five-step sequence of reactions starting from 3,4-dihydro-1 (2H)-naphthalenone derivatives (36). Furthermore 2-(N-substituted amino)-1-indanol derivatives (33) and 6-(N-substituted amino)-2-hydroxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols (34,35) were obtained by the reductive alkylation of the corresponding amino alcohols with carbonyl compounds. These N-substituted amino alcohols (8-35) were tested for vasodilating activity in anesthetized dogs and for β-blocking activity using isolated guinea pig atrial preparations.

• 公益社団法人日本薬学会の論文
• 1983-07-25

著者

• 伊藤 克己

  Pharmaceutical Research Laboratories Iii Pharmaceutical Research Division Takeda Chemical Industries

• 伊藤 克巳

  Central Research Division, Takeda Chemical Industries, Ltd.,

• 岡 良和

  Central Research Division, Takeda Chemical Industries, Ltd.

• 平田 稔

  Central Research Division, Takeda Chemical Industries, Ltd.

• 伊藤 克巳

  武田薬品工業

• 伊藤 克已

  Central Research Division Takeda Chemical Industries Ltd.

• 三宅 昭夫

  Central Research Division, Takeda Chemical Industries, Ltd.

• 多田 憲生

  Central Research Division, Takeda Chemical Industries, Ltd.

• 多田 憲生

  Central Research Division Takeda Chemical Industries Ltd.

• 田辺 正雄

  Central Research Division, Takeda Chemical Industries, Ltd.

• 岡 良和

  Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.

• 平田 稔

  Central Research Division Takeda Chemical Industries Ltd.

• 三宅 昭夫

  Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.

• 三宅 昭夫

  Central Research Division Takeda Chemical Industries Ltd.

• 田辺 正雄

  Central Research Division Takeda Chemical Industries Ltd.

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