Azabicycloalkanes as Analgetics. V. 4-Phenyl-2-azabicyclo [2,2,2] octanes
スポンサーリンク
概要
- 論文の詳細を見る
As part of a study on the steric aspects of the partial agonist activity of phenylazabicycloalkane analgetics, the title compound (A), a skeletal isomer of the known partial agonist (I), was synthesized. The keto ester (IV) was converted to the lactam (VIII) either by hydrogenation of the oxime (V) or by reductive amination. VIII gave A bearing various substituents. Alternatively, A was obtained from the unsaturated amine (XVI) via the bridged aziridine (XVII). Generally, no discernible analgetic activity was observed for A. However, the two N-methyl compounds (Xf and XIc) exhibited narcotic antagonist activity on the order of I and pentazocine. The simple N-methyl-3-phenylpiperidines (II), a prototype of both I and A, also showed comparable antagonist activity. These results support the idea that the N-methylphenethylamine fragment in I is responsible for its antagonist activity. Replacement of the N-methyl group of Xf by an allyl and a propyl group conferred increased antagonist activity. This shift of the potency parallels that observed for II previously.
- 公益社団法人日本薬学会の論文
- 1977-04-25
著者
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井上 博純
Organic Chemistry Research Laboratory, Tanabe Seiyaku Co., Ltd, .
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川森 政敏
Organic Chemistry Research Laboratory
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川森 政敏
Research Laboratories, Tanabe Seiyaku Co., Ltd.
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武田 幹男
Research Laboratories, Tanabe Seiyaku, Co., Ltd.
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塗本 精一
Safety Research Laboratory Tanabe Seiyaku Co. Ltd.
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塗本 精一
Research Laboratories, Tanabe Seiyaku Co., Ltd.
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井上 博純
Research Laboratories, Tanabe Seiyaku Co., Ltd.
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野口 勝通
Research Laboratories, Tanabe Seiyaku Co., Ltd.
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武田 幹男
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.
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井上 博純
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd .
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野口 勝通
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd. :(present Address)sapporo Branch Tanab
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