Synthesis of 1-Azabicyclo[3.3.0]octane Derivatives and Their Effects as Piracetam-like Nootropics

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概要

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• A useful pharmaceutical intermediate, 5-nitromethyl-1-azabicyclo[3.3.0]octane (1), was prepared in one step from 1,7-dichloro-4-heptanone (4) under mild conditions. Catalytic hydrogenation of 1 over Raney Ni in the presence of sodium hydroxide afforded 5-aminomethyl-1-azabicyclo[3.3.0]octane (2) in high yield. Piracetam analogues 20-23,which were pyrrolidine derivatives involving a 1-azabicyclo[3.3.0]octane ring, were synthesized.Pharmacological tests showed that N-[(1-azabicyclo[3.3.0]octan-5-yl)methyl]-2-oxo-1-pyrrolidineacetamide (20) improves cerebral function.

• 公益社団法人日本薬学会の論文
• 2000-08-01

著者

• Oka Mitsuru

  Central Research Laboratory Sanwa Kagaku Kenkyusho Co. Ltd.

• Matsumoto Yukiharu

  Central Research Laboratory Sanwa Kagaku Kenkyusho Co. Ltd.

• HIROOKA Kiyotaka

  Central Research Laboratory, Sanwa Kagaku Kenkyusho, Co., Ltd.,

• SUZUKI Tomoo

  Central Research Laboratory, Sanwa Kagaku Kenkyusho, Co., Ltd.,

• Suzuki Tomoo

  Central Research Laboratory Sanwa Kagaku Kenkyusho Co. Ltd.

• Hirooka Kiyotaka

  Central Research Laboratory Sanwa Kagaku Kenkyusho Co. Ltd.

関連論文

• Synthesis and Anti-influenza Virus Activity of Tricyclic Compounds with a Unique Amine Moiety
• Characterization of the Neurochemical Effects of N-[2-(1-azabicyclo[3,3,0]octan-5-yl)ethyl]2-nitroaniline fumarate (SK-946) as a Cognition Activator
• Effects of N-[2-(1-Azabicyclo[3,3,0]octan-5-yl)ethyl]2-nitroaniline Fumarate (SK-946), a Novel Cognition Activator, on Learning and Memory in Rodent Models
• Synthesis of 1-Azabicyclo[3.3.0]octane Derivatives and Their Effects as Piracetam-like Nootropics

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