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Synthesis and muscarinic activity of novel aniline derivatives with a 1- azabicyclo[3.3.0]octane moiety

DOI: 10.1248/cpb.47.28

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Chemical and Pharmaceutical Bulletin p. 28 - 36 (1999)

Update date:2022-08-04

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Authors:

Suzuki, TomooSuzuki, Tomoo

Oka, MitsuruOka, Mitsuru

Maeda, KoujiMaeda, Kouji

Furusawa, KenichiFurusawa, Kenichi

Uesaka, HiroshiUesaka, Hiroshi

Kataoka, TadashiKataoka, Tadashi

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Article abstract of DOI:10.1248/cpb.47.28

In order to develop drugs effective against Alzheimer's disease, we synthesized a series of aniline derivatives having a characteristic cyclic amine, 1-azabicyclo[3.3.0]octane ring, and evaluated their binding affinity for the central muscarinic cholinergic receptor. Among these compounds which showed high affinity to the M1 receptor, N-[2-(1-Azabicyclo[3.3.0]octan-5- yl)ethyl]-2-nitroaniline (9f fumarate, SK-946) showed the highest affinity. The ability of this compound to improve cognitive function was assessed using the passive avoidance test in scopolamine-induced dementia mice. Some anilines with a 1-azabicyclo[3.3.1]nonane ring were also synthesized by the ring expansion of the 1-azabicyclo[3.3.0]octane ring, and showed a high affinity for the central muscarinic cholinergic receptor.

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Full text of DOI:10.1248/cpb.47.28

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Product name:N-(1-azabicyclo<3.3.0>octan-5-yl)methyl-N-formyl-2-phenylalanine

Cas No:167889-01-2

167889-01-2

R&D Labs maybe for 167889-01-2

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