Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis and Analgesic Activity of Cyclohexenylmethylamines and Related Compounds
TAKESHI KATOHARUMITSU ISHIIKIYOHISA KAWAIYOICHI SAWA
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1984 Volume 32 Issue 6 Pages 2279-2289

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Abstract

N, N-Dimethyl-(6-benzyl-2-cyclohexenyl) methylamine derivatives (I) were prepared by dehydrochlorination of the 1, 2-cis-N, N-dimethyl-(6-benzyl-2-chlorocyclohexyl) methylamines (XII), which were obtained by the reaction of the 1, 2-trans-cyclohexanol derivatives (X) with thionyl chloride. The cyclohexenylmethylamine derivatives and related compounds were examined for analgesic activity by using the phenylquinone writhing method. Some of them, in particular, 1, 6-trans-N, N-dimethyl-(6-benzyl-4, 4-dimethyl-2-cyclohexenyl) methylamine hydrochloride (37) showed pronounced pharmacological activities. Structure-activity relationships are discussed.

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© The Pharmaceutical Society of Japan
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