Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on the Syntheses of Analgesics. VI. Synthesis of 1, 2, 3, 4, 5, 6-Hexahydro-1, 5-methano-3-benzazocine Derivatives
澤 陽一加藤 武司増田 亨堀 幹夫藤村 一
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1975 年 23 巻 9 号 p. 1932-1937

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Continuing our study of new types of non-narcotic analgesics, we synthesized several 1, 2, 3, 4, 5, 6-hexahydro-6, 6-dimethyl-1, 5-methano-3-benzazocine derivatives from ethyl 4-methoxyphenylacetate via the ring closure reaction of 5-(1-hydroxy-1-methylethyl)-3-(4-methoxyphenyl)-2-piperidinone (V). The by-product which was produced by the ring closure reaction of V, was presumed to be 1, 2, 3, 4, 5, 6-hexahydro-8-methoxy-6, 6-dimethyl-9-sulfo-1, 5-methano-3-benzazocine (VII). The synthesized compounds were tested for analgesic activity in mice.

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