鎮痛剤としてのHydro化Quinoline類及びIsoquinoline類の合成研究(第4報)3-Hydroxy-9-azamorphinanの合成

概要

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1) Isoquinoline cyclization by the Bischler-Napieralski reaction proved to be successful in the acyl derivatives of phenethylamines in which the carbon at α- and β-positions are bonded by a few number of methylene groups, or the amino and the carbon in α-position or those in which the carbon at α- and β-positions and the amino and the carbon in the β-position are both bonded by a few number of methylene groups, but unsuccessful in those in which the carbon at β-position and the amine are bonded by some methylene groups. 2) 3-Hydroxy-9-azamorphinan and its allied compounds were synthesized by such means. 3) Animal tests showed that 3-hydroxy-9-azamorphinan possesses analgesic action equal to that of morphine but its toxicity is far stronger. 4) The isomers and allied compounds of 3-hydroxy-9-azamorphinan does not possess any analgesic action.
公益社団法人日本薬学会の論文
1955-02-20