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  • 标题:Studies on the Syntheses of Hydrogenated Quinolines and Isoquinolines as Analgesics. IV. Synthesis of 3-Hydroxy-9-azamorphinan.
  • 本地全文:下载
  • 作者:Norio Sugimoto ; Hiroshi Kugita
  • 期刊名称:Chemical and Pharmaceutical Bulletin
  • 印刷版ISSN:0009-2363
  • 电子版ISSN:1347-5223
  • 出版年度:1955
  • 卷号:3
  • 期号:1
  • 页码:11-16
  • DOI:10.1248/cpb1953.3.11
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要: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.
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