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化学学报
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化学学报 ›› 1964, Vol. 30 ›› Issue (2): 193-196. 上一篇    下一篇

论文

延胡索素乙有关化合物的合成Ⅲ.2, 3, 9, 11-四甲氧基-5, 6, 13, 13a-四氢-8H-二苯并[a,g]喹诺里嗪的合成

宗汝实, 嵇汝运   

  1. 中国科学院药物研究所
  • 投稿日期:1963-06-28 发布日期:2013-06-03

THE SYNTHESIS OF TETRAHYDROPALMATIN ANALOGUES Ⅲ. THE SYNTHESIS OF 2, 3, 9, 11-TETRAMETHOXY-5, 6, 13, 13a-TETRAHYDRO-8H-DIBENZO [a, g] QUINOLIZINE

TSUNG JU-SHIH, KYI ZU-YOONG   

  1. Institute of Materia Medica, Academia Sinica
  • Received:1963-06-28 Published:2013-06-03

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被引次数

2

β-(3,4-二甲氧基苯基)乙胺(Ⅲ)与3,5-二甲氧基-α-重氮苯乙酮(Ⅳ)在氧化银存在下作用,生成N-(3',5'-二甲氧基苯乙酰基)-β-(3,4-二甲氧基苯基)乙胺(Ⅴ).以磷酰氯行Bischler-Napieralski反应,得1-(3',5'-二甲氧基苄基)-6,7-二甲氧基-3,4-二氢异喹啉(Ⅵ),再用锌粉与盐酸还原,生成1-(3',5'-二甲氧基苄基)-6,7-二甲氧基-1,2,3,4-匹氢异喹啉(Ⅶ),用甲醛行Pictet-Spengler反应得2,3,9,11-四甲氧基-5,6,13,13 a-匹氢-8 H-二苯并[a,g]喹诺里嗪(Ⅷ).

Corydalis B,a constituent of the Chinese plant CorydaLis ambihus,is a potent analgesic which also exhibits significant sedative activity.The chemical constitution of this alkaloid has been proved to be 2,3,9,10-tetramethoxy-5,6,13,13a-tetrahydro-8H-dibenzo [a,g] quinolizine (tetrahydropalmatin,Ⅰ).Pharmacological studies carried out in this institute revealed that replacement of the methoxy groups in I by other alkoxy or acyloxy groups caused substantial change in its pharmacological actions.