1-(3,4-dimethoxybenzyl)-2-formyl-1,2,3,4,5,6,7,8-octahydroisoquinoline | 138949-54-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-(3,4-dimethoxybenzyl)-2-formyl-1,2,3,4,5,6,7,8-octahydroisoquinoline
• 英文别名: 2-formyl-1-veratryl-1,2,3,4,5,6,7,8-octahydro-isoquinoline；2-Formyl-1-veratryl-1,2,3,4,5,6,7,8-octahydro-isochinolin
• CAS: 138949-54-9
• 化学式: C₁₉H₂₅NO₃
• 分子量: 315.412
• InChiKey: UHYVLBNESDHEDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(3,4-dimethoxybenzyl)-2-formyl-1,2,3,4,5,6,7,8-octahydroisoquinoline 在 五氯化磷 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以70%的产率得到10,11-dimethoxy-1,2,3,4,5,6,13,13a-octahydrodibenzoquinolizinium chloride
  参考文献：
  名称：

  Structure-affinity relationships of berbines or 5,6,13,13a-tetrahydro-8H-dibenzo[a,g]quinolizines at α-adrenoceptors

  摘要：

  The synthesis of some derivatives of tetrahydro-8H-dibenzo[a,g]quinolizines or berbines is described. A pharmacological study was carried out at alpha-1 and alpha-2-adrenoceptors using radioligand binding techniques. This study has shown that the aromatic ring A is responsible for the alpha-2-affinity of berbines. Furthermore, the aromatic ring D is important for alpha-1-affinity. However, in this case, it seems that the planarity of the molecule is a very important structural parameter for affinity. The role of the nitrogen atom is also discussed. A conformational analysis of the partial saturated berbines was established by a C-13 NMR study.

  DOI：

  10.1016/0223-5234(91)90195-s
• 作为产物：
  描述：

  2-(1-环己烯基)乙胺 在 五氯化磷 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 反应 9.75h， 生成 1-(3,4-dimethoxybenzyl)-2-formyl-1,2,3,4,5,6,7,8-octahydroisoquinoline
  参考文献：
  名称：

  Structure-affinity relationships of berbines or 5,6,13,13a-tetrahydro-8H-dibenzo[a,g]quinolizines at α-adrenoceptors

  摘要：

  The synthesis of some derivatives of tetrahydro-8H-dibenzo[a,g]quinolizines or berbines is described. A pharmacological study was carried out at alpha-1 and alpha-2-adrenoceptors using radioligand binding techniques. This study has shown that the aromatic ring A is responsible for the alpha-2-affinity of berbines. Furthermore, the aromatic ring D is important for alpha-1-affinity. However, in this case, it seems that the planarity of the molecule is a very important structural parameter for affinity. The role of the nitrogen atom is also discussed. A conformational analysis of the partial saturated berbines was established by a C-13 NMR study.

  DOI：

  10.1016/0223-5234(91)90195-s

文献信息

• DE899354
  申请人：——

  公开号：——

  公开（公告）日：——
• Cyclohexenyl ethyl amine and process for the manufacture thereof
  申请人：HOFFMANN LA ROCHE

  公开号：US02634292A1

  公开（公告）日：1953-04-07
• 1-benzyl-1, 2, 3, 4, 5, 6, 7, 8-octahydroiso-quinolines and method for their production
  申请人：HOFFMANN LA ROCHE

  公开号：US02634273A1

  公开（公告）日：1953-04-07