1-(1-cyclohexenyl)methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline | 138949-57-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 1-(1-cyclohexenyl)methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
• CAS: 138949-57-2
• 化学式: C₁₈H₂₅NO₂
• 分子量: 287.402
• InChiKey: CEXRCQFHFVOETJ-UHFFFAOYSA-N

物化性质

• 沸点：
  418.5±45.0 °C(Predicted)
• 密度：
  1.057±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.78
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  30.49
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(1-cyclohexenyl)methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 在 镍 sodium tetrahydroborate 、 五氯化磷 、 氢气 作用下， 以 甲醇 、 氯仿 为溶剂， 25.0~190.0 ℃ 、8.0 MPa 条件下， 反应 9.0h， 生成 2,3-dimethoxy-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-dibenzoquinolizine
  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：

  1-环己烯基乙酸 在 盐酸 、 phosphorus pentoxide 、 锌 作用下， 反应 6.0h， 生成 1-(1-cyclohexenyl)methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
  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