1-(3,4-dimethoxybenzyl)-3,4,5,6,7,8-hexahydroisoquinoline hydrochloride | 101781-78-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3,4-dimethoxybenzyl)-3,4,5,6,7,8-hexahydroisoquinoline hydrochloride
• CAS: 101781-78-6
• 化学式: C₁₈H₂₃NO₂*ClH
• 分子量: 321.847
• InChiKey: YOIIONZPOKNWRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.82
• 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)-3,4,5,6,7,8-hexahydroisoquinoline hydrochloride 在 镍 sodium tetrahydroborate 、 五氯化磷 、 氢气 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 25.0~190.0 ℃ 、8.0 MPa 条件下， 反应 4.25h， 生成 10,11-dimethoxy-1,2,3,4,4a,5,6,13,13a,13b-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：

  2-(1-环己烯基)乙胺 在 五氯化磷 作用下， 以 氯仿 为溶剂， 反应 9.0h， 生成 1-(3,4-dimethoxybenzyl)-3,4,5,6,7,8-hexahydroisoquinoline hydrochloride
  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