2,3-dimethoxy-5,6,9,10,11,12,13,13a-octahydro-8H-dibenzoquinolizine | 138949-71-0

• 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: 2,3-dimethoxy-5,6,9,10,11,12,13,13a-octahydro-8H-dibenzoquinolizine
• 英文别名: (13aS)-2,3-dimethoxy-6,8,9,10,11,12,13,13a-octahydro-5H-isoquinolino[2,1-b]isoquinoline
• CAS: 138949-71-0
• 化学式: C₁₉H₂₅NO₂
• 分子量: 299.413
• InChiKey: RCJOCCBKQTULLZ-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dimethoxy-5,6,9,10,11,12,13,13a-octahydro-8H-dibenzoquinolizine 在 镍 氢气 作用下， 以 甲醇 为溶剂， 85.0 ℃ 、8.0 MPa 条件下， 反应 5.0h， 以60%的产率得到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 、 sodium tetrahydroborate 、 五氯化磷 、 phosphorus pentoxide 、 锌 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 10.0h， 生成 2,3-dimethoxy-5,6,9,10,11,12,13,13a-octahydro-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

文献信息

• Memetzidis, Georges; Jung, Louis; Stambach, Jean-Francois, Heterocycles, 1993, vol. 36, # 1, p. 107 - 116
  作者：Memetzidis, Georges、Jung, Louis、Stambach, Jean-Francois

  DOI：——

  日期：——
• Structure-affinity relationships of berbines or 5,6,13,13a-tetrahydro-8H-dibenzo[a,g]quinolizines at α-adrenoceptors
  作者：G Memetzidis、JF Stambach、L Jung、C Schott、C Heitz、JC Stoclet

  DOI：10.1016/0223-5234(91)90195-s

  日期：1991.9

  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.