5,6,8,9,10,14b-Hexahydro-12-methoxyisochino<1,2-a><2>benzazepin | 108010-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 5,6,8,9,10,14b-Hexahydro-12-methoxyisochino<1,2-a><2>benzazepin
• 英文别名: 12-Methoxy-5,6,8,9,10,14b-hexahydroisoquinolino[1,2-a][2]benzazepine
• CAS: 108010-41-9
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: NQCFSTOIPWEHLX-UHFFFAOYSA-N

物化性质

• 沸点：
  413.6±45.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氯甲酸乙酯 、 5,6,8,9,10,14b-Hexahydro-12-methoxyisochino<1,2-a><2>benzazepin 在 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.0h， 生成 ethyl 12-methoxy-5,6,8,9,10,15-hexahydro-7H-dibenzo[d,g]azacycloundecine-7-carboxylate
  参考文献：
  名称：

  Dopamine/Serotonin Receptor Ligands. 16. Expanding Dibenz[d,g]azecines to 11- and 12-Membered Homologues. Interaction with Dopamine D₁−D₅ Receptors

  摘要：

  Oxygenated 7-methyl-5,6,7,8,9,14-hexahydrodibenz[d,g]azecines are potent dopamine receptor antagonists, preferentially at D-1/D-5. We synthesized the hydroxylated, methoxylated, and chlorinated 11-membered and 12-membered homologues of these 10-membered heterocycles. Their affinities for the human cloned D-1-D-5 receptors (radioligand binding) and functionalities (calcium assay) were measured. Enlarging the dibenzazecines to the corresponding dibenzazacycloundecenes and dibenzazacyclododecenes generally maintains the high antagonistic affinity for D-1/D-5 but also leads to a compound with a clozapine-like binding profile due to additional affinity for D-4.

  DOI：

  10.1021/jm070388+
• 作为产物：
  描述：

  2-(2-Hydroxyethyl)-N-<3-(3-methoxyphenyl)propyl>benzamid 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 5,6,8,9,10,14b-Hexahydro-12-methoxyisochino<1,2-a><2>benzazepin
  参考文献：
  名称：

  Meise, Werner; Schlueter, Gerd, Liebigs Annalen der Chemie, 1987, p. 639 - 642

  摘要：

  DOI：

文献信息

• Meise, Werner; Schlueter, Gerd, Liebigs Annalen der Chemie, 1987, p. 639 - 642
  作者：Meise, Werner、Schlueter, Gerd

  DOI：——

  日期：——
• Dopamine/Serotonin Receptor Ligands. 16. Expanding Dibenz[<i>d,g</i>]azecines to 11- and 12-Membered Homologues. Interaction with Dopamine D₁−D₅ Receptors
  作者：Christoph Enzensperger、Franziska K. U. Müller、Bärbel Schmalwasser、Petra Wiecha、Heidi Traber、Jochen Lehmann

  DOI：10.1021/jm070388+

  日期：2007.9.1

  Oxygenated 7-methyl-5,6,7,8,9,14-hexahydrodibenz[d,g]azecines are potent dopamine receptor antagonists, preferentially at D-1/D-5. We synthesized the hydroxylated, methoxylated, and chlorinated 11-membered and 12-membered homologues of these 10-membered heterocycles. Their affinities for the human cloned D-1-D-5 receptors (radioligand binding) and functionalities (calcium assay) were measured. Enlarging the dibenzazecines to the corresponding dibenzazacycloundecenes and dibenzazacyclododecenes generally maintains the high antagonistic affinity for D-1/D-5 but also leads to a compound with a clozapine-like binding profile due to additional affinity for D-4.