5,6,8,9,10,14b-Hexahydro-3-methoxyisochino[1,2-a][2]benzazepin | 251306-26-0

• 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-3-methoxyisochino[1,2-a][2]benzazepin
• 英文别名: 3-Methoxy-5,6,8,9,10,14b-hexahydroisoquinolino[1,2-a][2]benzazepine
• CAS: 251306-26-0
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: OPXBEMRCZKNGGO-UHFFFAOYSA-N

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：

  5,6,8,9,10,14b-Hexahydro-3-methoxyisochino[1,2-a][2]benzazepin 、 碘甲烷 以 乙腈 为溶剂， 反应 48.0h， 以86%的产率得到3-methoxy-7-methyl-5,6,8,9,10,14b-hexahydroisoquino[1,2-a][2]benzazepinium iodide
  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-(3-羟丙基)苯甲酸甲酯 在 sodium tetrahydroborate 、 三氯氧磷 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 15.0h， 生成 5,6,8,9,10,14b-Hexahydro-3-methoxyisochino[1,2-a][2]benzazepin
  参考文献：
  名称：

  Meise; Onusseit; Clemens, Pharmazie, 1999, vol. 54, # 9, p. 658 - 666

  摘要：

  DOI：

文献信息

• 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.
• Meise; Onusseit; Clemens, Pharmazie, 1999, vol. 54, # 9, p. 658 - 666
  作者：Meise、Onusseit、Clemens

  DOI：——

  日期：——