(6aS,13bS)-11-chloro-4-(1H-indol-5-yl)-7-methyl-5,6,6a,8,9,13b-hexahydronaphtho[1,2-a][3]benzazepin-12-ol | 1215174-32-5

• 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: (6aS,13bS)-11-chloro-4-(1H-indol-5-yl)-7-methyl-5,6,6a,8,9,13b-hexahydronaphtho[1,2-a][3]benzazepin-12-ol
• CAS: 1215174-32-5
• 化学式: C₂₇H₂₅ClN₂O
• 分子量: 428.961
• InChiKey: VABAVSCPQUXQLP-AHKZPQOWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  31
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  39.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (6aS,13bS)-4-bromo-11-chloro-7-methyl-5,6,6a,8,9,13b-hexahydronaphtho[1,2-a][3]benzazepin-12-ol 、 5-吲哚硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 (6aS,13bS)-11-chloro-4-(1H-indol-5-yl)-7-methyl-5,6,6a,8,9,13b-hexahydronaphtho[1,2-a][3]benzazepin-12-ol
  参考文献：
  名称：

  Remote functionalization of SCH 39166: Discovery of potent and selective benzazepine dopamine D1 receptor antagonists

  摘要：

  A series of novel benzazepine derived dopamine D-1 antagonists have been discovered. These compounds are highly potent at D1 and showed excellent selectivity over D-2 and D-4 receptors. SAR studies revealed that a variety of functional groups are tolerated on the D-ring of known tetracyclic benzazepine analog 2, SCH 39166, leading to compounds with nanomolar potency at D-1 and good selectivity over D-2-like receptors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.12.094

文献信息

• Remote functionalization of SCH 39166: Discovery of potent and selective benzazepine dopamine D1 receptor antagonists
  作者：T.K. Sasikumar、Duane A. Burnett、William J. Greenlee、Michelle Smith、Ahmad Fawzi、Hongtao Zhang、Jean E. Lachowicz

  DOI：10.1016/j.bmcl.2009.12.094

  日期：2010.2

  A series of novel benzazepine derived dopamine D-1 antagonists have been discovered. These compounds are highly potent at D1 and showed excellent selectivity over D-2 and D-4 receptors. SAR studies revealed that a variety of functional groups are tolerated on the D-ring of known tetracyclic benzazepine analog 2, SCH 39166, leading to compounds with nanomolar potency at D-1 and good selectivity over D-2-like receptors. Published by Elsevier Ltd.