11-(hexahydro-1H-1,4-diazepin-1-yl)-5H-imidazo[1,2-b][2]benzazepine | 1248592-19-9

• 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: 11-(hexahydro-1H-1,4-diazepin-1-yl)-5H-imidazo[1,2-b][2]benzazepine
• CAS: 1248592-19-9
• 化学式: C₁₇H₂₀N₄
• 分子量: 280.373
• InChiKey: RSWQXGAGHXCBGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  33.09
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2-二甲基-3-氧代丙酸甲酯 、 11-(hexahydro-1H-1,4-diazepin-1-yl)-5H-imidazo[1,2-b][2]benzazepine 在 溶剂黄146 、 sodium triacetoxyborohydride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 16.5h， 以51 mg的产率得到mehyl 3-[4-(5H-imidazo[1,2-b][2]benzazepin-11-yl)hexahydro-1H-1,4-diazepin-1-yl]-2,2-dimethylpropanoate
  参考文献：
  名称：

  Novel imidazobenzazepine derivatives as dual H1/5-HT2A antagonists for the treatment of sleep disorders

  摘要：

  A novel imidazobenzazepine template (5a) with potent dual H-1/5-HT2A antagonist activity was identified. Application of a zwitterionic approach to this poorly selective and poorly developable starting point successfully delivered a class of high quality leads, 3-[4-(3-R-1-2-R-5H-imidazo[1,2-b][2]benzazepin-11-yl)-1-piperazinyl]-2,2-dimethylpropanoic acids (e. g., 9, 19, 20, and 21), characterized by potent and balanced H-1/5-HT2A receptor antagonist activities and good developability profiles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.029
• 作为产物：
  描述：

  高哌嗪 、 5,10-dihydro-11H-imidazo[1,2-b][2]benzazepin-11-one 在 三氟甲磺酸三甲基硅酯 作用下， 反应 2.0h， 以67.2%的产率得到11-(hexahydro-1H-1,4-diazepin-1-yl)-5H-imidazo[1,2-b][2]benzazepine
  参考文献：
  名称：

  Novel imidazobenzazepine derivatives as dual H1/5-HT2A antagonists for the treatment of sleep disorders

  摘要：

  A novel imidazobenzazepine template (5a) with potent dual H-1/5-HT2A antagonist activity was identified. Application of a zwitterionic approach to this poorly selective and poorly developable starting point successfully delivered a class of high quality leads, 3-[4-(3-R-1-2-R-5H-imidazo[1,2-b][2]benzazepin-11-yl)-1-piperazinyl]-2,2-dimethylpropanoic acids (e. g., 9, 19, 20, and 21), characterized by potent and balanced H-1/5-HT2A receptor antagonist activities and good developability profiles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.029