(2Z)-2-(1-{2-chloro-4-[(3R)-3-methylpyrrolidin-1-yl]benzoyl}-4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)-N-(2-hydroxyethyl)acetamide | 530091-05-5

• 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: (2Z)-2-(1-{2-chloro-4-[(3R)-3-methylpyrrolidin-1-yl]benzoyl}-4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)-N-(2-hydroxyethyl)acetamide
• 英文别名: Benzazepinelidene acetamide derivative, 1d；(2Z)-2-[1-[2-chloro-4-[(3R)-3-methylpyrrolidin-1-yl]benzoyl]-4,4-difluoro-2,3-dihydro-1-benzazepin-5-ylidene]-N-(2-hydroxyethyl)acetamide
• CAS: 530091-05-5
• 化学式: C₂₆H₂₈ClF₂N₃O₃
• 分子量: 503.976
• InChiKey: SALSRQVDZRKOPL-VKZJTJHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  、 C.I.酸性橙108 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以83%的产率得到(2Z)-2-(1-{2-chloro-4-[(3R)-3-methylpyrrolidin-1-yl]benzoyl}-4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)-N-(2-hydroxyethyl)acetamide
  参考文献：
  名称：

  Optimization of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepine-5-ylidene)acetamide derivatives as arginine vasopressin V2 receptor agonists and discussion of their binding modes

  摘要：

  A series of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepine-5-ylidene)acetamide derivatives were optimized to achieve potent agonistic activity, both in vitro and in vivo, for the arginine vasopressin V-2 receptor, resulting in the eventual discovery of compound 1g. Molecular modeling of compound 1g with V-2 receptor was also examined to evaluate the binding mode of this series of compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.10.038

文献信息

• Optimization of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepine-5-ylidene)acetamide derivatives as arginine vasopressin V2 receptor agonists and discussion of their binding modes
  作者：Issei Tsukamoto、Hiroyuki Koshio、Masaya Orita、Chikashi Saitoh、Hiroko Yanai-Inamura、Chika Kitada-Nozawa、Eisaku Yamamoto、Takeyuki Yatsu、Shuichi Sakamoto、Shin-ichi Tsukamoto

  DOI：10.1016/j.bmc.2009.10.038

  日期：2009.12.15

  A series of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepine-5-ylidene)acetamide derivatives were optimized to achieve potent agonistic activity, both in vitro and in vivo, for the arginine vasopressin V-2 receptor, resulting in the eventual discovery of compound 1g. Molecular modeling of compound 1g with V-2 receptor was also examined to evaluate the binding mode of this series of compounds. (C) 2009 Elsevier Ltd. All rights reserved.