3-(1-(2,4-dichlorobenzyl)-3a-(methoxycarbonyl)-2-oxo-2,3,3a,4,5,6-hexahydro-1H-indol-7-yl)acrylic acid | 1138723-51-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-(1-(2,4-dichlorobenzyl)-3a-(methoxycarbonyl)-2-oxo-2,3,3a,4,5,6-hexahydro-1H-indol-7-yl)acrylic acid
• CAS: 1138723-51-9
• 化学式: C₂₀H₁₉Cl₂NO₅
• 分子量: 424.281
• InChiKey: CZPPMBYBAFQCOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  83.91
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(1-(2,4-dichlorobenzyl)-3a-(methoxycarbonyl)-2-oxo-2,3,3a,4,5,6-hexahydro-1H-indol-7-yl)acrylic acid 、 3,4-二氟苯磺酰胺 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 1-[(2,4-dichlorophenyl)methyl]-7-[3-[(3,4-difluorophenyl)sulfonylamino]-3-oxoprop-1-enyl]-2-oxo-3,4,5,6-tetrahydroindole-3a-carboxylate
  参考文献：
  名称：

  Peri-substituted hexahydro-indolones as novel, potent and selective human EP3 receptor antagonists

  摘要：

  A series of peri-substituted [4.3.0] bicyclic non-aromatic heterocycles have been identified as potent and selective hEP(3) receptor antagonists. These molecules adopt a hair-pin conformation that overlaps with the endogenous ligand PGE(2) and fits into an internally generated EP3 pharmacophore model. Optimized compounds show good metabolic stability and improved solubility over their corresponding bicyclic aromatic analogs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.027
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-(1-(2,4-dichlorobenzyl)-3a-(methoxycarbonyl)-2-oxo-2,3,3a,4,5,6-hexahydro-1H-indol-7-yl)acrylic acid
  参考文献：
  名称：

  Peri-substituted hexahydro-indolones as novel, potent and selective human EP3 receptor antagonists

  摘要：

  A series of peri-substituted [4.3.0] bicyclic non-aromatic heterocycles have been identified as potent and selective hEP(3) receptor antagonists. These molecules adopt a hair-pin conformation that overlaps with the endogenous ligand PGE(2) and fits into an internally generated EP3 pharmacophore model. Optimized compounds show good metabolic stability and improved solubility over their corresponding bicyclic aromatic analogs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.027