ethyl 3-(4-methoxyphenyl)-1-{[3-(trifluoromethyl)phenyl]methyl}indole-2-carboxylate | 412007-80-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: ethyl 3-(4-methoxyphenyl)-1-{[3-(trifluoromethyl)phenyl]methyl}indole-2-carboxylate
• 英文别名: Ethyl 3-(4-methoxyphenyl)-1-[[3-(trifluoromethyl)phenyl]methyl]indole-2-carboxylate
• CAS: 412007-80-8
• 化学式: C₂₆H₂₂F₃NO₃
• 分子量: 453.461
• InChiKey: SAHJASGWSPIMGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  40.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 3-(4-methoxyphenyl)-1-{[3-(trifluoromethyl)phenyl]methyl}indole-2-carboxylate 在 盐酸 作用下， 以 四氢呋喃 、 正己烷 、 水 、 乙酸乙酯 为溶剂， 以650 mg (60%)的产率得到(3-(4-Methoxyphenyl)-1-{[3-(trifluoromethyl)phenyl]methyl}indol-2-yl)methan-1-ol
  参考文献：
  名称：

  Substituted indoles, pharmaceutical compounds containing such indoles and their use as PPAR-gamma binding agents

  摘要：

  揭示了替代吲哚类化合物，含有这类吲哚类化合物的药物组合物，以及它们在治疗或预防PPAR-γ介导的疾病或症状中的用途，如骨质疏松症、骨质疏松症、癌症、糖尿病和动脉粥样硬化。

  公开号：

  US20030087902A1
• 作为产物：
  描述：

  吲哚-2-羧酸乙酯 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 ethyl 3-(4-methoxyphenyl)-1-{[3-(trifluoromethyl)phenyl]methyl}indole-2-carboxylate
  参考文献：
  名称：

  Design and synthesis of novel N-sulfonyl-2-indole carboxamides as potent PPAR-γ binding agents with potential application to the treatment of osteoporosis

  摘要：

  The synthesis and structure-activity relationships of a novel series of N-sulfonyl-2-indole carboxamides that bind to peroxisome proliferator-activated receptor gamma (PPAR-gamma) are reported. Chemical optimization of the series led to the identification of 4q (IC(50)=50 nM) as a potent binding agent of PPAR-gamma. Also reported is preliminary cell based data suggesting the use of these compounds in the treatment of osteoporosis.

  DOI：

  10.1016/j.bmcl.2006.08.003

文献信息

• US6787651B2
  申请人：——

  公开号：US6787651B2

  公开（公告）日：2004-09-07
• Substituted indoles, pharmaceutical compounds containing such indoles and their use as PPAR-gamma binding agents
  申请人：——

  公开号：US20030087902A1

  公开（公告）日：2003-05-08

  Disclosed are substituted indoles, pharmaceutical compositions containing such indoles, and their use in treating or preventing PPAR-&ggr; mediated diseases or conditions, such as osteopenia, osteoporosis, cancer, diabetes and atherosclerosis.

  揭示了替代吲哚类化合物，含有这类吲哚类化合物的药物组合物，以及它们在治疗或预防PPAR-γ介导的疾病或症状中的用途，如骨质疏松症、骨质疏松症、癌症、糖尿病和动脉粥样硬化。
• Design and synthesis of novel N-sulfonyl-2-indole carboxamides as potent PPAR-γ binding agents with potential application to the treatment of osteoporosis
  作者：Corey R. Hopkins、Steven V. O’Neil、Michael C. Laufersweiler、Yili Wang、Matthew Pokross、Marlene Mekel、Artem Evdokimov、Richard Walter、Maria Kontoyianni、Maria E. Petrey、Georgios Sabatakos、Jeff T. Roesgen、Eloise Richardson、Thomas P. Demuth

  DOI：10.1016/j.bmcl.2006.08.003

  日期：2006.11

  The synthesis and structure-activity relationships of a novel series of N-sulfonyl-2-indole carboxamides that bind to peroxisome proliferator-activated receptor gamma (PPAR-gamma) are reported. Chemical optimization of the series led to the identification of 4q (IC(50)=50 nM) as a potent binding agent of PPAR-gamma. Also reported is preliminary cell based data suggesting the use of these compounds in the treatment of osteoporosis.