(3-(4-methoxyphenyl)-1-{[3-(trifluoromethyl)phenyl]methyl}indol-2-yl)-N-(phenylsulfonyl) carboxamide

• 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: (3-(4-methoxyphenyl)-1-{[3-(trifluoromethyl)phenyl]methyl}indol-2-yl)-N-(phenylsulfonyl) carboxamide
• 英文别名: (3-(4-methoxyphenyl)-1-{[3-(trifluoromethyl)phenyl]methyl}indol-2-yl)-N-(phenylsulfonyl)-carboxamide；3-(4-Methoxyphenyl)-N-(Phenylsulfonyl)-1-[3-(Trifluoromethyl)benzyl]-1h-Indole-2-Carboxamide；N-(benzenesulfonyl)-3-(4-methoxyphenyl)-1-[[3-(trifluoromethyl)phenyl]methyl]indole-2-carboxamide
• 化学式: C₃₀H₂₃F₃N₂O₄S
• 分子量: 564.585
• InChiKey: BCPFCXDCWUXOGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  85.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  吲哚-2-羧酸乙酯 在 4-二甲氨基吡啶 、 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 (3-(4-methoxyphenyl)-1-{[3-(trifluoromethyl)phenyl]methyl}indol-2-yl)-N-(phenylsulfonyl) carboxamide
  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

• 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.

  本发明涉及替代吲哚、含有该类吲哚的药物组合物，以及它们在治疗或预防PPAR-&ggr;介导的疾病或病状中的应用，如骨质疏松、骨质疏松症、癌症、糖尿病和动脉硬化等。
• Substituted indoles, pharmaceutical compounds containing such indoles and their use as PPAR-&ggr; binding agents
  申请人：SmithKline Beecham Corporation

  公开号：US06787651B2

  公开（公告）日：2004-09-07

  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.

  本发明涉及取代吲哚、含有此类吲哚的制药组合物以及它们在治疗或预防PPAR-&ggr;介导的疾病或病况方面的用途，例如骨质疏松症、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.