3-(4-Methoxy-phenyl)-1-(3-trifluoromethyl-benzyl)-1H-indole-2-carboxylic acid | 412007-81-9

• 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-Methoxy-phenyl)-1-(3-trifluoromethyl-benzyl)-1H-indole-2-carboxylic acid
• 英文别名: 3-(4-Methoxyphenyl)-1-{[3-(trifluoromethyl)phenyl]methyl}indole-2-carboxylic acid；3-(4-methoxyphenyl)-1-[[3-(trifluoromethyl)phenyl]methyl]indole-2-carboxylic acid
• CAS: 412007-81-9
• 化学式: C₂₄H₁₈F₃NO₃
• 分子量: 425.407
• InChiKey: RKLIRTOEAQVESQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(4-Methoxy-phenyl)-1-(3-trifluoromethyl-benzyl)-1H-indole-2-carboxylic acid 、 邻甲酸甲酯苯磺酰胺 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 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-{[3-(4-Methoxy-phenyl)-1-(3-trifluoromethyl-benzyl)-1H-indole-2-carbonyl]-sulfamoyl}-benzoic acid methyl ester
  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
• 作为产物：
  描述：

  吲哚-2-羧酸乙酯 在 氢氧化钾 、 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 3-(4-Methoxy-phenyl)-1-(3-trifluoromethyl-benzyl)-1H-indole-2-carboxylic acid
  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.

  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。
• 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。
• SUBSTITUTED INDOLES, PHARMACEUTICAL COMPOSITIONS CONTAINING SUCH INDOLES AND THEIR USE AS PPAR-$g(g) BINDING AGENTS
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP1341761A1

  公开（公告）日：2003-09-10
• US6787651B2
  申请人：——

  公开号：US6787651B2

  公开（公告）日：2004-09-07
• [EN] SUBSTITUTED INDOLES, PHARMACEUTICAL COMPOSITIONS CONTAINING SUCH INDOLES AND THEIR USE AS PPAR- gamma BINDING AGENTS<br/>[FR] INDOLES SUBSTITUEES, COMPOSITIONS PHARMACEUTIQUES CONTENANT CES INDOLES ET LEUR UTILISATION COMME AGENT DE FIXATION DE PPAR- DOLLAR G(G)
  申请人：BAYER AG

  公开号：WO2002030895A1

  公开（公告）日：2002-04-18

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