Ethyl 3-bromo-1-[[3-(trifluoromethyl)phenyl]methyl]indole-2-carboxylate | 411230-83-6

• 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-bromo-1-[[3-(trifluoromethyl)phenyl]methyl]indole-2-carboxylate
• CAS: 411230-83-6
• 化学式: C₁₉H₁₅BrF₃NO₂
• 分子量: 426.233
• InChiKey: GNBNSQZCWCMOPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 3-bromo-1-[[3-(trifluoromethyl)phenyl]methyl]indole-2-carboxylate 在 氢氧化钾 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 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
• 作为产物：
  描述：

  吲哚-2-羧酸乙酯 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 Ethyl 3-bromo-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

• 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.