methyl {4-[({3-[3-phenyl-8-(trifluoromethyl)quinolin-4-yl]phenyl}amino)methyl]phenyl}acetate | 854775-30-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: methyl {4-[({3-[3-phenyl-8-(trifluoromethyl)quinolin-4-yl]phenyl}amino)methyl]phenyl}acetate
• 英文别名: Methyl 2-[4-[[3-[3-phenyl-8-(trifluoromethyl)quinolin-4-yl]anilino]methyl]phenyl]acetate；methyl 2-[4-[[3-[3-phenyl-8-(trifluoromethyl)quinolin-4-yl]anilino]methyl]phenyl]acetate
• CAS: 854775-30-7
• 化学式: C₃₂H₂₅F₃N₂O₂
• 分子量: 526.558
• InChiKey: JRUNVNFSBKQNCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl {4-[({3-[3-phenyl-8-(trifluoromethyl)quinolin-4-yl]phenyl}amino)methyl]phenyl}acetate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 以31%的产率得到{4-[({3-[3-Phenyl-8-(Trifluoromethyl)Quinolin-4-yl]Phenyl}Amino)Methyl]Phenyl} Acetic Acid
  参考文献：
  名称：

  Further modification on phenyl acetic acid based quinolines as liver X receptor modulators

  摘要：

  A series of phenyl acetic acid based quinolines was prepared as LXR modulators. An SAR study in which the C-3 and C-8 positions of the quinoline core were varied led to the identification of two potent LXR agonists 23 and 27. Both compounds displayed good binding affinity for LXR beta and LXR alpha, and increased expression of ABCAl in THP-1 cells. These two compounds also had desirable pharmacokinetic profiles in mice and displayed in vivo efficacy in a 12-week Apo E knockout mouse lesion model. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.03.013
• 作为产物：
  描述：

  8-(三氟甲基)喹啉-4(1H)-酮 在 四(三苯基膦)钯 溴 、 碳酸氢钠 、 sodium carbonate 、 potassium carbonate 、 溶剂黄146 、 三溴氧磷 作用下， 以 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 5.5h， 生成 methyl {4-[({3-[3-phenyl-8-(trifluoromethyl)quinolin-4-yl]phenyl}amino)methyl]phenyl}acetate
  参考文献：
  名称：

  Further modification on phenyl acetic acid based quinolines as liver X receptor modulators

  摘要：

  A series of phenyl acetic acid based quinolines was prepared as LXR modulators. An SAR study in which the C-3 and C-8 positions of the quinoline core were varied led to the identification of two potent LXR agonists 23 and 27. Both compounds displayed good binding affinity for LXR beta and LXR alpha, and increased expression of ABCAl in THP-1 cells. These two compounds also had desirable pharmacokinetic profiles in mice and displayed in vivo efficacy in a 12-week Apo E knockout mouse lesion model. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.03.013

文献信息

• Further modification on phenyl acetic acid based quinolines as liver X receptor modulators
  作者：Baihua Hu、James Jetter、David Kaufman、Robert Singhaus、Ronald Bernotas、Rayomand Unwalla、Elaine Quinet、Dawn Savio、Anita Halpern、Michael Basso、James Keith、Valerie Clerin、Liang Chen、Qiang-Yuan Liu、Irene Feingold、Christine Huselton、Farooq Azam、Annika Goos-Nilsson、Anna Wilhelmsson、Ponnal Nambi、Jay Wrobel

  DOI：10.1016/j.bmc.2007.03.013

  日期：2007.5

  A series of phenyl acetic acid based quinolines was prepared as LXR modulators. An SAR study in which the C-3 and C-8 positions of the quinoline core were varied led to the identification of two potent LXR agonists 23 and 27. Both compounds displayed good binding affinity for LXR beta and LXR alpha, and increased expression of ABCAl in THP-1 cells. These two compounds also had desirable pharmacokinetic profiles in mice and displayed in vivo efficacy in a 12-week Apo E knockout mouse lesion model. (c) 2007 Elsevier Ltd. All rights reserved.