methyl {4-[({3-[3-methyl-8-(trifluoromethyl)quinolin-4-yl]phenyl}amino)methyl]phenyl}acetate | 854776-39-9

• 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-methyl-8-(trifluoromethyl)quinolin-4-yl]phenyl}amino)methyl]phenyl}acetate
• 英文别名: Methyl 2-[4-[[3-[3-methyl-8-(trifluoromethyl)quinolin-4-yl]anilino]methyl]phenyl]acetate
• CAS: 854776-39-9
• 化学式: C₂₇H₂₃F₃N₂O₂
• 分子量: 464.487
• InChiKey: DOYZJVPTWGQPDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  34
• 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：
  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-methyl-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85%的产率得到2-{4-[({3-[3-Methyl-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：

  邻氨基三氟甲苯 在 四(三苯基膦)钯 diphenyl ether-biphenyl eutectic 、 三乙酰氧基硼氢化钠 、 sodium hydride 、 sodium carbonate 、 溶剂黄146 、 三溴氧磷 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 反应 3.0h， 生成 methyl {4-[({3-[3-methyl-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

• 5-Lipoxygenase modulators
  申请人：Nambi Ponnal

  公开号：US20070093524A1

  公开（公告）日：2007-04-26

  The present invention provides the use of Liver X Receptor (LXR) modulators that have been identified to downregulate 5-lipoxygenase gene expression in order to treat various diseases and disorders that involve the function of the 5-LO protein in intracellular signaling (or other cellular processes) or the function of protein products downstream of 5-LO in intracellular signaling (i.e., leukotrienes).

  本发明提供了使用已经确定可以下调5-脂氧合酶基因表达的肝X受体（LXR）调节剂来治疗涉及5-LO蛋白在细胞内信号传导（或其他细胞过程）中的功能或5-LO下游蛋白质产物在细胞内信号传导中的功能（即白三烯）的各种疾病和障碍的方法。
• [EN] 5-LIPOXYGENASE MODULATORS<br/>[FR] MODULATEURS DE 5-LIPOXYGENASE
  申请人：WYETH CORP

  公开号：WO2007050271A2

  公开（公告）日：2007-05-03

  [EN] The present invention provides the use of Liver X Receptor (LXR) modulators that have been identified to downregulate 5-lipoxygenase gene expression in order to treat various diseases and disorders that involve the function of the 5-LO protein in intracellular signaling (or other cellular processes) or the function of protein products downstream of 5-LO in intracellular signaling (i.e., leukotrienes).
  [FR] La présente invention concerne l'utilisation de modulateurs du récepteur X du foie (LXR) qui ont été identifiés comme régulant à la baisse l'expression du gène de la 5-lipoxygénase pour traiter diverses maladies et divers troubles impliquant la fonction de la protéine 5-LO dans la signalisation intracellulaire (ou autres processus cellulaires) ou la fonction de produits de protéines en aval de 5-LO dans la signalisation intracellulaire (autrement dit des leukotriènes).