methyl 3-{3-[3-benzyl-8-(trifluoro-methyl)quinolin-4-yl]phenoxy}benzoate | 854772-91-1

• 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 3-{3-[3-benzyl-8-(trifluoro-methyl)quinolin-4-yl]phenoxy}benzoate
• 英文别名: Methyl 3-{3-[3-benzyl-8-(trifluoromethyl)quinolin-4-yl]phenoxy}benzoate；methyl 3-[3-[3-benzyl-8-(trifluoromethyl)quinolin-4-yl]phenoxy]benzoate
• CAS: 854772-91-1
• 化学式: C₃₁H₂₂F₃NO₃
• 分子量: 513.516
• InChiKey: LJUJGMRQOWUZEL-UHFFFAOYSA-N

物化性质

• 沸点：
  620.5±55.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  38
• 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：
  48.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 3-{3-[3-benzyl-8-(trifluoro-methyl)quinolin-4-yl]phenoxy}benzoate 在 锂硼氢 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 6.25h， 以94%的产率得到(3-{3-[3-benzyl-8-(trifluoromethyl)quinolin-4-yl]phenoxy}phenyl)methanol
  参考文献：
  名称：

  4-(3-Aryloxyaryl)quinoline alcohols are liver X receptor agonists

  摘要：

  A series of 4-(3-aryloxyaryl)quinolines with alcohol substituents on the terminal aryl ring was prepared as potential LXR agonists, in which an alcohol group replaced an amide in previously reported amide analogs. High affinity LXR ligands with excellent agonist potency and efficacy in a functional model of LXR activity were identified, demonstrating that alcohols can substitute for amides while retaining LXR activity. The most potent compound was 5b which had an IC50 = 3.3 nM for LXR beta binding and EC50 = 12 nM (122% efficacy relative to T0901317) in an ABCA1 mRNA induction assay in J774 mouse cells. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.10.001
• 作为产物：
  描述：

  3-[3-苄基-8-(三氟甲基)喹啉-4-基]苯酚 、 3-溴苯甲酸甲酯 在 吡啶 、 potassium carbonate 、 copper(II) oxide 作用下， 反应 48.0h， 以43%的产率得到methyl 3-{3-[3-benzyl-8-(trifluoro-methyl)quinolin-4-yl]phenoxy}benzoate
  参考文献：
  名称：

  Biarylether amide quinolines as liver X receptor agonists

  摘要：

  A series of 4-(amido-biarylether)-quinolines was prepared as potential LXR agonists. Appropriate substitution with amide groups provided high affinity LXR ligands, some with excellent potency and efficacy in functional assays of LXR activity. Novel amide 4g had a binding IC50 = 1.9 nM for LXRb and EC50 = 34 nM (96% efficacy relative to T0901317) in an ABCA1 gene expression assay in mouse J774 cells, demonstrating that 4-(biarylether)-quinolines with appropriate amide substitution are potent LXR agonists (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.12.048

文献信息

• Quinolines useful in treating cardiovascular disease
  申请人：Collini D. Michael

  公开号：US20050131014A1

  公开（公告）日：2005-06-16

  This invention provides compounds of formula I that are useful in the treatment or inhibition of LXR mediated diseases.

  本发明提供了式I化合物的用途，它们在治疗或抑制LXR介导的疾病中是有用的。
• Quinolines and pharmaceutical compositions thereof
  申请人：Wyeth

  公开号：US07576215B2

  公开（公告）日：2009-08-18

  This invention provides compounds of formula I that are useful in the treatment or inhibition of LXR mediated diseases.

  本发明提供了I式化合物，可用于治疗或抑制LXR介导的疾病。
• WO2008/49047
  申请人：——

  公开号：——

  公开（公告）日：——
• QUINOLINES USEFUL IN TREATING CARDIOVASCULAR DISEASE
  申请人：Wyeth, A Corporation of the State of Delaware

  公开号：EP1692111A2

  公开（公告）日：2006-08-23
• JP2007516258A
  申请人：——

  公开号：JP2007516258A

  公开（公告）日：2007-06-21