(3-bromophenyl)(2-fluoro-3-(trifluoromethyl)phenyl)methanol | 1229618-15-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3-bromophenyl)(2-fluoro-3-(trifluoromethyl)phenyl)methanol
• CAS: 1229618-15-8
• 化学式: C₁₄H₉BrF₄O
• 分子量: 349.122
• InChiKey: VEEUNHJKZGLBQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (3-bromophenyl)(2-fluoro-3-(trifluoromethyl)phenyl)methanol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 (3-bromophenyl)(2-fluoro-3-(trifluoromethyl)phenyl)methanone
  参考文献：
  名称：

  Synthesis of 4-(3-biaryl)quinoline sulfones as potent liver X receptor agonists

  摘要：

  A series of 4-(3-biaryl)quinolines with sulfone substituents on the terminal aryl ring (8) was prepared as potential LXR agonists. High affinity LXR beta ligands with generally modest binding selectivity over LXR alpha and excellent agonist potency in LXR functional assays were identified. Many compounds had LXR beta binding IC(50) values <10 nM while the most potent had EC(50) values <1.0 nM in an ABCA1 mRNA induction assay in J774 mouse cells with efficacy comparable to T0901317. Sulfone 8a was further evaluated in LDL (-/-) mice and shown to reduce atherosclerotic lesion progression. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.031
• 作为产物：
  描述：

  间溴苯甲醛 、 2-氟三氟甲苯 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 (3-bromophenyl)(2-fluoro-3-(trifluoromethyl)phenyl)methanol
  参考文献：
  名称：

  Synthesis of 4-(3-biaryl)quinoline sulfones as potent liver X receptor agonists

  摘要：

  A series of 4-(3-biaryl)quinolines with sulfone substituents on the terminal aryl ring (8) was prepared as potential LXR agonists. High affinity LXR beta ligands with generally modest binding selectivity over LXR alpha and excellent agonist potency in LXR functional assays were identified. Many compounds had LXR beta binding IC(50) values <10 nM while the most potent had EC(50) values <1.0 nM in an ABCA1 mRNA induction assay in J774 mouse cells with efficacy comparable to T0901317. Sulfone 8a was further evaluated in LDL (-/-) mice and shown to reduce atherosclerotic lesion progression. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.031