methyl 3-(4-(4-(trifluoromethyl)phenyl)phenyl)propanoate | 1358694-37-7

• 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: methyl 3-(4-(4-(trifluoromethyl)phenyl)phenyl)propanoate
• 英文别名: methyl 3-(4'-(trifluoromethyl)biphenyl-4-yl)propanoate；Methyl 3-[4-[4-(trifluoromethyl)phenyl]phenyl]propanoate
• CAS: 1358694-37-7
• 化学式: C₁₇H₁₅F₃O₂
• 分子量: 308.3
• InChiKey: QUECLXMUNRXTLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3-(4-(4-(trifluoromethyl)phenyl)phenyl)propanoate 在 4-二甲氨基吡啶 、 水 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 75.0h， 生成 methyl 2-(3-(4-(4-trifluoromethylphenyl)phenyl)propanamido)benzoate
  参考文献：
  名称：

  Affinity and kinetics study of anthranilic acids as HCA2 receptor agonists

  摘要：

  Structure-affinity relationship (SAR) and structure-kinetics relationship (SKR) studies were combined to investigate a series of biphenyl anthranilic acid agonists for the HCA(2) receptor. In total, 27 compounds were synthesized and twelve of them showed higher affinity than nicotinic acid. Two compounds, 6g (IC50 = 75 nM) and 6z (IC50 = 108 nM) showed a longer residence time profile compared to nicotinic acid, exemplified by their kinetic rate index (KRI) values of 1.31 and 1.23, respectively. The SAR study resulted in the novel 2-F, 4-OH derivative (6x) with an IC50 value of 23 nM as the highest affinity HCA(2) agonist of the biphenyl series, although it showed a similar residence time as nicotinic acid. The SAR and SKR data suggest that an early compound selection based on binding kinetics is a promising addition to the lead optimization process. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.02.018
• 作为产物：
  描述：

  3-(4-溴苯基)丙酸 在 四(三苯基膦)钯 、 硫酸 、 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 21.0h， 生成 methyl 3-(4-(4-(trifluoromethyl)phenyl)phenyl)propanoate
  参考文献：
  名称：

  A small chemical library of 2-aminoimidazole derivatives as BACE-1 inhibitors: Structure-based design, synthesis, and biological evaluation

  摘要：

  In this work, we report a rational structure-based approach aimed at the discovery of new 2-aminoimidazoles as beta-secretase inhibitors. Taking advantage of a microwave-assisted synthetic protocol, a small library of derivatives was obtained and biologically evaluated. Two compounds showed promising activities in both enzymatic and cellular assays. Moreover, one of them exhibited the capability to cross the blood brain barrier as assessed by the parallel artificial membrane permeability assay. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.016