2-(4-methoxy-3-((4-(trifluoromethoxy)benzamido)methyl)benzyl)butanoic acid | 334013-94-4

• 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: 2-(4-methoxy-3-((4-(trifluoromethoxy)benzamido)methyl)benzyl)butanoic acid
• 英文别名: rac-2-(4-Methoxy-3-((4-(trifluoromethoxy)benzamido)methyl)benzyl)butanoic acid；2-[[4-methoxy-3-[[[4-(trifluoromethoxy)benzoyl]amino]methyl]phenyl]methyl]butanoic acid
• CAS: 334013-94-4
• 化学式: C₂₁H₂₂F₃NO₅
• 分子量: 425.405
• InChiKey: BCZXWVFNOOINGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  ethyl 2-ethyl-3-(4-methoxyphenyl)acrylate 在 吡啶 、 盐酸 、 palladium 10% on activated carbon 、 盐酸羟胺 、 氢气 、 四氯化钛 、 三乙胺 、 lithium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， -20.0~80.0 ℃ 、353.01 kPa 条件下， 反应 19.5h， 生成 2-(4-methoxy-3-((4-(trifluoromethoxy)benzamido)methyl)benzyl)butanoic acid
  参考文献：
  名称：

  Structure-based design, synthesis, and nonalcoholic steatohepatitis (NASH)-preventive effect of phenylpropanoic acid peroxisome proliferator-activated receptor (PPAR) α-selective agonists

  摘要：

  A series of alpha-ethylphenylpropanoic acid derivatives was prepared as candidate peroxisome proliferator-activated receptor (PPAR) alpha-selective agonists, based on our PPAR alpha/delta dual agonist 3 as a lead compound. Structure-activity relationship studies clearly indicated that the steric bulkiness and position of the distal hydrophobic tail part are critical for PPAR alpha agonistic activity and PPAR alpha selectivity, as had been predicted from a molecular-modeling study. A representative compound blocked the progression of nonalcoholic steatohepatitis (NASH) in an animal model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.064

文献信息

• Structure-based design, synthesis, and nonalcoholic steatohepatitis (NASH)-preventive effect of phenylpropanoic acid peroxisome proliferator-activated receptor (PPAR) α-selective agonists
  作者：Shintaro Ban、Jun-ichi Kasuga、Izumi Nakagome、Hiromi Nobusada、Fusako Takayama、Shuichi Hirono、Hiromu Kawasaki、Yuichi Hashimoto、Hiroyuki Miyachi

  DOI：10.1016/j.bmc.2011.03.064

  日期：2011.5

  A series of alpha-ethylphenylpropanoic acid derivatives was prepared as candidate peroxisome proliferator-activated receptor (PPAR) alpha-selective agonists, based on our PPAR alpha/delta dual agonist 3 as a lead compound. Structure-activity relationship studies clearly indicated that the steric bulkiness and position of the distal hydrophobic tail part are critical for PPAR alpha agonistic activity and PPAR alpha selectivity, as had been predicted from a molecular-modeling study. A representative compound blocked the progression of nonalcoholic steatohepatitis (NASH) in an animal model. (C) 2011 Elsevier Ltd. All rights reserved.