3-[4-[[4-(Trifluoromethyl)phenyl]methoxy]phenyl]hex-4-ynoic acid | 1043943-15-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-[4-[[4-(Trifluoromethyl)phenyl]methoxy]phenyl]hex-4-ynoic acid
• CAS: 1043943-15-2
• 化学式: C₂₀H₁₇F₃O₃
• 分子量: 362.348
• InChiKey: SVCJPZKGOYQQFD-UHFFFAOYSA-N

物化性质

• 沸点：
  484.8±45.0 °C(Predicted)
• 密度：
  1.270±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-(4-羟苯基)-4-已炔酸 在 吡啶 、 水 、 caesium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 3-[4-[[4-(Trifluoromethyl)phenyl]methoxy]phenyl]hex-4-ynoic acid
  参考文献：
  名称：

  AMG 837: A potent, orally bioavailable GPR40 agonist

  摘要：

  The discovery that certain long chain fatty acids potentiate glucose stimulated insulin secretion through the previously orphan receptor GPR40 sparked interest in GPR40 agonists as potential antidiabetic agents. Optimization of a series of beta-substituted phenylpropanoic acids led to the identification of (S)-3-(44(4'-(trifluoromethyl)biphenyl-3-yl)methoxy)phenyl)hex-4-ynoic acid (AMG 837) as a potent GPR40 agonist with a superior pharmacokinetic profile and robust glucose-dependent stimulation of insulin secretion in rodents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.118

文献信息

• AMG 837: A potent, orally bioavailable GPR40 agonist
  作者：Jonathan B. Houze、Liusheng Zhu、Ying Sun、Michelle Akerman、Wei Qiu、Alex J. Zhang、Rajiv Sharma、Michael Schmitt、Yingcai Wang、Jiwen Liu、Jinqian Liu、Julio C. Medina、Jeff D. Reagan、Jian Luo、George Tonn、Jane Zhang、Jenny Ying-Lin Lu、Michael Chen、Edwin Lopez、Kathy Nguyen、Li Yang、Liang Tang、Hui Tian、Steven J. Shuttleworth、Daniel C.-H. Lin

  DOI：10.1016/j.bmcl.2011.10.118

  日期：2012.1

  The discovery that certain long chain fatty acids potentiate glucose stimulated insulin secretion through the previously orphan receptor GPR40 sparked interest in GPR40 agonists as potential antidiabetic agents. Optimization of a series of beta-substituted phenylpropanoic acids led to the identification of (S)-3-(44(4'-(trifluoromethyl)biphenyl-3-yl)methoxy)phenyl)hex-4-ynoic acid (AMG 837) as a potent GPR40 agonist with a superior pharmacokinetic profile and robust glucose-dependent stimulation of insulin secretion in rodents. (C) 2011 Elsevier Ltd. All rights reserved.