ethyl 3-(4-hydroxyphenyl)pent-4-enoate | 1356181-73-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3-(4-hydroxyphenyl)pent-4-enoate
• CAS: 1356181-73-1
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: MBSLQTQCXPHGIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4-[(4-甲氧基苯基)甲氧基]苯甲醛 在 哌啶 、 4-二甲氨基吡啶 、 水 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 ethyl 3-(4-hydroxyphenyl)pent-4-enoate
  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.