methyl 4-[(1S)-1-({[4-(4-chlorobenzyl)-2,5-dimethyl-3-thienyl]carbonyl}amino)ethyl]benzoate | 1207861-01-5

• 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 4-[(1S)-1-({[4-(4-chlorobenzyl)-2,5-dimethyl-3-thienyl]carbonyl}amino)ethyl]benzoate
• 英文别名: methyl 4-[(1S)-1-[[4-[(4-chlorophenyl)methyl]-2,5-dimethylthiophene-3-carbonyl]amino]ethyl]benzoate
• CAS: 1207861-01-5
• 化学式: C₂₄H₂₄ClNO₃S
• 分子量: 441.978
• InChiKey: VDTWEPALDPXKNM-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 4-[(1S)-1-({[4-(4-chlorobenzyl)-2,5-dimethyl-3-thienyl]carbonyl}amino)ethyl]benzoate 在 lithium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 2.0h， 以99%的产率得到4-[(1S)-1-[[[4-[(4-chlorophenyl)methyl]-2,5-dimethyl-3-thienyl]carbonyl]amino]ethyl]benzoic acid
  参考文献：
  名称：

  The Discovery of 4-{1-[({2,5-Dimethyl-4-[4-(trifluoromethyl)benzyl]-3-thienyl}carbonyl)amino]cyclopropyl}benzoic Acid (MK-2894), A Potent and Selective Prostaglandin E₂ Subtype 4 Receptor Antagonist

  摘要：

  The discovery of highly potent and selective second generation EP4 antagonist MK-2894 (34d) is discussed. This compound exhibits favorable pharmacokinetic profile in a number of preclinical species and potent anti-inflammatory activity in several animal models of pain/inflammation. It also shows favorable GI tolerability profile in rats when compared to traditional NSAID indomethacin.

  DOI：

  10.1021/jm901771h
• 作为产物：
  描述：

  4-(4-chlorobenzyl)-2,5-dimethylthiophene-3-carboxylic acid 、 (S)-4-(1-氨基乙基)-苯甲酸甲酯盐酸盐 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以73%的产率得到methyl 4-[(1S)-1-({[4-(4-chlorobenzyl)-2,5-dimethyl-3-thienyl]carbonyl}amino)ethyl]benzoate
  参考文献：
  名称：

  The Discovery of 4-{1-[({2,5-Dimethyl-4-[4-(trifluoromethyl)benzyl]-3-thienyl}carbonyl)amino]cyclopropyl}benzoic Acid (MK-2894), A Potent and Selective Prostaglandin E₂ Subtype 4 Receptor Antagonist

  摘要：

  The discovery of highly potent and selective second generation EP4 antagonist MK-2894 (34d) is discussed. This compound exhibits favorable pharmacokinetic profile in a number of preclinical species and potent anti-inflammatory activity in several animal models of pain/inflammation. It also shows favorable GI tolerability profile in rats when compared to traditional NSAID indomethacin.

  DOI：

  10.1021/jm901771h