ethyl 3-[2-{[(1-naphthylmethyl)amino]carbonyl}-4-(1H-pyrazol-1-ylmethyl)phenyl]propanoate | 1204595-11-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 3-[2-{[(1-naphthylmethyl)amino]carbonyl}-4-(1H-pyrazol-1-ylmethyl)phenyl]propanoate
• CAS: 1204595-11-8
• 化学式: C₂₇H₂₇N₃O₃
• 分子量: 441.53
• InChiKey: DPPWURSIVQRVCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  73.22
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-[2-{[(1-naphthylmethyl)amino]carbonyl}-4-(1H-pyrazol-1-ylmethyl)phenyl]propanoate 在 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 12.0h， 以62%的产率得到3-[2-{[(1-naphthylmethyl)amino]carbonyl}-4-(1H-pyrazol-1-ylmethyl)phenyl]propanoic acid
  参考文献：
  名称：

  3-(2-Aminocarbonylphenyl)propanoic acid analogs as potent and selective EP3 receptor antagonists. Part 1: Discovery and exploration of the carboxyamide side chain

  摘要：

  A series of 3-(2-aminocarbonyl-4-phenoxymethylphenyl) propanoic acid analogs were synthesized and evaluated for their EP3 antagonist activity in the presence of additive serum albumin. Several compounds were biologically evaluated for their in vivo efficacy with respect to the PGE(2)-induced uterine contraction in pregnant rats as well as their pharmacokinetics. The discovery process of these potent and selective EP3 antagonists and their structure activity relationship are also presented. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.023
• 作为产物：
  描述：

  、 1-萘甲基胺 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以356 mg的产率得到ethyl 3-[2-{[(1-naphthylmethyl)amino]carbonyl}-4-(1H-pyrazol-1-ylmethyl)phenyl]propanoate
  参考文献：
  名称：

  3-(2-Aminocarbonylphenyl)propanoic acid analogs as potent and selective EP3 receptor antagonists. Part 1: Discovery and exploration of the carboxyamide side chain

  摘要：

  A series of 3-(2-aminocarbonyl-4-phenoxymethylphenyl) propanoic acid analogs were synthesized and evaluated for their EP3 antagonist activity in the presence of additive serum albumin. Several compounds were biologically evaluated for their in vivo efficacy with respect to the PGE(2)-induced uterine contraction in pregnant rats as well as their pharmacokinetics. The discovery process of these potent and selective EP3 antagonists and their structure activity relationship are also presented. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.023