N-(2-(3,5-bis(trifluoromethyl)phenyl)-2-methylpropanoyl)-N-methyl-L-phenylalanine | 1563182-22-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(2-(3,5-bis(trifluoromethyl)phenyl)-2-methylpropanoyl)-N-methyl-L-phenylalanine
• CAS: 1563182-22-8
• 化学式: C₂₂H₂₁F₆NO₃
• 分子量: 461.404
• InChiKey: OEVYZIBSMZWARV-KRWDZBQOSA-N

物化性质

• 沸点：
  466.3±45.0 °C(predicted)
• 密度：
  1.321±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.16
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  57.61
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2-(3,5-bis(trifluoromethyl)phenyl)-2-methylpropanoyl)-N-methyl-L-phenylalanine 在 盐酸 、 N,N-二异丙基乙胺 、 3-(二乙氧基邻酰氧基)-1,2,3-苯并三嗪-4-酮 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 66.0h， 生成 (S)-2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethyl-N-(1-((2-(methylamino)ethyl)amino)-1-oxo-3-phenylpropan-2-yl)propanamide
  参考文献：
  名称：

  Design, Synthesis, and Optimization of Balanced Dual NK₁/NK₃Receptor Antagonists

  摘要：

  In connection with a program directed at potent and balanced dual NK1/NK3 receptor ligands, a focused exploration of an original class of peptidomimetic derivatives was performed. The rational design and molecular hybridization of a novel phenylalanine core series was achieved to maximize the in vitro affinity and antagonism at both human NK1 and NK3 receptors. This study led to the identification of a new potent dual NK1/NK3 antagonist with pK(i) values of 8.6 and 8.1, respectively.

  DOI：

  10.1021/ml400528y
• 作为产物：
  描述：

  Cbz-(Me)Phe-Ot-Bu 在 10% palladium hydroxide on charcoal 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 54.0h， 生成 N-(2-(3,5-bis(trifluoromethyl)phenyl)-2-methylpropanoyl)-N-methyl-L-phenylalanine
  参考文献：
  名称：

  Design, Synthesis, and Optimization of Balanced Dual NK₁/NK₃Receptor Antagonists

  摘要：

  In connection with a program directed at potent and balanced dual NK1/NK3 receptor ligands, a focused exploration of an original class of peptidomimetic derivatives was performed. The rational design and molecular hybridization of a novel phenylalanine core series was achieved to maximize the in vitro affinity and antagonism at both human NK1 and NK3 receptors. This study led to the identification of a new potent dual NK1/NK3 antagonist with pK(i) values of 8.6 and 8.1, respectively.

  DOI：

  10.1021/ml400528y