N-[2-(3-[(3S)-3-piperidylmethyl]amino-3-oxopropyl)amino-2-oxoethyl]-3,3,3-triphenylpropioamide | 405161-02-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-[2-(3-[(3S)-3-piperidylmethyl]amino-3-oxopropyl)amino-2-oxoethyl]-3,3,3-triphenylpropioamide
• 英文别名: N-[2-oxo-2-[[3-oxo-3-[[(3S)-piperidin-3-yl]methylamino]propyl]amino]ethyl]-3,3,3-triphenylpropanamide
• CAS: 405161-02-6
• 化学式: C₃₂H₃₈N₄O₃
• 分子量: 526.679
• InChiKey: GLVWBNKMNFAWPW-VWLOTQADSA-N

物化性质

• 沸点：
  838.4±65.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  99.3
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  正己醛 、 N-[2-(3-[(3S)-3-piperidylmethyl]amino-3-oxopropyl)amino-2-oxoethyl]-3,3,3-triphenylpropioamide 在 sodium cyanoborohydride 、 zinc(II) chloride 作用下， 以 甲醇 为溶剂， 以67%的产率得到N-(2-[3-([(3R)-1-hexyl-3-piperidinyl]methylamino)-3-oxopropyl]amino-2-oxoethyl)-3,3,3-triphenylpropioamide
  参考文献：
  名称：

  Cyclohexylmethylpiperidinyltriphenylpropioamide:  A Selective Muscarinic M₃ Antagonist Discriminating against the Other Receptor Subtypes

  摘要：

  To discover a highly selective M-3 antagonist, a combinatorial library was prepared. The library was designed to identify a novel structural class of M-3 antagonists by exploring the spatial arrangement of the pharmacophores in known M-3 antagonists. After the evaluation of 1000 library members, a potent M-3 antagonist, 14a (K-i = 0.31 nM), with novel structural features was identified. Compound 14a showed high selectivity for M3 receptors over the other muscarinic receptor subtypes (M-1/M-3 = 380-fold, M-2/M-3 = 98-fold, M-4/M-3 = 45-fold, M-5/M-3 = 120-fold).

  DOI：

  10.1021/jm010480k
• 作为产物：
  描述：

  methyl 3-[(2-aminoacetyl)amino]propionate hydrochloride 在 sodium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 42.83h， 生成 N-[2-(3-[(3S)-3-piperidylmethyl]amino-3-oxopropyl)amino-2-oxoethyl]-3,3,3-triphenylpropioamide
  参考文献：
  名称：

  Cyclohexylmethylpiperidinyltriphenylpropioamide:  A Selective Muscarinic M₃ Antagonist Discriminating against the Other Receptor Subtypes

  摘要：

  To discover a highly selective M-3 antagonist, a combinatorial library was prepared. The library was designed to identify a novel structural class of M-3 antagonists by exploring the spatial arrangement of the pharmacophores in known M-3 antagonists. After the evaluation of 1000 library members, a potent M-3 antagonist, 14a (K-i = 0.31 nM), with novel structural features was identified. Compound 14a showed high selectivity for M3 receptors over the other muscarinic receptor subtypes (M-1/M-3 = 380-fold, M-2/M-3 = 98-fold, M-4/M-3 = 45-fold, M-5/M-3 = 120-fold).

  DOI：

  10.1021/jm010480k