3-cyano-2-propyl-1-naphthoic acid | 660404-68-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-cyano-2-propyl-1-naphthoic acid
• 英文别名: 3-Cyano-2-propylnaphthalene-1-carboxylic acid
• CAS: 660404-68-2
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: NIGALSKEDFGSIG-UHFFFAOYSA-N

物化性质

• 沸点：
  424.7±33.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  61.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-cyano-2-propyl-1-naphthoic acid 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Structural Analysis and Optimization of NK₁ Receptor Antagonists through Modulation of Atropisomer Interconversion Properties

  摘要：

  We have previously described a series of antagonists that showed high potency and selectivity for the NK1 receptor. However, these compounds also had the undesirable property of existing as a mixture of interconverting rotational isomers. Here we show that alteration of the 2-naphthyl substituent can modulate the rate of isomer exchange. Comparisons of the NK1 receptor affinity for the various conformational. forms has facilitated the development of a detailed NK1 pharmacophore model.

  DOI：

  10.1021/jm030197g
• 作为产物：
  描述：

  2-甲氧基-3-氰基-1-萘酸甲酯 在 吡啶盐酸盐 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 22.75h， 生成 3-cyano-2-propyl-1-naphthoic acid
  参考文献：
  名称：

  Structural Analysis and Optimization of NK₁ Receptor Antagonists through Modulation of Atropisomer Interconversion Properties

  摘要：

  We have previously described a series of antagonists that showed high potency and selectivity for the NK1 receptor. However, these compounds also had the undesirable property of existing as a mixture of interconverting rotational isomers. Here we show that alteration of the 2-naphthyl substituent can modulate the rate of isomer exchange. Comparisons of the NK1 receptor affinity for the various conformational. forms has facilitated the development of a detailed NK1 pharmacophore model.

  DOI：

  10.1021/jm030197g