2-(4-biphenyloxy)propionitrile | 26526-90-9

• 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: 2-(4-biphenyloxy)propionitrile
• 英文别名: 2-(4-Phenylphenoxy)propanenitrile
• CAS: 26526-90-9
• 化学式: C₁₅H₁₃NO
• mdl: MFCD09906507
• 分子量: 223.274
• InChiKey: KGCSGMCHYASZOP-UHFFFAOYSA-N

物化性质

• 沸点：
  384.2±25.0 °C(Predicted)
• 密度：
  1.086±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-biphenyloxy)propionitrile 在 盐酸 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 29.0h， 生成 2-[1-(biphenyl-4-yloxy)ethyl]-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  α₂-Adrenoreceptors Profile Modulation and High Antinociceptive Activity of (S)-(−)-2-[1-(Biphenyl-2-yloxy)ethyl]-4,5-dihydro-1H-imidazole

  摘要：

  A number of derivatives structurally related to cirazoline (1) were synthesized and studied with the purpose of modulating alpha(2)-adrenoreceptors selectivity versus both alpha(1)-adrenoreceptors and I-2 imidazoline binding sites. The most potent alpha(2)-agonist was 2-[1-(biphenyl-2-yloxy)ethyl]-4,5-dihydro-1H-imidazole (7), whose key pharmacophoric features closely matched those found in the alpha(2)-agonist 2-(3-exo-(3-phenylprop-1-yl)-2-exo-norborn,I)amino-2-oxazoline (15).(30) (S)-(-)-7 was the most potent of the two enantiomers, confirming the stereospecificity of the interaction with alpha(2)-adrenoreceptors. This eutomer was tested on two algesiometric paradigms and, because of the interaction with alpha(2)-adrenoreceptors, showed a potent and long-lasting antinociceptive activity, since it was abolished by the selective alpha(2)-antagonist RX821002.

  DOI：

  10.1021/jm0110082