2-(2-bromophenoxy)propionitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2-bromophenoxy)propionitrile
• 英文别名: 2-(2-Bromophenoxy)propanenitrile
• 化学式: C₉H₈BrNO
• mdl: MFCD09906530
• 分子量: 226.073
• InChiKey: ZQDNTPAFWZRNCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 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-(2-bromophenoxy)propionitrile 在 四(三苯基膦)钯 、 sodium methylate 、 sodium carbonate 作用下， 以 甲醇 、 乙二醇二甲醚 为溶剂， 反应 110.0h， 生成 (+/-)-m-Nitrobiphenyline
  参考文献：
  名称：

  α₂-Adrenoreceptors Profile Modulation. 2. Biphenyline Analogues as Tools for Selective Activation of the α_2C-Subtype

  摘要：

  A series of derivatives structurally related to biphenyline (3) was designed with the aim to modulate selectivity toward the alpha(2)-AR subtypes. The results obtained demonstrated that the presence of a correctly oriented function with positive electronic effect (+sigma) in portion X of the ligands is an important factor for significant alpha(2C)-subtype selectivity (imidazolines 5, 13, 16, and 19). Homology modeling and docking studies support experimental data and highlight the crucial role for the hydrogen bond between the pyridine nitrogen in. position 3 of 5 and the NH-indole ring of Trp6.48, which is favorably oriented in the alpha(2C)-subtype, only.

  DOI：

  10.1021/jm0408215

文献信息

• α₂-Adrenoreceptors Profile Modulation. 2. Biphenyline Analogues as Tools for Selective Activation of the α_2C-Subtype
  作者：Francesco Gentili、Francesca Ghelfi、Mario Giannella、Alessandro Piergentili、Maria Pigini、Wilma Quaglia、Cristian Vesprini、Pierre-Antoine Crassous、Hervé Paris、Antonio Carrieri

  DOI：10.1021/jm0408215

  日期：2004.12.1

  A series of derivatives structurally related to biphenyline (3) was designed with the aim to modulate selectivity toward the alpha(2)-AR subtypes. The results obtained demonstrated that the presence of a correctly oriented function with positive electronic effect (+sigma) in portion X of the ligands is an important factor for significant alpha(2C)-subtype selectivity (imidazolines 5, 13, 16, and 19). Homology modeling and docking studies support experimental data and highlight the crucial role for the hydrogen bond between the pyridine nitrogen in. position 3 of 5 and the NH-indole ring of Trp6.48, which is favorably oriented in the alpha(2C)-subtype, only.