(R)-3-[4-(5-Thiophen-2-yl-1H-imidazol-2-yl)-phenoxy]-propane-1,2-diol | 91944-37-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (R)-3-[4-(5-Thiophen-2-yl-1H-imidazol-2-yl)-phenoxy]-propane-1,2-diol
• 英文别名: (2R)-3-[4-(5-thiophen-2-yl-1H-imidazol-2-yl)phenoxy]propane-1,2-diol
• CAS: 91944-37-5
• 化学式: C₁₆H₁₆N₂O₃S
• 分子量: 316.381
• InChiKey: QEZIMDRJYMYTSQ-GFCCVEGCSA-N

物化性质

• 沸点：
  635.3±55.0 °C(Predicted)
• 密度：
  1.355±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  107
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-3-[4-(5-Thiophen-2-yl-1H-imidazol-2-yl)-phenoxy]-propane-1,2-diol 在 吡啶 、 sodium methylate 、 吡啶盐酸盐 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 43.0h， 生成 (S)-2-amino>-2-hydroxypropoxy>phenyl>-4-(2-thienyl)imidazole
  参考文献：
  名称：

  .beta.1-Selective adrenoceptor antagonists: examples of the 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazole class

  摘要：

  A series of 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazoles is described. The compounds were investigated in vitro for beta-adrenoceptor antagonism, and several examples were found to be selective for the beta 1-adrenoceptor. The structure--activity relationship exhibited by this series of compounds is discussed. (S)-2-[p-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-hydroxypropoxy]phenyl]-4-(2 -thienyl)imidazole [(S)-13] was over 100 times more selective than atenolol for the beta 1-adrenergic receptor and has been selected for in-depth studies.

  DOI：

  10.1021/jm00361a004
• 作为产物：
  描述：

  2-(p-hydroxyphenyl)-4-(2-thienyl)imidazole 在 盐酸 、 sodium hydride 作用下， 以 丙酮 为溶剂， 反应 18.75h， 生成 (R)-3-[4-(5-Thiophen-2-yl-1H-imidazol-2-yl)-phenoxy]-propane-1,2-diol
  参考文献：
  名称：

  .beta.1-Selective adrenoceptor antagonists: examples of the 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazole class

  摘要：

  A series of 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazoles is described. The compounds were investigated in vitro for beta-adrenoceptor antagonism, and several examples were found to be selective for the beta 1-adrenoceptor. The structure--activity relationship exhibited by this series of compounds is discussed. (S)-2-[p-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-hydroxypropoxy]phenyl]-4-(2 -thienyl)imidazole [(S)-13] was over 100 times more selective than atenolol for the beta 1-adrenergic receptor and has been selected for in-depth studies.

  DOI：

  10.1021/jm00361a004