Methanesulfonic acid 2-hydroxy-3-[4-(1H-imidazol-2-yl)-phenoxy]-propyl ester | 85613-29-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Methanesulfonic acid 2-hydroxy-3-[4-(1H-imidazol-2-yl)-phenoxy]-propyl ester
• CAS: 85613-29-2
• 化学式: C₁₃H₁₆N₂O₅S
• 分子量: 312.346
• InChiKey: DXNAYJWBOUNOHC-UHFFFAOYSA-N

物化性质

• 沸点：
  654.8±55.0 °C(Predicted)
• 密度：
  1.387±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.79
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  101.51
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid 2-hydroxy-3-[4-(1H-imidazol-2-yl)-phenoxy]-propyl ester 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.5h， 以73%的产率得到3--1,2-epoxypropane
  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：

  4-[(4-formylphenoxy)methyl]-2,2-dimethyl-1,3-dioxolane 在 吡啶 、 盐酸 、 ammonium hydroxide 、 吡啶盐酸盐 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 12.0h， 生成 Methanesulfonic acid 2-hydroxy-3-[4-(1H-imidazol-2-yl)-phenoxy]-propyl ester
  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