3-[p-(2-imidazolyl)phenoxy]-1,2-propanediol | 85613-28-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-[p-(2-imidazolyl)phenoxy]-1,2-propanediol
• 英文别名: 1,2-Propanediol,3-[4-(1h-imidazol-2-yl)phenoxy]-；3-[4-(1H-imidazol-2-yl)phenoxy]propane-1,2-diol
• CAS: 85613-28-1
• 化学式: C₁₂H₁₄N₂O₃
• 分子量: 234.255
• InChiKey: QITBVXNICZOICT-UHFFFAOYSA-N

物化性质

• 熔点：
  165.5-167 °C
• 沸点：
  542.2±40.0 °C(Predicted)
• 密度：
  1.311±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[p-(2-imidazolyl)phenoxy]-1,2-propanediol 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 13.0h， 生成 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：

  3--1,2-propanediol acetonide 在 盐酸 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以100%的产率得到3-[p-(2-imidazolyl)phenoxy]-1,2-propanediol
  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

文献信息

• .beta.-adrenergic blocking imidazolylphenoxy propanolamines
  申请人：Merck & Co., Inc.

  公开号：US04642311A1

  公开（公告）日：1987-02-10

  Substituted imidazoles and methods for their preparation are disclosed. These imidazoles, and their salts, exhibit pharmacological activity which includes antihypertensive activity and .beta.-adrenergic blocking activity. ##STR1##

  公开了取代咪唑和其制备方法。这些咪唑及其盐表现出药理活性，包括降压活性和β-肾上腺素受体阻滞活性。
• .beta.-blocking substituted imidazoles
  申请人：Merck & Co., Inc.

  公开号：US04853383A1

  公开（公告）日：1989-08-01

  Novel substituted imidazoles and methods for their preparation are disclosed. These imidazoles, and their salts, exhibit pharmacological activity which includes antihypertensive activity and .beta.-adrenergic blocking activity.

  揭示了一种新型替代咪唑并其制备方法。这些咪唑及其盐具有药理活性，包括抗高血压活性和β-肾上腺素能阻断活性。
• 3-Amino-2-hydroxypropoxyaryl imidazole derivatives
  申请人：Merck & Co., Inc.

  公开号：US04440774A1

  公开（公告）日：1984-04-03

  Novel substituted imidazoles of the formula ##STR1## and methods for their preparation are disclosed. These imidazoles, and their salts, exhibit pharmacological activity which includes antihypertensive activity and .beta.-adrenergic blocking activity.

  揭示了公式为##STR1##的新型取代咪唑类化合物以及它们的制备方法。这些咪唑类化合物及其盐表现出药理活性，包括抗高血压活性和β-肾上腺素受体阻滞活性。
• BALDWIN, J. J.
  作者：BALDWIN, J. J.

  DOI：——

  日期：——
• BALDWIN, J. J.;DENNY, G. H.;HIRSCHMANN, R.;FREEDMAN, M. B.;PONTICELLO, G.+, J. MED. CHEM., 1983, 26, N 7, 950-957
  作者：BALDWIN, J. J.、DENNY, G. H.、HIRSCHMANN, R.、FREEDMAN, M. B.、PONTICELLO, G.+

  DOI：——

  日期：——