(R)-1-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-3-[4-(5-thiophen-2-yl-1H-imidazol-2-yl)-phenoxy]-propan-2-ol | 85648-14-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (R)-1-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-3-[4-(5-thiophen-2-yl-1H-imidazol-2-yl)-phenoxy]-propan-2-ol
• 英文别名: (2R)-1-[2-(3,4-dimethoxyphenyl)ethylamino]-3-[4-(5-thiophen-2-yl-1H-imidazol-2-yl)phenoxy]propan-2-ol
• CAS: 85648-14-2
• 化学式: C₂₆H₂₉N₃O₄S
• 分子量: 479.6
• InChiKey: FDVHRNJEBIWFEM-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  Methanesulfonic acid (S)-2-hydroxy-3-[4-(5-thiophen-2-yl-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 31.5h， 生成 (R)-1-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-3-[4-(5-thiophen-2-yl-1H-imidazol-2-yl)-phenoxy]-propan-2-ol
  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

• 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：——
• .beta.1-Selective adrenoceptor antagonists: examples of the 2-[4-[3-(substituted-amino)-2-hydroxypropoxy]phenyl]imidazole class
  作者：John J. Baldwin、George H. Denny、Ralph Hirschmann、Mark B. Freedman、Gerald S. Ponticello、Dennis M. Gross、Charles S. Sweet

  DOI：10.1021/jm00361a004

  日期：1983.7

  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.