(S)-4-<3-<<2-(3,4-dimethoxyphenyl)ethyl>amino>-2-hydroxypropoxy>benzaldehyde | 85613-42-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-4-<3-<<2-(3,4-dimethoxyphenyl)ethyl>amino>-2-hydroxypropoxy>benzaldehyde
• 英文别名: (S)-4-(3-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-2-hydroxypropoxy)benzaldehyde；4-[(2S)-3-[2-(3,4-dimethoxyphenyl)ethylamino]-2-hydroxypropoxy]benzaldehyde
• CAS: 85613-42-9
• 化学式: C₂₀H₂₅NO₅
• 分子量: 359.422
• InChiKey: ISTWIJWACRTQGQ-KRWDZBQOSA-N

物化性质

• 沸点：
  555.3±50.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  77
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  草酸醛 、 (S)-4-<3-<<2-(3,4-dimethoxyphenyl)ethyl>amino>-2-hydroxypropoxy>benzaldehyde 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以3.0 g的产率得到(S)-2-[p-(3-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-2-hydroxypropoxy)phenyl]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：

  (S)-3-<<2-(3,4-dimethoxyphenyl)ethyl>amino>-1,2-propanediol 在 吡啶 、 sodium hydride 、 溶剂黄146 、 苯甲酸 作用下， 以 水 、 苯 为溶剂， 反应 23.75h， 生成 (S)-4-<3-<<2-(3,4-dimethoxyphenyl)ethyl>amino>-2-hydroxypropoxy>benzaldehyde
  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：——
• US4440774A
  申请人：——

  公开号：US4440774A

  公开（公告）日：1984-04-03
• US4567276A
  申请人：——

  公开号：US4567276A

  公开（公告）日：1986-01-28
• US4642311A
  申请人：——

  公开号：US4642311A

  公开（公告）日：1987-02-10
• US4853383A
  申请人：——

  公开号：US4853383A

  公开（公告）日：1989-08-01