(S)-2-amino>-2-hydroxypropoxy>phenyl>-4-(2-thienyl)imidazole | 85648-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (S)-2-amino>-2-hydroxypropoxy>phenyl>-4-(2-thienyl)imidazole
• 英文别名: (S)-2-[p-(3-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-2-hydroxypropoxy)phenyl]-4-(2-thienyl)imidazole；(S)-1-((2-(3,4-Dimethoxyphenyl)ethyl)amino)-3-(4-(4-(2-thienyl)-1H-imidazol-2-yl)phenoxy)-2-propanol；(2S)-1-[2-(3,4-dimethoxyphenyl)ethylamino]-3-[4-(5-thiophen-2-yl-1H-imidazol-2-yl)phenoxy]propan-2-ol
• CAS: 85648-13-1
• 化学式: C₂₆H₂₉N₃O₄S
• 分子量: 479.6
• InChiKey: FDVHRNJEBIWFEM-FQEVSTJZSA-N

物化性质

• 沸点：
  742.8±60.0 °C(Predicted)
• 密度：
  1.240±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

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：

  (S)-3-<<2-(3,4-dimethoxyphenyl)ethyl>amino>-1,2-propanediol 在 吡啶 、 盐酸 、 sodium acetate 、 sodium hydride 、 苯甲酸 作用下， 以 苯 为溶剂， 反应 27.0h， 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

文献信息

• BALDWIN J. J.; CHRISTY M. E.; DENNY G. H.; HABECKER CH. N.; FREEDMAN M. B+, J. MED. CHEM., 29,(1986) N 6, 1065-1080
  作者：BALDWIN J. J.、 CHRISTY M. E.、 DENNY G. H.、 HABECKER CH. N.、 FREEDMAN M. B+

  DOI：——

  日期：——
• US4617301A
  申请人：——

  公开号：US4617301A

  公开（公告）日：1986-10-14
• US4853383A
  申请人：——

  公开号：US4853383A

  公开（公告）日：1989-08-01
• .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.