EDP 28, verapamil analog | 156896-74-1

• 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: EDP 28, verapamil analog
• 英文别名: 2-(3,4-Dimethoxyphenyl)-6-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylhex-4-ynenitrile
• CAS: 156896-74-1
• 化学式: C₂₈H₃₆N₂O₄
• 分子量: 464.605
• InChiKey: BJIZHJYCXMLMCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  EDP 28, verapamil analog 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以60%的产率得到2-(3,4-dimethoxyphenyl)-2-isopropyl-6->-N-methylamino>-n-hexanenitrile
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of verapamil analogs with restricted molecular flexibility

  摘要：

  Several analogs of verapamil, which are characterized by a reduced molecular flexibility, have been synthesized. pharmacological activity has been evaluated on guinea-pig atria (negative chronotropic and inotropic activities) and guinea-pig aorta strips (vasorelaxing activity), Their ability to displace the calcium antagonist (-)-desmethoxyverapamil ((-)-[H-3]-D888) on kitten cardiac tissue has also been evaluated. The pharmacological results are in accord with the previously reported models for negative inotropic and chronotropic activities of verapamil-like compounds, but fail to give information about the conformation(s) that act on smooth muscle.

  DOI：

  10.1016/0223-5234(94)90211-9
• 作为产物：
  描述：

  3-甲基-2-(3,4-二甲氧基苯基)丁腈 在 氢氧化钾 、 硫酸 、 苄基三乙基氯化铵 、 copper(II) sulfate 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 反应 27.0h， 生成 EDP 28, verapamil analog
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of verapamil analogs with restricted molecular flexibility

  摘要：

  Several analogs of verapamil, which are characterized by a reduced molecular flexibility, have been synthesized. pharmacological activity has been evaluated on guinea-pig atria (negative chronotropic and inotropic activities) and guinea-pig aorta strips (vasorelaxing activity), Their ability to displace the calcium antagonist (-)-desmethoxyverapamil ((-)-[H-3]-D888) on kitten cardiac tissue has also been evaluated. The pharmacological results are in accord with the previously reported models for negative inotropic and chronotropic activities of verapamil-like compounds, but fail to give information about the conformation(s) that act on smooth muscle.

  DOI：

  10.1016/0223-5234(94)90211-9

文献信息

• Synthesis and pharmacological evaluation of verapamil analogs with restricted molecular flexibility
  作者：E Teodori、S Dei、MN Romanelli、S Scapecchi、F Gualtieri、R Budriesi、A Chiarini、H Lemoine、R Mannhold

  DOI：10.1016/0223-5234(94)90211-9

  日期：1994.1

  Several analogs of verapamil, which are characterized by a reduced molecular flexibility, have been synthesized. pharmacological activity has been evaluated on guinea-pig atria (negative chronotropic and inotropic activities) and guinea-pig aorta strips (vasorelaxing activity), Their ability to displace the calcium antagonist (-)-desmethoxyverapamil ((-)-[H-3]-D888) on kitten cardiac tissue has also been evaluated. The pharmacological results are in accord with the previously reported models for negative inotropic and chronotropic activities of verapamil-like compounds, but fail to give information about the conformation(s) that act on smooth muscle.