2-(3,4-dimethoxyphenyl)-2-formyl-3-methylbutanenitrile | 156896-99-0

• 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: 2-(3,4-dimethoxyphenyl)-2-formyl-3-methylbutanenitrile
• CAS: 156896-99-0
• 化学式: C₁₄H₁₇NO₃
• 分子量: 247.294
• InChiKey: ZJBBIFIFEZEXNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3,4-dimethoxyphenyl)-2-formyl-3-methylbutanenitrile 在 正丁基锂 、 硫酸 、 copper(II) sulfate 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 5-[(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl)-methylamino]-2-(3,4-dimethoxyphenyl)-2-propan-2-ylpent-3-ynenitrile
  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：

  ethyl-2-(3,4-dimethoxyphenyl)-2-cyano-3-methylbutanoate 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 0.75h， 以16%的产率得到2-(3,4-dimethoxyphenyl)-2-formyl-3-methylbutanenitrile
  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.