2-(3,4-dimethoxyphenyl)-2-isopropyl-4,4-dibromo-3-butenenitrile | 156897-00-6

• 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-isopropyl-4,4-dibromo-3-butenenitrile
• 英文别名: 4,4-Dibromo-2-(3,4-dimethoxyphenyl)-2-propan-2-ylbut-3-enenitrile
• CAS: 156897-00-6
• 化学式: C₁₅H₁₇Br₂NO₂
• 分子量: 403.113
• InChiKey: OYZKTHASCLRSJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3,4-dimethoxyphenyl)-2-isopropyl-4,4-dibromo-3-butenenitrile 在 正丁基锂 、 硫酸 、 copper(II) sulfate 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 25.0h， 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 、 三苯基膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 1.75h， 生成 2-(3,4-dimethoxyphenyl)-2-isopropyl-4,4-dibromo-3-butenenitrile
  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.