6,7-dimethoxy-N-<2-(3,4-dimethoxyphenyl)ethyl>-N-methyl-3-quinolinecarboxamide | 181514-87-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6,7-dimethoxy-N-<2-(3,4-dimethoxyphenyl)ethyl>-N-methyl-3-quinolinecarboxamide
• 英文别名: N-[2-(3,4-dimethoxyphenyl)ethyl]-6,7-dimethoxy-N-methylquinoline-3-carboxamide
• CAS: 181514-87-4
• 化学式: C₂₃H₂₆N₂O₅
• 分子量: 410.47
• InChiKey: JKEYGOYNDNZADT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  70.12
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6,7-dimethoxy-N-<2-(3,4-dimethoxyphenyl)ethyl>-N-methyl-3-quinolinecarboxamide 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以34%的产率得到1,2,3,4-tetrahydro-6,7-dimethoxy-N-<2-(3,4-dimethoxyphenyl)ethyl>-N-methyl-3-quinolinemethanamine
  参考文献：
  名称：

  Synthesis, electrophysiological properties and analysis of structural requirements of a novel class of antiarrhythmic agents with potassium and calcium channel blocking properties

  摘要：

  Class III antiarrhythmic agents have been shown to prevent reentrant arrhythmias but also to be responsible for initiating arrhythmias characterised by afterdepolarizations and triggered activities. By combining potassium and calcium channel antagonistic actions, as with BRL-32872(1,2) (1), it might be possible to reduce the incidence of proarrhythmias albeit retaining antiarrhythmic efficacy. In the present study we synthesised and tested for their electrophysiological activity in guinea pig papillary muscle a wide panel of analogues of BRL-32872. Some qualitative relationships between compound structure and the inhibitory effect on the rapidly activating component of the delayed rectifier potassium current and/or the L-type calcium current will be presented. New derivatives depicting bell-shaped dose-response curves on action potential duration may therefore represent novel agents for improved antiarrhythmic therapy. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00166-7
• 作为产物：
  描述：

  N-甲基-2-(3,4-二甲氧基苯基)乙胺 、 6,7-dimethoxyquinoline-3-carboxylic acid 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 生成 6,7-dimethoxy-N-<2-(3,4-dimethoxyphenyl)ethyl>-N-methyl-3-quinolinecarboxamide
  参考文献：
  名称：

  Synthesis, electrophysiological properties and analysis of structural requirements of a novel class of antiarrhythmic agents with potassium and calcium channel blocking properties

  摘要：

  Class III antiarrhythmic agents have been shown to prevent reentrant arrhythmias but also to be responsible for initiating arrhythmias characterised by afterdepolarizations and triggered activities. By combining potassium and calcium channel antagonistic actions, as with BRL-32872(1,2) (1), it might be possible to reduce the incidence of proarrhythmias albeit retaining antiarrhythmic efficacy. In the present study we synthesised and tested for their electrophysiological activity in guinea pig papillary muscle a wide panel of analogues of BRL-32872. Some qualitative relationships between compound structure and the inhibitory effect on the rapidly activating component of the delayed rectifier potassium current and/or the L-type calcium current will be presented. New derivatives depicting bell-shaped dose-response curves on action potential duration may therefore represent novel agents for improved antiarrhythmic therapy. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00166-7