N-(4-chlorophenyl)-N-<2-(diethylamino)ethyl>-4-<(methylsulfonyl)amino>benzamide | 123507-51-7

• 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: N-(4-chlorophenyl)-N-<2-(diethylamino)ethyl>-4-<(methylsulfonyl)amino>benzamide
• 英文别名: N-(4-chlorophenyl)-N-[2-(diethylamino)ethyl]-4-(methanesulfonamido)benzamide
• CAS: 123507-51-7
• 化学式: C₂₀H₂₆ClN₃O₃S
• 分子量: 423.964
• InChiKey: ZKUVGNZHMNBDJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  78.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(4-chlorophenyl)-N',N'-diethyl-1,2-ethanediamine 、 4-<(methylsulfonyl)amino>benzoyl chloride 以 四氢呋喃 为溶剂， 反应 17.0h， 生成 N-(4-chlorophenyl)-N-<2-(diethylamino)ethyl>-4-<(methylsulfonyl)amino>benzamide
  参考文献：
  名称：

  Synthesis and cardiac electrophysiological activity of aryl-substituted derivatives of the class III antiarrhythmic agent sematilide. Potential class I/III agents

  摘要：

  Twelve novel derivatives of the selective class III antiarrhythmic agent sematilide were prepared in an attempt to incorporate both class I and class III electrophysiological properties into a single molecule. Electrophysiological activity was determined by standard microelectrode techniques in canine cardiac Purkinje fibers. Initial assessment of class I efficacy was carried out in a ouabain-induced arrhythmia model in guinea pigs. All of the compounds prolonged action potential duration in Purkinje fibers (class III activity), and three were active against ouabain-induced arrhythmias (class I activity). Selected compounds were evaluated further in dogs for efficacy against arrhythmias occurring 24 h following coronary ligation (automatic arrhythmias) and induced by using programmed electrical stimulation techniques (reentrant arrhythmias). The most effective compounds from the series are 3g and -j, which were effective in both canine models. Molecular modeling and structure-activity relationships are discussed.

  DOI：

  10.1021/jm00164a025