2-(diethylamino)-N-<2,6-bis(1-methylethyl)phenyl>acetamide | 116855-48-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(diethylamino)-N-<2,6-bis(1-methylethyl)phenyl>acetamide
• 英文别名: 2-(diethylamino)-N-(2,6-bis(1-methylethyl)phenyl)acetamide；2-(diethylamino)-N-[2,6-di(propan-2-yl)phenyl]acetamide
• CAS: 116855-48-2
• 化学式: C₁₈H₃₀N₂O
• 分子量: 290.449
• InChiKey: HQJZUWVXRIBWMF-UHFFFAOYSA-N

物化性质

• 沸点：
  403.9±45.0 °C(Predicted)
• 密度：
  0.981±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(diethylamino)-N-<2,6-bis(1-methylethyl)phenyl>acetamide 在 sodium hydroxide 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 生成 N,N-diethyl-N'-<2,6-bis(1-methylethyl)phenyl>-1,2-ethanediamine
  参考文献：
  名称：

  N-(aminoalkyl)-substituted(N or C

  摘要：

  公式为##STR1##的N-(氨基烷基)-取代(N或C烷基)-芳基-4-(甲基磺酰氨基)苯甲酰胺，其中R为C.sub.1-C.sub.4直链烷基，R.sub.1、R.sub.2和R.sub.3中的一个为苯基或萘基，其余为氢，--NR.sub.4 R.sub.5为二级或三级氨基基团，X和X.sub.1为氢或烷基，n为0或1，可用于治疗心律失常，特别是作为I类/III类联合药物。

  公开号：

  US04920116A1
• 作为产物：
  描述：

  2-氯-N-(2,6-二异丙基苯基)乙酰胺 、 二乙胺 以 乙醇 为溶剂， 反应 14.0h， 以74%的产率得到2-(diethylamino)-N-<2,6-bis(1-methylethyl)phenyl>acetamide
  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

文献信息

• N-(aminoalkyl)-substituted(N or C
  申请人：Schering A.G.

  公开号：US04920116A1

  公开（公告）日：1990-04-24

  N-(aminoalkyl)-substituted(N or C alkyl)-aryl-4-(methylsylfonylamino)benzamides of the formula ##STR1## wherein R is C.sub.1 -C.sub.4 straight chain alkyl, one of R.sub.1, R.sub.2 and R.sub.3 is a phenyl or naphthyl group and the others are hydrogen, --NR.sub.4 R.sub.5 is a secondary or teritary amino group, X and X.sub.1 are hydrogen or alkyl and n is 0 or 1, are useful as antiarrhythmic agents in the treatment of cardiac arrhythmias especially as combination Class I/Class III agents.

  公式为##STR1##的N-(氨基烷基)-取代(N或C烷基)-芳基-4-(甲基磺酰氨基)苯甲酰胺，其中R为C.sub.1-C.sub.4直链烷基，R.sub.1、R.sub.2和R.sub.3中的一个为苯基或萘基，其余为氢，--NR.sub.4 R.sub.5为二级或三级氨基基团，X和X.sub.1为氢或烷基，n为0或1，可用于治疗心律失常，特别是作为I类/III类联合药物。
• ARYL-N-AMINOALKYL-4-(SULFONAMIDO)BENZAMIDES, ANTIARRHYTMIC AGENTS AND COMPOSITIONS THEREOF
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：EP0324791A1

  公开（公告）日：1989-07-26
• US4920116A
  申请人：——

  公开号：US4920116A

  公开（公告）日：1990-04-24
• [EN] ARYL-N-AMINOALKYL-4-(SULFONAMIDO)BENZAMIDES, ANTIARRHYTMIC AGENTS AND COMPOSITIONS THEREOF
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：WO1988002362A1

  公开（公告）日：1988-04-07

  (EN) Novel aryl-N-aminoalkyl-4-(sulfonamido)benzamides are described as useful antiarrhytmic agents. Their use in the treatment of cardiac arrhytmias especially as combination class I/class III agents is described. Pharmaceutical formulations containing such compounds are also disclosed.(FR) Les aryl-N-aminoalkyl-4-(sulfonamido)benzamides décrites sont utiles en tant qu'agents antiarythmiques. Leur utilisation dans le traitement d'arrythmie cardiaque, spécialement comme agents de la combinaison de la classe I et de la classe III est décrite. Des compositions pharmaceutiques contenant de tels composés sont également décrites.
• Synthesis and cardiac electrophysiological activity of aryl-substituted derivatives of the class III antiarrhythmic agent sematilide. Potential class I/III agents
  作者：Gary B. Phillips、Thomas K. Morgan、Klaus Nickisch、Joan M. Lind、Robert P. Gomez、Ronald A. Wohl、Thomas M. Argentieri、Mark E. Sullivan

  DOI：10.1021/jm00164a025

  日期：1990.2

  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.