2-(3-methylimidazol-3-ium-1-yl)-1-[4-(trifluoromethylsulfonylimino)cyclohexa-2,5-dien-1-ylidene]ethanolate | 107037-54-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3-methylimidazol-3-ium-1-yl)-1-[4-(trifluoromethylsulfonylimino)cyclohexa-2,5-dien-1-ylidene]ethanolate
• CAS: 107037-54-7
• 化学式: C₁₃H₁₂F₃N₃O₃S
• 分子量: 347.318
• InChiKey: FKSDMOLKSHPKDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  74.12
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(3-methylimidazol-3-ium-1-yl)-1-[4-(trifluoromethylsulfonylimino)cyclohexa-2,5-dien-1-ylidene]ethanolate 在 palladium on activated charcoal 氢气 作用下， 以 水 为溶剂， 反应 5.0h， 以35%的产率得到[4-[1-hydroxy-2-(3-methylimidazol-3-ium-1-yl)ethyl]phenyl]-(trifluoromethylsulfonyl)azanide
  参考文献：
  名称：

  Synthesis and antiarrhythmic activity of novel 3-alkyl-1-[.omega.-[4-[(alkylsulfonyl)amino]phenyl]-.omega.-hydroxyalkyl]-1H-imidazolium salts and related compounds

  摘要：

  Novel 3-alkyl-1-[omega-[4-[(alkylsulfonyl)amino]phenyl]-omega-hydroxyalkyl]-1H -imidazolium salts were synthesized and investigated for their class III electrophysiological activity on isolated canine cardiac Purkinje fibers and ventricular muscle tissue. Structure-activity relationships are discussed for a series of 25 compounds. Compound 3, 1-[2-hydroxy-2-[4-[(methylsulfonyl)amino]phenyl]ethyl]-3-methyl-1H- imidazolium chloride, prolonged the functional refractory period in anesthetized dogs when given intraduodenally and was also effective in preventing reentrant ventricular tachycardia induced by programmed electrical stimulation when administered intravenously in anesthetized dogs 24 h after an acute myocardial infarction. Both enantiomers of 3 were synthesized. No enantioselectivity was found in the electrophysiological effects of 3.

  DOI：

  10.1021/jm00387a020
• 作为产物：
  描述：

  三氟甲烷磺基苯胺 在 三氯化铝 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 24.0h， 生成 2-(3-methylimidazol-3-ium-1-yl)-1-[4-(trifluoromethylsulfonylimino)cyclohexa-2,5-dien-1-ylidene]ethanolate
  参考文献：
  名称：

  Synthesis and antiarrhythmic activity of novel 3-alkyl-1-[.omega.-[4-[(alkylsulfonyl)amino]phenyl]-.omega.-hydroxyalkyl]-1H-imidazolium salts and related compounds

  摘要：

  Novel 3-alkyl-1-[omega-[4-[(alkylsulfonyl)amino]phenyl]-omega-hydroxyalkyl]-1H -imidazolium salts were synthesized and investigated for their class III electrophysiological activity on isolated canine cardiac Purkinje fibers and ventricular muscle tissue. Structure-activity relationships are discussed for a series of 25 compounds. Compound 3, 1-[2-hydroxy-2-[4-[(methylsulfonyl)amino]phenyl]ethyl]-3-methyl-1H- imidazolium chloride, prolonged the functional refractory period in anesthetized dogs when given intraduodenally and was also effective in preventing reentrant ventricular tachycardia induced by programmed electrical stimulation when administered intravenously in anesthetized dogs 24 h after an acute myocardial infarction. Both enantiomers of 3 were synthesized. No enantioselectivity was found in the electrophysiological effects of 3.

  DOI：

  10.1021/jm00387a020

文献信息

• LIS R.; MORGAN T. K., JR.; DE VITA R. J.; DAVEY D. D.; LUMMA W. C.; WOHL +, J. MED. CHEM., 30,(1987) N 4, 696-704
  作者：LIS R.、 MORGAN T. K., JR.、 DE VITA R. J.、 DAVEY D. D.、 LUMMA W. C.、 WOHL +

  DOI：——

  日期：——