N-[2-(4-Sulfamoyl-phenyl)-ethyl]-3-trifluoromethyl-benzamide | 25192-57-8

• 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-[2-(4-Sulfamoyl-phenyl)-ethyl]-3-trifluoromethyl-benzamide
• 英文别名: N-[2-(4-sulfamoylphenyl)ethyl]-3-(trifluoromethyl)benzamide
• CAS: 25192-57-8
• 化学式: C₁₆H₁₅F₃N₂O₃S
• 分子量: 372.368
• InChiKey: BEIHCZBEXVJIKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  97.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-cyano-N'-cyclohexyl-S-methylcarbamimidothioate 、 N-[2-(4-Sulfamoyl-phenyl)-ethyl]-3-trifluoromethyl-benzamide 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 N-[2-[4-[(N-cyano-N'-cyclohexylcarbamimidoyl)sulfamoyl]phenyl]ethyl]-3-(trifluoromethyl)benzamide
  参考文献：
  名称：

  Synthesis and biological evaluation of sulfonylcyanoguanidines and sulfonamidonitroethylenes as bioisosteres of hypoglycemic sulfonylureas

  摘要：

  Sulfonylcyanoguanidines and sulfonamidonitroethylenes are bioisosteres of hypoglycemic sulfonylureas and were prepared and evaluated for their insulin release potency from rat pancreatic islets. At 25 mu M, both bioisosteres of glibenclamide, sulfonylcyanoguanidine 22 and sulfonamidonitroethylene 23, were as potent as their parent on insulin secretion.

  DOI：

  10.1016/s0223-5234(97)81682-0

文献信息

• DE1252201
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and biological evaluation of sulfonylcyanoguanidines and sulfonamidonitroethylenes as bioisosteres of hypoglycemic sulfonylureas
  作者：B Masereel、R Ouedraogo、JM Dogné、MH Antoine、P de Tullio、B Pirotte、L Pochet、J Delarge、P Lebrun

  DOI：10.1016/s0223-5234(97)81682-0

  日期：1997.5

  Sulfonylcyanoguanidines and sulfonamidonitroethylenes are bioisosteres of hypoglycemic sulfonylureas and were prepared and evaluated for their insulin release potency from rat pancreatic islets. At 25 mu M, both bioisosteres of glibenclamide, sulfonylcyanoguanidine 22 and sulfonamidonitroethylene 23, were as potent as their parent on insulin secretion.