N-((4-sulfamoylphenyl)carbamothioyl)-2-naphthamide | 1616891-88-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-((4-sulfamoylphenyl)carbamothioyl)-2-naphthamide
• 英文别名: N-[(4-sulfamoylphenyl)carbamothioyl]naphthalene-2-carboxamide
• CAS: 1616891-88-3
• 化学式: C₁₈H₁₅N₃O₃S₂
• 分子量: 385.467
• InChiKey: KTQVBORGKMMHAW-UHFFFAOYSA-N

物化性质

• 熔点：
  226-228 °C
• 密度：
  1.473±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  142
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-萘甲酰氯 以 丙酮 为溶剂， 生成 N-((4-sulfamoylphenyl)carbamothioyl)-2-naphthamide
  参考文献：
  名称：

  Synthesis, biological evaluation and docking study of 3-aroyl-1-(4-sulfamoylphenyl)thiourea derivatives as 15-lipoxygenase inhibitors

  摘要：

  A series of 3-aroyl-1-(4-sulfamoylphenyl)thiourea derivatives containing sulfonamide moiety were designed and synthesized as 15-lipoxygenase (15-LOX) inhibitors. Most synthesized compounds showed potent activity against soybean 15-LOX with IC50 values less than 25 mu M. The most potent compound 4c (3-methylbenzoyl derivative) with IC50 value of 1.8 mu M was 10-fold more potent than quercetin. Interestingly, compound 4c also showed the highest antioxidant activity, as determined by ferric reducing antioxidant power (FRAP) assay. Its capacity for reducing ferric ion was more than ascorbic acid. The viability assay of the selected compound 4c against oxidative stress-induced cell death in differentiated PC12 cells revealed that compound 4c significantly protected neurons against cell death in low concentrations. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.05.054