2-chloro-N-((4-sulfamoylphenyl)carbamothioyl)benzamide | 160788-25-0

• 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: 2-chloro-N-((4-sulfamoylphenyl)carbamothioyl)benzamide
• 英文别名: 2-chloro-N-[(4-sulfamoylphenyl)carbamothioyl]benzamide
• CAS: 160788-25-0
• 化学式: C₁₄H₁₂ClN₃O₃S₂
• 分子量: 369.853
• InChiKey: BDYPMZDGMHOFCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• 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：

  邻氯苯甲酰氯 以 丙酮 为溶剂， 生成 2-chloro-N-((4-sulfamoylphenyl)carbamothioyl)benzamide
  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

文献信息

• Novel benzoyl thioureido benzene sulfonamides as highly potent and selective inhibitors of carbonic anhydrase IX: optimization and bioactive studies
  作者：Li Liu、Wanqi Wang、Jin Huang、Zhenjiang Zhao、Honglin Li、Yufang Xu

  DOI：10.1039/c8md00392k

  日期：——

  development of new anticancer agents. In this study, a series of sulfonamide derivatives were designed and synthesized as potential CA IX inhibitors from a lead compound (benzoyl thioureido benzene sulfonamide) discovered by virtual screening. The bioassay demonstrated that some of the synthesized compounds exhibited potent inhibitory activity against CA IX in the subnanomolar range and high selectivity over

  CA IX 作为开发新型抗癌药物的有前景的靶点而备受关注。在本研究中，通过虚拟筛选发现的先导化合物（苯甲酰基硫脲基苯磺酰胺）设计并合成了一系列磺酰胺衍生物作为潜在的 CA IX 抑制剂。生物测定表明，一些合成的化合物对亚纳摩尔范围内的 CA IX 表现出有效的抑制活性，并且对同工酶 CA I 和 CA II 具有高选择性。其中，化合物6a对CA IX表现出抑制活性，IC 50值为0.48 nM，选择性是CA II的约1500倍。还通过分子对接分析了新磺酰胺衍生物的构效关系和CA IX选择性。
• Dai Guiyuan, Shi Daqing, Zhou Longhu, Wang Shuliang, Yingyong huaxue (Chin. J. Appl. Chem), 11 (1994) N 6, S 104-105
  作者：Dai Guiyuan, Shi Daqing, Zhou Longhu, Wang Shuliang

  DOI：——

  日期：——