3-(tetrazolo[1,5-a]quinoxalin-4-ylamino)benzoic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(tetrazolo[1,5-a]quinoxalin-4-ylamino)benzoic acid
• 化学式: C₁₅H₁₀N₆O₂
• 分子量: 306.283
• InChiKey: IUGKPRRENPTKRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  吗啉 、 3-(tetrazolo[1,5-a]quinoxalin-4-ylamino)benzoic acid 在 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以45%的产率得到morpholino(3-(tetrazolo[1,5-a]quinoxalin-4-ylamino)phenyl)methanone
  参考文献：
  名称：

  Discovery of a Highly Selective Tankyrase Inhibitor Displaying Growth Inhibition Effects against a Diverse Range of Tumor Derived Cell Lines

  摘要：

  The availability of high quality probes for specific protein targets is fundamental to the investigation of their function and their validation as therapeutic targets. We report the utilization of a dedicated chemoproteomic assay platform combining affinity enrichment technology with high resolution protein mass spectrometry to the discovery of a novel nicotinamide isoster, the tetrazoloquinoxaline 41, a highly potent and selective tankyrase inhibitor. We also describe the use of 41 to investigate the biology of tankyrase, revealing the compound induced growth inhibition of a number of tumor derived cell lines, demonstrating the potential of tankyrase inhibitors in oncology.

  DOI：

  10.1021/acs.jmedchem.7b00137
• 作为产物：
  描述：

  间氨基苯甲酸 、 4-Chloro-tetrazolo[1,5-a]quinoxaline 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以97%的产率得到3-(tetrazolo[1,5-a]quinoxalin-4-ylamino)benzoic acid
  参考文献：
  名称：

  Discovery of a Highly Selective Tankyrase Inhibitor Displaying Growth Inhibition Effects against a Diverse Range of Tumor Derived Cell Lines

  摘要：

  The availability of high quality probes for specific protein targets is fundamental to the investigation of their function and their validation as therapeutic targets. We report the utilization of a dedicated chemoproteomic assay platform combining affinity enrichment technology with high resolution protein mass spectrometry to the discovery of a novel nicotinamide isoster, the tetrazoloquinoxaline 41, a highly potent and selective tankyrase inhibitor. We also describe the use of 41 to investigate the biology of tankyrase, revealing the compound induced growth inhibition of a number of tumor derived cell lines, demonstrating the potential of tankyrase inhibitors in oncology.

  DOI：

  10.1021/acs.jmedchem.7b00137