1-amino-6-nitroquinoxalinedione | 714217-82-0

• 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: 1-amino-6-nitroquinoxalinedione
• 英文别名: 4-amino-7-nitro-1H-quinoxaline-2,3-dione
• CAS: 714217-82-0
• 化学式: C₈H₆N₄O₄
• 分子量: 222.16
• InChiKey: OYXOWKNGJNGENC-UHFFFAOYSA-N

物化性质

• 密度：
  1.636±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.69
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  124.02
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  异氰酸苯磺酰酯 、 1-amino-6-nitroquinoxalinedione 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-(benzenesulfonyl)-3-(6-nitro-2,3-dioxo-4H-quinoxalin-1-yl)urea
  参考文献：
  名称：

  Lead discovery of quinoxalinediones as an inhibitor of dipeptidyl peptidase-IV (DPP-IV) by high-throughput screening

  摘要：

  N-Ureido-quinoxalinedione derivatives have been discovered as leads for a novel series of dipeptidyl peptidase-IV (DPP-IV) inhibitors through high-throughput screening of our chemical library. A brief structure-activity relationship of the compounds was investigated. Among them, entry 5 showed the most potent inhibitory activity. The nitro group in quinoxaline moiety and the aromatic sulfonyl substituted ureido functional group seem to be important to increase the potency dramatically. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.02.065
• 作为产物：
  描述：

  6-硝基-2,3-二羟基喹喔啉 在 氢氧化钾 、 potassium carbonate 、 hydroxylamine-O-sulfonic acid 作用下， 生成 1-amino-6-nitroquinoxalinedione
  参考文献：
  名称：

  Lead discovery of quinoxalinediones as an inhibitor of dipeptidyl peptidase-IV (DPP-IV) by high-throughput screening

  摘要：

  N-Ureido-quinoxalinedione derivatives have been discovered as leads for a novel series of dipeptidyl peptidase-IV (DPP-IV) inhibitors through high-throughput screening of our chemical library. A brief structure-activity relationship of the compounds was investigated. Among them, entry 5 showed the most potent inhibitory activity. The nitro group in quinoxaline moiety and the aromatic sulfonyl substituted ureido functional group seem to be important to increase the potency dramatically. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.02.065