N-[(1R,2R,4S)-2-bicyclo[2.2.1]heptanyl]-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine | 113181-20-7

• 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: N-[(1R,2R,4S)-2-bicyclo[2.2.1]heptanyl]-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine
• CAS: 113181-20-7
• 化学式: C₁₈H₂₁N₅
• 分子量: 307.398
• InChiKey: XGWOSEAXTNRANV-OUCADQQQSA-N

物化性质

• 熔点：
  170-172 °C
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.11
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-氯-3-肼基喹噁啉 以 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 N-[(1R,2R,4S)-2-bicyclo[2.2.1]heptanyl]-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-amine
  参考文献：
  名称：

  [1,2,4]Triazolo[4,3-a]quinoxalin-4-amines: a new class of A1 receptor selective adenosine antagonists

  摘要：

  Several [1,2,4]triazolo[4,3-a]quinoxalines that were reported as antidepressants in the patent literature were found to possess moderate affinity for the adenosine A1 and A2 receptors. On the basis of structural parallels with adenine and adenosine, the N-cyclopentyl derivative was synthesized and found to have improved affinity and selectivity for the A1 receptor. In the N-cyclopentyl series, affinity was optimal with trifluoromethyl substitution at the 1-position, resulting in a compound (9) with 7.3 nM A1 affinity and 138-fold selectivity for the A1 receptor.

  DOI：

  10.1021/jm00400a021