[1,2,4]Triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione,7-chloro-2-(1-oxo-3-phenyl-2-propen-1-yl)-5-propyl- | 90042-36-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: [1,2,4]Triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione,7-chloro-2-(1-oxo-3-phenyl-2-propen-1-yl)-5-propyl-
• 英文别名: 7-Chloro-2-[(E)-(3-phenyl-acryloyl)]-5-propyl-2H,5H-[1,2,4]triazolo[4,3-a]quinoxaline-1,4-dione
• CAS: 90042-36-7
• 化学式: C₂₁H₁₇ClN₄O₃
• 分子量: 408.844
• InChiKey: ABYAJXGNYHZNRI-UHFFFAOYSA-N

物化性质

• 熔点：
  227-228 °C
• 沸点：
  566.8±60.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  78.37
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  N'-(6-Chloro-3-oxo-4-propyl-3,4-dihydro-quinoxalin-2-yl)-hydrazinecarboxylic acid ethyl ester 在 吡啶 作用下， 以 various solvent(s) 为溶剂， 反应 3.42h， 生成 [1,2,4]Triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione,7-chloro-2-(1-oxo-3-phenyl-2-propen-1-yl)-5-propyl-
  参考文献：
  名称：

  1,2,4-Triazolo[4,3-a]quinoxaline-1,4-diones as antiallergic agents

  摘要：

  A series of new 1,4-dihydro-1,2,4-triazolo[4,3-]quinoxaline-1,4-diones has been prepared. These compounds were tested as inhibitors of antigen-induced release of histamine (AIR) in vitro from rat peritoneal mast cells (RMC) and as inhibitors of IgE-mediated rat passive cutaneous anaphylaxis (PCA). Most of this new class of antiallergic agents showed good activity in the RMC and PCA tests. The most potent compound, 2-acetyl-7-chloro-5-n-propyl-1,2,4-triazolo[4,3-a]quinoxaline-1,4-dione (1x), with an I50 value of 0.1 microM, is 30 times more potent than disodium cromoglycate (DSCG) in the RMC assay.

  DOI：

  10.1021/jm00381a016