Ethyl-3-(1,7-dimethyl-2-oxo(2H)quinoxalin-3-yl)carbazate

• 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: Ethyl-3-(1,7-dimethyl-2-oxo(2H)quinoxalin-3-yl)carbazate
• 英文别名: ethyl N-[(4,6-dimethyl-3-oxoquinoxalin-2-yl)amino]carbamate
• 化学式: C₁₃H₁₆N₄O₃
• 分子量: 276.295
• InChiKey: BDJFBQNAKRQGHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  83
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethyl-3-(1,7-dimethyl-2-oxo(2H)quinoxalin-3-yl)carbazate 以 various solvent(s) 为溶剂， 反应 0.42h， 生成 1-Oxo-5,7-dimethyl-1H,4H(1,2,4)triazolo(4,3-a)quinoxalin-4-one
  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
• 作为产物：
  描述：

  N1,5-二甲基苯-1,2-二胺 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 反应 5.0h， 生成 Ethyl-3-(1,7-dimethyl-2-oxo(2H)quinoxalin-3-yl)carbazate
  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

文献信息

• Triazaloquinoxalin-1,4-diones
  申请人：USV PHARMACEUTICAL CORPORATION

  公开号：EP0039920B1

  公开（公告）日：1984-07-25
• US4400382A
  申请人：——

  公开号：US4400382A

  公开（公告）日：1983-08-23
• US4507300A
  申请人：——

  公开号：US4507300A

  公开（公告）日：1985-03-26
• US4668678A
  申请人：——

  公开号：US4668678A

  公开（公告）日：1987-05-26
• 1,2,4-Triazolo[4,3-a]quinoxaline-1,4-diones as antiallergic agents
  作者：Bernard Loev、John H. Musser、Richard E. Brown、Howard Jones、Robert Kahen、Fu Chih Huang、Atul Khandwala、Paula Sonnino-Goldman、Mitchell J. Leibowitz

  DOI：10.1021/jm00381a016

  日期：1985.3

  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.