Ethyl-3-(1-methyl-6-carbomethoxy-2-oxo(2H)quinoxalin-3-yl)-carbazate | 92489-90-2

• 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-methyl-6-carbomethoxy-2-oxo(2H)quinoxalin-3-yl)-carbazate
• 英文别名: Methyl 3-(2-ethoxycarbonylhydrazinyl)-1-methyl-2-oxoquinoxaline-6-carboxylate
• CAS: 92489-90-2
• 化学式: C₁₄H₁₆N₄O₅
• 分子量: 320.305
• InChiKey: SNNZDQWLWNPXBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-氨基-4-(甲基氨基)苯羧酸甲酯 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-methyl-6-carbomethoxy-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：EP0039920A2

  公开（公告）日：1981-11-18

  Anti-allergic compounds of the formulae wherein, X is S or O; R1 and R2 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, aralkyl, sulfonamido, halogen, alkoxy, alkenyloxy, alkynyloxy, cyano, hydroxy, acyloxy, nitro, amino, alkylamino, alkanoylamino, carbalkoxyamino, methanesulfonyl, carboxy, carbalkoxy, trihalomethyl, or taken together, methylenedioxy; R3 and R4 is hydrogen, alkyl, alkenyl, alkynyl, aryl, acyl, aralkyl, cycloalkyl, cycloalkyl CH2-, or carbalkoxy; and Z forms a heterocyclic ring with the two carbon atoms to which it is attached;and intermediates for their preparation.

  式中的抗过敏化合物 其中 X 是 S 或 O； R1和R2是氢、烷基、烯基、炔基、环烷基、芳基、芳烷基、磺酰胺基、卤素、烷氧基、烯氧基、炔氧基、氰基、羟基、酰氧基、硝基、氨基、烷基氨基、烷酰氨基、碳烷氧基氨基、甲磺酰基、羧基、碳烷氧基、三卤甲基或合起来是亚甲二氧基； R3 和 R4 是氢、烷基、烯基、炔基、芳基、酰基、芳烷基、环烷基、环烷基 CH2- 或碳烷氧基；以及 Z 与所连接的两个碳原子形成杂环；以及制备这些物质的中间体。
• 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.