1,8-二甲基-1,4-二氢-2,3-喹喔啉二酮 | 126990-86-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 1,8-二甲基-1,4-二氢-2,3-喹喔啉二酮
• 中文别名: 环己烯,4-(二氟亚甲基)-5-氟-,(S)-(9CI)
• 英文名称: 1,8-Dimethyl-1,4-dihydro-quinoxaline-2,3-dione
• 英文别名: 1,8-Dimethylquinoxaline-2,3(1H,4H)-dione；4,5-dimethyl-1H-quinoxaline-2,3-dione
• CAS: 126990-86-1
• 化学式: C₁₀H₁₀N₂O₂
• 分子量: 190.202
• InChiKey: PKYVVZPIVVRHLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,8-二甲基-1,4-二氢-2,3-喹喔啉二酮 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 4.42h， 生成 1-Oxo-5,6-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：

  N1,6-dimethylbenzene-1,2-diamine 、 草酰氯 以 various solvent(s) 为溶剂， 反应 1.0h， 生成 1,8-二甲基-1,4-二氢-2,3-喹喔啉二酮
  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

• Imidazoquinoxaline compounds and their preparation and use
  申请人：NOVO NORDISK A/S

  公开号：EP0344943A1

  公开（公告）日：1989-12-06

  New imidazoquinoxaline compounds having the general formula wherein R³ is or CO₂R′ wherein R′ is C₃₋₇-cycloalkyl; R⁵ is methyl, which is substituted with hydrogen, alkoxycar­bonyl, heteroaryl, morpholino C₃₋₇-cycloalkyl, C₁₋₆-alkenyl, arylacyl, alkylacyl, alkoxyalkyl, alkoxy, phthalimidophenyl, aralkyl or aryl, all of which are substituted with hydrogen, halogen, C₁₋₆-alkyl, amino, azido, of C₁₋₆-alkoxy; and R₆ is H, C₁₋₆-alkyl, halogen, or CF₃. The compounds are useful in psychopharmaceutical preparati­ons as anticonvulsants, anxiolytics, hypnotics, and in improving the cognitive function of the brain of mammals.

  通式如下的新咪唑喹喔啉化合物 其中 R³ 是 或 CO₂R′ 其中 R′是 C₃₋₇-环烷基； R⁵ 是甲基，它被氢、烷氧羰基、杂芳基、吗啉基 C₃₋₇-环烷基、C₁₋₆-烯基、芳基酰基、烷基酰基取代、烷氧基烷基、烷氧基、邻苯二甲酰亚胺基苯基、芳基或芳基，所有这些都被氢、卤素、C₁₋₆-烷基、氨基、叠氮、C₁₋₆-烷氧基取代； R₆ 是 H、C₁₋₆-烷基、卤素或 CF₃。 这些化合物可作为抗惊厥药、抗焦虑药、催眠药和改善哺乳动物大脑认知功能的精神药物制剂。
• LOEV, B.;MUSSER, J. H.;BROWN, R. E.;JONES, H.;KAHEN, R.;HUANG, FU-CHIH;KH+, J. MED. CHEM., 1985, 28, N 3, 363-366
  作者：LOEV, B.、MUSSER, J. H.、BROWN, R. E.、JONES, H.、KAHEN, R.、HUANG, FU-CHIH、KH+

  DOI：——

  日期：——
• US5075304A
  申请人：——

  公开号：US5075304A

  公开（公告）日：1991-12-24