7-methyl-2,3-dioxo-1,2,3,4-tetrahydro-quinoxaline-6-carboxylic acid | 18585-44-9

• 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: 7-methyl-2,3-dioxo-1,2,3,4-tetrahydro-quinoxaline-6-carboxylic acid
• 英文别名: 7-Methyl-2,3-dioxo-1,4-dihydroquinoxaline-6-carboxylic acid
• CAS: 18585-44-9
• 化学式: C₁₀H₈N₂O₄
• 分子量: 220.185
• InChiKey: OKNXWXUACGOEOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基-4,5-二硝基苯甲酸 在 镍 、 一水合肼 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 74.0h， 生成 7-methyl-2,3-dioxo-1,2,3,4-tetrahydro-quinoxaline-6-carboxylic acid
  参考文献：
  名称：

  1,4-Dihydro-2,3-quinoxalinediones as potential flavin metabolites and excitatory amino acid receptor ligands. Part 1: Synthesis and pharmacological evaluation of the benzylic oxidation series of 1,4-dihydro-6,7-dimethyl-2,3-quinoxalinedione

  摘要：

  A series of five 6,7-disubstituted 1,4-dihydro-2,3-quinoxalinediones was prepared, two of which are known microbial flavin metabolites and three of which are potential flavin metabolites. Four of the five compounds inhibited specific binding of [H-3]-amino-3-hydroxy-5-methyl-4-isoxazolepropanoic acid ([H-3]AMPA), [H-3]kainic acid, and [H-3]6-cyano-1,4-dihydro-7-nitro-2,3-quinoxalinedione ([H-3]CNQX) in rat brain homogenate fractions, with IC50 values in the low micromolar range (the fifth compound competed only with [H-3]CNQX). Two of the compounds were moderately potent AMPA antagonists in an in vitro functional test. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(97)10032-3

文献信息

• Method of screening binding of a compound to a receptor
  申请人：——

  公开号：US20030215959A1

  公开（公告）日：2003-11-20

  Disclosed is a method of measuring affinity of a test compound for a receptor protein. The method includes the steps of providing a receptor-ligand complex comprising a receptor and a quinoxaline derivative ligand bound thereto; then contacting the receptor-ligand complex with a test compound, thereby yielding a receptor-test compound complex and an amount of free quinoxaline derivative; and then measuring the amount of the free quinoxaline derivative generated as a result of the previous step. In this fashion, the affinity of the test compound for the receptor can be determined.

  本发明公开了一种测量试验化合物与受体蛋白亲和力的方法。该方法包括以下步骤：提供一个包括受体和一个喹喔啉衍生物配体结合在一起的受体-配体复合物；然后将受体-配体复合物与试验化合物接触，从而产生受体-试验化合物复合物和一定量的游离喹喔啉衍生物；然后测量由于前一步骤而产生的游离喹喔啉衍生物的数量。通过这种方法，可以确定试验化合物与受体的亲和力。
• Quinoxaline compounds and their preparation and use
  申请人：NOVO NORDISK A/S

  公开号：EP0260467A2

  公开（公告）日：1988-03-23

  Heterocyclic dihydroxyquinoxaline compounds having the formula wherein R¹ is halogen, CN, CF₃, ethynyl, or N₃ and R² is SO₂C1-3-alkyl, CF₃, NO₂, ethynyl, or CN. The invention also relates to a method of preparing the compounds, pharmaceutical compositions thereof, and their use. The compounds are useful in the treatment of indications caused by hyperactivity of the excitatory neurotransmitters, particularly the quisqualate receptors, and especially as neuroleptics.

  具有以下式子的杂环二羟基喹喔啉化合物 其中 R¹ 是卤素、CN、CF₃、乙炔基或 N₃ 和 R² 是 SO₂C1-3-烷基、CF₃、NO₂、乙炔基或 CN。 本发明还涉及化合物的制备方法、其药物组合物及其用途。 本发明的化合物可用于治疗兴奋性神经递质，特别是喹乙醇受体活性亢进引起的症状，尤其可用作神经抑制剂。
• US4812458A
  申请人：——

  公开号：US4812458A

  公开（公告）日：1989-03-14
• US7081346B2
  申请人：——

  公开号：US7081346B2

  公开（公告）日：2006-07-25
• 1,4-Dihydro-2,3-quinoxalinediones as potential flavin metabolites and excitatory amino acid receptor ligands. Part 1: Synthesis and pharmacological evaluation of the benzylic oxidation series of 1,4-dihydro-6,7-dimethyl-2,3-quinoxalinedione
  作者：Ajita Bhat、Hui-Min Chang、Lane J Wallace、David M Weinstein、Gamal Shams、Cynthia C Garris、Ronald A Hill

  DOI：10.1016/s0968-0896(97)10032-3

  日期：1998.3

  A series of five 6,7-disubstituted 1,4-dihydro-2,3-quinoxalinediones was prepared, two of which are known microbial flavin metabolites and three of which are potential flavin metabolites. Four of the five compounds inhibited specific binding of [H-3]-amino-3-hydroxy-5-methyl-4-isoxazolepropanoic acid ([H-3]AMPA), [H-3]kainic acid, and [H-3]6-cyano-1,4-dihydro-7-nitro-2,3-quinoxalinedione ([H-3]CNQX) in rat brain homogenate fractions, with IC50 values in the low micromolar range (the fifth compound competed only with [H-3]CNQX). Two of the compounds were moderately potent AMPA antagonists in an in vitro functional test. (C) 1998 Elsevier Science Ltd. All rights reserved.