6-bromomethyl-7-methyl-2,3-dimethoxyquinoxaline | 206053-93-2

• 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: 6-bromomethyl-7-methyl-2,3-dimethoxyquinoxaline
• 英文别名: 6-(Bromomethyl)-2,3-dimethoxy-7-methylquinoxaline
• CAS: 206053-93-2
• 化学式: C₁₂H₁₃BrN₂O₂
• 分子量: 297.151
• InChiKey: BHONWCCEMDIYLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-bromomethyl-7-methyl-2,3-dimethoxyquinoxaline 在 盐酸 作用下， 以49%的产率得到6-Hydroxymethyl-7-methyl-1,4-dihydro-quinoxaline-2,3-dione
  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
• 作为产物：
  描述：

  1,4-二氢-6,7-二甲基-2,3-喹喔啉二酮 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 N,N-二甲基苯胺 、 三氯氧磷 作用下， 以 甲醇 、 四氯化碳 为溶剂， 反应 27.0h， 生成 6-bromomethyl-7-methyl-2,3-dimethoxyquinoxaline
  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