7-[4-(2-Carboxy-phenylcarbamoyloxymethyl)-imidazol-1-yl]-3-ethoxy-6-nitro-quinoxaline-2-carboxylic acid ethyl ester | 866417-37-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-[4-(2-Carboxy-phenylcarbamoyloxymethyl)-imidazol-1-yl]-3-ethoxy-6-nitro-quinoxaline-2-carboxylic acid ethyl ester
• CAS: 866417-37-0
• 化学式: C₂₅H₂₂N₆O₉
• 分子量: 550.484
• InChiKey: GSWPBPFHLSYJNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  40.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  197.9
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  7-[4-(2-Carboxy-phenylcarbamoyloxymethyl)-imidazol-1-yl]-3-ethoxy-6-nitro-quinoxaline-2-carboxylic acid ethyl ester 在 溶剂黄146 作用下， 生成 7-(4-((N-(2-carboxyphenyl)carbamoyloxy)methyl)imidazolyl)-3,4-dihydro-6-nitro-3-oxoquinoxaline-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and AMPA receptor antagonistic activity of a novel class of quinoxalinecarboxylic acid with a substituted phenyl group at the C-7 position

  摘要：

  The synthesis and biological properties of a novel class of 7-heterocycle-substituted quinoxalinecarboxylic acids, which bear a substituted phenyl group through a urethane linkage at the C-7 position, are described. One of the synthesized compounds, 151, which has a 4-carboxyphenyl carbamoyloxymethyl imidazole group at the C-7 position and is water-soluble, was found to possess high potency in vitro and showed excellent neuroprotective efficacy in vivo. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00740-6
• 作为产物：
  描述：

  ethyl 3,4-dihydro-7-fluoro-6-nitro-3-oxoquinoxaline-2-carboxylate 在 三乙胺 、 silver(l) oxide 作用下， 以 甲苯 为溶剂， 生成 7-[4-(2-Carboxy-phenylcarbamoyloxymethyl)-imidazol-1-yl]-3-ethoxy-6-nitro-quinoxaline-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and AMPA receptor antagonistic activity of a novel class of quinoxalinecarboxylic acid with a substituted phenyl group at the C-7 position

  摘要：

  The synthesis and biological properties of a novel class of 7-heterocycle-substituted quinoxalinecarboxylic acids, which bear a substituted phenyl group through a urethane linkage at the C-7 position, are described. One of the synthesized compounds, 151, which has a 4-carboxyphenyl carbamoyloxymethyl imidazole group at the C-7 position and is water-soluble, was found to possess high potency in vitro and showed excellent neuroprotective efficacy in vivo. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00740-6