5,7-二甲氧基-3-甲基吲唑 | 154876-15-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 5,7-二甲氧基-3-甲基吲唑
• 英文名称: 5,7-dimethoxy-3-methylindazole
• 英文别名: 5,7-dimethoxy-3-methyl-2H-indazole
• CAS: 154876-15-0
• 化学式: C₁₀H₁₂N₂O₂
• 分子量: 192.217
• InChiKey: SAEQJYKKYFAOJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,7-二甲氧基-3-甲基吲唑 在 硝酸 、 溶剂黄146 作用下， 反应 1.0h， 以81%的产率得到5,7-dimethoxy-3-methyl-4-nitroindazole
  参考文献：
  名称：

  Benzofuran-, benzothiophene-, indazole- and benzisoxazole-quinones: Excellent substrates for NAD(P)H:quinone oxidoreductase 1

  摘要：

  A series of heterocyclic quinones based on benzofuran, benzothiophene, indazole and benzisoxazole has been synthesized, and evaluated for their ability to function as substrates for recombinant human NAD(P)H:quinone oxidoreductase (NQO1), a two-electron reductase upregulated in tumor cells. Overall, the quinones are excellent substrates for NQO1, approaching the reduction rates observed for menadione. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.071
• 作为产物：
  描述：

  3,5-二甲氧基苯乙酮 在 偶氮基二羧酸双(2,2,2-三氯乙酯) 、 三氟化硼乙醚 、 溶剂黄146 、 锌 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以35%的产率得到5,7-二甲氧基-3-甲基吲唑
  参考文献：
  名称：

  Benzofuran-, benzothiophene-, indazole- and benzisoxazole-quinones: Excellent substrates for NAD(P)H:quinone oxidoreductase 1

  摘要：

  A series of heterocyclic quinones based on benzofuran, benzothiophene, indazole and benzisoxazole has been synthesized, and evaluated for their ability to function as substrates for recombinant human NAD(P)H:quinone oxidoreductase (NQO1), a two-electron reductase upregulated in tumor cells. Overall, the quinones are excellent substrates for NQO1, approaching the reduction rates observed for menadione. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.071

文献信息

• Amination of Arenes with Electron-Deficient Azodicarboxylates
  作者：Helen Mitchell、Yves Leblanc

  DOI：10.1021/jo00082a035

  日期：1994.2
• 5,7-DIMETHOXY-3-METHYLINDAZOLE FROM 3,5-DIMETHOXYACETOPHENONE
  作者：Boudreault, Nicolas、Leblanc, Yves

  DOI：10.15227/orgsyn.074.0241

  日期：——
• Benzofuran-, benzothiophene-, indazole- and benzisoxazole-quinones: Excellent substrates for NAD(P)H:quinone oxidoreductase 1
  作者：Jeffery J. Newsome、Mary Hassani、Elizabeth Swann、Jane M. Bibby、Howard D. Beall、Christopher J. Moody

  DOI：10.1016/j.bmc.2013.03.071

  日期：2013.6

  A series of heterocyclic quinones based on benzofuran, benzothiophene, indazole and benzisoxazole has been synthesized, and evaluated for their ability to function as substrates for recombinant human NAD(P)H:quinone oxidoreductase (NQO1), a two-electron reductase upregulated in tumor cells. Overall, the quinones are excellent substrates for NQO1, approaching the reduction rates observed for menadione. (C) 2013 Elsevier Ltd. All rights reserved.