5-methoxy-1,3-dimethylindazole-4,7-dione | 1435059-41-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-methoxy-1,3-dimethylindazole-4,7-dione
• 英文别名: 5-Methoxy-1,3-dimethylindazole-4,7-dione
• CAS: 1435059-41-8
• 化学式: C₁₀H₁₀N₂O₃
• 分子量: 206.201
• InChiKey: LJIRSFJVQOYBJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methoxy-1,3-dimethylindazole-4,7-dione 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 silver nitrate 作用下， 以 四氯化碳 、 水 、 丙酮 为溶剂， 以36%的产率得到3-hydroxymethyl-5-methoxy-1-methylindazole-4,7-dione
  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 盐酸 、 tin 、 potassium nitrososulfonate 、 偶氮基二羧酸双(2,2,2-三氯乙酯) 、 三氟化硼乙醚 、 硝酸 、 溶剂黄146 、 sodium hydroxide 作用下， 以 aq. phosphate buffer 、 乙醇 、 二氯甲烷 、 水 、 二甲基亚砜 、 丙酮 为溶剂， 反应 8.5h， 生成 5-methoxy-1,3-dimethylindazole-4,7-dione
  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

• 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.