5-Methoxy-3-methyl-4-nitrobenzo[d]isoxazole | 1435059-44-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并异恶唑
• 英文名称: 5-Methoxy-3-methyl-4-nitrobenzo[d]isoxazole
• 英文别名: 5-methoxy-3-methyl-4-nitro-1,2-benzoxazole
• CAS: 1435059-44-1
• 化学式: C₉H₈N₂O₄
• 分子量: 208.174
• InChiKey: LEZMSQWXQRQOKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  81.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Methoxy-3-methyl-4-nitrobenzo[d]isoxazole 在 盐酸 、 tin 、 potassium nitrososulfonate 作用下， 以 aq. phosphate buffer 、 乙醇 、 水 、 丙酮 为溶剂， 反应 2.0h， 生成 5-Methoxy-3-methyl-1,2-benzoxazole-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：

  2'-羟基-5'-甲氧基苯乙酮 在 吡啶 、 偶氮二甲酸二异丙酯 、 硫酸 、 盐酸羟胺 、 硝酸 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 5-Methoxy-3-methyl-4-nitrobenzo[d]isoxazole
  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.