3,5-dinitro-N,N-diacetyl-4-methoxyaniline | 835627-54-8

• 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: 3,5-dinitro-N,N-diacetyl-4-methoxyaniline
• 英文别名: N-Acetyl-N-(4-methoxy-3,5-dinitrophenyl)acetamide；N-acetyl-N-(4-methoxy-3,5-dinitrophenyl)acetamide
• CAS: 835627-54-8
• 化学式: C₁₁H₁₁N₃O₇
• 分子量: 297.224
• InChiKey: PYRPMZKSLVLGND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  138
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,5-dinitro-N,N-diacetyl-4-methoxyaniline 在 palladium on activated charcoal 吡啶 、 phosphate buffer 、 potassium nitrososulfonate 、 氢溴酸 、 氢气 作用下， 以 甲醇 、 乙醇 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 31.08h， 生成 8-amino-2-methyl-4,5-dihydroimidazo[1,5,4-de]quinoxalin-9-one dihydrochloride
  参考文献：
  名称：

  Synthesis of imidazo[1,5,4-de]quinoxalin-9-ones, benzimidazole analogues of pyrroloiminoquinone marine natural products

  摘要：

  The imidazoquinoxalinones 1 and 2 are benzimidazole analogues of indole-based marine natural products called makaluvamins. The stabilized cation 1 and the zwitterion 2 were prepared in similar to9 steps from readily available starting materials. Compound 1 is more cytostatic and cytotoxic than 2 and also shows activity in the hollow fiber assay. Unlike the indole-based natural products, 1 and 2 are not potent topoisomerase II inhibitors. Their pattern of cytotoxic and cyostatic activity could be related to inhibition of protein tyrosine kinases. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.016
• 作为产物：
  描述：

  N-乙酰基-N-(4-甲氧基苯基)乙酰胺 在 硝酸 、 乙酸酐 作用下， 生成 3,5-dinitro-N,N-diacetyl-4-methoxyaniline
  参考文献：
  名称：

  Synthesis of imidazo[1,5,4-de]quinoxalin-9-ones, benzimidazole analogues of pyrroloiminoquinone marine natural products

  摘要：

  The imidazoquinoxalinones 1 and 2 are benzimidazole analogues of indole-based marine natural products called makaluvamins. The stabilized cation 1 and the zwitterion 2 were prepared in similar to9 steps from readily available starting materials. Compound 1 is more cytostatic and cytotoxic than 2 and also shows activity in the hollow fiber assay. Unlike the indole-based natural products, 1 and 2 are not potent topoisomerase II inhibitors. Their pattern of cytotoxic and cyostatic activity could be related to inhibition of protein tyrosine kinases. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.016