3-acetylamino-4-aminonaphthalene-1,8-dicarboxylic anhydride | 489430-14-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-acetylamino-4-aminonaphthalene-1,8-dicarboxylic anhydride
• 英文别名: N-(8-amino-2,4-dioxo-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaen-7-yl)acetamide
• CAS: 489430-14-0
• 化学式: C₁₄H₁₀N₂O₄
• 分子量: 270.244
• InChiKey: ISJLVOQAPIQGTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  98.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-acetylamino-4-aminonaphthalene-1,8-dicarboxylic anhydride 在 溶剂黄146 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 48.0h， 生成 12-methyl-3-(2-pyrrolidin-1-ylethyl)-3,11,13-triazatetracyclo[7.6.1.05,16.010,14]hexadeca-1(15),5,7,9(16),10(14),11-hexaene-2,4-dione
  参考文献：
  名称：

  Synthesis, Antitumor Activity, Molecular Modeling, and DNA Binding Properties of a New Series of Imidazonaphthalimides

  摘要：

  A series of mono and bisintercalators based on the 5,8-dihydrobenz [de]imidazo [4,5-g]isoquinoline-4,6-dione system were synthesized and evaluated for growth inhibitory properties in several human cell lines. All target compounds showed activity in the micromolar range. Representative compounds were evaluated using UV-vis spectroscopy and viscosimetric determinations, showing that they behave as DNA intercalators. Molecular modeling techniques were used in order to rationalize the moderate activity observed for bisnaphthalimides.

  DOI：

  10.1021/jm020950q
• 作为产物：
  描述：

  3-乙酰氨基萘-1,8-二羧酸酐 在 palladium on activated charcoal 硫酸 、 氢气 、 硝酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-acetylamino-4-aminonaphthalene-1,8-dicarboxylic anhydride
  参考文献：
  名称：

  Synthesis, Antitumor Activity, Molecular Modeling, and DNA Binding Properties of a New Series of Imidazonaphthalimides

  摘要：

  A series of mono and bisintercalators based on the 5,8-dihydrobenz [de]imidazo [4,5-g]isoquinoline-4,6-dione system were synthesized and evaluated for growth inhibitory properties in several human cell lines. All target compounds showed activity in the micromolar range. Representative compounds were evaluated using UV-vis spectroscopy and viscosimetric determinations, showing that they behave as DNA intercalators. Molecular modeling techniques were used in order to rationalize the moderate activity observed for bisnaphthalimides.

  DOI：

  10.1021/jm020950q