2-phenyl-4,5-quinolinedicarboxylic anhydride | 688043-85-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-phenyl-4,5-quinolinedicarboxylic anhydride
• 英文别名: 2-phenyl-quinoline-4,5-dicarboxylic acid-anhydride；2-Phenyl-chinolin-4,5-dicarbonsaeure-anhydrid；3-Phenyl-7-oxa-2-azatricyclo[7.3.1.05,13]trideca-1(12),2,4,9(13),10-pentaene-6,8-dione
• CAS: 688043-85-8
• 化学式: C₁₇H₉NO₃
• 分子量: 275.263
• InChiKey: VCPLCIYGTBJKEN-UHFFFAOYSA-N

物化性质

• 熔点：
  226-227 °C
• 沸点：
  532.1±38.0 °C(Predicted)
• 密度：
  1.410±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-二(2-氨乙基)-1,3-丙二胺 、 2-phenyl-4,5-quinolinedicarboxylic anhydride 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以32%的产率得到N,N-bis{2-[5-phenyl-1,3-dioxo-1,3-dihydro-2H-pyrido[3,4,5-de]quinolin-2-yl]ethyl}propylenediamine
  参考文献：
  名称：

  Synthesis, Biological Activity, and Quantitative Structure−Activity Relationship Study of Azanaphthalimide and Arylnaphthalimide Derivatives

  摘要：

  A series of quinoline derivatives as aza analogues of the naphthalene chromophore and a series of "nonfused" tricyclic aromatic systems, in particular 5-arylquinolines and 5- or 6-aryl and heteroaryl naphthalene systems, were synthesized and evaluated for growth-inhibitory properties in several human cell lines. The analysis of quantitative structure-antitumor activity relationships for the growth-inhibitory properties is also reported. Findings suggest that these compounds may not express their cytotoxicity via interaction on DNA.

  DOI：

  10.1021/jm0310784
• 作为产物：
  描述：

  3-氨基苯甲酸甲酯 在 盐酸 、 氢氧化钾 、 盐酸羟胺 、 sodium sulfate 作用下， 以 乙醇 为溶剂， 反应 73.0h， 生成 2-phenyl-4,5-quinolinedicarboxylic anhydride
  参考文献：
  名称：

  Synthesis, Biological Activity, and Quantitative Structure−Activity Relationship Study of Azanaphthalimide and Arylnaphthalimide Derivatives

  摘要：

  A series of quinoline derivatives as aza analogues of the naphthalene chromophore and a series of "nonfused" tricyclic aromatic systems, in particular 5-arylquinolines and 5- or 6-aryl and heteroaryl naphthalene systems, were synthesized and evaluated for growth-inhibitory properties in several human cell lines. The analysis of quantitative structure-antitumor activity relationships for the growth-inhibitory properties is also reported. Findings suggest that these compounds may not express their cytotoxicity via interaction on DNA.

  DOI：

  10.1021/jm0310784

文献信息

• v. Braun; Hahn, Chemische Berichte, 1923, vol. 56, p. 2345
  作者：v. Braun、Hahn

  DOI：——

  日期：——
• Dethloff; Mix, Chemische Berichte, 1949, vol. 82, p. 534,537
  作者：Dethloff、Mix

  DOI：——

  日期：——