4-oxo-1,4-dihydrobenzo[h]quinoline-3-carbohydrazide | 1335128-05-6

• 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: 4-oxo-1,4-dihydrobenzo[h]quinoline-3-carbohydrazide
• 英文别名: 4-oxo-1H-benzo[h]quinoline-3-carbohydrazide
• CAS: 1335128-05-6
• 化学式: C₁₄H₁₁N₃O₂
• 分子量: 253.26
• InChiKey: LEFSMAQWVJRIEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.2
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-oxo-1,4-dihydrobenzo[h]quinoline-3-carbohydrazide 在 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 ethyl {[5-(4-oxo-1,4-dihydrobenzo[h]quinolin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetate
  参考文献：
  名称：

  Synthesis of novel 1,3,4-oxadiazole derivatives and their nucleoside analogs with antioxidant and antitumor activities

  摘要：

  A series of new (1,3,4-oxadiazol-2-yl)-1H-benzo[h]quinolin-4-one derivatives were synthesized, including glucose and xylose hydrazones that were obtained by the reaction of hydrazides with monosaccharides. Cyclization of the sugar hydrazones with acetic anhydride afforded substituted oxadiazoline derivatives. The newly synthesized compounds were evaluated for their antioxidant properties and cytotoxicity, and showed moderate to high activities.

  DOI：

  10.1007/s10593-011-0847-4
• 作为产物：
  描述：

  4-羟基苯并[h]喹啉-3-羧酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以84%的产率得到4-oxo-1,4-dihydrobenzo[h]quinoline-3-carbohydrazide
  参考文献：
  名称：

  Synthesis of novel 1,3,4-oxadiazole derivatives and their nucleoside analogs with antioxidant and antitumor activities

  摘要：

  A series of new (1,3,4-oxadiazol-2-yl)-1H-benzo[h]quinolin-4-one derivatives were synthesized, including glucose and xylose hydrazones that were obtained by the reaction of hydrazides with monosaccharides. Cyclization of the sugar hydrazones with acetic anhydride afforded substituted oxadiazoline derivatives. The newly synthesized compounds were evaluated for their antioxidant properties and cytotoxicity, and showed moderate to high activities.

  DOI：

  10.1007/s10593-011-0847-4

文献信息

• Synthesis of novel 1,3,4-oxadiazole derivatives and their nucleoside analogs with antioxidant and antitumor activities
  作者：A. A. Fadda、A. A.-H. Abdel-Rahman、W. A. El-Sayed、T. A. Zidan、F. A. Badria

  DOI：10.1007/s10593-011-0847-4

  日期：2011.10

  A series of new (1,3,4-oxadiazol-2-yl)-1H-benzo[h]quinolin-4-one derivatives were synthesized, including glucose and xylose hydrazones that were obtained by the reaction of hydrazides with monosaccharides. Cyclization of the sugar hydrazones with acetic anhydride afforded substituted oxadiazoline derivatives. The newly synthesized compounds were evaluated for their antioxidant properties and cytotoxicity, and showed moderate to high activities.