1-Ethyl-5,12-dihydroxy-4,6,11-trioxo-1,4,6,11-tetrahydro-naphtho[2,3-g]quinoline-3-carboxylic acid ethyl ester | 191598-42-2

• 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: 1-Ethyl-5,12-dihydroxy-4,6,11-trioxo-1,4,6,11-tetrahydro-naphtho[2,3-g]quinoline-3-carboxylic acid ethyl ester
• CAS: 191598-42-2
• 化学式: C₂₂H₁₇NO₇
• 分子量: 407.379
• InChiKey: LUTXFGCEFXJHSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  30.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  122.9
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-Ethyl-5,12-dihydroxy-4,6,11-trioxo-1,4,6,11-tetrahydro-naphtho[2,3-g]quinoline-3-carboxylic acid ethyl ester 在 盐酸 、 溶剂黄146 作用下， 以50%的产率得到1-Ethyl-5,12-dihydroxy-4,6,11-trioxo-1,4,6,11-tetrahydro-naphtho[2,3-g]quinoline-3-carboxylic acid
  参考文献：
  名称：

  Topoisomerase II inhibitors. Synthetic hybridization of 4-quinolones and anthracyclines

  摘要：

  A series of hybrid molecules (14-16) combining certain structural features of both 4-quinolone antimicrobial inhibitors of DNA gyrase and anthracycline inhibitors of mammalian topoisomerase II were prepared synthetically in six chemical steps from digiferrol dimethyl ether(3). The resulting hybrids were, unfortunately, inactive against both bacteria and mammalian cells as well as purified topoisomerases at doses where ciprofloxacin and doxorubicin are highly active. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00191-1
• 作为产物：
  描述：

  9,10-Dihydro-1,4-dimethoxy-9,10-dioxoanthracene-2-carboxylic acid 在 氯化亚砜 、 乙基溴化镁 、 乙酸酐 、 三氯化硼 作用下， 生成 1-Ethyl-5,12-dihydroxy-4,6,11-trioxo-1,4,6,11-tetrahydro-naphtho[2,3-g]quinoline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Topoisomerase II inhibitors. Synthetic hybridization of 4-quinolones and anthracyclines

  摘要：

  A series of hybrid molecules (14-16) combining certain structural features of both 4-quinolone antimicrobial inhibitors of DNA gyrase and anthracycline inhibitors of mammalian topoisomerase II were prepared synthetically in six chemical steps from digiferrol dimethyl ether(3). The resulting hybrids were, unfortunately, inactive against both bacteria and mammalian cells as well as purified topoisomerases at doses where ciprofloxacin and doxorubicin are highly active. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00191-1