2,3-dimethoxy-5-methylindeno[1,2-b]indol-10(5H)-one oxime | 1422513-27-6

• 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: 2,3-dimethoxy-5-methylindeno[1,2-b]indol-10(5H)-one oxime
• 英文别名: N-(2,3-dimethoxy-5-methylindeno[1,2-b]indol-10-ylidene)hydroxylamine
• CAS: 1422513-27-6
• 化学式: C₁₈H₁₆N₂O₃
• 分子量: 308.337
• InChiKey: QKKJJUJGWVTZBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  56
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-Dimethoxy-5-methylindeno[1,2-b]indol-10-one 在 盐酸羟胺 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 2,3-dimethoxy-5-methylindeno[1,2-b]indol-10(5H)-one oxime
  参考文献：
  名称：

  Indenoindolone derivatives as topoisomerase II–inhibiting anticancer agents

  摘要：

  Based on known heterocyclic topoisomerase II inhibitors and anticancer agents, various indenoindolone derivatives were predicted as potential topoisomerase II-inhibiting anticancer agents. They are hydrazones, (thio)semicarbazones, and oximes of indenoindolones, and indenoindolols. These derivatives with suitable substitutions exhibited potent specific inhibition of human DNA TopoII alpha, while not showing inhibition of topoisomerase I and DNA intercalation, despite the fact that parent indenoindolones are known poor/moderate inhibitors of topoisomerase II. The potent topoisomerase II inhibitor indenoindolone derivatives exhibited good anticancer activities compared to etoposide and 5-fluorouracil, and relatively low toxicity to normal cells. These derivatizations of indenoindolones were found to result in enhancement of anticancer activities. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.063