7-chloro-N-(furan-2-ylmethylideneamino)quinolin-4-amine | 401589-23-9

• 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: 7-chloro-N-(furan-2-ylmethylideneamino)quinolin-4-amine
• CAS: 401589-23-9
• 化学式: C₁₄H₁₀ClN₃O
• 分子量: 271.706
• InChiKey: MVLHZXLSZSBFEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7-氯-4-肼基喹啉 、 2,3-Dihydrofuran-5-carboxaldehyde 以 乙醇 为溶剂， 以83%的产率得到7-chloro-N-(furan-2-ylmethylideneamino)quinolin-4-amine
  参考文献：
  名称：

  1-(7-Chloroquinolin-4-yl)-2-[(1H-pyrrol-2-yl)methylene]hydrazine: a potent compound against cancer

  摘要：

  Heteroaromatic derivatives (3a-f) have been synthesized and evaluated for their activity against four cancer cell lines. Among the studied compounds, 1-(7-Chloroquinolin-4-yl)-2-[(1H-pyrrol-2-yl)methylene]hydrazine (3e) exhibited an excellent cytotoxic activity against the referred lines, and especially on melanoma cells (MDAMB-435). In this case, compound 3e is four times more active than the standard substance Doxorubicin. Together with other results from our group, 7-chloro-4-quinolinylhydrazones derived from chloroquine could be considered a relevant finding toward the rational design of new leads for antitumor compounds.

  DOI：

  10.1007/s00044-011-9894-8