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

文献信息

• 1-(7-Chloroquinolin-4-yl)-2-[(1H-pyrrol-2-yl)methylene]hydrazine: a potent compound against cancer
  作者：Raquel Carvalho Montenegro、Letícia Veras Lotufo、Manoel Odorico de Moraes、Cláudia do Ó. Pessoa、Felipe Augusto Rocha Rodrigues、Marcelle de Lima Ferreira Bispo、Camila Cataldi de Alcantara、Carlos Roland Kaiser、Marcus Vinícius Nora de Souza

  DOI：10.1007/s00044-011-9894-8

  日期：2012.11

  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.