N,N-dimethyl-2-((8-hydroxyquinolin-2-yl)methylene)hydrazinecarbothioamide | 1415389-80-8

• 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: N,N-dimethyl-2-((8-hydroxyquinolin-2-yl)methylene)hydrazinecarbothioamide
• 英文别名: 3-[(E)-(8-hydroxyquinolin-2-yl)methylideneamino]-1,1-dimethylthiourea
• CAS: 1415389-80-8
• 化学式: C₁₃H₁₄N₄OS
• 分子量: 274.346
• InChiKey: KUZFTNBEKWJENP-RIYZIHGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  92.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  8-羟基喹啉-2-甲醛 、 4,4-二甲基-3-氨基硫脲单水合物 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以82%的产率得到N,N-dimethyl-2-((8-hydroxyquinolin-2-yl)methylene)hydrazinecarbothioamide
  参考文献：
  名称：

  Synthesis and characterization of quinoline-based thiosemicarbazones and correlation of cellular iron-binding efficacy to anti-tumor efficacy

  摘要：

  Iron chelators have emerged as a potential anti-cancer treatment strategy. In this study, a series of novel thiosemicarbazone iron chelators containing a quinoline scaffold were synthesized and characterized. A number of analogs show markedly greater anti-cancer activity than the 'gold-standard' iron chelator, desferrioxamine. The anti-proliferative activity and iron chelation efficacy of several of these ligands (especially compound 1b), indicates that further investigation of this class of thiosemicarbazones is worthwhile. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.030