2-oxo-1,2-dihydroquinoline-3-carbaldehyde 4,4-dimethylthiosemicarbazone | 1332968-56-5

• 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-oxo-1,2-dihydroquinoline-3-carbaldehyde 4,4-dimethylthiosemicarbazone
• CAS: 1332968-56-5
• 化学式: C₁₃H₁₄N₄OS
• 分子量: 274.346
• InChiKey: YASGVSKYOSYGRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  60.49
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4,4-二甲基-3-氨基硫脲单水合物 、 1,2-二氢-2-氧代喹啉-3-甲醛 以 甲醇 为溶剂， 反应 0.5h， 以92%的产率得到2-oxo-1,2-dihydroquinoline-3-carbaldehyde 4,4-dimethylthiosemicarbazone
  参考文献：
  名称：

  Biological evaluation of a novel water soluble sulphur bridged binuclear copper(II) thiosemicarbazone complex

  摘要：

  The reaction of 2-oxo-1,2-dihydroquinoline-3-carbaldehyde 4(N,N)-dimethylthiosemicarbazone (HL) with copper(II) nitrate in methanol yielded water soluble [{Cu(L)(CH3OH)}(2)](NO3)(2)center dot H2O. Structural analysis revealed that the complex consists of centrosymmetric binuclear entities containing square-pyramidal copper(II) ions bridged through the sulfur atoms. The spectroscopic experimental evidences strongly suggested that the ligand and complex could interact with calf thymus DNA (CT-DNA) through intercalation. A gel electrophoresis assay demonstrated the ability of the complex to cleave the pBR322 plasmid DNA. The complex also exhibited a strong binding to bovine serum albumin (BSA) over the ligand. Investigations of antioxidative properties showed that the complex has strong radical scavenging properties. Further, the cytotoxic effect of the complex was examined on HeLa, Hep G2, and HEp-2, which showed that the complex exhibited substantial cytotoxic specificity on HeLa over the other two. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.038