(E)-2-[[7-(diethylamino)-2-oxo-2H-chromen-3-yl]methylene]hydrazinecarbothioamide | 1312612-27-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: (E)-2-[[7-(diethylamino)-2-oxo-2H-chromen-3-yl]methylene]hydrazinecarbothioamide
• 英文别名: [(E)-[7-(diethylamino)-2-oxochromen-3-yl]methylideneamino]thiourea
• CAS: 1312612-27-3
• 化学式: C₁₅H₁₈N₄O₂S
• 分子量: 318.4
• InChiKey: FJXLMVRBTKQXRH-RQZCQDPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(二乙氨基)水杨醛 在 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 (E)-2-[[7-(diethylamino)-2-oxo-2H-chromen-3-yl]methylene]hydrazinecarbothioamide
  参考文献：
  名称：

  Reversible Fluorescent Probe for Highly Selective and Sensitive Detection of Mercapto Biomolecules

  摘要：

  A coumarin-derived complex, Hg2L2 was reported as a highly sensitive and selective probe for the detection of mercapto biomolecules in aqueous solution. The addition of Cys to a 99% aqueous solution of Hg2L2 resulted in rapid and remarkable fluorescence OFF-ON (emission at 525 nm) due to the ligand-exchange reaction of Cys with L coordinated to Hg2+. The increased fluorescence can be completely quenched by Hg2+ and recovered again by the subsequent addition of Cys. Such a fluorescence OFF-ON circle can be repeated at least 10 times by the alterative addition of Cys and Hg2+ to the solution of Hg2L2, indicating that it can be used as a convertible and reversible probe for the detection of Cys. The interconversion of Hg2L2 and L via the decomplexation/complexation by the modulation of Cys/Hg2+ was definitely verified from their crystal structures. Other competitive amino acids without a thiol group cannot induce any fluorescence changes, implying that Hg2L2 can selectively determine mercapto biomolecules. Using confocal fluorescence imaging, L/Hg2L2 as a pair of reversible probes can be further applied to track and monitor the self-detoxification process of Hg2+ ions in SYSS cells.

  DOI：

  10.1021/ic200181p