ethyl 6-chloro-8-(1,3-dithiolane-2-yl)-7-hydroxycoumarin-3-carboxylate

• 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: ethyl 6-chloro-8-(1,3-dithiolane-2-yl)-7-hydroxycoumarin-3-carboxylate
• 英文别名: Ethyl 6-chloro-8-(1,3-dithiolan-2-yl)-7-hydroxy-2-oxochromene-3-carboxylate；ethyl 6-chloro-8-(1,3-dithiolan-2-yl)-7-hydroxy-2-oxochromene-3-carboxylate
• 化学式: C₁₅H₁₃ClO₅S₂
• 分子量: 372.85
• InChiKey: DKOZKDLHWIUOPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-氯-2,4-二羟基苯甲醛 在 哌啶 、 乌洛托品 、 三氟化硼乙醚 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 58.0h， 生成 ethyl 6-chloro-8-(1,3-dithiolane-2-yl)-7-hydroxycoumarin-3-carboxylate
  参考文献：
  名称：

  Selective and “turn-off” fluorimetric detection of mercury(II) based on coumarinyldithiolane and coumarinyldithiane in aqueous solution

  摘要：

  In this work, five novel coumarin-based fluorescent probes for mercury ions were developed. The recognition of mercury ions was performed via the mercury(II)-promoted desulfurization of the probes and a reasonable reaction mechanism was proposed and verified by thin layer chromatography (TLC), H-1 nuclear magnetic resonance (H-1 NMR) and fluorescence intensity measurements. All the probes showed excellent optical properties and exclusively distinguish mercury ions from various metal ions in aqueous solutions at pH 7.4. The linear response of the fluorescence emission intensity for all the probes to the concentration of mercury ions was obtained over a wide range of 0.06-1.5 mu M (0.06-0.9 mu M for probe 3e). In addition, the biological toxicity and the confocal fluorescence images of probe 3a were also tested on MCF-7 cells. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.materresbull.2014.12.015

文献信息

• Selective and “turn-off” fluorimetric detection of mercury(II) based on coumarinyldithiolane and coumarinyldithiane in aqueous solution
  作者：Yuan Guo、Jing An、Haoyang Tang、Mengjiao Peng、Franck Suzenet

  DOI：10.1016/j.materresbull.2014.12.015

  日期：2015.3

  In this work, five novel coumarin-based fluorescent probes for mercury ions were developed. The recognition of mercury ions was performed via the mercury(II)-promoted desulfurization of the probes and a reasonable reaction mechanism was proposed and verified by thin layer chromatography (TLC), H-1 nuclear magnetic resonance (H-1 NMR) and fluorescence intensity measurements. All the probes showed excellent optical properties and exclusively distinguish mercury ions from various metal ions in aqueous solutions at pH 7.4. The linear response of the fluorescence emission intensity for all the probes to the concentration of mercury ions was obtained over a wide range of 0.06-1.5 mu M (0.06-0.9 mu M for probe 3e). In addition, the biological toxicity and the confocal fluorescence images of probe 3a were also tested on MCF-7 cells. (C) 2014 Elsevier Ltd. All rights reserved.