ethyl 8-formoxyl-6-fluoro-7-hydroxycoumarin-3-carboxylate | 1313212-06-4

• 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 8-formoxyl-6-fluoro-7-hydroxycoumarin-3-carboxylate
• 英文别名: ethyl 6-fluoro-7-hydroxy-8-formylcoumarin-3-carboxylate；Ethyl 6-fluoro-8-formyl-7-hydroxy-2-oxochromene-3-carboxylate；ethyl 6-fluoro-8-formyl-7-hydroxy-2-oxochromene-3-carboxylate
• CAS: 1313212-06-4
• 化学式: C₁₃H₉FO₆
• 分子量: 280.209
• InChiKey: VKDJHWZZWWUZFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 8-formoxyl-6-fluoro-7-hydroxycoumarin-3-carboxylate 在 sodium hydrogensulfite 作用下， 反应 0.08h， 生成
  参考文献：
  名称：

  基于香豆素的新型荧光探针，可选择性检测水中的亚硫酸氢根阴离子

  摘要：

  香豆素及其类似物已被广泛用作荧光探针的设计中的生色团，而据报道，基于香豆素的荧光探针可用于检测水中的阴离子。在本文中，开发了以水杨醛功能为识别单元的基于香豆素的荧光探针，用于选择性检测水中的亚硫酸氢根阴离子。由四个卤代间苯二酚分三步合成了四种新颖的荧光探针。化学探针对亚硫酸氢盐的选择性反应优于其他阴离子。此外，还研究了检测机制。加入亚硫酸氢盐后，由于甲酰基与亚硫酸氢盐阴离子的亲核加成反应，探针的荧光强度大大提高。

  DOI：

  10.1002/cjoc.201090035
• 作为产物：
  描述：

  5-fluoro-2,4-dihydroxybenzaldehyde 在 哌啶 、 乌洛托品 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 53.0h， 生成 ethyl 8-formoxyl-6-fluoro-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

• Novel Coumarin-based Fluorescent Probe for Selective Detection of Bisulfite Anion in Water
  作者：Kangyu Chen、Yuan Guo、Zhenhuan Lu、Bingqin Yang、Zhen Shi

  DOI：10.1002/cjoc.201090035

  日期：2010.1

  been widely used as chromophore in design of fluorescent probe, while less coumarin‐based fluorescent probe was reported for detection of anion in water. In this article, coumarin‐based fluorescent probes with salicylaldehyde functionality as recognition unit have been developed for selective detection of bisulfite anions in water. Four novel fluorescent probes were synthesized from 4‐haloresorcinol in

  香豆素及其类似物已被广泛用作荧光探针的设计中的生色团，而据报道，基于香豆素的荧光探针可用于检测水中的阴离子。在本文中，开发了以水杨醛功能为识别单元的基于香豆素的荧光探针，用于选择性检测水中的亚硫酸氢根阴离子。由四个卤代间苯二酚分三步合成了四种新颖的荧光探针。化学探针对亚硫酸氢盐的选择性反应优于其他阴离子。此外，还研究了检测机制。加入亚硫酸氢盐后，由于甲酰基与亚硫酸氢盐阴离子的亲核加成反应，探针的荧光强度大大提高。
• 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.