7-(diethylamino)-N-(2,2,6,6-tetramethylpiperidin-4-yl)-2-oxo-2H-chromene-3-carboxamide | 1272593-07-3

• 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: 7-(diethylamino)-N-(2,2,6,6-tetramethylpiperidin-4-yl)-2-oxo-2H-chromene-3-carboxamide
• 英文别名: N-(2,2,6,6-tetramethylpiperidine-4-yl)-7-(N,N-diethylamino)coumarin-3-carboxamide；7-(diethylamino)-2-oxo-N-(2,2,6,6-tetramethylpiperidin-4-yl)chromene-3-carboxamide
• CAS: 1272593-07-3
• 化学式: C₂₃H₃₃N₃O₃
• 分子量: 399.533
• InChiKey: UOBQGEWVECUHGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 ammonium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 7-(diethylamino)-N-(2,2,6,6-tetramethylpiperidin-4-yl)-2-oxo-2H-chromene-3-carboxamide
  参考文献：
  名称：

  Synthesis and spectral characteristics of fluorescent dyes based on coumarin fluorophore and hindered amine stabilizer in solution and polymer matrices

  摘要：

  The spectral properties of novel bifunctional dyes based on - coumarin and diethylamino-coumarin and piperidine parent amine and N-oxyl and N-alkoxy derivatives were compared in cyclohexane, methanol, diethylene glycol, acetonitrile and chloroform solvents and in polystyrene, poly(methyl methacrylate) and poly(vinyl chloride) polymer matrices. The fluorescence of the derivatives excited at the longest-wavelength band around 295 nm is very low for coumarin-based dyes, whereas the fluorescence of the 7-diethylamino-3-carboxy coumarin dyes excited at 420 nm is as intense as that of anthracene in comparable conditions. Intramolecular quenching on the singlet level, monitored by fluorescence and expressed as the ratio of Phi(NH)/Phi(NO) for the parent amine and N-oxyl and Phi(NOR)/Phi(NO) for N-alkyloxy and N-oxyl, is more efficient in polymer matrices than in solvents. The spectral properties of 7-diethylamino-3-carboxy coumarin fluorophores depend on the polarity and viscosity of the environment. Highest values of quantum yield ratio were observed for 7-diethylamino-3-carboxy coumarin dyes in polystyrene and poly(vinylchloride). Though the fluorescence intensity is higher in chloroform or in poly(vinyl chloride) matrices, the intramolecular quenching efficiency of a given fluorophore by nitroxide is higher in low polarity media, such as cyclohexane and polystyrene. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.12.006

文献信息

• 一种基于金属催化偶联反应的食品中甲醛的 检测方法及其试剂盒
  申请人：广东出入境检验检疫局检验检疫技术中心

  公开号：CN104193672B

  公开（公告）日：2017-07-11

  本发明提供了一种基于金属催化偶联反应的食品中甲醛的检测方法及其试剂盒。金属催化偶联反应为甲醛、胺类和炔烃在金属催化剂的作用下偶联反应形成炔基丙胺，胺类为环状或非环状，能连接荧光基团和/或惰性的固体载体。该方法可以采用连接固体载体的方式。本发明还提供了一种基于金属催化偶联反应的食品中甲醛的检测试剂盒，包含胺类、炔烃、金属催化剂和反应介质。还提供了一种包含与胺类连接的固体载体的试剂盒。本发明的检测方法和试剂盒用于食品中甲醛的检测，采用荧光检测，整个反应系统被固定在固体载体上，便于对多余的反应物进行洗脱，具有较高的收率，且检测快捷，1小时之内可完成。
• Coumarin-based dual fluorescent spin-probes
  作者：Janez Mravljak、Tadej Ojsteršek、Stane Pajk、Marija Sollner Dolenc

  DOI：10.1016/j.tetlet.2013.07.084

  日期：2013.9

  New, dual profluorescent spin-probes and their fluorescent amine analogues, as potential spin traps, have been synthesized and characterized. Comparison between the fluorescence spectra of amines and their corresponding nitroxides established spacer distance dependent quenching of fluorescence. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis and spectral characteristics of fluorescent dyes based on coumarin fluorophore and hindered amine stabilizer in solution and polymer matrices
  作者：Martin Danko、Erik Szabo、Pavol Hrdlovic

  DOI：10.1016/j.dyepig.2010.12.006

  日期：2011.8

  The spectral properties of novel bifunctional dyes based on - coumarin and diethylamino-coumarin and piperidine parent amine and N-oxyl and N-alkoxy derivatives were compared in cyclohexane, methanol, diethylene glycol, acetonitrile and chloroform solvents and in polystyrene, poly(methyl methacrylate) and poly(vinyl chloride) polymer matrices. The fluorescence of the derivatives excited at the longest-wavelength band around 295 nm is very low for coumarin-based dyes, whereas the fluorescence of the 7-diethylamino-3-carboxy coumarin dyes excited at 420 nm is as intense as that of anthracene in comparable conditions. Intramolecular quenching on the singlet level, monitored by fluorescence and expressed as the ratio of Phi(NH)/Phi(NO) for the parent amine and N-oxyl and Phi(NOR)/Phi(NO) for N-alkyloxy and N-oxyl, is more efficient in polymer matrices than in solvents. The spectral properties of 7-diethylamino-3-carboxy coumarin fluorophores depend on the polarity and viscosity of the environment. Highest values of quantum yield ratio were observed for 7-diethylamino-3-carboxy coumarin dyes in polystyrene and poly(vinylchloride). Though the fluorescence intensity is higher in chloroform or in poly(vinyl chloride) matrices, the intramolecular quenching efficiency of a given fluorophore by nitroxide is higher in low polarity media, such as cyclohexane and polystyrene. (C) 2011 Elsevier Ltd. All rights reserved.