3-(7-hydroxycoumarinyl-3-carboxymethyl)-2,2,5,5-tetramethylpyrroline-1-oxyl | 1041027-18-2

• 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: 3-(7-hydroxycoumarinyl-3-carboxymethyl)-2,2,5,5-tetramethylpyrroline-1-oxyl
• CAS: 1041027-18-2
• 化学式: C₁₉H₂₀NO₆
• 分子量: 358.371
• InChiKey: VVUOGIBQZVMMPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  99.88
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  7-羟基香豆素-3-羧酸 、 3-羟基甲基-2,2,5,5-四甲基吡咯啉-N-氧自由基 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以83%的产率得到3-(7-hydroxycoumarinyl-3-carboxymethyl)-2,2,5,5-tetramethylpyrroline-1-oxyl
  参考文献：
  名称：

  Synthesis and properties of umbelliferone-nitroxide radical hybrid compounds as fluorescence and spin-label probes

  摘要：

  Two hybrid compounds 6 and 7, linked via an ester-bond between the 7-hydroxyl residue of an umbelliferone 1 and a carboxylic acid residue of two nitroxide radicals 3 and 4, and one hybrid compound 8, linked via an ester-bond between a 3-carboxylic acid residue of umbelliferone 2 and a hydroxyl residue of nitroxide radical 5, were synthesized in good yields, and their fluorescence and ESR spectra before and after the addition Of L-ascorbic acid sodium salt in PBS (pH 7.0) were measured. The ESR intensities of 6 and 7 were proportionally reduced after the addition of ascorbic acid sodium salt, and their fluorescence intensities were increased maximally by eight- and nine-fold, respectively. However, the fluorescence intensity of 8 was essentially unchanged. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2007.09.015