2,3-dimorpholino-6-aminoquinoxaline | 177598-44-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3-dimorpholino-6-aminoquinoxaline
• 英文别名: 2,3-Dimorpholin-4-ylquinoxalin-6-amine
• CAS: 177598-44-6
• 化学式: C₁₆H₂₁N₅O₂
• 分子量: 315.375
• InChiKey: ZMRKTFXFWMFKPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,3-dimorpholino-6-aminoquinoxaline 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 甲醇 为溶剂， 反应 94.0h， 生成 3-hydroxy-2-methyl-1-(2,3-dimorpholinoquinoxalin-6-yl)pyridin-4(1H)-one
  参考文献：
  名称：

  Synthesis of New 3-Hydroxy-4(1H)-pyridinone Directly Attached to Quinoxaline and Its Fluorescence Property upon Complexation to Metal Ions

  摘要：

  A new fluorophore (3), in which the bidentate ligand, 3-hydroxy-2methyl-4(1H)-pyridinone is directly attached to the fluorescent 2,3-dimorpholino-quinoxaline at C-6 position. The bidentate ligand (3) formed 3:1 complexes with Fe(III), Al(III), Ga(III), and Cr(III). The fluorescence was efficiently quenched by the metal complex formation via the Perrin model of static quenching, the quenching efficiency being in order of Fe(III) >> Al(III) > Ga(III) > Cr(III). The fluorescence was recoverd by removal of Fe(III) with the N-benzoyl analogue of a naturally occurring siderophore, desferrioxamine B.

  DOI：

  10.3987/com-05-10471
• 作为产物：
  描述：

  2,3-dimorpholino-6-nitroquinoxaline 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以88%的产率得到2,3-dimorpholino-6-aminoquinoxaline
  参考文献：
  名称：

  Synthesis of 2,3-Disubstituted 6-Aminoquinoxalines and Their Application to New Fluorescence Derivatization Reagents for Carboxylic Acids

  摘要：

  通过 2,3-二氯-6-硝基喹喔啉与一些亲核物反应，然后催化硝基氢化，合成了荧光 2,3-二取代 6-氨基喹喔啉。此外，研究还证明其中两种化合物是长链羧酸的新型高灵敏度荧光衍生试剂（1 fmol/1 μl进样量）。

  DOI：

  10.1246/cl.1996.369

文献信息

• High-Performance Liquid Chromatographic Enantioseparation Based on Diastereomer Formation with New Fluorescent Chiral Quinoxalines
  作者：Akira Katoh、Ryoji Yamamoto、Takeshi Fujimoto、Ryota Saito

  DOI：10.3987/com-05-10346

  日期：——

  quinoxalines afforded the diastereomers, which emitted an intense fluorescence. All the diastereomers were clearly separated within 16 min on reversed-phase (Finepak SIL C 1 8 S) HPLC equipped with a fluorescence detector. The detection limit of the derivatized product was estimated to be 5 pmol/10μL injection volume at S/N=5. Further, the quantum yield of the diastereomer was estimated to be 0.052

  新合成了两种C-6位带有L-脯氨酸和N-溴乙酰脯氨酸残基的手性2,3-二吗啉代喹喔啉。(')-萘普生、(')-布洛芬和(')-2-苯基丙酸与手性喹喔啉的衍生得到了非对映异构体，其发出强烈的荧光。在配备荧光检测器的反相 (Finepak SIL C 1 8 S) HPLC 上，所有非对映异构体在 16 分钟内被清楚地分离。在 S/N=5 时，衍生产物的检测限估计为 5 pmol/10μL 进样量。此外，通过以蒽为标准使用相对量子产率测量，估计非对映体的量子产率为0.052。
• Synthesis of 6-(Bromoacetyl)amino-2,3-dimorpholinoquinoxaline and Application to a New Fluorescence Derivatization Reagent of Fatty Acids for the High-Performance Liquid Chromatographic Analysis
  作者：Akira Katoh、Takeshi Fujimoto、Motoki Takahashi、Junko Ohkanda

  DOI：10.3987/com-98-s(h)47

  日期：——

  6-Amino-2,3-dimorpholinoquinoxaline (3) was allowed to react with bromoacetic acid in the presence of DCC to give 6-(bromoacetyl)amino-2,3-dimorpholinoquinoxaline (4). Five kinds of saturated fatty acids (C-10, C-12, C-14, C-16, and C-18) were subjected to the derivatization with compound (4) within 50 min to afford the corresponding fluorescent products (5a-e). All the peaks of the derivatized products clearly separated within 15 min. The detection limit of decanoic acid (C-10) was estimated to be 10 fmol/10 mu L injection volume (S/N=4).