2-amino-3-oxo-3H-phenoxazine-8-sulfonic acid | 1203473-20-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-amino-3-oxo-3H-phenoxazine-8-sulfonic acid
• 英文别名: Curie_22；2-Aminophenoxazin-3-one-8-sulfonic acid；8-amino-7-oxophenoxazine-2-sulfonic acid
• CAS: 1203473-20-4
• 化学式: C₁₂H₈N₂O₅S
• 分子量: 292.272
• InChiKey: QZQFBGFCAGHRDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氨基苯酚-4-磺酸 在 2,2,6,6-四甲基哌啶氧化物 、 tetrabutylammonium tetrafluoroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以42%的产率得到2-amino-3-oxo-3H-phenoxazine-8-sulfonic acid
  参考文献：
  名称：

  TEMPO-catalyzed electrochemical dehydrogenative cyclocondensation of o-aminophenols: synthesis of aminophenoxazinones as antiproliferative agents

  摘要：

  通过A TEMPO催化的电化学合成方法，通过脱氢二聚化和氢气释放合成了氨基苯氧噁唑酮。

  DOI：

  10.1039/d1gc02908h

文献信息

• PHENOXAZINE DYES
  申请人：Bruyneel Frederic

  公开号：US20100000032A1

  公开（公告）日：2010-01-07

  The present invention concerns highly water-soluble phenoxazines dyes of formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 have the meaning defined in the claim, with improved photochemical properties, low toxicity, and favourable solubility in water. It also concerns a method for their preparation.

  本发明涉及具有改进的光化学性质、低毒性和良好的水溶性的公式（I）中R1、R2、R3、R4、R5和R6的含义如权利要求中所定义的高度水溶性苯氧氮菁染料。本发明还涉及它们的制备方法。
• Synthesis and structural characterization of a novel phenoxazinone dye by use of a fungal laccase
  作者：Stefania Forte、Jolanta Polak、Daniela Valensin、Maurizio Taddei、Riccardo Basosi、Sophie Vanhulle、Anna Jarosz-Wilkolazka、Rebecca Pogni

  DOI：10.1016/j.molcatb.2009.12.018

  日期：2010.5

  Laccase, isolated from Cerrena unicolor, is able to transform 3-amino-4-hydroxybenzensulfonic acid into a water soluble phenoxazine dye with an extinction coefficient (epsilon) of 8600 M-1 cm(-1). The dye has been characterized using a variety of different analytic and spectroscopic techniques like UV-vis spectroscopy, HPLC (High Performance Liquid Chromatography), ESI/MS (Electrospray Ionization Mass Spectrometry) and the following NMR experiments: H-1, C-13, TOCSY (Total Correlation Spectroscopy), HSQC (Heteronuclear Single Quantum Coherence). HMBC (Heteronuclear Multiple Bond Coherence) showing the structure of 2-amino-3-oxo-3H-phenoxazine-8-sulfonic acid. The advantages of the presented biocatalytic system, in alignment with chemical system to obtain Curie_22, are eco-sustainability and one step performance. (C) 2010 Elsevier B.V. All rights reserved.
• [EN] PHENOXAZINE DYES<br/>[FR] COLORANTS DE PHÉNOXAZINE
  申请人：WETLANDS INCUBATOR SPRL

  公开号：WO2010003970A2

  公开（公告）日：2010-01-14

  The present invention concerns highly water-soluble phenoxazines dyes of formula (I) wherein R1, R2, R3, R4, R5 and R6 have the meaning defined in the claim, with improved photochemical properties, low toxicity, and favourable solubility in water. It also concerns a method for their preparation.
• TEMPO-catalyzed electrochemical dehydrogenative cyclocondensation of <i>o</i>-aminophenols: synthesis of aminophenoxazinones as antiproliferative agents
  作者：Jianmin Zhou、Zhi-Yuan Ma、Chantale Shonhe、Su-Hui Ji、Yun-Rui Cai

  DOI：10.1039/d1gc02908h

  日期：——

  A TEMPO-catalyzed electrochemical synthesis of aminophenoxazinone through dehydrogenative dimerization with hydrogen evolution was developed.

  通过A TEMPO催化的电化学合成方法，通过脱氢二聚化和氢气释放合成了氨基苯氧噁唑酮。