35748-35-7

Usage

Chemical compound

2-Amino-3-oxo-3H-phenoxazine-4,6-dicarboxylic acid dimethyl ester

Family

Phenoxazine

Usage

Research and development of fluorescent dyes and probes

Potential applications

Medical diagnostics, biological imaging, photodynamic therapy for cancer treatment

Form

Dimethyl ester

Properties

Improved solubility and stability for scientific research and potential medical applications

InChI:InChI=1/C16H12N2O6/c1-22-15(20)7-4-3-5-9-13(7)24-14-10(18-9)6-8(17)12(19)11(14)16(21)23-2/h3-6H,17H2,1-2H3

Upstream product

• 35748-34-6 methyl 3-aminosalicylate 

Relevant academic research and scientific papers

TEMPO-catalyzed electrochemical dehydrogenative cyclocondensation of: O -aminophenols: Synthesis of aminophenoxazinones as antiproliferative agents

The aminophenoxazinone core is widely prevalent in natural products, dyes and pharmaceutical molecules. We report here a TEMPO-catalyzed electrosynthetic method allowing the dehydrogenative cyclocondensation of o-aminophenols. This mild and sustainable method proceeds in the absence of stoichiometric oxidants and uses an easily available organo-electrocatalyst to access pharmaceutically valuable 2-aminophenoxazinones. Mechanistic studies indicate that the electrochemically generated TEMPO+ enables the oxidative radical homo-dimerization of o-aminophenols. The application of electrosynthesis provides an approach for the synthesis of pseudo-aminophenoxazinone alkaloids with improved structural diversification and bioactivities. This journal is

Method for generating 2-aminophenoloxazine-3-ketone compound by catalyzing oxidation of molecular oxygen in water phase

The invention provides a method for generating a 2-aminophenoloxazine-3-ketone compound by catalyzing oxidation of molecular oxygen in a water phase. According to the method, gallic acid is used as acatalyst, metal salts are used as a co-catalyst, and an o-aminophenol compound carries out reactions in a water phase in an oxygen or air environment in the presence of an alkali to generate the 2-aminophenoloxazine-3-ketone compound. The reaction is carried out in a water phase, and other organic solvents do not need to be added. The catalyst is simple, high in catalytic activity and high in reaction efficiency; and the method is simple in synthesis process, less in waste and environment-friendly, and has a wide industrial application prospect.