81620-99-7

Usage

Molecular structure

Contains isoxazolylamine, naphthoquinone, and imine functional groups.

Isoxazolylamine moieties

Possesses two isoxazolylamine groups.

Naphthoquinone-imine moiety

Features a naphthoquinone-imine group.

Biological activity

Likely to have biological activity due to the presence of functional groups.

Pharmacological properties

Potential pharmacological properties due to multiple functional groups.

Drug discovery and development

Of interest for further investigation in drug discovery and development.

InChI:InChI=1/C20H18N4O3/c1-10-12(3)23-26-19(10)21-16-9-17(22-20-11(2)13(4)24-27-20)18(25)15-8-6-5-7-14(15)16/h5-9,22H,1-4H3

Upstream product

• 19947-75-2 5-amino-3,4-dimethylisoxazol 
• 521-24-4 sodium 1,2-naphthoquinone-4-sulfonate 

Downstream Products

• 124-38-9 carbon dioxide 
• 81620-95-3 N-(3,4-dimethyl-5-isoxazolyl)-4-amino-1,2-naphthoquinone 
• 78-93-3 butanone 

Relevant academic research and scientific papers

Isoxazoles VI: Aspects of the chemical stability of a new naphthoquinone-amine in acidic aqueous solution

Some aspects of the chemical degradation of N-(3,4-dimethyl-5-isoxazolyl)-4-amino-1,2-naphthoquinone were investigated as a function of pH and temperature. In acid and neutral pH, four main degradation products were identified: 2-hydroxy-1,4-naphthoquinone, 2-butanone, ammonia, and hydroxylamine. No significant buffer effects were observed for the buffer species used in this study. The pH-rate profile exhibited a specific acid catalysis which is important at pH values 3.5, and an inflection point at pH 1.10 corresponding to a pK(a) value. From Arrhenius plots, the activation energy was found to be 17.8 ± 0.3 kcal/mol.

Isoxazoles V: chemical stability of diisoxazolylnaphthoquinone in aqueous solution.

The hydrolytic degradation of 2-(3,4-dimethyl-5-isoxazolylamine)-N-(3,4-dimethyl-5-isoxazolyl )-1,4- naphthoquinone-4-imine (1) was investigated over a wide range of pH values and at different temperatures. The degradation rates were determined by reversed-phase HPLC and were observed to follow pseudo-first-order kinetics with respect to the concentration of 1. The pH-rate profile was linear with slopes -1 and +1 in acid and alkaline pH, respectively, becoming pH independent in the region of maximum stability from pH 4.5 to 10.0. Neither primary salt effects nor buffer catalysis was observed due to the buffer species employed.