Descriptors for Edaravone; studies on its structure, and prediction of properties

Literature solubilities and NMR and IR studies have been used to obtain properties or descriptors of edaravone. These show that edaravone has a significant hydrogen bond acidity so that it must exist in solution partly as the OH and NH forms, as found by Freyer et al. Descriptors have been assigned to the keto form which has a low hydrogen bond acidity, and which is the dominant form in nonpolar solvents. Physicochemical properties of the keto form can be been calculated such as solubilities in nonpolar solvents, partition coefficients from water to nonpolar solvents, and partition coefficients from air to biological phases. (C) 2021 Elsevier B.V. All rights reserved.

Automated summary

Literature solubilities, NMR, and IR studies have been used to characterize the properties of edaravone. It has been found that edaravone exists in solution partly as the OH and NH forms due to significant hydrogen bond acidity, while the keto form dominates in nonpolar solvents. The physicochemical properties of the keto form can be calculated, including solubilities in nonpolar solvents and partition coefficients in different phases.