Measurement and correlation of deferiprone solubility: Investigation of solubility parameter and application of van't Hoff equation and Jouyban-Acree model

Abstract

The available solubility of deferiprone (DFP) in mono and mixed solvent systems is limited. The aim of this work is to find solvation of DFP with respect to the composition of the solvent mixture. Solubility of DFP in water, ethanol (EtOH) and N-methyl-2-pyrrolidone (NMP) was experimentally determined at 293.2, 298.2, 303.2, 308.2 and 313.2 K. Its solubility in aqueous binary mixtures of EtOH and NMP was also investigated. Solubility of DFP in aqueous binary solvent mixtures of ethylene glycol (EG), propylene glycol (PG) and polyethylene glycol 400 (PEG 400) and non-aqueous binary solvent mixtures of EG + EtOH, EG + NMP, EG + PG and EG + PEG 400 is investigated and solubility profile shape of each system is explained in terms of solubility parameter. Total solubility parameter of DFP is calculated by Fedor's group contribution method and compared to solubility parameter of various solvent mixtures in order to estimate maximum solubility in specific co-solvent ratio. Based on the generated experimental solubility data, trained versions of the van't Hoff and Jouyban-Acree models were used to simulate DFP solubility in the binary mixture compositions. The applicability of the thermodynamic model to predict the solubility of DFP was studied. The experimental data was used to provide accurate estimations of solubility in the investigated solvent systems using van't Hoff and Jouyban-Agee equations. (C) 2015 Elsevier B.V. All rights reserved.