Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Domperidone Solubility in Aqueous Cosolvent Mixtures of N,N-Dimethylformamide, Isopropanol, Dimethyl Sulfoxide, and Ethanol: Thermodynamic Modeling and Preferential Solvation Analysis

He, Q.[Qiong], Zheng, M.[Min], Zhao, H.[Hongkun]
J. Chem. Eng. Data 2019, 64, 7, 3113-3121
ABSTRACT
The determination of solubility of domperidon in aqueous cosolvent mixtures of isopropanol, N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO) and ethanol was carried out by a shake-flask method over the temperatures from (293.15 to 333.15) K under local atmospheric pressure p = 101.1 kPa. As may be observed that the domperidone solubility increased and then decreased as the mass fractions of DMF (DMSO, isopropanol or ethanol) increased. The maximum solubility data was found with the cosolvent composition of 0.8 in mass fraction. The determined solubility values were correlated by using the Jouyban-Acree, van't Hoff-Jouyban-Acree and Apelblat-Jouyban-Acree models. The attained average relative deviations were smaller than 7.56 %. Preferential solvation analysis of domperidone was performed by the inverse Kirkwood-Buff integrals method. The preferential solvation parameters (x1,3) by the cosolvent showed positive in the composition regions of 0.20 less than x1 less than 0.50 for DMF, 0.24 less than x1 less than 0.55 for isopropanol, 0.20 less than x1 less than 0.45 for DMSO and 0.24 less than x1 less than 0.61 for ethanol. Domperidone was solvated preferentially by the cosolvents in the regions. We may conjecture that the drug acts as a Lewis acid in front of isopropanol (DMF, DMSO and ethanol) molecules.
Compounds
# Formula Name
1 C22H24ClN5O2 Domperidone
2 C2H6O ethanol
3 C3H8O propan-2-ol
4 C3H7NO dimethylformamide
5 C2H6OS dimethyl sulfoxide
6 H2O water
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 1
  • 4
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 99
  • POMD
  • 1
  • 5
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 5; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 99
  • POMD
  • 1
  • 2
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 99
  • POMD
  • 1
  • 3
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 99
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 2
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9