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

Equilibrium Solubility Determination and Modeling of Fenbendazole in Cosolvent Mixtures at (283.15-328.15) K

Zhang, J.[Jianqiang], Huang, C.[Chunjuan], Chen, J.[Juan], Xu, R.[Renjie]
J. Chem. Eng. Data 2019, 64, 9, 4095-4102
ABSTRACT
The mole fraction solubility of fenbendazole in various aqueous co-mixtures of methanol, ethanol, ethylene glycol (EG) and N,N-dimethylformamide (DMF) was experimentally measured by the isothermal dissolution equilibrium method within the temperature ranging from 283.15 K to 328.15 K under atmospheric pressure (101.1 kPa). The experimental solubility of fenbendazole is obviously increased with increasing temperature at each co-solvent composition for four water-cosolvent mixtures as well the largest solubility was found in neat DMF. Given the same temperature and mass fraction of the co-solvent, the solubility of fenbendazole was highest in (DMF + water) than in the other cosolvent systems. The solid crystals equilibrated with liquid phase of fenbendazole was tested by X-ray power diffraction (XPRD) and the results showed that there was no polymorphic transformation, and solvate formation or crystal transition during all experiments. Several thermodynamic cosolvency models - Jouyban-Acree model, van't Hoff-Jouyban-Acree model and Apelblat-Jouyban-Acree model were employed to correlate the measured solubility data. The calculated solubility was in alignment to measured ones and the RAD and RMSD values were no more than 2.90 % and 1.440x10-3, respectively. The purpose of this work is to provide basic information and extend the library of solubility of bioactive drug fenbendazole in aqueous solutions, relevant for pharmaceutical separation, purification and further application.
Compounds
# Formula Name
1 C15H13N3O2S fenbendazole
2 CH4O methanol
3 C2H6O ethanol
4 C2H6O2 1,2-ethanediol
5 C3H7NO dimethylformamide
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
  • 2
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 110
  • POMD
  • 1
  • 3
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 110
  • POMD
  • 1
  • 4
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 110
  • POMD
  • 1
  • 5
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 5; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 110
  • POMD
  • 1
  • 2
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10