Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Dissolution behavior and thermodynamic properties of lapatinib ditosylate in pure and mixed organic solvents from T = (283.15-323.15) K

Yang, Zehui, Shao, Danfeng, Zhou, Guoquan
Fluid Phase Equilib. 2019, 486, 91-97
ABSTRACT
The purpose of this work is to study the dissolution behavior of lapatinib ditosylate (LB-DT) in different solvents and determine the suitable solvent and composition to improve dissolving capacity. In selected pure organic solvents, LB-DT exists in the form of anhydrous. The largest solubility data was found in acetone and lowest in toluene at the determined temperature, and it decreases as the following order: acetone greater than tetrahydrofuran (THF) greater than acetonitrile greater than n-propanol greater than isopropanol greater than 1-butanol greater than ethyl acetate greater than toluene. While in mixture of THF aqueous, it exist the form of monohydrate, and the solubility increases at first and then decreases with the increasing mass fraction of THF. The composition dependence of the solubility has a maximum around w = 0.6 at all investigated temperatures. The (KAT-LSER) model was applied to analyze the effect of the solute-solvent intermolecular interactions on the solubility in pure organic solvents. A series of models based on solubility parameter and the solid-liquid equilibrium equation were employed to provide insight to data. In the following, the analysis of apparent thermodynamic properties indicates that the dissolution process is apparently not only endothermic but also entropy-driving.
Compounds
# Formula Name
1 C43H42ClFN4O10S3 lapatinib ditosylate
2 C3H8O propan-1-ol
3 C3H8O propan-2-ol
4 C3H6O acetone
5 C2H3N acetonitrile
6 C4H8O2 ethyl acetate
7 C7H8 toluene
8 C4H8O tetrahydrofuran
9 C4H10O butan-1-ol
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
  • 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
  • POMD
  • 1
  • 9
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • 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
  • 7
  • 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
  • 8
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9