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

Measurement and Correlation of Solubility of Clopidogrel Hydrogen Sulfate (Metastable Form) in Lower Alcohols

Song, L.[Liangcheng], Gao, Y.[Yuan], Gong, J.[Junbo]
J. Chem. Eng. Data 2011, 56, 5, 2553-2556
ABSTRACT
The solubility equilibrium of clopidogrel hydrogen sulfate (Form I) was set up without the nucleation of Form II, as the nucleation rate of Form II is very slow under the low supersaturation. Using the laser monitoring technique, solubilities of clopidogrel hydrogen sulfate (Form I) in ethanol, 1-propanol, 1-butanol, 1-pentanol, and 2-propanol were measured at temperatures ranging from (273.15 to 318.15) K. The experimental data were correlated by the modified Apelblat equation, and the dissolution enthalpy and entropy of Form I were determined with van't Hoff plots. Compared with those of Form II, Form I exhibits a higher solubility and a lower enthalpy of dissolution. Therefore, we can draw the conclusion that Form I was the metastable form under the conditions in this work.
Compounds
# Formula Name
1 C2H6O ethanol
2 C16H18ClNO6S2 (S)-(+)-Clopidogrel hydrogen sulfate
3 C3H8O propan-1-ol
4 C4H10O butan-1-ol
5 C5H12O pentan-1-ol
6 C3H8O propan-2-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 - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal 1 - 2
  • Titration method
  • 10
  • POMD
  • 3
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal 1 - 2
  • Titration method
  • 10
  • POMD
  • 4
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal 1 - 2
  • Titration method
  • 10
  • POMD
  • 5
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal 1 - 2
  • Titration method
  • 10
  • POMD
  • 6
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal 1 - 2
  • Titration method
  • 10