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

Solubility Measurement and Simulation of Rivaroxaban (Form I) in Solvent Mixtures from 273.15 to 323.15 K

Sun, J.[Jinrong], Liu, X.[Xijian], Fang, Z.[Zhenxuan], Mao, S.[Shimin], Zhang, L.[Lijuan], Rohani, S.[Sohrab], Lu, J.[Jie]
J. Chem. Eng. Data 2016, 61, 1, 495-503
ABSTRACT
The solubility of active pharmaceutical ingredients in various solvents is crucial to their industrial production and the development to final formulations. In this work, the solubility of rivaroxaban (form I) in the binary solvent mixtures of 1-methyl-2-pyrrolidinone with water, methanol, ethanol, and isopropanol from 273.15 to 323.15 K has been experimentally measured. Meanwhile, the dependence of the measured solubility on the temperature as well as on the composition of solvent mixtures has been simulated by Jouyban-Acree (JA) and nonrandom two liquid (NRTL) equations, respectively. The results show that as to the solubility simulation of the studied system JA and NRTL give average relative deviations of 0.1081 and 0.1064, respectively, suggesting that both JA and NRTL can act as an efficient simulation tool for the solubility of rivaroxaban (form I) in pure and mixture solvents at various temperatures.
Compounds
# Formula Name
1 C5H9NO N-methylpyrrolidone
2 H2O water
3 CH4O methanol
4 C2H6O ethanol
5 C3H8O propan-2-ol
6 C19H18ClN3O5S Rivaroxaban
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
  • 6
  • Triple point temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 6
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 1
  • 2
  • 6
  • Mole fraction - 6 ; Liquid
  • Solvent: Mole fraction - 2; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • gravimetric
  • 66
  • POMD
  • 3
  • 1
  • 6
  • Mole fraction - 6 ; Liquid
  • Solvent: Mole fraction - 3; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • gravimetric
  • 66
  • POMD
  • 4
  • 1
  • 6
  • Mole fraction - 6 ; Liquid
  • Solvent: Mole fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • gravimetric
  • 66
  • POMD
  • 5
  • 1
  • 6
  • Mole fraction - 6 ; Liquid
  • Solvent: Mole fraction - 5; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • gravimetric
  • 66
  • POMD
  • 1
  • 6
  • Mole fraction - 6 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • gravimetric
  • 11
  • POMD
  • 2
  • 6
  • Mole fraction - 6 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • gravimetric
  • 11
  • POMD
  • 3
  • 6
  • Mole fraction - 6 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • gravimetric
  • 11
  • POMD
  • 4
  • 6
  • Mole fraction - 6 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • gravimetric
  • 11
  • POMD
  • 5
  • 6
  • Mole fraction - 6 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • gravimetric
  • 11