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

Solubility Determination and Correlation of Gatifloxacin, Enrofloxacin, and Ciprofloxacin in Supercritical CO2

Shi, Ke, Feng, Liefeng, He, Liangnian, Li, Hongru
J. Chem. Eng. Data 2017, 62, 12, 4235-4243
ABSTRACT
The solubilities of gatifloxacin, enrofloxacin, ciprofloxacin in SC-CO2 were determined by the dynamic method under pressures of 12-36 MPa and temperature of 313, 323 and 333 K. The consistency of the resulting solubility data was verified by the Mendez-Santiago and Teja model, Chrastil model, Bartle model and K-J model and these models give comparable AARDs (between 6.70% and 13.51%). The compressed gas model and modified expanded liquid model were also used to correlate the resulting solubilities of the three fluoroquinolone drugs. By introducing the reference solubility and calculating the fugacity coefficient of the solute using the Carnahan-Starling-VDW hard sphere equation of state (CS-VDW EoS), the compressed gas model gives the AARDs between 0.86% and 23.65%. The intrinsic proximity of the model parameters in this model is also confirmed for the structurally similar fluoroquinolone drugs. This intrinsic proximity can be used in mutual solubility prediction between the fluoroquinolone drugs once the reference solubilities were known. The modified expanded liquid model gives the AARDs between 10.88% and 16.65% in solubility correlation. However, the predictive capability of the modified expanded liquid model based on the group contribution method needs to be improved further.
Compounds
# Formula Name
1 C19H22FN3O4 gatifloxacin
2 C19H22FN3O3 Enrofloxacin
3 C17H18FN3O3 ciprofloxacin
4 CO2 carbon dioxide
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
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Fluid (supercritical or subcritical phases)
  • Temperature, K; Fluid (supercritical or subcritical phases)
  • Pressure, kPa; Fluid (supercritical or subcritical phases)
  • Fluid (supercritical or subcritical phases)
  • Crystal - 1
  • UV spectroscopy
  • 24
  • POMD
  • 2
  • 4
  • Mole fraction - 2 ; Fluid (supercritical or subcritical phases)
  • Temperature, K; Fluid (supercritical or subcritical phases)
  • Pressure, kPa; Fluid (supercritical or subcritical phases)
  • Fluid (supercritical or subcritical phases)
  • Crystal - 2
  • UV spectroscopy
  • 22
  • POMD
  • 3
  • 4
  • Mole fraction - 3 ; Fluid (supercritical or subcritical phases)
  • Temperature, K; Fluid (supercritical or subcritical phases)
  • Pressure, kPa; Fluid (supercritical or subcritical phases)
  • Fluid (supercritical or subcritical phases)
  • Crystal - 3
  • UV spectroscopy
  • 14