Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Solubility and thermodynamic properties of dirithromycin form A and form B in pure solvents and binary solvent mixture

Han, Z.[Zhengyang], Hao, H.[Hongxun], Wu, H.[Hao], Liu, Q.[Qi], Zong, S.[Shuyi], Huang, X.[Xin]
J. Chem. Thermodyn. 2019, 132, 240-249
ABSTRACT
In this work, two new polymorphs of dirithromycin were discovered and successfully prepared. Both polymorphs were characterized and identified by powder X-ray diffraction (PXRD) and differential scanning calorimetry (DSC) techniques. The solubility of these two polymorphs in four pure solvents and a binary solvents mixture was measured by using a static gravimetric method over the temperature range from 273.15 K to 313.15 K. The experimental solubility data in pure solvents were correlated with modified Apelbat equation, the kh equation and the NRTL model. CNIBS/R-K model and the Jouybane-Acree model were employed to correlate the solubility data in mixed solvent systems. All the fitting processes could obtain satisfactory correlation results. Finally, the thermodynamic properties of these two forms of dirithromycin in all the solvents above were investigated and discussed based on the solubility data and the NRTL model. The results indicated that the mixing process was endothermic, spontaneous and entropy favorable in all the investigated solvents.
Compounds
# Formula Name
1 C42H78N2O14 Dirithromycin
2 H2O water
3 C2H6O ethanol
4 C2H3N acetonitrile
5 C3H6O acetone
6 C4H8O2 ethyl acetate
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
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric method
  • 9
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal of unknown type
  • gravimetric method
  • 9
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric method
  • 9
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal of unknown type
  • gravimetric method
  • 9
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric method
  • 9
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal of unknown type
  • gravimetric method
  • 9
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric method
  • 9
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal of unknown type
  • gravimetric method
  • 9
  • POMD
  • 1
  • 4
  • 2
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mole fraction - 4; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric method
  • 54
  • POMD
  • 1
  • 4
  • 2
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mole fraction - 4; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Metastable crystal - 1
  • gravimetric method
  • 54