Thermodynamics Research Center / ThermoML | Thermochimica Acta

Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methods

Holanda, B. B.C.[Bruno B.C.], Bannach, G.[Gilbert], Silva, M. R.[M. Ramos], Eusebio, M. E. S.[M. Ermelinda S.], Castro, R. A.E.[Ricardo A.E.]
Thermochim. Acta 2019, 675, 113-118
ABSTRACT
The knowledge of polymorphism of active pharmaceutical ingredient is relevant in the pharmaceutical field. In this work, a multidisciplinary approach involving differential scanning calorimetry, polarized light thermal microscopy, X-ray powder diffraction and attenuated total reflectance infrared spectroscopy was used to investigate polymorphism of gemfibrozil (GEM), an important fibric acid derivative, in melting cooling/heating cycles. An amorphous phase, Tg=-34 deg C, and two monotropic crystalline polymorphs with very close melting temperatures, form I, Tfus,I=59.0 deg C, and form II, Tfus,II=58.0 deg C, were identified, being form I the stable phase. In some experiments the forms were obtained concomitantly. The crystallization process seems to be dependent on molten liquid memory. Thereby, this effect could be due to low molecular mobility in the liquid state resulting from the relatively long carbon chain structure of GEM.
Compounds
# Formula Name
1 C15H22O3 gemfibrozil
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
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 1
  • Normal melting temperature, K ; Metastable crystal
  • Metastable crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Metastable crystal
  • Metastable crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1