Journal
CHIRALITY
Volume 18, Issue 4, Pages 259-264Publisher
WILEY-LISS
DOI: 10.1002/chir.20251
Keywords
solubility; binary phase diagram; ternary phase diagram; crystallization; chiral resolution; praziquantel; X-ray diffraction
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In the present work, thermal properties of praziquantel, including melting point phase diagram and solubility, were determined for the purpose of exploration on an integrated enantioseparation process of chromatography and crystallization. The solubility of racemic praziquantel in methanol and 2-propanol was measured in the temperature range between 0 and 40 degrees C. In agreement with previous conclusions, the resulting phase diagram reveals the racemic compound behavior of praziquantel arising from the existence of eutectics. A ternary phase diagram of praziquantel enantiomers and the methanol system was also determined. Based on the information provided by the ternary solubility phase diagram, an optimized integrated enantioseparation process was suggested. Pure praziquantel crystals were recovered, and the crystal structure was solved by X-ray crystallography.
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