Investigation of the phase diagrams of chiral praziquantel

Chirality
Yue LiuChi Bun Ching

Abstract

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.

Citations

Jul 14, 2014·European Journal of Medicinal Chemistry·Stefano GuglielmoAlberto Gasco
Sep 21, 2006·Angewandte Chemie·Martin KlussmannDonna G Blackmond
Aug 3, 2010·ChemMedChem·Alexander Dömling, Kareem Khoury
Apr 26, 2016·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Ana Borrego-SánchezC Ignacio Sainz-Díaz
Mar 10, 2017·Journal of Molecular Modeling·Ana Borrego-SánchezC Ignacio Sainz-Díaz
Oct 19, 2019·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Debora ZanollaDario Voinovich

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