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Resolution via Diastereomeric Salt Crystallization of Ibuprofen Lysine: Ternary Phase Diagram Studies
Author(s) -
Simon Melba,
Donnellan Philip,
Glen Brian,
Jones Roderick C.
Publication year - 2018
Publication title -
chemical engineering and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.403
H-Index - 81
eISSN - 1521-4125
pISSN - 0930-7516
DOI - 10.1002/ceat.201700427
Subject(s) - diastereomer , crystallization , chemistry , eutectic system , ternary operation , phase diagram , salt (chemistry) , phase (matter) , ibuprofen , chromatography , resolution (logic) , yield (engineering) , crystallography , stereochemistry , organic chemistry , thermodynamics , microstructure , medicine , artificial intelligence , computer science , programming language , pharmacology , physics
Numerous pharmaceutical ingredients are chiral and generally only one isomer shows the desired therapeutic activity. Therefore, enantioseparation, e.g., by crystallization, is a key step in the pharmaceutical industry. In this work, ternary phase diagrams of the diastereomeric salt formation of ibuprofen lysine in aqueous ethanol are generated. The solubilities of the formed diastereomeric salts are measured in a defined temperature range. Investigation of the X‐ray powder diffraction patterns confirmed ibuprofen lysine as a simple eutectic system in agreement to the previously reported observations. The metastable zone widths of diastereomeric salt pairs of ibuprofen lysine are discussed with a resolution procedure proposed using the phase diagram that achieves maximum possible yield.