Chiral Resolution of RS-Oxiracetam upon Cocrystallization with Pharmaceutically Acceptable Inorganic Salts

Shemchuk, Oleksii;Song, Lixing;TUMANOV, Nikolay;Wouters, Johan;Leyssens, Tom;et.al.
(2020) Crystal Growth & Design — Vol. 20, n° 4, p. 2602-2607 (2020)

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Authors
  • Shemchuk, Oleksiiorcid-logo
    Author
  • Song, Lixingorcid-logoUCLouvain
    Author
  • TUMANOV, Nikolayorcid-logoUNamur
    Author
  • Wouters, JohanUNamur
    Author
  • Leyssens, TomUCLouvain
    Author
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Abstract
Ionic cocrystals (ICCs) of racemic RS-oxiracetam and of its active S-enantiomer of pharmaceutical interest with the pharmaceutically acceptable salts calcium and magnesium chloride were synthesized and structurally characterized. The cocrystallization of RS-oxiracetam with MgCl2 resulted in chiral resolution with formation of an S-OXI·MgCl2·5H2O/R-OXI·MgCl2·5H2O conglomerate. Ternary phase diagrams of RS-oxiracetam/inorganic salt/solvent were constructed to determine the overall compositions for which the ICCs are the only stable phases in suspension. In addition, single crystals of S-oxiracetam were grown, and its structure was determined.
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Citations

Shemchuk, O., Song, L., TUMANOV, N., Wouters, J., Braga, D., Grepioni, F., & Leyssens, T. (2020). Chiral Resolution of RS-Oxiracetam upon Cocrystallization with Pharmaceutically Acceptable Inorganic Salts. Crystal Growth & Design, 20(4), 2602-2607. https://doi.org/10.1021/acs.cgd.9b01725 (Original work published 2020)