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.

Shemchuk O., Song L., Tumanov N., Wouters J., Braga D., Grepioni F., et al. (2020). Chiral Resolution of RS-Oxiracetam upon Cocrystallization with Pharmaceutically Acceptable Inorganic Salts. CRYSTAL GROWTH & DESIGN, 20(4), 2602-2607 [10.1021/acs.cgd.9b01725].

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

Shemchuk O.;Braga D.;Grepioni F.
;
2020

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.
2020
Shemchuk O., Song L., Tumanov N., Wouters J., Braga D., Grepioni F., et al. (2020). Chiral Resolution of RS-Oxiracetam upon Cocrystallization with Pharmaceutically Acceptable Inorganic Salts. CRYSTAL GROWTH & DESIGN, 20(4), 2602-2607 [10.1021/acs.cgd.9b01725].
Shemchuk O.; Song L.; Tumanov N.; Wouters J.; Braga D.; Grepioni F.; Leyssens T.
File in questo prodotto:
File Dimensione Formato  
RACETAMS-CGD2020-reprint.pdf

accesso aperto

Tipo: Versione (PDF) editoriale
Licenza: Licenza per Accesso Aperto. Creative Commons Attribuzione (CCBY)
Dimensione 2.78 MB
Formato Adobe PDF
2.78 MB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/784739
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 20
  • ???jsp.display-item.citation.isi??? 18
social impact