High-pressure studies of pharmaceuticals: An exploration of the behavior of piracetam

Francesca P A Fabbiani, David R. Allan, William I F David, Alistair J. Davidson, Alistair R. Lennie, Simon Parsons, Colin R. Pulham, John E. Warren

    Research output: Contribution to journalArticlepeer-review

    Abstract

    The structural response of the nootropic drug piracetam (2-oxo-pyrrolidineacetamide) to both direct compression and high-pressure recrystallization from aqueous solution is reported. Crystals obtained by these methods have been characterized in situ by single-crystal X-ray diffraction. Compression of form II between pressures of 0.45-0.70 GPa caused a reversible, single-crystal to single-crystal transition to give a new polymorph, form V. Crystallization from a dilute aqueous solution of piracetam at a pressure of 0.6 GPa via crystallization of high-pressure ice-VI resulted in the formation of a previously unreported dihydrate. The molecular packing arrangements of these new structures are compared with the known polymorphs and hydrates of piracetam. This study highlights how the systematic variation of pressure is a powerful method for the exploration of polymorphism and solvate formation and has the potential to add a further dimension to polymorph screening of pharmaceuticals. © 2007 American Chemical Society.
    Original languageEnglish
    Pages (from-to)1115-1124
    Number of pages9
    JournalCrystal Growth and Design
    Volume7
    Issue number6
    DOIs
    Publication statusPublished - Jun 2007

    Keywords

    • CRYSTAL-STRUCTURE
    • {CRYSTAL-STRUCTURE
    • HYDROGEN-BOND
    • {HYDROGEN-BOND
    • HYDROSTATIC-PRESSURE
    • {HYDROSTATIC-PRESSURE
    • INDUCED
    • INDUCED} {PHASE-TRANSITION
    • MOLECULAR-CRYSTALS
    • {MOLECULAR-CRYSTALS
    • SOLID-STATE
    • ORGANIC-CRYSTALS
    • {ORGANIC-CRYSTALS
    • SINGLE-CRYSTAL
    • SODIUM OXALATE
    • OXALATE
    • {PHASE-TRANSITION
    • {SINGLE-CRYSTAL
    • SODIUM
    • SODIUM} {OXALATE
    • {SOLID-STATE
    • X-RAY-DIFFRACTION
    • INDUCED PHASE-TRANSITION

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