6533b825fe1ef96bd1282081

RESEARCH PRODUCT

Diversity in Itraconazole Cocrystals with Aliphatic Dicarboxylic Acids of Varying Chain Length

Bert Van VeenJorma HaaralaInna MiroshnykInna MiroshnykAnna ShevchenkoAnna ShevchenkoLars-olof PietiläSabiruddin MirzaSabiruddin MirzaJouko YliruusiErkki KolehmainenNonappaJukka SalmiaKai Sinervo

subject

Adipic acidOxalic acidAntifungal drug02 engineering and technologyGeneral Chemistry010402 general chemistry021001 nanoscience & nanotechnologyCondensed Matter Physics01 natural sciencesCocrystal0104 chemical scienceschemistry.chemical_compoundPimelic acidchemistrySolid-state nuclear magnetic resonanceOrganic chemistryGeneral Materials Science0210 nano-technologyHydrateta116Tetrahydrofuran

description

The cocrystal formation potential of itraconazole, a potent antifungal drug, with C2–C10 aliphatic dicarboxylic acids has been investigated. Using two experimental screening techniques (solvent-assisted grinding and evaporation-based crystallization), the cocrystals of itraconazole with C2–C7 dicarboxylic acids have been successfully synthesized and characterized by powder X-ray diffraction, solid state nuclear magnetic resonance, Raman spectroscopy, and thermal analysis. The characterized multicomponent compounds include anhydrous cocrystals (malonic, succinic, glutaric, and pimelic acids), a cocrystal hydrate (adipic acid), and cocrystal solvates with acetone and tetrahydrofuran (oxalic acid). This study is the first to demonstrate the diversity in itraconazole cocrystals with a range of aliphatic dicarboxylic acids of variable carbon chain lengths.

yearjournalcountryeditionlanguage
2013-09-27Crystal Growth and Design
10.1021/cg401061thttps://doi.org/10.1021/cg401061t