Fluconazole Cocrystals with Dicarboxylic Acids

Fluconazole cocrystals were prepared with the intention to modify physicochemical properties of the antifungal agent. The well-known COOH···N_arom heterosynthon was considered the key element in the cocrystals design strategy. Cocrystals of fluconazole with maleic, fumaric, and glutaric acid were identified in solution evaporation experiments with pharmaceutically acceptable dicarboxylic acids and their crystal structures are presented. Solid-state NMR as an alternative technique for providing structural information of cocrystals offered additional insights into hydrogen bonding and other inter- as well as intramolecular interactions.