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In the last decade, the synthesis of pharmaceutical co-crystals has emerged as an innovative strategy to successfully improve biopharmaceutical quality. Co-crystals are made up of two or more molecular neutral species linked by non-covalent bonds [1]. In this work the structure of a new equimolar co-crystal of (S)-naproxen, a nonsteroidal anti-inflammatory drug, and isonicotinamide is reported. Single crystals were prepared by crystallization from 1:2.8 naproxen:isonicotinamide ethanolic solution at 2 oC. The pure crystals melt at Tfus = 125 oC. In the new co-crystal structure the homosynthon amide∙∙∙amide between two isonicotinamide molecules is retained, as in isonicotinamide polymorph I [2], and acid∙∙∙Naromatic and amide∙∙∙acid heterosynthons link naproxen to isonicotinamide.

Growth and characterization of p-CADHP and p-CAHS single crystals