Exploring Solid State Diversity and Solution Characteristics in a Fluorine-Containing Drug Riluzole
2017
Solvent drop grinding experiments on riluzole, an organofluorine drug, with different carboxylic acids (mono and di) and pyridine derivatives, resulted in the formation of 10 different co-crystals, one polymorph of a co-crystal, and a salt. The crystal packing is primarily stabilized via strong N–H···O, O–H···N, O–H···O, and N–H···N hydrogen bonds, in addition to secondary interactions of the type C–H···F/O and S···F intermolecular contacts. The melting point of the new crystalline phases was observed to be present in the range of 90–140 °C which is closely related to the melting point (118 °C) of the original API. It was observed that the co-crystals depicted enhanced the solubility and dissolution rate in comparison to that of the free drug.
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