Insight into the Structure and Properties of Novel Imidazole-Based Salts of Salicylic Acid.

ABSTRACT: The preparation of new active pharmaceutical ingredient (API) multicomponent crystal forms, especially co-crystals and salts, is being considered as a reliable strategy to improve API solubility and bioavailability. In this study, three novel imidazole-based salts of the poorly water-soluble salicylic acid (SA) are reported exhibiting a remarkable improvement in solubility and dissolution rate properties. All structures were solved by powder X-ray diffraction. Multiple complementary techniques were used to solve co-crystal/salt ambiguities: density functional theory calculations, Raman and 1H/13C solid-state NMR spectroscopies. In all molecular salts, the crystal packing interactions are based on a common charged assisted +N-H(SA) ⋯ O-(co-former) hydrogen bond interaction. The presence of

SUBMITTER: Martins ICB 

PROVIDER: S-EPMC6891694 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature