ChemMedChem · 2019 · 57 citations · 31 references
PharmacyMedicinal ChemistryPharmacologyDrug DeliveryDrug DiscoveryPharmaceutical FormulationDrug SolubilityLiquid FormulationsSolubility EnhancementAcid-base InteractionsAnion ExchangeIonic Liquid SynthesisIonic LiquidsOrganic SaltsSolubility
Abstract Herein we report the synthesis of novel ionic liquids (ILs) and organic salts by combining ibuprofen as anion with ammonium, imidazolium, or pyridinium cations. The methodology consists of an acid–base reaction of neutral ibuprofen with cation hydroxides, which were previously prepared by anion exchange from the corresponding halide salts with Amberlyst A‐26(OH). In comparison with the parent drug, these organic salts display higher solubility in water and biological fluids and a smaller degree of polymorphism, which in some cases was completely eliminated. With the exception of [C 16 Pyr][Ibu] and [N 1,1,2,2OH1 ][Ibu], the prepared salts did not affect the viability of normal human dermal fibroblasts or ovarian carcinoma (A2780) cells. Therefore, these ibuprofen‐based ionic liquids may be very promising lead candidates for the development of effective formulations of this drug.
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The third evolution of ionic liquids: active pharmaceutical ingredients
Whitney L. Hough, Marcin Śmiglak, Héctor Rodríguez et al. · New Journal of Chemistry · 2007 · 861 citations
Yasunari Takada, Anjana Bhardwaj, Pravin D. Potdar et al. · Oncogene · 2004 · 310 citations
Medicine, Oncology, Pharmacology +13