Ionic Liquids and Salts from Ibuprofen as Promising Innovative Formulations of an Old Drug
- Citation:
- Santos, MM, Raposo LR, Carrera GVSM, Costa A, Dionisio M, Baptista PV, Fernandes AR, Branco LC. 2019. Ionic Liquids and Salts from Ibuprofen as Promising Innovative Formulations of an Old Drug, 2019. ChemMedChem. 14(9):907-911.
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 [C16 Pyr][Ibu] and [N1,1,2,2OH1 ][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.
Notes:
Santos, Miguel MRaposo, Luis R
Carrera, Goncalo V S M
Costa, Alexandra
Dionisio, Madalena
Baptista, Pedro V
Fernandes, Alexandra R
Branco, Luis C
eng
Research Support, Non-U.S. Gov't
Germany
ChemMedChem. 2019 May 6;14(9):907-911. doi: 10.1002/cmdc.201900040. Epub 2019 Apr 10.