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Crystals 2018, 8(2), 85; https://doi.org/10.3390/cryst8020085

Febuxostat-Minoxidil Salt Solvates: Crystal Structures, Characterization, Interconversion and Solubility Performance

1
School of Biology and Biological Engineering, South China University of Technology, Guangzhou 510006, China
2
Université Paris Diderot, Sorbonne Paris Cité, ITODYS, UMR 7086 CNRS, 15 rue J-A de Baïf, 75205 Paris CEDEX 13, France
3
MOE Joint International Research Laboratory of Synthetic Biology and Medicine, South China University of Technology, Guangzhou 510006, China
*
Author to whom correspondence should be addressed.
Received: 5 January 2018 / Revised: 2 February 2018 / Accepted: 2 February 2018 / Published: 5 February 2018
(This article belongs to the Special Issue Novel Pharmaceutical Cocrystals and Their Applications)
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Abstract

Three febuxostat-minoxidil salt solvates with acetone (ACE), tetrahydrofuran (THF) and isopropanol (IPA) are synthesized by solvent-assisted grinding and characterized by infrared (IR), nuclear magnetic resonance (1H-NMR), single crystal and powder X-ray diffraction (PXRD), thermogravimetry (TG) and differential scanning calorimetry (DSC). These febuxostat-minoxidil salt solvates feature isostructural with the same stoichiometries (1:1:1 molecule ratio). The proton transfers from the carboxylic group of febuxostat (FEB) to imino N atom of minoxidil (MIN), which forms the motif with combined R 2 2 (9) R 4 2 (8) R 2 2 (9) graph set in the three solvates. The solvents occupy the different positions related to the motif, which results in the apparent differences in PXRD patterns before/after desolvation although they are isostructures. The FEB-MIN·THF was more thermostable than FEB-MIN·ACE and FEB-MIN·IPA relative to solvent removal from DSC patterns, which is different from the results from the solvent-exchange experiments in chemical kinetics. All three salt solvates exhibit increased equilibrium solubility compared to FEB in aqueous medium. View Full-Text
Keywords: febuxostat; minoxidil; salt solvates; crystal structure febuxostat; minoxidil; salt solvates; crystal structure
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Li, L.-Y.; Du, R.-K.; Du, Y.-L.; Zhang, C.-J.; Guan, S.; Dong, C.-Z.; Zhang, L. Febuxostat-Minoxidil Salt Solvates: Crystal Structures, Characterization, Interconversion and Solubility Performance. Crystals 2018, 8, 85.

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