RSS-Feed abonnieren
PDF herunterladen
DOI: 10.1055/s-0043-1769006
Preparation and Study on the Single-Crystal Structure of Flurbiprofen–Salicylamide Co-crystal
Autoren
Abstract
Co-crystals can improve the physicochemical properties of pharmaceutical active ingredients, and thus have great potential in improving drug performance. Some studies have obtained the powder spectrum of the co-crystal of flurbiprofen (FBP) and salicylamide (2-OHBZA) but have not obtained a single-crystal structure. In this study, co-crystals of FBP-2-OHBZA with a molar ratio of 1:1 were obtained by slow evaporation using ethyl acetate and tetrahydrofuran for verification. Density functional theory was used to optimize the structure of the hydrogen bond and π−π stacking formed by the co-crystal of FBP and 2-OHBZA. The assay results of the co-crystals of FBP-2-OHBZA are in good agreement with the calculated values reported.
# Jia-Wei Hou and Yan-Qing Gong contributed equally to this work.
Publikationsverlauf
Eingereicht: 05. Januar 2023
Angenommen: 18. April 2023
Artikel online veröffentlicht:
24. Mai 2023
© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting unrestricted use, distribution, and reproduction so long as the original work is properly cited. (https://creativecommons.org/licenses/by/4.0/)
Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany
-
References
- 1 Davies NM. Clinical pharmacokinetics of flurbiprofen and its enantiomers. Clin Pharmacokinet 1995; 28 (02) 100-114
- 2 Oh DH, Park YJ, Kang JH, Yong CS, Choi HG. Physicochemical characterization and in vivo evaluation of flurbiprofen-loaded solid dispersion without crystalline change. Drug Deliv 2011; 18 (01) 46-53
- 3 Oktay AN, Karakucuk A, Ilbasmis-Tamer S, Celebi N. Dermal flurbiprofen nanosuspensions: Optimization with design of experiment approach and in vitro evaluation. Eur J Pharm Sci 2018; 122 (01) 254-263
- 4 Chai JD. Density functional theory with fractional orbital occupations. J Chem Phys 2012; 136 (15) 154104
- 5 Etter MC. Hydrogen bonds as design elements in organic chemistry. J Chem Phys 1991; 95 (21) 4601-4610
- 6 Politzer P, Daiker KC. Models for chemical reactivity. In: Deb BM. ed. The Force Concept in Chemistry. 1st ed.. New York, NY: Van Nostrand Reinhold; 1981: 294-387
- 7 Politzer P, Murray JS. Molecular electrostatic potentials and chemical reactivity. In: Lipkowitz KB, Boyd DB. eds. Reviews in Computational Chemistry. New York, NY: Wiley-VCH, Inc.; 1991: 273-312
- 8 Surov AO, Manin AN, Voronin AP. et al. New pharmaceutical cocrystal forms of flurbiprofen: structural, physicochemical, and thermodynamic characterization. Cryst Growth Des 2019; 19 (12) 5751-5761
- 9 Sheldrick GM. A short history of SHELX. Acta Crystallogr A 2008; 64 (Pt 1): 112-122
- 10 Dolomanov OV, Bourhis LJ, Gildea RJ, Howard JAK, Puschmann H. OLEX2: a complete structure solution, refinement, and analysis program. J Appl Cryst 2009; 42 (02) 339-341
- 11 Macrae CF, Edgington PR, McCabe P. et al. Mercury:visualization and analysis of crystal structures. J Appl Cryst 2006; 39 (03) 453-457
- 12 Jayatilaka D, Wolff SK, Grimwood DJ, McKinnon JJ, Spackman MA. CrystalExplorer: a tool for displaying Hirshfeld surfaces and visualising intermolecule interactions in molecule crystals. Acta Crystallogr 2006; A62: s90
- 13 Frisch M, Trucks G, Schlegel H. et al. Gaussian 16, Revision A.03. Wallingford, CT: Gaussian. Inc. 2016; 12 (25) 123-156
- 14 Lu T, Chen F. Multiwfn: a multifunctional wavefunction analyzer. J Comput Chem 2012; 33 (05) 580-592