1313612-40-6Relevant academic research and scientific papers
Cocrystallization with flufenamic acid: Comparison of physicochemical properties of two pharmaceutical cocrystals
Aitipamula, Srinivasulu,Wong, Annie B. H.,Chow, Pui Shan,Tan, Reginald B. H.
, p. 5793 - 5801 (2014)
Three novel cocrystals of a non-steroidal anti-inflammatory drug, flufenamic acid (FFA) with theophylline (TP), 2-pyridone, and 4,4′-bipyridine were discovered in a cocrystal screening. All the cocrystals were thoroughly characterized and their crystal structures were determined. In the crystal structures, the FFA molecule interacts with the coformers via heterosynthons. The pharmaceutical relevance of the FFA·TP cocrystal prompted us to investigate its physicochemical properties and compare it with a reported FFA cocrystal with nicotinamide. In particular, properties such as stability, hygroscopicity, solubility, and dissolution rate were measured. FFA·TP was found to offer better solubility and dissolution rate; in addition, it also helps to circumvent the hygroscopic nature of TP. The fact that the FFA·TP cocrystal involves two active ingredients and shows better physicochemical properties than all other known cocrystals of FFA makes it a promising cocrystal for development of FFA formulations and combination drug products. the Partner Organisations 2014.
Cocrystals of fenamic acids with nicotinamide
Fabian, Laszlo,Hamill, Noel,Eccles, Kevin S.,Moynihan, Humphrey A.,Maguire, Anita R.,McCausland, Linda,Lawrence, Simon E.
experimental part, p. 3522 - 3528 (2012/04/10)
Cocrystal formation between nicotinamide and five fenamic acid derivative drugs (flufenamic acid, niflumic acid, tolfenamic acid, mefenamic acid and meclofenamic acid) was investigated using solution-based and solid-state preparation methods. It was anticipated that the well-known acid-aromatic nitrogen heterosynthon would provide a sufficient driving force for cocrystallization. The experiments yielded cocrystals with four of the five acids. Although the structures of these molecules are similar, they showed marked differences in both the stability and the stoichiometry of the cocrystals. A detailed analysis of the structures and properties of both the starting materials and the cocrystals allows a tentative explanation of these differences, but it also shows that even though all four cocrystals utilize one of the most predictable supramolecular synthons (COOH...N), their structures and properties remain elusive to design.
