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The stability of the anti-inflammatory drug nepafenac was investigated in aqueous solutions containing hydroxypropyl-β-cyclodextrin at three different values of pH and degradation products were identified. (2-Amino-3-benzoyl)-oxoacetic acid, previously not reported as nepafenac-related impurity, was isolated and structurally characterized by NMR and ESI-MS analyses. It was also shown that the formation of this α-ketoacid from nepafenac in alkaline water/organic cosolvent solution occurs through an aerobic oxidation of the key intermediate 7-benzoyl-1,3-dihydro-indol-2-one, which in some extent is protected from oxidation in the presence of the cyclodextrin additive. Copyright © 2020 Elsevier B.V. All rights reserved.


Danilo Aleo, Maria Grazia Saita, Fabiola Spitaleri, Claudia Sanfilippo, Angela Patti. Degradation profile of nepafenac in aqueous solution and structural characterization of a novel degradation product. Journal of pharmaceutical and biomedical analysis. 2020 Sep 10;189:113432

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PMID: 32592943

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