The stability of the anti-inflammatory drug nepafenac was investigated in aqueous solutions containing hydroxypropyl-beta-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 a-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. (C) 2020 Elsevier B.V. All rights reserved.
Degradation profile of nepafenac in aqueous solution and structural characterization of a novel degradation product
Sanfilippo Claudia;Patti Angela
Ultimo
2020
Abstract
The stability of the anti-inflammatory drug nepafenac was investigated in aqueous solutions containing hydroxypropyl-beta-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 a-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. (C) 2020 Elsevier B.V. All rights reserved.File | Dimensione | Formato | |
---|---|---|---|
prod_432790-doc_163597.pdf
solo utenti autorizzati
Descrizione: Degradation profile of nepafenac in aqueous solution and structural characterization of a novel degradation product
Tipologia:
Versione Editoriale (PDF)
Licenza:
NON PUBBLICO - Accesso privato/ristretto
Dimensione
725.3 kB
Formato
Adobe PDF
|
725.3 kB | Adobe PDF | Visualizza/Apri Richiedi una copia |
Accepted version.pdf
Open Access dal 25/06/2022
Descrizione: Degradation profile of nepafenac in aqueous solution and structural characterization of a novel degradation product
Tipologia:
Documento in Post-print
Licenza:
Creative commons
Dimensione
402.31 kB
Formato
Adobe PDF
|
402.31 kB | Adobe PDF | Visualizza/Apri |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.