Topically used corticosteroids: What is the big picture of drug product degradation?
Eur J Pharm Sci
; 117: 1-7, 2018 May 30.
Article
em En
| MEDLINE
| ID: mdl-29407556
ABSTRACT
Corticosteroids are widely used in topical formulations such as creams (aqueous) and ointments (non-aqueous). The generally used corticosteroids show large molecular resemblance, where especially the 20-keto-21-hydroxyl group bound to the 17 carbon is important for their chemical stability. Oxidation in both aqueous and non-aqueous environment occurs for triamcinolone acetonide (TCA), hydrocortisone (HC) and desoximethasone (DS). Besides the 20-keto-21-hydroxyl group, TCA, HC and DS have different other moieties attached to the same C17. These moieties are shown to influence not only the type of degradation product formed but also the degradation kinetics. Seven degradation products are found in total and a degradation mechanism is proposed. Furthermore the transesterfication of betamethasone-17-valerate to betamethasone-21-valerate is shown to occur both in aqueous and non-aqueous environment. Finally, a comprehensive scheme of degradation pathways is presented that is applicable for both aqueous and non-aqueous formulations.
Palavras-chave
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Betametasona
/
Hidrocortisona
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Triancinolona Acetonida
Idioma:
En
Revista:
Eur J Pharm Sci
Assunto da revista:
FARMACIA
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FARMACOLOGIA
/
QUIMICA
Ano de publicação:
2018
Tipo de documento:
Article