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- Title
Multi-Gram Scale Synthesis and Characterization of Mometasone Furoate EP Impurity C.
- Authors
Ronchetti, Riccardo; Pannone, Luigi Alfonso; Cerra, Bruno; Camaioni, Emidio; Lopopolo, Gianfranco; Attolino, Emanuele; Gioiello, Antimo
- Abstract
Mometasone furoate is a synthetic corticosteroid used in the treatment of skin inflammatory conditions, hay fever and asthma. The industrial manufacturing routes to mometasone furoate are generally accompanied by the formation of numerous process impurities that need to be detected and quantified, as requested by regulatory authorities. The ready availability of such impurities in the required quantity and purity is therefore essential for toxicological studies, analytical method development and process validation. Herein, we report the multi-gram scale preparation of 21′-chloro-(16′α-methyl-3′,11′,20′-trioxo-pregna-1′,4′-dien-17′-yl)-furan-2-carboxylate (mometasone furoate EP impurity C), one of the known impurities of mometasone furoate. This study also includes the systematic investigation of the final acylation step, as well as the characterization of the difuroate enol ether intermediate and its conversion to the target impurity C.
- Subjects
ALLERGIC rhinitis; ACYLATION; ASTHMA; CORTICOSTEROIDS
- Publication
Molecules, 2023, Vol 28, Issue 23, p7859
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules28237859