Dapagliflozin Acetyl Impurity (CAS 1632287-34-3) ist eine prozessbezogene organische Verunreinigung, die durch Acylierung am Dapagliflozin-Gerüst entsteht und ein chloriertes Arylglucosid mit der Summenformel C23H27ClO7 sowie einer Molekülmasse von 450,91 g/mol darstellt. Ihr Auftreten wird typischerweise mit unvollständiger Deacetylierung, Acetyltransfer oder nachfolgenden Umsetzungen im Verlauf der Synthese des C-Arylglucosid-Gerüsts verknüpft. Die Strukturzuordnung erfordert üblicherweise LC-MS/MS mit exakter Massenbestätigung, ergänzt durch HPLC-UV und NMR zur Isomerendifferenzierung. Da es sich um eine nicht klassische synthetische Verunreinigung und nicht um eine reaktive mutagene Spezies handelt, erfolgt die Bewertung meist im Rahmen des Impuritätsprofils und nicht primär nach ICH M7.
References
KARUMANCHI, KISHORE, et al. “Synthesis of Metabolites of Dapagliflozin: An SGLT2 Inhibitor.†Journal of Chemical Sciences, vol. 132, no. 1, Feb. 2020, https://doi.org/10.1007/s12039-020-1747-x.
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