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Published on: June 1, 2018
The formation of furfural compounds in selected saccharide- and polysaccharide-based pharmaceutical excipients
Michal Douša1, Petr Gibala, Jiří Břicháč
1ZENTIVA, a.s. Praha, 102 37 Prague 10, Czech Republic. michal.dousa@seznam.cz
Abstract:
The acid hydrolysis of various selected saccharide- and polysaccharide-based pharmaceutical excipients under acid hydrolysis and the formation of degradation compounds were studied. New degradation products formed from these excipients were discovered. Liquid chromatography-mass spectrometry and nuclear magnetic resonance techniques were employed to identify and fully characterize these unknown compounds. The degradation products were identified as [(5-formylfuran-2-yl)methoxy]acetic acid, 5-[(propan-2-yloxy)methyl]furan-2-carbaldehyde, along with the previously identified 5-(methoxymethyl)furan-2-carbaldehyde. On the basis of the identification of these degradation products, a reasonable mechanism for their formation can be proposed. Temperature and pH affect the hydrolysis rates of saccharides and polysaccharides, which in turn affects the rate of formation of furfural compounds.
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