Des methoxy apixaban

Des methoxy apixaban is a structurally defined impurity arising from the demethylation of the 4-methoxyphenyl moiety in apixaban. It retains the core pyrazole-fused pyridine and naphthyridine scaffolds but features a phenolic hydroxyl group in place of the methoxy substituent, altering its electronic and steric properties. This transformation reduces the lipophilicity compared to the parent compound, impacting its metabolic stability. The compound serves as a critical HPLC reference standard for quantifying demethylation pathway impurities in apixaban synthesis and degradation profiles.