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Scaffold-divergent approach creates novel metronidazole derivatives, indicating stable compound alternates.
A scaffold-divergent approach to metronidazole-based compounds was described. Attempts to prepare N1-hydroxyethyl nitroimidazole-2-carboxylic acid resulted in rapid decarboxylation. A lactone (compound 8) serves as a stable and practical surrogate, enabling access to both oxadiazole and amide derivatives. Density functional theory calculations revealed that the instability of N1-hydroxyethyl nitroimidazole-2-carboxylic acid arises from a low-barrier decarboxylation pathway.
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Yu et al. (2026) studied this question.
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