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(5S)-5-Iododihydro-2,4(1H,3H)-pyrimidinedione is a synthetic halogenated pyrimidine derivative and a small molecule. It is structurally related to uracil with an iodine atom substituted at the 5-position and exists as the S-enantiomer. The compound has been studied primarily as an experimental tool in structural biology and enzymology. Notably, it acts as a mechanism-based inhibitor of dihydropyrimidine dehydrogenase (DPD), the enzyme responsible for the first step in pyrimidine catabolism. Structural studies have shown that it binds to DPD and can covalently modify active-site cysteine residues[7]. This property makes it useful for probing enzyme mechanisms but there are no approved therapeutic indications or clinical uses for this compound[1][7].
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