Fluoropyrimidine

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Structural diagram of pyrimidine, a cyclic aromatic chemical structure of four carbon atoms and two nitrogen atoms, the later in positions 1 and 3
Structural diagram of 5-fluorouracil, a fluoropyrimidine with a single bond from carbon 5 to a fluorine atom and double bonds from both carbons 2 and 4 to oxygen atoms
Left: The structure of pyrimidine with the locants for ring atoms marked. Right: 5-Fluorouracil, a fluoropyrimidine formally named as 5-fluoro-1H,3H-pyrimidine-2,4-dione

Fluoropyrimidines are a general class organic compounds in which the substituent(s) around a pyrimidine ring include at least one fluorine atom. The term "fluoropyrimidines" is often used more specifically to refer to the subset of this class that are antimetabolites and are used as anticancer medications, which include:

Some metabolites of these drugs, such as 5-fluorodeoxyuridylate monophosphate, also have fluoropyrimidine structures in the general sense of the term, but the more specific meaning is typically reserved for substances used as pharmaceuticals.

Structural diagram of capecitabine, a chemotherapeutic agent of the fluropyrimidine sub-class
Structural diagram of 5-fluorodeoxyuridine monophosphate, metabolic product formed from 5-fluorouracil and 5-fluorodeoxyuridine
Left: The structure of capecitabine, a fluoropyrimidine drug with four substituents around its core pyrimidine ring. Right: 5-Fluorodeoxyuridylate monophosphate, a metabolite formed from 5-fluorouracil and 5-fluorodeoxyuridine, which includes a fluoropyrimidine moiety.
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