Bupirimate is a pyrimidine based fungicide with protective and curative activity for the control of fungal diseases by interfearing with nucleic acid synthesis.
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ChEBI: A member of the class of aminopyrimidines that is 2-ethylaminopyrimidine carrying methyl, butyl and dimethylaminosulfooxy substituents at posiitons 4, 5 and 6 respectively.
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Bupirimate degrades rapidly when exposed to sunlight. Minimal penetration
of bupirimate residues in treated apples was observed. Degradation
of bupirimate in/on fruit surfaces was mainly due to photolytic processes.
Metabolism in plants and animals is similar and includes the initial
cleavage of the dimethylsulfamate-pyrimidine linkage to yield ethirimol
which is also an active fungicide. Numerous degradation products were
generated from N-dealkylation, hydroxylation and conjugation reactions
and the opening of the pyrimidine ring (Scheme 1).
