ChEBI: Fluthiacet-methyl is a methyl ester resulting from the formal condensation of the carboxy group of fluthiacet with methanol. A proherbicide for fluthiacet, it is used for the control of broad-leaved weeds in crops such as maize and soya. It has a role as an agrochemical, an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor and a proherbicide. It is an organic sulfide, a methyl ester, a member of monochlorobenzenes, a member of monofluorobenzenes and a thiadiazolopyridazine. It is functionally related to a fluthiacet.
Fluthiacet methyl is converted to its isomer, urazole, by
glutathione S-transferase (GST) and glutathione (GSH)
from some plants and rat liver microsomes. Fluthiacet
methyl inhibits Protox (protoporphyrinogen oxidase)
activity after conversion to the corresponding urazole by
GST and GSH. Fluthiacet methyl is chemically
converted to urazole with a thiol anion in media by the
nucleophilic reaction. It is also suggested that a free
acid of urazole, desulfated urazole, and the oxidative
ring-cleaved formyl degradation products result from
hydrolysis with esterase from soybean seedlings.
When fluthiacet methyl is administered orally to
rats in a single dose, 63-85% of the dose is excreted
in the feces and 10-23% in the urine, respectively,
after 48 h. The main metabolite is the isomer of
fluthiacet methyl (urazole) which is also identified in
the soil degradation products. Monohydroxylated
products on the pyridazine ring are identified as
metabolites by rats only.