Definition
ChEBI: An N-sulfonylurea that is N-[o-(2-chloroethoxy)phenyl]sulfonylurea in which one of the hydrogens attached to the non-sulfonylated nitrogen has been replaced by a 4-methoxy-6-methyl-1,3,5-triazin-2-yl group
A herbicide used to control broad-leaved weeds in cereals, its use within the EU has been banned after September 2017 on the grounds of potential groundwater contamination and risks to aquatic life.
Agricultural Uses
Herbicide: Used for the control of annual ryegrass, paradoxa
grass and a wide range of broadleaf weeds in wheat and the
post-emergence control of wild radishes in wheat, oats and
barley. Registered for use in EU countries
. Registered
for use in the U.S
Metabolic pathway
Triasulfuron undergoes hydrolytic degradation,
especially under acidic conditions, giving rise to
cleavage of the sulfonylurea linkage, producing the
major products 2-(2-chloroethoxy)benzenesulfonamide
and 4-methyl-6-methoxy-2-amino-1,3,5-triazine and the
minor product acetyltriuret. In plants, hydroxylation
occurs at the 5-position of the phenyl ring to yield 5-
hydroxytriasulfuron as a primary metabolite which is a
major metabolite from the plant microsomal system.
By mammals, orally administered triasulfuron is mainly
excreted in the urine, and O-dealkylation of 2-
chloroethoxy and 6-methoxy groups, and hydroxylation
at the 5-position of the phenyl ring and at the 4-methyl
group of the triazine ring are observed. By UV
irradiation, 2-chloroethoxybenzene is interestingly
identified with (4-methoxyl-6-methyl-1,3,5-triazine)urea,
and, in sunlight, with these two products, 2-amino-4-
methoxyl-6-methyltriazine and 2-(2-
chloroethoxy)benzenesulfonamide are identified.
