Triasulfuron

The Uses of Triasulfuron

Herbicide.

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is N-[o-(2-chloroethoxy)phenyl]sulfonylurea in which one of the hydrogens attached to the non-sulfonylated nitrogen has been replaced by a 4-methoxy-6-methyl-1,3,5-triazin-2-yl group A herbicide used to control broad-leaved weeds in cereals, its use within the EU has been banned after September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

Trade name

AMBER®; CGA 131036®; LOGRAN®; RAVE®

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.