Definition
ChEBI: A member of the class of 1,2,4-triazines that is 1,2,4-triazin-5(4H)-one substituted by an amino group at position 4, a methyl group at position 3 and a phenyl group at position 6.
General Description
4-Amino-3-methyl-6-phenyl-1,2,4-triazin-5-one, commonly known as metamitron, is a pesticide having low polarity and is hydrophobic in nature. Its pKa value is 2.9.
Agricultural Uses
Herbicide: Metamitron is a selective systemic herbicide that is
absorbed through roots and leaves and inhibits photosynthesis. It is used to control grasses and broadleaf weeds
in sugar beets and fodder beets. Not currently registered
in the U.S. Used in most European countries and having
34 global suppliers
.
Trade name
BAY 6676®; BAY-DRW 1139®; DRW
1139®; GALAHAD®; GOLDBEET®; GOLTIX®;
GOLTIX® 90; GOLTIX® SUPER; GOLTIX® WG;
MM 70®; HERBRAK®; MARQUISE®; SKATER®;
TORERO® (metamitron + ethofumesate)
Metabolic pathway
Degradation of metamitron by photolysis is strongly
dependent on solvents and oxygen, and no
photoreaction is found in methanol, acetonitrile, and
hexane, nor in oxygen-free water. In water solution,
photolytic degradation occurs and results in the
formation of desaminometamitron and a ring-opening
polar benzoylacetyl hydrazine (tentatively assigned).
