Metamitron

Synonym(s):4-Amino-4,5-dihydro-3-methyl-6-phenyl-1,2,4-triazin-5-one

CAS NO.：41394-05-2
Empirical Formula: C10H10N4O
Molecular Weight: 202.21
MDL number: MFCD00055524
EINECS: 255-349-3
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 23:02:33

What is Metamitron?

The Uses of Metamitron

Herbicide.

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).

Properties of Metamitron

Melting point:	165-170 °C
Boiling point:	340.33°C (rough estimate)
Density	1.2165 (rough estimate)
refractive index	1.6300 (estimate)
Flash point:	11 °C
storage temp.	Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Solid
form	neat
pka	1.54±0.20(Predicted)
color	White to Light yellow
Water Solubility	1.8g/L(20 ºC)
λmax	312nm(CH3CN)(lit.)
Merck	14,5924
BRN	613129
CAS DataBase Reference	41394-05-2(CAS DataBase Reference)
NIST Chemistry Reference	1,2,4-Triazin-5(4h)-one, 4-amino-3-methyl-6-phenyl-(41394-05-2)
EPA Substance Registry System	Metamitron (41394-05-2)

Safety information for Metamitron

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06 Environment GHS09
GHS Hazard Statements	H302:Acute toxicity,oral H311:Acute toxicity,dermal H330:Acute toxicity,inhalation H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P260:Do not breathe dust/fume/gas/mist/vapours/spray. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.