Metamitron

Metamitron Basic information
Product Name:Metamitron
Synonyms:3-methyl-4-amino-6-phenyl-1,2,4-triazin(4h)-on;3-Methyl-4-amino-6-phenyl-1,2,4-triazin(4H)-one;4-Amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-one;4-amino-3-methyl-6-phenyl-as-triazin-5(4h)-on;as-Triazin-5(4H)-one, 4-amino-3-methyl-6-phenyl-;Bay-drw 1139;bay-drw1139;Countdown
CAS:41394-05-2
MF:C10H10N4O
MW:202.21
EINECS:255-349-3
Product Categories:pharmaceutical intermediate Metamitron;farm chemicals;HERBICIDE;Building Blocks;Heterocyclic Building Blocks;Triazines;Heterocyclic Compounds
Mol File:41394-05-2.mol
Metamitron Structure
Metamitron Chemical Properties
Melting point 165-170 °C
Boiling point 340.33°C (rough estimate)
density 1.2165 (rough estimate)
refractive index 1.6300 (estimate)
Fp 11 °C
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka1.54±0.20(Predicted)
form neat
color White to Light yellow
Water Solubility 1.8g/L(20 ºC)
λmax312nm(CH3CN)(lit.)
Merck 14,5924
BRN 613129
CAS DataBase Reference41394-05-2(CAS DataBase Reference)
NIST Chemistry Reference1,2,4-Triazin-5(4h)-one, 4-amino-3-methyl-6-phenyl-(41394-05-2)
EPA Substance Registry SystemMetamitron (41394-05-2)
Safety Information
Hazard Codes Xn,N,T,F
Risk Statements 22-50-39/23/24/25-23/24/25-11
Safety Statements 61-45-36/37
RIDADR UN 3077 9/PG 3
WGK Germany 2
RTECS XZ3015000
HazardClass 9
PackingGroup III
HS Code 29336990
ToxicityLD50 orally in male, female rats, male, female mice: 3343, 1832, 1450, 1463 mg/kg; dermally in rats: >500 mg/kg; LC50 (4 hr) in rats, mice, hamsters (mg/m3): >331, >206, >206 by inhalation (Lembrich)
MSDS Information
ProviderLanguage
Metamitron English
ACROS English
SigmaAldrich English
Metamitron Usage And Synthesis
UsesHerbicide.
DefinitionChEBI: 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 Description4-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 UsesHerbicide: 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 nameBAY 6676®; BAY-DRW 1139®; DRW 1139®; GALAHAD®; GOLDBEET®; GOLTIX®; GOLTIX® 90; GOLTIX® SUPER; GOLTIX® WG; MM 70®; HERBRAK®; MARQUISE®; SKATER®; TORERO® (metamitron + ethofumesate)
Metabolic pathwayDegradation 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).
Metamitron Preparation Products And Raw materials
Methylparaben Methyl Lithium bis(trimethylsilyl)amide Bensulfuron methyl Parathion-methyl Dichloromethylphenylsilane Tetramethylpyrazine Kresoxim-methyl Metribuzin Sulcotrione Thiophanate-methyl Tris(hydroxymethyl)aminomethane Methyl acrylate Trimethylphenylammonium chloride Methyl acetate Benoxacor Methyl bromide N,N-Dimethyl-1,4-phenylenediamine

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