| Identification | More | [Name]
Triasulfuron | [CAS]
82097-50-5 | [Synonyms]
1-[2-(2-CHLOROETHOXY)PHENYLSULFONYL]-3-(4-METHOXY-6-METHYL)-(1,3,5-TRIAZIN-2-YL)UREA
2-(2-chloroethoxy)-n-(((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)benzenesulfonamide
AMBER(R)
cga-131036
Herbicide Safener Benoxacor
LOGRAN
LOGRAN(R)
N-(6-methoxy-4-methyl-1,3,5-triazin-2-yl-aminocarbonyl)-2-(2-chloroethoxy)-benzenesulfonamide
TRIASULFURON
1-(2-(2-chloroethoxy)phenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-y
2-(2-chloroethoxy)-n-(((4-methoxy-6-methyl-1,3,5-triazin-2-benzenesulfonamid
yl)amino)carbonyl)-
2-(2-chloroethoxy)-N-(((4-methyoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)benzensulfonamide
TRIASULFURON, 100MG, NEAT
TRIASULFURON PESTANAL, 250 MG
TRIASULFURON PESTANAL
triasulfuron (bsi,draft-iso)
TRIASULPHURON
TRISULFURON
triasulfuron 1-[2-(2-chloroethoxy)phenylsulfonyl]-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea | [EINECS(EC#)]
232-520-0 | [Molecular Formula]
C14H16ClN5O5S | [MDL Number]
MFCD00145436 | [Molecular Weight]
401.83 | [MOL File]
82097-50-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
178°C | [Boiling point ]
150-260 °C | [density ]
1.5218 (rough estimate) | [vapor pressure ]
0Pa at 25℃ | [refractive index ]
1.5630 (estimate) | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
neat | [pka]
4.34±0.10(Predicted) | [BRN ]
7151883 | [Henry's Law Constant]
8.0×108 mol/(m3Pa) at 25℃, Ebert et al. (2023) | [Major Application]
agriculture
environmental | [InChI]
1S/C14H16ClN5O5S/c1-9-16-12(19-14(17-9)24-2)18-13(21)20-26(22,23)11-6-4-3-5-10(11)25-8-7-15/h3-6H,7-8H2,1-2H3,(H2,16,17,18,19,20,21) | [InChIKey]
XOPFESVZMSQIKC-UHFFFAOYSA-N | [SMILES]
COc1nc(C)nc(NC(=O)NS(=O)(=O)c2ccccc2OCCCl)n1 | [LogP]
1.6-2.6 at 25℃ and pH5-9 | [Dissociation constant]
4.64 at 20℃ | [CAS DataBase Reference]
82097-50-5(CAS DataBase Reference) | [EPA Substance Registry System]
82097-50-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
N | [Risk Statements ]
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN3077 9/PG 3 | [WGK Germany ]
2 | [RTECS ]
DB1554000 | [REACH Registrations]
Active | [HS Code ]
29350090 | [Storage Class]
11 - Combustible Solids | [Hazardous Substances Data]
82097-50-5(Hazardous Substances Data) | [Toxicity]
LD50 in rats (mg/kg): >5000 orally; >2000 dermally; LC50 (4 hr) in rats: >5185 mg/m3 by inhalation (Amrein, Gerber) |
| Hazard Information | Back Directory | [Uses]
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. | [Production Methods]
Triasulfuron is commercially produced through a multi-step synthesis involving sulfonylurea chemistry, starting with substituted triazines and sulfonamide intermediates. In industrial production, it is, typically, synthesised by reacting a triazine derivative, typically 2-amino-4-methoxy-6-methyl-1,3,5-triazine, with a sulfonyl isocyanate or sulfonamide intermediate. This reaction forms the characteristic sulfonylurea bridge, which is essential for the herbicidal activity. The process involves precise control of temperature, pH, and solvent conditions to ensure high yield and purity. | [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® | [Mechanism of action]
Selective, absorbed by leaves and roots and translocated. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS | [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. | [Pesticide Type]
Herbicide |
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