82097-50-5

Basic information

• Product Name: Triasulfuron
• Synonyms: 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
• CAS NO: 82097-50-5
• Molecular Formula: C₁₄H₁₆ClN₅O₅S
• Molecular Weight: 401.83
• EINECS: 232-520-0
• Product Categories: Alphabetic;TP - TZPesticides&Metabolites;Alpha sort;Herbicides;Pesticides&Metabolites;Q-ZAlphabetic;Urea structure
• Mol File: 82097-50-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 178°C
• Appearance: colorless crystals
• Density: 1.5218 (rough estimate)
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: 1.5630 (estimate)
• Storage Temp.: 0-6°C
• BRN: 7151883
• CAS DataBase Reference: Triasulfuron(CAS DataBase Reference)
• NIST Chemistry Reference: Triasulfuron(82097-50-5)
• EPA Substance Registry System: Triasulfuron(82097-50-5)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61
• RIDADR: UN3077 9/PG 3
• WGK Germany: 2
• RTECS: DB1554000
• Hazardous Substances Data: 82097-50-5(Hazardous Substances Data)

Usage

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N-[o-(2-chloroethoxy)phenyl]sulfonylurea in which one of the hydrogens attached to the non-sulfonylated nitrogen has been replaced by a 4-methoxy-6-methyl-1,3,5-triazin-2-yl group A herbicide used to control broad-leaved weeds in cereals, its use within the EU has been banned after September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

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.

InChI:InChI=1/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)

Downstream Products

• 1668-54-8 4-methoxy-6-methyl-1,3,5-triazin-2-amine 
• 16352-06-0 4-amino-6-methyl-1,3,5-triazine-2-ol 
• 208252-67-9 N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl) urea 
• 82097-01-6 2-(2'-chloroethoxy)-benzenesulfonamide 

Relevant articles and documents

Herbicidal mixtures having a synergistic effect

PCT No. PCT/EP96/03996 Sec. 371 Date Feb. 17, 1998 Sec. 102(e) Date Feb. 17, 1998 PCT Filed Sep. 12, 1996 PCT Pub. No. WO97/10714 PCT Pub. Date Mar. 27, 1997A composition comprising at least one sulfonylurea of the formula I wherein R1 is substituted alkyl; halogen; a group ER6 (E=O, S or NR7); COOR8; NO2; S(O)oR9; SO2NR10R11; or CONR10R11; R2 is hydrogen, alkyl, alkenyl, alkynyl, halogen, alkoxy, haloalkoxy, haloalkyl, alkylsulfonyl, nitro, cyano or alkylthio; R3 is F, CF3, CF2Cl, CF2H, OCF3, OCF2Cl, or, if R1 is CO2CH3 and R2 is simultaneously fluorine, R3 is Cl, or, if R1 is CH2CF3 or CF2CF3, R3 is methyl, or, if R4 is OCF3 or OCF2Cl, R3 is OCF2H or OCF2Br; R4 is alkoxy, alkyl, alkylthio, alkylamino, dialkylamino, halogen, haloalkyl or haloalkoxy; and R5 is hydrogen, alkoxy or alkyl; or an enviromentally compatible salt of I, and an aryloxyalkanoic acid selected from the group consisting of 2,4-D, 2,4-DB, clomeprop, dichlorprop, dichlorprop-P, dichlorprop-P (2,4-DP-P), fenoprop (2,4,5-TP), fluoroxypyr, MCPA, MCPB, mecoprop, mecoprop-P, napropamide, napropanilide, triclopyr, and an enviromentally compatible salt thereof exhibits a synergistic herbicidal effect.

Soybean plants with dominant selectable trait for herbicide resistance

The utilization of a positive selection seed screening process to isolate rate variants with resistance to a herbicide is described. The ability to screen large numbers of mutagenized seed has made it feasible to pursue and isolate plants with low frequency dominant herbicide-resistance mutations. The dominant herbicide resistance mutations are useful for many applications including expanding the utility of sulfonylurea herbicides for soybean weed control, production of F1 and F2 seeds, and as selectable markers for efficient seed purification.

Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase

A nucleic acid fragment encoding a herbicide-resistant plant acetolactate synthase protein is disclosed. This nucleic acid fragment contains at least one nucleotide mutation resulting in one amino acid change in one of seven substantially conserved regions of acetolactate synthase amino acid homology. This mutation results in the production of an acetolactate synthase protein which is resistant to sulfonylurea herbicide compounds compared to the wild-type protein. Transformation of herbicide sensitive plants or plant cells with the fragment results in resistance to the herbicide.