79277-27-3

Basic information

• Product Name: Thifensulfuron methyl
• Synonyms: HARMONY;METHYL 3-[[[[(4-METHOXY-6-METHYL-1,3,5-TRIAZIN-2-YL)AMINO]CARBONYL]AMINO]-SULFONYL]-2-THIOPHENECARBOXYLATE;METHYL 3-(4-METHOXY-6-METHYL-1,3,5-TRIAZIN-2-YL-CARBAMOYLSULFAMOYL)-THIOPHEN-2-CARBOXYLATE;PINNACLE;PINNACLE (TM);THIFENSULFURON-METHYL;2-thiophenecarboxylicacid,3-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino);dpx-m6316
• CAS NO: 79277-27-3
• Molecular Formula: C₁₂H₁₃N₅O₆S₂
• Molecular Weight: 387.39
• EINECS: 1308068-626-2
• Product Categories: H;HA -HTPesticides&Metabolites;H-MAlphabetic;Alpha sort;Herbicides;Pesticides&Metabolites;Q-ZAlphabetic;TF - TOPesticides&Metabolites;Urea structure
• Mol File: 79277-27-3.mol

Chemical Properties

• Melting Point: 176°C
• Appearance: /
• Density: 1.56 g/cm³
• Refractive Index: 1.608
• Storage Temp.: 0-6°C
• PKA: pKa at 25°: 4.0
• Water Solubility: Practically insoluble in water
• Merck: 14,9316
• BRN: 7448062
• CAS DataBase Reference: Thifensulfuron methyl(CAS DataBase Reference)
• NIST Chemistry Reference: Thifensulfuron methyl(79277-27-3)
• EPA Substance Registry System: Thifensulfuron methyl(79277-27-3)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61
• RIDADR: UN3077 9/PG 3
• WGK Germany: 2
• RTECS: XM8463000
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 79277-27-3(Hazardous Substances Data)

Usage

Uses

Used in Agriculture:
Thifensulfuron methyl is used as a herbicide for controlling a wide range of broad-leaved weeds and wild garlic in various crops. It is particularly effective in barley and spring wheat fields, where it helps to protect these crops from being overtaken by unwanted plants that compete for nutrients, water, and sunlight.
Used in Barley Fields:
Thifensulfuron methyl is used as a postemergence herbicide in barley fields to control broad-leaved weeds and wild garlic. Its selective nature ensures that it effectively targets the weeds without causing harm to the barley crop.
Used in Spring Wheat Fields:
Similarly, in spring wheat fields, Thifensulfuron methyl is used as a postemergence herbicide to manage broad-leaved weeds and wild garlic. This helps to maintain the health and productivity of the wheat crop by reducing competition from unwanted plants.

Trade name

ALLY?; BASIS? (rimsulfuron + thifensulfuron methyl); CANVAS? (thifensulfuron methyl + tribenuron methyl + metsulfuron-methyl); DPX-M6316?; EXPRESS?; HARMONY? Extra (thifensulfuron methyl + tribenuron methyl); INM-6316?; PINNACLE?; PROSPECT?; RELIANCE? SYNCHRONY?, (chlorimuron- ethyl + thifensulfuron methyl)

Environmental Fate

Chemical/Physical. May hydrolyze in aqueous solutions forming methyl alcohol and 3-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)-2- thiophenecarboxylic acid.

Metabolic pathway

The hydrolytic degradation of thifensulfuron methyl is pH dependent and, in alkaline condition, specifically yields the corresponding free acid. Primary degradation cleaves the sulfonylurea moiety to give two typical hydrolyzed products, sulfonamide and aminotriazine analogs, derived from thifensulfuron methyl in acidic and neutral conditions. Hydrolysis of the ester linkage proceeds in mammals, plants, soils, and also chemical hydrolysis, and opening of the triazine ring occurs to yield the acetyltriuret analog identified. On the other hand, by hydrolysis, O- demethylated thifensulfuron methyl undergoes opening of the triazine ring to give the corresponding acetyltriuret analog. Under photolytic conditions, methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2- yl)aminothiophene-2-carboxylate is identified.

InChI:InChI=1/C12H13N5O6S2/c1-6-13-10(16-12(14-6)23-3)15-11(19)17-25(20,21)7-4-5-24-8(7)9(18)22-2/h4-5H,1-3H3,(H2,13,14,15,16,17,19)

Upstream product

• 1668-54-8 4-methoxy-6-methyl-1,3,5-triazin-2-amine 

Downstream Products

• 59337-93-8 Methyl 3-sulfamoylthiophene-2-carboxylate 
• 150258-68-7 methyl 3-[({[(4-hydroxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl}amino)sulfonyl]-2-thiophene methyl carboxylate 
• 79277-67-1 3-((((N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)-2-thiophenecarboxylic acid 
• 64255-63-6 Thiophene-3-sulfonamide 
• 59337-96-1 2-(methoxycarbonyl)thiophene-3-sulfonic acid 
• 1668-54-8 4-methoxy-6-methyl-1,3,5-triazin-2-amine 
• 208252-67-9 N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl) urea 
• 1262051-69-3 methyl-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl-amino)-2-thiophene carboxylate 
• 1262051-71-7 C₁₂H₁₃N₅O₄S 
• 59337-97-2 3-sulfamoylthiophene-2-carboxylic acid 

Relevant articles and documents

Process for preparing a novel crystalline form of thifensulfuron-methyl and use of the same

A the crystalline form of thifensulfuron-methyl of formula (I), the crystal preparation process, the analyzes of the crystal through various analytical methods and using the crystal to prepare stable agrochemical formulation. The invention also describes the use of various solvents towards the crystalline form preparation conditions.

Substituted pyridinesulfonamide compounds or their salts, process for preparing the same, and herbicides containing the same

A substituted pyridinesulfonamide compound or its salt represented by the following general formula (I): wherein R1 is an unsubstituted or substituted alkyl group; R2 is an unsubstituted or substituted alkyl group, or an unsubstituted or substituted alkoxy group; and X and Y are each independently a member selected from the group consisting of alkyl groups and alkoxy groups, is disclosed. This compound is useful as the effective ingredient of a herbicide showing a wide weed-control spectrum even if used in a small amount.

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.

N-phenylpyrrolidines

The 1-(3,5-bis-trifluoromethylphenyl)-2-thioxopyrrolidine-4-carboxylic acid derivatives of the formula I below are suitable for protecting crop plants against the phytotoxic action of herbicides and for regulating the plant growth. The 1-(3,5-bis-trifluoromethylphenyl)-2-thioxopyrrolidine-4-carboxylic acid derivatives are those of the formula I STR1 wherein A is --COOR1, --COSR1, --COO? M≈, --CONR2 R3 or --COCl; R1 is hydrogen, C1 -C4 alkyl, C2 -C6 alkenyl or C2 -C6 alkynyl; R2 and R3 independently of one another are hydrogen, C1 -C4 alkyl or C3 -C7 cycloalkyl; or R2 and R3 together with the nitrogen atom to which they are bonded are a saturated 3- to 7-membered heterocycle which can contain an additional hetero atom selected from the group comprising O, N and S and which is unsubstituted or up to trisubstituted by C1 14 C4 alkyl; and M≈ is the equivalent of an alkali metal cation or an alkaline earth metal cation or HN≈ (R2)3, and their isomers in optically pure or enriched form.

Herbicidal compound concentrate

There is provided a novel herbicidal compound concentrate in the form of compressed solid formulations that disintegrate in water to form a sprayable dispersion.

Herbicidal complexes with ureas

Water-soluble complexes, which have herbicidal utility, can be formed from urea and alkali metal salts of selected sulfonylureas, e.g., chlorsulfuron.

Process for preparing sulfonylureas

Sulfonylureas are prepared by contacting a sulfonyl halide with an ammonium, phosphonium, sulfonium, or an alkali metal cyanate salt in the presence of an amine.

Triazinyl-sulfonyl-ureas and isoureas

This invention relates to ureas and isoureas which are useful as herbicides and plant growth regulants. In particular, compounds of the instant invention have demonstrated great selectivity.