Sulfometuron-methyl
- CAS No.
- 74222-97-2
- Chemical Name:
- Sulfometuron-methyl
- Synonyms
- SULFOMETURON METHYL;oust;aa5648;Oust[R];dpx5648;Oust 75DF;DPX-T5648;Oust(Du Pont);Sulfometuron-m;sulfometuron-me
- CBNumber:
- CB2721994
- Molecular Formula:
- C15H16N4O5S
- Molecular Weight:
- 364.38
- MOL File:
- 74222-97-2.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/9/20 22:38:59
| Melting point | 203-205°C |
|---|---|
| Boiling point | 197°C (rough estimate) |
| Density | 1.48 |
| refractive index | 1.6000 (estimate) |
| pka | 5.7(at 25℃) |
| CAS DataBase Reference | 74222-97-2(CAS DataBase Reference) |
| EPA Substance Registry System | Sulfometuron methyl (74222-97-2) |
Sulfometuron-methyl Chemical Properties,Uses,Production
Chemical Properties
The prodrug is white solid. m.p. 203～205℃, vapor pressure 7.39×10-14Pa, relative density 1.48. At 25℃, the solubility is: acetone 2.4g/kg, acetonitrile 1.5g/kg, ethanol 137mg/kg, ether 32mg/kg, xylene 37mg/kg, water 8mg/L (pH=5), 70mg/L (pH =7). The partition coefficient was 0.31 (pH=7). The hydrolysis half-life of the aqueous suspension was 18d at pH=5, and it was stable at pH=7-9. The half-life in soil was about 28d.
Uses
Metsulfuron-methyl is a sulfonylurea herbicide that inhibits the synthesis of branched-chain amino acids, thereby inhibiting cell division at the growing tips of plants, preventing the growth of weeds, and leading to chlorosis and necrosis. It is suitable for the control of annual and perennial grass weeds and broadleaf weeds in forestry.
Definition
ChEBI: Sulfometuron methyl is a benzoate ester that is the methyl ester of 2-{[(4,6-dimethylpyrimidin-2-yl)carbamoyl]sulfamoyl}benzoic acid. It has a role as a herbicide and an EC 2.2.1.6 (acetolactate synthase) inhibitor. It is a member of pyrimidines, a benzoate ester and a N-sulfonylurea. It is functionally related to a sulfometuron.
Preparation
Sulfometuron-methyl is produced by reaction of 2-sulfonylisocyanate methylbenzoate with 2-amino-4,6-dimethylpyrimidine.
Agricultural Uses
Herbicide: Used to control annual and perennial grasses and broadleaf weeds on landscapes, rights-of-ways, fence rows, forests, industrial structure areas and non-crop land. Not listed for use in EU countries. Registered for use in the U.S.
Trade name
DPX-T5648®; KNOCKOUT®; LANDMARK® MP (sulfometuron-methyl + chlorsulfuron); OUST®; OUSTAR®; RIVERDALE®; STAMPRO®
Environmental Fate
Soil. In unsterilized soils, 58% of 14C-labeled sulfometuron-methyl degraded after 24
weeks. Metabolites identified were 2,3-dihydro-3-oxobenzisosulfonazole (saccharin),
methyl-2-(aminosulfonyl)benzoate, 2-aminosulfonyl benzoic acid, 2-(((aminocarbonyl)amino)sulfonyl)benzoate and [14C]carbon dioxide. The rate of degradation in aerobic
soils was primarily dependent upon pH and soil type (Anderson and Dulka, 1985). The
reported half-life in soil was approximately 4 weeks (Hartley and Kidd, 1987).
Chemical/Physical. Sulfometuron-methyl is stable in water at pH values of 7 to 9 but
is rapidly hydrolyzed at pH 5.0 forming methyl 2-(aminosulfonyl)benzoate and saccharin.
When sulfometuron-methyl in an aqueous solution was exposed to UV light (λ = 300–400
nm), it degraded to the intermediate methyl benzoate which then mineralized to carbon
dioxide (Harvey et al., 1985). The hydrolysis half-lives of metsulfuron-methyl at pH 5
and 25 and 45°C were 33 and 2.1 days, respectively. At pH 7 and 45°C, the hydrolysis
half-life is 33 days (Beyer et al., 1988).
Metabolic pathway
Sulfometuron methyl is relatively stable at neutral and basic pH and undergoes cleavage of the sulfonylurea linkage to yield methyl-2-(aminosulfonyl)benzoate and 4,6-dimethyl-2-aminopyrimidine as major hydrolysis products, and saccharin as the terminal product. These products are also observed as major degradation products in soils. In plants, monohydroxymethylsulfometuron methyl is the primary metabolite which is also identified as a mammalian and soil metabolite and undergoes further degradation by mammals to give 2-amino-4-hydroxymethyl-6- methylpyrimidine.
Sulfometuron-methyl Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29888 | 58 | Inquiry |
| BOC Sciences | +1-631-485-4226 | United States | 19553 | 58 | Inquiry |
| Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | China | 39916 | 58 | Inquiry |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | China | 49392 | 58 | Inquiry |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | United States | 19892 | 58 | Inquiry |
| ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | China | 23556 | 58 | Inquiry |
| Baoji Guokang Bio-Technology Co., Ltd. | 0917-3909592 13892490616 | China | 9317 | 58 | Inquiry |
| Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | China | 52861 | 58 | Inquiry |
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