74222-97-2 Usage
Uses
Herbicide.
Definition
ChEBI: A benzoate ester that is the methyl ester of 2-{[(4,6-dimethylpyrimidin-2-yl)carbamoyl]sulfamoyl}benzoic acid.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 74222-97-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,4,2,2 and 2 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 74222-97:
(7*7)+(6*4)+(5*2)+(4*2)+(3*2)+(2*9)+(1*7)=122
122 % 10 = 2
So 74222-97-2 is a valid CAS Registry Number.
InChI:InChI=1/C14H15N5O5S/c1-8-15-9(2)17-13(16-8)18-14(21)19-25(22,23)11-7-5-4-6-10(11)12(20)24-3/h4-7H,1-3H3,(H2,15,16,17,18,19,21)
74222-97-2Relevant articles and documents
A NOVEL FORM OF SULFOMETURON METHYL, A PROCESS FOR ITS PREPARATION AND USE THE SAME
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Page/Page column 15-16, (2020/03/23)
A new crystalline form of sulfometuron methyl of formula (I), the crystal preparation process, the analyses 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. The novel crystal form is particularly suitable for use in herbicidal compositions and in the control of unwanted plant growth.
Halopyridyl triazolinone herbicides and herbicidal use thereof
-
, (2008/06/13)
Disclosed are herbicidal halopyridyl triazolinones, herbicidal compositions comprising the halopyridyl triazolinones, and herbicidal use of the compounds and compositions. Such compounds and compositions are useful as both preemergence and postemergence herbicides in a variety of crops.
Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase
-
, (2008/06/13)
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.
