Sulfometuron methyl

Sulfometuron methyl

Names
Preferred IUPAC name Methyl 2-{[(4,6-dimethylpyrimidin-2-yl)carbamoyl]sulfamoyl}benzoate
Identifiers
CAS Number	74222-97-2  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:9348
ChEMBL	ChEMBL513261
ChemSpider	47881
ECHA InfoCard	100.070.688
EC Number	277-780-6
KEGG	C10955
PubChem CID	52997
UNII	JLY5D60J1A  Y
CompTox Dashboard (EPA)	DTXSID0034936
InChI InChI=1S/C15H16N4O5S/c1-9-8-10(2)17-14(16-9)18-15(21)19-25(22,23)12-7-5-4-6-11(12)13(20)24-3/h4-8H,1-3H3,(H2,16,17,18,19,21) Key: ZDXMLEQEMNLCQG-UHFFFAOYSA-N
SMILES CC1=CC(=NC(=N1)NC(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC)C
Properties
Chemical formula	C15H16N4O5S
Molar mass	364.38 g·mol−1
Appearance	White solid
Density	1.48 g/cm3
Melting point	202 °C (396 °F; 475 K)
Solubility in water	244 mg/L
Acidity (pKa)	5.2
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H319, H332, H410
Precautionary statements	P261, P264+P265, P271, P273, P280, P304+P340, P305+P351+P338, P317, P337+P317, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Sulfometuron methyl is an organic compound used as an herbicide. ^[1] It is classed as a sulfonylurea. It functions via the inhibition of the enzyme acetolactate synthase, which catalyzes the first step in biosynthesis of the branched-chain amino acids valine, leucine, and isoleucine. ^[2]

Sulfometuron methyl's HRAC classification is Group B (global, Aus), Group 2 (numeric), as it inhibits acetohydroxyacid synthase. ^[3]

References

1. "Sulfometuron-methyl". Extension Toxicology Network. Retrieved 10 February 2016.
2. LaRossa, Robert; Schloss, John (1984). "The Sulfonylurea Herbicide Sulfometuron Methyl Is an Extremely Potent and Selective Inhibitor of Acetolactate Synthase in Salmonella typhimurium". Journal of Biological Chemistry. 259 (14): 8753–8757. doi: 10.1016/S0021-9258(17)47217-6 . PMID   6378902.
3. "Classification of Herbicides According to Site of Action" . Retrieved 19 July 2025.