Metsulfuron-methyl

Metsulfuron-methyl

Names
IUPAC name 2-{[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]-oxomethyl]sulfamoyl}benzoic acid methyl ester
Identifiers
CAS Number	74223-64-6  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:39678  N
ChemSpider	47883  N
ECHA InfoCard	100.129.351
KEGG	C10946  Y
PubChem CID	52999
UNII	2589ET7417  Y
CompTox Dashboard (EPA)	DTXSID6023864
InChI InChI=1S/C14H15N5O6S/c1-8-15-12(18-14(16-8)25-3)17-13(21)19-26(22,23)10-7-5-4-6-9(10)11(20)24-2/h4-7H,1-3H3,(H2,15,16,17,18,19,21) N Key: RSMUVYRMZCOLBH-UHFFFAOYSA-N N InChI=1/C14H15N5O6S/c1-8-15-12(18-14(16-8)25-3)17-13(21)19-26(22,23)10-7-5-4-6-9(10)11(20)24-2/h4-7H,1-3H3,(H2,15,16,17,18,19,21) Key: RSMUVYRMZCOLBH-UHFFFAOYAU
SMILES CC1=NC(=NC(=N1)OC)NC(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC
Properties
Chemical formula	C14H15N5O6S
Molar mass	381.36 g/mol
Density	1.45 g/cm3
Melting point	163-166 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N  verify  (what is  YN ?) Infobox references

Metsulfuron-methyl is an organic compound classified as a sulfonylurea herbicide, which kills broadleaf weeds and some annual grasses. ^[1] It is a systemic compound with foliar and soil activity, that inhibits cell division in shoots and roots. It has residual activity in soils, allowing it to be used infrequently but requiring up to 22 months before planting certain crops (sunflowers, flax, corn, or safflower). It has very low toxicity to mammals, birds, fish, and insects but is a moderate eye irritant. ^[2]

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

References

1. Arnold P. Appleby, Franz Müller, Serge Carpy "Weed Control" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi : 10.1002/14356007.a28_165
2. "Extension Toxicology Network:Pesticide Information Profiles".
3. "Classification of Herbicides According to Site of Action" . Retrieved 19 July 2025.