Halosulfuron-methyl

Halosulfuron-methyl is a sulfonylurea post-emergence herbicide used to control some annual and perennial broad-leaved weeds and sedges (such as nutsedge/nutgrass) in a range of crops (particularly rice), established landscape woody ornamentals and turfgrass.^{[citation needed]} It is marketed under several tradenames including Sedgehammer^[2] and Sandea.^[3]

Halosulfuron-methyl

Names
Preferred IUPAC name Methyl 3-chloro-5-{[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}-1-methyl-1H-pyrazole-4-carboxylate
Identifiers
CAS Number	100784-20-1
3D model (JSmol)	Interactive image
Beilstein Reference	7783327
ChEMBL	ChEMBL2140532
ChemSpider	82861
ECHA InfoCard	100.117.125
EC Number	600-130-3
KEGG	C18442
PubChem CID	91763
UNII	W1CP17GD87
CompTox Dashboard (EPA)	DTXSID9034650
InChI InChI=1S/C13H15ClN6O7S/c1-20-10(8(9(14)18-20)11(21)27-4)28(23,24)19-13(22)17-12-15-6(25-2)5-7(16-12)26-3/h5H,1-4H3,(H2,15,16,17,19,22) Key: FMGZEUWROYGLAY-UHFFFAOYSA-N
SMILES CN1C(=C(C(=N1)Cl)C(=O)OC)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC)OC
Properties
Chemical formula	C13H15ClN6O7S
Molar mass	434.81 g·mol−1
Density	1.62 g/cm3
Melting point	175.5–177.2 °C (347.9–351.0 °F; 448.6–450.3 K)
Hazards
GHS labelling:[1]
Pictograms
Signal word	Danger
Hazard statements	H360D, H410
Precautionary statements	P203, P273, P280, P318, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Effects

Halosulfuron-methyl is systemic and selective, and acts as an inhibitor of acetohydroxyacid synthase (AHAS, also known as acetolactate synthase) restricting the biosynthesis of the essential amino acids, valine and isoleucine, thus restricting plant growth. Symptoms take several weeks to develop and include general stunting, chlorosis, and necrosis of the growing points. It typically does not affect other major annual and perennial weed grasses and broadleaves such as spurge, dandelions, lambsquarters, and oxalis.^{[citation needed]}