Halosulfuron-methyl

Halosulfuron-methyl
Names
Preferred IUPAC name
Methyl 3-chloro-5-{[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}-1-methyl-1H-pyrazole-4-carboxylate
Identifiers
3D model (JSmol)
7783327
ChEMBL
ChemSpider
ECHA InfoCard 100.117.125 Edit this at Wikidata
EC Number
  • 600-130-3
KEGG
UNII
  • 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
  • CN1C(=C(C(=N1)Cl)C(=O)OC)S(=O)(=O)NC(=O)NC2=NC(=CC(=N2)OC)OC
Properties
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]
GHS08: Health hazardGHS09: Environmental hazard
Danger
H360D, H410
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).

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's HRAC classification is Group B (global, Aus), Group 2 (numeric), as it inhibits acetohydroxyacid synthase.[4]

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]

References

  1. ^ "Halosulfuron-methyl". pubchem.ncbi.nlm.nih.gov.
  2. ^ "Sedgehammer (halosulfuron) Herbicide Information Factsheets". North Carolina State University Extension Publications. August 2016.
  3. ^ "Pesticide Product Label, SANDEA HERBICIDE" (PDF). US EPA. October 2015.
  4. ^ "Classification of Herbicides According to Site of Action". Retrieved 19 July 2025.

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