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Sethoxydim

From Wikipedia, the free encyclopedia
Sethoxydim
Names
IUPAC name
2-[(E)-N-Ethoxy-C-propylcarbonimidoyl]-5-(2-ethylsulfanylpropyl)-3-hydroxycyclohex-2-en-1-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.070.600 Edit this at Wikidata
EC Number
  • 277-682-3
KEGG
UNII
  • InChI=1S/C17H29NO3S/c1-5-8-14(18-21-6-2)17-15(19)10-13(11-16(17)20)9-12(4)22-7-3/h12-13,19H,5-11H2,1-4H3/b18-14+
    Key: CSPPKDPQLUUTND-NBVRZTHBSA-N
  • CCC/C(=N\OCC)/C1=C(CC(CC1=O)CC(C)SCC)O
Properties
C17H29NO3S
Molar mass 327.48 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Sethoxydim is a postemergent herbicide for control of grass weeds in a wide variety of horticultural crops.[1][2][3]

Sethoxydim is sold under brand names including Poast,[1][4] Torpedo, Ultima, Vantage, Conclude, and Rezult. It is manufactured by BASF, TopPro, and Monterey Lawn and Garden.[4]

Mode of Action

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Sethoxydim is a substituted 1,3-cyclohexanedione[5] DIM herbicide, a type of Acetyl-CoA carboxylase inhibitor (ACCase herbicide), WSSA/HRAC Group 1 (formerly in HRAC A).[6][2]

Resistance

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Resistant crops

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Maize (corn) resistant to ACCase inhibitors has been produced by selection under sethoxydim application.[5]

References

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  1. ^ a b "Common Herbicides for Fruit and Vegetable Weed Control" (PDF). University of Tennessee Extension. pp. 1–8. Archived from the original (PDF) on 2019-09-01. p. 5.
  2. ^ a b "Segment (sethoxydim)". North Carolina Extension. 2016-05-09. Retrieved 2021-06-01.
  3. ^ "Nufarm Sethoxydim SPC Herbicide" (PDF). Archived from the original (PDF) on 2018-09-20.
  4. ^ a b "Sethoxydim" (PDF). Bugwood. Archived from the original (PDF) on 2017-01-16.
  5. ^ a b Kleczkowski, L A (1994). "Inhibitors of Photosynthetic Enzymes/Carriers and Metabolism". Annual Review of Plant Physiology and Plant Molecular Biology. 45 (1). Annual Reviews: 339–367. doi:10.1146/annurev.pp.45.060194.002011. ISSN 1040-2519.
  6. ^ "HRAC MOA 2020 Revision Description and Master Herbicide List". Herbicide Resistance Action Committee. 2020-09-14. Retrieved 2021-04-01.