Sethoxydim

Sethoxydim
	source ↗
Names
	IUPAC name 2-[(E)-N-Ethoxy-C-propylcarbonimidoyl]-5-(2-ethylsulfanylpropyl)-3-hydroxycyclohex-2-en-1-one
Identifiers
CAS Number	74051-80-2;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:81815;
ChemSpider	16736024;
ECHA InfoCard	100.070.600
EC Number	277-682-3;
KEGG	C18539;
PubChem CID	135491830;
UNII	1189NNQ8F6;
CompTox Dashboard (EPA)	DTXSID9024304 ;
	InChI 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;
	SMILES CCC/C(=N\OCC)/C1=C(CC(CC1=O)CC(C)SCC)O;
Properties
Chemical formula	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). Infobox references

Sethoxydim is a postemergent herbicide for control of grass weeds in a wide variety of horticultural crops.¹²³

Sethoxydim is sold under brand names including Poast,¹⁴ Torpedo, Ultima, Vantage, Conclude, and Rezult. It is manufactured by BASF, TopPro, and Monterey Lawn and Garden.⁴

Mode of Action

Sethoxydim is a substituted 1,3-cyclohexanedione⁵ DIM herbicide, a type of Acetyl-CoA carboxylase inhibitor (ACCase herbicide), WSSA/HRAC Group 1 (formerly in HRAC A).⁶²

Resistance

Resistant crops

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

References

"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.
"Segment (sethoxydim)". North Carolina Extension. 2016-05-09. Retrieved 2021-06-01.
"Nufarm Sethoxydim SPC Herbicide" (PDF). Archived from the original (PDF) on 2018-09-20.
"Sethoxydim" (PDF). Bugwood. Archived from the original (PDF) on 2017-01-16.
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.
"HRAC MOA 2020 Revision Description and Master Herbicide List". Herbicide Resistance Action Committee. 2020-09-14. Retrieved 2021-04-01.

[U-Tenn-comm-herbi-1] "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.

[NC-State-Ext-2] "Segment (sethoxydim)". North Carolina Extension. 2016-05-09. Retrieved 2021-06-01.

[manual-3] "Nufarm Sethoxydim SPC Herbicide" (PDF). Archived from the original (PDF) on 2018-09-20.

[Inv.Org-4] "Sethoxydim" (PDF). Bugwood. Archived from the original (PDF) on 2017-01-16.

[Kleczkowski-1994-5] 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.

[HRAC-MOA-2020-6] "HRAC MOA 2020 Revision Description and Master Herbicide List". Herbicide Resistance Action Committee. 2020-09-14. Retrieved 2021-04-01.

1

2

3

4

5

6