View source for Chemistry:Sethoxydim

{{Chembox
| ImageFile = Sethoxydim.svg
| IUPACName = 2-[(''E'')-''N''-Ethoxy-''C''-propylcarbonimidoyl]-5-(2-ethylsulfanylpropyl)-3-hydroxycyclohex-2-en-1-one
|Section1={{Chembox Identifiers
| CASNo = 74051-80-2
| ChEBI = 81815
| ChemSpiderID = 16736024
| EINECS = 277-682-3
| KEGG = C18539
| PubChem = 135491830
| UNII = 1189NNQ8F6
| StdInChI=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+
| StdInChIKey = CSPPKDPQLUUTND-NBVRZTHBSA-N
| SMILES = CCC/C(=N\OCC)/C1=C(CC(CC1=O)CC(C)SCC)O
 }}
|Section2={{Chembox Properties
| C=17|H=29|N=1|O=3|S=1
 }}
|Section8={{Chembox Related
 }}
}}

'''Sethoxydim''' is a postemergent herbicide for control of grass weeds in a wide variety of [[Earth:Horticulture|horticultural]] crops.<ref name="U-Tenn-comm-herbi">{{cite web | url=http://extension.tennessee.edu/publications/documents/w245.pdf | archive-url=https://web.archive.org/web/20190901131550/http://extension.tennessee.edu/publications/documents/w245.pdf | archive-date=2019-09-01 | title=Common Herbicides for Fruit and Vegetable Weed Control | website=University of Tennessee Extension | pages=1–8}} p. 5.</ref><ref name="NC-State-Ext">{{cite web | title=Segment (sethoxydim) | website=North Carolina Extension | date=2016-05-09 | url=http://content.ces.ncsu.edu/segment-sethoxydim | access-date=2021-06-01}}</ref><ref name="manual">{{cite web | url=http://triangleturf.net/labels/mischerb/Sethoxydim%20E-Pro%20Label.pdf | title=Nufarm Sethoxydim SPC Herbicide | archive-url=https://web.archive.org/web/20180920200948/http://triangleturf.net/labels/mischerb/Sethoxydim%20E-Pro%20Label.pdf | archive-date=2018-09-20}}</ref>

Sethoxydim is sold under brand names including {{Vanchor|Poast}},<ref name="U-Tenn-comm-herbi" /><ref name="Inv.Org" /> Torpedo, Ultima, Vantage, Conclude, and Rezult. It is manufactured by BASF, TopPro, and Monterey Lawn and Garden.<ref name="Inv.Org">{{cite web | archive-url=https://web.archive.org/web/20170116061305/http://www.invasive.org/gist/products/handbook/19.Sethoxydim.pdf | url=http://www.invasive.org/gist/products/handbook/19.Sethoxydim.pdf | title=Sethoxydim | website=Bugwood | archive-date=2017-01-16}}</ref>

==Mode of Action==
Sethoxydim is a substituted [[Chemistry:1,3-Cyclohexanedione|1,3-cyclohexanedione]]<ref name="Kleczkowski-1994">{{cite journal | last=Kleczkowski | first=L A | title=Inhibitors of Photosynthetic Enzymes/Carriers and Metabolism | journal=Annual Review of Plant Physiology and Plant Molecular Biology | publisher=Annual Reviews | volume=45 | issue=1 | year=1994 | issn=1040-2519 | doi=10.1146/annurev.pp.45.060194.002011 | pages=339–367}}</ref> DIM herbicide, a type of Acetyl-CoA carboxylase inhibitor (ACCase herbicide), [[Organization:Weed Science Society of America|WSSA]]/HRAC Group 1 (formerly in HRAC A).<ref name="HRAC-MOA-2020">{{cite web | title=HRAC MOA 2020 Revision Description and Master Herbicide List | website=Herbicide Resistance Action Committee | date=2020-09-14 | url=http://hracglobal.com/tools/hrac-moa-2020-revision-description-and-master-herbicide-list | access-date=2021-04-01}}</ref><ref name="NC-State-Ext" />

==Resistance==
==Resistant crops==
[[Biology:Maize|Maize]] (corn) resistant to ACCase inhibitors has been produced by [[Biology:Selective breeding|selection under]] sethoxydim application.<ref name="Kleczkowski-1994" />

==References==
{{reflist}}

{{Herbicides}}

[[Category:Ethoxy compounds]]
[[Category:Thioethers]]
[[Category:Imides]]

{{Sourceattribution|Sethoxydim}}