Fomesafen
Appearance
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IUPAC name
5-[2-chloro-4-(trifluoromethyl)phenoxy]-N-methylsulfonyl-2-nitrobenzamide
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3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.069.470 |
EC Number |
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KEGG | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C15H10ClF3N2O6S | |
Molar mass | 438.76 g·mol−1 |
Hazards | |
GHS labelling: | |
Warning | |
H302 | |
P264, P270, P301+P312, P330, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Fomesafen is an herbicide which acts by inhibiting the enzyme protoporphyrinogen oxidase[1] which is necessary for chlorophyll synthesis. Soybeans naturally have a high tolerance to fomesafen,[1][2] via metabolic disposal by glutathione S-transferase.[1][2] As a result, soy is the most common crop treated with fomesafen, followed by other beans and a few other crop types.[3] It is not safe for maize/corn[4] or other Poaceae.[2]
Resistance
Resistance to fomesafen has developed including in Amaranthus retroflexus in Northeast China,[5] Palmer amaranth in Arkansas,[6] and Euphorbia heterophylla in Brazil.[7]
References
- ^ a b c "fomesafen". Weed Ecology and Management Laboratory at Cornell University. Retrieved 2020-11-22.
- ^ a b c Andrews, Christopher J.; Skipsey, Mark; Townson, Jane K.; Morris, Carol; Jepson, Ian; Edwards, Robert (1997). "Glutathione transferase activities toward herbicides used selectively in soybean". Pesticide Science. 51 (2). Wiley: 213–222. doi:10.1002/(sici)1096-9063(199710)51:2<213::aid-ps622>3.0.co;2-l. ISSN 0031-613X.
- ^ "Registration Review Label Mitigation for Fomesafen" (PDF). United States Environmental Protection Agency.
- ^ "Fomesafen Carryover Injury to Corn". Iowa State University. 2014-06-03. Retrieved 2020-11-22.
- ^ Huang, Zhaofeng; Cui, Hailan; Wang, Chunyu; Wu, Tong; Zhang, Chaoxian; Huang, Hongjuan; Wei, Shouhui (2020). "Investigation of resistance mechanism to fomesafen in Amaranthus retroflexus L.". Pesticide Biochemistry and Physiology. 165. Elsevier: 104560. doi:10.1016/j.pestbp.2020.104560. ISSN 0048-3575. PMID 32359536.
- ^ Salas, Reiofeli A; Burgos, Nilda R; Tranel, Patrick J; Singh, Shilpa; Glasgow, Les; Scott, Robert C; Nichols, Robert L (2016). "Resistance to PPO‐inhibiting herbicide in Palmer amaranth from Arkansas". Pest Management Science. 72 (5). Wiley-Blackwell: 864–869. doi:10.1002/ps.4241. ISSN 1526-498X. PMC 5069602. PMID 26817647.
- ^ Brusamarello, Antonio P.; Oliveira, Paulo H.; Trezzi, Michelangelo M.; Finatto, Taciane; Pagnoncelli, Fortunato D. B.; Vidal, Ribas A. (2020). "Inheritance of fomesafen and imazethapyr resistance in a multiple herbicide‐resistant Euphorbia heterophylla population". Weed Research. 60 (4). Wiley: 278–286. doi:10.1111/wre.12425. ISSN 0043-1737.