Flufenacet

Flufenacet
Names
	Preferred IUPAC name N-(4-Fluorophenyl)-N-(propan-2-yl)-2-{[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]oxy}acetamide
	Other names Fluthiamide; Thiafluamide
Identifiers
CAS Number	142459-58-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	77944;
ECHA InfoCard	100.127.787
PubChem CID	86429;
UNII	OL44PP5145 ;
CompTox Dashboard (EPA)	DTXSID2032552 ;
	InChI InChI=1S/C14H13F4N3O2S/c1-8(2)21(10-5-3-9(15)4-6-10)11(22)7-23-13-20-19-12(24-13)14(16,17)18/h3-6,8H,7H2,1-2H3 Key: IANUJLZYFUDJIH-UHFFFAOYSA-N; InChI=1/C14H13F4N3O2S/c1-8(2)21(10-5-3-9(15)4-6-10)11(22)7-23-13-20-19-12(24-13)14(16,17)18/h3-6,8H,7H2,1-2H3 Key: IANUJLZYFUDJIH-UHFFFAOYAX;
	SMILES CC(C)N(c1ccc(cc1)F)C(=O)COc2nnc(s2)C(F)(F)F;
Properties
Chemical formula	C14H13F4N3O2S
Molar mass	363.33 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

Flufenacet is an oxyacetanilide herbicide applied before crops have emerged.^[1]^[2]

In the model plant Arabidopsis thaliana it causes similar symptoms to the fiddlehead mutant.^[3]

References

^ Rouchaud, J.; Neus, O.; Eelen, H.; Bulcke, R. (2001). "Persistence, Mobility, and Adsorption of the Herbicide Flufenacet in the Soil of Winter Wheat Crops". Bulletin of Environmental Contamination and Toxicology. 67 (4): 609–616. doi:10.1007/s001280167. PMID 11779079. S2CID 8544255.
^ No shortage of key per-emergence herbicide | News | Farmers Guardian
^ Lechelt-Kunze, C.; Meissner, R. C.; Drewes, M.; Tietjen, K. (2003). "Flufenacet herbicide treatment phenocopies the fiddlehead mutant in Arabidopsis thaliana". Pest Management Science. 59 (8): 847–856. doi:10.1002/ps.714. PMID 12916765.

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