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Cyfluthrin

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This is an old revision of this page, as edited by Mplanine (talk | contribs) at 21:13, 17 September 2018 (Corrected the skeletal diagram from the infobox for this compound which was incorrect. Source: https://pubchem.ncbi.nlm.nih.gov/compound/cyfluthrin#section=2D-Structure). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Cyfluthrin
Names
IUPAC name
[(R)-cyano-[4-fluoro-3-(phenoxy)phenyl]methyl] (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.063.485 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C22H18Cl2FNO3/c1-22(2)15(11-19(23)24)20(22)21(27)29-18(12-26)13-8-9-16(25)17(10-13)28-14-6-4-3-5-7-14/h3-11,15,18,20H,1-2H3/t15-,18-,20-/m0/s1 checkY
    Key: QQODLKZGRKWIFG-QSFXBCCZSA-N checkY
  • InChI=1/C22H18Cl2FNO3/c1-22(2)15(11-19(23)24)20(22)21(27)29-18(12-26)13-8-9-16(25)17(10-13)28-14-6-4-3-5-7-14/h3-11,15,18,20H,1-2H3/t15-,18-,20-/m0/s1
    Key: QQODLKZGRKWIFG-QSFXBCCZBF
  • Cl/C(Cl)=C/[C@H]3[C@@H](C(=O)O[C@@H](C#N)c2ccc(F)c(Oc1ccccc1)c2)C3(C)C
Properties
C22H18Cl2FNO3
Molar mass 434.29 g·mol−1
Melting point 60 °C (140 °F; 333 K)
2 μg/L
Pharmacology
P03BA01 (WHO) QP53AC12 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Cyfluthrin is a pyrethroid insecticide and common household pesticide. It is a complex organic compound and the commercial product is sold as a mixture of isomers. Like most pyrethroids, it is highly toxic to fish and invertebrates, but it is far less toxic to humans.[1] It is generally supplied as a 10–25% liquid concentrate for commercial use and is diluted prior to spraying onto agricultural crops and outbuildings.

Safety

In rats, the LD50s are 500, 800 (oral), and 600 (skin) mg/kg.[1]

Excessive exposure can cause nausea, headache, muscle weakness, salivation, shortness of breath and seizures. In humans, it is deactivated by enzymatic hydrolysis to several carboxylic acid metabolites, whose urinary excretion half-lives are in a range of 5–7 hours. Worker exposure to the chemical can be monitored by measurement of the urinary metabolites, while severe overdosage may be confirmed by quantification of cyfluthrin in blood or plasma.[2]

Health and safety risks are controlled by right to know laws that exist in most developed countries. Cyfluthrin is regulated in the US by the EPA.[3]

Commercial use

Cyfluthrin is used in insecticidal sprays such as Temprid, an odourless insecticide mix (Bayer) which uses a combination of (beta-) cyfluthrin and imidacloprid, a powerful, long-lasting residual control for both outdoor and indoor, unlike Demand CS 2.5 (Syngenta) which has strong house paint-like odour.

See also

References

  1. ^ a b Robert L. Metcalf (2002). "Insect Control". Ullmann’s Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a14_263.
  2. ^ R. Baselt (2008). Disposition of Toxic Drugs and Chemicals in Man (8th ed.). Foster City, CA: Biomedical Publications. pp. 388–389.
  3. ^ "Pyrethroids and Pyrethrins". United States Environmental Protection Agency.
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