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Flumethrin

Flumethrin
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IUPAC name
Cyano(4-fluoro-3-phenoxyphenyl)methyl 3-[2-chloro-2-(4-chlorophenyl)vinyl]-2,2-dimethylcyclopropanecarboxylate
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ATCvet code QP53AC05
69770-45-2
ChemSpider 82804
Jmol-3D images Image
PubChem Template:Chembox PubChem/format
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C28H22Cl2FNO3
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Flumethrin is a pyrethroid insecticide.[1] It is used externally in veterinary medicine against parasitic insects and ticks on cattle, sheep, goats, horses, and dogs,[2] and the treatment of parasitic mites in honeybee colonies.

Chemistry

Flumethrin is a complex mixture of stereoisomers. The molecule contains three asymmetric carbon atoms, there is cis-trans isomerism at the cyclopropane ring, and cis-trans isomerism at the carbon-carbon double bond of the alkene. So there are 16 different isomers. Commercial flumethrin typically contains 92% of the trans isomers on the cyclopropane ring and the cis-configuration at the olefinic carbon-carbon double bond and 8% of the isomer with cis geometry on the cyclopropane ring and the cis-configuration at the olefinic carbon-carbon double bond.[3]

Uses

Flumethrin is used in products to protect pets against fleas such as flea and tick collars.[4]

It is also used in the proprietary product Bayvarol, which is a veterinary treatment used by beekeepers against the parasitic mite Varroa destructor.

References

  1. ^ Flumethrin, drugs.com
  2. ^ "4.15 Flumethrin (195) (T,R)". FAO Plant Production and Protection Papers (Food and Agriculture Organization of the United Nations). 1997. 
  3. ^ H. J. Schnitzerling, J. Nolan und S. Hughes (1989). "Toxicology and Metabolism of Isomers of Flumethrin in Larvae of Pyrethroid-Susceptilble and Resistant Strains of the Cattle Tick Boophilus microplus (Acari: Ixodidae)". Experimental & Applied Acarology 6: 47–54. doi:10.1007/BF01193232. 
  4. ^ "How Soresto Works". petparents.com. 


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