Flumethrin

Flumethrin
Names
IUPAC name
Cyano(4-fluoro-3-phenoxyphenyl)methyl 3-[2-chloro-2-(4-chlorophenyl)vinyl]-2,2-dimethylcyclopropanecarboxylate
Identifiers
69770-45-2
3D model (Jmol) Interactive image
ChEMBL ChEMBL2107248
ChemSpider 82804
ECHA InfoCard 100.067.352
PubChem 91702
Properties
C28H22Cl2FNO3
Molar mass 510.39 g·mol−1
Pharmacology
QP53AC05 (WHO)
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, such as flea and tick collars, to protect pets against fleas.[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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