Fluvalinate

Title: Fluvalinate
CAS Registry Number: 69409-94-5
CAS Name: N-[2-Chloro-4-(trifluoromethyl)phenyl]-DL-valine cyano(3-phenoxyphenyl)methyl ester
Manufacturers' Codes: ZR-3210
Trademarks: Mavrik (Zoecon)
Molecular Formula: C26H22ClF3N2O3
Molecular Weight: 502.91
Percent Composition: C 62.09%, H 4.41%, Cl 7.05%, F 11.33%, N 5.57%, O 9.54%
Literature References: Synthetic pyrethroid insecticide without the usual cyclopropane ring. Prepn: C. A. Henrick, B. A. Garcia, DE 2812169 (1978 to Zoecon), C.A. 90, 122072d (1970). Activity: C. A. Henrick et al., Pestic. Sci. 11, 224 (1980). Review of toxicology and human exposure: Toxicological Profile for Pyrethrins and Pyrethroids (PB2004-100004, 2003) 332 pp.
Properties: Yellow-amber liquid. Vapor press. at 25°: 1 ´ 10-7 mm Hg. Soly in water: 2.0 ppb. Sol in organic solvents.
Use: Insecticide.
Fluvastatin Fluvoxamine FM1-43 Folescutol Folic Acid

Fluvalinate
Fluvalinate structure.svg
Systematic (IUPAC) name
[Cyano-(3-phenoxyphenyl)methyl] 2-[2-chloro-4-(trifluoromethyl)anilino]-3-methylbutanoate
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Identifiers
CAS number  YesY
102851-06-9 (tau-fluvalinate)
ATCvet code QP53AC10
PubChem CID 50516
ChemSpider 45805 N
KEGG C18790 YesY
Chemical data
Formula C26H22ClF3N2O3 
Mol. mass 502.913 g/mol
 N (what is this?)  (verify)

Fluvalinate (trade names include Apistan, Klartan, Minadox) is a synthetic pyrethroid commonly used to control varroa mites in honey bee colonies.

Fluvalinate is a stable, non-volatile, fat-soluble compound. Fluvalinate effectiveness was demonstrated in France and Israel. Although the compound may be found in drones, a study has found honey samples virtually absent of fluvalinate, on account of its affinity to beeswax.[1]

Tau-fluvalinate (τ-fluvalinate) is the trivial name for (2R)-fluvalinate. The C atom in the valinate structure is in D-configuration, while the second chiral atom is a mixture of both R and S.