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AHFS/Drugs.com | International Drug Names |
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CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.233.047 |
Chemical and physical data | |
Formula | C26H22ClF3N2O3 |
Molar mass | 502.92 g·mol−1 |
3D model (JSmol) | |
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Fluvalinate[1] is a synthetic pyrethroid chemical compound contained as an active agent in the products Apistan,[2] Klartan, and Minadox, that is an acaricide (specifically, a miticide), commonly used to control Varroa mites in honey bee colonies,[citation needed] infestations that constitute a significant disease of such insects.
Fluvalinate is a stable, nonvolatile,[3] viscous, heavy oil (technical) soluble in organic solvents.[4] 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.[5][better source needed]
Fluvalinate is synthesized from racemic valine [(RS)-valine], the synthesis is not diastereoselective. Thus, fluvalinate is a mixture of four stereoisomers, each about 25%.[6]
Fluvalinate stereoisomers |
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(R,R)-configuration |
(S,S)-configuration |
(S,R)-configuration |
(R,S)-configuration |
Tau-fluvalinate (τ-fluvalinate) is the trivial name for (2R)-fluvalinate. The C atom in the valinate structure is in (R)-absolute configuration, while the second chiral atom is a mixture of (R)- and (S)-configurations:[4]
τ-Fluvalinate diastereomers |
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(R,R)-configuration |
(R,S)-configuration |