Structure via PubChem · Public domain (PubChem)
fenvalerate
Sign in to saveAlso known as Pydrin, alpha-cyano-(3-phenoxyphenyl)methyl-4-chloro-alpha-(1-methylethyl)benzeneacetate, alpha-cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyrate, alpha-cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyrate, phenvalerate
Fenvalerate is a synthetic pyrethroid insecticide. It is a mixture of four optical isomers which have different insecticidal activities. The 2-S alpha (or SS) configuration, known as esfenvalerate, is the most insecticidally active isomer. Fenvalerate consists of about 23% of this isomer.
In the Vinony graph
Vinony's link graph records 218 inbound references to fenvalerate, and connects out to carbamate, chlorpyrifos and mammal.
It is catalogued under topics including 4-Chlorophenyl compounds, Chembox image size set and (cyano-(3-phenoxyphenyl)methyl) 3-methylbutanoates.
Vinony links it to 12 Wikipedia language editions.
Chemical data
- Formula
- C25H22ClNO3
- Molecular weight
- 419.9 g/mol
- IUPAC name
- [cyano-(3-phenoxyphenyl)methyl] 2-(4-chlorophenyl)-3-methylbutanoate
- SMILES
- CC(C)C(C1=CC=C(C=C1)Cl)C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3
- InChIKey
- NYPJDWWKZLNGGM-UHFFFAOYSA-N
- XLogP
- 6.2
- Polar surface area
- 59.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
960 papers- Fenvalerate.IARC monographs on the evaluation of carcinogenic risks to humans · 1991
- Chemistry and fate of fenvalerate and esfenvalerate.Reviews of environmental contamination and toxicology · 2003
- Do cypermethrin and fenvalerate disturb the function of the bovine cervix in vitro?The Journal of endocrinology · 2022
- Paternal fenvalerate exposure transgenerationally impairs cognition and hippocampus in female offspring.Ecotoxicology and environmental safety · 2021
- Prenatal exposure to fenvalerate causes depressive-like behavior in adulthood by inhibiting brain-derived 5-HT synthesis.Environmental pollution (Barking, Essex : 1987) · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 419.129
Show 4 more facts
- chemical formula
- C₂₅H₂₂ClNO₃
- canonical SMILES
- CC(C)C(C1=CC=C(C=C1)Cl)C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3
- subject has role
- insecticide
- Commons category
- Fenvalerate
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Fenvalerate is a synthetic pyrethroid insecticide. It is a mixture of four optical isomers which have different insecticidal activities. The 2-S alpha (or SS) configuration, known as esfenvalerate, is the most insecticidally active isomer. Fenvalerate consists of about 23% of this isomer.
Fenvalerate is an insecticide of moderate mammalian toxicity. In laboratory animals, central nervous system toxicity is observed following acute or short-term exposure. Fenvalerate has applications against a wide range of pests including some of the more destructive such as the Helicoverpa assulta. Residue levels are minimized by low application rates. Fenvalerate is most toxic to bees and fish. It is found in some emulsifiable concentrates, ULV, wettable powders, slow release formulations, insecticidal fogs, and granules. It is most commonly used to control insects in food, feed, and cotton products, and for the control of flies and ticks in barns and stables. Fenvalerate does not affect plants, but is active for an extended period of time.
Excerpted from Wikipedia’s “fenvalerate” article, available under the CC BY-SA 4.0 licence.