Structure via PubChem · Public domain (PubChem)
cypermethrin
Sign in to saveAlso known as alpha-Cyano(3-phenoxyphenyl)methyl (+-)cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate, beta-Cypermethrin, cis-Cypermethrin, Cyano-3-phenoxybenzyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate, Fendona, Flectron, FMC 30980, Folcord
Cypermethrin (CP) is a synthetic pyrethroid used as an insecticide in large-scale commercial agricultural applications as well as in consumer products for domestic purposes. It behaves as a fast-acting neurotoxin in insects. It is easily degraded on soil and plants but can be effective for weeks when applied to indoor inert surfaces. It is a non-systemic and non-volatile insecticide that acts by contact and ingestion, used in agriculture and in pest control products. Exposure to sunlight, water and oxygen will accelerate its decomposition. Cypermethrin is highly toxic to fish, bees and aquatic
Chemical data
- Formula
- C22H19Cl2NO3
- Molecular weight
- 416.3 g/mol
- IUPAC name
- [cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
- SMILES
- CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C
- InChIKey
- KAATUXNTWXVJKI-UHFFFAOYSA-N
- XLogP
- 6
- Polar surface area
- 59.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
3,782 papers- Cypermethrin induced toxicities in fish and adverse health outcomes: Its prevention and control measure adaptation.Journal of environmental management · 2018
- Cypermethrin inhibits Leydig cell development and function in pubertal rats.Environmental toxicology · 2022
- Cypermethrin induces endoplasmic reticulum stress and autophagy, leads to testicular dysfunction.The Science of the total environment · 2023
- Deferoxamine Ameliorates Cypermethrin-Induced Iron Accumulation and Associated Alterations.Molecular neurobiology · 2024
- Ototoxicity of cypermethrin in Wistar rats.Brazilian journal of otorhinolaryngology · 2020
via PubMed
Wikidata facts
- Mass
- 415.074
Show 4 more facts
- chemical formula
- C₂₂H₁₉Cl₂NO₃
- Commons category
- Cypermethrin
- canonical SMILES
- CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C
- MCN code
- 2926.90.23
via Wikidata · CC0
~5 min read
Article
6 sectionsContents
- Uses
- Human exposure
- Study in animals
- Environmental effects
- References
- External links
Cypermethrin (CP) is a synthetic pyrethroid used as an insecticide in large-scale commercial agricultural applications as well as in consumer products for domestic purposes. It behaves as a fast-acting neurotoxin in insects. It is easily degraded on soil and plants but can be effective for weeks when applied to indoor inert surfaces. It is a non-systemic and non-volatile insecticide that acts by contact and ingestion, used in agriculture and in pest control products. Exposure to sunlight, water and oxygen will accelerate its decomposition. Cypermethrin is highly toxic to fish, bees and aquatic insects, according to the National Pesticide Information Center (NPIC) (previously National Pesticides Telecommunication Network) in the USA. It is found in many household ant and cockroach killers, including Raid, Ortho, Combat, ant chalk, and some variants of Baygon in Southeast Asia.
==Uses== Cypermethrin is used in agriculture to control ectoparasites which infest cattle, sheep, and poultry.