Structure via PubChem · Public domain (PubChem)
phenothrin
Sign in to saveAlso known as Sumithrin, 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid (3-phenoxyphenyl)methyl ester
Phenothrin, also called sumithrin and d-phenothrin, is a synthetic pyrethroid that kills adult fleas and ticks. It has also been used to kill head lice in humans. d-Phenothrin is used as a component of aerosol insecticides for domestic use. It is often used with methoprene, an insect growth regulator that interrupts the insect's biological lifecycle by killing the eggs.
Chemical data
- Formula
- C23H26O3
- Molecular weight
- 350.4 g/mol
- IUPAC name
- (3-phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
- SMILES
- CC(=CC1C(C1(C)C)C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C
- InChIKey
- SBNFWQZLDJGRLK-UHFFFAOYSA-N
- XLogP
- 6.2
- Polar surface area
- 35.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Indications
- parasitic infection
via ChEMBL · EBI
Research
198 papers- Evaluation of the genotoxicity of the pyrethroid insecticide phenothrin.Mutation research. Genetic toxicology and environmental mutagenesis · 2014
- Phenothrin lotions in the treatment of head louse infestation.Journal of the Royal Society of Health · 1988
- Head lice.BMJ clinical evidence · 2009
- Head lice.BMJ clinical evidence · 2011
- d-Phenothrin-induced oxidative DNA damage in rat liver and kidney determined by HPLC-ECD/DAD.Environmental toxicology · 2015
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 350.188
- Has use
- insecticide
Show 3 more facts
- chemical formula
- C₂₃H₂₆O₃
- Commons category
- Phenothrin
- canonical SMILES
- CC(=CC1C(C1(C)C)C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Effects
- EPA action
- See also
- References
- External links
Phenothrin, also called sumithrin and d-phenothrin, is a synthetic pyrethroid that kills adult fleas and ticks. It has also been used to kill head lice in humans. d-Phenothrin is used as a component of aerosol insecticides for domestic use. It is often used with methoprene, an insect growth regulator that interrupts the insect's biological lifecycle by killing the eggs.
== Effects == Phenothrin is primarily used to kill fleas and ticks. It is also used to kill head lice in humans, but studies conducted in Paris and the United Kingdom have shown widespread resistance to phenothrin.
Excerpted from Wikipedia’s “phenothrin” article, available under the CC BY-SA 4.0 licence.
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