Permethrin is a chemical compound, an insecticide.

It belongs to the pyrethroid family and functions as a neurotoxin, which affects the insect's neurotransmitter and blocks its activity.

Permethrin is also a substance approved in Switzerland for:

• wood preservation
• insect control
• ants control
• etc

It is also used in the treatment of scabies (1) and in the treatment of Demodex Blepharitis (2).

Permethrin studies

Molecular Formula: C₂₁H₂₀Cl₂O₃

Molecular Weight: 391.288 g/mol

CAS: 52341-32-9    52645-53-1  52341-33-0  51877-74-8  57608-04-5  60018-94-2  63364-00-1  75497-64-2  93388-66-0

EC Number: 258-067-9

PubChem Substance ID 329756835

MDL number MFCD00041809

Beilstein Registry Number 5765325

Synonyms:

• Transpermethrin
• Ambush
• (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
• Pounce
• 1RS,cis-Permethrin
• Kudos
• Ambushfog
• Chinetrin
• Permethrn
• 3-Phenoxybenzyl 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate
• (3-Phenoxyphenyl)methyl (+-)cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
• Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester, (1R,3S)-
• Cyclopropanecarboxylic acid, 3-(2,2-dichlorovinyl)-2,2-dimethyl-, 3-phenoxybenzyl ester, (+-)-, (cis,trans)-
• m-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
• (+-)-3-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
• 3-Phenoxybenzyl (1RS)-cis-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
• 3-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
• (1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclo-propanecarboxylate
• 3-phenoxybenzyl 2-(2,2-dichlorovinyl)3,3-dimethylcyclopropanecarboxylate
• (3-phenoxyphenyl)methyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropanecarboxylate
• (3-phenoxyphenyl)methyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxyl ate
• 3-phenoxybenzyl (1RS)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
• m-phenoxybenzyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate
• Cyclopropanecarboxylicacid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester,(1R,3S)-rel-
• 3-Phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
• 3-Phenoxybenzyl(+-)-cis, trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate
• m-Phenoxybenzyl (+-)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
• m-Phenoxybenzyl (+1)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
• 3-(Phenoxyphenyl)methyl (+-)-cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
• Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester, (1R,3R)-rel-
• Cyclopropanecarboxylic acid, 3-(2,2-dichlorovinyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester, (1R-trans)-
• (3-Phenoxyphenyl)methyl (+-)-cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
• (3-Phenoxyphenyl)methyl 3-(2,2-dichlorethenyl)-2,2-dimethylcyclopropanecarboxylate
• [3-(phenyloxy)phenyl]methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
• 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid (3-phenoxyphenyl)methyl ester
• Anomethrin N
• Ridect pour-on
• Diffusil H
• Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester, cis-(+-)-
• Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester, trans-
• Insorbcid MP
• Stomoxin P
• Outflank-stockade
• Perigen W
• CHEBI:34911
• Dragnet FT
• Picket G
• 3-phenoxybenzyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
• 3-Phenoxybenzyle (1RS)-cis, trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylate
• 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane carboxylic acid, (3-phenoxyphenyl) methyl ester
• Corsair
• Dragnet
• Ecsumin
• Ectiban
• Efmethrin
• Imperator
• Indothrin
• Kaleait
• Kestrel
• Lyclear
• Outflank
• Perigen
• Permasect
• Perthrine
• Quamlin
• Stomoxi
• Stomoxin
• Stomozan
• Coopex
• Cosair
• Eksmin
• Exsmin
• Ipitox
• Picket
• Pramex
• Exmin
• Expar
• Kafil
• Kavil
• 1RS-trans-Permethrin
• Transpermethrin [ISO]
• (+-)-cis-Permethrin
• trans-(+-)-Permethrin

References_______________________________

(1) Topical scabies therapy with permethrin is effective and well tolerated in infants younger than two months.  Hoffmann JC, Mößner R, Schön MP, Lippert U.  J Dtsch Dermatol Ges. 2019 May 22. doi: 10.1111/ddg.13854.

(2) Permethrin Cream for the Treatment of Demodex Blepharitis.  Hecht I, Melzer-Golik A, Sadi Szyper N, Kaiserman I.  Cornea. 2019 Jun 3. doi: 10.1097/ICO.0000000000002013.

Early impairment of epigenetic pattern in neurodegeneration: Additional mechanisms behind pyrethroid toxicity.
Bordoni L, Nasuti C, Fedeli D, Galeazzi R, Laudadio E, Massaccesi L, López-Rodas G, Gabbianelli R.
Exp Gerontol. 2019 Jun 5. pii: S0531-5565(19)30052-X. doi: 10.1016/j.exger.2019.06.002.

Prior contact with permethrin decreases its irritancy at the following exposure among a pyrethroid-resistant malaria vector Anopheles gambiae.
Mulatier M, Pennetier C, Porciani A, Chandre F, Dormont L, Cohuet A.
Sci Rep. 2019 Jun 3;9(1):8177. doi: 10.1038/s41598-019-44633-1.

Effect of Bark Application With Beauveria bassiana and Permethrin Insecticide on the Walnut Twig Beetle (Coleoptera: Curculionidae) in Black Walnut Bolts.
Mayfield AE, Juzwik J, Scholer J, Vandenberg JD, Taylor A.
J Econ Entomol. 2019 May 29. pii: toz150. doi: 10.1093/jee/toz150.

Evaluation of Ivermectin vs Permethrin for Treating Scabies-Summary of a Cochrane Review.
Rosumeck S, Nast A, Dressler C.
JAMA Dermatol. 2019 Apr 24. doi: 10.1001/jamadermatol.2019.0279.

Longitudinal investigation of haematological alterations among permethrin-exposed pesticide applicators in the Biomarkers of Exposure and Effect in Agriculture study.
Shearer JJ, Beane Freeman LE, Liu D, Andreotti G, Hamilton J, Happel J, Lynch CF, Alavanja MC, Hofmann JN.
Occup Environ Med. 2019 Apr 8. pii: oemed-2018-105559. doi: 10.1136/oemed-2018-105559.

Persistence of indoor permethrin and estimation of dermal and non-dietary exposure.
Nakagawa LE, do Nascimento CM, Costa AR, Polatto R, Papini S.
J Expo Sci Environ Epidemiol. 2019 Mar 29. doi: 10.1038/s41370-019-0132-7.

Permethrin exposure from wearing fabric-treated military uniforms in high heat conditions under varying wear-time scenarios.
Proctor SP, Maule AL, Heaton KJ, Cadarette BS, Guerriere KI, Haven CC, Taylor KM, Scarpaci MM, Ospina M, Calafat AM.
J Expo Sci Environ Epidemiol. 2019 Feb 6. doi: 10.1038/s41370-019-0120-y.

Combination of permethrin 5% cream with liquid cleanser containing Chlorhexidine, agents from Szechuan peppers, menthol and camphor in scabies treatment results in high levels of subject satisfaction, favorable tolerability and less pruritus.
Greco V, Fattore D, Annunziata MC, Fabbrocini G.
G Ital Dermatol Venereol. 2018 Oct 3. doi: 10.23736/S0392-0488.18.06079-0.

Permethrin induces histological and cytological changes in the midgut of the predatory bug, Podisus nigrispinus.
Martínez LC, Plata-Rueda A, Neves GDS, Gonçalves WG, Zanuncio JC, Bozdoğan H, Serrão JE.
Chemosphere. 2018 Dec;212:629-637. doi: 10.1016/j.chemosphere.2018.08.134. Epub 2018 Aug 27.

Permethrin enhances the agonist activity of dinotefuran on insect cholinergic synaptic transmission and isolated neurons.
Cartereau A, Houchat JN, Mannai S, Varloud M, Karembé H, Graton J, Le Questel JY, Thany SH.
Neurotoxicology. 2018 Jul;67:206-214. doi: 10.1016/j.neuro.2018.06.003.