Permethrin

Key facts

Drug.image

Permethrin-2D-skeletal.svg

Drug.image_class

skin-invert-image

Drug.caption

Two-dimensional chemical structure of permethrin

Drug.image2

Permethrin MT 20200909.png

Drug.image_class2

bg-transparent

Drug.caption2

Three-dimensional chemical structure of permethrin

Drug.tradename

Nix, Rid, Elimite, others

Drug.MedlinePlus

a698037

Drug.DailyMedID

Permethrin

Drug.routes_of_administration

Topical

Drug.ATC_prefix

P03

Drug.ATC_suffix

AC04

Drug.legal_CA

OTC

Drug.legal_UK

OTC

Drug.legal_UK_comment

(1%), Rx (5%)

Drug.legal_US

OTC

Drug.legal_US_comment

(1% pediculicide), Rx (5% scabicide)

Drug.metabolism

Insects are more affected by permethrin than humans or dogs because they are unable to metabolise the toxins as quickly as humans and dogs. Cats are more sensitive to this toxin.

via Wikipedia infobox

Chemical data

Formula

C21H20Cl2O3

Molecular weight

391.3 g/mol

IUPAC name

(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

SMILES

CC1(C(C1C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C

InChIKey

RLLPVAHGXHCWKJ-UHFFFAOYSA-N

XLogP

6.5

Polar surface area

35.5 Ų

H-bond donors

0

H-bond acceptors

3

Formal charge

0

via PubChem

• Comparison of sulfur ointment and permethrin treatments in scabies.Dermatologic therapy · 2022
• Permethrin-resistant scabies.Medicina clinica · 2024
• Comparison of topical permethrin 5% vs. benzyl benzoate 25% treatment in scabies: a double-blinded randomized controlled trial.The British journal of dermatology · 2024
• Permethrin and ivermectin for scabies.The New England journal of medicine · 2010
• Pseudoresistance to permethrin in scabies.Journal of infection in developing countries · 2023

via PubMed