permethrin 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
4152 52645-53-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • permethrin
A pyrethroid insecticide commonly used in the treatment of LICE INFESTATIONS and SCABIES.
  • Molecular weight: 391.29
  • Formula: C21H20Cl2O3
  • CLOGP: 7.31
  • LIPINSKI: 1
  • HAC: 3
  • HDO: 0
  • TPSA: 35.53
  • ALOGS: -6.75
  • ROTB: 7

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

PropertyValueReference
BA (Bioavailability) 60 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
kinase-safety-class ACVR2B,AURKA,AXL,BRAF,BTK,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,ERBB2,GRK2,GSK3B,ITK,MAP2K6,MAP3K7,MAPK10,MAPK7,MAPK9,MAPKAPK2,NTRK2,PDK1,PDK2,PDK4,PDPK1,PIK3CB,PIK3CG,PRKDC,STK33,TEK,TTK 32
kinase-selectivity-class GRK2,RIPK1 2
pfas-class PFAS structural alert (1 = True, 0 = False) 0

Approvals:

DateAgencyCompanyOrphan
March 31, 1986 FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Pregnancy with injectable contraceptive 52.22 30.92 7 949 134 90627357
Acarodermatitis 42.49 30.92 8 948 1378 90626113
Pruritus 38.36 30.92 37 919 541488 90086003

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Ejaculation failure 48.45 47.15 8 346 833 42620148

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Acarodermatitis 63.93 26.54 12 1193 1969 110586125
Pregnancy with injectable contraceptive 53.42 26.54 7 1198 108 110587986
Ejaculation failure 52.40 26.54 8 1197 380 110587714
Dry skin 46.82 26.54 23 1182 107630 110480464
Pruritus 42.40 26.54 41 1164 581519 110006575
Delusion of parasitosis 32.26 26.54 5 1200 262 110587832
Hidradenitis 26.82 26.54 7 1198 5173 110582921

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC P03AC04 ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
ECTOPARASITICIDES, INCL. SCABICIDES, INSECTICIDES AND REPELLENTS
ECTOPARASITICIDES, INCL. SCABICIDES
Pyrethrines, incl. synthetic compounds
ATC P03AC54 ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
ECTOPARASITICIDES, INCL. SCABICIDES, INSECTICIDES AND REPELLENTS
ECTOPARASITICIDES, INCL. SCABICIDES
Pyrethrines, incl. synthetic compounds
FDA CS M0018228 Pyrethrins
FDA EPC N0000175847 Pyrethroid
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D007306 Insecticides
MeSH PA D010575 Pesticides
CHEBI has role CHEBI:33286 agrochemical
CHEBI has role CHEBI:35442 antiparasitic agent
CHEBI has role CHEBI:36047 antibacterial drug
CHEBI has role CHEBI:38956 ectoparasiticide
CHEBI has role CHEBI:39116 pyrethroid ester insecticide
CHEBI has role CHEBI:39259 pyrethroid ester acaricide
CHEBI has role CHEBI:73333 scabicide

Related Drugs by ATC class:

P03AC Pyrethrines, incl. synthetic compounds 3 drugs

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Pediculosis corporis indication 25188002 DOID:5513
Infestation by Phthirus pubis indication 71011005 DOID:13760
Pediculosis capitis indication 81000006 DOID:5501
Infestation by Sarcoptes scabiei var hominis indication 128869009 DOID:8295
Pediculosis Prevention indication
Bronchospasm contraindication 4386001




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

None

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Sodium channel protein Ion channel BLOCKER CHEMBL CHEMBL

External reference:

IDSource
4018775 VUID
N0000147078 NUI
D05443 KEGG_DRUG
4018775 VANDF
C0070455 UMLSCUI
CHEBI:34911 CHEBI
CHEMBL1525 ChEMBL_ID
D026023 MESH_DESCRIPTOR_UI
DB04930 DRUGBANK_ID
5510 INN_ID
509F88P9SZ UNII
40326 PUBCHEM_CID
33199 RXNORM
41581 MMSL
5260 MMSL
003009 NDDF
1887004 SNOMEDCT_US
410457007 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
good sense lice killing creme rinse HUMAN OTC DRUG LABEL 1 0113-1910 LOTION 1 mg TOPICAL ANDA 16 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 0472-0242 CREAM 50 mg TOPICAL ANDA 12 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 16714-897 CREAM 50 mg TOPICAL ANDA 20 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 21695-907 CREAM 50 mg TOPICAL ANDA 20 sections
Permethrin Human Prescription Drug Label 1 21922-021 CREAM 50 mg TOPICAL ANDA 18 sections
Permethrin Human Prescription Drug Label 1 21922-021 CREAM 50 mg TOPICAL ANDA 18 sections
Topcare lice killing creme rinse HUMAN OTC DRUG LABEL 1 36800-629 LOTION 1 mg TOPICAL ANDA 16 sections
Lice Treatment HUMAN OTC DRUG LABEL 1 42254-065 LOTION 1 mg TOPICAL ANDA 16 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 43598-481 CREAM 50 mg TOPICAL ANDA 21 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 45802-269 CREAM 50 mg TOPICAL ANDA 20 sections
Permethrin Human Prescription Drug Label 1 50090-5888 CREAM 50 mg TOPICAL ANDA 18 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 52959-159 CREAM 50 mg TOPICAL ANDA 21 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 53002-9570 CREAM 50 mg TOPICAL ANDA 20 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 53002-9571 CREAM 50 mg TOPICAL ANDA 18 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 54868-5391 CREAM 50 mg TOPICAL ANDA 21 sections
ELIMITE Human Prescription Drug Label 1 59651-834 CREAM 50 mg TOPICAL NDA 19 sections
Nix Lice Killing Creme Rinse HUMAN OTC DRUG LABEL 1 63471-3006 RINSE 1 g TOPICAL NDA 15 sections
Nix HUMAN OTC DRUG LABEL 1 63736-024 SHAMPOO 560 mg TOPICAL NDA 16 sections
Nix HUMAN OTC DRUG LABEL 1 63736-030 RINSE 1 g TOPICAL NDA 16 sections
Nix HUMAN OTC DRUG LABEL 1 63736-030 RINSE 1 g TOPICAL NDA 16 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 67296-1057 CREAM 50 mg TOPICAL ANDA 20 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 67296-1058 CREAM 50 mg TOPICAL ANDA 12 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 68071-1627 CREAM 50 mg TOPICAL ANDA 18 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 68788-8439 CREAM 50 mg TOPICAL ANDA 18 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 70518-2945 CREAM 50 mg TOPICAL ANDA 18 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 71335-2899 CREAM 50 mg TOPICAL ANDA 20 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 72162-2171 CREAM 50 mg TOPICAL ANDA 20 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 76413-122 CREAM 50 mg TOPICAL ANDA 21 sections
Permethrin HUMAN PRESCRIPTION DRUG LABEL 1 76413-159 CREAM 50 mg TOPICAL ANDA 12 sections
Permethrin HUMAN OTC DRUG LABEL 1 76413-320 LOTION 1 mg TOPICAL ANDA 15 sections