WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H318473
CAS#: 52645-53-1
Description: Permethrin is a widely-used pesticide of the pyrethroid family. Permethrin interacts with voltage-gated Na+ channels and inhibits their natural deactivation, causing the channels to remain open for a long time and destroying equilibrium of the neuronal system. Pyrethroids are also thought to interact with GABA receptors and associated pathways.
Hodoodo Cat#: H318473
Name: Permethrin
CAS#: 52645-53-1
Chemical Formula: C21H20Cl2O3
Exact Mass: 390.08
Molecular Weight: 391.288
Elemental Analysis: C, 64.46; H, 5.15; Cl, 18.12; O, 12.27
Synonym: Permethrin; Transpermethrin; 1RS,cis-Permethrin; 1RS-trans-Permethrin; Transpermethrin [ISO]; cis-permethrin; Elimite; FMC 33297; S-3151; S3151;
IUPAC/Chemical Name: (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
InChi Key: RLLPVAHGXHCWKJ-UHFFFAOYSA-N
InChi Code: InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3
SMILES Code: CC1(C(C1C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 391.29 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
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2: Willemin ME, Desmots S, Le Grand R, Lestremau F, Zeman FA, Leclerc E, Moesch
C, Brochot C. PBPK modeling of the cis- and trans-permethrin isomers and their
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3: Faulde MK, Pages F, Uedelhoven W. Bioactivity and laundering resistance of
five commercially available, factory-treated permethrin-impregnated fabrics for
the prevention of mosquito-borne diseases: the need for a standardized testing
and licensing procedure. Parasitol Res. 2016 Apr;115(4):1573-82. doi:
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4: Becskei C, Geurden T, Erasmus H, Cuppens O, Mahabir SP, Six RH. Comparative
speed of kill after treatment with Simparica(™)(sarolaner) and
Advantix(®)(imidacloprid + permethrin) against induced infestations of
Dermacentor reticulatus on dogs. Parasit Vectors. 2016 Feb 24;9(1):104. doi:
10.1186/s13071-016-1377-9. PubMed PMID: 26911323; PubMed Central PMCID:
PMC4765083.
5: Nasuti C, Coman MM, Olek RA, Fiorini D, Verdenelli MC, Cecchini C, Silvi S,
Fedeli D, Gabbianelli R. Changes on fecal microbiota in rats exposed to
permethrin during postnatal development. Environ Sci Pollut Res Int. 2016 Feb 22.
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6: Halos L, Fourie JJ, Fankhauser B, Beugnet F. Knock-down and speed of kill of a
combination of fipronil and permethrin for the prevention of Ctenocephalides
felis flea infestation in dogs. Parasit Vectors. 2016 Feb 2;9(1):57. doi:
10.1186/s13071-016-1345-4. PubMed PMID: 26830931; PubMed Central PMCID:
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7: Mostafa HE, Abd El-Baset SA, Kattaia AA, Zidan RA, Al Sadek MM. Efficacy of
naringenin against permethrin-induced testicular toxicity in rats. Int J Exp
Pathol. 2016 Feb 12. doi: 10.1111/iep.12168. [Epub ahead of print] PubMed PMID:
26867500.
8: Seitz MA, Burkitt-Creedon JM. Persistent gross lipemia and suspected corneal
lipidosis following intravenous lipid therapy in a cat with permethrin toxicosis.
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9: Whiten SR, Peterson RK. The Influence of Ambient Temperature on the
Susceptibility of Aedes aegypti (Diptera: Culicidae) to the Pyrethroid
Insecticide Permethrin. J Med Entomol. 2016 Jan;53(1):139-43. doi:
10.1093/jme/tjv159. PubMed PMID: 26477050.
10: Rossbach B, Kegel P, Süß H, Letzel S. Biomonitoring and evaluation of
permethrin uptake in forestry workers using permethrin-treated tick-proof pants.
J Expo Sci Environ Epidemiol. 2016 Jan;26(1):95-103. doi: 10.1038/jes.2015.34.
Epub 2015 May 13. PubMed PMID: 25967068.
11: Ratelle M, Coté J, Bouchard M. Time profiles and toxicokinetic parameters of
key biomarkers of exposure to cypermethrin in orally exposed volunteers compared
with previously available kinetic data following permethrin exposure. J Appl
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PMID: 25772368.
12: Li T, Cao C, Yang T, Zhang L, He L, Xi Z, Bian G, Liu N. A G-protein-coupled
receptor regulation pathway in cytochrome P450-mediated permethrin-resistance in
mosquitoes, Culex quinquefasciatus. Sci Rep. 2015 Dec 10;5:17772. doi:
10.1038/srep17772. PubMed PMID: 26656663; PubMed Central PMCID: PMC4674712.
13: Brinzer RA, Henderson L, Marchiondo AA, Woods DJ, Davies SA, Dow JA.
Metabolomic profiling of permethrin-treated Drosophila melanogaster identifies a
role for tryptophan catabolism in insecticide survival. Insect Biochem Mol Biol.
2015 Dec;67:74-86. doi: 10.1016/j.ibmb.2015.09.009. Epub 2015 Oct 22. PubMed
PMID: 26474926.
14: Chen X, Li H, You J. Joint toxicity of sediment-associated permethrin and
cadmium to Chironomus dilutus: The role of bioavailability and enzymatic
activities. Environ Pollut. 2015 Dec;207:138-44. doi:
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15: Terhzaz S, Cabrero P, Brinzer RA, Halberg KA, Dow JA, Davies SA. A novel role
of Drosophila cytochrome P450-4e3 in permethrin insecticide tolerance. Insect
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16: Jongejan F, de Vos C, Fourie JJ, Beugnet F. A novel combination of fipronil
and permethrin (Frontline Tri-Act®/Frontect®) reduces risk of transmission of
Babesia canis by Dermacentor reticulatus and of Ehrlichia canis by Rhipicephalus
sanguineus ticks to dogs. Parasit Vectors. 2015 Nov 19;8:602. doi:
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17: Ferland S, Côté J, Ratelle M, Thuot R, Bouchard M. Detailed Urinary Excretion
Time Courses of Biomarkers of Exposure to Permethrin and Estimated Exposure in
Workers of a Corn Production Farm in Quebec, Canada. Ann Occup Hyg. 2015
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18: Dumont P, Liebenberg J, Beugnet F, Fankhauser B. Repellency and acaricidal
efficacy of a new combination of fipronil and permethrin against Ixodes ricinus
and Rhipicephalus sanguineus ticks on dogs. Parasit Vectors. 2015 Oct 13;8:531.
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19: Eiden AL, Kaufman PE, Allan SA, Oi F. Establishing the discriminating
concentration for permethrin and fipronil resistance in Rhipicephalus sanguineus
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20: DeRaedt Banks S, Orsborne J, Gezan SA, Kaur H, Wilder-Smith A, Lindsey SW,
Logan JG. Permethrin-Treated Clothing as Protection against the Dengue Vector,
Aedes aegypti: Extent and Duration of Protection. PLoS Negl Trop Dis. 2015 Oct
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PMID: 26440967; PubMed Central PMCID: PMC4595206.