Cis-permethrin (Ref: FMC 35171) |
Last updated: 08/02/2024 |
(Also known as: NRDC 148; NRDC 167; cis-permethrin) |
SUMMARY |
Cis-permethrin is an obsolete insecticide. It has not been extensively studied and so very little data for environmental fate, ecotoxiocity of adverse human health concerns are available. |
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A single stero-isomer pyrethroid insecticide usually used as the isomer mix | |
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Considered obsolete but may be available in some countries | |
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circa 1973, introduced | |
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Cis-permethrin has been used for the control of sweet itch on horses. As the stereo-isomer mix (permethrin) is was also used in livestock housing for insect pest control and for flea and tick control domestic pet | |
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Dogs; Cats |
Approval status |
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Approved (as permethrin) | |
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Approved (as permethrin) |
Chemical structure |
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Isomeric | |
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C₂₁H₂₀Cl₂O₃ | |
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CC1(C(C1C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C | |
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CC1([C@@H]([C@@H]1C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C | |
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RLLPVAHGXHCWKJ-IEBWSBKVSA-N | |
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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/t17-,19-/m0/s1 | |
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Yes |
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Common Name | Relationship | Link |
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cis-permethrin | - |
General status |
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Insecticide | |
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Pyrethroid insecticide | |
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Synthetic | |
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Broad spectrum with contact and stomach action. Slight repellant effect. Sodium channel modulator. | |
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[Sodium channel protein type 1 subunit alpha, Inhibitor], [Estrogen receptor alpha], [Nuclear receptor subfamily 1 group I member 2] | |
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54774-46-8 | |
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52341-33-0; 54774-45-7; 54774-46-8 | |
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263-364-3 | |
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None allocated | |
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40463 | |
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No data found | |
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Antiparasitic products, insecticides & repellents: Pyrethrins & pyrethoids | |
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QP53AC04 | |
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No | |
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391.31 | |
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3-phenoxybenzyl (1RS)-cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate | |
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3-phenoxybenzyl (1RS)-cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate | |
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rel-(1R,3R)-(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate | |
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Colourless crustalline solid | |
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Formulations |
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Advantix Spot-on Solution (permethrin) | Elanco Europe Ltd | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | ||||||
Armitage Pet Care Felt Flea Collar (permethrin) | Sinclair Animal and Household Care Ltd | UK National authorisation | Authorised veterinary medicine for general sale (AVM-GSL) | |||||||
Ataxxa Spot-On Solution (permethrin) | Krda d.d. Novo Mesto | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
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Supplied in a range of formulations including flea collars, spot-on and pour-on products |
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465.9 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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159.4 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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1.293 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Degradation |
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As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below. | ||||||||||
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Soil adsorption and mobility |
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Fate indices |
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Known metabolites |
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Terrestrial ecotoxicology |
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Aquatic ecotoxicology |
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0.001 | P3 P = Other non-EU, UK or US Governments and Regulators Danio rerio 7 day3 = Unverified data of known source |
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General |
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Permethrin and its metabolites are excreted primarily in the urine with some in the faeces | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Health issues |
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A poison by intravenous & intraperitoneal routes Inhalation may produce nausea, vomiting, sneezing & serious nasal problems High dose may cause hyperexcitability, incoordination, tremors, muscular paralysis & lead to death US EPA - substance is a weak carcinogen |
Handling issues |
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IMDG Transport Hazard Class 9 | |||
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II (Moderately hazardous) | |||
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UN3077 | |||
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Packaging Group III (minor danger) | |||
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cis-permethrin | ||
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Record last updated: | 08/02/2024 |
Contact: | aeru@herts.ac.uk |
Please cite as: | Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 |