D-phenothrin (Ref: OMS 1809) |
![]() Last updated: 15/09/2025 |
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(Also known as: ENT 27972; phenoxythrin; cyfenothrin; phenothrine; R-phenothrin) |
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A synthetic pyrethroid insecticide for parasite control | |
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Used to eradicate adult ticks, lice, mites and fleas | |
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Dogs; Cats |
Approval status |
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Not approved | |
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Not approved |
Chemical structure |
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Phenothrin is a molecule with two chiral centres. The technical material known as phenothrin is an isomeric mixture of four isomers (1R- cis, 1R- trans, 1S- cis, 1S- trans). The specific isomer, d-phenothrin is a refined mixture that contains ≥95% of the 1R isomers, specifically a 1:4 ratio of 1R-cis to 1R-trans. | |
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C₂₃H₂₆O₃ | |
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CC(=CC1C(C1(C)C)C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C | |
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- | |
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SBNFWQZLDJGRLK-UHFFFAOYSA-N | |
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InChI=1S/C23H26O3/c1-16(2)13-20-21(23(20,3)4)22(24)25-15-17-9-8-12-19(14-17)26-18-10-6-5-7-11-18/h5-14,20-21H,15H2,1-4H3 | |
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Yes |
General status |
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Ectoparasiticide | |
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Pyrethroid insecticide; Pyrethroid ester insecticide | |
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Synthetic | |
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Non-systemic with rapid contact and stomach action. Sodium channel modulator. Blocks nerve impulse transmission. | |
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[Voltage-dependent sodium channel, Blocker] | |
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26002-80-2 | |
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188023-86-1 | |
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247-404-5 | |
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356 | |
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069005 | |
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4767 | |
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No data found | |
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Antiparasitic products, insecticides & repellents: Pyrethrins & pyrethroids | |
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QP53AC03 | |
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No | |
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- | |
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350.46 | |
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(3-phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate | |
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(3-phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate | |
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(3-phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate | |
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- | |
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Marine Pollutant | |
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Yellow to brown coloured liquid with a faint characteristic odour | |
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Commercial |
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Current | |||
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1976, registered Japan | |||
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Usually formulated as emulsifiable concentrates, macro-emulsions, and micro-emulsions | |||
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Phenothrin is synthesised through a multi-step process that combines a cyclopropane carboxylic acid derivative with 3-phenoxybenzyl alcohol via esterification. The cyclopropane acid component is typically derived from chrysanthemic acid, which can be sourced from natural pyrethrins or synthesised chemically. The alcohol moiety is prepared through etherification of phenol with benzyl halides. These two components are then reacted under controlled conditions, often in the presence of a base catalyst and an organic solvent, to form the ester bond that defines phenothrin’s structure. The process requires careful temperature regulation and purification steps such as distillation or crystallization to isolate the desired isomeric forms. | |||
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Data for the amount of life cycle GHGs produced by phenothrin are not available in the public domain. However, whilst estimates vary, more general data suggests that between 14 and 19 kilograms of CO₂e is emitted per kilogram of insecticide produced. |
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0.0097 | L3 L = Pesticide manuals and hard copy reference books / other sources at 25 °C3 = Unverified data of known source |
Low | ||||||||
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5000 | Q3 Q = Miscellaneous data from online sources Xylene3 = Unverified data of known source |
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5000 | Q3 Q = Miscellaneous data from online sources Acetone3 = Unverified data of known source |
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4960 | Q3 Q = Miscellaneous data from online sources Hexane3 = Unverified data of known source |
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290 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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107 | L3 L = Pesticide manuals and hard copy reference books / other sources (closed cup)3 = Unverified data of known source |
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1.02 X 1006 | Calculated | - | |||||||
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6.01 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
High | ||||||||
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Soluble | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes |
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Regulatory data - observed in metabolism and farm animal feeding studies | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes |
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1.06 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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0.021 | R4 R = Peer reviewed scientific publications at 25°C4 = Verified data |
Low volatility | ||||||||
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6.75 X 10-01 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
Moderately volatile | ||||||||
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1.548 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Degradation |
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35 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
Moderately persistent | |||||||
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Best available literature data gives soil half life between 14 and 60 days | ||||||||||
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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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- | G3 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here ) 3 = Unverified data of known source |
Non-mobile | |||||||
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180000 | ||||||||||
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Fate indices |
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-1.94 | Calculated | Low leachability | ||||||||||||||||||||||||||
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730 | J4 J = Pesticide Action Network database (click here ) Cyprinidae4 = Verified data |
Threshold for concern | |||||||||||||||||||||||||
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Not available | - |
Known metabolites |
None
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Terrestrial ecotoxicology |
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> 5000 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
Low | ||||||||
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> 2500 | L3 L = Pesticide manuals and hard copy reference books / other sources Colinus virginianus3 = Unverified data of known source |
Low | ||||||||
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0.13 | K3 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) Apis mellifera3 = Unverified data of known source |
High | |||||||
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0.16 | K3 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) Apis mellifera3 = Unverified data of known source |
High | ||||||||
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[The residual time to 25% mortality (RT25) value for honeybees is 3 hrs - USEPA data] | ||||||||||
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Aquatic ecotoxicology |
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> 0.0027 | L3 L = Pesticide manuals and hard copy reference books / other sources Oncorhynchus mykiss3 = Unverified data of known source |
High | ||||||||
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> 0.0043 | L3 L = Pesticide manuals and hard copy reference books / other sources Daphnia magna3 = Unverified data of known source |
High | ||||||||
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> 0.00002 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) Americamysis bahia3 = Unverified data of known source |
High | ||||||||
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General |
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High (class III) | - | - | ||||||||
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> 5000 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
Low | ||||||||
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2000 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
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2.1 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
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0.07 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes |
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Excreted mainly as metabolites in urine but a proportion is excreted unchanged in faeces | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Health issues |
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The substance can be absorbed into the body by inhalation of its aerosol and by ingestion May cause dizziness, headaches, fatigue and diarrhoea Endocrine issues - Increase of estrogen-sensitive cells proliferation Possible liver toxicant One reported study suggests links with breast cancer |
Handling issues |
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Prevent generation of mists Non-corrosive Will generate acrid smoke and gases if heated to decomposition Combustable IMDG Transport Hazard Class 6.1 |
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Health: H302, H312, H332 Environment: H400, H410 |
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U (Unlikely to present an acute hazard) | |||
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UN3352 | |||
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d-phenothrin | ||
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phenothrine | ||
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Phenothrin | ||
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phenothrin | ||
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fenotrin | ||
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fenotrina | ||
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fenotryna | ||
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Record last updated: | 15/09/2025 |
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 |