Trichlorfon (Ref: OMS 800) |
Last updated: 23/08/2024 |
(Also known as: chlorophos; metriphonate; trichlorphon; dipterex; chloroxyphos) |
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An organophosphate substance with acaricidal and anthelmintic properties | |
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Current | |
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1957, introduced | |
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Used for the control of endo- and ectoparasites in and on animals of various species | |
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Cattle; Horses |
Approval status |
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Not approved | |
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Not approved |
Chemical structure |
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A chiral molecule. The technical material is an isomeric mixture of two isomers. | |
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C₄H₈Cl₃O₄P | |
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COP(=O)(C(C(Cl)(Cl)Cl)O)OC | |
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No data | |
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NFACJZMKEDPNKN-UHFFFAOYSA-N | |
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InChI=1S/C4H8Cl3O4P/c1-10-12(9,11-2)3(8)4(5,6)7/h3,8H,1-2H3 | |
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Yes |
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Common Name | Relationship | Link |
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trichlorfon | Unstated isomer |
General status |
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Insecticide, Antiparasitic, Anthelmintic | |
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Organophosphate insecticide; Organophosphate acaricide; Phosphonate acaricide; Phosphonate insecticide | |
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980 g kg⁻¹ | |
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EU dossier - diclorvos 0.02g kg⁻¹ | |
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Synthetic | |
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Non-systemic with contact and stomach action. Acetylcholinesterase (AChE) inhibitor. | |
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[Cholinesterase, Inhibitor] | |
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52-68-6 | |
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200-149-3 | |
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68 | |
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057901 | |
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5853 | |
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015-021-00-0 | |
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Antiparasitic products, insecticides & repellents: Anthelmintics; Ecoparasiticides, insecticides & repellents | |
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QP52AB01; QP53AF02 | |
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No | |
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- | |
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257.4 | |
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rac-dimethyl [(1R)-2,2,2-trichloro-1-hydroxyethyl]phosphonate | |
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dimethyl (RS)-2,2,2-trichloro-1-hydroxyethylphosphonate | |
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dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate | |
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Evidence of use in third world countries; Chemical subject to PIC regulations | |
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- | |
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Colourless to yellow or pink waxy solid |
Formulations |
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120000 | 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 |
High | ||||||||
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21500 | 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 ) Xylene5 = Verified data used for regulatory purposes |
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363000 | 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 ) Ethyl acetate5 = Verified data used for regulatory purposes |
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1346000 | 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 ) Methanol5 = Verified data used for regulatory purposes |
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707000 | 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 ) Acetone5 = Verified data used for regulatory purposes |
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80 | 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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Decomposes before boiling | 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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100 | 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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2.69 X 1000 | Calculated | - | |||||||
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0.43 | A4 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 ) 4 = Verified data |
Low | ||||||||
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1.68 | 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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Not applicable | 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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Not determinable | |||||||||||
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0.21 | 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 |
Low volatility. If applied directly to plants, drift is a concern & mitigation is advisable | ||||||||
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4.50 X 10-07 | 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 |
Non-volatile | ||||||||
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71.8 | 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 ) at 20°C 99.3% 1g l⁻¹5 = Verified data used for regulatory purposes |
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Degradation |
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18 | K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data |
Non-persistent | |||||||
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18 | K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data |
Non-persistent | ||||||||
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Other sources: DT₅₀ 10 days (DW4); General literature DT₅₀ range 7-30 days (R2) | ||||||||||
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Stable | 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 |
Stable | |||||||
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No UV degradation | ||||||||||
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1.6 | 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 |
Non-persistent | |||||||
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pH sensitive: DT₅₀ 117 days at pH 5, 31 minutes at pH 9, all at 25 °C | ||||||||||
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1.2 | A4 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 ) 4 = Verified data |
Moderately fast | ||||||||
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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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[Apple (waxed): 22.8 days @ ambient conditions; Field data], [Apple (natural): 11.8 days @ ambient conditions; Field data] |
Soil adsorption and mobility |
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- | G4 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here ) 4 = Verified data |
Very mobile | |||||||
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10 | ||||||||||
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Fate indices |
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3.77 | Calculated | High leachability | ||||||||||||||||||||||||||
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0.41 | R4 R = Peer reviewed scientific publications Piaractus mesopotamicus Other data: Low risk LogP<3 (A5)4 = Verified data |
Low potential | |||||||||||||||||||||||||
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Not available | - |
Known soil metabolites |
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Minor fraction | 0.044 | - | |||||
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Major fraction | 0.245 | - | |||||
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Major fraction | 0.376 | - | |||||
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Major fraction | 0.407 | - |
Known groundwater metabolites |
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Relevant | - | - | ||||||
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Relevancy unknown | - | - | ||||||
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Relevancy unknown | - | - |
Other known metabolites |
None
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Terrestrial ecotoxicology |
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212 | 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 ) Rat5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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> 4.5 | 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 ) Rat 2 yr5 = Verified data used for regulatory purposes |
High | |||||||
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> 500 | - | |||||||||
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> 36.8 | G4 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here ) Anas platyrhynchos4 = Verified data |
High | ||||||||
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Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect |
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 Dose: 7.2 kg ha⁻¹ 28 Day |
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2.85 | 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 ) Apis mellifera3 = Unverified data of known source |
Moderate | |||||||
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> 0.4 | K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) Apis mellifera4 = Verified data |
High | ||||||||
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568.3 | R3 R = Peer reviewed scientific publications Bombus terricola3 = Unverified data of known source |
Low | |||||||
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7.5 | R4 R = Peer reviewed scientific publications Megachile rotundata4 = Verified data |
Moderate | |||||||
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Contact | ||||||||||
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4.147 | R4 R = Peer reviewed scientific publications Andrena erythronii4 = Verified data |
Moderate | |||||||
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Contact | ||||||||||
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> 91.1 | F4 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 ) Chrysoperla carnea Larva4 = Verified data |
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0.519 | 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 ) Aphidius rhopalosiphi5 = Verified data used for regulatory purposes |
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90 | A4 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 ) Typhlodromus pyri Adult4 = Verified data |
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Aquatic ecotoxicology |
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0.7 | A3 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 ) Oncorhynchus mykiss3 = Unverified data of known source |
Moderate | ||||||||
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0.5 | P3 P = Other non-EU, UK or US Governments and Regulators Carassius auratus 30 day3 = Unverified data of known source |
Moderate | ||||||||
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16.99 | 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 ) Danio rerio Embryo 6 days3 = Unverified data of known source |
Moderate | ||||||||
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0.00096 | L3 L = Pesticide manuals and hard copy reference books / other sources Daphnia magna3 = Unverified data of known source |
High | ||||||||
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10 | A3 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 ) Scenedesmus subspicatus3 = Unverified data of known source |
Moderate | ||||||||
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3.2 | Q2 Q = Miscellaneous data from online sources Unknown species2 = Unverified data of unknown source |
Low | ||||||||
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General |
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High (class III) | - | - | ||||||||
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212 | 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 ) Rat5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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5000 | 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 ) Rat5 = Verified data used for regulatory purposes |
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> 0.53 | 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 ) Rat5 = Verified data used for regulatory purposes |
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Intraperitoneal LD₅₀ = 160 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Intramuscular LD₅₀ = 395 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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0.045 | 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 ) Rat SF=1005 = Verified data used for regulatory purposes |
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0.1 | 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 ) Rat SF=1005 = Verified data used for regulatory purposes |
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0.09 | 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 ) Rat SF=5005 = Verified data used for regulatory purposes |
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List I; List II | - | - | ||||||||
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Possible bystander risk from spray drift | |||||||||
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Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment | ||||||||||
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Around 70% of the total dose administered to rats is eliminated in urine within 16hrs | F4 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 ) 4 = Verified data |
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Health issues |
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May cause pyrexia, cyanosis, pulmonary edema, loss of sphincter control, paralysis, coma and respiratory failure IARC Group 3 carcinogen - not classifiable; US EPA - possible human carcinogen at high doses Endocrine issues - alteration of thyroid function |
Handling issues |
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Not explosive IMDG Transport Hazard Class 9 Not expected to auto-ignite; Not highly flammable |
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Health: H302, H317 Environment: H400, H410 |
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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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trichlorfon | ||
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trichlorfon | ||
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Trichlorfon | ||
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trichlorphon | ||
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triclorfon | ||
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triclorfon | ||
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trichlorfon | ||
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triklorfon | ||
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Record last updated: | 23/08/2024 |
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 |