Cyfluthrin (Ref: OMS 2012) |
Last updated: 25/08/2024 |
(Also known as: cyfluthrine; cyfoxylate; BAY FCR 1272) |
SUMMARY |
Cyfluthrin is a pyrethroid insecticide. It has a low aqueous solubility and is non-volatile. It may be moderately persistent in some soil systems. Cyfluthrin is highly toxic to most biodiversity. It also has a high oral mammalian toxicity and may be a neurotoxin. |
Data alerts |
The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.
Environmental fate | Ecotoxicity | Human health |
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An insecticide effective against a range of chewing & sucking pests including Lepidoptera, Coleoptera and Hemiptera | |
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Corn rootworm; Cutworms; Wireworms; Maggots; Seedcorn beetles; White grubs; Thrips; Cockroaches; Mosquitoes; Silverfish; Corn borer | |
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Field corn; Sweetcorn; Popcorn; Silage corn; Citrus; Public health situations | |
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- | |
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Current | |
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1983, introduced |
UK regulatory status |
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Not approved | ||
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Expired | ||
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No UK approval for use |
EC Regulation 1107/2009 (repealing 91/414) |
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Not approved | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Germany | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Expired | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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- | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Yes | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Additional information |
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Australia, USA |
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Chemical structure |
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Chiral, existing as four diastereoisomer pairs (8 enantiomers) | |
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C₂₂H₁₈Cl₂FNO₃ | |
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CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)C=C(Cl)Cl)C | |
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- | |
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QQODLKZGRKWIFG-UHFFFAOYSA-N | |
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InChI=1S/C22H18Cl2FNO3/c1-22(2)15(11-19(23)24)20(22)21(27)29-18(12-26)13-8-9-16(25)17(10-13)28-14-6-4-3-5-7-14/h3-11,15,18,20H,1-2H3 | |
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Yes |
General status |
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Insecticide | |
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Pyrethroid inseticide; Pyrethroid ester insecticide | |
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920 +/- 25 g kg⁻¹ | |
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EU dossier - Only 1% water declared | |
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Synthetic | |
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Non-systemic with contact and stomach action and rapid knock-down effect. Sodium channel modulator. | |
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68359-37-5 | |
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269-855-7 | |
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385 | |
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128831 | |
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104926 | |
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607-253-00-1 | |
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434.29 | |
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(E)-cyano(4-fluoro-3-phenoxyphenyl)methyl (1E,3E)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate | |
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(RS)-α-cyano-4-fluoro-3-phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate | |
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cyano(4-fluoro-3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate | |
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Chemical subject to PIC regulations | |
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UK Environment Agency non-statutory standard for the protection of freshwater and saltwater aquatic life 0.001 µg l⁻¹ | |
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Not applicable | |
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Not applicable | |
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3A | |
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Not applicable | |
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Aedes aegypti, Aphis gossypii, Musca domestica, Spodoptera litura, Heliothis virescens, many others | |
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Amber coloured viscous part crystalline / part oil paste like substance |
Formulations |
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Often supplied as an emulsifiable concentrate which is mixed with water and applied as a spray |
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0.0066 | 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 | ||||||||
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200000 | 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 ) Toluene5 = Verified data used for regulatory purposes |
- | ||||||||
10000 | 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 ) n-Hexane5 = Verified data used for regulatory purposes |
- | |||||||||
200000 | 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 ) Dichloromethane5 = Verified data used for regulatory purposes |
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60 | E4 E = Manufacturers safety data sheets 4 = Verified data |
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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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210 | 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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- | - | - | ||||||||
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1.00 X 1006 | Calculated | - | |||||||
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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 |
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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1.28 | 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 |
- | ||||||||
No dissociation | |||||||||||
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0.0003 | 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 | ||||||||
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5.30 X 10-02 | 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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- | - | - | ||||||||
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No absorption above 290nm | 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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- | - | - |
Degradation |
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33 | 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 |
Moderately persistent | |||||||
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51 | 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 |
Moderately persistent | ||||||||
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33 | 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 |
Moderately persistent | ||||||||
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680 | 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 |
Very persistent | ||||||||
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133 | 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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- | - | - | ||||||||
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EU dossier Lab studies DT₅₀ range 48-54 days, DT₉₀ range 53-1664 days, field study DT₅₀ range 26-40 days (Germany) | ||||||||||
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6.7 | R4 R = Peer reviewed scientific publications 4 = Verified data |
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Published literature RL₅₀ range 1.7-21.5 days, 4 field crops, various matrices, n=5 | ||||||||||
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2.2 | R4 R = Peer reviewed scientific publications 4 = Verified data |
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Published literature RL₅₀ range 0.8-5.9 days, 10 field & undercover grown crops, various matrices, n=15 | ||||||||||
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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 ) 5 = Verified data used for regulatory purposes |
Moderately fast | |||||||
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- | ||||||||||
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215 | 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 |
Persistent | |||||||
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Stable pH 4 to pH 7, DT₅₀ 1.6 days at pH 9, 20 °C | ||||||||||
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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 ) 5 = Verified data used for regulatory purposes |
Fast | ||||||||
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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 ) 5 = Verified data used for regulatory purposes |
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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[Wheat grain: 70 wks @ 30 DegC, 50% RH; Modelled data] |
Soil adsorption and mobility |
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1369 | 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-mobile | |||||||
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123930 | ||||||||||
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EU dossier Kd range 1116-1793 mL g⁻¹, Koc range 73484-180290 mL g⁻¹, Soils=4 | ||||||||||
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1.02 | R4 R = Peer reviewed scientific publications 4 = Verified data |
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- | ||||||||||
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1.1 | ||||||||||
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Soil with 68% loam, 24% silt, 8% clay, pH 6.5, OC=2.1% | ||||||||||
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Adsorption decreases with increasing pH and increasing organic carbon |
Fate indices |
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-1.66 | Calculated | Low leachability | ||||||||||||||||||||||||||
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5.35 X 10-03 | Calculated | - | |||||||||||||||||||||||||
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Estimated concentrations of chemicals with Koc values greater than 9995 ml g⁻¹ are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW | ||||||||||||||||||||||||||||
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Medium | Calculated | - | ||||||||||||||||||||||||||
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Non-mobile | Calculated | - | ||||||||||||||||||||||||||
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17.8 | 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 ) Calculated using the Atkinson method. Assumed 5.0E+05 OH/cm³4 = Verified data |
Below the level of concern for long-range air transport | ||||||||||||||||||||||||||
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506 | 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 |
Threshold for concern | |||||||||||||||||||||||||
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9 | - |
Known soil metabolites |
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Major fraction | 0.100 | - | |||||
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Major fraction | 0.100 | - | |||||
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Minor fraction | - | - | |||||
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Minor fraction | - | - |
Known groundwater metabolites |
None
Other known metabolites |
None
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Terrestrial ecotoxicology |
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> 16.2 | 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 |
High | ||||||||
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10 | 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 |
High | |||||||
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50 | - | |||||||||
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- | - | - | ||||||||
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> 2000 | 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 ) Colinus virginianus5 = Verified data used for regulatory purposes |
Low | ||||||||
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> 5000 mg kg feed⁻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 ) Colinus virginianus5 = Verified data used for regulatory purposes |
- | ||||||||
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- | - | - | ||||||||
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> 1000 | 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 ) Eisenia foetida5 = Verified data used for regulatory purposes |
Low | ||||||||
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- | - | - | ||||||||
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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: 0.75 kg as/ha |
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0.001 | 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 ) Apis mellifera4 = Verified data |
High | |||||||
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0.05 | 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 ) Apis mellifera4 = Verified data |
High | ||||||||
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> 0.36 | R4 R = Peer reviewed scientific publications Bombus terrestris4 = Verified data |
High | |||||||
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> 0.11 | R4 R = Peer reviewed scientific publications Bombus terrestris4 = Verified data |
High | ||||||||
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0.008 | R4 R = Peer reviewed scientific publications Megachile rotundata4 = Verified data |
High | |||||||
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Contact | ||||||||||
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0.003 | R4 R = Peer reviewed scientific publications Nomia melanderi4 = Verified data |
High | |||||||
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Contact | ||||||||||
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0.017 | 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 ) Coccinella septempunctata Larva5 = Verified data used for regulatory purposes |
- | ||||||||
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- | - | - | ||||||||
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1.63 | 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 rhopalosiphi Protonymph5 = Verified data used for regulatory purposes |
- | ||||||||
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0.42 | 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 ) Typhlodromus pyri Protonymph5 = Verified data used for regulatory purposes |
- | ||||||||
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- | - | - |
Aquatic ecotoxicology |
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0.00047 | 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 ) Oncorhynchus mykiss5 = Verified data used for regulatory purposes |
High | ||||||||
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0.00001 | 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 ) Oncorhynchus mykiss5 = Verified data used for regulatory purposes |
High | ||||||||
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0.14 | 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 EC₅₀ Embryo3 = Unverified data of known source |
Moderate | ||||||||
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0.00016 | 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 ) Daphnia magna5 = Verified data used for regulatory purposes |
High | ||||||||
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0.00002 | 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 ) Daphnia magna5 = Verified data used for regulatory purposes |
High | ||||||||
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> 0.00001 | R4 R = Peer reviewed scientific publications Ceriodaphnia dubia4 = Verified data |
High | ||||||||
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0.000002 | 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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0.00011 | A2 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 ) Chironomus riparius EC52 = Unverified data of unknown source |
High | ||||||||
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> 10 | 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 ) Scenedesmus subspicatus5 = Verified data used for regulatory purposes |
Low | ||||||||
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General |
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High (class III) | - | - | ||||||||
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> 16.2 | 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 |
High | ||||||||
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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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4.05 | 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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- | - | - | ||||||||
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0.003 | 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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0.02 | 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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0.02 | 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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10 | 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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GB MRL expected to deviate from the EU MRL in mid-2023 | ||||||||||
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Around 60% eliminated in the urine, remiander in the faces | G3 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here ) 3 = Unverified data of known source |
- |
Health issues |
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Highly toxic Possible liver or kidney toxicant |
Handling issues |
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IMDG Transport Hazard Class 6.1 Not expected to auto-ignite; Not highly flammable |
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Health: H300, H331 Environment: H400, H410 |
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Ib (Highly hazardous) | |||
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UN3349 | |||
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Packaging Group III (minor danger) | |||
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Limited shelf-life |
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cyfluthrin | ||
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cyfluthrine | ||
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Cyfluthrin | ||
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cyfluthrin | ||
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ciflutrin | ||
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ciflutrin | ||
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cyfluthrin | ||
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cyflutryna | ||
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cyflutrin | ||
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ciflutrin | ||
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cyfluthrin | ||
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- |
Record last updated: | 25/08/2024 |
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 |