Tau-fluvalinate (Ref: SAN 527l) |
Last updated: 21/08/2024 |
(Also known as: taufluvalinate; MK 128; fluvalinate) |
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A broad-spectrum pyrethroid insecticide and miticide | |
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Current | |
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1985, introduced | |
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Principle use is for the treatment of honey bees against the parasitic mite Varroa jacobsoni | |
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Honeybees |
Approval status |
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Approved | |
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Approved |
Chemical structure |
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Isomeric mixture. Epimeric. | |
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C₂₆H₂₂ClF₃N₂O₃ | |
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CC(C)C(C(=O)OC(C#N)C1=CC(=CC=C1)OC2=CC=CC=C2)NC3=C(C=C(C=C3)C(F)(F)F)Cl | |
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CC(C)[C@H](C(=O)OC(C#N)C1=CC(=CC=C1)OC2=CC=CC=C2)NC3=C(C=C(C=C3)C(F)(F)F)Cl | |
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INISTDXBRIBGOC-XMMISQBUSA-N | |
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InChI=1S/C26H22ClF3N2O3/c1-16(2)24(32-22-12-11-18(14-21(22)27)26(28,29)30)25(33)35-23(15-31)17-7-6-10-20(13-17)34-19-8-4-3-5-9-19/h3-14,16,23-24,32H,1-2H3/t23?,24-/m1/s1 | |
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Yes |
General status |
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Insecticide, Acaricide | |
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Pyrethroid insecticide; Pyrethroid ester insecticide; Pyrethroid acaricide; Pyrethroid ester acaricide | |
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920 g kg⁻¹ | |
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EU dossier - toluene 5g kg⁻¹ | |
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Synthetic | |
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Contact and stomach action. Sodium channel modulator. | |
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[Sodium channel, Modulator] | |
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102851-06-9 | |
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600-363-0 | |
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786 | |
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109302 | |
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91768 | |
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607-238-00-X | |
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Antiparasitic products, insecticides & repellents: Ecoparasiticides, insecticides & repellents | |
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QP53AC10 | |
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No | |
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Allowed substance (Table 1: Bees) | |
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502.9 | |
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(RS)-a-cyano-3-phenoxybenzyl N-(2-chloro-a,a,a-trifluoro-p-tolyl)-D-valinate | |
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(RS)-α-cyano-3-phenoxybenzyl N-(2-chloro-α,α,α-trifluoro-p-tolyl)-D-valinate | |
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cyano(3-phenoxyphenyl)methyl N-(2-chloro-4-(trifluoromethyl)phenyl)-D-valinate | |
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- | |
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- | |
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Colourless viscous liquid | |
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Formulations |
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Apistan Bee Hive Strip | Vita (Europe) Ltd | GB National authorisation | Authorised veterinary medicine for general sale (AVM-GSL) | ||||||
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Formulated as impregnated strips for suspending inside the bee hive |
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0.00103 | 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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100000 | 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 ) Hexane5 = Verified data used for regulatory purposes |
- | ||||||||
500000 | 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 |
- | |||||||||
500000 | 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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500000 | 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 |
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-14.1 | 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 |
- | ||||||||
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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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200 | 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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1.05 X 1007 | Calculated | - | |||||||
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7.02 | 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 |
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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1.266 | 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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4.55 X 10-08 | 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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1.20 X 10-04 | 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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- | - | - | ||||||||
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Neutral solution: 257nm = 17614, 300nm = 2276 Acidic solution: 257nm = 17295, 300nm = 2262 Basic solution: 257nm = 24324, 300nm = 4108 |
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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- | - | - | ||||||||
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Degradation |
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4 | B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here ) 5 = Verified data used for regulatory purposes |
Non-persistent | |||||||
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27.8 | 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 |
Non-persistent | ||||||||
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3.5 | 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 ) 5 = Verified data used for regulatory purposes |
Non-persistent | ||||||||
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137.5 | 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 ) 5 = Verified data used for regulatory purposes |
Persistent | ||||||||
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41.4 | 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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EU dossier lab studies DT₅₀ range 8.1-89.1 days (normalised), DT₉₀ range 49.6-295.9 days; field studies DT₅₀ range 1.64-8.95 days, DT₉₀ range 11.8-307 days | ||||||||||
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- | - | - | ||||||||
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4 | 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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Data for summer sunlight at 40 deg N | ||||||||||
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22.5 | 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 ) 5 = Verified data used for regulatory purposes |
Non-persistent | |||||||
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pH sensitive: DT₅₀ 48 days at pH 5, 1.25 days at pH 9, all at 20 °C | ||||||||||
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48 | B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here ) 5 = Verified data used for regulatory purposes |
Moderately fast | ||||||||
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1 | B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here ) 5 = Verified data used for regulatory purposes |
Moderately fast | ||||||||
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- | - | - | ||||||||
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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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3000 | 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 |
Non-mobile | |||||||
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135000 | ||||||||||
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EU dossier Kd range 1000-4608 mL g⁻¹, Koc range 110000-160000 mL g⁻¹, Soils=9 | ||||||||||
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970 | 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 |
Non-mobile | |||||||
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186000 | ||||||||||
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0.92 | ||||||||||
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EU dossier Kf range 340-1600 mL g⁻¹, Kfoc range 31000-340400 mL g⁻¹, 1/n range 0.73-1.1, Soils=5 | ||||||||||
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No |
Fate indices |
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-0.69 | Calculated | Low leachability | ||||||||||||||||||||||||||
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1979 | 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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Not available | - |
Known soil metabolites |
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Major fraction | 0.199 | Adama verified data | |||||
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Major fraction | 0.289 | Adama verified data | |||||
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- | - | Photolysis | |||||
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- | - | Photolysis | |||||
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Major fraction (anaerobic) | 0.714 | Anaerobic; Adama verified data | |||||
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- | - | Photolysis |
Known groundwater metabolites |
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Relevancy unknown | - | - | ||||||
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Relevancy unknown | - | - | ||||||
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Relevancy unknown | - | - |
Other known metabolites |
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3-{[2-chloro-4-(trifluoromethyl)phenyl]amino}-4-methyl-2-(3-phenoxyphenyl)pentanenitrile | decarboxy fluvalinate | Plant | - | ||||
3-(4-hydroxyphonoxy)benzoic acid | - | Animal (Urine) | - | ||||
decarboxy-fluvalinate Note: Rat Oral LD50 >2000 |
- | Animal | - |
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Terrestrial ecotoxicology |
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546 | 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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1 | B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here ) Rat5 = Verified data used for regulatory purposes |
High | |||||||
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- | - | |||||||||
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≥ 40 | 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 ) Unknown species Reproductive NOAEL5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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> 2510 | 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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> 455 mg kg bw⁻¹ day⁻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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70 | 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 virginianus NOEC5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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> 500 | 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 foetida corr5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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1.44 | 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 foetida corr5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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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: 1.44 kg ha⁻¹ 28 Day |
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9.6 | 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 ) Folsomia candida5 = Verified data used for regulatory purposes |
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- | - | - | |||||||||
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12 | 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 ) Apis mellifera5 = Verified data used for regulatory purposes |
Moderate | |||||||
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12.6 | 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 ) Apis mellifera5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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31.3 | R3 R = Peer reviewed scientific publications Bombus terrestris3 = Unverified data of known source |
Moderate | ||||||||
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- | - | - | |||||||
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- | ||||||||||
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- | ||||||||||
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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 ) Coccinella septempunctata Larva5 = Verified data used for regulatory purposes |
- | ||||||||
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- | - | - | ||||||||
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< 48 | 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 Adult5 = Verified data used for regulatory purposes |
- | ||||||||
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0.049 | 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 pyri5 = Verified data used for regulatory purposes |
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- | - | - |
Aquatic ecotoxicology |
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0.000794 | 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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0.000064 | 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 ) Pimephales promelas 35 day4 = Verified data |
High | ||||||||
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- | - | - | ||||||||
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0.0089 | B5 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here ) Daphnia magna5 = Verified data used for regulatory purposes |
High | ||||||||
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0.000021 | 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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- | - | - | ||||||||
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- | - | - | ||||||||
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- | - | - | ||||||||
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0.00024 | 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 ) Chironomus riparius5 = Verified data used for regulatory purposes |
High | ||||||||
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- | - | - | ||||||||
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- | - | - | ||||||||
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> 42.0 | 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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- | - | - |
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- | - | - | |||
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- | - | - |
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General |
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High (class III) | - | - | ||||||||
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546 | 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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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 ) Rat5 = Verified data used for regulatory purposes |
- | ||||||||
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> 0.56 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
- | ||||||||
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- | - | - | ||||||||
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0.005 | 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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0.05 | 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 ) Rat SF=1005 = Verified data used for regulatory purposes |
- | ||||||||
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- | - | - | ||||||||
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0.0044 | 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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0.15-3.09 | 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 ) concentration dependent5 = Verified data used for regulatory purposes |
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No unacceptable risks to bystanders identified | |||||||||
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Risks only acceptable if PPE/PPC worn | ||||||||||
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- | - | - |
Health issues |
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Possible liver and kidney toxicant |
Handling issues |
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Not explosive or oxidising IMDG Transport Hazard Class 6.1 Not expected to auto-ignite; Not highly flammable |
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Health: H302, H315 Environment: H400, H410 |
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III (Slightly hazardous) | |||
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UN2810 | |||
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Packaging Group III (minor danger) | |||
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Chemically stable under standard ambient conditions |
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tau-fluvalinate | ||
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tau-fluvalinate | ||
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Tau-fluvalinate | ||
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tau-fluvalinat | ||
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tau-fluvalinato | ||
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tau-fluvalinate | ||
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tau-fluvalinate | ||
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tau-fluwalinat | ||
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tau-fluvalinat | ||
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- | ||
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tau-fluvalinaat | ||
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tau-fluvalinat |
Record last updated: | 21/08/2024 |
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 |