Metaflumizone (Ref: BAS 320l) |
Last updated: 22/08/2024 |
(Also known as: NNI 0250) |
SUMMARY |
Metaflumizone is a semicarbazone broad-spectrum insecticide. It has a low aqueous solubility, is non-volatile and a low potential for leaching to groundwater based on its chemical properties. It is persistent in soil and in water-sediment systems. It has a low mammalian toxicity and considered to have potential negative reproduction/developmental effects. It also has a high potential for bioaccumulation. It has a low to moderate toxicity to most birds, aquatic species, honeybees and earthworms. |
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A semicarbazone insecticide used as a veterinary parasite treatment | |
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Current | |
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2008, developed | |
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Indicated for the treatment of fleas and ticks | |
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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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Optical isomeric mixture in the ratio E:Z of 90:10 | |
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C₂₄H₁₆F₆N₄O₂ | |
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C1=CC(=CC(=C1)C(F)(F)F)C(=NNC(=O)NC2=CC=C(C=C2)OC(F)(F)F)CC3=CC=C(C=C3)C#N | |
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C1=CC(=CC(=C1)C(F)(F)F)/C(=N\NC(=O)NC2=CC=C(C=C2)OC(F)(F)F)/CC3=CC=C(C=C3)C#N | |
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MIFOMMKAVSCNKQ-QNKGDIEWSA-N | |
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InChI=1S/C24H16F6N4O2/c25-23(26,27)18-3-1-2-17(13-18)21(12-15-4-6-16(14-31)7-5-15)33-34-22(35)32-19-8-10-20(11-9-19)36-24(28,29)30/h1-11,13H,12H2,(H2,32,34,35)/f/h32,34H | |
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Yes |
General status |
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Insecticide | |
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Semicarbazone compound; Unclassified pesticide | |
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945 g kg⁻¹ | |
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EU dossier - hydrazine <1mg kg⁻¹; toluene <2mg kg⁻¹; 4-(trifluoromethoxy)phenyl isocyanate < 100mg kg⁻¹ | |
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Synthetic | |
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Broad-spectrum, attacks insect nervous system causing paralysis. Voltage-dependent sodium channel modulator. | |
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[Sodium channel, Blocker] | |
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139968-49-3 | |
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604-167-6 | |
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779 | |
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281250 | |
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20056430 | |
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616-227-00-9 | |
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Antiparasitic products, insecticides & repellents: Ecoparasiticides, insecticides & repellents | |
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QP53AX25 | |
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No | |
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- | |
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506.40 | |
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- | |
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(EZ)-2'-[2-(4-cyanophenyl)-1-(α,α,α-trifluoro-m-tolyl)ethylidene]-4-(trifluoromethoxy)carbanilohydrazide | |
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2-(2-(4-cyanophenyl)-1-(3-(trifluoromethyl)phenyl)ethylidene)-N-(4-(trifluoromethoxy)phenyl)hydrazinecarboxamide | |
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PAN listed Highly Hazardous Chemical | |
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- | |
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White powder |
Formulations |
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Promeris 160mg Spot-on Solution for Small Cats | Pfizer Ltd | Not licensed | Not licensed | ||||||
Promeris Duo Spot-on Solution for Large Dogs | Fort Dodge Animal Health | Not licensed | Not licensed | |||||||
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0.0018 | R4 R = Peer reviewed scientific publications 4 = Verified data |
Low | ||||||||
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85 | 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 |
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4000 | 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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153300 | 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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14100 | 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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133 | 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 ) Isomer specific4 = 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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232 | 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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3.98 X 1004 | Calculated | - | |||||||
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4.6 | 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 ) mean of isomers5 = Verified data used for regulatory purposes |
High | ||||||||
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Soluble | 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 |
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Regulatory data | 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 |
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1.46 | R4 R = Peer reviewed scientific publications 4 = Verified data |
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n/a | 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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No dissociation | |||||||||||
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1.24 X 10-05 | 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 ) mean of isomers5 = Verified data used for regulatory purposes |
Low volatility | ||||||||
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0.11 | 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 ) Z-isomer5 = Verified data used for regulatory purposes |
Moderately volatile | ||||||||
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3.0 | 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 ) 24 hr5 = Verified data used for regulatory purposes |
Volatilisation is not considered critical for air pollution | |||||||
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3.3 | 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 ) 24 hr5 = Verified data used for regulatory purposes |
Volatilisation is not considered critical for air pollution | ||||||||
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Max @ 234nm=38100, 280nm=19300 | 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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70.5 | 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 ) 0.01% solution5 = Verified data used for regulatory purposes |
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Degradation |
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141 | 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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141 | 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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13.8 | 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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362 | 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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67.8 | 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 |
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EU dossier lab studies DT₅₀ range 65-376 days, DT₉₀ range 153-728 days, Field studies DT₅₀ range 3.9-53.3 days, DT₉₀ range 9.9-114 days; Manufacturers published data DT₅₀ range 4.3-27 days | ||||||||||
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3.28 | 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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EU dossier states DT₅₀ 2.43-4.12 days | ||||||||||
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ND | 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 ) 3 = Unverified data of known source |
ND | |||||||
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EU dossier States DT₅₀ 5-6 days at pH 4 | ||||||||||
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451 | 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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1.0 | 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 ) 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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Soil adsorption and mobility |
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529 | 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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30714 | ||||||||||
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EU dossier Kd range 299-1030 mL g⁻¹, Koc range 16500-51000 mL g⁻¹ | ||||||||||
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Fate indices |
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-0.56 | Calculated | Low leachability | ||||||||||||||||||||||||||
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7800 | 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 ) Lepomis macrochirus5 = Verified data used for regulatory purposes |
High potential | |||||||||||||||||||||||||
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Known soil metabolites |
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Minor fraction | 0.081 | Very persistent | |||||
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Major fraction | 0.084 | - | |||||
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Major fraction | 0.211 | - | |||||
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Known groundwater metabolites |
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Not relevant | - | - |
Other known metabolites |
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- | M320I22 | Animal | - | ||||
- | M320I24 | Animal | - | ||||
- | M320I25 | Animal; Hen | - | ||||
- | M320I26 | Animal; Hen | - | ||||
- | M320I27 | Hen | - | ||||
2-(2-oxo-2-(3-trifluoromethyl)phenyl)ethyl)-benzonitrile Note: CAS no: 146653-56-7 |
M320I04 | Rat; Animal; Plant | - | ||||
trifluoro-methoxy aniline (Ref: CL65504) | M320I05 | Rat; Plant | - | ||||
4-(5-hydroxy-3-oxo-4(4-(trifluoromethoxy)phenyl)-6-(3-trifluoromethyl)phenyl)-2,3,4,5-tetrahydro-1,2,4-triazine-5-yl)benzonitrile (Ref: M320I23) | M320I23 | Surface water; Sediment | - | ||||
benzonitrile carboxylic acid (Ref: M320I06) | M320I06 | Surface water; Sediment | - | ||||
3-trifluoromethylbenzoic acid (Ref: RE-54488) | M320I29 | Surface water; Sediment | - | ||||
4-{2-oxo-2-[3-(trifluoromethyl)phenyl]ethyl}benzonitrile | M320I04 | Surface water; Sediment | - | ||||
Ref: CL1500789 | M320I07 | Rat; Animal; Plant | - | ||||
Ref: CL1023720 | M320I10 | Rat; Animal | - | ||||
Ref: CL1023721 | M320I11 | Rat | - | ||||
Ref: CL1023722 | M320I12 | Rat | - | ||||
Ref: CL269463 | M320I13 | Rat; Animal | - | ||||
Ref: CL1023723 | M320I14 | Rat | - | ||||
Ref: CL1023724 | M320I15 | Rat | - | ||||
Ref: CL1023725 | M320I16 | Rat | - | ||||
Ref: CL1023726 | M320I17 | Rat; Animal | - | ||||
- | M320I18 | Rat | - | ||||
- | M320I19 | Rat | - | ||||
- | M320I20 | Rat | - | ||||
- | M320I21 | Rat | - |
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Terrestrial ecotoxicology |
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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 |
Low | ||||||||
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> 2025 | 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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> 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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3.46 | 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: 0.2 mg kg⁻¹ soil 28 Day |
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> 110 | 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 candida corr5 = Verified data used for regulatory purposes |
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1.65 | 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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2.43 | 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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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 ) Coccinella septempunctata5 = Verified data used for regulatory purposes |
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> 780 | 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 ) Chrysoperla carnea5 = Verified data used for regulatory purposes |
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3.48 | 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 rhopalosiphi5 = Verified data used for regulatory purposes |
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> 780 | 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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> 0.228 | 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 |
Moderate | ||||||||
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0.0011 | P3 P = Other non-EU, UK or US Governments and Regulators Cyprinodon variegatus3 = Unverified data of known source |
High | ||||||||
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> 0.331 | 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 |
Moderate | ||||||||
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1.47 | 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 |
Moderate | ||||||||
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> 289 | 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 ) Americamysis bahia5 = Verified data used for regulatory purposes |
Low | ||||||||
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1.8 | 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 ) Chironomus riparius5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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0.0256 | 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 |
Moderate | ||||||||
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> 0.311 | 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 ) Pseudokirchneriella subcapitata5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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General |
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High (class III) | - | - | ||||||||
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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 |
Low | ||||||||
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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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> 5.2 | 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 |
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0.01 | 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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0.13 | 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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0.01 | 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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0.2-0.4 | 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 ) concentration dependent5 = Verified data used for regulatory purposes |
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List II | - | - | ||||||||
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Administered metaflumizone is excreted by rats principally via the faeces. The proprtion absorbed is extensively metabolised. | R3 R = Peer reviewed scientific publications 3 = Unverified data of known source |
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Health issues |
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Liver toxicant |
Handling issues |
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Not explosive or oxidising IMDG Transport Hazard Class 9 Not expected to auto-ignite; Not highly flammable |
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Health: H373 Environment: H400, H410 |
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U (Unlikely to present an acute hazard) | |||
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UN3077 | |||
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Packaging Group III (minor danger) | |||
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metaflumizone | ||
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metaflumizone | ||
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Metaflumizon | ||
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metaflumizon | ||
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metaflumizone | ||
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metaflumizon | ||
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- | ||
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metaflumizon | ||
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Record last updated: | 22/08/2024 |
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 |