Beflubutamid-M (Ref: F4050) |
Last updated: 24/07/2024 |
(Also known as: VPF45; FMC 510363; F4050 S-enantiomer) |
SUMMARY |
Beflubutamid-M is the S-enantiomer of chiral beflubutamide and considered to demonstrate the most herbicidal activity of the two isomers. It has a low aqueous solubility and a low volatility. It may be persistent in soils depending upon local conditions. Risk of leaching, based on its physicochemical properties, is considered low. Its toxicity to biodiversity is low with the exception of earthworms and aquatic species where its toxicity is classified as moderate. It has a low oral mammalian toxicity but there are concerns regarding its status as a reproduction/developmental toxicant. |
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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A phenoxy herbicide for pre- and early post-emergence control of grass and broad-leaved weeds | |
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Chickweed; Loose silky bent; Field pansy; Scented mayweed; Wild pansy; Field speedwell; Ivy-leaved speedwell; Groundsel | |
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Cereals including wheat, barley, rye, triticale | |
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Beflubutamid-M is a new molecule of an ‘old chemistry’ known and utilised in crop protection for nearly 20 years. No resistance or tolerance in weed-populations have, to-date, been noted. | |
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Current | |
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1998, registered USA |
UK regulatory status |
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Approved - as beflubutamide | ||
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31/07/2024 | ||
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No data |
EC Regulation 1107/2009 (repealing 91/414) |
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Approved | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Germany/Lithuania | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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31/10/2026 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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No | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Yes - as beflubutamide | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Additional information |
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Chemical structure |
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The S-enantiomer of chiral beflubutamide. The R-enantiomer is considered inactive. | |
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C₁₈H₁₇F₄NO₂ | |
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- | |
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- | |
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FFQPZWRNXKPNPX-INIZCTEOSA-N | |
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InChI=1S/C18H17F4NO2/c1-2-16(17(24)23-11-12-6-4-3-5-7-12)25-13-8-9-15(19)14(10-13)18(20,21)22/h3-10,16H,2,11H2,1H3,(H,23,24)/t16-/m0/s1 | |
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Yes |
General status |
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Herbicide | |
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Amide herbicide; Phenoxybutamide herbicide; Phenoxy herbicide | |
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[GB CRD 2021 dossier: >960 g kg⁻¹] | |
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GB CRD 2021 dossier: R-enantiomer < 3% | |
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Synthetic | |
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Substance is translocated in plants. Bleaching - Carotenoid biosynthesis inhibitor. | |
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113614-09-8 | |
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No data found | |
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662 | |
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- | |
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69991731 | |
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616-165-00-2 | |
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355.12 | |
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(2S)-N-benzyl-2-[4-fluoro-3-(trifluoromethyl)phenoxy]butanamide | |
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(2S)-N-benzyl-2-[4-fluoro-3-(trifluoromethyl)phenoxy]butanamide | |
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(2S)-2-[4-fluoro-3-(trifluoromethyl)phenoxy]-N-(phenylmethyl)butanamide | |
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- | |
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- | |
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F1 | |
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12 | |
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Not applicable | |
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Not applicable | |
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- | |
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White fluffy lipophilic powder | |
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Formulations |
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Used as a broadcast foliar application |
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3.29 | 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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3100 | 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 ) n-Heptane5 = Verified data used for regulatory purposes |
- | ||||||||
138000 | 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 ) n-Octanol5 = Verified data used for regulatory purposes |
- | |||||||||
250000 | 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 ) Dichloromethane5 = Verified data used for regulatory purposes |
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250000 | 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 ) Acetone5 = Verified data used for regulatory purposes |
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81 | 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 |
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Decomposes before boiling | 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 |
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220 | 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 |
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2.19 X 1004 | Calculated | - | |||||||
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4.34 | 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 |
High | ||||||||
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1.28 | 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 |
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No dissociation | B4 B = UK CRD and ACP Evaluation Documents / and other DEFRA (UK) documents; Also Chemicals Regulation Division, Health and Safety Executive (HSE), UK (click here ) 4 = Verified data |
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7.1 X 10-02 | 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 |
Low volatility | ||||||||
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6.8 X 10-03 | 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-volatile | ||||||||
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Acidic soln: 250nm=243, 283nm=2520, 310nm=0 Neutral soln: 250nm=243, 283nm=2480, 310nm=7 Basic soln: 250nm=282, 283nm=2570, 310nm=10 |
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 |
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67.0 | 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 ) at 20 °C5 = Verified data used for regulatory purposes |
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Degradation |
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49.7 | 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 persistent | |||||||
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49.7 | 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 persistent | ||||||||
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43.6 | 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 persistent | ||||||||
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184.1 | 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 |
Persistent | ||||||||
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183 | 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 |
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109 | 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 ) worst case lab value5 = Verified data used for regulatory purposes |
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GB CRD 2023 Dossier: Lab studies DT₅₀ (normalised) range 15.8-267 days, DT₉₀ (measured) range 52.6-445 days, Soils=6; Field studies DT₅₀ (measured) range 10.5-109 days, DT₉₀ (measured) range 34.9-765 days, Soil=5; EU 2002 dossier lab studies as unresolved beflubutamid DT₅₀ range 5-118 days, DT₉₀ range 16-365 days, field studies DT₅₀ range 15-103 days, DT₉₀ range 49-343 days | ||||||||||
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177.3 | 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 |
Slow | ||||||||
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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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- | 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 |
Slightly mobile | |||||||
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1229.9 | ||||||||||
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0.92 | ||||||||||
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GB CRD 2023 Dossier: Kfoc range 757-17775 mL g⁻¹, 1/n range 0.867-0.996, Soils=5 | ||||||||||
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No |
Fate indices |
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1.49 | Calculated | Low leachability | ||||||||||||||||||||||||||
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3.88 X 10-02 | Calculated | - | |||||||||||||||||||||||||
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High | Calculated | - | ||||||||||||||||||||||||||
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Slightly mobile | Calculated | - | ||||||||||||||||||||||||||
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230 | 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 | 0.261 | - | |||||
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Major fraction | 0.113 | - | |||||
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Minor fraction | 0.038 | Transient metabolite | |||||
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Major fraction | 0.263 | - |
Known groundwater metabolites |
None
Other known metabolites |
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RS)-N-benzyl-2-(4-fluoro-3-trifluoromethylphenoxy)-4-hydroxybutanamide (Ref: UR-50615) | - | Rat | - | ||||
(RS)-N-(4-hydroxybenzyl)-2-(4-fluoro-3-trifluoromethylphenoxy)butanamide (Ref: UR-50617) | - | Livestock; Plant; Rat | - | ||||
(RS)-N-(3-hydroxybenzyl)-2-(4-fluoro-3-trifluoromethylphenoxy)butanamide (Ref: UR-50618) | - | Livestock; Plant; Rat | - | ||||
(RS)-N-(2-hydroxybenzyl)-2-(4-fluoro-3-trifluoromethylphenoxy)butanamide (Ref: UR-50619; IN-VLJ55) | - | Plant; Rat | - | ||||
(RS)-2-(4-fluoro-3-trifluoromethylphenoxy)butanamide (Ref: UR-50624) | - | Plant; Surface water; Sediment | - | ||||
N-benzoyl-glycine | Hippuric acid | Livestock; Rat | - | ||||
2,2,2-trifluoroacetic acid (Ref: IN-V0206) | - | Plant | - |
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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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> 2000 | 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 ) Colinus virginianus5 = Verified data used for regulatory purposes |
Low | ||||||||
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> 2600 mg kg feed⁻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 ) Colinus virginianus5 = Verified data used for regulatory purposes |
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366 | 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 ) as unresolved beflubutamid corr5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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30.7 | 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 ) Eisenia foetida5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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Nitrogen mineralisation: No significant adverse effect | 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 Dose: 0.125 kg ha⁻¹ 28 Day |
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160 | 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 as unresolved beflubutamid corr5 = Verified data used for regulatory purposes |
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> 250.1 | 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 ) Oat Corn Ryegrass Onion Tomato Soybean5 = Verified data used for regulatory purposes Vegetative vigour, 21 day ER₅₀ as g ha⁻¹ |
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> 250.1 | 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 ) Oat Corn OSR Soybean Sugarbeet5 = Verified data used for regulatory purposes Seedling emergence, 21 day ER₅₀ as g ha⁻¹ |
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> 198.5 | 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 ) Apis mellifera5 = Verified data used for regulatory purposes |
Low | |||||||
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> 196.8 | 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 ) Apis mellifera5 = Verified data used for regulatory purposes |
Low | ||||||||
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> 793.2 | 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 ) Bombus terrestris5 = Verified data used for regulatory purposes |
Low | |||||||
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> 732.6 | 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 ) Bombus terrestris5 = Verified data used for regulatory purposes |
Low | ||||||||
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> 198.1 | 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 ) Osmia bicornis5 = Verified data used for regulatory purposes |
Low | |||||||
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6.0 | 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 ) Chrysoperla carnea Larva5 = Verified data used for regulatory purposes |
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> 255 | 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 ) Aphidius rhopalosiphi5 = Verified data used for regulatory purposes |
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> 255 | 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 ) Typhlodromus pyri5 = Verified data used for regulatory purposes |
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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 ) Poecilus cupreus5 = Verified data used for regulatory purposes |
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Aquatic ecotoxicology |
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> 176.5 | 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 ) Oncorhynchus mykiss5 = Verified data used for regulatory purposes |
Low | ||||||||
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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 ) Pimephales as unresolved beflubutamid5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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2.00 | 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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0.455 | 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 magna as unresolved beflubutamid5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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0.066 | 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 ) Lemna minor5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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> 3.56 | 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 ) Anabaena flos-aquae5 = 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 | 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 |
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> 5.25 | 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 ) Rat 4 hr (nose only)5 = Verified data used for regulatory purposes |
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0.02 | 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 ) Rat SF=1005 = Verified data used for regulatory purposes |
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None allocated | 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 |
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0.24 | 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 ) Rat SF=1005 = Verified data used for regulatory purposes |
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100 | 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 ) default3 = Unverified data of known source |
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List II | - | - | ||||||||
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Risks acceptable for intended uses | |||||||||
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Risks acceptable for intended uses | ||||||||||
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Health issues |
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Possible liver, kidney and thyroid toxicant |
Handling issues |
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Not explosive Not expected to auto-ignite; Not highly flammable. IMDG Transport Clss 9 |
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Health: H373 Environment: H400, H410 |
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Not listed (Not listed) | |||
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UN3077 | |||
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Packaging Group III (minor danger) | |||
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beflubutamid-M | ||
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beflubutamide-M | ||
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Beflubutamid-M | ||
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beflubutamid-M | ||
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beflubutamid-M | ||
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beflubutamid-M | ||
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beflubutamid-M | ||
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Record last updated: | 24/07/2024 |
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 |