Bispyribac-sodium (Ref: KIH-2023) |
Last updated: 21/08/2024 |
(Also known as: KUH 911; V 10029) |
SUMMARY |
Bispyribac-sodium is a post-emergence herbicide used in aquatic situations, turf and sports grounds amongst other situations. It is highly soluble in water, non-volatile and is not expected to be persistent in soil systrs but may be, depending on conditions in water. Based on its physico-chemical properties bispyribac-sodium is not expected to leach to groundwater. Its toxicity to biodiversity is generally low to moderate. It has a low mammalian oral toxicity and may be a skin sensitizer. |
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 post-emergence herbicide for the control of grasses, sedges and broad-leaved weeds in paddy rice and other crops/situations | |
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Alligatorweed, Duckweed, Mosquito ferm, Water fern, Water hyacinth, Water pennywort, Parrot feather; Annual bluegrass; Creeping bent grass | |
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Aquatic sitiuations such as drainage ditches, lakes, marshes; Golf courses, turf grass & sod farms | |
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Current | |
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1998, discovered; 1997, first introduced |
UK regulatory status |
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Approved | ||
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31/07/2026 | ||
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EC Regulation 1107/2009 (repealing 91/414) |
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Not approved | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Italy/Portugal | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Not applicable | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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No | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Yes | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Additional information |
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Chemical structure |
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A racemate comprising equimolar amounts of (R)- and (S)-binapacry sodium | |
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C₁₉H₁₇N₄NaO₈ | |
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COC1=CC(=NC(=N1)OC2=C(C(=CC=C2)OC3=NC(=CC(=N3)OC)OC)C(=O)[O-])OC.[Na+] | |
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No data | |
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FUHMZYWBSHTEDZ-UHFFFAOYSA-M | |
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InChI=1S/C19H18N4O8.Na/c1-26-12-8-13(27-2)21-18(20-12)30-10-6-5-7-11(16(10)17(24)25)31-19-22-14(28-3)9-15(23-19)29-4;/h5-9H,1-4H3,(H,24,25);/q;+1/p-1/fC19H17N4O8.Na/q-1;m | |
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Yes |
General status |
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Herbicide | |
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Pyrimidinyl carboxy compound; Benzoic acid herbicide | |
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930 g kg⁻¹ | |
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EU dossier - none identified | |
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Synthetic | |
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Selective, systemic action absorbed by foliage and roots.Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS. | |
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125401-92-5 | |
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No data found | |
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748.011 | |
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078906 | |
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23682789 | |
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No data found | |
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452.36 | |
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sodium 2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate | |
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sodium 2,6-bis(4,6-dimethoxypyrimidin-2-yloxy)benzoate | |
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sodium 2,6-bis((4,6-dimethoxy-2-pyrimidinyl)oxy)benzoate | |
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B | |
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2 | |
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Not applicable | |
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Not applicable | |
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Resistance to ALS-inhibitors is locally present in sub-populations of Alisma plantago-aquatica and Schoenoplectus mucronatus in Southern European rice growing areas | |
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White powder | |
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Formulations |
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Usually supplied as a suspension concentrate that is mixed with water and applied as a spray |
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64000 | 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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25000 | 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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0.061 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Ethyl acetate5 = Verified data used for regulatory purposes |
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0.0083 | 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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1.4 | 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 ) Acetone5 = Verified data used for regulatory purposes |
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223 | 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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223 | 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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9.33 X 10-02 | Calculated | - | |||||||
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-1.03 | 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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Insoluble | 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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1.47 | 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 ) 5 = Verified data used for regulatory purposes |
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3.35 | 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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Weak acid | |||||||||||
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5.50 X 10-06 | 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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3.12 X 10-11 | 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 ) 5 = Verified data used for regulatory purposes |
Non-volatile | ||||||||
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Maxima is below 290nm | 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 |
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69.79 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) at 20°C5 = Verified data used for regulatory purposes |
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Degradation |
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13 | V4 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 4 = Verified data |
Non-persistent | |||||||
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12.8 | 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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6.3 | 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 ) 5 = Verified data used for regulatory purposes |
Non-persistent | ||||||||
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42.6 | 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 |
Moderately persistent | ||||||||
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20.7 | 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 6-19.6 days (soil) & 19.2 days (paddy field soil), DT₉₀ range 19.9-65.3 days (soil) & 62.7-64.7 days (paddy field soil); Field studies DT₅₀ range 2.1-7.6 days (Southern Europe), DT₉₀ range 6.9-30.2 days | ||||||||||
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42 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
Stable | |||||||
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DT₅₀: 42 days in natural waters, 500 days in pure water | ||||||||||
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Stable | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes |
Stable | |||||||
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Stable pH 7 to pH 9; DT₅₀: 18.7 days pH 4, 20 °C | ||||||||||
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35.3 | 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 ) 5 = Verified data used for regulatory purposes |
Moderately fast | ||||||||
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32.1 | 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 |
Stable | ||||||||
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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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1.16 | 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 mobile | |||||||
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302 | ||||||||||
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0.958 | ||||||||||
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EU dossier Kf range 0.60-2.01 mL g⁻¹, Kfoc range 143-604 mL g⁻¹, 1/n range 0.935-0.990, Soils=5 | ||||||||||
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Fate indices |
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1.21 | Calculated | Low leachability | ||||||||||||||||||||||||||
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6.53 X 10-03 | Calculated | - | |||||||||||||||||||||||||
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Low | Calculated | - | ||||||||||||||||||||||||||
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Moderately mobile | Calculated | - | ||||||||||||||||||||||||||
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0.8 | 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 ) Calculated using the Atkinson method. Assumed 1.5E+06 OH/cm³, 12 hr5 = Verified data used for regulatory purposes |
Below the level of concern for long-range air transport | ||||||||||||||||||||||||||
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Low risk | 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 ) Based on LogP < 35 = Verified data used for regulatory purposes |
Low risk | |||||||||||||||||||||||||
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No data | - |
Known soil metabolites |
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Minor fraction | - | - | |||||
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Minor fraction | - | - | |||||
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Major fraction | 0.15 | - | |||||
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Major fraction | 0.144 | - | |||||
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Minor fraction | 0.058 | - | |||||
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Minor fraction | - | Paddy soil | |||||
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Minor fraction | - | also formed in paddy soil | |||||
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Minor fraction | - | also formed in paddy soil |
Known groundwater metabolites |
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Relevancy unknown | - | - | ||||||
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Relevancy unknown | - | - |
Other known metabolites |
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2-(4,6-dimethoxy-5-hydroxypyrimidin-2-yl)oxy-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoic acid | 5-OH-5750; KIH-2023-M8 | Animal; Plant; Rat | - | ||||
benzoic acid, 2-((4,6-dimethoxy-2-pyrimidinyl)oxy)6-hydroxy, sodium salt | desMe-2023 | Surface water | - | ||||
2,4-dihydroxy-6-methoxypyrimidine | MeBA | Surface water | - | ||||
sodium 2-hydroxy-6-(4-hydroxy-6-methoxypyrimidin-2-yl)oxybenzoate | Na-DesMe-180; KIH-2023-M10; M9-Na | Plant | - | ||||
sodium 2-(4,6-dimethoxy-5-hydroxypyrimidin-2-yl)oxy-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoate | 5-OH-2023; M8-Na | Plant | - | ||||
benzoic acid, 2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy] | KIA-5750; M12433 | - | - | ||||
2,6-dihydroxybenzoic acid | 2,6-DBA | Animal | - | ||||
9-(4,6-dimethoxypyrimidin-2-yl)oxy-3-methoxy-1H, 10H-pyrimido[2,1-b]-[1,3]benzoxazine-1,10 dione | Cyc-DesMe-2023 | - | - | ||||
methyl 1-O--[2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]-benzoyl-beta-D-glucuronate | Me-glucuro-2023 | Rat | - | ||||
2-hydoxy-6-[(4-hydroxy-6-methoxypyrimidin-2-yl)oxy]benzoic acid Note: CAS no: 172838-16-3 |
DesMe-180; KIH-2023-M9; FHW0122B;M18537 | Animal; Plant | - | ||||
2-(4,6-dimethoxypyrimidin-2-yl)oxy-6-hydroxy benzoic acid | BX-180; KIH-2023-M2; PHU120 | Animal; Rat; Plan | - | ||||
2-hydroxy-4-6-dimethoxypyrimidine | Me2BA; KIH-2023-M3; M15876; PHU1305 | Animal; Rat; Plant | - | ||||
2,4,6-trimethoxypyrimidine | Me3BA; FHW0112A; KIH-2023-M7 | - | - |
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Terrestrial ecotoxicology |
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2635 | 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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1.1 | V2 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat2 = Unverified data of unknown source |
High | |||||||
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> 2250 | 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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> 2081 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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> 957 | 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 |
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: 5x field rate |
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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 ) Apis mellifera5 = Verified data used for regulatory purposes |
Low | |||||||
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> 140.67 | 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 |
Low | ||||||||
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2.1 | 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 ) Coccinella septempunctata Adult corr4 = Verified data |
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12.2 | A4 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Aphidius rhopalosiphi Adult corr4 = Verified data |
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1.0 | A4 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Typhlodromus pyri Adult corr4 = Verified data |
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Aquatic ecotoxicology |
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> 95 | 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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10 | 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 32 day4 = Verified data |
Moderate | ||||||||
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> 95 | 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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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 ) Daphnia magna5 = Verified data used for regulatory purposes |
Low | ||||||||
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105 | 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 ) Chironomus riparius4 = Verified data |
Low | ||||||||
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0.0127 | 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 ) Lemna gibba5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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3.2 | V2 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Raphidocelis subcapitata2 = Unverified data of unknown source |
Moderate | ||||||||
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General |
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High (class III) | - | - | ||||||||
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2635 | 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 | 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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4.48 | 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 ) Rat5 = Verified data used for regulatory purposes |
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0.01 | 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 ) Rat SF=1003 = Unverified data of known source |
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None allocated | 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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0.072 | 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 ) Rat SF=1003 = Unverified data of known source |
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Risks acceptable for proposed uses | |||||||||
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Risks acceptable for proposed uses | ||||||||||
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0.03 | 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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Health issues |
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Possible liver toxicant |
Handling issues |
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Not explosive Not expected to auto-ignite; Not highly flammable |
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Health: H317, H319 Environment: H411 |
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III (Slightly hazardous) | |||
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Limited shelf-life. Store 0-6 DegC |
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bispyribac-sodium | ||
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bispyribac sodium | ||
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Bispyribac-Natrium | ||
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bispyribac-natrium | ||
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bispyribac-sodium | ||
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bispiribac-sodio | ||
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bispirybak sodowy | ||
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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 |