Pyrethrins (pyrethrin II) (Ref: ENT 7543 ) |
Last updated: 31/10/2024 |
(Also known as: pyrethum) |
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A non-persistent insecticide extracted from Pyrethrum used to control a variety of insect parasites | |
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Current | |
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circa 1930, introduced | |
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Used as a topical treatment for fleas and ticks as the pyrethrins mixture | |
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Dogs, Cats, Horses |
Approval status |
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Not approved as pyrethrins II; Approved as pyrethrins (mix) | |
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Not approved as pyrethrins II; Approved as pyrethrins (mix) |
Chemical structure |
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Pyrethrin-II is a complex molecule with three chiral centres. | |
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C₂₂H₂₈O₅ | |
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CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)C=C(C)C(=O)OC)CC=CC=C | |
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CC1=C(C(=O)C[C@@H]1OC(=O)[C@@H]2[C@H](C2(C)C)/C=C(\C)/C(=O)OC)C/C=C\C=C | |
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VJFUPGQZSXIULQ-QYVAASDLSA-N | |
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InChI=1S/C22H28O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8+,13-11+/t16-,18+,19+/m1/s1 | |
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Yes |
General status |
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Insecticide, Antiparasitic | |
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Plant-derived substance | |
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- | |
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- | |
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Natural | |
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Contact acting neurotoxins with repellent properties. Sodium channel modulator. | |
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- | |
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121-29-9 | |
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8003-34-7 | |
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204-462-6 | |
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32 | |
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069002 | |
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- | |
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Antiparasitic Products, Insecticides and Repellents: Ectoparasiticides, Insecticides and Repellents | |
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QP53AC51 | |
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No | |
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Allowed substance (Table 1: All food producing species) | |
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372.4 | |
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- | |
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(Z)-(S)-2-methyl-4-oxo-3-(penta-2,4-dienyl)cyclopent-2-enyl (E)-(1R)-trans-3-(2-methoxycarbonylprop-1-enyl)-2,2–dimethylcyclopropanecarboxylate | |
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(1R-(1α(S(Z),3β(E)))-2-methyl-4-oxo-3-(2,4-pantadienyl)cyclopenten-1-yl 3-(3-methoxy-2-methyl-3-oxo-1-propenyl)-2,2-dimethylcyclopropanecarboxylate | |
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- | |
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- | |
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Viscous amber coloured liquid | |
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Formulations |
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10.7 | 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 |
Low | ||||||||
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250000 | 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-Heptane5 = Verified data used for regulatory purposes |
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250000 | 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 ) p-Xylene5 = Verified data used for regulatory purposes |
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250000 | 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 ) Methane5 = Verified data used for regulatory purposes |
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250000 | 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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132 | 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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140 | 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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2.09 X 1004 | Calculated | - | |||||||
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4.32 | 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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0.85 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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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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No dissociation | |||||||||||
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1.22 X 10-02 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes |
Low volatility | ||||||||
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1.11E02 | 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 |
Volatile | ||||||||
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52.8 | A4 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) as pyrethrins4 = Verified data |
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Degradation |
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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 ) 4 = Verified data |
Non-persistent | |||||||
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2.5 | 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-persistent | ||||||||
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12 | H4 H = The US ARS pesticide properties database. Dataset is no longer available. 4 = Verified data |
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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EU dossier lab studies for pyrethrins | ||||||||||
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0.5 | 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 |
Fast | |||||||
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Rapid | ||||||||||
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528 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) 5 = Verified data used for regulatory purposes |
Very persistent | |||||||
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3.7 | 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 |
Fast | ||||||||
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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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- | H3 H = The US ARS pesticide properties database. Dataset is no longer available. 3 = Unverified data of known source |
Non-mobile | |||||||
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100000 | ||||||||||
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Literature data | ||||||||||
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298 | 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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27019 | ||||||||||
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0.986 | ||||||||||
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EU dossier data for pyrethrins Kf range 198-430 mL g⁻¹, kfoc range 12472-74175 mL g⁻¹, 1/n range 0.907-1.10, soils=4 | ||||||||||
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No |
Fate indices |
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-0.47 | Calculated | Low leachability | ||||||||||||||||||||||||||
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471 | 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 ) Whole fish5 = Verified data used for regulatory purposes |
Threshold for concern | |||||||||||||||||||||||||
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Not available | - |
Known soil metabolites |
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Minor fraction | 0.05 | - |
Known groundwater metabolites |
None
Other known metabolites |
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hydroxy-chrysanthenic acid | - | Plant | - | ||||
dihydroxy-chrysanthenic acid | - | Plant | - | ||||
dicarboxylic-chrysanthenic acid | - | Plant; Humans (Urine) | - | ||||
aldehyde-chrysanthenic acid | - | Plant | - |
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Terrestrial ecotoxicology |
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700 | 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 as pyrethrins5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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> 51151 | 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 ) Anas platyrhynchos as pyrethrins4 = Verified data |
Low | ||||||||
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23.7 | 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 ) Eisenia foetida corr4 = Verified data |
Moderate | ||||||||
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0.25 | 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 ) Eisenia foetida corr4 = Verified data |
Moderate | ||||||||
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0.013 | 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 |
High | |||||||
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Harmful | Q2 Q = Miscellaneous data from online sources Parasitic wasp2 = Unverified data of unknown source |
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Harmless | AA2 AA = IOBC Database on classification of side effects to beneficial organisms, 2005 Typhlodromus pyri2 = Unverified data of unknown source |
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Aquatic ecotoxicology |
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0.005 | 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 ) Oncorhynchus mykiss as pyrethrins4 = Verified data |
High | ||||||||
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0.263 | 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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0.0014 | 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 ) Americamysis bahia as pyrethrins4 = Verified data |
High | ||||||||
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320 | S1 S = Expert judgement Unknown species1 = Estimated data with little or no verification |
Low | ||||||||
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General |
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Intermediate (class II) | - | - | ||||||||
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700 | 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 as pyrethrins5 = 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 ) Rat as Pyrethrins5 = Verified data used for regulatory purposes |
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3.4 | 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 ) Rat as Pyrethrins5 = Verified data used for regulatory purposes |
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Intraperitoneal LD₅₀ = 200 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat as Pyrethrins3 = Unverified data of known source |
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0.04 | 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 ) Rat SF=1005 = Verified data used for regulatory purposes |
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0.2 | 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 ) Rat SF=1005 = Verified data used for regulatory purposes |
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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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10 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) default5 = Verified data used for regulatory purposes |
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Almost completely excreted within 72hrs | 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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May cause dermatitis May cause gastointestinal problems Possible thyroid and 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: H332, H312, H302 Environment: H400, H410 |
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II (Moderately hazardous) | |||
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UN3082 | |||
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Packaging Group III (minor danger) | |||
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pyrethrins (pyrethrin II) | ||
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pyrethrines | ||
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Pyrethrine | ||
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pyrethrin | ||
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piretrine | ||
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piretrina | ||
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pyretryny | ||
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pyretriner | ||
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pyrethrinen | ||
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Record last updated: | 31/10/2024 |
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 |