Pyrethrins (cinerin I) |
Last updated: 31/10/2024 |
(Also known as: pyrethum; cinerin) |
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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 cinerin I; Approved as pyrethrins (mix) | |
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Not approved as cinerin I; Approved as pyrethrins (mix) |
Chemical structure |
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Cinerin-I is a complex molecule with three chiral centres. | |
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C₂₀H₂₈O₃ | |
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CC=CCC1=C(C(CC1=O)OC(=O)C2C(C2(C)C)C=C(C)C)C | |
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C/C=C\CC1=C([C@@H](CC1=O)OC(=O)[C@@H]2[C@H](C2(C)C)C=C(C)C)C | |
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FMTFEIJHMMQUJI-RWRPJIPASA-N | |
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InChI=1S/C20H28O3/c1-7-8-9-14-13(4)17(11-16(14)21)23-19(22)18-15(10-12(2)3)20(18,5)6/h7-8,10,15,17-18H,9,11H2,1-6H3/b8-7-/t15-,17-,18+/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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25402-06-6 | |
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8003-34-7 | |
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246-948-0 | |
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32 | |
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- | |
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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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316.4 | |
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- | |
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(Z)-(S)-3-(but-2-enyl)-2-methyl-4-oxocyclopent-2-enyl(1R)-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate | |
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(1R-(1α(S(Z),3β))-3-(2-butenyl)-2-methyl-4-oxo-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propenyl) cyclopropanecarboxylate | |
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- | |
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Viscous amber coloured liquid | |
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Formulations |
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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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190 | 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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3.47 X 1005 | Calculated | - | |||||||
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5.54 | 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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6.93 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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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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1050 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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 ) Apis mellifera4 = Verified data |
High | |||||||
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0.10 | K3 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) Apis mellifera3 = Unverified data of known source |
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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0.273 | 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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1050 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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 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 Not expected to auto-ignite; Not highly flammable IMDG Transport Hazard Class 9 |
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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 (cinerin I) | ||
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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 |