Cinmethylin (Ref: BAS 684 H) |
Last updated: 23/05/2024 |
(Also known as: WL 95481; cinch; SD 95481) |
SUMMARY |
Cinmethylin is a selective, pre-emergence herbicide used mainly for rice and cereal crops. It is moderately soluble in water, is quite volatile and, based on its chemical properties, it is non-mobile and would not be expected to leach to groundwater. It may be persistent in both soil and aquatic systems. It is not susceptible to hydrolysis. It is not acutely toxic to mammals but it is an eye and skin irritant. It shows a moderate level of toxicity to birds, fish and daphnia. |
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 pre-emergence herbicide used to control annual grasses and broad -eaved weeds | |
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Barnyard grass; Velvetleaf; Crabgrass; Pigweed; Annual ryegrass; Black grass; Annual meadow grass and annual dicots | |
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Rice; Soybeans; Cereals including winter wheat, winter barley; Winter oilseed rape | |
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Efficacy established via field trials | |
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Current | |
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1989, introduced |
UK regulatory status |
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Approved | ||
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06/06/2032 | ||
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- |
EC Regulation 1107/2009 (repealing 91/414) |
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Pending | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Netherlands/France | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Not applicable | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Not applicable | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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No | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Additional information |
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Australia |
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Chemical structure |
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A chiral molecule with three stereocenters. The technical material is a racemic mixture. | |
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C₁₈H₂₆O₂ | |
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CC1=CC=CC=C1COC2CC3(CCC2(O3)C)C(C)C | |
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No data | |
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QMTNOLKHSWIQBE-UHFFFAOYSA-N | |
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InChI=1S/C18H26O2/c1-13(2)18-10-9-17(4,20-18)16(11-18)19-12-15-8-6-5-7-14(15)3/h5-8,13,16H,9-12H2,1-4H3/t16-,17+,18-/m1/s1 | |
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Yes |
General status |
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Herbicide, Other substance | |
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Biocide | |
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Cineole compound; Unclassified herbicide | |
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>950 g kg⁻¹ | |
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UK HSE Dossier: BAS 4539586 (1SR,2RS,4RS)-1-methyl-4-(pro-pan-2-yl)-7--oxa-bicyclo2.2.1-heptan-2-ol: 4.0 g kg⁻¹; Toluene: 0.5 g kg⁻¹ EFSA 2022 dossier: Toluene < 0.5 g kg⁻¹ |
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Synthetic | |
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Selective, systemic, absorbed by roots and translocated. Disrupts the meristemic development in shoots and roots of susceptible weeds. | |
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87818-31-3 | |
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402-410-9 | |
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1022 | |
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128837 | |
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91745 | |
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603-093-00-1 | |
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274.40 | |
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rac-(1R,2S,4S)-1-methyl-2-[(2-methylphenyl)methoxy]-4-(propan-2-yl)-7-oxabicyclo[2.2.1]heptane | |
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rac-(1R,2S,4S)-1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptane | |
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rel-(1R,2S,4S)-1-methyl-4-(1-methylethyl)-2-((2-methylphenyl)methoxy)-7-oxabicyclo[2.2.1]heptane | |
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Risk of spray drift; Registered Under REACH | |
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- | |
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Q | |
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30 | |
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Not applicable | |
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Not applicable | |
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- | |
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Dark orange liquid, colourless in pure form.faint fruity odour. |
Formulations |
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Usually supplied as an emusifiable concentrate or as granules for use as a foliar spray |
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58 | 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 |
Moderate | ||||||||
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Miscible | 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 |
- | ||||||||
Miscible | 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 ) Ethyl acetate5 = Verified data used for regulatory purposes |
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Miscible | 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 |
- | |||||||||
Miscible | 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 ) Methanol5 = Verified data used for regulatory purposes |
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Decomposes before melting | 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 ) solidifies at -56 °C5 = Verified data used for regulatory purposes |
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330 | 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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None observed <400 | 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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- | - | - | ||||||||
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3.16 X 1004 | Calculated | - | |||||||
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4.5 | 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 ) 5 = Verified data used for regulatory purposes |
High | ||||||||
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- | - | - | |||||||
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- | - | - | ||||||||
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1.014 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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n/a | 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 | |||||||||||
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8.1 | 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 |
Moderately volatile. If applied directly to plants or soil, drift is a concern & mitigation is advisable | ||||||||
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3.2 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 |
Non-volatile | ||||||||
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- | - | - | |||||||
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- | - | - | ||||||||
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pH 6.8: 209nm=8671.6, 262nm=269.0 pH 6.0: 196nm=22072.9, 208nm=8774.2, 263nm=327.9 pH 1.8: 9nm=12125.9, 208nm=8768;3, 263nm=327.9 pH 12.1: 215nm: 6017.6, 263nm=312.7 |
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 |
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50.3 | 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 ) 20 °C 99%5 = Verified data used for regulatory purposes |
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Degradation |
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Not readily biodegradable | ||||||||||
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93.6 | 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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93.6 | 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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22.4 | 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-persistent | ||||||||
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231.9 | 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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111.5 | 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 ) 5 = Verified data used for regulatory purposes |
- | ||||||||
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11.1 | 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 ) normalised5 = Verified data used for regulatory purposes |
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UK HSE dossier 2020: Lab studies DT₅₀ (measured) range 18.5-93.6 days; DT₉₀ (measured)range 63.5-541.4 days, Soils= 4; Field studies DT₅₀ (measured) range 2.5-207.6 days, DT₉₀ (measured) range 18.2-207.6 days, Soils=11; Literature values DT₅₀ range 23-75 days; slower in paddy fields | ||||||||||
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41.8 | 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 ) 5 = Verified data used for regulatory purposes |
Stable | |||||||
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Stable | 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 |
Stable | |||||||
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Stable pH 3 to pH 11 at 25 °C. | ||||||||||
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39.2 | 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 ) 5 = Verified data used for regulatory purposes |
Moderately fast | ||||||||
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7.0 | 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 |
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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- | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
Non-mobile | |||||||
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6850 | ||||||||||
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Other data source: 300 mL g⁻¹ (US3) | ||||||||||
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4.6 | 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 mobile | |||||||
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317.9 | ||||||||||
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0.97 | ||||||||||
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UK HSE Dossier 2020: kf range 1.9-13.5 mL g⁻¹, Kfoc range 266.5-510.1 mL g⁻¹, 1/n range 0.94-1.00, Soils=5 | ||||||||||
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None |
Fate indices |
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2.02 | Calculated | Transition state | ||||||||||||||||||||||||||
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6.88 X 10-02 | Calculated | - | |||||||||||||||||||||||||
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- | ||||||||||||||||||||||||||||
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Low | Calculated | - | ||||||||||||||||||||||||||
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Non-mobile | Calculated | - | ||||||||||||||||||||||||||
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2.0 | 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 ) 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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677 | 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 |
Threshold for concern | |||||||||||||||||||||||||
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1.12 | - |
Known metabolites |
None
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Terrestrial ecotoxicology |
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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 ) Rat5 = Verified data used for regulatory purposes |
Low | ||||||||
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- | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
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30 | - | |||||||||
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- | - | - | ||||||||
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> 3776 | 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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- | - | - | ||||||||
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99.1 | 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 |
Moderate | ||||||||
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- | - | - | ||||||||
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43.63 | 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 andrei5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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- | - | - | |||||||
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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 ) Folsomia foetida5 = Verified data used for regulatory purposes |
- | ||||||||
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31.3 | 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 ) Ryegrass5 = Verified data used for regulatory purposes Vegetative vigour, ER₅₀ as g ha⁻¹ |
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> 200 | 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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> 200 | 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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- | - | - | ||||||||
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143.2 | 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 ) Apis mellifera5 = Verified data used for regulatory purposes |
- | ||||||||
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> 272 | B3 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 terrestris as BAS684 02 H3 = Unverified data of known source |
Low | |||||||
Data based on preparation | |||||||||||
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112 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Aphidius rhopalosiphi5 = Verified data used for regulatory purposes |
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629.5 | 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 ) Typhlodromus pyri5 = Verified data used for regulatory purposes |
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Aquatic ecotoxicology |
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> 5.75 | 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 ) Cyprinus carpio5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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0.59 | 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 ) Pimephales promelas5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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11.56 | f3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) Danio rerio EC₅₀ Embryo3 = Unverified data of known source |
Moderate | ||||||||
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> 10.68 | 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 ) Daphnia magna5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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0.29 | 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 ) Daphnia magna5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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0.089 | 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 gibba5 = Verified data used for regulatory purposes |
Moderate | ||||||||
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23.04 | 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 ) Pseudokirchneriella subcapitata5 = Verified data used for regulatory purposes |
Low | ||||||||
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General |
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High (class III) | - | - | ||||||||
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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 ) 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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> 5.3 | 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 ) Rat 4 hr (nose only)5 = Verified data used for regulatory purposes |
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0.08 | 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 ) Dog SF=1005 = Verified data used for regulatory purposes |
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0.3 | 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 ) Rat SF=1005 = Verified data used for regulatory purposes |
- | ||||||||
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0.21 | 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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0.06 | 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 ) Dog SF=1005 = Verified data used for regulatory purposes |
- | ||||||||
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0.4-22.0 | 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 ) concentration dependent5 = Verified data used for regulatory purposes |
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No unacceptable risks identified for proposed pattern of use | |||||||||
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No unacceptable risks identified for proposed pattern of use | ||||||||||
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Rapid excretion via both the urine and faeces | 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 |
- |
Health issues |
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Gastrointestinal or liver toxicant May damage nasal cavity |
Handling issues |
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Not explosive or oxidising Not expected to auto-ignite; Not highly flammable |
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Health: H332 Environment: H410 |
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III (Slightly hazardous) | |||
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cinmethylin | ||
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cinméthyline | ||
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cynmetylina | ||
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Record last updated: | 23/05/2024 |
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 |