Imazamethabenz-methyl (Ref: AC 222293) |
![]() Last updated: 27/11/2019 |
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(Also known as: imazamethabenz, methyl variant; CL 222293) |
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A post-emergence herbicide for use in winter cereals and other crops to control grasses and some dicotyledonous weeds | |
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Grasses and some dicotyledonous weeds | |
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Sunflowers; Wheat; Barley | |
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Current | |
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1982, first reported; 1998, first registered 1988 |
UK regulatory status |
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Not approved | ||
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Expired | ||
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No UK approval for use |
EC Regulation 1107/2009 (repealing 91/414) |
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Not approved | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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UK | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Expired | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Not applicable | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Yes | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Also used in |
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USA |
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Chemical structure |
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A chiral molecule | |
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C₁₆H₂₀N₂O₃ | |
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COC(=O)c1ccc(C)cc1C2=NC(C)(C(C)C)C(=O)N2.COC(=O)c3cc(C)ccc3C4=NC(C)(C(C)C)C(=O)N4 | |
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No data | |
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WXUNXXKSYBUHMK-UHFFFAOYSA-N | |
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InChI=1S/C16H20N2O3/c1-9(2)16(4)15(20)17-13(18-16)12-8-10(3)6-7-11(12)14(19)21-5/h6-9H,1-5H3,(H,17,18,20) | |
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Yes |
General status |
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Herbicide | |
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Imidazolinone | |
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- | |
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Synthetic | |
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Selective, systemic absorbed through roots and leaves. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS. | |
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81405-85-8 | |
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- | |
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529 | |
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128842 | |
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54744 | |
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288.3 | |
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- | |
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mix of methyl 6-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-m-toluate and methyl 2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-p-toluate | |
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methyl 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-4(or 5)-methylbenzoate | |
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- | |
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- | |
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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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Avena fatua, Alopecurus myosuroides | |
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Off-white powder |
Formulations |
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Usually supplied as a liquid concentrate or as soluble granules. |
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1114 | K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data |
High | ||||||||
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291000 | C4 C = AGRITOX (click here ) Acetone4 = Verified data |
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135000 | C4 C = AGRITOX (click here ) Chloroform4 = Verified data |
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57500 | C4 C = AGRITOX (click here ) Xylene4 = Verified data |
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400 | L3 L = Pesticide manuals and hard copy reference books / other sources n-Hexane3 = Unverified data of known source |
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131 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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93 | L3 L = Pesticide manuals and hard copy reference books / other sources (closed cup)3 = Unverified data of known source |
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3.47 X 1001 | Calculated | - | |||||||
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1.54 | H4 H = The US ARS pesticide properties database (click here ) 4 = Verified data |
Low | ||||||||
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0.3 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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2.9 | DW4 DW = Don Wauchope personal database for Pka data: Wauchope, R. D. and Edwards, J. Dissociation constants for pesticide active ingredients: a database and comparison with predicted values. MS in preparation 4 = Verified data |
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Strong acid | |||||||||||
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1.50 X 10-03 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
Low volatility | ||||||||
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5.05 X 10-07 | H4 H = The US ARS pesticide properties database (click here ) 4 = Verified data |
Non-volatile | ||||||||
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Degradation |
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47 | K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data |
Moderately persistent | |||||||
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47 | K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data |
Moderately persistent | ||||||||
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General literature DT₅₀ range 45-57 days (R3) | ||||||||||
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36 | K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data |
Stable | |||||||
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133 | K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data |
Persistent | |||||||
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Slow at pH 5 to pH7, rapid at pH 9 | ||||||||||
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7 | K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data |
Moderately fast |
Soil adsorption and mobility |
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- | H3 H = The US ARS pesticide properties database (click here ) 3 = Unverified data of known source |
Mobile | |||||||
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35 | ||||||||||
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Other sources: 51 mL g⁻¹ (DW3) | ||||||||||
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Fate indices |
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4.11 | Calculated | High leachability | ||||||||||||||||||||||||||
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1.21 X 1000 | Calculated | - | |||||||||||||||||||||||||
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Medium | Calculated | - | ||||||||||||||||||||||||||
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Mobile | Calculated | - |
Key metabolites |
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Soil | - | - |
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Low risk | Q3 Q = Miscellaneous internet resources Based on LogP < 33 = Unverified data of known source |
Low risk | |||||||
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> 5000 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
Low | ||||||||
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12.5 | L2 L = Pesticide manuals and hard copy reference books / other sources Rat 2 year2 = Unverified data of unknown source |
High | |||||||
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> 2150 | L3 L = Pesticide manuals and hard copy reference books / other sources Anas platyrhynchos3 = Unverified data of known source |
Low | ||||||||
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> 100 | L3 L = Pesticide manuals and hard copy reference books / other sources Oncorhynchus mykiss3 = Unverified data of known source |
Low | ||||||||
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> 220 | J4 J = Pesticide Action Network database (click here ) Daphnia magna4 = Verified data |
Low | ||||||||
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78.1 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) Pseudokirchneriella subcapitata4 = Verified data |
Low | ||||||||
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50 | Q2 Q = Miscellaneous internet resources Unknown species2 = Unverified data of unknown source |
Low | ||||||||
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> 100 | K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data |
Low | ||||||||
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> 123 | L3 L = Pesticide manuals and hard copy reference books / other sources Eisenia foetida3 = Unverified data of known source |
Moderate | ||||||||
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General |
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High (class III) | - | - | ||||||||
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> 5000 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
Low | ||||||||
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2000 | L3 L = Pesticide manuals and hard copy reference books / other sources Rabbit3 = Unverified data of known source |
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5.8 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat3 = Unverified data of known source |
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0.0625 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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Health issues |
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May cause irreversible eye damage |
Handling issues |
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Prevent generation of mists Corrosive |
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Not classified: Obsolete | |||
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Xi - Irritant: R36 N - Dangerous for the environment: R50 |
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U (Unlikely to present an acute hazard) | |||
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imazamethabenz-methyl | ||
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imazamethabenz | ||
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Imazamethabenz-methyl | ||
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imazamethabenz-methyl | ||
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imazamethabenz | ||
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imazametabenz-metil | ||
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imazametabenz metylu | ||
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imazamethabenzmethyl |
Record last updated: | 27/11/2019 |
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 |