Imazapic (Ref: AC 263222) |
![]() Last updated: 04/03/2020 |
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(Also known as: imazamethapyr; imazameth; CL 263222) |
SUMMARY |
Imazapic is a selective pre- and post-emergent herbicide without EU regulatory approval for use. It has a high aqueous solubility, is volatile and, based on its chemical properties, is moderately mobile and may leach to groundwater. It is may be persistent in soil systems but usually degrades quickly in aquatic systems via photolysis. It has a low mammalian toxicity and has a high potential for bioaccumulation. It has a low level of toxicity to birds but is more toxic to aquatic life and honey bees. |
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A selective herbicide used for both the pre- and post-emergent control of some grasses and broad-leaved weeds. | |
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Annual and perennial grasses and some broad-leaved weeds | |
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Peanuts; Rangeland; Non-cropped areas | |
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Current | |
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1996 |
UK regulatory status |
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Not approved | ||
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Not applicable | ||
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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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Not applicable | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Not applicable | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Yes | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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Also used in |
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Australia, USA |
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Chemical structure |
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Imazapic is a molecule with one chiral centre. The technical material is an isomeric mixture. | |
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C₁₄H₁₇N₃O₃ | |
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CC1=CN=C(C(=C1)C(=O)O)C2=NC(C(=O)N2)(C)C(C)C | |
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No data | |
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PVSGXWMWNRGTKE-UHFFFAOYSA-N | |
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InChI=1S/C14H17N3O3/c1-7(2)14(4)13(20)16-11(17-14)10-9(12(18)19)5-8(3)6-15-10/h5-7H,1-4H3,(H,18,19)(H,16,17,20) | |
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Yes |
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Common Name | Relationship | Link |
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imazapic | - | ![]() |
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, contact and residual activity, inhibiting the production of amino acids necessary for cell division and growth. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS. | |
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104098-48-8 | |
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None allocated | |
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129041 | |
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91770 | |
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275.30 | |
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rac-5-methyl-2-[(4R)-4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid | |
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2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-5-methylnicotinic acid | |
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2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-methyl-3-pyridinecarboxylic acid | |
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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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Amaranthus palmeri | |
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Pale tan coloured powder | |
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Formulations |
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Often supplied as watter dispersible granules |
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2230 | V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM ) at 25 °C3 = Unverified data of known source |
High | ||||||||
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18.9 | L3 L = Pesticide manuals and hard copy reference books / other sources Acetone3 = Unverified data of known source |
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205 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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2.95 X 1002 | Calculated | - | |||||||
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2.47 | V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM ) 3 = Unverified data of known source |
Low | ||||||||
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1.31 | Q2 Q = Miscellaneous internet resources 2 = Unverified data of unknown source |
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2.0 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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Strong acid; pKa(2) 3.6; pKa(3) 11.1 | |||||||||||
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0.01 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
Low volatility | ||||||||
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Degradation |
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120 | Q3 Q = Miscellaneous internet resources 3 = Unverified data of known source |
Persistent | |||||||
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232 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source |
Persistent | ||||||||
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Literature DT₅₀ values range 31-410 days. Main degradation route is microbial. | ||||||||||
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0.3 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
Fast | |||||||
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Soil adsorption and mobility |
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- | US3 US = US Dept of Agriculture National Resources Conservation Service - various datasheets, databases and online sources 3 = Unverified data of known source |
Moderately mobile | |||||||
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137 | ||||||||||
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Fate indices |
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4.41 | Calculated | High leachability | ||||||||||||||||||||||||||
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2.32 X 1000 | Calculated | - | |||||||||||||||||||||||||
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Medium | Calculated | - | ||||||||||||||||||||||||||
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Moderately mobile | Calculated | - |
Key metabolites |
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Soil | 0.1 | - |
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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 | R4 R = Peer reviewed scientific publications Rat4 = Verified data |
Low | ||||||||
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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 | R4 R = Peer reviewed scientific publications Oncorhynchus mykiss4 = Verified data |
Low | ||||||||
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10 | P3 P = Other governments and regulators Danio rerio3 = Unverified data of known source |
Moderate | ||||||||
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> 100 | R4 R = Peer reviewed scientific publications Daphnia magna4 = Verified data |
Low | ||||||||
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> 97.7 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) Americamysis bahia4 = Verified data |
Moderate | ||||||||
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0.051 | L3 L = Pesticide manuals and hard copy reference books / other sources Pseudokirchneriella subcapitata3 = Unverified data of known source |
Moderate | ||||||||
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> 100000 | R4 R = Peer reviewed scientific publications 4 = Verified data |
Low | |||||||
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General |
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High (class III) | - | - | ||||||||
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> 5000 | R4 R = Peer reviewed scientific publications Rat4 = Verified data |
Low | ||||||||
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2000 | R4 R = Peer reviewed scientific publications Rabbit4 = Verified data |
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> 4.83 | L3 L = Pesticide manuals and hard copy reference books / other sources Rat 4 hr3 = Unverified data of known source |
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0.5 | 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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No further information available |
Handling issues |
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No information available | |||
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Environment: H400, H410 | |||
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Xi - Irritant: R36 | |||
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S22, S24/25, S36/37/39 | |||
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NL (Not listed) | |||
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imazapic | ||
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imazapic | ||
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imazapik | ||
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Record last updated: | 04/03/2020 |
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 |