Description

Imazaquin (CAS No. 81335-37-7) is a highly selective herbicide belonging to the imidazolinone class, with the molecular formula C₁₇H₁₇N₃O₃. Its IUPAC name is 2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)quinoline-3-carboxylic acid. This compound is widely recognized for its pre- and post-emergent herbicidal activity, effectively controlling broadleaf weeds and grasses in leguminous crops such as soybeans. Imazaquin functions by inhibiting the enzyme acetolactate synthase (ALS), crucial for branched-chain amino acid synthesis, leading to plant growth cessation. It is available in high-purity formulations suitable for research, agricultural applications, and regulatory studies. Store in a cool, dry place away from direct sunlight to maintain stability.

Properties

• CAS Number: 81335-37-7
• Complexity: 545
• IUPAC Name: 2-(4-isopropyl-4-methyl-5-oxo-1H-imidazol-2-yl)quinoline-3-carboxylic acid
• InChI: InChI=1S/C17H17N3O3/c1-9(2)17(3)16(23)19-14(20-17)13-11(15(21)22)8-10-6-4-5-7-12(10)18-13/h4-9H,1-3H3,(H,21,22)(H,19,20,23)
• InChI Key: CABMTIJINOIHOD-UHFFFAOYSA-N
• Exact Mass: 311.12699141
• Molecular Formula: C17H17N3O3
• Molecular Weight: 311.33
• SMILES: CC(C)C1(C(=O)NC(=N1)C2=NC3=CC=CC=C3C=C2C(=O)O)C
• Topological: 91.7
• Monoisotopic Mass: 311.12699141
• Physical Description: Colorless or tan solid; Technical product: Odorless white solid; Yellowish grey solid;
• Color/Form: Colorless solid
• Odor: Slightly pungent
• Melting Point: 219-222 °C
• Solubility: Sol in water /Imazaquin ammonium salt/
• Vapor Pressure: <0.013 mPa @ 60 °C
• Stability/Shelf Life: Stable in aqueous solutions for at least 1 mo, when stored in the dark. Rapidly degraded on exposure to UV light.
• Synonyms: IMAZAQUIN, 81335-37-7, Scepter Herbicide, Caswell No. 003C, Imazaquin [BSI:ISO], Imazaquine [ISO-French], 2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)quinoline-3-carboxylic acid, Imazaquin acid, 3-Quinolinecarboxylic acid, 2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-, 8LZY7C31XA, 2-(5-Isopropyl-5-methyl-4-oxo-2-imidazolin-2-yl)-3-quinolinecarboxylic acid, 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid, CHEBI:5869, 2-(4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-3-quinolinecarboxylic acid, DTXSID3024152, 2-(4-isopropyl-4-methyl-5-oxo-1H-imidazol-2-yl)quinoline-3-carboxylic acid, DTXCID904152, Imazaquine, 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-3-quinolinecarboxylic acid, 2-(4-Isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-3-quinolinecarboxylic acid, 3-Quinolinecarboxylic acid, 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-, CAS-81335-37-7, HSDB 6677, 2-(4-ISOPROPYL-4-METHYL-5-OXO-4,5-DIHYDRO-1H-IMIDAZOL-2-YL)QUINOLINE-3-CARBOXYLIC ACID, UNII-8LZY7C31XA, EPA Pesticide Chemical Code 128840, BRN 5450078, AC 252214, MFCD00778521, IMAZAQUIN [ISO], IMAZAQUIN [MI], IMAGE (PESTICIDE), IMAZAQUINE [HSDB], 2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)quinoline-3-carboxylic acid, SCHEMBL18804, MLS000080369, SCHEMBL6642906, CHEMBL1447880, IMAZAQUIN, (+/-)-, CHEBI:147361, HMS2336H03, Tox21_202008, Tox21_300796, BBL010099, BDBM50486241, STK711163, AKOS004910001, AKOS040741872, CS-W020929, HY-W040189, NCGC00065519-02, NCGC00065519-03, NCGC00065519-04, NCGC00065519-05, NCGC00163758-01, NCGC00163758-02, NCGC00254700-01, NCGC00259557-01, 3-quinolinecarboxylic acid, 2-(4,5-dihydro-4-methyl-4-(1- methylethyl)-5-oxo-1H-imidazol-2-yl)-, DA-74446, SMR000059314, VS-02316, NS00009683, Imazaquin, PESTANAL(R), analytical standard, C05076, Q15303948, 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)3-quinolinecarboxylic acid, 2-(4-ISOPROPYL-4-METHYL-5-OXO-2-IMIDAZOLIN-2-YL)QUINOLINE-3- CARBOXYLIC ACID, 2-(5-ISOPROPYL-5-METHYL-4-OXO-2-IMIDAZOLIN-2-YL)-3- QUINOLINECARBOXYLIC ACID, 2-(4,5-DIHYDRO-4-METHYL-4-(1-METHYLETHYL)-5-OXO-1H-IMIDAZOL- 2-YL)-3-QUINOLINECARBOXYLIC ACID, 2-[4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-3-quinolinecarboxylicacid

Application

Imazaquin is primarily used as a selective herbicide for soybeans and other legume crops, providing effective control of broadleaf weeds and grasses. It is applied pre-emergence or post-emergence, with systemic action ensuring long-lasting weed suppression. Researchers utilize Imazaquin to study ALS inhibitor resistance mechanisms in weeds. Its environmental impact and degradation pathways are also subjects of agrochemical research.

Safety and Hazards

GHS Hazard Statements

• H312 (22.1%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H400 (69.5%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
• H410 (69.5%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P273, P280, P302+P352, P317, P321, P362+P364, P391, and P501

Hazard Classes and Categories

• Acute Tox. 4 (22.1%)
• Aquatic Acute 1 (69.5%)
• Aquatic Chronic 1 (69.5%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.