Description

Imazamox (CAS No. 114311-32-9) is a highly selective imidazolinone herbicide with the molecular formula C₁₅H₁₉N₃O₄. Its IUPAC name is 5-(methoxymethyl)-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)pyridine-3-carboxylic acid. This white to off-white crystalline solid is widely recognized for its post-emergent herbicidal activity, specifically targeting acetolactate synthase (ALS) in susceptible plants. Imazamox is soluble in water (1.4 g/L at 25°C) and exhibits stability under normal storage conditions. It is available in high-purity grades (>98%) suitable for research, agricultural formulation, and analytical applications. Synonyms include Pulsar, Raptor, and Imazamox [ISO]. Packaged in amber glass vials or HDPE bottles to ensure stability.

Properties

• CAS Number: 114311-32-9
• Complexity: 491
• IUPAC Name: 2-(4-isopropyl-4-methyl-5-oxo-1H-imidazol-2-yl)-5-(methoxymethyl)pyridine-3-carboxylic acid
• InChI: InChI=1S/C15H19N3O4/c1-8(2)15(3)14(21)17-12(18-15)11-10(13(19)20)5-9(6-16-11)7-22-4/h5-6,8H,7H2,1-4H3,(H,19,20)(H,17,18,21)
• InChI Key: NUPJIGQFXCQJBK-UHFFFAOYSA-N
• LogP: log Kow = 0.73
• Exact Mass: 305.13755610
• Molecular Formula: C15H19N3O4
• Molecular Weight: 305.33
• SMILES: CC(C)C1(C(=O)NC(=N1)C2=C(C=C(C=N2)COC)C(=O)O)C
• Topological: 101
• Monoisotopic Mass: 305.13755610
• Physical Description: Off-white odorless solid;
• Color/Form: Off-white powdered solid
• Odor: Odorless
• Melting Point: 166.0 to 166.7 °C
• Solubility: In water, 4,160 ppm at 20 °C /deionized water/
• Density: 1.39 g/mL
• Vapor Pressure: Vapor pressure: <1.3X10-2 mPa at 25 °C
• Stability/Shelf Life: Stable under recommended storage conditions.
• Dissociation Constants: pKa1 = 2.3; pKa2 = 3.3
• Synonyms: Imazamox, 114311-32-9, Pulsar, Raptor, Imazamox [ISO], Raptor (herbicide), HSDB 7013, 3-Pyridinecarboxylic acid, 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-(methoxymethyl)-, UG6793ON5F, DTXSID3034664, AC 299263, CL 299263, EINECS Annex I Index 613-208-00-7, IMAZAMOX [MI], RAPTOR [HSDB], SWEEPER 70DG, 2-(4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-5-(methoxymethyl)-3-pyridinecarboxylic acid, DTXCID1014664, 5-Methoxymethyl-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid, 2-[4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-(methoxymethyl)-3-pyridinecarboxylic acid, 3-Pyridinecarboxylic acid, 2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-5-(methoxymethyl)-, 2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid, Pulsar: Raptor, 2-[4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-5-methoxymethylnicotinic acid, 5-(Methoxymethyl)-2-(4-methyl-4-(1-methylethyl)-5-oxo-4,5-dihydro-1H-imidazol-2-yl)pyridine-3-carboxylic acid, 5-(Methoxymethyl)-2-[4-methyl-4-(1-methylethyl)-5-oxo-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid, CHEBI:81857, ANNEX I INDEX 613-208-00-7, 5Methoxymethyl2(4isopropyl4methyl5oxo2imidazolin2yl)nicotinic acid, 2(4,5Dihydro4methyl4(1methylethyl)5oxo1Himidazol2yl)5(methoxymethyl)3pyridinecarboxylic acid, MFCD03427427, 5-(methoxymethyl)-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)pyridine-3-carboxylic acid, CHEBI:83742, 2-(4-isopropyl-4-methyl-5-oxo-1H-imidazol-2-yl)-5-(methoxymethyl)pyridine-3-carboxylic acid, 2-(5-isopropyl-5-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid, (+-)-Imazamox, CL29926;(+/-)-Imazamox, 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid, 221298-64-2, UNII-UG6793ON5F, Imazamox (Standard), Imazamox 10 microg/mL in Acetonitrile, CL29926;()-Imazamox, SCHEMBL18640, (+/-)-IMAZAMOX, CHEMBL1881028, SCHEMBL22939437, GLXC-25871, WIA29864, Tox21_301007, AKOS015895776, AKOS040741871, CS-5783, FI33609, HY-100427R, NCGC00163955-01, NCGC00163955-02, NCGC00163955-03, NCGC00254909-01, AS-13848, AC-299263, CL-299263, DB-041210, HY-100427, CAS-114311-32-9, Imazamox, PESTANAL(R), analytical standard, NS00000438, C18598, F21405, Q17166948, 5-Methoxymethyl-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl) nicotinic acid, 5-(methoxymethyl)-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid

Application

Imazamox is primarily used as a broad-spectrum herbicide for selective weed control in legume crops (e.g., soybeans, alfalfa) and Clearfield® rice systems. It inhibits branched-chain amino acid synthesis by targeting acetolactate synthase (ALS), effectively controlling grasses and broadleaf weeds. Applications include post-emergent foliar sprays with recommended adjuvant systems for enhanced efficacy. Resistance management strategies are advised due to its site-specific mode of action.

Safety and Hazards

GHS Hazard Statements

• H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
• H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P273, P391, and P501

Hazard Classes and Categories

• Repr. 2 (16.8%)
• Repr. 2 (15.4%)
• Aquatic Acute 1 (100%)
• Aquatic Chronic 1 (100%)

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