(RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid
Imazamox
CAS: 114311-32-9
Molecular Formula: C15H19N3O4
(RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid - Names and Identifiers
| Name | Imazamox |
| Synonyms | Raptor Sweeper Odyseey AC299263 Imazamox IMAZAMOX Imazamox PESTANAL 2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid 5-(methoxymethyl)-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid 2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1h-imidazol-2-yl)-5-(methoxymethyl)-3-pyridinecarboxylic acid |
| CAS | 114311-32-9 |
| InChI | InChI=1/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) |
| InChIKey | NUPJIGQFXCQJBK-UHFFFAOYSA-N |
(RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid - Physico-chemical Properties
| Molecular Formula | C15H19N3O4 |
| Molar Mass | 305.33 |
| Density | 1.39 g/cm3 |
| Melting Point | 166-167°C |
| Appearance | neat |
| pKa | pK1 2.3; pK2 3.3(at 25℃) |
| Storage Condition | 0-6°C |
| Refractive Index | 1.602 |
| Physical and Chemical Properties | This product is solid. m. P. 166-166.7 °c, vapor pressure <1.3 x 10-5Pa. Solubility: dichloromethane 14.3g/100L, methanol 6.68g/100L, acetone 2.93g/100L, acetonitrile 1.85g/100L, ethyl acetate 1.02g/100L, n-hexane 0.0006g/100L, partition coefficient 5.36(25 °c). Can be in a wide range of pH conditions and water affinity, adsorption. In PH 5, ph 7.9 buffer solution for 30 days without hydrolysis. Sensitive to light. |
| Use | Broad-spectrum, highly active Imidazolinone herbicides. Its mechanism of action mainly inhibits the activity of acetate synthase (AHAs), affects the biosynthesis of 3 kinds of branched chain amino acids-valine, leucine and isoleucine, and finally destroys the synthesis of protein, interferes with DNA synthesis and cell division and growth. After the treatment of stem and leaf after the seedling, the medicament was quickly absorbed by the plant leaves and transmitted to the whole plant, and the weeds stopped growing and died after 4 to 6 weeks. It is highly resistant to most leguminous crops, and it has the best spraying effect in the early stage of soybean seedling, especially in the 1~4 leaf stage of weeds. For some sensitive weeds (such as amaranth, Xanthium sibiricum, etc.) in the 4 leaf stage spraying can also receive good control effect. Early application after seedling, not only can control the emergence of weeds, but also in the spray dropped in the soil of the liquid droplets |
| In vitro study | Half-life of Imazamox in the soil ranges from 1 to 3 months exhibit low mammalian toxicity. Plants are treated with Imazamox (250 μM) in the nutrient solution and harvested 7 days after. Imazamox is mainly accumulated in V. sativa , six fold higher than those detected in P.vulgaris . |
(RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid - Risk and Safety
| Hazard Symbols | N - Dangerous for the environment |
| Risk Codes | 50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN3077 9/PG 3 |
| WGK Germany | 3 |
| Toxicity | LD50 (technical grade) orally in rats: >5000 mg/kg; dermally in rabbits: >4000 mg/kg; LC50 by inhalation in rats: >6.3 mg/l (Glover) |
(RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| toxicity | industrial products have acute oral LD50>5000mg/kg for rats and mice and acute percutaneous LD50>4000mg/kg for rabbits. No irritation to skin and eyes. Animal experiments have no teratogenicity or mutagenicity. Acute oral LD50 of quail> 1846 mg/kg, rainbow trout LC50122mg/L (96h). Due to the extremely low toxicity to mammals, it is very safe to use and store. |
| Biological activity | Imazamox (CL29926) is a systemic herbicide with high selectivity, high activity, safety and broad-spectrum activity. It can inhibit the production of acetolactate synthase (ALS) in plants, thereby inhibiting plant growth and eventually leading to plant death. |
| Animal Model: | 50 male Sprague-Dawley rats (300 ± 10 g) |
| Dosage: | 12 mg/kg, 24 mg/kg and 36 mg/kg |
| Administration: | Intraperitoneal injection; for 24 hours, 48 hours or 72 hours |
| Result: | Induced toxic effects in the liver and pancreas. |
| uses | broad-spectrum, highly active imidazolinone herbicides. Its mechanism of action mainly inhibits the activity of glycolic acid synthase (AHAs), affects the biosynthesis of three branched chain amino acids-valine, leucine and isoleucine, and ultimately destroys protein synthesis, interferes with DNA synthesis and cell division and growth. After the agent was treated with stems and leaves after seedlings, it was quickly absorbed by the plant leaves and conducted to the whole plant. The weeds stopped growing and died after 4 to 6 weeks. It is highly resistant to most leguminous crops. Spraying the stems and leaves in the early stage after soybean seedlings, especially in the 1~4 leaf stage of weeds, has the best effect. For some sensitive weeds (such as amaranth, Xanthium, etc.) in the 4 leaf stage spray can also receive good control effect. Early application after seedlings, not only can control the emergence of weeds, but also in the spray drop in the soil of the liquid spray also has a certain period of residual activity. The application amount of soybean field is 35~45g active ingredient/hm2. Non-ionic surfactant with a spray amount of 0.1% ~ 0.25% or concentrated vegetable oil with a spray amount of 1.0% ~ 1.25% should be added when spraying. In addition, adding 1.0% ~ 2.0% nitrogen fertilizer or adding 2~4kg ammonium sulfate per hectare can also improve the biological activity of the drug, thus obtaining better weeding effect. The main herbicide spectrum is most broad-leaved weeds, and it also has a good control effect on grass weeds such as barnyard, wild oats, Setaria, and Kanmai Niang. What is more prominent is some refractory weeds, such as Curl-stem Polygonum, Sonchus, broken bowl flowers, ferret, Commelina communis, Solanum nigrum, etc. The dosage is 20~50g of active ingredient/hm2. Sensitive to sugar beet, solanaceae and other crops. |
| production method | preparation method 1 uses propionaldehyde as the starting material, and a series of reactions such as formaldehyde condensation, closed loop, halogenation, methoxylation, etc. to prepare methoxymein tobacco. The second preparation method uses methoxypropanal, diethyl oxalate, and methyl isopropyl ketone as starting materials, and undergoes the following series of reactions to obtain methoxyamine tobacco. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:32:03
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