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Imazameth

CAS No.
104098-48-8
Chemical Name:
Imazameth
Synonyms
CADRE;IMAZAPI;IMAZAPIC;IMAZAMETH;Imazapic 70%WG;AC 263, 222(TM);imazapic(bsi,iso);Imazapic, Pestanal;Pirarubicine Impurity 9;Imazapic@100 μg/mL in Acetonitrile
CBNumber:
CB6354097
Molecular Formula:
C14H17N3O3
Molecular Weight:
275.3
MDL Number:
MFCD04307828
MOL File:
104098-48-8.mol
Last updated:2024-04-25 17:59:01

Imazameth Properties

Melting point 205-207°C
Density 1.31±0.1 g/cm3(Predicted)
storage temp. 0-6°C
solubility DMSO (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly, Sonicated)
pka 10.72±0.40(Predicted)
color White to Off-White
LogP 2.470
CAS DataBase Reference 104098-48-8(CAS DataBase Reference)
FDA UNII K98N09T10R
EPA Substance Registry System Imazapic (104098-48-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS09
Signal word  Warning
Hazard statements  H400-H410
Precautionary statements  P273-P391-P501-P273-P391-P501
WGK Germany  3
RTECS  US7079100
HS Code  29333990

Imazameth price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 34179 Imazapic PESTANAL 104098-48-8 100mg $108 2024-03-01 Buy
TRC I268635 Imazapic 104098-48-8 500mg $85 2021-12-16 Buy
AK Scientific J51132 Imazapic 104098-48-8 5g $298 2021-12-16 Buy
American Custom Chemicals Corporation CHM0077251 IMAZAPIC 95.00% 104098-48-8 5G $909.56 2021-12-16 Buy
DC Chemicals DC8678 Imazapic >98% 104098-48-8 1g $300 2021-12-16 Buy
Product number Packaging Price Buy
34179 100mg $108 Buy
I268635 500mg $85 Buy
J51132 5g $298 Buy
CHM0077251 5G $909.56 Buy
DC8678 1g $300 Buy

Imazameth Chemical Properties,Uses,Production

Uses

Imazapic can be used in analytical and biological studies of residue analysis and determination of imidazolinone herbicides in sunflower and soil by GC-MS.

Uses

Imazapic is registered throughout the world for use in peanuts, rangeland, sugarcane, and imidazolinoneresistant canola (12). A nonionic surfactant or oil adjuvant is required for maximum activity.

Definition

ChEBI: 5-methyl-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid is a pyridinemonocarboxylic acid that is 5-methylpyridine-3-carboxylic acid which is substituted at position 2 by a 4,5-dihydro-imidazol-2-yl group, which in turn is substituted at positions 4, 4, and 5 by isopropyl, methyl, and oxo groups, respectively. It is a pyridinemonocarboxylic acid, an imidazolone, a member of imidazolines and a member of methylpyridines.

Pharmacology

Imazapic kills plants by inhibiting acetolactate synthase (ALS) (I50 = 1 μM), which is the first common enzyme in the biosynthesis of the branched chain amino acids, valine, leucine, and isoleucine. Imazapic is rapidly absorbed through the leaves of plants. Once it enters the plant, imazapic translocates to the growing points and growth ceases within 1 day after herbicide application followed by chlorosis and then necrosis of the growing points. Total plant death will occur within 2 to 3 weeks after treatment.

Environmental Fate

Imazapic is weakly to moderately adsorbed on sandy loam and silt loam soils. The Freundlich adsorption coefficient ranges from 0.17 to 2.99, (12). Because imazapic is a weak acid and exists in different ionic states, soil pH has an effect on soil binding properties. The anionic form predominates at soil pH as low as 5.5, and this form binds weakly to soil. The neutral or molecular form is important at soil pH from 4 to 6.5. This form binds to soil organic matter and clay. The cationic form is important at pH less than 4. Because the soil is a heterogeneous mixture of acid and base chemical groups, there may be sites within a particular soil that are 2 to 3 pH units higher or lower than the average pH. The cationic form will bind tightly to the lower pH components. Because of these interactions, small decreases in pH below 6 will result in large increases in binding. The half-life of imazapic in the soil is 106 d. Imazapic remains in the top 30 cm of the soil with low leaching potential. The degradation route of imazapic in the soil has not been determined.

Metabolism

Plant Metabolism. The selectivity of imazapic is due to differential rates and routes of metabolism in tolerant crops versus susceptible weeds(10). Imazapic has excellent selectivity in peanuts, but is not selective in soybeans. The difference in the tolerance of these two legumes is due to the different routes of metabolism of imazapic in the two crops. The primary metabolite in soybeans is an imidazopyrrolo-pyridine derivative, whereas in peanuts, the primary metabolite is the glucose conjugate of hydroxy-imazapic. Although the imidazopyrrolo-pyridine derivative formed in soybean is immobile and is not an inhibitor of acetolactate synthase, the rate of degradation of imazapic in soybeans is not rapid enough for selectivity (10). In imidazolinone-resistant crops, the primary mechanism of selectivity is due to an altered acetolactate synthase that is not inhibited by the imazapic (11).
Animal Metabolism (12). Metabolism studies in the rat showed that imazapic is rapidly excreted in the urine. There was no accumulation of imazapic or any of its derivatives in the liver, kidney, muscle, fat, or blood.

Toxicity evaluation

Imazapic has shown no mutagenic or genotoxic activity in the Ames assay, mammalian cell gene mutation assay, in vitro chromosome aberration assay, in vitro unscheduled DNA synthesis (URS) assay, or the in vivo dominant lethal assay inmale rats. The acute toxicity and effects on wildlife and soil microflora of imazapic are shown in Table 6. This herbicide also has a low potential for bioaccumulation in fish.

112110-16-4
104098-48-8
Synthesis of Imazameth from 5-Methylpyridine-2,3-dicarboxylic acid dimethyl ester

Imazameth Preparation Products And Raw materials

Global( 128)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12468 58
Hebei Kangcang new material Technology Co., LTD
+8615713292910 Nancy@kangcang.com.cn China 341 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9341 55
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49391 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
SIMAGCHEM CORP
+86-13806087780 sale@simagchem.com China 17367 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418684 +8618949823763 sales@tnjchem.com China 25363 58

View Lastest Price from Imazameth manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Imazapic pictures 2024-05-11 Imazapic
104098-48-8
US $20.00-10.00 / kg 1kg 98% 20 Hebei Kangcang new material Technology Co., LTD
Imazameth pictures 2023-10-16 Imazameth
104098-48-8
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Imazameth pictures 2023-09-06 Imazameth
104098-48-8
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
  • Imazapic pictures
  • Imazapic
    104098-48-8
  • US $20.00-10.00 / kg
  • 98%
  • Hebei Kangcang new material Technology Co., LTD
  • Imazameth pictures
  • Imazameth
    104098-48-8
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • Imazameth pictures
  • Imazameth
    104098-48-8
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.

Imazameth Spectrum

2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methylnicotinic acid imazapic(bsi,iso) CADRE Imazapic, Pestanal IMAZAPIC IMAZAMETH (+/-)-2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1h-imidazol-2-yl)-5-methyl-3-pyridinecarboxylic acid (+/-)-2-(4,5-Dihydro-4-Methyl-4-(1-Methylethyl)-5-oxo-1H-iMidazol-2-yl)-5-Methyl-3-pyridin IMAZAPI 2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methylnicotinic acid, 2-[4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-methyl-3-pyridinecarboxylic acid 2-(5-Isopropyl-5-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-methylnicotinic acid Imazapic,2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methylnicotinic acid, 2-[4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-methyl-3-pyridinecarboxylic acid AC 263, 222(TM) 5-methyl-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)-3-pyridinecarboxylic acid Imazapic@1000 μg/mL in Acetonitrile Imazapic@100 μg/mL in Acetonitrile Imazapic 70%WG Pirarubicine Impurity 9 104098-48-8 C14H17N3O3