ChemicalBook > CAS DataBase List > Imazameth

Imazameth

Product Name
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;C14282500 Imazapic;Pirarubicine Impurity 9
CBNumber
CB6354097
Molecular Formula
C14H17N3O3
Formula Weight
275.3
MOL File
104098-48-8.mol
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Imazameth Property

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)
form 
Solid
color 
White to Off-White
LogP
2.470
CAS DataBase Reference
104098-48-8(CAS DataBase Reference)
EPA Substance Registry System
Imazapic (104098-48-8)
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Safety

WGK Germany 
3
RTECS 
US7079100
HS Code 
29333990
Hazardous Substances Data
104098-48-8(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H400Very toxic to aquatic life

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
34179
Product name
Imazapic
Purity
PESTANAL
Packaging
100mg
Price
$108
Updated
2024/03/01
TRC
Product number
I268635
Product name
Imazapic
Packaging
500mg
Price
$85
Updated
2021/12/16
AK Scientific
Product number
J51132
Product name
Imazapic
Packaging
5g
Price
$298
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0077251
Product name
IMAZAPIC
Purity
95.00%
Packaging
5G
Price
$909.56
Updated
2021/12/16
DC Chemicals
Product number
DC8678
Product name
Imazapic
Purity
>98%
Packaging
1g
Price
$300
Updated
2021/12/16
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Imazameth Chemical Properties,Usage,Production

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.

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.

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.

Imazameth Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Imazameth manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Imazameth 104098-48-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-11-04
Hebei Mojin Biotechnology Co.,Ltd
Product
Imazameth 104098-48-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000KG/month
Release date
2024-08-01
Hebei Kangcang new material Technology Co., LTD
Product
Imazapic 104098-48-8
Price
US $20.00-10.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
20
Release date
2024-04-25

104098-48-8, ImazamethRelated Search:


  • 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
  • AC 263, 222(TM)
  • (+/-)-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
  • 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
  • C14282500 Imazapic
  • Imazapic 10 μg/ml Acetonitrile
  • Imazapic in Acetonitrile
  • 104098-48-8
  • C14H17N3O3