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Imazamox

CAS No.
114311-32-9
Chemical Name:
Imazamox
Synonyms
2-(4-Isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid;RPTOR;Raptor;Sweeper;Odyseey;CL29926;IMAZAMOX;AC299263;KIAA1303;CL 299263
CBNumber:
CB6333049
Molecular Formula:
C15H19N3O4
Molecular Weight:
305.33
MDL Number:
MFCD03427427
MOL File:
114311-32-9.mol
MSDS File:
SDS
Last updated:2024-04-10 11:19:08

Imazamox Properties

Melting point 166-167°C
Density 1.39 g/cm3
storage temp. 0-6°C
solubility DMSO : 20 mg/mL (65.50 mM)
pka pK1 2.3; pK2 3.3(at 25℃)
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)
InChIKey NUPJIGQFXCQJBK-UHFFFAOYSA-N
SMILES C1(C2NC(=O)C(C)(C(C)C)N=2)=NC=C(COC)C=C1C(O)=O
CAS DataBase Reference 114311-32-9(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII UG6793ON5F
Pesticides Freedom of Information Act (FOIA) Imazamox
EPA Substance Registry System Imazamox (114311-32-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313
Hazard Codes  N
Risk Statements  50/53
Safety Statements  60-61
RIDADR  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)

Imazamox price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SAB1305088 ANTI-PHOSPHO-RAPTOR(S863) antibody produced in rabbit affinity isolated antibody, buffered aqueous solution 114311-32-9 400μl $481 2024-03-01 Buy
Sigma-Aldrich 34227 Imazamox PESTANAL 114311-32-9 100mg $150 2024-03-01 Buy
TRC I268550 Imazamox 114311-32-9 10g $580 2021-12-16 Buy
Usbiological R1170-02B-AP Raptor 114311-32-9 200ul $711 2021-12-16 Buy
American Custom Chemicals Corporation PST0000158 IMAZAMOX 95.00% 114311-32-9 5G $909.56 2021-12-16 Buy
Product number Packaging Price Buy
SAB1305088 400μl $481 Buy
34227 100mg $150 Buy
I268550 10g $580 Buy
R1170-02B-AP 200ul $711 Buy
PST0000158 5G $909.56 Buy

Imazamox Chemical Properties,Uses,Production

Description

Imazamox (2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5- (methoxymethyl)-3-pyridinecarboxylic acid) is a systemic herbicide that moves throughout the plant tissue and prevents plants from producing a necessary enzyme, acetolactate synthase (ALS), which is not found in animals. Susceptible plants will stop growing soon after treatment, but plant death and decomposition will occur over several weeks.
Imazamox is used for the control of vegetation in and around aquatic sites and terrestrial non-crop sites. It is herbicidally active on many submerged, emergent, and floating broadleaf and monocot aquatic plants in and around standing and slow- moving water bodies. It is used as herbicide on sunflower seed, alfalfa, oilseed rape and soya bean seed and used for the control of most annual and perennial broadleaf weeds and grasses, woody species, and riparian and emergent aquatic weed species.
Imazamox is only moderately persistent, and it degrades aerobically in the soil to a non-herbicidal metabolite which is immobile or moderately mobile. Imazamox also degrades by aqueous photolysis.

References

[1] http://dnr.wi.gov/lakes/plants/factsheets/ImazamoxFactsheet.pdf
[2] https://www.efsa.europa.eu/en/efsajournal/pub/4432
[3] http://www.mass.gov/eea/docs/agr/pesticides/aquatic/imazamox.pdf

Description

Imazamox is registered throughout the world for use in leguminous crops, including soybeans, alfalfa, and edible beans, as well as in imidazolinone-resistant crops (9). A nonionic surfactant or oil adjuvant is required for maximum activity. Imazamox is much more active when applied post-emergent to the weeds compared with pre-emergence application (9). One difference between imazamox and other imidazolinones is the much shorter interval needed before sensitive follow crops can be planted. This difference is due to the more rapid degradation of imazamox in the soil compared with other imidazolinones.

Chemical Properties

Off-White Solid

Uses

Herbicide.

Uses

Imazamox is an imidazolinone based acetolactate synthase inhibitor that is utilized as a herbicide for weed control.

Definition

ChEBI: 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid is a pyridinemonocarboxylic acid that is nicotinic acid which is substituted substituted at position 5 by a methoxymethyl group and at position 2 by a 4,5-dihydro-1H-imidazol-2-yl group, that in turn is substituted by isopropyl, methyl, and oxo groups at positions 4, 4, and 5, respectively. It is a pyridinemonocarboxylic acid, an ether, an imidazolone and a member of imidazolines.

Pharmacology

Imazamox 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. Imazamox is rapidly absorbed through the leaves of plants. Once it enters the plant, imazamox rapidly translocates to the growing points and growth ceases within 1 day after herbicide application, followed by chlorosis and then by necrosis of the growing points. Total plant death will occur within 2 to 3 weeks after treatment.

Metabolism

Plant Metabolism. The selectivity of imazamox is due to differential rates and routes of metabolism in tolerant crops versus susceptible weeds (10). The primary metabolic route is hydroxylation followed by conjugation to glucose. In imidazolinone-resistant crops, the primary mechanism of selectivity is due to an altered acetolactate synthase that is not inhibited by imazamox (11).
Animal Metabolism. Metabolism studies in the rat showed that imazamox is rapidly excreted in the urine. There was no accumulation of imazamox or any of its derivatives in the liver, kidney, muscle, fat, or blood (9).

Toxicity evaluation

Imazamox 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 soilmicroflora of imazamox are shown in Table 4. This herbicide also has a low potential for bioaccumulation in fish.

143382-03-0
114311-32-9
Synthesis of Imazamox from 5-Methoxymethyl-2,3-pyridinedicarboxylic acid

Imazamox Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 162)Suppliers
Supplier Tel Email Country ProdList Advantage
AS WATER CO., LTD.
+86-18994963526 +8618994963526 1346073549@qq.com United Kingdom 176 58
airuikechemical co., ltd.
+undefined86-15315557071 sales02@airuikechemical.com China 994 58
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5909 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Weifang Yuanye Biotechnology Co., Ltd
15053681231 13354462013 15053681231 tina@yuanyechemical.com CHINA 67 58

View Lastest Price from Imazamox manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Imazamox pictures 2024-04-10 Imazamox
114311-32-9
US $0.00-0.00 / g 1g 99.99% 20 tons airuikechemical co., ltd.
Imazamox pictures 2019-07-06 Imazamox
114311-32-9
US $1.00 / KG 1KG 99% 1000KG Career Henan Chemical Co
  • Imazamox pictures
  • Imazamox
    114311-32-9
  • US $0.00-0.00 / g
  • 99.99%
  • airuikechemical co., ltd.
  • Imazamox pictures
  • Imazamox
    114311-32-9
  • US $1.00 / KG
  • 99%
  • Career Henan Chemical Co
2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid IMAZAMOX (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid Odyseey Raptor Sweeper Imazamox PESTANAL AC299263 2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid, 2-[4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-(methoxymethyl)-3-pyridinecarboxylic acid Imazamox,2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid, 2-[4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-(methoxymethyl)-3-pyridinecarboxylic acid ANTI-PHOSPHO-RAPTOR(S863) antibody produced in rabbit KIAA1303 p150 target of rapamycin (TOR)-scaffold protein Regulatory-associated protein of mTOR RPTOR CL 299263 2-(4-Isopropyl-4-methyl-5-oxo-1H-imidazol-2-yl)-5-(methoxymethyl)pyridine-3-carboxylic acid 2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1h-imidazol-2-yl)-5-(methoxymethyl)-3-pyridinecarboxylic acid Imazamox 95% TC herbicide imazamox Imazamox ((±)-Imazamox (±)-IMAZAMOX;CL299263 Imazamox@1000 μg/mL in Acetonitrile Imazamox@100 μg/mL in Acetonitrile CL29926 Ethyl 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinate 2-(4-Isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid 114311-32-9 114311-32-9