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114311-32-9

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114311-32-9 Usage

Description

Different sources of media describe the Description of 114311-32-9 differently. You can refer to the following data:
1. 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.
2. 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.

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

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 114311-32-9 differently. You can refer to the following data:
1. Imazamox is an imidazolinone based acetolactate synthase inhibitor that is utilized as a herbicide for weed control.
2. Herbicide.

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.

Check Digit Verification of cas no

The CAS Registry Mumber 114311-32-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,4,3,1 and 1 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 114311-32:
(8*1)+(7*1)+(6*4)+(5*3)+(4*1)+(3*1)+(2*3)+(1*2)=69
69 % 10 = 9
So 114311-32-9 is a valid CAS Registry Number.
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)

114311-32-9 Well-known Company Product Price

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  • Sigma-Aldrich

  • (34227)  Imazamox  PESTANAL®, analytical standard

  • 114311-32-9

  • 34227-100MG

  • 1,185.21CNY

  • Detail

114311-32-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Imazamox

1.2 Other means of identification

Product number -
Other names Raptor

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:114311-32-9 SDS

114311-32-9Synthetic route

methanol
67-56-1

methanol

2-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-5-chloromethyl nicotinic acid
124523-81-5

2-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-5-chloromethyl nicotinic acid

imazamox
114311-32-9

imazamox

Conditions
ConditionsYield
Stage #1: methanol; 2-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-5-chloromethyl nicotinic acid With sodium hydroxide In water at 65℃; for 1.5h;
Stage #2: With sulfuric acid In water pH=4;
Stage #1: methanol; 2-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-5-chloromethyl nicotinic acid With sodium hydroxide In water at 65℃; for 1.5h;
Stage #2: With sulfuric acid In water pH=4;
diethyl 5-(methoxymethyl)-2,3-pyridinedicarboxylate

diethyl 5-(methoxymethyl)-2,3-pyridinedicarboxylate

imazamox
114311-32-9

imazamox

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium hydroxide / pentan-1-ol; water / 1 h / 90 °C
2: picoline; acetic anhydride / 5,5-dimethyl-1,3-cyclohexadiene / 6 h / 75 °C
3: 30 °C / pH 4
4: dihydrogen peroxide
View Scheme
5-(methoxymethyl)-2,3-pyridinedicarboxylic acid
143382-03-0

5-(methoxymethyl)-2,3-pyridinedicarboxylic acid

imazamox
114311-32-9

imazamox

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: picoline; acetic anhydride / 5,5-dimethyl-1,3-cyclohexadiene / 6 h / 75 °C
2: 30 °C / pH 4
3: dihydrogen peroxide
View Scheme
5-methoxymethylpyridine-2,3-dicarboxylic anhydride

5-methoxymethylpyridine-2,3-dicarboxylic anhydride

imazamox
114311-32-9

imazamox

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 30 °C / pH 4
2: dihydrogen peroxide
View Scheme
C15H19N3O4

C15H19N3O4

imazamox
114311-32-9

imazamox

Conditions
ConditionsYield
With dihydrogen peroxide
imazamox
114311-32-9

imazamox

methyl iodide
74-88-4

methyl iodide

2-[4,5-dihydro-1,4-dimethyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-methoxymethyl-3-pyridinecarboxylic acid methyl ester

2-[4,5-dihydro-1,4-dimethyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-methoxymethyl-3-pyridinecarboxylic acid methyl ester

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide In methanol; acetone at 40℃; for 2h;
imazamox
114311-32-9

imazamox

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

C7H6O3*C15H19N3O4
1304051-03-3

C7H6O3*C15H19N3O4

Conditions
ConditionsYield
In ethanol for 0.166667h;

114311-32-9Downstream Products

114311-32-9Related news

Research articlePhysiological and biochemical responses of common vetch to the Imazamox (cas 114311-32-9) accumulation09/24/2019

Common vetch (Vicia sativa L.) is a forage and grain legume, widely distributed throughout the world. Alterations induced by the herbicide imazamox on plant growth, acetohydroxyacid synthase activity, total free amino acids, as well as concentrations of valine, leucine, isoleucine and imazamox i...detailed

Short communicationPossible involvement of glutathione S-transferases in Imazamox (cas 114311-32-9) detoxification in an imidazolinone-resistant sunflower hybrid09/10/2019

The resistance of crops to herbicides can be due to target site based resistance or non-target site based resistance mechanisms or a combination of both. In non-target site resistance, the detoxification efficiency plays a major role by involvement of enzymes such as P450s, GTs, GSTs and ABC tra...detailed

Resistance to Imazamox (cas 114311-32-9) in Clearfield soft wheat (Triticum aestivum L.)09/09/2019

Imidazolinone (IMI)-resistant crops exhibit relative tolerance to herbicides that inhibit the enzyme acetolactate synthase (ALS). The principal objective of this work was to evaluate the different resistance levels to imazamox between five Clearfield wheat cultivars. The IMI-resistant wheat cult...detailed

Research paperCationic and anionic clay nanoformulations of Imazamox (cas 114311-32-9) for minimizing environmental risk09/07/2019

A synthesized anionic clay (layered double hydroxide or LDH) and a commercial cationic organoclay (Cloisite 10A, Clo10A) were assayed as host nanocarriers for imazamox (Imz) herbicide. Imz-LDH complexes were obtained by direct synthesis (DS) and regeneration (RE), whereas Imz-Clo10A complexes we...detailed

Resistance of Rapistrum rugosum to tribenuron and Imazamox (cas 114311-32-9) due to Trp574 or Pro197 substitution in the acetolactate synthase09/06/2019

Ten putative resistant and two susceptible Rapistrum rugosum populations originating from Greece were studied for resistance to acetolactate synthase (ALS)-inhibiting herbicides, using dose–response assays, sequencing of als gene and in vitro ALS activity assays. The dose–response assays showe...detailed

The ecotoxicity of binary mixtures of Imazamox (cas 114311-32-9) and ionized ammonia on freshwater copepods: Implications for environmental risk assessment in groundwater bodies09/05/2019

Groundwater bodies are impacted by substances such as pesticides and N-fertilizers, which usually occur in the environment as complex mixtures rather than isolated pollutants. The threat that these mixtures pose to groundwater-dwelling organisms is still poorly understood. The aims of the presen...detailed

114311-32-9Relevant articles and documents

Preparation method for imidazolinone compound

-

Paragraph 0048; 0052, (2019/03/29)

The invention provides a preparation method for an imidazolinone compound, belongs to the technical field of organic synthesis, and can solve the problems that a large amount of wastewater is producedand the content of impurities in the product is high in the existing process for preparing the imidazolinone compound. According to the preparation method for the imidazolinone compound provided by the invention, a solution of 5-alkyl pyridine-2,3-phthalate is synthesized from ammonium carbonate; the steps of adding water, extracting, refining and the like are avoided in post-treatment; the obtained solution of the 5-alkyl pyridine-2,3-phthalate is used for subsequent reaction; and the wastewater is not produced. Then, a catalyst is added in the process of preparing 5-alkyl pyridine-2,3-dimethylbenzene anhydride, and the pH is controlled in the subsequent reaction process, so that the production of the impurities can be avoided, and the product purity is improved. The imidazolinone compound prepared by the method provided by the invention can be used as a high-efficiency herbicide.

PROCESS FOR MANUFACTURING 5-CHLOROMETHYL-2,3-PYRIDINE DICARBOXYLIC ACID ANHYDRIDES

-

Page/Page column 17, (2010/06/15)

A process for manufacturing 5-chloromethyl-2,3-pyridine dicarboxylic acid anhydrides (I) wherein Z is hydrogen or halogen; Z1 is hydrogen, halogen, cyano or nitro; comprising the steps of (i) reacting a compound of formula (II), wherein the symbols have the meaning given in formula (I), with a chlorinating agent, optionally in the presence of a radical initiator in a solvent selected from halogenated hydrocarbons, and (ii) crystallizing the compound (I) formed in step (i) from a solvent selected from chlorobenzene, 1,2-dichlorobenzene, 1,3-dichlorobenzene, 1,4-dichlorobenzene, dichloroethane, trichloromethane, dichloromethane, toluene, xylenes, ethyl acetate, methyl tert.-butyl ether, and mixtures thereof. Compounds (I) are useful intermediates in the synthesis of herbicidal imidazolinones.

Method for safening herbicides in cereal crops using 5-aryloxy-1,2-(disubstituted)benzene compounds

-

, (2008/06/13)

There is provided a method for safening herbicides in cereal crop plants by using 5-aryloxy-1,2 -(disubstituted)benzene compounds of formula I STR1 Further provided are compositions comprising a 5-aryloxy-1,2-(disubstituted)benzene compound of formula I.

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