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Imazamox-13C,d3 (imazamox-13C,d3; CL29926-13C,d3; (±)-Imazamox-13C,d3)

Cat No.:V76897 Purity: ≥98%
Imazamox-13C,d3 is a 13C- and deuterated-labeled Imazamox.
Imazamox-13C,d3 (imazamox-13C,d3; CL29926-13C,d3; (±)-Imazamox-13C,d3)
Imazamox-13C,d3 (imazamox-13C,d3; CL29926-13C,d3; (±)-Imazamox-13C,d3) Chemical Structure Product category: Isotope-Labeled Compounds
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes

Other Forms of Imazamox-13C,d3 (imazamox-13C,d3; CL29926-13C,d3; (±)-Imazamox-13C,d3):

  • Imazamox-13C,d3-Imazamox-13C,d3
  • Imazamox
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Imazamox-13C,d3 is a 13C- and deuterated-labeled Imazamox. 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. .
Imazamox-13C,d3 (CL29926-13C,d3) is a stable isotope-labeled derivative of the systemic imidazolinone herbicide Imazamox. The compound incorporates deuterium (d3) and carbon-13 (13C) labels, making it suitable for use as an internal standard or tracer in mass spectrometry-based environmental and biological residue analyses.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary target of Imazamox is the plant enzyme acetolactate synthase (ALS), also known as acetohydroxyacid synthase (AHAS), which is essential for the biosynthesis of branched-chain amino acids (valine, leucine, and isoleucine) in plants. Imazamox-13C,d3 retains the same mode of action as the unlabeled parent herbicide, inhibiting ALS activity in plant cells.
ln Vitro
Drug compounds have included stable heavy isotopes of carbon, hydrogen, and other elements, mostly as tracers for quantification throughout the drug development process. Due to its potential to alter the pharmacokinetic and metabolic profiles of medications, deuteration has drawn attention[91].
The labeled Imazamox-13C,d3 is not intended for bioactivity assays but rather as an analytical standard. However, the unlabeled parent compound inhibits ALS activity in vitro. Cell-free assays using purified ALS enzyme demonstrate that Imazamox competes with the natural substrate pyruvate for the enzyme's active site, resulting in the accumulation of 2-acetolactate and 2-acetohydroxybutyrate. The labeled version is used to quantify ALS inhibition via LC-MS/MS.
ln Vivo
Imazamox (unlabeled) is absorbed by plant leaves and roots and translocated systemically. It acts by inhibiting ALS, leading to the depletion of branched-chain amino acids, which disrupts protein synthesis, DNA replication, and cell division. Imazamox-13C,d3 is used as a tracer to study this uptake and translocation process. In plant cell cultures, the labeled compound allows precise quantification of internalized herbicide and its metabolites.
Enzyme Assay
For ALS enzyme inhibition assays, the plant ALS enzyme is extracted from green plant tissue (e.g., maize or Arabidopsis). The enzyme is incubated with pyruvate (substrate), cofactors (MgCl2, thiamine pyrophosphate, FAD), and varying concentrations of unlabeled Imazamox. The reaction product (acetolactate) is converted to acetoin and quantified colorimetrically. The labeled compound is used as an internal standard in LC-MS/MS assays.
Cell Assay
Plant cell cultures (e.g., soybean or maize) are treated with Imazamox-13C,d3 at defined concentrations (0.1-10 microM). Cells are harvested at specified time points (0-72 hours), and intracellular metabolites are extracted. The labeled herbicide and its metabolites are quantified by LC-MS/MS to determine uptake, metabolism, and ALS enzyme occupancy. The control group receives unlabeled Imazamox for comparison.
Animal Protocol
For in vivo studies in plants, Imazamox-13C,d3 is applied to the foliage of target weed species (e.g., Amaranthus or Setaria) at recommended field rates (typically 30-60 g ai/ha). Plant tissues are harvested at multiple time points post-application (1, 3, 7, 14 days), and the labeled herbicide and metabolites are extracted and analyzed by LC-MS/MS to determine residue levels and environmental fate. Root uptake studies are also conducted in hydroponic systems.
ADME/Pharmacokinetics
Imazamox-13C,d3 exhibits pharmacokinetic properties similar to the unlabeled parent herbicide. After plant uptake, the compound is translocated via the phloem to meristematic tissues where ALS is active. Metabolism occurs primarily through hydroxylation and glucose conjugation. The half-life in plants ranges from 7-14 days, depending on species and growth conditions. In soil, Imazamox degrades via microbial activity with a half-life of 30-60 days.
Toxicity/Toxicokinetics
The unlabeled Imazamox has low acute toxicity to mammals (EPA toxicity class III). Typical signs of poisoning in non-target organisms are not expected at recommended application rates. The isotopic labels (13C and d3) do not alter the inherent toxicity profile. Imazamox-13C,d3 is used in small quantities for research purposes and poses minimal risk under standard laboratory handling procedures. Chronic toxicity studies are available for the parent compound.
References

[1]. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-223.

[2]. Metabolic responses in root nodules of Phaseolus vulgaris and Vicia sativa exposed to the imazamox herbicide. Pestic Biochem Physiol. 2014 May;111:19-23.

[3]. Enantioselective Phytotoxicity of Imazamox Against Maize Seedlings. Bull Environ Contam Toxicol. 2016 Feb;96(2):242-7.

[4]. Imazamox Chemical Fact Sheet. Wisconsin Department of Natural Resources. DNR PUB-WT-974 2012.

[5]. An imazamox-based herbicide causes apoptotic changes in rat liver and pancreas. Toxicol Rep. 2018 Nov 19;6:42-50.

Additional Infomation
Imazamox is a registered herbicide used globally for weed control in crops such as soybeans, sunflowers, and wheat. The 13C,d3-labeled version is a research tool used as an internal standard for residue analysis in food, environmental samples, and biological studies. This product is for laboratory use only and is not intended for agricultural application. The labeling pattern ensures minimal mass shift interference in mass spectrometric detection.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C1413CH16D3N3O4
Molecular Weight
309.34
Related CAS #
Imazamox;114311-32-9
Appearance
Typically exists as solid at room temperature
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2327 mL 16.1634 mL 32.3269 mL
5 mM 0.6465 mL 3.2327 mL 6.4654 mL
10 mM 0.3233 mL 1.6163 mL 3.2327 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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