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Bispyribac-sodium

Alias: Bispyribac-sodium V 10029 V-10029 V10029
Cat No.:V5693 Purity: ≥98%
Bispyribac sodium is a selective, systemic and post-emergent herbicide used for the eradication of grasses and broadleaf weeds.
Bispyribac-sodium
Bispyribac-sodium Chemical Structure CAS No.: 125401-92-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
Other Sizes

Other Forms of Bispyribac-sodium:

  • Bispyribac
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Bispyribac sodium is a selective, systemic and post-emergent herbicide used for the eradication of grasses and broadleaf weeds. Bispyribac sodium is also an inhibitor (blocker/antagonist) of acetolactate synthase ALS (AHAS).
Bispyribac-sodium (CAS#: 125401-92-5) is a broad-spectrum, post-emergent herbicide used for the control of grasses, sedges, and broadleaf weeds, primarily in rice crops. It has a molecular weight of 452.35 g/mol and a molecular formula of C19H18N4NaO8. Bispyribac-sodium is a systemic herbicide that is absorbed through the leaves, stems, and roots of plants and is translocated throughout the plant. It is a member of the pyrimidinyloxybenzoic acid family of herbicides. Bispyribac-sodium is a research compound and a commercial herbicide, and it is not a therapeutic drug.
Biological Activity I Assay Protocols (From Reference)
Targets
Bispyribac-sodium targets acetolactate synthase (ALS), also known as acetohydroxyacid synthase (AHAS), a key enzyme in the biosynthesis of the branched-chain amino acids valine, leucine, and isoleucine. This enzyme is present in plants but not in animals, which confers the herbicide's selective toxicity. By inhibiting ALS, Bispyribac-sodium prevents the production of these essential amino acids, leading to a halt in plant growth and development. The plant stops growing shortly after application and eventually dies. Bispyribac-sodium's mode of action is through the inhibition of this critical metabolic pathway.
ln Vitro
In vitro, Bispyribac-sodium is a potent inhibitor of acetolactate synthase (ALS) activity. Its activity is typically measured using enzyme assays with ALS extracted from plant tissues. The enzyme is incubated with its substrate, pyruvate, in the presence of varying concentrations of the herbicide. The production of acetolactate, the product of the ALS reaction, is measured, and the IC50 is determined. These assays confirm the compound's mechanism of action as an ALS inhibitor.
ln Vivo
In vivo, Bispyribac-sodium is used as a post-emergent herbicide in rice paddies. It is absorbed by the foliage and roots of target weeds, and it is translocated throughout the plant, accumulating in meristematic tissues. The herbicide inhibits the growth of susceptible weeds, which stop growing shortly after application. Bispyribac-sodium is effective against a wide range of grass and broadleaf weeds, including Echinochloa crus-galli (barnyardgrass) and various sedges. Its efficacy is influenced by environmental factors such as temperature and soil conditions.
Enzyme Assay
In vitro enzyme assays for Bispyribac-sodium measure its inhibition of acetolactate synthase (ALS). The enzyme is typically extracted from plant tissues, such as maize or Arabidopsis thaliana. The assay mixture contains the enzyme, its substrate pyruvate, the cofactor thiamine pyrophosphate (TPP), and varying concentrations of the herbicide. After incubation, the reaction is stopped, and the amount of acetolactate produced is measured colorimetrically after acidification and decarboxylation to acetoin. The IC50 is determined from the dose-response curve. This assay confirms the compound's herbicidal mechanism of action.
Cell Assay
In vitro cell-based assays for Bispyribac-sodium are conducted using plant cell cultures or seedlings. Plant cells or seedlings are treated with the herbicide at various concentrations. The inhibition of growth or the accumulation of branched-chain amino acids can be measured. The compound's effects on plant cell division and metabolism can be assessed. These assays confirm the herbicidal activity of Bispyribac-sodium at the cellular level.
Animal Protocol
In vivo animal experiments for Bispyribac-sodium are conducted to assess its toxicological profile and environmental fate. In a typical study, the herbicide is administered to rodents orally, and its acute and chronic toxicity is evaluated. Parameters such as body weight, food consumption, and organ histopathology are assessed. The herbicide's metabolism and excretion are also studied. These studies provide data on the compound's safety for non-target organisms and its environmental persistence.
ADME/Pharmacokinetics
Bispyribac-sodium has a molecular weight of 452.35 g/mol and a molecular formula of C19H18N4NaO8. It is a solid compound. It is soluble in water and organic solvents. For storage, it is recommended to keep the compound in a cool, dry place. Detailed pharmacokinetic properties are not relevant as it is a herbicide, not a therapeutic agent. Its environmental fate, including degradation and mobility in soil and water, is an important aspect of its profile.
Toxicity/Toxicokinetics
Bispyribac-sodium is a herbicide and its toxicity has been studied in animal models. It is of low acute toxicity to mammals and birds. The compound is practically non-toxic to fish and aquatic invertebrates. However, it may be moderately toxic to some aquatic plants. Appropriate safety measures, including the use of personal protective equipment, should be taken when handling Bispyribac-sodium to avoid exposure. It is a restricted-use pesticide in some countries.
References

[1]. Ahmad F, Anwar S, Firdous S, Da-Chuan Y, Iqbal S. Biodegradation of bispyribac sodium by a novel bacterial consortium BDAM: Optimization of degradation conditions using response surface methodology. J Hazard Mater. 2018;349:272-281.

Additional Infomation
Bispyribac is the organosodium salt of Bispyribac. It is a broad-spectrum post-emergence herbicide used to control grasses, sedges, and broadleaf weeds in rice paddies. It is a herbicide, an agricultural chemical, and also an environmental pollutant. It contains a Bispyribac (1-) group.
See also: Bispyribac (note moved to).
Bispyribac-sodium is a broad-spectrum, post-emergent herbicide used for the control of grasses, sedges, and broadleaf weeds in rice crops. It is a systemic herbicide that is absorbed through the leaves, stems, and roots and is translocated throughout the plant. Its mechanism of action involves the inhibition of acetolactate synthase (ALS), a key enzyme in the biosynthesis of branched-chain amino acids. Bispyribac-sodium is a commercial herbicide and is not a therapeutic drug.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H17N4NAO8
Molecular Weight
452.3548
Exact Mass
452.094
CAS #
125401-92-5
Related CAS #
125401-75-4 (free acid);125401-92-5 (sodium);
PubChem CID
23682789
Appearance
White to off-white solid powder
Density
1.379 g/cm3
Boiling Point
686.4ºC at 760 mmHg
Melting Point
223-224°C
Flash Point
368.9ºC
LogP
1.249
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
9
Heavy Atom Count
32
Complexity
515
Defined Atom Stereocenter Count
0
InChi Key
FUHMZYWBSHTEDZ-UHFFFAOYSA-M
InChi Code
InChI=1S/C19H18N4O8.Na/c1-26-12-8-13(27-2)21-18(20-12)30-10-6-5-7-11(16(10)17(24)25)31-19-22-14(28-3)9-15(23-19)29-4;/h5-9H,1-4H3,(H,24,25);/q;+1/p-1
Chemical Name
sodium;2,6-bis[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate
Synonyms
Bispyribac-sodium V 10029 V-10029 V10029
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

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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)
DMSO : ~5 mg/mL (~11.05 mM)
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 2.2107 mL 11.0534 mL 22.1068 mL
5 mM 0.4421 mL 2.2107 mL 4.4214 mL
10 mM 0.2211 mL 1.1053 mL 2.2107 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

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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?
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  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • 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:
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  • 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:
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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.

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  • 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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