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Metribuzin

Alias: Metribuzin DIC 1468 Sencor
Cat No.:V6643 Purity: ≥98%
Metribuzin is a low-cost, non-selective herbicide that belongs to the chemical class of triazinones.
Metribuzin
Metribuzin Chemical Structure CAS No.: 21087-64-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price
500mg
1g
Other Sizes
Official Supplier of:
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Product Description
Metribuzin is a low-cost, non-selective herbicide that belongs to the chemical class of triazinones. Metribuzin blocks plant DNA synthesis and works on photosystem II, ultimately inhibiting photosynthesis. Metribuzin provides excellent control of important annual grasses and broadleaf weeds.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Following surface treatment, the herbicide can be absorbed through the leaves, but the primary absorption pathway is through the roots. …Root absorption is best described as osmotic diffusion. When the herbicide is applied to the leaf base, it is transported upwards in the xylem and moves distally. After absorption, it is rapidly distributed and excreted in its original form or via urine after metabolism (oxidation). Metabolism/Metabolites When 14C-labeled methamidophos is applied to tomatoes, preliminary evidence suggests that the first 14C-labeled metabolite may be deaminated diketone methamidophos or a complex of methamidophos. When methamidophos is applied to the roots of soybean (Glycine max (Leguminatae) Merr. 'Cutler') seedlings, it is rapidly absorbed and transported to the aboveground parts. The major product observed is deaminated methamidophos. 3,5-Diketone derivatives and deamination-dione derivatives were also observed. The identities of these metabolites were determined by cochromatographic and mass spectrometric analysis. These compounds were produced in both roots and stems. The aglycones of the four acid-labile carbohydrate conjugates formed were identified as 3,5-Diketone derivatives and deamination-dione derivatives. Potatoes were planted in soil treated with metribuzin. Analysis of the plant material revealed the presence of metribuzin, 3,5-Diketone derivatives, deamination-dione derivatives, and conjugates. Analysis indicated that deamination-dione was the aglycone of one of the conjugates. When these studies were repeated in the same soil, another metabolite was found in the aboveground parts of the plant and identified as trimethylpyruvate hemi-aminourea. Similar results were observed in carrots and their growing soil.
Toxicity/Toxicokinetics
Non-Human Toxicity Values
Oral LD50 in rats: 1100 mg/kg
Dermal LD50 in rats: >2000 mg/kg
Dermal LD50 in rabbits: >2000 mg/kg
Oral LD50 in mice: 698-711 mg/kg
For more complete (16) non-human toxicity values for metribuzin, please visit the HSDB record page.
Additional Infomation
Metribuzin is a colorless crystalline solid used as a herbicide. (NIOSH, 2024)
Metribuzin belongs to the 1,2,4-triazine class of compounds, with the structure 1,2,4-triazine-5(4H)-one, substituted with an amino group at position 4, a tert-butyl group at position 6, and a methylthio group at position 3. It can be used as an exogenous substance, environmental pollutant, herbicide, and agrochemical. It belongs to the 1,2,4-triazine class of compounds, organosulfur compounds, and cyclic ketones.
Metribuzin (4-amino-6-tert-butyl-3-(methylthio)-triazine-5(4H)-one) is a herbicide used for pre- and post-emergence weed control in crops such as soybeans, potatoes, tomatoes, and sugarcane. Its mechanism of action is to inhibit photosynthesis by disrupting photosystem II. It is widely used in agriculture, but has been found to pollute groundwater.
Mechanism of Action
Inhibition of photosynthesis
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H14N4OS
Exact Mass
214.088
CAS #
21087-64-9
PubChem CID
30479
Appearance
Colorless crytals
White crystalline solid
Density
1.3±0.1 g/cm3
Boiling Point
312.4±25.0 °C at 760 mmHg
Melting Point
125°C
Flash Point
142.7±23.2 °C
Vapour Pressure
0.0±0.7 mmHg at 25°C
Index of Refraction
1.618
LogP
1.3
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
14
Complexity
316
Defined Atom Stereocenter Count
0
SMILES
O=C1N(C(SC)=NN=C1C(C)(C)C)N
InChi Key
FOXFZRUHNHCZPX-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H14N4OS/c1-8(2,3)5-6(13)12(9)7(14-4)11-10-5/h9H2,1-4H3
Chemical Name
4-amino-6-tert-butyl-3-methylsulfanyl-1,2,4-triazin-5-one
Synonyms
Metribuzin DIC 1468 Sencor
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.)
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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  • 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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  • 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)
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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:
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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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