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Butralin

Alias: A 820; Tamex; Butralin
Cat No.:V17264 Purity: ≥98%
Butralin is a dinitroaniline herbicide that can be extensively used to control single-leaf weeds and some dicotyledonous plants.
Butralin
Butralin Chemical Structure CAS No.: 33629-47-9
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
100mg
250mg
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Product Description
Butralin is a dinitroaniline herbicide that can be extensively used to control single-leaf weeds and some dicotyledonous plants.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Extensively metabolized, primarily excreted in urine and feces. …Most (85%) of butril is excreted in urine within 48 hours (rat). After 72 hours, butril is undetectable in organs. In a metabolic study, rats were administered butril (ring-labeled) dissolved in corn oil by gavage at doses of 8 mg/kg/day (low dose) for single and multiple administrations, and 800 mg/kg/day (high-dose single administration) for a bile excretion study, and the distribution and excretion of butril were tracked over 7 days. Low-dose results showed that approximately 100% of the administered substance was excreted within approximately 2 days, with 55% to 60% excreted in feces and 35% to 45% in urine. Approximately 10% of unmetabolized butril was present in feces. The excretion half-life was approximately 12 hours. Only approximately 1% of the labeled butril remained in tissues. Similar excretion patterns were observed in repeated low-dose groups. Following high-dose bhutropine administration, it takes 5–7 days for 100% excretion of bhutropine in urine and feces. The excretion half-life is 2–4 days. In various tissues, fat and liver tend to retain more bhutropine residues. Females excrete bhutropine residues more slowly than males and retain more metabolites in tissues, particularly the liver and fat. Metabolism/Metabolites: In a bile excretion study using a low dose (8 mg bhutropine/kg), enterohepatic circulation was identified as the primary pathway for bhutropine excretion and metabolism. Twelve bhutropine metabolites were identified in mixed urine, feces, and/or bile samples. Metabolites at concentrations of 5% to 10% of the administered dose included: 2-methyl-5(6)[1-(1-carboxy-1-methyl)ethyl]-7(4)-nitrobenzimidazole, 2-methyl-5(6)[2-(1-hydroxy-2-methyl)propyl]-7(4)-nitrobenzimidazole, 2-methyl-2(4-amino-3,5-dinitrophenyl)propionic acid, and 2-methyl-2(4-amino-3,5-dinitrophenyl)propanol glucuronide. The concentration of the parent compound, buttraline, was 10% of the administered dose. No metabolites at concentrations higher than 10% of the administered dose were detected in this study. …In rats, buttraline is primarily metabolized through primary metabolic processes such as N-dealkylation, oxidation, and nitro reduction, and also through secondary metabolic processes such as N-acetyl conjugation and glucuronide conjugation. …Buttraline is ultimately metabolized to carbon dioxide.
Toxicity/Toxicokinetics
Toxicity Data
LC50 (Rat) = 50,000 mg/m³/4h
Additional Infomation
Butralin is a C-nitro compound. Butralin is a dinitroaniline herbicide used as a plant growth regulator in flue-cured and air-dried tobacco. In animal studies, Butralin generally exhibits low acute toxicity. Oral exposure and eye irritation are classified as Group III, while dermal and inhalation exposure are classified as Group IV. The carcinogenicity classification of Butralin has not been determined.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H21N3O4
Molecular Weight
295.34
Exact Mass
295.153
CAS #
33629-47-9
PubChem CID
36565
Appearance
Yellow orange crystals
Density
1.2±0.1 g/cm3
Boiling Point
381.3±42.0 °C at 760 mmHg
Melting Point
61ºC
Flash Point
184.4±27.9 °C
Vapour Pressure
0.0±0.9 mmHg at 25°C
Index of Refraction
1.565
LogP
5.8
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
4
Heavy Atom Count
21
Complexity
359
Defined Atom Stereocenter Count
0
SMILES
CCC(C)NC1=C(C=C(C=C1[N+](=O)[O-])C(C)(C)C)[N+](=O)[O-]
InChi Key
SPNQRCTZKIBOAX-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H21N3O4/c1-6-9(2)15-13-11(16(18)19)7-10(14(3,4)5)8-12(13)17(20)21/h7-9,15H,6H2,1-5H3
Chemical Name
N-butan-2-yl-4-tert-butyl-2,6-dinitroaniline
Synonyms
A 820; Tamex; Butralin
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)
DMSO : ~100 mg/mL (~338.60 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.47 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.47 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3859 mL 16.9296 mL 33.8593 mL
5 mM 0.6772 mL 3.3859 mL 6.7719 mL
10 mM 0.3386 mL 1.6930 mL 3.3859 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:

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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?
  • 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.

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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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