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Fluazifop-P-butyl

Cat No.:V73880 Purity: ≥98%
Fluazifop-P-butyl is an herbicide developed from arylphenoxypropionate and an acetyl-CoA carboxylase (ACCase) inhibitor.
Fluazifop-P-butyl
Fluazifop-P-butyl Chemical Structure CAS No.: 79241-46-6
Product category: Acetyl-CoA Carboxylase
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
Other Sizes
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Product Description
Fluazifop-P-butyl is an herbicide developed from arylphenoxypropionate and an acetyl-CoA carboxylase (ACCase) inhibitor.
Fluazifop-P-butyl (CAS#: 79241-46-6) is a post-emergence herbicide belonging to the aryloxyphenoxypropionate group of graminicides. It is the R-enantiomer of fluazifop-butyl and contains the R and S enantiomers in a 50:50 w/w ratio, with the biological activity due primarily to the R enantiomer. The compound has a molecular formula of C19H20F3NO4 and is used for the selective control of annual and perennial grasses in broadleaf crops. Fluazifop-P-butyl acts by inhibiting acetyl-CoA carboxylase (ACCase) enzyme activity, which is involved in the catalysis of malonyl-CoA formation during lipid metabolism.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary target of Fluazifop-P-butyl is acetyl-CoA carboxylase (ACCase), a key enzyme in fatty acid biosynthesis that catalyzes the formation of malonyl-CoA from acetyl-CoA. By inhibiting ACCase in susceptible grass species, the herbicide disrupts lipid synthesis, leading to the cessation of growth and eventual death of the plant. The compound is selective for grasses over broadleaf plants due to differences in ACCase sensitivity and metabolism.
ln Vitro
In vitro, Fluazifop-P-butyl inhibits ACCase activity in susceptible grass species. The compound acts as a post-emergence herbicide and is applied to foliage, where it is absorbed and translocated to meristematic tissues. The inhibition of ACCase leads to a disruption of fatty acid synthesis, which is essential for membrane formation and energy storage in growing plants. The compound shows selective activity against grass weeds while being safe for broadleaf crops.
ln Vivo
In vivo, Fluazifop-P-butyl is applied as a post-emergence herbicide to control grass weeds in a variety of crops, including soybeans, cotton, and vegetables. The compound is absorbed through the foliage and translocated throughout the plant, accumulating in meristematic tissues where it inhibits ACCase and disrupts lipid synthesis. This leads to the cessation of growth and eventual death of susceptible grass species.
Enzyme Assay
The in vitro enzyme assay for Fluazifop-P-butyl involves measuring the inhibition of ACCase activity using enzyme preparations from susceptible grass species. The assay is performed in a suitable buffer system containing ATP, acetyl-CoA, and bicarbonate as substrates. Test compounds are incubated with the enzyme at various concentrations, and the formation of malonyl-CoA is measured using radiometric or spectrophotometric methods. IC50 values are calculated by fitting dose-response curves to the inhibition data.
Cell Assay
Cellular assays for Fluazifop-P-butyl typically use plant cell cultures or isolated chloroplasts from susceptible grass species. Cells or chloroplasts are treated with the test compound at various concentrations, and the inhibition of fatty acid synthesis is measured by assessing the incorporation of radiolabeled precursors into lipids. The compound's effects on cell growth and viability may also be assessed.
Animal Protocol
In vivo animal studies for Fluazifop-P-butyl are typically conducted as part of toxicological evaluations for herbicide registration. Studies involve oral or dermal administration of the compound to rodents, and endpoints include acute toxicity (LD50), sub-chronic toxicity, and carcinogenicity. The acute oral LD50 in rats is 2712 mg/kg. The compound is classified with hazard warnings for aquatic toxicity (Aquatic Acute 1, Aquatic Chronic 1) and reproductive toxicity (Repr. 2).
ADME/Pharmacokinetics
The pharmacokinetic properties of Fluazifop-P-butyl in mammals include absorption through the gastrointestinal tract following oral exposure, distribution to tissues, metabolism primarily via hydrolysis and oxidation, and excretion in urine and feces. The compound has a flash point of 50°C (closed cup) and is classified as a flammable liquid (Flam. Liq. 3). The compound is used as a reference standard for analytical determination in food and environmental samples.
Toxicity/Toxicokinetics
Toxicological data for Fluazifop-P-butyl indicate that the compound has an acute oral LD50 of 2712 mg/kg in rats. The compound is classified with hazard warnings for aquatic toxicity (Aquatic Acute 1, Aquatic Chronic 1) and reproductive toxicity (Repr. 2). It is also classified as a flammable liquid (Flam. Liq. 3). Personal protective equipment such as eyeshields and gloves are recommended when handling the compound.
References

[1]. Effect of Fluazifop-P-Butyl Treatment on Pigments and Polyamines Level Within Tissues of Non-Target Maize Plants. Pestic Biochem Physiol. 2013 Sep;107(1):78-85.

Additional Infomation
Flupyrazosulfuron-P-butyl ester is a 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propionate butyl ester with an R configuration. It is the active enantiomer of the herbicide flupyrazosulfuron-butyl ester and is used as a post-emergence herbicide to control grassy weeds in various broadleaf crops. It has a dual function as an agrochemical, herbicide, and EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor. Its function is similar to flupyrazosulfuron-P, and it is the enantiomer of (S)-flupyrazosulfuron-butyl ester. Flupyrazosulfuron-P-butyl ester is a selective phenoxy herbicide used for post-emergence control of annual and perennial grassy weeds. It is suitable for soybeans and other broadleaf crops such as carrots, spinach, potatoes, and ornamental plants. Flupyrazosulfuron-P-butyl ester is a general-purpose pesticide. Flupyrazosulfuron-p-butyl ester is a different compound from flupyrazosulfuron or flupyrazosulfuron-butyl ester. Their chemical structures and toxicities differ. Flupyrazosulfuron-butyl formulations may contain small amounts of flupyrazosulfuron-butyl. Flupyrazosulfuron-butyl is a mildly toxic compound. A single ingestion can cause severe gastrointestinal upset. Large doses may lead to central nervous system problems such as drowsiness, dizziness, loss of coordination, and fatigue. Inhalation of even small amounts can cause vomiting and severe pulmonary congestion.
Fluazifop-P-butyl belongs to the aryloxyphenoxypropionate group of graminicides and acts by inhibiting acetyl-CoA carboxylase. The compound is a post-emergence herbicide used for the selective control of grass weeds in broadleaf crops. The acute oral LD50 in rats is 2712 mg/kg. The compound is classified as Aquatic Acute 1, Aquatic Chronic 1, Flam. Liq. 3, and Repr. 2.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H20F3NO4
Molecular Weight
383.36
Exact Mass
383.134
CAS #
79241-46-6
PubChem CID
3033674
Appearance
Colorless to light yellow liquid
Density
1.2±0.1 g/cm3
Boiling Point
436.0±45.0 °C at 760 mmHg
Melting Point
5ºC
Flash Point
217.5±28.7 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.498
LogP
3.64
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
9
Heavy Atom Count
27
Complexity
453
Defined Atom Stereocenter Count
1
SMILES
O(C1C=CC(O[C@H](C)C(=O)OCCCC)=CC=1)C1N=CC(C(F)(F)F)=CC=1
InChi Key
VAIZTNZGPYBOGF-CYBMUJFWSA-N
InChi Code
InChI=1S/C19H20F3NO4/c1-3-4-11-25-18(24)13(2)26-15-6-8-16(9-7-15)27-17-10-5-14(12-23-17)19(20,21)22/h5-10,12-13H,3-4,11H2,1-2H3/t13-/m1/s1
Chemical Name
butyl (2R)-2-[4-[5-(trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoate
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 (260.85 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (6.52 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
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 20% SBE-β-CD physiological saline solution and mix evenly.
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.

Solubility in Formulation 2: ≥ 2.5 mg/mL (6.52 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 2.6085 mL 13.0426 mL 26.0851 mL
5 mM 0.5217 mL 2.6085 mL 5.2170 mL
10 mM 0.2609 mL 1.3043 mL 2.6085 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.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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)
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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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