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Fenoxaprop-P-ethyl

Cat No.:V29539 Purity: ≥98%
Fenoxaprop-P-ethyl is a heterocyclic phenoxypropionic acid herbicide.
Fenoxaprop-P-ethyl
Fenoxaprop-P-ethyl Chemical Structure CAS No.: 71283-80-2
Product category: New12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
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5g
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25g
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Product Description
Fenoxaprop-P-ethyl is a heterocyclic phenoxypropionic acid herbicide.
Fenoxaprop-P-ethyl (CAS 71283-80-2) is a selective, systemic post-emergence herbicide belonging to the aryloxyphenoxypropionate class. With a molecular formula of C₁₈H₁₆ClNO₅ and a molecular weight of 361.78 g/mol, this compound is the purified (R)-enantiomer of fenoxaprop-ethyl. It is absorbed by the leaves and stems of weeds and translocated to the meristematic tissues, where it inhibits fatty acid biosynthesis. Fenoxaprop-P-ethyl is used to control annual and perennial grass weeds in various crops. The compound appears as a white to light yellow powder to crystal with a melting point of 85.0 to 89.0 °C. It has a specific rotation of +36.0 to +40.0 degrees.
Biological Activity I Assay Protocols (From Reference)
Targets
Fenoxaprop-P-ethyl targets acetyl-CoA carboxylase (ACCase), a key enzyme in the fatty acid biosynthesis pathway in plants. By inhibiting ACCase, it prevents the synthesis of fatty acids, which are essential for the formation of cell membranes and other lipid-containing structures. This leads to the disruption of cell division and growth in the meristematic tissues of susceptible grass weeds. The compound is selective for grass weeds because it is rapidly metabolized in broadleaf crops. Its herbicidal activity is specific to the (R)-enantiomer.
ln Vitro
In vitro, Fenoxaprop-P-ethyl is used as a herbicide to control annual and perennial grass weeds. Its activity is typically assessed by measuring the inhibition of ACCase activity in plant extracts. The compound's effects on weed growth are evaluated in greenhouse and field studies. Its selectivity for grass weeds is demonstrated by its differential metabolism in grass and broadleaf plants.
ln Vivo
In vivo, Fenoxaprop-P-ethyl is applied post-emergence to crops to control grass weeds. It is absorbed by the leaves and stems and translocated to the meristematic tissues, where it inhibits fatty acid biosynthesis. The compound acts rapidly, with weed growth stopping within 2-3 days after application. Its efficacy has been established through extensive field trials. The compound is not used as a therapeutic agent in humans or animals.
Enzyme Assay
In vitro non-cell enzyme assays for Fenoxaprop-P-ethyl involve measuring the inhibition of ACCase activity. The compound is incubated with purified ACCase and its substrates, and the production of malonyl-CoA is measured. IC₅₀ values are calculated from dose-response curves. These assays provide quantitative data on the compound's potency as an ACCase inhibitor.
Cell Assay
In vitro cell-based assays for Fenoxaprop-P-ethyl use plant cell cultures to study its effects on fatty acid biosynthesis and cell growth. Plant cells are treated with varying concentrations of the compound, and parameters such as fatty acid content, cell viability, and growth are assessed. These studies help to characterize the compound's herbicidal mechanism of action.
Animal Protocol
In vivo animal studies for Fenoxaprop-P-ethyl are primarily toxicological studies to assess its safety for non-target organisms. These studies involve administering the compound to animals and evaluating parameters such as body weight, organ weights, and histopathology. The compound's toxicity to mammals is relatively low, but it can be toxic to aquatic organisms.
ADME/Pharmacokinetics
Fenoxaprop-P-ethyl has a molecular weight of 361.78 g/mol and a molecular formula of C₁₈H₁₆ClNO₅. Its IUPAC name is ethyl (2R)-2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoate. It appears as a white to light yellow powder to crystal with a melting point of 85.0 to 89.0 °C. It has a specific rotation of +36.0 to +40.0 degrees. The compound should be stored under appropriate conditions, typically at room temperature, protected from light and moisture.
Toxicity/Toxicokinetics
Fenoxaprop-P-ethyl has low mammalian toxicity but can be toxic to aquatic organisms. It is classified as a hazardous chemical and should be handled with appropriate safety precautions. It is not intended for human or veterinary use.
References
Zawahir S, et al. Acute intentional self-poisoning with a herbicide product containing fenoxaprop-P-ethyl, ethoxysulfuron, andisoxadifen ethyl: a prospective observational study. Clin Toxicol (Phila). 2009 Sep;47(8):792-797.
Additional Infomation
See also: Ethyl phenoxypropionate (note moved to).
Fenoxaprop-P-ethyl is a selective, systemic post-emergence herbicide belonging to the aryloxyphenoxypropionate class. It inhibits fatty acid biosynthesis by targeting ACCase. It is used to control annual and perennial grass weeds in various crops. Not a therapeutic agent; intended for agricultural use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₁₈H₁₆CLNO₅
Molecular Weight
361.78
Exact Mass
361.071
CAS #
71283-80-2
PubChem CID
91707
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
477.5±53.0 °C at 760 mmHg
Flash Point
242.6±30.9 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.587
LogP
4.78
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
7
Heavy Atom Count
25
Complexity
443
Defined Atom Stereocenter Count
1
SMILES
C[C@@H](OC1=CC=C(OC2=NC3=CC=C(Cl)C=C3O2)C=C1)C(OCC)=O
InChi Key
PQKBPHSEKWERTG-LLVKDONJSA-N
InChi Code
InChI=1S/C18H16ClNO5/c1-3-22-17(21)11(2)23-13-5-7-14(8-6-13)24-18-20-15-9-4-12(19)10-16(15)25-18/h4-11H,3H2,1-2H3/t11-/m1/s1
Chemical Name
ethyl (2R)-2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]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 (~276.41 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.91 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 (6.91 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 2.7641 mL 13.8206 mL 27.6411 mL
5 mM 0.5528 mL 2.7641 mL 5.5282 mL
10 mM 0.2764 mL 1.3821 mL 2.7641 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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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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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