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Etoxazole

Cat No.:V12518 Purity: ≥98%
Etoxazole (YI-5301) is an organofluorine pesticide extensively used in agriculture.
Etoxazole
Etoxazole Chemical Structure CAS No.: 153233-91-1
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Etoxazole (YI-5301) is an organofluorine pesticide extensively used in agriculture. Etoxazole affects spider mite nymphs, eggs, and larvae by inhibiting chitin biosynthesis.
Etoxazole (CAS# 153233-91-1) is a synthetic acaricide and insecticide belonging to the tetrazine chemical class. It has a molecular formula of C₂₁H₂₃F₂NO₂ and a molecular weight of 359.41 g/mol. Etoxazole is an insect growth regulator and molting inhibitor used for the control of mites and aphids on fruits, vegetables, and ornamentals. It is a white to light yellow powder with a melting point of 100.0-104.0°C. Etoxazole is characterized by its low toxicity and selective mode of action. It is used to control mites and insects in various crops.
Biological Activity I Assay Protocols (From Reference)
Targets
Etoxazole targets the molting process in mites and insects, acting as an insect growth regulator and molting inhibitor. Its mechanism of action involves interference with chitin synthesis or cuticle formation during the molting process, preventing successful ecdysis and leading to death of the target pests. Etoxazole has selective activity against mites and aphids, with low toxicity to non-target organisms. The compound's selective mode of action makes it suitable for integrated pest management programs.
ln Vitro
In vitro, etoxazole is evaluated for its acaricidal and insecticidal activity against target pests. The compound is tested in laboratory bioassays against various mite and aphid species to determine its efficacy and potency. Etoxazole shows activity against eggs, nymphs, and adults of target pests. The compound's effects on molting and development are assessed by observing morphological changes and mortality in treated insects. These studies confirm the compound's mechanism as an insect growth regulator.
ln Vivo
In vivo, etoxazole is an effective acaricide and insecticide used to control mites and insects in various crops, including fruits, vegetables, and ornamental plants. It is an insect growth regulator and molting inhibitor for control of mites and aphids. Etoxazole is characterized by its low toxicity and selective mode of action. The compound is applied as a foliar spray and provides residual activity against target pests. Its efficacy has been demonstrated in field trials and agricultural use. Etoxazole is commercially available as a pesticide.
Enzyme Assay
In vitro enzyme/receptor binding assays for etoxazole are not typical, as the compound is an acaricide/insecticide rather than a pharmaceutical agent. Its activity is assessed using standard acaricide and insecticide bioassays. Target pests (e.g., spider mites, aphids) are exposed to varying concentrations of etoxazole, and mortality is recorded over time. The compound's effects on molting are assessed by observing developmental abnormalities. These bioassays confirm the compound's efficacy as an insect growth regulator.
Cell Assay
In vitro cell-based assays for etoxazole are not typically performed, as the compound is an agricultural pesticide rather than a therapeutic agent. Its effects on insect cells can be assessed using cell lines derived from target pests, measuring cell viability and proliferation. However, such assays are not standard for pesticide development. The compound's selectivity and low toxicity are evaluated in toxicological studies using non-target organisms.
Animal Protocol
In vivo animal experiments for etoxazole are conducted in the context of pesticide efficacy and toxicology studies. The compound is applied to plants infested with mites or aphids, and pest mortality is assessed over time. Toxicological studies in mammals have shown low acute toxicity. The compound's environmental fate and effects on non-target organisms are evaluated in regulatory studies. Etoxazole is registered for agricultural use in many countries.
ADME/Pharmacokinetics
Pharmacokinetic (PK) data for etoxazole are primarily derived from toxicological and environmental studies. The compound has a molecular weight of 359.41 g/mol and is a white to light yellow powder. It is lipophilic and has low water solubility. The compound's metabolism and excretion have been studied in the context of pesticide registration. Etoxazole is degraded in the environment through photolysis and microbial degradation. Comprehensive PK data are available from regulatory studies.
Toxicity/Toxicokinetics
Toxicity Data
LC50 (Rats) >1,090 mg/m³/4H
Non-human Toxicity Values LD50 (Rats, Dermal Contact) >2000 mg/kg
LD50 (Rats, Oral) >5000 mg/kg
LD50 (Mice, Oral) >5000 mg/kg /Etoxazole Technical Grade/ /Taken from Table/
LD50 (Rats, Oral) 4274 mg/kg /TetraSan 5 WDG Insecticide/ /Taken from Table/
LD50 (Rats, Dermal Contact) >5000 mg/kg /TetraSan 5 WDG Insecticide/ /Taken from Table/
The toxicity of etoxazole is low for mammals. It is characterized by its low toxicity and selective mode of action. The compound has low acute oral and dermal toxicity in rats. It is not intended for human or veterinary use and is used exclusively as a pesticide. It should be handled with appropriate safety precautions. The compound is registered for agricultural use in many countries.
References

[1]. Exposure to etoxazole induces mitochondria-mediated apoptosis in porcine trophectoderm and uterine luminal epithelial cells. Environ Pollut. 2020 Feb;257:113480.

Additional Infomation
Etoxazole is an organofluorine acaricide. It is also an insecticide used to control spider mites on indoor (greenhouse, pergola, and shade houses) ornamental crops (including flowering and foliage crops, ground cover plants, shrubs and trees, as well as non-fruiting fruit and nut trees). Etoxazole belongs to the oxazoline class of insecticides. It kills mite eggs and nymphs and prevents adults from laying eggs. Etoxazole is readily absorbed by plants and transported locally within the leaves. Its insecticidal mechanism of action is the inhibition of chitin biosynthesis. Etoxazole induces molting defects in fall armyworm larvae, similar to benzoyl urea insecticides (a well-known chitin biosynthesis inhibitor).
Etoxazole is a synthetic acaricide and insecticide belonging to the tetrazine chemical class. It is an insect growth regulator and molting inhibitor used for the control of mites and aphids on fruits, vegetables, and ornamentals. Etoxazole is characterized by its low toxicity and selective mode of action. It has a molecular formula of C₂₁H₂₃F₂NO₂ and a molecular weight of 359.41 g/mol. Etoxazole is registered for agricultural use in many countries and is not a pharmaceutical agent.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H23F2NO2
Molecular Weight
359.4096
Exact Mass
359.169
CAS #
153233-91-1
Related CAS #
Etoxazole-d5
PubChem CID
153974
Appearance
White, crystalline powder
Brown granules /End-use/
Density
1.2±0.1 g/cm3
Boiling Point
449.1±45.0 °C at 760 mmHg
Melting Point
101-102ºC
Flash Point
225.4±28.7 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.538
LogP
5.85
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
5
Heavy Atom Count
26
Complexity
495
Defined Atom Stereocenter Count
0
SMILES
FC1C([H])=C([H])C([H])=C(C=1C1=NC([H])(C([H])([H])O1)C1C([H])=C([H])C(=C([H])C=1OC([H])([H])C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])F
InChi Key
IXSZQYVWNJNRAL-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H23F2NO2/c1-5-25-18-11-13(21(2,3)4)9-10-14(18)17-12-26-20(24-17)19-15(22)7-6-8-16(19)23/h6-11,17H,5,12H2,1-4H3
Chemical Name
4-(4-tert-butyl-2-ethoxyphenyl)-2-(2,6-difluorophenyl)-4,5-dihydro-1,3-oxazole
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.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7823 mL 13.9117 mL 27.8234 mL
5 mM 0.5565 mL 2.7823 mL 5.5647 mL
10 mM 0.2782 mL 1.3912 mL 2.7823 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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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:
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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.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • 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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