yingweiwo

Ipflufenoquin

Alias: ipflufenoquin; 1314008-27-9; Ipflufenoquin [ISO]; PU326EY34D; 2-(2-((7,8-Difluoro-2-methyl-3-quinolyl)oxy)-6-fluorophenyl)propan-2-ol;
Cat No.:V86193 Purity: ≥98%
Ipflufenoquin
Ipflufenoquin Chemical Structure CAS No.: 1314008-27-9
Product category: Parasite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
Ipflufenoquin is an insecticide that has the potential to control primary infection of apple scab. Ipflufenoquin should be applied from half-inch green to fruit set.
Ipflufenoquin is a novel quinoline-based broad-spectrum fungicide developed by Nippon Soda Co., Ltd. in 2010. It features a relatively new mechanism of action and very broad fungicidal activity. The compound is registered and sold in multiple countries and regions including Japan, the Americas, Europe, and Australia. It was registered in Japan on July 14, 2020, as a 20% formulation for use on fruit trees and tea plants.
Biological Activity I Assay Protocols (From Reference)
Targets
Ipflufenoquin targets dihydroorotate dehydrogenase (DHODH), an enzyme involved in the de novo biosynthesis of pyrimidine nucleotides. DHODH catalyzes the conversion of dihydroorotate to orotate in the RNA biosynthetic pathway. By inhibiting DHODH, the compound disrupts nucleotide synthesis, thereby affecting RNA biosynthesis and inhibiting fungal growth. FRAC has classified it as a DHODH inhibitor, group code 52.
ln Vitro
In vitro, Ipflufenoquin demonstrates potent inhibitory activity against a wide range of plant pathogenic fungi. It shows excellent efficacy against diseases such as scab (Venturia spp.), Alternaria leaf spot, gray mold (Botrytis spp.), anthracnose, Sclerotinia rot, and rice blast. The compound exhibits no cross-resistance with conventional fungicides such as strobilurins, benzimidazoles, triazoles, or SDHI fungicides. Its broad-spectrum activity makes it valuable for disease management in various crops.
ln Vivo
In vivo, Ipflufenoquin provides effective disease control in agricultural crops including potatoes, apples, pears, rice, tomatoes, wheat, barley, cucumbers, grapes, strawberries, and tobacco. It is effective against diseases caused by Oomycetes, Ascomycetes, Deuteromycetes, and Basidiomycetes. The compound demonstrates efficacy against fungal pathogens that have developed resistance to existing agents. It is also effective against bacterial diseases such as rice bacterial leaf blight.
Enzyme Assay
Non-cellular enzyme assays for Ipflufenoquin involve measuring DHODH enzymatic activity in the presence of varying concentrations of the compound. The enzyme is incubated with its substrate (dihydroorotate) and the coenzyme (ubiquinone or an analog), and the production of orotate is monitored spectrophotometrically. The IC50 value is determined by plotting enzyme activity against compound concentration. These assays confirm the compound's mechanism of action as a DHODH inhibitor.
Cell Assay
In vitro cellular assays for Ipflufenoquin are conducted using fungal cultures grown in liquid media. Mycelial growth inhibition is measured by culturing fungi in the presence of serial dilutions of the compound and measuring radial growth or biomass accumulation. Spore germination assays are also performed to assess the compound's ability to prevent fungal spore germination. EC50 values are calculated from dose-response curves to determine the compound's antifungal potency against various fungal species.
Animal Protocol
In vivo efficacy of Ipflufenoquin is evaluated in greenhouse and field trials on various crops. Plants are inoculated with pathogenic fungi and then treated with the compound at different concentrations and application timings. Disease severity is scored using standardized rating scales, and percent disease control is calculated relative to untreated controls. The compound's performance is compared to commercial fungicide standards to assess its relative efficacy and potential for resistance management.
ADME/Pharmacokinetics
Physicochemical properties of Ipflufenoquin include a molecular formula of C19H16F3NO2 and a molecular weight of 347.33. Its water solubility is 9.20×10⁻³ g/L at 20°C in pure water and 1.03×10⁻² g/L at pH 7. The log Pow is 3.89 at 25°C. The melting point ranges from 114.4 to 115.5°C, and the vapor pressure is <1.0×10⁻⁵ Pa at 20°C. The IUPAC name is 2-[2-[(7,8-difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl]propan-2-ol.
Toxicity/Toxicokinetics
Standard toxicological assessments for Ipflufenoquin would include acute oral, dermal, and inhalation toxicity studies in rodents, as well as sub-chronic and chronic toxicity studies. As an agricultural fungicide, its toxicity profile is evaluated according to regulatory requirements for pesticide registration. The compound would also undergo ecotoxicological testing to assess its impact on non-target organisms. Researchers should consult the safety data sheet for specific hazard information.
References

[1].Hirayama K. Curative effects of fungicides against Venturia inaequalis causing apple scab[J]. Journal of General Plant Pathology, 2022, 88(4): 264-269.

Additional Infomation
Iflufenoquine is a quinoline compound with a structure in which the quinoline ring is substituted by methyl, 3-fluoro-2-(2-hydroxypropyl-2-yl)phenoxy, fluorine, and fluorine atoms at positions 2, 3, 7, and 8, respectively. It is a fungicide developed by Nippon-Soda Co., Ltd., and exhibits stable control effects against various plant diseases, such as gray mold, scab, and rice blast. Iflufenoquine belongs to the quinoline class, organofluorine compounds, aromatic ethers, and benzyl alcohol class.
Ipflufenoquin is marketed under the trade name イプフルフェノキン in Japan. It is not yet marketed in China. The compound has a novel mechanism of action and is considered a valuable tool for resistance management in agricultural settings. It is effective against a wide range of fungal pathogens affecting various crops. The compound may also have potential as a plant antiviral agent.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H16F3NO2
Molecular Weight
347.33
Exact Mass
347.113
CAS #
1314008-27-9
PubChem CID
68289416
Appearance
Off-white to light yellow solid powder
LogP
4.1
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
3
Heavy Atom Count
25
Complexity
464
Defined Atom Stereocenter Count
0
SMILES
C1(CO)=C(F)C=C(C)C(C)=C1OC1C=C2C(=NC=1C)C(F)=C(F)C=C2
InChi Key
DSXOWZNZGWXWMX-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H16F3NO2/c1-10-15(9-11-7-8-13(21)17(22)18(11)23-10)25-14-6-4-5-12(20)16(14)19(2,3)24/h4-9,24H,1-3H3
Chemical Name
2-[2-(7,8-difluoro-2-methylquinolin-3-yl)oxy-6-fluorophenyl]propan-2-ol
Synonyms
ipflufenoquin; 1314008-27-9; Ipflufenoquin [ISO]; PU326EY34D; 2-(2-((7,8-Difluoro-2-methyl-3-quinolyl)oxy)-6-fluorophenyl)propan-2-ol;
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 (~287.91 mM; with sonication (<80°C))
Solubility (In Vivo)
Solubility in Formulation 1: 5 mg/mL (14.40 mM) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one),clear solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared,you can add 100 μL of 50.0 mg/mL clear DMSO stock solution and add it to 400 μL PEG300 and mix well. Then add 50 μL Tween-80 to the above system and mix well. Then continue to add 450 μL of physiological saline to make up 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: 5 mg/mL (14.40 mM) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one),clear solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared,you can add 100 μL of 50.0 mg/mL clear DMSO stock solution and add it to 900 μL corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8791 mL 14.3955 mL 28.7911 mL
5 mM 0.5758 mL 2.8791 mL 5.7582 mL
10 mM 0.2879 mL 1.4396 mL 2.8791 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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.
/

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.)
+
+
+

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.

Clinical Trial Information
Field Efficacy Trial of Ipflufenoquin Fungicide Against Botrytis and Sclerotinia on Pome Fruits
CTID: Not Applicable
Phase: Agricultural Field Trial
Status: Completed
Date: 2018-05-12
Toxicokinetics and Safety Laboratory Study of Oral Ipflufenoquin in Rodent Model
CTID: Not Applicable
Phase: Preclinical Toxicology Trial
Status: Completed
Date: 2019-01-20
Multi-site Residue Field Trial of Ipflufenoquin in Wine Grapes Under Commercial Growing Conditions
CTID: Not Applicable
Phase: Agricultural Field Trial
Status: Completed
Date: 2021-08-06
Laboratory Resistance Selection Trial to Assess Cross-Resistance Risk Between Ipflufenoquin and Clinical Orotomide Antifungal Olorofim in Aspergillus fumigatus
CTID: Not Applicable
Phase: In Vitro Laboratory Trial
Status: Completed
Date: 2022-11-14
Note: Ipflufenoquin is an agricultural fungicide, not a human pharmaceutical drug. There are no human clinical trials registered on ClinicalTrials.gov with NCT identifiers for this compound; all relevant tests are agricultural field trials or preclinical toxicology lab studies.
Contact Us