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Valifenalate

Cat No.:V31093 Purity: ≥98%
Valifenalate (IR5885; Valiphenal) is an antifungal compound/agent that can be used on high-value crops like grapes, tomatoes and other vegetables, and is effective against a variety of molds.
Valifenalate
Valifenalate Chemical Structure CAS No.: 283159-90-0
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
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50mg
100mg
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Other Sizes

Other Forms of Valifenalate:

  • (S,S)-Valifenalate ((S,S)-IR5885; (S,S)-Valiphenal)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Valifenalate (IR5885; Valiphenal) is an antifungal compound/agent that can be used on high-value crops like grapes, tomatoes and other vegetables, and is effective against a variety of molds.
Biological Activity I Assay Protocols (From Reference)
Targets
- Oomycete fungi (Phytophthora infestans, Plasmopara viticola, Pseudoperonospora cubensis, Bremia lactucae) [1]
- Fungal mycelial growth and spore germination [1]
ln Vitro
- Valifenalate exhibited potent fungicidal activity against oomycete pathogens in vitro. It inhibited mycelial growth of Phytophthora infestans (causal agent of potato late blight) with an EC50 of 0.08 ± 0.01 μg/mL [1]
- It suppressed spore germination of Plasmopara viticola (grape downy mildew) with an EC50 of 0.05 ± 0.008 μg/mL [1]
- For Pseudoperonospora cubensis (cucumber downy mildew) and Bremia lactucae (lettuce downy mildew), the EC50 values for mycelial growth inhibition were 0.06 ± 0.009 μg/mL and 0.07 ± 0.01 μg/mL, respectively [1]
- The compound showed no significant inhibitory effect on non-target beneficial fungi (e.g., Trichoderma harzianum) at concentrations up to 10 μg/mL [1]
ln Vivo
- In potted plant experiments: Foliar application of Valifenalate (50 μg/mL) provided 85±4% control of grape downy mildew (Plasmopara viticola) and 88±3% control of potato late blight (Phytophthora infestans) [1]
- It exhibited both protective and curative activity: Protective application (24 hours before inoculation) showed 90±3% control efficacy, while curative application (24 hours after inoculation) showed 75±4% control efficacy against tomato late blight [1]
- In field trials on grapevines: Valifenalate (100 g/ha, applied 4 times at 7-day intervals) achieved 82±5% control of downy mildew, comparable to commercial fungicides [1]
Cell Assay
- Mycelial growth inhibition assay: Oomycete fungi were cultured on potato dextrose agar (PDA) supplemented with Valifenalate (0.01–10 μg/mL). After 5–7 days of incubation at 25°C, the diameter of fungal colonies was measured, and inhibition rate was calculated relative to the control [1]
- Spore germination inhibition assay: Fungal spores were suspended in liquid medium containing Valifenalate (0.01–5 μg/mL) and incubated at 22–25°C for 12–24 hours. The percentage of germinated spores was counted under a microscope [1]
Toxicity/Toxicokinetics
Acute toxicity to mammals: acute oral LD50 in rats > 5000 mg/kg, acute dermal LD50 in rabbits > 2000 mg/kg, indicating low acute toxicity [1]
- Toxicity to non-target organisms: low toxicity to bees (LD50 > 100 μg/bee, 48-hour exposure toxicity), moderate toxicity to freshwater fish (rainbow trout LC50 = 3.2 ± 0.3 mg/L, 96 hours) [1]
- No mutagenic, teratogenic or carcinogenic effects were observed in standard toxicological tests [1]
References

[1]. FUNGICIDAL COMPOSITIONS. WO 2018 219773 A1.

Additional Infomation
Valifenalate is a mixture of diastereomers of L-(R)-Valifenalate and L-(S)-Valifenalate. It is a downy mildew fungicide used to control powdery mildew in a variety of crops, including grapes, potatoes, and tomatoes. It is an antifungal pesticide. It is a mixture of diastereomers and also an acyl amino acid fungicide. It contains L-(R)-Valifenalate and L-(S)-Valifenalate.
- Valinolate is a synthetic fungicide belonging to the valine amide class [1] - Its fungicidal mechanism includes inhibiting the biosynthesis of oomycete cell walls and interfering with spore germination and hyphal elongation [1] - It is mainly used to control downy mildew (grape downy mildew fungus) and late blight (pathogenic blight fungus) on crops such as grapes, potatoes, tomatoes, cucumbers and lettuce [1] - This compound can be formulated into emulsifiable concentrates, wettable powders or water-dispersible granules, and can be used in combination with other fungicides (e.g., dimethomorph) to improve efficacy and delay the development of resistance [1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H27N2O5CL
Molecular Weight
398.88108
Exact Mass
398.16
CAS #
283159-90-0
Related CAS #
(S,S)-Valifenalate;283159-94-4
PubChem CID
11338509
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
573.2±50.0 °C at 760 mmHg
Flash Point
300.5±30.1 °C
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.515
LogP
3.59
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
10
Heavy Atom Count
27
Complexity
504
Defined Atom Stereocenter Count
1
SMILES
CC(C)[C@@H](C(=O)NC(CC(=O)OC)C1=CC=C(C=C1)Cl)NC(=O)OC(C)C
InChi Key
DBXFMOWZRXXBRN-LWKPJOBUSA-N
InChi Code
InChI=1S/C19H27ClN2O5/c1-11(2)17(22-19(25)27-12(3)4)18(24)21-15(10-16(23)26-5)13-6-8-14(20)9-7-13/h6-9,11-12,15,17H,10H2,1-5H3,(H,21,24)(H,22,25)/t15?,17-/m0/s1
Chemical Name
methyl 3-(4-chlorophenyl)-3-[[(2S)-3-methyl-2-(propan-2-yloxycarbonylamino)butanoyl]amino]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 : ≥ 41 mg/mL (~102.79 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.21 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 20.8 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: ≥ 2.08 mg/mL (5.21 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 20.8 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 2.5070 mL 12.5351 mL 25.0702 mL
5 mM 0.5014 mL 2.5070 mL 5.0140 mL
10 mM 0.2507 mL 1.2535 mL 2.5070 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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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?
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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:
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  • 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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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)
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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