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Isovaleramide

CAS# 541-46-8

Isovaleramide

2D Structure

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Isovaleramide

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Chemical Properties of Isovaleramide

Cas No. 541-46-8 SDF Download SDF
PubChem ID 10930 Appearance Powder
Formula C5H11NO M.Wt 101.15
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 3-Methylbutanamide
Solubility Soluble in DMSO > 10 mM
Chemical Name 3-methylbutanamide
SMILES CC(C)CC(=O)N
Standard InChIKey SANOUVWGPVYVAV-UHFFFAOYSA-N
Standard InChI InChI=1S/C5H11NO/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H2,6,7)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Isovaleramide

DescriptionIsovaleramide is an active principle on central nervous system from Valeriana pavonii, as an anticonvulsant. Target: in vitro: Isovaleramide (300 μM) exhibits a 42% of inhibition of the binding of 3H-FNZ to its sites. in vivo: Isovaleramide at 100 mg/Kg, p.o, evidences a 90% index protection against the maximal electroshock seizure in mice (MES).

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Preparing Stock Solutions of Isovaleramide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 9.8863 mL 49.4315 mL 98.8631 mL 197.7261 mL 247.1577 mL
5 mM 1.9773 mL 9.8863 mL 19.7726 mL 39.5452 mL 49.4315 mL
10 mM 0.9886 mL 4.9432 mL 9.8863 mL 19.7726 mL 24.7158 mL
50 mM 0.1977 mL 0.9886 mL 1.9773 mL 3.9545 mL 4.9432 mL
100 mM 0.0989 mL 0.4943 mL 0.9886 mL 1.9773 mL 2.4716 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Isovaleramide

Isovaleramide is an anticonvulsant molecule isolated from Valeriana pavonii, it inhibits the liver alcohol dehydrogenases.

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References on Isovaleramide

Synthesis of N4-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-L-asparagine analogues. n-Butyramide, 3-chloropropionamide, 3-aminopropionamide, and isovaleramide analogues.[Pubmed:11398986]

Carbohydr Res. 2001 Apr 23;331(4):439-44.

The syntheses of four analogues of N4-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-L-asparagine are described. Activated carboxylic acids were reacted with 2-acetamido-2-deoxy-beta-D-glucopyranosylamine. n-Butyric anhydride gave N-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-n-butyramide. 3-Chloropropionic anhydride was synthesized from 3-chloropropionic acid and gave N-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-3-chloropropionamide. Equilibration of the latter with ammonium bicarbonate gave N1-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-3-aminopropionamide. Succinimidyl isovalerate was synthesized and gave N-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-Isovaleramide.

[Isovaleramide, an anticonvulsant molecule isolated from Valeriana pavonii].[Pubmed:20890571]

Biomedica. 2010 Apr-Jun;30(2):245-50.

INTRODUCTION: Fractioning of an extract of Valeriana pavonii, a native species used in Colombian folk medicine as tranquilizer, led to the isolation and identification of Isovaleramide, one of the active constituents responsible for its central nervous system activity as anticonvulsant. OBJECTIVE: Description of the isolation and identification of Isovaleramide, an active principle on central nervous system from Valeriana pavonii. MATERIALS AND METHODS: The purification of Isovaleramide was carried out by chromatographic techniques. Its structural elucidation was determined by nuclear magnetic resonance and mass spectrometry. Maximal electroshock seizure was used as in vivo pharmacological test, additionally in vitro GABA-A/BDZ-binding site studies were performed. RESULTS: Isovaleramide was isolated from the most active fraction of Valeriana pavonii. This compound, at 100 mg/Kg, p.o, evidenced a 90% index protection against the maximal electroshock seizure in mice (MES), comparable to the reference agent: sodium phenytoin (20 mg/kg, p.o, 100%). In the in vitro assay, Isovaleramide (300 microM) exhibited a 42% of inhibition of the binding of (3)H-FNZ to its sites. CONCLUSION: Isovaleramide is one of the active anticonvulsant constituents of Valeriana pavonii, for the first time reported in this species. These results support the traditional use of Valeriana pavonii and its interest as a therapeutic source.

Description

Isovaleramide is an anticonvulsant molecule isolated from Valeriana pavonii, it inhibits the liver alcohol dehydrogenases.

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