ChemicalBook > CAS DataBase List > OLVANIL

OLVANIL

Product Name: OLVANIL
CAS No.: 58493-49-5
Chemical Name: OLVANIL
Synonyms: Ovanil;OLVANIL;NE-19550;N-VANILLYLOLEAMIDE;N-VANILLYLOLEOYLAMIDE;N-Vannilyloleoylamide;(n-vanillyl)-9-oleamide;N-VANILLYL-9-OCTADECENAMIDE;Olvanil (cis- and trans- mixture);N-(4-Hydroxy-3-methoxybenzyl)oleamide
CBNumber: CB5461006
Molecular Formula: C26H43NO3
Formula Weight: 417.62
MOL File: 58493-49-5.mol

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OLVANIL Property

Melting point:: 36 °C
Boiling point:: 596.1±50.0 °C(Predicted)
Density: 0.982±0.06 g/cm3(Predicted)
storage temp.: −20°C
solubility: H₂O: <0.2mg/mL
form: powder
pka: 9.76±0.20(Predicted)
color: white to off-white
Water Solubility: H2O: <0.2mg/mL
DMSO: 20mg/mL

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Safety

WGK Germany: 3
RTECS: RG2242130

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: O0257
Product name: Olvanil
Purity: powder
Packaging: 10mg
Price: $196
Updated: 2025/07/31

Cayman Chemical

Product number: 90262
Product name: Olvanil
Purity: ≥98%
Packaging: 5mg
Price: $53
Updated: 2024/03/01

Cayman Chemical

Product number: 90262
Product name: Olvanil
Purity: ≥98%
Packaging: 10mg
Price: $96
Updated: 2024/03/01

Cayman Chemical

Product number: 90262
Product name: Olvanil
Purity: ≥98%
Packaging: 25mg
Price: $227
Updated: 2024/03/01

Cayman Chemical

Product number: 90262
Product name: Olvanil
Purity: ≥98%
Packaging: 50mg
Price: $399
Updated: 2024/03/01

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OLVANIL Chemical Properties,Usage,Production

Description

Olvanil is a structural analog of capsaicin, which is the noxious active component of hot peppers of the Capsicum genus. It is the amide of vanillylamine and oleic acid. Olvanil acts as an agonist at the vanilloid receptor, VR1, inducing desensitization analgesia in rat and mouse models of pain. Olvanil has complex interactions with the cannabinoid system, in that it potentiates the agonist activity of endogenous cannabinoids by inhibiting the reuptake of arachidonyl ethanolamide (AEA). Olvanil is a more potent reuptake inhibitor than AM404, which is commonly used for this purpose (50% inhibition of reuptake at 10 μM versus 12% for AM404 at the same dose). Olvanil is also a CB₁ agonist, but does not bind to CB₂ receptors or inhibit fatty acid amide hydrolase. The overall activity of olvanil in most models is that of an analgesic, but it is unclear how these effects are mediated by VR1, the CB₁ receptor, or other components of the endogenous pain sensation system.

Uses

Analgesic.

Uses

Olvanil is a TRPV1 agonist more potent than capsaicin.

Definition

ChEBI: N-Vanillyloleamide is a member of methoxybenzenes and a member of phenols.

Biological Activity

Potent vanilloid receptor agonist (pEC 50 values are 8.1 and 7.7 at rat and human VR1 receptors respectively). Also blocks anandamide uptake (IC 50 = 9 μ M) and may bind to CB 1 cannabinoid receptors. Antinociceptive following systemic administration. Also available as part of the Vanilloid TRPV1 Receptor Tocriset™ .

storage

Desiccate at -20°C

References

[1] JOHN M. JANUSZ. Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity[J]. Journal of Medicinal Chemistry, 1993, 36 18: 2595-2604. DOI: 10.1021/jm00070a002
[2] VINCENZO DI MARZO . Interactions between synthetic vanilloids and the endogenous cannabinoid system[J]. FEBS Letters, 1998, 436 3: Pages 449-454. DOI: 10.1016/s0014-5793(98)01175-2

OLVANIL Preparation Products And Raw materials

Raw materials

Preparation Products

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58493-49-5, OLVANILRelated Search:

Oleamide OLVANIL Oleylamine SALOR-INT L173312-1EA Nonivamide N-ETHYL-9Z-OCTADECENAMIDE N-VANILLYLOCTANAMIDE

n-((4-hydroxy-3-methoxyphenyl)methyl)-9-octadecenamide(z)-

OLVANIL

NE-19550

N-VANILLYLOLEAMIDE

N-VANILLYLOLEOYLAMIDE

(n-vanillyl)-9-oleamide

N-VANILLYL-9-OCTADECENAMIDE

(N-Vanillyl)-9-oleamide, N-Vannilyloleoylamide

(Z)-N-(4-Hydroxy-3-methoxybenzyl)-9-octadecenamide

(Z)-N-[(4-Hydroxy-3-methoxyphenyl)methyl]-9-octadecenamide

N-(3-Methoxy-4-hydroxybenzyl)oleic amide

Ovanil

N-Vannilyloleoylamide

N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-9Z-OCTADECENAMIDE

9-Octadecenamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-, (9Z)-

N-(4-Hydroxy-3-methoxybenzyl)oleamide

Olvanil (cis- and trans- mixture)

58493-49-5

Vanilloid/TRPV channel