OLVANIL Chemical Properties

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

Safety Information

WGK Germany 

3

RTECS 

RG2242130

MSDS

• Language:English Provider:SigmaAldrich

OLVANIL Usage And Synthesis

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

OLVANIL(58493-49-5)Related Product Information

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