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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Arvanil

Cayman Chemical Item Number 90052

N-Vanillylarachidonamide (CAS 128007-31-8)

Arvanil (CAS 128007-31-8)

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Description

Arvanil is a structural analog of capsaicin, which is the noxious active component of hot peppers of the Capsicum family. It is the amide of vanillylamine and arachidonic acid. Arvanil induces analgesia in rat and mouse models of pain.1 Arvanil has complex interactions with the cannabinoid system, in that it potentiates the agonist activity of endogenous cannabinoids by inhibiting the reuptake of arachidonoyl ethanolamide (AEA). It is an agonist at CB1, but not CB2, receptors, and is resistant to hydrolysis by FAAH.2 The vasodilator, analgesic, and anti-inflammatory properties of arvanil are not clearly explained by its interactions with cannabinoid and vanilloid receptors, suggesting other possible sites of action.

1 Janusz, J.M., Buckwalter, B.L., Young, P.A., et al. Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity. J Med Chem 36 2595-2604 (1993).

2 Di Marzo, V., Bisogno, T., Melck, D., et al. Interactions between synthetic vanilloids and the endogenous cannabinoid system. FEBS Lett 436 449-454 (1998).

Synonyms
  • N-Vanillylarachidonamide
Formal Name N-​[(4-​hydroxy-​3-​methoxyphenyl)methyl]-​5Z,​8Z,​11Z,​14Z-​eicosatetraenamide
CAS Number 128007-31-8
Molecular Formula C28H41NO3
Formula Weight 439.6
Formulation A solution in ethanol
Purity >98%
λmax 229, 281 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)​NCc1ccc(O)​c(OC)​c1

Background Reading

Janusz, J.M., Buckwalter, B.L., Young, P.A., et al. Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity. J Med Chem 36 2595-2604 (1993).

Di Marzo, V., Bisogno, T., Melck, D., et al. Interactions between synthetic vanilloids and the endogenous cannabinoid system. FEBS Lett 436 449-454 (1998).

Arvanil is available in the following screening library:

Size Price Quantity Subtotal
5 mg $27.00 $0.00
10 mg $51.00 $0.00
50 mg $216.00 $0.00
100 mg $378.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-02-10. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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