Replaces Prod. #: ALX-340-042
"Hybrid" activator of CB1 receptor (CB1: Ki=0.5µM; CB2: Ki=>15µM) and TRPV1 (Ki=0.3µM). Also inhibits anandamide uptake (IC50=3.6µM) and fatty acid amide hydrolase (FAAH) (IC50=3µM). A vanilloid analog which is 100-fold more potent than anandamide in producing hypothermia, catalepsy and inhibiting spontaneous activity when administered to mice. Analgesic, vasodilatatory and anti-inflammatory in vivo. Apoptosis inducer.
Product Specification
| Alternative Name: | N-[(4-Hydroxy-3-methoxyphenyl)methyl]-5Z,8Z,11Z,14Z-eicosatetraenamide, N-Vanillylarachidonamide |
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| Formula: | C28H41NO3 |
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| MW: | 439.6 |
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| Purity: | ≥98% (TLC) |
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| Appearance: | Pale yellow oil. |
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| CAS: | 128007-31-8 |
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| Solubility: | Soluble in DMSO (40mg/ml) or ethanol (20mg/ml). |
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| Long Term Storage: | Ambient |
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| Use/Stability: | Stable for at least 1 year after receipt when stored, as supplied, at room temperature. Stock solutions are stable for up to 3 months at -20°C when stored under an atmosphere of argon or nitrogen. |
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| Handling: | Keep under inert gas. Protect from light and oxygen. |
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| Background / Technical Information: | Please click here for the comprehensive product datasheet. |
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Product Literature References
Arvanil inhibits T lymphocyte activation and ameliorates autoimmune encephalomyelitis: A.M. Malfitano, et al.; J. Neuroimmunol.
171, 110 (2006),
Abstract;
Arvanil, a hybrid endocannabinoid and vanilloid compound, behaves as an antihyperkinetic agent in a rat model of Huntington's disease: E. de Lago, et al.; Brain Res.
1050, 210 (2005),
Abstract;
Evidence against the presence of an anandamide transporter: S.T. Glaser, et al.; PNAS
100, 4269 (2003),
Abstract;
The CB1/VR1 agonist arvanil induces apoptosis through an FADD/caspase-8-dependent pathway: R. Sancho, et al.; Br. J. Pharmacol.
140, 1035 (2003),
Abstract;
A structure/activity relationship study on arvanil, an endocannabinoid and vanilloid hybrid: V. Di Marzo, et al.; J. Pharmacol. Exp. Ther.
300, 984 (2002),
Abstract;
Neurobehavioral activity in mice of N-vanillyl-arachidonyl-amide: V. Di Marzo, et al.; Eur. J. Pharmacol.
406, 363 (2000),
Abstract;
Overlap between the ligand recognition properties of the anandamide transporter and the VR1 vanilloid receptor: inhibitors of anandamide uptake with negligible capsaicin-like activity: L. De Petrocellis et al.; FEBS Lett.
483, 52 (2000),
Abstract;
Unsaturated long-chain N-acyl-vanillyl-amides (N-AVAMs): vanilloid receptor ligands that inhibit anandamide-facilitated transport and bind to CB1 cannabinoid receptors: D. Melck, et al.; BBRC
262, 275 (1999),
Abstract;