Molecular structure of Arvanil, CAS Number: 128007-31-8
Arvanil (CAS 128007-31-8)
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Alternate Names:
N-Vanillylarachidonamide; N- [(4- hydroxy- 3- methoxyphenyl)methyl]- 5Z, 8Z, 11Z, 14Z- eicosatetraenamide
Application:
Arvanil is a cannabinoid CB1 and vanilloid TRPV1 (VR) agonist
CAS Number:
128007-31-8
Purity:
≥98%
Molecular Weight:
439.6
Molecular Formula:
C28H41NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Arvanil is a cannabinoid CB1 and VR1 (vanilloid TRPV1) agonist (Ki values are 0.5 and 0.3 muM respectively). Arvanil as a vanilloid analog is 100-fold more potent than Anandamide in producing hypothermia, catalepsy and inhibiting spontaneous activity when administered to mice. Arvanil also inhibits the anandamide transporter (IC50 = 3.6 muM). Furthermore, Arvanil is reported to induce apoptosis. Arvanil is an inhibitor of FAAH.
Arvanil (CAS 128007-31-8) References
- Overlap between the ligand recognition properties of the anandamide transporter and the VR1 vanilloid receptor: inhibitors of anandamide uptake with negligible capsaicin-like activity. | De Petrocellis, L., et al. 2000. FEBS Lett. 483: 52-6. PMID: 11033355
- Neurobehavioral activity in mice of N-vanillyl-arachidonyl-amide. | Di Marzo, V., et al. 2000. Eur J Pharmacol. 406: 363-74. PMID: 11040343
- A structure/activity relationship study on arvanil, an endocannabinoid and vanilloid hybrid. | Di Marzo, V., et al. 2002. J Pharmacol Exp Ther. 300: 984-91. PMID: 11861807
- Effect of arvanil (N-arachidonoyl-vanillyl-amine), a nonpungent anandamide-capsaicin hybrid, on ion currents in NG108-15 neuronal cells. | Lo, YK., et al. 2003. Biochem Pharmacol. 65: 581-91. PMID: 12566085
- Neuroprotection by the endogenous cannabinoid anandamide and arvanil against in vivo excitotoxicity in the rat: role of vanilloid receptors and lipoxygenases. | Veldhuis, WB., et al. 2003. J Neurosci. 23: 4127-33. PMID: 12764100
- The CB1/VR1 agonist arvanil induces apoptosis through an FADD/caspase-8-dependent pathway. | Sancho, R., et al. 2003. Br J Pharmacol. 140: 1035-44. PMID: 14530215
- Arvanil, a hybrid endocannabinoid and vanilloid compound, behaves as an antihyperkinetic agent in a rat model of Huntington's disease. | de Lago, E., et al. 2005. Brain Res. 1050: 210-6. PMID: 15975564
- Arvanil and anandamide up-regulate CD36 expression in human peripheral blood mononuclear cells. | Malfitano, AM., et al. 2007. Immunol Lett. 109: 145-54. PMID: 17360047
- Arvanil, anandamide and N-arachidonoyl-dopamine (NADA) inhibit emesis through cannabinoid CB1 and vanilloid TRPV1 receptors in the ferret. | Sharkey, KA., et al. 2007. Eur J Neurosci. 25: 2773-82. PMID: 17459108
- Role of VR1 and CB1 receptors in modelling of cardio-respiratory response to arvanil, an endocannabinoid and vanilloid hybrid, in rats. | Kopczyńska, B. 2008. Life Sci. 83: 85-91. PMID: 18572197
- Pungency of TRPV1 agonists is directly correlated with kinetics of receptor activation and lipophilicity. | Ursu, D., et al. 2010. Eur J Pharmacol. 641: 114-22. PMID: 20576527
- Midcervical vagotomy precludes respiratory response to novel anti-inflammatory and anti-tumour drug arvanil in rats. | Kopczyńska, B. 2010. Eur J Pharmacol. 643: 101-6. PMID: 20599930
- Arvanil, olvanil, AM 1172 and LY 2183240 (various cannabinoid CB1 receptor agonists) increase the threshold for maximal electroshock-induced seizures in mice. | Tutka, P., et al. 2018. Pharmacol Rep. 70: 106-109. PMID: 29335158
- The desensitization of the transient receptor potential vanilloid 1 by nonpungent agonists and its resensitization by bradykinin. | Alsalem, M., et al. 2020. Neuroreport. 31: 781-786. PMID: 32618816
Inhibitor of:
FAAH.Activator of:
CB1, and VR1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Arvanil, 5 mg | sc-202065 | 5 mg | $150.00 |