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Arvanil

Arvanil is an agonist at transient receptor potential vanilloid 1 (TRPV1) channels and cannabinoid 1 (CB1) receptors. Arvanil exhibits antidepressant, hypertensive, immunosuppressive, anti-inflammatory, antiemetic, and anticancer activities. Arvanil decreases immobility time in vivo in the forced swim test and tail suspension test. In other animal models, arvanil increases lung tidal volume, diaphragm activity, and mean arterial blood pressure. Additionally, arvanil inhibits lymphocyte proliferation and production of IFN-γ, inhibiting the G1/S phase transition in polymorphonuclear blood cells. Arvanil also ameliorates experimental autoimmune encephalitic (EAE) pathology in vivo. This compound inhibits proliferation in breast cancer and prostate cancer cells as well.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18842634

Cas No.

128007-31-8

Purity

≥98%

Formula

C28H41NO3

Formula Wt.

439.63

Chemical Name

5,8,11,14-Eicosatetraenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-, (all-Z)-

IUPAC Name

(5Z,8Z,11Z,14Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]icosa-5,8,11,14-tetraenamide

Synonym

N-((4-Hydroxy-3-methoxyphenyl)methyl)-5,8,11,14-eicosatetraenamide (all-Z)-

Solubility

Soluble in DMSO, DMF or ethanol.

Hayase T. Differential effects of TRPV1 receptor ligands against nicotine-induced depression-like behaviors. BMC Pharmacol. 2011 Jul 18;11:6. PMID: 21767384.

Kopczyńska B. Midcervical vagotomy precludes respiratory response to novel anti-inflammatory and anti-tumour drug arvanil in rats. Eur J Pharmacol. 2010 Sep 15;643(1):101-6. PMID: 20599930.

Sharkey KA, Cristino L, Oland LD, et al. Arvanil, anandamide and N-arachidonoyl-dopamine (NADA) inhibit emesis through cannabinoid CB1 and vanilloid TRPV1 receptors in the ferret. Eur J Neurosci. 2007 May;25(9):2773-82. PMID: 17459108.

Malfitano AM, Matarese G, Pisanti S, et al. Arvanil inhibits T lymphocyte activation and ameliorates autoimmune encephalomyelitis. J Neuroimmunol. 2006 Feb;171(1-2):110-9. PMID: 16239036.

Di Marzo V, Melck D, De Petrocellis L, et al. Cannabimimetic fatty acid derivatives in cancer and inflammation. Prostaglandins Other Lipid Mediat. 2000 Apr;61(1-2):43-61. PMID: 10785541.

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