N-[(4-hydroxy-2-iodo-5-methoxyphenyl)methyl]-8-methylnonanamide

Description

Capsaicin is the primary active component of the heat and pain-eliciting lipid soluble fraction of the Capsicum pepper.¹ Capsaicin signals are transduced by a heat-activated ion channel, the vanilloid receptor 1 (VR1), or transient receptor potential vanilloid 1 (TRPV1).² CAY10448 is an iodinated nonivamide, a potent capsaicin receptor antagonist with an IC₅₀ value of approximately 10 nM.³

References

1. Gannett, P.M., Nagel, D.L., Reilly, P.J., et al. The capsaicinoids: Their separation, synthesis, and mutagenicity J. Org. Chem. 53(5),1064-1071(1988).
2. Caterina, M.J., Schumacher, M.A., Tominaga, M., et al. The capsaicin receptor: A heat-activated ion channel in the pain pathway Nature 389,816-824(1997).
3. Daddario, N., Minassi, A., Appendino, G., et al. The taming of capsaicin. Synthesis and vanilloid antagonistic activity of isosteric and regioisomeric halononiv amides and their products of halogen-carbon exchange 14th Annual Symposium on the Cannabinoids ,137-137(2004).