Formulation: A crystalline solid
Formal Name: N-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide
Purity: ≥95%
Formula Markup: C17H27NO3
Formula Weight: 293,4
Shelf life (days): 1460
CAS Number: 2444-46-4
Notes: Nonivamide is a transient receptor potential vanilloid type 1 (TRPV1) agonist and an analog of capsaicin (Item Nos. 92350 / 10010743) that has been isolated from Capsicum species.{41887,41890} It is toxic to NHBE, BEAS-2B, and BEAS-2B cells overexpressing TRPV1 (TRPV1-OE; LC50s = 160, 115, and 1 µM, respectively), increases calcium flux in TRPV1-OE cells (EC50 = 1.4 µM), and increases GADD153 mRNA expression by 7- and 6-fold when used at concentrations of 2 and 20 µM, respectively.{41890} Nonivamide (1 µM) also increases the release of dopamine and serotonin from SH-SY5Y cells in a calcium-dependent and TRPV1-independent manner.{41888} In mice, it reduces respiration when inhaled and is toxic with LD50 values of 200 and 413 mg/kg for oral and inhaled administration, respectively.{41889} Formulations containing nonivamide have been used in pepper spray weaponry for riot control.