Vanillylamine is a chemical compound that is an intermediate in the biosynthesis of capsaicin.
[1] Vanillylamine is produced from vanillin by the enzyme vanillin aminotransferase.
[2] It is then converted with 8-methyl-6-nonenoic acid into capsaicin by the enzyme capsaicin synthase.
[2] Acylation of vanillylamine using Schotten-Baumann reactions can provide amide derivatives.
[3] Examples include nonivamide (a component of some pepper sprays), olvanil, and arvanil.