Vanillylamine

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.