N-Acetylmescaline, also known as mescaline acetamide or as N-acetyl-3,4,5-trimethoxyphenethylamine, is a mescaline derivative found in trace quantities in peyote (Lophophora williamsii). "The N-acetyl analogue has been found in the peyote plant, and it is also a major metabolite of mescaline in man. It is made by the gentle reaction of mescaline with acetic anhydride (a bit too much heat, and the product N-acetyl mescaline will cyclize to a dihydroisoquinoline, itself a fine white crystalline solid, mp 160-161 °C) and can be recrystallized from boiling toluene. A number of human trials with this amide at levels in the 300 to 750 milligrams range have shown it to be with very little activity. At the highest levels there have been suggestions of drowsiness. Certainly there were none of the classic mescaline psychedelic effects." It is a minor metabolite of mescaline in humans, but has little pharmacological activity of its own. At doses of 306 to 756mg orally, only mild drowsiness was observed at the highest dose. Hence, N-acetylmescaline appears to be inactive as a hallucinogen. N-Acetylmescaline has microtubule assembly inhibitory activity. The chemical synthesis of N-acetylmescaline has been described. N-Acetylmescaline was isolated and first synthesized by Ernst Späth and Johann Bruck and was described by them in the scientific literature in 1938.
See also Substituted methoxyphenethylamine Scaline N-Formylmescaline N,N-Diformylmescaline
References
External links N-Acetylmescaline - Isomer Design N-Acetylmescaline - Trout's Notes