2,3,6-Trimethoxyphenethylamine

2,3,6-Trimethoxyphenethylamine (2,3,6-TMPEA), also known as TMPEA-5 or as 2C-TMA-5, is a chemical compound of the phenethylamine family related to mescaline (3,4,5-trimethoxyphenethylamine). "The two-carbon analogue of TMA-5 is 2,3,6-trimethoxyphenethylamine (or 2C-TMA-5 or 2,3,6-TMPEA). This is a known material, although there has been some controversy as to its physical properties. It has been studied in monoamine oxidase systems, and appears to be either a competitive substrate or an inhibitor of that enzyme. But as far as I know, no one has nibbled it, so its human activity is unknown." It is one of the possible positional isomers of trimethoxyphenethylamine and is a positional isomer of mescaline. According to Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved), 2,3,6-TMPEA is not known to have ever been tested in humans. It is either a competitive substrate or inhibitor of monoamine oxidase (MAO). The chemical synthesis of 2,3,6-TMPEA has been described. 2,3,6-TMPEA was first described in the scientific literature by J. R. Merchant and A. J. Mountwala in 1958. As a positional isomer of mescaline, it is a Schedule I controlled substance in the United States. The drug is a controlled substance in Canada under phenethylamine blanket-ban language.

See also Trimethoxyphenethylamine Substituted methoxyphenethylamine 2,3,6-Trimethoxyamphetamine (2,3,6-TMA; TMA-5) 2C-O (2,4,5-TMPEA) Isomescaline (2,3,4-TMPEA) ψ-2C-O (2,4,6-TMPEA) 2C-TMA-4 (2,3,5-TMPEA)

References

External links 2,3,6-Trimethoxyphenethylamine - Isomer Design