2,3,5-Trimethoxyphenethylamine

2,3,5-Trimethoxyphenethylamine, also known as TMPEA-4 or as 2C-TMA-4, is a chemical compound of the phenethylamine family related to mescaline. 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, 2,3,5-TMPEA has never been tested in humans. Unlike mescaline, 2,3,5-TMPEA does not appear to be a substrate for amine oxidase. The chemical synthesis of 2,3,5-TMPEA has been described. The 2,3,5- substitution pattern, as in 2,3,5-TMPEA, is said to be the most difficult tri-substitution pattern in terms of synthesis. 2,3,5-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 also a controlled substance in Canada under phenethylamine blanket-ban language.