2,3,4-Trimethoxyamphetamine


2,3,4-Trimethoxyamphetamine, also known as TMA-3 or as α-methylisomescaline, is a putative psychedelic drug of the phenethylamine and amphetamine families. It is one of the possible positional isomers of trimethoxyamphetamine and is a positional isomer of 3,4,5-trimethoxyamphetamine.

Use and effects

In his book PiHKAL and other publications, Alexander Shulgin lists 2,3,4-TMA's dose as greater than 100mg orally and its duration as unknown. The drug produced no effects whatsoever at a dose of 100mg in three separate individuals. Higher doses were not tested, but 2,3,4-TMA could possibly be active at higher doses.

Pharmacology

Pharmacodynamics

2,3,4-TMA shows affinity for serotonin receptors. It substituted for DOM in rodent drug discrimination tests.

Chemistry

Synthesis

The chemical synthesis of 2,3,4-TMA has been described.

History

2,3,4-TMA was first described in the scientific literature by Alexander Shulgin in 1964. Subsequently, it was described in greater detail by Shulgin in his 1991 book PiHKAL.

Society and culture

Legal status

Canada

2,3,4-TMA is a controlled substance in Canada under phenethylamine blanket-ban language.

United States

As a positional isomer of 3,4,5-trimethoxyamphetamine, 2,3,4-TMA is a Schedule I controlled substance in the United States.