3,4,5-Trimethoxyamphetamine

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A psychoactive drug of the phenethylamine and amphetamine chemical classes


3,4,5-Trimethoxyamphetamine
INN
Drug class
Routes of administration Oral
Pregnancy category
Bioavailability
Metabolism
Elimination half-life
Excretion
Legal status Uncontrolled
CAS Number 2234-16-4
PubChem 4446
DrugBank
ChemSpider 4291
KEGG


3,4,5-Trimethoxyamphetamine (TMA) is a psychoactive drug of the phenethylamine and amphetamine chemical classes. It is known for its hallucinogenic effects and is structurally related to other psychedelic compounds such as mescaline.

Chemical structure and properties

3,4,5-Trimethoxyamphetamine is a substituted amphetamine, characterized by the presence of three methoxy groups attached to the benzene ring of the amphetamine backbone. The chemical formula is C12H19NO3, and it has a molecular weight of 225.29 g/mol.

Pharmacology

TMA acts primarily as a serotonin receptor agonist, particularly at the 5-HT2A receptor, which is believed to be responsible for its psychedelic effects. The compound also has affinity for other serotonin receptors, contributing to its overall psychoactive profile.

Effects

The effects of 3,4,5-Trimethoxyamphetamine are similar to those of other psychedelic drugs, including altered perception, mood, and cognition. Users may experience visual hallucinations, changes in thought patterns, and an altered sense of time. The intensity and duration of effects can vary based on dosage and individual sensitivity.

History and usage

TMA was first synthesized by the chemist Alexander Shulgin, who documented its effects in his book PiHKAL: A Chemical Love Story. It has been used primarily in research settings to study the effects of psychedelics on the human mind.

Legal status

3,4,5-Trimethoxyamphetamine is not a controlled substance in many countries, but its legal status can vary. It is important to check local regulations before acquiring or using this compound.

Related compounds

See also

Related pages

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