3,4,5-trimethoxyamphetamine
Sign in to save3,4,5-Trimethoxyamphetamine (TMA, TMA-1, or 3,4,5-TMA), also known as α-methylmescaline (3C-mescaline or 3C-M) or mescalamphetamine, is a psychedelic drug of the phenethylamine and amphetamine families. It is one of the trimethoxyamphetamine (TMA) series of positional isomers. The drug is notable in being the amphetamine (α-methylated) analogue of mescaline (3,4,5-trimethoxyphenethylamine).
Chemical data
- Formula
- C12H19NO3
- Molecular weight
- 225.28 g/mol
- IUPAC name
- 1-(3,4,5-trimethoxyphenyl)propan-2-amine
via PubChem
Article
15 sectionsContents
- Use and effects
- Interactions
- Pharmacology
- Pharmacodynamics
- Chemistry
- Synthesis
- Derivatives
- History
- Society and culture
- Legal status
- Canada
- United States
- See also
- References
- External links
3,4,5-Trimethoxyamphetamine (TMA, TMA-1, or 3,4,5-TMA), also known as α-methylmescaline (3C-mescaline or 3C-M) or mescalamphetamine, is a psychedelic drug of the phenethylamine and amphetamine families. It is one of the trimethoxyamphetamine (TMA) series of positional isomers. The drug is notable in being the amphetamine (α-methylated) analogue of mescaline (3,4,5-trimethoxyphenethylamine).
==Use and effects== In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists TMA's dose as 100 to 250mg orally and its duration as 6 to 8hours. For comparison, mescaline is typically used at doses of 200 to 500mg orally and is said to have a duration of 10 to 12hours or longer. TMA's positional isomer 2,4,5-trimethoxyamphetamine (2,4,5-TMA or TMA-2) is much more potent than TMA, with a dose of 20 to 40mg orally and a duration of 8 to 12hours.
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Categories
3C (psychedelics)5-HT2A agonists5-HT2C agonistsAlexander ShulginDrugs not assigned an ATC codeDrugs with non-standard legal statusInfobox drug articles with non-default infobox titleMethoxy compoundsNicotinic acetylcholine receptor modulatorsPiHKALPsychedelic phenethylaminesSerotonin receptor agonists