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3,4,5-trimethoxyamphetamine

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EntityQ415688· pop 8· linked from 1,713 articles

3,4,5-trimethoxyamphetamine

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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).

Chemical data

Formula
C12H19NO3
Molecular weight
225.28 g/mol
IUPAC name
1-(3,4,5-trimethoxyphenyl)propan-2-amine

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

~6 min read

Encyclopedic overview

15 sections
Contents
  • 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.

Excerpted from Wikipedia’s “3,4,5-trimethoxyamphetamine” article, available under the CC BY-SA 4.0 licence.

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