Article · Wikipedia archive · Last revised Jun 14, 2026

Pentamethoxyamphetamine

Pentamethoxyamphetamine (PeMA), also known as 2,3,4,5,6-pentamethoxyamphetamine (2,3,4,5,6-PeMA), 2,6-dimethoxy-TMA, or 3,6-dimethoxy-TMA-2, is a chemical compound of the phenethylamine and amphetamine families related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine). It is the α-methyl or amphetamine derivative of pentamethoxyphenethylamine (PeMPEA). The compound does not seem to have been tested in animals or humans. However, the related drug PeMPEA is known to be behaviorally active in animal studies. PeMA was first described in the scientific literature by Alexander Shulgin by 1969. It is a controlled substance in Canada under phenethylamine blanket-ban language.

Last revised
Jun 14, 2026
Read time
≈ 1 min
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221 w
Citations
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Source
Wikipedia ↗
PeMA
Clinical data
Other namesPeMA; 2,3,4,5,6-Pentamethoxyamphetamine; 2,3,4,5,6-PeMA; 2,6-Dimethoxy-TMA; 3,6-Dimethoxy-TMA-2
ATC code
  • None
Identifiers
  • 1-(2,3,4,5,6-pentamethoxyphenyl)propan-2-amine
CAS Number
PubChem CID
Chemical and physical data
FormulaC14H23NO5
Molar mass285.340 g·mol−1
3D model (JSmol)
  • CC(CC1=C(C(=C(C(=C1OC)OC)OC)OC)OC)N
  • InChI=1S/C14H23NO5/c1-8(15)7-9-10(16-2)12(18-4)14(20-6)13(19-5)11(9)17-3/h8H,7,15H2,1-6H3
  • Key:CDUJLDXLXICILS-UHFFFAOYSA-N

Pentamethoxyamphetamine (PeMA), also known as 2,3,4,5,6-pentamethoxyamphetamine (2,3,4,5,6-PeMA), 2,6-dimethoxy-TMA, or 3,6-dimethoxy-TMA-2, is a chemical compound of the phenethylamine and amphetamine families related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine).12 It is the α-methyl or amphetamine derivative of pentamethoxyphenethylamine (PeMPEA).12 The compound does not seem to have been tested in animals or humans.12 However, the related drug PeMPEA is known to be behaviorally active in animal studies.13 PeMA was first described in the scientific literature by Alexander Shulgin by 1969.2 It is a controlled substance in Canada under phenethylamine blanket-ban language.4

See also

See also

References

References

  1. Shulgin A, Manning T, Daley PF (2011). "#108. PeMPEA". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley, CA: Transform Press. pp. 263–264. ISBN 978-0-9630096-3-0. OCLC 709667010.
  2. Shulgin AT, Sargent T, Naranjo C (1969). "Structure–Activity Relationships of One-Ring Psychotomimetics". Nature. 221 (5180): 537–541. doi:10.1038/221537a0. ISSN 0028-0836. PMID 5789297.
  3. Brimblecombe RW, Pinder RM (1975). "Phenylalkylamines and Their Derivatives". Hallucinogenic Agents. Bristol: Wright-Scientechnica. pp. 55–97. Table 3.2.—Relative Hallucinogenic Potencies of Some Phenylethylamines [...]
  4. "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.
External links