2,5-Dimethoxy-4-ethoxyamphetamine

2,5-Dimethoxy-4-ethoxyamphetamine (MEM) is a psychedelic drug of the phenethylamine and amphetamine chemical classes. It was first synthesized by Alexander Shulgin.[1] In his book PiHKAL, he lists the active dose range as 20–50 mg, and the duration as 10–14 hours.[1] According to Shulgin, MEM produces color enhancement, visual phenomena, and pattern movement, among other effects.[1]

2,5-Dimethoxy-4-ethoxyamphetamine
Legal status
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Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H21NO3
Molar mass239.31 g/mol g·mol−1
3D model (JSmol)
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MEM possesses affinity (Ki) for the 5-HT2A (3,948 nM), 5-HT2B (64.5 nM), 5-HT7 (7,156 nM), and σ1 (5,077 nM) receptors. It behaves as a partial agonist at the 5-HT2A receptor.[2] MEM is relatively selective for these sites and displays low/negligible (> 10,000 nM) affinity for a wide array of other targets.[2]

See also
  • 2,5-Dimethoxy-4-substituted amphetamines

References
  1. Ann Shulgin; Alexander Shulgin (1991). Pihkal: A Chemical Love Story. Transform Press. ISBN 0-9630096-0-5.
  2. Ray TS (2010). "Psychedelics and the human receptorome". PLoS ONE. 5 (2): e9019. doi:10.1371/journal.pone.0009019. PMC 2814854. PMID 20126400.


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