MEE (drug)

MEE
Clinical data
Other names2-Methoxy-4,5-diethoxyphenethylamine; TMA2-4,5-DiEtO
Routes of
administration
Oral[1]
ATC code
  • None
Pharmacokinetic data
Duration of actionUnknown[1]
Identifiers
  • 1-(4,5-diethoxy-2-methoxyphenyl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H23NO3
Molar mass253.342 g·mol−1
3D model (JSmol)
  • CCOc1cc(OC)c(cc1OCC)CC(C)N
  • InChI=1S/C14H23NO3/c1-5-17-13-8-11(7-10(3)15)12(16-4)9-14(13)18-6-2/h8-10H,5-7,15H2,1-4H3 Y
  • Key:LKJRFMXILZHUHU-UHFFFAOYSA-N Y
  (verify)

MEE, also known as 2-methoxy-4,5-diethoxyamphetamine or as TMA2-4,5-DiEtO, is a chemical compound of the phenethylamine, amphetamine, and DOx families related to the psychedelic drug TMA-2.[1][2][3] It is the analogue of TMA-2 in which the methoxy groups at the 4 and 5 positions have been replaced with ethoxy groups.[1][2][3] In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists MEE's dose as greater than 4.6 mg orally and its duration as unknown.[1] The drug produced no effects at tested doses.[1] The chemical synthesis of MEE has been described.[1][3] MEE was first described in the scientific literature by Shulgin in 1968.[3] Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.[1]

See also

References

  1. ^ a b c d e f g h Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. MEE entry
  2. ^ a b Shulgin AT (2003). "Basic Pharmacology and Effects". In Laing RR (ed.). Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137. ISBN 978-0-12-433951-4. Archived from the original on 13 July 2025.
  3. ^ a b c d Shulgin AT (January 1968). "The ethyl homologs of 2,4,5-trimethoxyphenylisopropylamine". J Med Chem. 11 (1): 186–187. doi:10.1021/jm00307a056. PMID 5637180. Archived from the original on 2025-07-12.