EEM (drug)

Pharmaceutical compound From Wikipedia, the free encyclopedia

EEM, also known as 2,4-diethoxy-5-methoxyamphetamine or as TMA2-2,4-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 2 and 4 positions have been replaced with ethoxy groups.[1][2][3] In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists EEM's dose and duration as unknown.[1] Shulgin stated that EEM has never been tested in humans.[1][2] The chemical synthesis of EEM has been described.[1][3] EEM 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]

Other names2,4-Diethoxy-5-methoxyamphetamine; TMA2-2,4-DiEtO
ATC code
  • None
Quick facts Clinical data, Other names ...
EEM
Clinical data
Other names2,4-Diethoxy-5-methoxyamphetamine; TMA2-2,4-DiEtO
Routes of
administration
Oral[1]
ATC code
  • None
Pharmacokinetic data
Duration of actionUnknown[1]
Identifiers
  • 1-(2,4-diethoxy-5-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(OCC)c(cc1OC)CC(C)N
  • InChI=1S/C14H23NO3/c1-5-17-12-9-14(18-6-2)13(16-4)8-11(12)7-10(3)15/h8-10H,5-7,15H2,1-4H3 checkY
  • Key:SAFDWWQYGOOGMX-UHFFFAOYSA-N checkY
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