Structure via PubChem · Public domain (PubChem)
2,5-Dimethoxy-4-ethoxyamphetamine
Sign in to saveAlso known as MEM
MEM, also known as 2,5-dimethoxy-4-ethoxyamphetamine or as TMA2-4-EtO, is a psychedelic drug of the phenethylamine, amphetamine, and DOx families related to TMA-2. It is the analogue of TMA-2 in which the methoxy group at the 4 position has been replaced with an ethoxy group. The drug was first described in the scientific literature by Alexander Shulgin by 1968.
Chemical data
- Formula
- C13H21NO3
- Molecular weight
- 239.31 g/mol
- IUPAC name
- 1-(4-ethoxy-2,5-dimethoxyphenyl)propan-2-amine
- SMILES
- CCOC1=C(C=C(C(=C1)OC)CC(C)N)OC
- InChIKey
- ITZLAXJQDMGDEO-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 53.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 239.152
Show 3 more facts
- chemical formula
- C₁₃H₂₁NO₃
- canonical SMILES
- CCOC1=C(C=C(C(=C1)OC)CC(C)N)OC
- Commons category
- 2,5-Dimethoxy-4-ethoxyamphetamine
Sources (2)
via Wikidata · CC0
~4 min read
Encyclopedic overview
15 sectionsContents
- Use and effects
- Interactions
- Pharmacology
- Pharmacodynamics
- Chemistry
- Synthesis
- Derivatives
- History
- Society and culture
- Legal status
- Canada
- United States
- See also
- References
- External links
MEM, also known as 2,5-dimethoxy-4-ethoxyamphetamine or as TMA2-4-EtO, is a psychedelic drug of the phenethylamine, amphetamine, and DOx families related to TMA-2. It is the analogue of TMA-2 in which the methoxy group at the 4 position has been replaced with an ethoxy group. The drug was first described in the scientific literature by Alexander Shulgin by 1968.
==Use and effects== In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists MEM's dose as 20 to 50mg orally and its duration as 10 to 14hours. Its effects have been reported to include color enhancement, visual phenomena, and pattern movement, among others.
Excerpted from Wikipedia’s “2,5-Dimethoxy-4-ethoxyamphetamine” article, available under the CC BY-SA 4.0 licence.