MME (psychedelic)

MME (2,4-dimethoxy-5-ethoxyamphetamine) is a lesser-known psychedelic drug. It is a dimethoxy-ethoxy analog of TMA-2. MME was first synthesized by Alexander Shulgin from ethylvanillin. In his book PiHKAL, the minimum dosage is listed as 40 mg and above, and the duration listed as 6–10 hours.[1] Shulgin gives MME a ++ on the Shulgin Rating Scale.

MME
Names
Preferred IUPAC name
1-(5-Ethoxy-2,4-dimethoxyphenyl)propan-2-amine
Other names
2,4-Dimethoxy-5-ethoxyamphetamine
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C13H21NO3/c1-5-17-13-7-10(6-9(2)14)11(15-3)8-12(13)16-4/h7-9H,5-6,14H2,1-4H3 Y
    Key: NAMNXRTWJMASNT-UHFFFAOYSA-N Y
  • InChI=1/C13H21NO3/c1-5-17-13-7-10(6-9(2)14)11(15-3)8-12(13)16-4/h7-9H,5-6,14H2,1-4H3
    Key: NAMNXRTWJMASNT-UHFFFAOYAR
SMILES
  • COc1cc(OC)c(cc1OCC)CC(C)N
Properties
Chemical formula
 C13H21NO3
Molar mass 239.315 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Pharmacology

Shulgin describes in his book an experiment with MME, in which he admistered varying amounts of the drug to mice via injections.[1] Shulgin reports that 7 of the 9 mice injected with MME died as a result.[1] After describing his experiment, Shulgin speculates that MME may have an LD50 value of around 60–80 mg/Kg in mice when injected.[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of MME.

See also

References
  1. MEM entry in PiHKAL


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