Dimethoxymethamphetamine

3,4-Dimethoxy-N-methylamphetamine (DMMA) is a psychoactive drug and research chemical of the phenethylamine and amphetamine chemical classes. It appears to act as a serotonin–norepinephrine–dopamine releasing agent (SNDRA), although it is significantly less potent than MDMA.[1]

Dimethoxymethamphetamine
Clinical data
Other namesDMMA
Legal status
Legal status
  • DE: Anlage I (Authorized scientific use only)
Identifiers
IUPAC name
  • 1-(3,4-Dimethoxyphenyl)-N-methylpropan-2-amine
PubChem CID
ChemSpider
Chemical and physical data
FormulaC12H19NO2
Molar mass209.289 g·mol−1
3D model (JSmol)
SMILES
  • COc1cc(CC(C)NC)ccc1OC
InChI
  • InChI=1S/C12H19NO2/c1-9(13-2)7-10-5-6-11(14-3)12(8-10)15-4/h5-6,8-9,13H,7H2,1-4H3
  • Key:BUWHCARWGYFQPE-UHFFFAOYSA-N
  (verify)

DMMA is frequently used by bodybuilders as a performance enhancer.

References
  1. Montgomery T, Buon C, Eibauer S, Guiry PJ, Keenan AK, McBean GJ (December 2007). "Comparative potencies of 3,4-methylenedioxymethamphetamine (MDMA) analogues as inhibitors of [3H]noradrenaline and [3H]5-HT transport in mammalian cell lines". British Journal of Pharmacology. 152 (7): 1121–30. doi:10.1038/sj.bjp.0707473. PMC 2095113. PMID 17891159.
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