3-Methoxy-4-methylamphetamine

Legal statusLegal status IdentifiersCAS NumberPubChem CIDChemSpiderUNIIChEMBLCompTox Dashboard (EPA)Chemical and physical dataFormulaC₁₁H₁₇NOMolar mass179.263 g·mol⁻¹3D model (JSmol) ^NY (what is this?)  (verify)

3-Methoxy-4-methylamphetamine (MMA) is an entactogen and psychedelic drug of the phenethylamine and amphetamine classes.^[1][2] It was first synthesized in 1970^[1] and was encountered as a street drug in Italy in the same decade.^[3] MMA was largely forgotten until being reassayed by David E. Nichols as a non-neurotoxic MDMA analogue in 1991,^[2] and has subsequently been sold as a designer drug on the internet since the late 2000s (decade).

In animal studies, MMA fully substitutes for MDMA and MBDB, partially substitutes for LSD, and does not substitute for amphetamine.^[2] Additionally, it has been shown to potently inhibit the reuptake of serotonin and does not produce serotonergic neurotoxicity in rodents.^[2] These data appear to confer a profile of MMA as a selective serotonin releasing agent (SSRA) and 5-HT_2A receptor agonist.^[2]

At high doses, such as 120 mg, the effects are psychedelic (comparable to DOM).^[4]

See also

• 3-Methoxyamphetamine (3-MeOA)
• 3-Methoxymethamphetamine (MMMA)
• 4-Methylamphetamine (4-MA)
• 4-Methylmethamphetamine (4-MMA)
• 4-Methylmethcathinone (4-MMC)
• 4-Cl-3-MMC

References