3-Methoxy-4-methylamphetamine explained
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-HT2A receptor agonist.[2]
At high doses, such as 120 mg, the effects are psychedelic (comparable to DOM).[4]
See also
Notes and References
- Ho BT, McIsaac WM, An R, Tansey LW, Walker KE, Englert LF, Noel MB . Analogs of alpha-methylphenethylamine (amphetamine). I. Synthesis and pharmacological activity of some methoxy and/or methyl analogs . Journal of Medicinal Chemistry . 13 . 1 . 26–30 . January 1970 . 5412110 . 10.1021/jm00295a007 .
- Johnson MP, Frescas SP, Oberlender R, Nichols DE . Synthesis and pharmacological examination of 1-(3-methoxy-4-methylphenyl)-2-aminopropane and 5-methoxy-6-methyl-2-aminoindan: similarities to 3,4-(methylenedioxy)methamphetamine (MDMA) . Journal of Medicinal Chemistry . 34 . 5 . 1662–1668 . May 1991 . 1674539 . 10.1021/jm00109a020 .
- de Zorzi C, Cavalli A . Un nuovo allucinogeno: la MMA (p-metil-m-metossi anfetamina) . A new hallucinogen: MMA (p-methyl-m-methoxy amphetamine) . Italian . Zacchia . 1974 . 49 . 1 . 58–68 .
- Book: Shulgin A, Shulgin A . Pihkal: A Chemical Love Story . Transform Press . 1991 . 0-9630096-0-5 .