3-methoxy-4-methylamphetamine 3-methoxy-4-methylamphetamine 3-methoxy-4-methylamphetamine (mma) is an entactogen and psychedelic drug of the phenethylamine and amphetamine classes. it was first synthesized in 1970 and was encountered as a street drug in italy in the same decade. mma was largely forgotten until being reassayed by david e. nichols as a non-neurotoxic mdma analogue in 1991, and has subsequently been sold as a designer drug on the internet since the late 2000s (decade). 3-methoxy-4-methylamphetamineclinical dataroutes ofadministrationoralatc codenonelegal statuslegal status de: npsg (industrial and scientific use only) uk: class a us: schedule i (isomer of pmma) identifiers iupac name 1-(3-methoxy-4-methylphenyl)propan-2-amine cas number24160-29-0 ypubchem cid91253chemspider82402 yuniibhs67kqe5qchemblchembl47696 ycomptox dashboard (epa)dtxsid401007386 chemical and physical dataformulac11h17nomolar mass179.263 g·mol−13d model (jsmol)interactive image smiles coc1cc(cc(n)c)ccc1c inchi inchi=1s/c11h17no/c1-8-4-5-10(6-9(2)12)7-11(8)13-3/h4-5,7,9h,6,12h2,1-3h3 ykey:xdxmrsbxboxsqw-uhfffaoysa-n y ny (what is this?) (verify) in animal studies, mma fully substitutes for mdma and mbdb, partially substitutes for lsd, and does not substitute for amphetamine. additionally, it has been shown to potently inhibit the reuptake of serotonin and does not produce serotonergic neurotoxicity in rodents. these data appear to confer a profile of mma as a selective serotonin releasing agent (ssra) and 5-ht2a receptor agonist. according to swisstargetprediction, mma may have an affinity for the 5-ht2a, 5-ht1b, d2, d3 receptor as well as serotonin, norepinephrine and dopamine transporters. at high doses, such as 120 mg, the effects are psychedelic (comparable to dom).