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3-Methoxyamphetamine (3-MA), also known as meta-methoxyamphetamine (MMA), is a monoamine releasing agent (MRA) of the amphetamine family. [ 2 ] [ 3 ] [ 4 ] It is a positional isomer of para -methoxyamphetamine (PMA; 4-methoxyamphetamine).
3-Methoxymethamphetamine (also known as meta-methoxymethamphetamine or MMMA), which is most closely related to 3-methoxyamphetamine and PMMA and shares similar monoamine releasing effects, although its effects have not been studied so extensively as other related drugs.
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 ]
Methoxyamphetamine may refer to: 2-Methoxyamphetamine (2-MA) or ortho -methoxyamphetamine (OMA) 3-Methoxyamphetamine (3-MA) or meta -methoxyamphetamine (MMA)
4-Hydroxy-3-methoxyamphetamine (HMA), also known as 3-O-methyl-α-methyldopamine, is an active metabolite of 3,4-methylenedioxymethamphetamine (MDMA). [1] [2] [3] It is substantially less potent than MDMA or 3,4-methylenedioxyamphetamine (MDA) as a monoamine releasing agent in vitro.
[1] [3] For comparison, mescaline is typically used at doses of 200 to 500 mg and is said to have a duration of 10 to 12 hours or longer. [4] TMA's positional isomer 2,4,5-trimethoxyamphetamine (2,4,5-TMA or TMA-2) is much more potent than TMA, with a dosage of 20 to 40 mg and a duration of 8 to 12 hours.
para-Methoxyamphetamine (PMA), also known as 4-methoxyamphetamine (4-MA), is a designer drug of the amphetamine class with serotonergic effects. [2] [3] [4] Unlike other similar drugs of this family, PMA does not produce stimulant, euphoriant, or entactogen effects, [5] and behaves more like an antidepressant in comparison, [6] though it does have some psychedelic properties.
3,4-Methylenedioxy-N-methoxyamphetamine (MDMEO, MDMEOA, or MDMeOA) is a lesser-known psychedelic drug and a substituted amphetamine. It is also the N-methoxy analogue of MDA . MDMEO was first synthesized by Alexander Shulgin .