2,4-Dimethoxyamphetamine
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| Other names | 2,4-DMA; 2,4-Dimethoxy-α-methylphenethylamine; DMA-3 |
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| Formula | C11H17NO2 |
| Molar mass | 195.262 g·mol−1 |
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2,4-Dimethoxyamphetamine (2,4-DMA), also known as DMA-3, is a drug of the phenethylamine and amphetamine families. It is one of the dimethoxyamphetamine (DMA) series of positional isomers.
It was reported by Alexander Shulgin to be active at a dose of 60 mg orally and to produce threshold amphetamine-like stimulant and euphoric effects. However, there was also a "diffusion of association" and Shulgin stated that it was more than just a stimulant. The duration was described as short and effects subsiding at 3 hours. Per Shulgin, the drug could be a full stimulant and/or a full psychedelic at sufficiently high doses, but higher doses were not pursued.
2,4-DMA has been found to act as a low-potency full agonist of the serotonin 5-HT2A receptor, with an EC50 of 2,950 nM and an Emax of 117%. It fully substitutes for DOM in rodent drug discrimination tests. The drug is less potent in this regard than 2,4,5-trimethoxyamphetamine (2,4,5-TMA or TMA-2), but is more potent than 3,4,5-trimethoxyamphetamine (3,4,5-TMA or TMA-1).
2,4-DMA fails to produce stimulus generalization to dextroamphetamine in rodent drug discrimination tests, suggesting that it lacks psychostimulant- or amphetamine-like effects.