Dimethoxyamphetamine

Group of chemical compounds From Wikipedia, the free encyclopedia

Dimethoxyamphetamine (DMA) is a series of six lesser-known psychedelic drugs similar in structure to the three isomers of methoxyamphetamine and six isomers of trimethoxyamphetamine. The isomers are 2,3-DMA, 2,4-DMA, 2,5-DMA, 2,6-DMA, 3,4-DMA, and 3,5-DMA. Three of the isomers were characterized by Alexander Shulgin in his book PiHKAL.[1] Little is known about their dangers or toxicity.

Pharmacology

3,4-DMA, 2,4-DMA, 2,5-DMA, and their N-methyl analogues all fail to produce stimulus generalization to dextroamphetamine in rodent drug discrimination tests, suggesting that they lack psychostimulant- or amphetamine-like effects, at least in rodents.[2] This is in contrast to 2-methoxyamphetamine (OMA), 3-methoxyamphetamine (MMA), and 4-methoxyamphetamine (PMA), which all produce substitution for dextroampehtamine, albeit with far lower potency than amphetamine, methamphetamine, and other stimulants.[2]

Positional isomers

Summarize
Perspective

2,4-DMA

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2,4-DMA
  • Dosage: 60 mg or greater
  • Duration: "Probably short."
  • Effects: stimulative, amphetamine-like effects

2,5-DMA

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2,5-DMA

2,5-DMA is the alpha-methyl homologue of 2C-H and could be called "DOH" under the DO naming scheme. It is the parent compound of the DOx series of drugs.

It is a low-potency serotonin 5-HT2A receptor partial agonist and has also been assessed at several other targets.[5] The drug does not appear to bind to the monoamine transporters.[5]

3,4-DMA

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3,4-DMA

Note that two other positional isomers of dimethoxyamphetamine, 2,6-DMA and 3,5-DMA, have also been made, but these drugs have not been tested in humans and their effects are unknown. However, it is likely that these compounds would also produce amphetamine-like stimulation or possibly hallucinogenic effects.

3,5-DMA

Not known to have been assessed in humans and inactive in terms of psychedelic-like effects in rodents.

United States

2,5-Dimethoxyamphetamine is listed as a Scheduled I controlled substance at the federal level in the United States and is therefore illegal to buy, possess, and sell.[6] 2,4-dimethoxyamphetamine, 2,6-dimethoxyamphetamine, 3,4-dimethoxyamphetamine, and 3,5-dimethoxyamphetamine are each position isomers of 2,5-dimethoxyamphetamine, they are therefore all Schedule I controlled substances as well.

Australia

DMA is considered a Schedule 9 prohibited substance in Australia under the Poisons Standard (October 2015).[7] A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.[7]

New Zealand

DMA is considered a Class A controlled drug under the Misuse of Drugs Act 1975.[8]

See also

References

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