2,5-Dimethoxyamphetamine

Chemical compound

2,5-Dimethoxyamphetamine
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2,5-Dimethoxyamphetamine (2,5-DMA) is a psychedelic and stimulant drug of the amphetamine class. It is a structural analog of amphetamine and is closely related to other phenethylamines such as 2,5-dimethoxy-4-methylamphetamine (DOM) and 2,5-dimethoxy-4-iodoamphetamine (DOI).

Chemical structure and properties

2,5-Dimethoxyamphetamine is a substituted amphetamine with the chemical formula C₁₁H₁₇NO₂. It features a phenyl ring substituted with two methoxy groups at the 2 and 5 positions, and an amino group attached to the alpha carbon of the propyl chain. This structure is responsible for its psychoactive properties.

Chemical structure of 2,5-Dimethoxyamphetamine

Pharmacology

2,5-DMA acts primarily as a serotonin receptor agonist, particularly at the 5-HT2A receptor, which is believed to be responsible for its psychedelic effects. It also has some activity at the dopamine and norepinephrine receptors, contributing to its stimulant properties. The exact mechanism of action is not fully understood, but it is known to alter the normal functioning of neurotransmitter systems in the brain.

Effects

The effects of 2,5-DMA are similar to those of other psychedelic amphetamines, including altered perception of time and space, visual and auditory hallucinations, and changes in mood and thought processes. The stimulant effects can include increased energy, alertness, and a sense of euphoria. However, the intensity and duration of these effects can vary significantly between individuals.

History and legal status

2,5-Dimethoxyamphetamine was first synthesized in the 1930s, but it did not gain significant attention until the 1960s when it was studied for its psychoactive properties. It is not widely used recreationally, and its legal status varies by country. In many places, it is classified as a controlled substance due to its potential for abuse and lack of accepted medical use.

Safety and toxicity

The safety profile of 2,5-DMA is not well-documented, but it is believed to have a similar risk profile to other psychedelic amphetamines. Potential risks include cardiovascular effects, neurotoxicity, and psychological distress. As with other psychedelics, there is a risk of adverse psychological reactions, particularly in individuals with a predisposition to mental health disorders.

Related compounds

2,5-DMA is part of a larger family of psychedelic and stimulant compounds known as the substituted amphetamines. Related compounds include:

• 2,5-Dimethoxy-4-methylamphetamine (DOM)
• 2,5-Dimethoxy-4-iodoamphetamine (DOI)
• 3,4-Methylenedioxyamphetamine (MDA)

Related pages

• Amphetamine
• Phenethylamine
• Psychedelic drug
• Serotonin receptor