2,5-Dimethoxy-4-acetylamphetamine

A psychedelic drug of the phenethylamine class

2,5-Dimethoxy-4-acetylamphetamine (DOAM) is a psychedelic drug and a member of the phenethylamine class. It is known for its psychoactive effects and is structurally related to other compounds in the amphetamine family.

Chemical Structure and Properties

Chemical structure of 2,5-Dimethoxy-4-acetylamphetamine

2,5-Dimethoxy-4-acetylamphetamine is a derivative of amphetamine, characterized by the presence of methoxy groups at the 2 and 5 positions of the phenyl ring and an acetyl group at the 4 position. Its chemical formula is C13H19NO3, and it has a molecular weight of 237.30 g/mol.

Pharmacology

DOAM acts primarily as a serotonin receptor agonist, similar to other psychedelic phenethylamines. It is believed to exert its effects by binding to the 5-HT2A receptor, which is a common target for psychedelic substances. The activation of this receptor is associated with altered perception, mood, and cognition.

Effects

The effects of 2,5-Dimethoxy-4-acetylamphetamine are similar to those of other psychedelics, such as LSD and psilocybin. Users report visual and auditory hallucinations, changes in perception of time and space, and an altered state of consciousness. The intensity and duration of these effects can vary depending on the dose and individual sensitivity.

History and Usage

DOAM was first synthesized in the 1970s by Alexander Shulgin, a renowned chemist known for his work with psychedelic compounds. It is documented in his book PiHKAL (Phenethylamines I Have Known And Loved), where he describes its synthesis and effects. Despite its potential for research, DOAM has not been widely studied or used in clinical settings.

Legal Status

The legal status of 2,5-Dimethoxy-4-acetylamphetamine varies by country. In many places, it is classified as a controlled substance due to its structural similarity to other regulated psychedelics. This classification restricts its use to research purposes and prohibits its sale and distribution for recreational use.

Safety and Toxicity

As with many psychedelics, the safety profile of DOAM is not well-established. Users should exercise caution, as the effects can be unpredictable and may lead to psychological distress or adverse reactions. There is limited data on its toxicity, but it is generally advised to avoid high doses and to use the substance in a safe and controlled environment.

Related Compounds

2,5-Dimethoxy-4-acetylamphetamine is part of a larger family of psychedelic phenethylamines, which includes:

• 2,5-Dimethoxy-4-methylamphetamine (DOM)
• 2,5-Dimethoxy-4-iodoamphetamine (DOI)
• 2,5-Dimethoxy-4-bromoamphetamine (DOB)

Related Pages

• Phenethylamine
• Psychedelic drug
• Alexander Shulgin
• PiHKAL