2,5-Dimethoxy-4-amylamphetamine

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2,5-Dimethoxy-4-amylamphetamine[edit]

File:DOAM.png
Chemical structure of 2,5-Dimethoxy-4-amylamphetamine
File:2,5-Dimethoxy-4-amylamphetamine-3D-spacefill.png
3D space-filling model of 2,5-Dimethoxy-4-amylamphetamine

2,5-Dimethoxy-4-amylamphetamine (DOAM) is a psychedelic drug and a substituted amphetamine. It is a member of the phenethylamine and amphetamine chemical classes.

Chemical Structure[edit]

2,5-Dimethoxy-4-amylamphetamine is a derivative of amphetamine, with methoxy groups at the 2 and 5 positions of the phenyl ring and an amyl group at the 4 position. Its chemical formula is C15H25NO2.

Pharmacology[edit]

DOAM acts as a serotonin receptor agonist, primarily affecting the 5-HT2A receptor. This action is responsible for its psychedelic effects. The compound is structurally related to other psychedelic amphetamines such as 2,5-Dimethoxy-4-methylamphetamine (DOM) and 2,5-Dimethoxy-4-ethylamphetamine (DOET).

Effects[edit]

The effects of DOAM are similar to those of other psychedelic amphetamines, including altered perception, mood changes, and visual hallucinations. The duration and intensity of these effects can vary depending on the dose and individual sensitivity.

Synthesis[edit]

The synthesis of 2,5-Dimethoxy-4-amylamphetamine involves the alkylation of 2,5-dimethoxyphenethylamine with an appropriate amyl halide. This process requires careful control of reaction conditions to ensure the correct substitution pattern on the aromatic ring.

Legal Status[edit]

The legal status of DOAM varies by country. In some jurisdictions, it may be classified as a controlled substance due to its structural similarity to other regulated psychedelic compounds.

Related Compounds[edit]

See Also[edit]

Related Pages[edit]

2,5-Dimethoxy-4-amylamphetamine[edit]

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