2,5-Dimethoxy-4-methylphenylcyclopropylamine

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Chemical compound



2,5-Dimethoxy-4-methylphenylcyclopropylamine (DMCPA) is a psychedelic phenethylamine derivative. It is a member of the substituted phenethylamines class, which includes compounds that have been modified by the addition of various functional groups to the phenethylamine backbone.

Chemical structure and properties[edit | edit source]

DMCPA is characterized by the presence of a cyclopropyl group attached to the phenyl ring, along with two methoxy groups at the 2 and 5 positions and a methyl group at the 4 position. The chemical formula for DMCPA is C13H19NO2.

The presence of the cyclopropyl group is a distinctive feature that differentiates DMCPA from other related compounds such as 2,5-dimethoxy-4-methylamphetamine (DOM). The cyclopropyl group is known to influence the compound's pharmacokinetics and pharmacodynamics.

Pharmacology[edit | edit source]

DMCPA acts primarily as a serotonin receptor agonist, particularly at the 5-HT2A receptor, which is believed to be responsible for its psychedelic effects. The compound's interaction with serotonin receptors is similar to that of other psychedelic phenethylamines, leading to alterations in perception, mood, and cognition.

Effects[edit | edit source]

The effects of DMCPA are similar to those of other psychedelic phenethylamines, including visual hallucinations, altered states of consciousness, and changes in thought patterns. The duration and intensity of these effects can vary depending on the dose and individual sensitivity.

Synthesis[edit | edit source]

The synthesis of DMCPA involves the cyclopropanation of a suitable phenethylamine precursor. This process typically requires the use of specialized reagents and conditions to achieve the desired cyclopropyl group attachment.

Legal status[edit | edit source]

The legal status of DMCPA varies by country. In some jurisdictions, it may be classified as a controlled substance due to its potential for abuse and lack of accepted medical use.

Related compounds[edit | edit source]

DMCPA is structurally related to other psychedelic phenethylamines, such as 2,5-dimethoxy-4-methylamphetamine (DOM) and 2,5-dimethoxy-4-ethylphenylcyclopropylamine (DMECPA). These compounds share similar mechanisms of action and effects but differ in their chemical structures and potencies.

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Gallery[edit | edit source]

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Contributors: Prab R. Tumpati, MD