3,4-Dimethoxyphenethylamine
3,4-Dimethoxyphenethylamine
3,4-Dimethoxyphenethylamine (DMPEA) is a chemical compound belonging to the class of phenethylamines. It is characterized by the presence of two methoxy groups attached to the benzene ring of the phenethylamine structure.
Chemical Structure
3,4-Dimethoxyphenethylamine has the chemical formula C10H15NO2. The structure consists of a phenethylamine backbone with methoxy groups at the 3 and 4 positions of the benzene ring. This configuration is similar to other compounds in the phenethylamine family, which are known for their psychoactive properties.
Synthesis
The synthesis of 3,4-Dimethoxyphenethylamine can be achieved through various chemical reactions. One common method involves the methylation of 3,4-dihydroxyphenethylamine (dopamine) using methylating agents such as dimethyl sulfate or methyl iodide. This process results in the substitution of hydroxyl groups with methoxy groups.
Pharmacology
3,4-Dimethoxyphenethylamine is structurally related to several psychoactive compounds, including mescaline and 2C-H. However, its pharmacological effects are not well-documented, and it is not known to have significant psychoactive properties. It is primarily of interest in the study of structure-activity relationships within the phenethylamine class.
Related Compounds
3,4-Dimethoxyphenethylamine is part of a larger group of compounds known as substituted phenethylamines. These compounds are characterized by various substitutions on the phenethylamine core, which can significantly alter their pharmacological effects. Related compounds include:
Legal Status
The legal status of 3,4-Dimethoxyphenethylamine varies by country. In many jurisdictions, it is not specifically listed as a controlled substance, but it may be considered an analogue of other controlled phenethylamines, subject to regulation under analogue laws.
See Also
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Contributors: Prab R. Tumpati, MD