2,3,4,5-Tetramethoxyphenethylamine

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Chemical compound



Chemical structure of 2,3,4,5-Tetramethoxyphenethylamine

2,3,4,5-Tetramethoxyphenethylamine is a chemical compound belonging to the class of phenethylamines. It is a derivative of phenethylamine, characterized by the presence of four methoxy groups attached to the benzene ring. This compound is of interest in the field of psychedelic research due to its structural similarity to other psychoactive substances.

Chemical Structure

2,3,4,5-Tetramethoxyphenethylamine has the molecular formula C12H19NO4. The structure consists of a phenethylamine backbone with methoxy groups at the 2, 3, 4, and 5 positions of the aromatic ring. This substitution pattern is significant as it influences the compound's pharmacological properties.

Synthesis

The synthesis of 2,3,4,5-Tetramethoxyphenethylamine typically involves the methylation of 2,3,4,5-tetrahydroxyphenethylamine. This process can be achieved using methylating agents such as methyl iodide in the presence of a base. The reaction conditions must be carefully controlled to ensure the selective formation of the tetramethoxy derivative.

Pharmacology

The pharmacological effects of 2,3,4,5-Tetramethoxyphenethylamine are not well-documented, but it is believed to interact with the serotonin receptors in the brain, similar to other phenethylamines. Its psychoactive potential is hypothesized based on its structural similarity to known hallucinogens such as mescaline.

Potential Uses

While 2,3,4,5-Tetramethoxyphenethylamine is primarily of interest for research purposes, its potential applications could include the study of neurotransmitter systems and the development of new therapeutic agents. However, more research is needed to fully understand its effects and potential benefits.

Safety and Legal Status

The safety profile of 2,3,4,5-Tetramethoxyphenethylamine is not well-established, and it is not approved for medical use. Its legal status varies by country, and it may be classified as a controlled substance in some jurisdictions due to its potential psychoactive properties.

Related Compounds

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Contributors: Prab R. Tumpati, MD