3,4-Dimethoxymethamphetamine

3,4-Dimethoxymethamphetamine (DMMA) is a chemical compound that belongs to the class of substituted amphetamines. It is structurally related to methamphetamine and is characterized by the presence of two methoxy groups attached to the benzene ring. This compound is of interest in the field of psychopharmacology due to its potential psychoactive effects.

Chemical Structure and Properties

Chemical structure of 3,4-Dimethoxymethamphetamine

3,4-Dimethoxymethamphetamine is a derivative of methamphetamine, with the chemical formula C11H17NO2. The presence of methoxy groups at the 3 and 4 positions of the phenyl ring distinguishes it from other amphetamines. These substitutions can significantly alter the pharmacological properties of the compound.

The compound is typically synthesized through the methylation of 3,4-dimethoxyphenylacetone, followed by reductive amination. The presence of the methoxy groups increases the lipophilicity of the molecule, potentially affecting its ability to cross the blood-brain barrier.

Pharmacology

The pharmacological effects of 3,4-Dimethoxymethamphetamine are not well-documented, but it is believed to act as a central nervous system stimulant. Like other amphetamines, it may increase the release of neurotransmitters such as dopamine, norepinephrine, and serotonin in the brain, leading to increased alertness, energy, and euphoria.

The methoxy substitutions may also confer additional effects, potentially influencing the compound's affinity for various receptors in the brain. However, detailed studies on its receptor binding profile and metabolic pathways are limited.

Potential Uses and Research

Research into 3,4-Dimethoxymethamphetamine is primarily focused on its potential as a psychoactive substance. It is not currently used in any medical treatments, and its legal status varies by country. Some studies may explore its effects on mood, cognition, and behavior, contributing to the broader understanding of substituted amphetamines.

Safety and Toxicity

The safety profile of 3,4-Dimethoxymethamphetamine is not well-established. As with other amphetamines, there may be risks of cardiovascular effects, neurotoxicity, and potential for abuse and dependence. The presence of methoxy groups could also influence its toxicity, but specific data is lacking.

Related Compounds

3,4-Dimethoxymethamphetamine is related to several other compounds in the substituted amphetamine class, including:

• 3,4-Methylenedioxyamphetamine (MDA)
• 3,4-Methylenedioxymethamphetamine (MDMA)
• 4-Methoxyamphetamine (PMA)

These compounds share structural similarities and may have overlapping pharmacological effects, though each has unique properties and potential uses.

Related Pages

• Amphetamine
• Psychoactive drug
• Neurotransmitter
• Blood-brain barrier