Para-Bromomethamphetamine

Chemical compound

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Para-Bromomethamphetamine (V-111, 4-BMA) is a substituted amphetamine derivative that is structurally related to methamphetamine. It is a member of the class of compounds known as halogenated amphetamines, which are characterized by the presence of a halogen atom in the para position of the phenyl ring.

Chemical Structure and Properties

Para-Bromomethamphetamine is chemically classified as a phenethylamine and amphetamine. Its chemical formula is C₁₀H₁₄BrN, and it has a molecular weight of 228.13 g/mol. The compound features a bromine atom attached to the para position of the phenyl ring, which distinguishes it from other amphetamines.

Structural formula of para-Bromomethamphetamine

Pharmacology

Para-Bromomethamphetamine acts as a central nervous system stimulant. It is known to increase the release of neurotransmitters such as dopamine, norepinephrine, and serotonin in the brain, similar to other amphetamines. This action is primarily due to its ability to reverse the function of the monoamine transporters, leading to increased synaptic concentrations of these neurotransmitters.

Effects and Uses

The effects of para-Bromomethamphetamine are similar to those of other stimulant drugs, including increased alertness, energy, and euphoria. However, due to its potential for neurotoxicity and lack of therapeutic applications, it is not used in clinical settings. The compound is primarily of interest in scientific research for studying the effects of halogenated amphetamines on the brain.

Toxicity and Safety

Para-Bromomethamphetamine has been shown to be neurotoxic in animal studies, particularly affecting serotonergic neurons. The neurotoxic effects are thought to be mediated by the formation of reactive oxygen species and oxidative stress. Due to these concerns, the compound is handled with caution in research environments.

Legal Status

The legal status of para-Bromomethamphetamine varies by country. In many jurisdictions, it is classified as a controlled substance due to its structural similarity to methamphetamine and potential for abuse.

Related Compounds

Para-Bromomethamphetamine is related to several other halogenated amphetamines, including:

• Para-Chloromethamphetamine (4-CMA)
• Para-Iodomethamphetamine (4-IMA)
• Para-Fluoromethamphetamine (4-FMA)

These compounds share similar pharmacological properties but differ in their halogen substituents, which can affect their potency and toxicity.

Related pages

• Amphetamine
• Methamphetamine
• Neurotoxicity
• Serotonin