3,4-Methylenedioxyamphetamine

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3,4-Methylenedioxyamphetamine

2D skeletal structure of 3,4-Methylenedioxyamphetamine
Ball-and-stick model of the MDA molecule

3,4-Methylenedioxyamphetamine (MDA) is a synthetic psychoactive drug of the amphetamine class. It is known for its stimulant and hallucinogenic properties and is chemically related to MDMA (3,4-methylenedioxy-N-methylamphetamine), commonly known as ecstasy.

Chemical Structure and Properties

MDA is a member of the phenethylamine and amphetamine chemical classes. Its chemical formula is C10H13NO2, and it has a molecular weight of 179.22 g/mol. The structure of MDA includes a methylenedioxy group attached to the phenyl ring, which is responsible for its psychoactive effects.

Pharmacology

MDA acts primarily as a serotonin-norepinephrine-dopamine releasing agent (SNDRA). It increases the levels of these neurotransmitters in the brain, leading to its stimulant and empathogenic effects. MDA is known to produce feelings of euphoria, increased energy, and altered sensory perception.

Effects

The effects of MDA can vary depending on the dose and individual sensitivity. Common effects include:

  • Euphoria
  • Increased energy and alertness
  • Enhanced sensory perception
  • Emotional openness and empathy
  • Mild hallucinations

History and Use

MDA was first synthesized in the early 20th century and was initially investigated for potential therapeutic uses. However, due to its psychoactive properties, it became popular as a recreational drug in the 1960s and 1970s. MDA is often used in social settings for its mood-enhancing effects.

Legal Status

MDA is classified as a Schedule I controlled substance in many countries, including the United States, due to its potential for abuse and lack of accepted medical use.

Related Compounds

MDA is closely related to several other compounds, including:

  • MDMA
  • MDEA (3,4-methylenedioxy-N-ethylamphetamine)
  • MBDB (3,4-methylenedioxy-N-methylbenzodioxolylbutanamine)

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Contributors: Prab R. Tumpati, MD