3,4-Methylenedioxy-N-ethylamphetamine

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3,4-Methylenedioxy-N-ethylamphetamine

Chemical structure of 3,4-Methylenedioxy-N-ethylamphetamine

3,4-Methylenedioxy-N-ethylamphetamine (MDEA) is a synthetic entactogen of the amphetamine class. It is chemically related to MDMA and MDA, and is known for its psychoactive effects. MDEA is commonly referred to as "Eve" in the context of recreational use.

Chemical Structure and Properties

3D model of MDEA

MDEA is a member of the phenethylamine and amphetamine chemical classes. Its chemical structure consists of a methylenedioxy ring attached to the phenyl group, with an ethyl group attached to the nitrogen atom of the ethylamine chain. This structure is similar to that of MDMA, with the primary difference being the ethyl group in place of the methyl group.

Pharmacology

MDEA acts primarily as a serotonin-norepinephrine-dopamine releasing agent (SNDRA). It increases the levels of these neurotransmitters in the brain, leading to its psychoactive effects. The entactogenic effects of MDEA are attributed to its action on the serotonin system, similar to other drugs in the MDxx family.

Effects

The effects of MDEA are similar to those of MDMA, though generally considered to be less intense. Users report feelings of euphoria, increased sociability, and enhanced sensory perception. The duration of effects typically lasts 3 to 6 hours, with a peak occurring around 1 to 2 hours after ingestion.

Synthesis

Synthesis pathway of MDA from safrole

MDEA can be synthesized from safrole, a precursor also used in the synthesis of MDMA and MDA. The synthesis involves several chemical reactions, including the formation of the methylenedioxy ring and the attachment of the ethylamine chain.

Legal Status

MDEA is classified as a Schedule I controlled substance in many countries, including the United States, under the Controlled Substances Act. This classification indicates that it is considered to have a high potential for abuse and no accepted medical use.

Related Compounds

  • MDMA (3,4-Methylenedioxy-N-methylamphetamine)
  • MDA (3,4-Methylenedioxyamphetamine)
  • MBDB (3,4-Methylenedioxy-N-methylbutanamine)

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Contributors: Prab R. Tumpati, MD