3,4-Methylenedioxy-N-ethylamphetamine

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Methylenedioxyethylamphetamine
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3,4-Methylenedioxy-N-ethylamphetamine
rectal[1]
ATC code
  • none
Legal status
Legal status
Pharmacokinetic data
MetabolismHepatic including CYP2D6 and CYP3A4
Onset of action20–85 minutes
Elimination half-life(R)-MDEA: 7.5 ± 2.4 hours
(S)-MDEA: 4.2 ± 1.4 hours
ExcretionRenal
Identifiers
  • 1-(1,3-Benzodioxol-5-yl)-N-ethylpropan-2-amine
JSmol)
  • CCNC(C)Cc1ccc2OCOc2c1

3,4-Methylenedioxy-N-ethylamphetamine (MDEA; also called MDE and colloquially, Eve) is an

releasing agent and reuptake inhibitor.[1]

Possession
of MDEA is illegal in most countries. Some limited exceptions exist for scientific and medical research.

Uses

Medical

MDEA currently has no accepted medical uses.

Recreational

MDEA is used recreationally in a similar manner to MDMA (also called ecstasy), however the subjective effects of MDEA are milder and shorter lasting.[1][3] Alexander Shulgin reported it to be stoning in high doses.[4] Most frequently consumed orally, recreational doses of MDEA are in the range 100 to 200 mg. Infrequently, MDEA is an adulterant of ecstasy pills. Studies conducted in the 1990s found MDEA present in approximately four percent of ecstasy tablets.[1]

Adverse effects

Reported adverse effects from MDEA include the following:

Overdose

Reported overdose symptoms of MDEA include the following:

Chemistry

Synthesis

MDEA is typically synthesized from essential oils such as safrole or piperonal.

Synthesis of MDA and related analogs from safrole

History, society, and culture

Alexander Shulgin conducted research on methylenedioxy compounds in the 1960s. In a 1967 lab notebook entry, Shulgin briefly mentioned a colleague's report of no effect from the substance with a 100 mg dose.[5] Shulgin later characterized the substance in his book PiHKAL.[4]

In the United States, MDEA was introduced recreationally in 1985 as a legal substitute to the newly banned MDMA.[3] MDEA was made a Schedule 1 substance in the United States on October 15, 1987.[6]

See also

References

  1. ^
    PMID 15179441
    .
  2. ^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
  3. ^
    S2CID 40356638
    .
  4. ^ a b Shulgin A. "#106 MDE: MDEA; EVE; N-Ethyl-MDA; 3,4-Methylenedioxy-N-ethylamphetamine". Isomer Design. Retrieved 10 December 2014.
  5. PMID 20653618
    .
  6. ^ https://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf
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