3,4-Methylenedioxy-N-ethylamphetamine
Chemical compound
From Wikipedia, the free encyclopedia
3,4-Methylenedioxy-N-ethylamphetamine (MDEA; also called MDE and colloquially, Eve) is an empathogenic psychoactive drug. MDEA is a substituted amphetamine and a substituted methylenedioxyphenethylamine. MDEA acts as a serotonin, norepinephrine, and dopamine releasing agent and reuptake inhibitor.[3][1][4]
- None
| |
 | |
| Clinical data | |
|---|---|
| Other names | MDEA; MDE; 3,4-Methylenedioxy-N-ethylamphetamine; N-Ethyl-MDA; Eve; EA-1304; EA1304; PAL-192; PAL192; ASR-1003; ASR1003 |
| Routes of administration | Oral, insufflation, injection, rectal[1] |
| Drug class | Serotonin releasing agent; Entactogen |
| ATC code |
|
| Legal status | |
| Legal status |
|
| Pharmacokinetic data | |
| Metabolism | Hepatic including CYP2D6 and CYP3A4 |
| Onset of action | 20â85 minutes |
| Elimination half-life | (R)-MDEA: 7.5 ± 2.4 hours (S)-MDEA: 4.2 ± 1.4 hours |
| Duration of action | 3â5 hours[3][4] |
| Excretion | Renal |
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| KEGG | |
| ChEBI | |
| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.231.031 |
| Chemical and physical data | |
| Formula | C12H17NO2 |
| Molar mass | 207.273 g·molâ1 |
| 3D model (JSmol) | |
| |
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][5] Alexander Shulgin reported it to be stoning in high doses.[3] 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
Overdose
Reported overdose symptoms of MDEA include the following:
Interactions
Chemistry
Synthesis
The chemical synthesis of MDEA has been described.[3] It is typically synthesized from essential oils such as safrole or piperonal.[3]
History
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.[6] Shulgin later characterized the substance in his book PiHKAL.[3]