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EMDA-2

From Wikipedia, the free encyclopedia

EMDA-2
Clinical data
Other names2-Ethoxy-4,5-methylenedioxyamphetamine; 6-Ethoxy-MDA; 6-EtO-MDA; 6-Ethoxy-MMDA-2; 6-EtO-MMDA-2
Routes of
administration
Oral[1][2]
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Identifiers
  • 1-(6-ethoxy-1,3-benzodioxol-5-yl)propan-2-amine
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC12H17NO3
Molar mass223.272 g·mol−1
3D model (JSmol)
  • CCOC1=CC2=C(C=C1CC(C)N)OCO2
  • InChI=1S/C12H17NO3/c1-3-14-10-6-12-11(15-7-16-12)5-9(10)4-8(2)13/h5-6,8H,3-4,7,13H2,1-2H3
  • Key:OHOFHHFTTSOJCK-UHFFFAOYSA-N

EMDA-2, also known as 2-ethoxy-4,5-methylenedioxyamphetamine, 6-ethoxy-MDA, or 6-ethoxy-MMDA-2, is a psychedelic drug of the phenethylamine and methylenedioxyamphetamine families.[1][2][3] It is the analogue of MMDA-2 in which the 2-methoxy group has been replaced with a 2-ethoxy group.[1][2] This has resulted in EMDA-2 being described as the "TWEETIO" analogue of MMDA-2.[1]

Use and effects

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EMDA-2's dose is approximately 135 to 185 mg and its duration is about 10 to 12 hours.[1][2] At 135 mg, it produced closed eye visuals, including intense colors, with sleep disturbances and a duration of some 10 hours.[1] At 185 mg, its effects were stronger, including "marvelous" closed-eye visuals with "incredible" colors, good concentration, and distinct body tingles and rushes, with insomnia and a duration of about 12 hours.[1] The potency of EMDA-2 is about one-third that of MMDA-2.[1]

Interactions

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History

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EMDA-2 appears to have first been described in the scientific literature by at least 1975.[3] Its effects in humans were described by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).[1][2]

Society and culture

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Canada

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EMDA-2 may be a controlled substance in Canada under phenethylamine blanket-ban language.[4]

See also

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References

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  1. 1 2 3 4 5 6 7 8 9 Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. "The Tweetio homologue of MMDA-2 has been tasted, however. This is 2-ethoxy-4,5-methylenedioxyamphetamine, or EMDA-2. [...] At 135 milligrams, there have been reported eyes-closed visual phenomena, with intense colors. The overall duration is similar to MMDA-2 (some 10 hours) and there are reported sleep disturbances. At 185 milligrams, the feelings were intensified, there were “marvelous eyes-closed visuals (the colors were incredible), good concentration, but distinct body-tingles and rushes.” The time span was about 12 hours from start to finish, but it proved to be impossible to sleep afterwards. This homologue is thus about a third the potency of MMDA-2."
  2. 1 2 3 4 5 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. pp. 828–829. ISBN 978-3-03788-700-4. OCLC 858805226. Retrieved 31 January 2025.
  3. 1 2 Brimblecombe RW, Pinder RM (1975). "Phenylalkylamines and Their Derivatives". Hallucinogenic Agents. Bristol: Wright-Scientechnica. pp. 55–97.
  4. "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.
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