3,4-Ethylenedioxyamphetamine

Not to be confused with 3,4-Ethylidenedioxyamphetamine.
EDA
Clinical data
Other names3,4-Ethylenedioxyamphetamine; EDA; EDA-6; α-Methyl-1,4-benzodioxan-6-ethylamine
Identifiers
  • 1-(2,3-dihydro-1,4-benzodioxin-6-yl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC11H15NO2
Molar mass193.246 g·mol−1
3D model (JSmol)
  • CC(CC1=CC2=C(C=C1)OCCO2)N
  • InChI=1S/C11H15NO2/c1-8(12)6-9-2-3-10-11(7-9)14-5-4-13-10/h2-3,7-8H,4-6,12H2,1H3
  • Key:HDECLNXLHDXDKE-UHFFFAOYSA-N

3,4-Ethylenedioxyamphetamine (EDA), also known as EDA-6, is a drug of the amphetamine family related to 3,4-methylenedioxyamphetamine (MDA).[1] It is closely related to analogues including 3,4-ethylenedioxymethamphetamine (EDMA), 3,4-ethylidenedioxyamphetamine (EIDA), and 3,4-isopropylidenedioxyamphetamine (IDA).[1][2] EDMA, the N-methylated analogue of EDA, is known to be a serotonin–norepinephrine–dopamine releasing agent (SNDRA).[3] According to Alexander Shulgin however, the drug only produced limited psychoactive effects in humans at doses in the range of 150 to 250 mg.[4][1]

See also

References

  1. ^ a b c Shulgin A, Manning T, Daley PF (2011). "#65. EDA". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley: Transform Press. pp. 136–137. ISBN 978-0-9630096-3-0.
  2. ^ Nichols DE, Oberlender R, Burris K, Hoffman AJ, Johnson MP (November 1989). "Studies of dioxole ring substituted 3,4-methylenedioxyamphetamine (MDA) analogues". Pharmacol Biochem Behav. 34 (3): 571–576. doi:10.1016/0091-3057(89)90560-1. PMID 2623014.
  3. ^ Del Bello F, Sakloth F, Partilla JS, Baumann MH, Glennon RA (September 2015). "Ethylenedioxy homologs of N-methyl-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) and its corresponding cathinone analog methylenedioxymethcathinone: Interactions with transporters for serotonin, dopamine, and norepinephrine". Bioorg Med Chem. 23 (17): 5574–5579. doi:10.1016/j.bmc.2015.07.035. PMC 4562428. PMID 26233799.
  4. ^ Shulgin AT, Shulgin A (1991). "#110 MDMC / EDMA; 3,4-ETHYLENEDIOXY-N-METHYLAMPHETAMINE". PiHKAL: A Chemical Love Story (1st ed.). Berkeley, CA: Transform Press. ISBN 9780963009609. OCLC 25627628.



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