3,4-Ethylenedioxyamphetamine

Not to be confused with 3,4-Ethylidenedioxyamphetamine.

EDA

Clinical data
Other names	3,4-Ethylenedioxyamphetamine; EDA; EDA-6; α-Methyl-1,4-benzodioxan-6-ethylamine
Identifiers
IUPAC name 1-(2,3-dihydro-1,4-benzodioxin-6-yl)propan-2-amine
CAS Number	15033-67-7
PubChem CID	5017291
ChemSpider	4196440
Chemical and physical data
Formula	C11H15NO2
Molar mass	193.246 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(CC1=CC2=C(C=C1)OCCO2)N
InChI 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 phenethylamine, amphetamine, and EDxx families 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

• Substituted ethylenedioxyphenethylamine
• 3,4-Ethylenedioxymethamphetamine (EDMA)
• 3,4-Ethylenedioxymethcathinone (EDMC)
• 3,4-Ethylidenedioxyamphetamine (EIDA)
• 3,4-Isopropylidenedioxyamphetamine (IDA)
• 3,4-Dimethoxyamphetamine (DMA)

References

1. 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.