EDMA

Chemical compound From Wikipedia, the free encyclopedia

EDMA, also known as 3,4-ethylenedioxy-N-methylamphetamine or as MDMC, is a psychoactive drug of the phenethylamine, amphetamine, and EDxx families.[1][2] It is an analogue of MDMA where the methylenedioxy ring has been replaced by an ethylenedioxy ring.[1][2]

Other names3,4-Ethylenedioxy-N-methylamphetamine; EDMA; MDMC
ATC code
  • None
Quick facts Clinical data, Other names ...
EDMA
Clinical data
Other names3,4-Ethylenedioxy-N-methylamphetamine; EDMA; MDMC
Routes of
administration
Oral[1]
Drug classPsychoactive drug
ATC code
  • None
Legal status
Legal status
Pharmacokinetic data
Duration of action3–5 hours[1]
Identifiers
  • 1-(2,3-dihydro-1,4-benzodioxin-6-yl)-N-methylpropan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H17NO2
Molar mass207.273 g·mol−1
3D model (JSmol)
  • CC(Cc1ccc2c(c1)OCCO2)NC
  • InChI=1S/C12H17NO2/c1-9(13-2)7-10-3-4-11-12(8-10)15-6-5-14-11/h3-4,8-9,13H,5-7H2,1-2H3 checkY
  • Key:UJKWLAZYSLJTKA-UHFFFAOYSA-N checkY
  (verify)
Close

In his book PiHKAL (Phenethylamines I Have Known and Loved), the dose is listed as 150 to 250 mg orally and the duration as 3 to 5 hours.[1] According to Shulgin, EDMA produces only mild effects that included paresthesia, nystagmus, a dozing state, hypnogogic imagery, and colored letters in the peripheral visual field.[1]

It has been found that EDMA acts as a non-neurotoxic serotonin releasing agent with moderately diminished potency relative to MDMA, and with negligible effects on dopamine release.[2] However, subsequent research found that EMDA is a serotonin–norepinephrine–dopamine releasing agent (SNDRA) with EC50Tooltip half-maximal effective concentration values of 117 nM for serotonin release, 325 nM for norepinephrine release, and 597 nM for dopamine release in rat brain synaptosomes.[3] Compared to MDMA, EDMA was about half as potent as a serotonin releaser, 4.5-fold less potent as a norepinephrine releaser, and 8-fold less potent as a dopamine releaser.[3] The activities of the individual enantiomers of EDMA have also been assessed.[3]

The chemical synthesis of EDMA has been described.[1]

While commonly referred to as EDMA, Shulgin refers to this compound as both MDMC and EDMA in PiHKAL, calling the former a "Shulgin pet name" for the compound, and stating that the name "doesn't really make sense".[1] MDMC commonly refers to a different analogue of MDMA, methylone.[4]

See also

References

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