Methyl-MMDA-2

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Methyl-MMDA-2
Methyl-MMDA-2-structure.png
Clinical data
Routes of
administration
Oral, Insufflated, Rectal
ATC code
  • none
Legal status
Legal status
Identifiers
  • N-methyl-1-(6-methoxy-1,3-benzodioxol-5-yl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H17NO3
Molar mass223.272 g·mol−1
3D model (JSmol)
  • CC(Cc1cc2c(cc1OC)OCO2)NC

N-Methyl-2-methoxy-4,5-methylenedioxyamphetamine (methyl-MMDA-2; 6-methoxy-MDMA) is a psychedelic drug of the amphetamine class.[1] It is the N-methylated derivative of MMDA-2, and it is also an analog of MDMA and 6-methyl-MDA.[1]

Methyl-MMDA-2 was first synthesized by Alexander Shulgin and was described in his book PiHKAL. He states that it is essentially inactive at a dose of 70 mg, and he did not try any higher;[1] however, Methyl-MMDA-2 is still likely to be active, perhaps in the 125-250 mg range.[citation needed] This reduction in hallucinogenic activity relative to MMDA-2 parallels that of MDA and MDMA, indicating that with phenethylamines, N-methylation substantially reduces 5-HT2A receptor affinity.[1][2]

See also[edit]

References[edit]

  1. ^ a b c d Ann Shulgin; Alexander Shulgin (1991). Pihkal: A Chemical Love Story. Transform Press. ISBN 0-9630096-0-5.
  2. ^ Nichols DE, Oberlender R (1989). "Structure-activity relationships of MDMA-like substances". NIDA Research Monograph. 94: 1–29. PMID 2575223.

External links[edit]