Methyl-MMDA-2

Methyl-MMDA-2
Clinical data
Other namesMETHYL-MMDA-2; 2-Methoxy-4,5-methylenedioxy-N-methylamphetamine; 6-Methoxy-MDMA
Routes of
administration		Oral[1]
ATC code
  • None
Legal status
Legal status
Pharmacokinetic data
Duration of actionUnknown[1]
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(CC1=CC2=C(C=C1OC)OCO2)NC
  • InChI=1S/C12H17NO3/c1-8(13-2)4-9-5-11-12(16-7-15-11)6-10(9)14-3/h5-6,8,13H,4,7H2,1-3H3
  • Key:GBUNHVOIGFKQDT-UHFFFAOYSA-N

Methyl-MMDA-2, also known as 2-methoxy-4,5-methylenedioxy-N-methylamphetamine or as 6-methoxy-MDMA, is a psychoactive drug of the phenethylamine, amphetamine, and MDxx families.[1] It is the N-methylated derivative of MMDA-2, and it is also an analogue of MDMA and 6-methyl-MDA.[1]

Use and effects

Methyl-MMDA-2 was first synthesized by Alexander Shulgin and was described in his book PiHKAL (Phenethylamines I Have Known and Loved). He states that it is essentially inactive at a dose of 70 mg orally, and he did not test higher doses;[1] however, Methyl-MMDA-2 is still likely to be active, perhaps in the 125 to 250 mg range. 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]

Chemistry

Synthesis

The chemical synthesis of methyl-MMDA-2 has been described.[1]

See also

References

  1. ^ a b c d e f g Shulgin A, Shulgin A (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.
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