MADAM-6

MADAM-6
Clinical data
Other names6-Methyl-MDMA; 2,N-Dimethyl-4,5-methylenedioxyamphetamine
Routes of
administration
Oral[1]
ATC code
  • None
Pharmacokinetic data
Duration of actionUnknown[1]
Identifiers
  • N-methyl-1-(6-methyl-2H-1,3-benzodioxol-5-yl)propan-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)
  • C1(=CC2=C(C=C1CC(C)NC)OCO2)C
  • InChI=1S/C12H17NO2/c1-8-4-11-12(15-7-14-11)6-10(8)5-9(2)13-3/h4,6,9,13H,5,7H2,1-3H3
  • Key:CRQPDNIUPWXPNK-UHFFFAOYSA-N

MADAM-6, also known as 2,N-dimethyl-4,5-methylenedioxyamphetamine or as 6-methyl-MDMA, is a drug of the phenethylamine, amphetamine, and MDxx families related to MDMA.[1][2]

Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists MADAM-6's dose as greater than 280 mg orally and its duration as unknown.[1] MADAM-6 produced few to no effects at tested doses and Shulgin described it as "not active".[1]

History

MADAM-6 was first described in the literature by Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) in 1991.[1]

Research

MADAM-6 has been studied for its potential antiparkinsonian effects.[3] However, no clinical trials suggest the drug is effective against Parkinson's disease.

See also

References

  1. ^ a b c d e f Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. MADAM-6 entry
  2. ^ Patt M, Gündisch D, Wüllner U, Blocher A, Kovar KA, Machulla HJ (1999). "N-[11C]methyl-3,4-methylenedioxyamphetamine (Ecstasy) and 2-methyl-N-[11C]methyl-4,5-methylenedioxyamphetamine: Synthesis and biodistribution studies". Journal of Radioanalytical and Nuclear Chemistry. 240 (2): 535–540. doi:10.1007/BF02349410. S2CID 96272983.
  3. ^ US patent 2015025063, Caron MG, Sotnikova TD, Gainetdinov RR, "Antiparkinsonian Action Of Phenylisopropylamines", published 2014-09-30, issued 2015-01-22, assigned to Duke University