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MDMAI

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(Redirected from5,6-Methylenedioxy-N-methyl-2-aminoindane)
Chemical compound
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Find sources: "MDMAI" – news ·newspapers ·books ·scholar ·JSTOR
(October 2014)
Pharmaceutical compound
MDMAI
Structural formula of MDMAI
Ball-and-stick model of the MDMAI molecule
Clinical data
Other names5,6-Methylenedioxy-N-methyl-2-aminoindane; MDMAI
Routes of
administration
Oral
Drug classSerotonin releasing agent;Entactogen
ATC code
  • None
Legal status
Legal status
Identifiers
  • N-methyl-6,7-dihydro-5H-cyclopenta[f][1,3]benzodioxol-6-amine
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC11H13NO2
Molar mass191.230 g·mol−1
3D model (JSmol)
  • C3c2cc1OCOc1cc2CC3NC
  • InChI=1S/C11H13NO2/c1-12-9-2-7-4-10-11(14-6-13-10)5-8(7)3-9/h4-5,9,12H,2-3,6H2,1H3 checkY
  • Key:KNZKMFXEUONVMF-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

5,6-Methylenedioxy-N-methyl-2-aminoindane (MDMAI), is adrug of the2-aminoindane group developed in the 1990s by a team led byDavid E. Nichols atPurdue University. It acts as a non-neurotoxicserotonin releasing agent in animals and is a putativeentactogen in humans.[1]

Interactions

[edit]
See also:MDMA § Interactions

Chemistry

[edit]

MDMAI can be thought of as a cyclisedanalogue ofMDMA where the alpha-methyl carbon of the alkylamino side chain has been joined back round to the 6-position of the aromatic ring to form anindane ring system. This changes the core structure of the molecule fromphenethylamine toaminoindane, and causes the pharmacological properties of the two compounds to be substantially different.[1]

See also

[edit]

References

[edit]
  1. ^abOberlender R, Nichols DE (1990). "(+)-N-methyl-1-(1,3-benzodioxol-5-yl)-2-butanamine as a discriminative stimulus in studies of 3,4-methylenedioxy-methamphetamine-like behavioral activity".J Pharmacol Exp Ther.255 (3):1098–1106.doi:10.1016/S0022-3565(25)22947-0.PMID 1979813.
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