CH₃CH₃

4-MTA

Chemistry

27 atoms · Conformer computed and published by PubChem.
Formula
C10H15NS
Molar mass
181.30 g/mol
IUPAC name
1-(4-methylsulfanylphenyl)propan-2-amine
InChIKey
OLEWMKVPSUCNLG-UHFFFAOYSA-N

Chemistry from PubChem CID 151900.

Also known as

  • 4-Methylthioamphetamine
  • 14116-06-4
  • p-Methylthioamphetamine
  • Benzeneethanamine, alpha-methyl-4-(methylthio)-
  • alpha-Methyl-p-(methylthio)phenethylamine
  • 6JP2T8KXTR
  • Flatliners [Street Name]
  • Golden eagle [Street Name]

Stereoisomers

2 distinct stereoisomers are registered for this structure. This area's record is the racemate — the mixture, which is normally the form encountered.

Attribution

  • Portrait of David E. Nichols
    David E. Nichols — first synthesis, 1992

    Introduced by Huang, Marona-Lewicka and Nichols as 'a potent new non-neurotoxic serotonin-releasing agent' — a laboratory probe for the serotonin transporter, never intended for human use. It appeared on the European street market around 1997–98 as 'flatliners' and was implicated in several deaths; Nichols has written about this publicly. Marked medium because the 1992 paper does not explicitly claim first synthesis and earlier literature on p-methylthioamphetamine could not be ruled out.

    source

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