CH₃CH₃

Amphetamine

Chemistry

23 atoms · Conformer computed and published by PubChem.
Formula
C9H13N
Molar mass
135.21 g/mol
IUPAC name
1-phenylpropan-2-amine
InChIKey
KWTSXDURSIMDCE-UHFFFAOYSA-N

Chemistry from PubChem CID 3007.

Also known as

  • Amfetamine
  • 1-phenylpropan-2-amine
  • dl-Amphetamine
  • 1-Phenyl-2-aminopropane
  • Desoxynorephedrine
  • Norephedrane
  • 300-62-9
  • Elastonon

Stereoisomers

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

Dextroamphetamine is roughly three to four times the CNS stimulant that levoamphetamine is; levoamphetamine has proportionally more peripheral cardiovascular action. Which one you meet depends entirely on the product: dexamfetamine preparations are the single d-enantiomer, while Adderall is a fixed mixture of both.

Attribution

  • Lazăr Edeleanu — first synthesis, 1887

    Published as phenylisopropylamine; its effects went unexamined for forty years.

  • Gordon Alles — discovered its activity, 1929

    Established the stimulant effect by self-experiment, and patented the sulfate salt sold as Benzedrine.

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