Amphetamine
Chemistry
- 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.
- Amphetamine this area mixture CID 3007
- Dextroamphetamine CID 5826
- (-)-Amphetamine CID 32893
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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