Levoamphetamine

Levoamphetamine
Systematic name (2R)-1-Phenylpropan-2-amine[1]
Identifiers
CAS number	156-34-3 N
PubChem	32893
ChemSpider	30477 Y
EC number	205-850-8
ChEBI	CHEBI:42724 Y
ChEMBL	CHEMBL19393 Y
Beilstein Reference	2432739
Gmelin Reference	1125855
Jmol-3D images	{{#if:C[C@@H](N)Cc1ccccc1C[C@@H](N)CC1=CC=CC=C1|Image 1 Image 2
SMILES C[C@@H](N)Cc1ccccc1 C[C@@H](N)CC1=CC=CC=C1
InChI InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m1/s1 Y Key: KWTSXDURSIMDCE-MRVPVSSYSA-N Y
Properties
Molecular formula	C9H13N
Molar mass	135.21 g mol−1
log P	1.789
Pharmacology
Routes of administration	Oral
Legal status	℞-only(US)
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Levoamphetamine (also levamfetamine, (R)-amphetamine or (−)-amphethamine) is a psychostimulant known to increase wakefulness and concentration in association with decreased appetite and fatigue. Levoamphetamine is the levorotatory stereoisomer of the amphetamine molecule.

Chemistry

Levoamphetamine is the levorotary stereoisomer of the amphetamine molecule. The amphetamine racemate contains two stereoisomers, dextroamphetamine and levoamphetamine, both exhibiting amphetaminergic (amphetamine-like) effects.

Formulations

Adderall

The drug Adderall contains 25% levoamphetamine and 75% dextroamphetamine.^[2]

Benzedrine

Benzedrine was a racemic (1:1 racemate) mixture of dextroamphetamine and levoamphetamine introduced in the United States delivered by an inhaler in 1933^[3] for decongestant uses. Benzedrine was converted into tablet form in 1938 after it was discovered that amphetamine could treat narcolepsy and behavioral disorders.

See also

• Levomethamphetamine

References