Structure via PubChem · Public domain (PubChem)
(R)-amphetamine
Sign in to saveAlso known as l-amphetamine, levoamphetamine
Levoamphetamine is a stimulant medication which is used in the treatment of certain medical conditions. It was previously marketed by itself under the brand name Cydril, but is now available only in combination with dextroamphetamine in varying ratios under brand names such as Adderall. The drug is known to increase wakefulness and concentration in association with decreased appetite and fatigue. Pharmaceuticals that contain levoamphetamine are currently indicated and prescribed for the treatment of attention deficit hyperactivity disorder (ADHD), obesity, and narcolepsy in some countries. Lev
Key facts
- Drug.INN
- Levamfetamine
- Drug.image
- Levoamphetamine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200px
- Drug.image2
- Cydril.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 200px
- Drug.tradename
- Cydril, others
- Drug.legal_US
- Schedule II
- Drug.legal_status
- SE: Förteckning II
- Drug.routes_of_administration
- Oral (as part of Adderall, Evekeo, and generic amphetamine)
- Drug.class
- Stimulant; Norepinephrine releasing agent
- Drug.protein_bound
- 31.7%
- Drug.metabolism
- Hydroxylation (CYP2D6), oxidative deamination
- Drug.metabolites
- L-4-Hydroxyamphetamine
- Drug.elimination_half life
- 11.7–15.2hours
- Drug.excretion
- Urine
- Drug.CAS_number
- 156-34-3
via Wikipedia infobox
Chemical data
- Formula
- C9H13N
- Molecular weight
- 135.21 g/mol
- IUPAC name
- (2R)-1-phenylpropan-2-amine
- SMILES
- C[C@H](CC1=CC=CC=C1)N
- InChIKey
- KWTSXDURSIMDCE-MRVPVSSYSA-N
- XLogP
- 1.8
- Polar surface area
- 26 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- DL-amphetamine
- Has part
- carbon
- Mass
- 135.105
- Has use
- medication
Show 6 more facts
- chemical formula
- C₉H₁₃N
- canonical SMILES
- CC(CC1=CC=CC=C1)N
- isomeric SMILES
- C[C@H](CC1=CC=CC=C1)N
- Commons category
- Levoamphetamine
- medical condition treated
- narcolepsy
- stereoisomer of
- dextroamphetamine
via Wikidata · CC0
~21 min read
Encyclopedic overview
25 sectionsContents
- Medical uses
- Available forms
- Racemic amphetamine
- Adderall
- Evekeo
- Other forms
- Side effects
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Elimination
- Chemistry
- History
- Society and culture
- Legal status
- Recreational use
- Research
- Other drugs
- Selegiline
- Notes
- References
- External links
Levoamphetamine is a stimulant medication which is used in the treatment of certain medical conditions. It was previously marketed by itself under the brand name Cydril, but is now available only in combination with dextroamphetamine in varying ratios under brand names such as Adderall. The drug is known to increase wakefulness and concentration in association with decreased appetite and fatigue. Pharmaceuticals that contain levoamphetamine are currently indicated and prescribed for the treatment of attention deficit hyperactivity disorder (ADHD), obesity, and narcolepsy in some countries. Levoamphetamine is taken by mouth.
Levoamphetamine acts as a releasing agent of the monoamine neurotransmitters norepinephrine and dopamine. It is similar to dextroamphetamine in its ability to release norepinephrine and in its sympathomimetic effects but is a few times weaker than dextroamphetamine in its capacity to release dopamine and in its psychostimulant effects. Levoamphetamine is the levorotatory stereoisomer of the racemic amphetamine molecule, whereas dextroamphetamine is the dextrorotatory isomer.
Excerpted from Wikipedia’s “(R)-amphetamine” article, available under the CC BY-SA 4.0 licence.