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Amphetamine

Drug information
Drug nameAmphetamine
Systematic (IUPAC) name
IUPAC name(±)-1-phenylpropan-2-amine
Chemical data
Mol. mass135.2084
Synonymsalpha-methylbenzeneethanamine, alpha-methylphenethylamine, beta-phenyl-isopropylamine
Melt. point285
Melt. point high281 �C
Solubility in water50 � 100 mg/mL (16C°) mg/mL (20 �C)
Bioavailabilitynasal 75%; rectal 95 � 99%; intravenous 100%
Protein binding15 � 40%
MetabolismHepatic (CYP2D6)
Half-life12h average for d-isomer, 13h for l-isomer
ExcretionRenal; significant portion unaltered
Therapeutic considerations
Legal statusControlled (S8) (AU) Schedule II (CA) Class B (UK) Schedule II (US) Rx-only
RoutesOral, Intravenous, Vaporization, Insufflation, Rectal, Sublingual

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Amphetamine (USAN) or amfetamine (INN) is a psychostimulant drug of the phenethylamine class that is known to produce increased wakefulness and focus in association with decreased fatigue and appetite. Amphetamine is chemically related to methamphetamine and lisdexamfetamine, a class of potent drugs that act by increasing levels of dopamine and norepinephrine in the brain, inducing euphoria. The class includes prescription CNS drugs commonly used to treat attention-deficit hyperactivity disorder (ADHD). It is also used to treat symptoms of traumatic brain injury (TBI) and the daytime drowsiness symptoms of narcolepsy, postural orthostatic tachycardia syndrome (POTS) and chronic fatigue syndrome (CFS). Initially, amphetamine was more popularly used to diminish the appetite and to control weight.

Brand names of medications that contain, or metabolize into, amphetamine include Adderall, Dexedrine, Dextrostat, Desoxyn, ProCentra, and Vyvanse, as well as Benzedrine in the past.

The drug is also used recreationally and as a performance enhancer. Recreational users of amphetamine have coined numerous street names for amphetamine, such as speed. The European Monitoring Centre for Drugs and Drug Addiction reports the typical retail price of amphetamine in Europe varied between -3 and -15 ($4 to $21.55 USD) a gram in half of the reporting countries. The name amphetamine is derived from its chemical name alpha-methylphenethylamine.


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