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Methamphetamine

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This article is about the psychostimulant, d-methamphetamine. For the decongestant, l-methamphetamine, see Levomethamphetamine. Pharmaceutical compound
Methamphetamine
Clinical data
Other namesDesoxyephedrine
Pervitin
Anadrex
Methedrine
Methylamphetamine
Syndrox
Desoxyn
Routes of
administration
Medical: Oral
Recreational: Oral, I.V., I.M., Insufflation, Inhalation, Suppository
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability62.7% oral; 79% nasal; 90.3% smoked; 99% rectally; 100% IV
MetabolismHepatic
Elimination half-life9–15 hours
ExcretionRenal
Identifiers
IUPAC name
  • (2S)-N-methyl-1-phenyl-propan-2-amine
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.007.882 Edit this at Wikidata
Chemical and physical data
FormulaC10H15N
Molar mass149.233 g/mol g·mol
3D model (JSmol)
SMILES
  • CC(CC1=CC=CC=C1)NC

Methamphetamine (/mɛθæm'fɛtəmiːn/, also known as, methylamphetamine, N-methylamphetamine, desoxyephedrine, crystalline methamphetamine hydrochloride) is a psychostimulant and sympathomimetic drug. It is a member of the family of phenylethylamines. The levorotary (R-isomer) levomethamphetamine is an over-the-counter drug and used in inhalers for nasal decongestion and does not possess the CNS activity of dextro or racemic methamphetamine. The dextrorotatory (S-isomer) dextromethamphetamine can be prescribed to treat attention-deficit hyperactivity disorder, though unmethylated amphetamine is more commonly prescribed. Narcolepsy and obesity can also be treated by the aforementioned isomer under the brand name Desoxyn. It is considered a second line of treatment, used when amphetamine and methylphenidate cause the patient too many side effects. It is only recommended for short-term use (~6 weeks) in treatment-resistant obesity patients because it is thought that the anorectic effects of the drug are short-lived and produce tolerance quickly, whereas the effects on CNS stimulation are much less susceptible to tolerance. It is primarily used illegally for recreational purposes, weight loss and to maintain alertness, focus, motivation, with mental clarity for extended periods of time.

Methamphetamine enters the brain and triggers a cascading release of norepinephrine, dopamine and serotonin. It is highly active in the mesolimbic reward pathway of the brain, inducing intense euphoria, with high-risk for abuse and powerful addiction. To a lesser extent, methamphetamine acts as a dopaminergic and adrenergic reuptake inhibitor with high concentrations serving as a monoamine oxidase inhibitor. Users may become hypersexual or obsessed with a task, thought or activity. Withdrawal is characterized by excessive sleeping, eating, and major depression, often accompanied by anxiety and drug-craving.<ref>{{cite journal | author = McGregor C, Srisurapanont M, Jittiwutikarn J, Laobhripatr S, Wong

  1. Methamphetamine and amphetamine pharmacokinetics in oral fluid and plasma after controlled oral methamphetamine administration to human volunteers.