Amphetamine

Amphetamine
Amphetamine
Molecular structure via molpic
Molecular formulaC9H13N
Molecular mass135.21 g/mol
Density0.913 g/cm3
AppearanceMobile liquid
OdorAmine odor
TasteAcrid, burning taste
Melting point25 °C
Boiling point392 to 397 °F at 760 mmHg (EPA, 1998)
DecompositionWhen heated to decomposition it emits toxic fumes of nitroxides.
SolubilitySulfate: Soluble in water
Freebase: Soluble in ether, ethanol and chloroform
Chiralityracemic
Identifiers
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IUPAC name1-phenylpropan-2-amine
Cannonical SMILESCC(CC1=CC=CC=C1)N
InChIInChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3
InChIKeyKWTSXDURSIMDCE-UHFFFAOYSA-N
Dosing
Intravenous
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Threshold15 - 20 mg
Light20 - 22 mg
Common22 - 25 mg
Strong25 - 30 mg
Heavy30 mg
Insufflated
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Threshold0.25 - 1 mg
Light1 - 10 mg
Common10 - 20 mg
Strong20 - 30 mg
Heavy30 - 40 mg
Oral
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Threshold0.5 - 5 mg
Light5 - 10 mg
Common10 - 20 mg
Strong20 - 30 mg
Heavy30 - 60 mg
Rectal
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Threshold5 mg
Light5 - 6 mg
Common6 - 7 mg
Strong7 - 10 mg
Heavy10 - 13 mg
Statistically derived dosages by Sernyl

Amphetamine (also known as Amfetamine, Desoxynorephedrine, Norephedrane, 1-Phenyl-2-aminopropane, Elastonon, Fenopromin, Phenedrine, alpha-Methylphenethylamine, beta-Aminopropylbenzene or Propisamine and brand names including Adderall and Evekeo) is a stimulant substance of the phenethylamine class.

History and culture

Amphetamine was first synthesized 1887 in Germany by Lazăr Edeleanu.

However, its effects remained unknown until 1927, when Gordon Alles discovered it to have stimulant properties.

Chemistry

Amphetamine is typically prepared in the form of its amine salts sulfate, hydrochloride, aspartate, adipate, tartrate, chlorphenoxyacetate and phosphate.

Amphetamine is a racemic mixture of two optical stereoisomers:

Pharmacology

Amphetamine acts as a monoamine releasing agent and monoamine reuptake inhibitor.

Enzyme activity

Amphetamine is a substrate of CYP2A6, coadministration of substances which inhibit CYP2A6 may result in altered drug effects and prolong its elimination half-life.

Subjective effects

Physical effects
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Cognitive effects
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Sensory effects
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See also