Amphetamine

Salts []
Amphetamine sulfate
Amphetamine hydrochloride
Amphetamine aspartate
Amphetamine adipate
Amphetamine tartrate
Amphetamine chlorphenoxyacetate
Amphetamine phosphate
Amphetamine saccharate
Amphetamine succinate

Molecular structure via molpic
Conformer structure via 3Dmol.js
Molecular formula	C9H13N[1]
Molecular mass	135.21 g/mol[1]
Density	0.913 at 77 °F (EPA, 1998) - Less dense than water; will float g/cm3[1]
Appearance	Mobile liquid[1]
Odor	Amine odor[1]
Taste	Acrid, burning taste[1]
Predicted LogP	1.8[1]
Melting point	25 °C[1]
Boiling point	392 to 397 °F at 760 mmHg (EPA, 1998)[1]
Decomposition	When heated to decomposition it emits toxic fumes of nitroxides.[1]
Solubility	Sulfate: Soluble in water Freebase: Soluble in ether, ethanol and chloroform[1]
Chirality	racemic[2]

Identifiers []
IUPAC name	1-phenylpropan-2-amine[1]
SMILES	CC(CC1=CC=CC=C1)N[1]
InChI	InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3[1]
InChIKey	KWTSXDURSIMDCE-UHFFFAOYSA-N[1]

Dosing
Elimination half-life	dextroamphetamine: 9-11 hours[4]levoamphetamine: 11-14 hourspH-dependent: 7-34 hours
Duration of action	Immediate release dosing: 3-6 hours Extended release dosing: 8-12 hours

Intravenous []
Threshold	15 - 20 mg
Light	20 - 22 mg
Common	22 - 25 mg
Strong	25 - 30 mg
Heavy	30 mg

Insufflated []
Threshold	0.25 - 1 mg
Light	1 - 10 mg
Common	10 - 20 mg
Strong	20 - 30 mg
Heavy	30 - 40 mg

Oral []
Threshold	0.5 - 5 mg
Light	5 - 10 mg
Common	10 - 20 mg
Strong	20 - 30 mg
Heavy	30 - 60 mg

Rectal []
Threshold	5 mg
Light	5 - 6 mg
Common	6 - 7 mg
Strong	7 - 10 mg
Heavy	10 - 13 mg

Statistically derived dosages by Sernyl

Amphetamine

(Redirected from Levoamphetamine)

Amphetamine (also known as Amfetamine, Desoxynorephedrine, Norephedrane, 1-Phenyl-2-aminopropane, Elastonon, Fenopromin, Phenedrine, β-Aminopropylbenzene, Propisamine or Psychedrine and brand names including Adderall and Evekeo) is a stimulant substance of the amphetamine 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 found in the form of its sulfate, hydrochloride, aspartate, adipate, tartrate, chlorphenoxyacetate, phosphate, saccharate and succinate salts.

Stereochemistry

(RS)-Amphetamine is a racemic mixture of the optical stereoisomers:

Stereoisomers []
Dextroamphetamine Levoamphetamine

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

Legal status

• Australia: Amphetamine is a Schedule 8.
• Brazil: Amphetamine is a A3.
• Canada: Amphetamine is a Schedule I.
• Germany: Amphetamine is a Anlage III.
• New Zealand: Amphetamine is a Class B.
• United Kingdom: Amphetamine is a Class B.
• United States: Amphetamine is a Schedule II under the "Controlled Substances Act (CSA)".^[3]
• United Nations: Amphetamine is a Schedule II.

See also

• Stimulant
• Phenethylamine
• Substituted amphetamines
• Substituted phenethylamines
• Anodyne

External links

• Amphetamine / Dextroamphetamine (Wikipedia)
• Amphetamine / Dextroamphetamine / Levoamphetamine (Wikidata)
• Amphetamine / Dextroamphetamine (DrugBank)
• Amphetamine / Dextroamphetamine / Levoamphetamine (PubChem)
• Amphetamine / Dextroamphetamine / Levoamphetamine (ChEMBL)
• Amphetamine / Dextroamphetamine / Levoamphetamine (ChEBI)
• Amphetamine / Dextroamphetamine / Levoamphetamine (Common Chemistry)
• Amphetamine / Dextroamphetamine / Levoamphetamine (HMDB)
• Amphetamine / Dextroamphetamine (KEGG)
• Amphetamine / Dextroamphetamine / Levoamphetamine (UNII)
• Amphetamine / Dextroamphetamine / Levoamphetamine (EPA DSSTox)

References