CHEBI:2679 - amphetamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name amphetamine
ChEBI ID CHEBI:2679
Definition A racemate comprising equimolar amounts of (R)-amphetamine (also known as levamphetamine or levoamphetamine) and (S)-amphetamine (also known as dexamfetamine or dextroamphetamine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:51062
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Formula C9H13N
Net Charge 0
Average Mass 135.207
Monoisotopic Mass 135.10480
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
adrenergic agent
Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
dopamine uptake inhibitor
A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake.
adrenergic uptake inhibitor
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
neurotoxin
A poison that interferes with the functions of the nervous system.
Application(s): sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
adrenergic agent
Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
dopamine uptake inhibitor
A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake.
adrenergic uptake inhibitor
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
central nervous system stimulant
Any drug that enhances the activity of the central nervous system.
(via amphetamines )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing amphetamine (CHEBI:2679) has part (R)-amphetamine (CHEBI:42724)
amphetamine (CHEBI:2679) has part (S)-amphetamine (CHEBI:4469)
amphetamine (CHEBI:2679) has role adrenergic agent (CHEBI:37962)
amphetamine (CHEBI:2679) has role adrenergic uptake inhibitor (CHEBI:35640)
amphetamine (CHEBI:2679) has role bronchodilator agent (CHEBI:35523)
amphetamine (CHEBI:2679) has role dopamine uptake inhibitor (CHEBI:51039)
amphetamine (CHEBI:2679) has role dopaminergic agent (CHEBI:48560)
amphetamine (CHEBI:2679) has role environmental contaminant (CHEBI:78298)
amphetamine (CHEBI:2679) has role neurotoxin (CHEBI:50910)
amphetamine (CHEBI:2679) has role sympathomimetic agent (CHEBI:35524)
amphetamine (CHEBI:2679) has role xenobiotic (CHEBI:35703)
amphetamine (CHEBI:2679) is a amphetamines (CHEBI:35338)
amphetamine (CHEBI:2679) is a racemate (CHEBI:60911)
Incoming 2-(4-iodo-2,5-dimethoxyphenyl)-1-methylethylamine (CHEBI:64629) has functional parent amphetamine (CHEBI:2679)
amphetamine sulfate (CHEBI:51063) has part amphetamine (CHEBI:2679)
IUPAC Name
rac-(2R)-1-phenylpropan-2-amine
INNs Sources
amfétamine WHO MedNet
amfetamine WHO MedNet
amfetaminum WHO MedNet
anfetamina WHO MedNet
Synonyms Sources
1-phenyl-2-aminopropane NIST Chemistry WebBook
1-Phenylpropan-2-amin ChEBI
α-methylbenzeneethaneamine NIST Chemistry WebBook
α-methylphenylethylamine NIST Chemistry WebBook
amfetamina WHO MedNet
Amfetamine ChemIDplus
amfetaminum ChemIDplus
Amphetamin ChEBI
amphetamine WHO MedNet
Amphetamine KEGG COMPOUND
amphétamine ChEBI
amphetaminium WHO MedNet
β-aminopropylbenzene NIST Chemistry WebBook
β-aminopropylbenzene ChemIDplus
β-Phenylisopropylamin ChemIDplus
β-phenylisopropylamine NIST Chemistry WebBook
desoxynorephedrine ChemIDplus
rac-amphetamine ChEBI
Brand Name Source
Benzedrine ChEBI
Manual Xrefs Databases
Amphetamine Wikipedia
C07514 KEGG COMPOUND
D07445 KEGG DRUG
DB00182 DrugBank
DB00182 DrugBank
HMDB0014328 HMDB
View more database links
Registry Numbers Types Sources
300-62-9 CAS Registry Number ChemIDplus
300-62-9 CAS Registry Number ChemIDplus
300-62-9 CAS Registry Number NIST Chemistry WebBook
406210 Gmelin Registry Number Gmelin
507867 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23889359 PubMed citation Europe PMC
24408209 PubMed citation Europe PMC
Last Modified
06 June 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag