CHEBI:3044 - benzphetamine

ChEBI IDCHEBI:3044
ChEBI Namebenzphetamine
Stars
DefinitionDextroamphetamine in which the the hydrogens attached to the amino group are substituted by a methyl and a benzyl group. A sympathomimetic agent with properties similar to dextroamphetamine, it is used as its hydrochloride salt in the treatment of obesity.
Last Modified22 February 2017
DownloadsMolfile
FormulaC17H21N
Net Charge0
Average Mass239.362
Monoisotopic Mass239.16740
SMILESC[C@@H](Cc1ccccc1)N(C)Cc1ccccc1
InChIInChI=1S/C17H21N/c1-15(13-16-9-5-3-6-10-16)18(2)14-17-11-7-4-8-12-17/h3-12,15H,13-14H2,1-2H3/t15-/m0/s1
InChIKeyYXKTVDFXDRQTKV-HNNXBMFYSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
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.
Applications:
appetite depressant  Any agent that is used to decrease appetite.
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.
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.
central nervous system stimulant  Any drug that enhances the activity of the central nervous system.
ChEBI Ontology
Outgoing Relation(s)
benzphetamine (CHEBI:3044) has role adrenergic uptake inhibitor (CHEBI:35640)
benzphetamine (CHEBI:3044) has role appetite depressant (CHEBI:50507)
benzphetamine (CHEBI:3044) has role dopamine uptake inhibitor (CHEBI:51039)
benzphetamine (CHEBI:3044) has role sympathomimetic agent (CHEBI:35524)
benzphetamine (CHEBI:3044) is a amphetamines (CHEBI:35338)
benzphetamine (CHEBI:3044) is a tertiary amine (CHEBI:32876)
Incoming Relation(s)
benzphetamine hydrochloride (CHEBI:59169) has part benzphetamine (CHEBI:3044)
IUPAC Name 
(2S)-N-benzyl-N-methyl-1-phenylpropan-2-amine
INNs  Source
benzfetaminaChemIDplus
benzfetaminumChemIDplus
benzfetamineKEGG DRUG
Synonyms  Source
BenzphetamineKEGG COMPOUND
benzylamphetamineDrugBank
N-methyl-1-phenyl-N-(phenylmethyl)propan-2-amineDrugBank
(S)-benzphetamineChEBI
(+)-benzphetamineChEBI
(S)-(+)-benzphetamineChEBI
Manual XrefsDatabases
C07538KEGG COMPOUND
D07514KEGG DRUG
DB00865DrugBank
US2789138Patent
329DrugCentral
Registry NumbersSources
Beilstein:3203999Beilstein
CAS:156-08-1KEGG COMPOUND
CAS:156-08-1ChemIDplus
CAS:156-08-1NIST Chemistry WebBook