CHEBI:59730 - (S)-fenfluramine hydrochloride

ChEBI IDCHEBI:59730
ChEBI Name(S)-fenfluramine hydrochloride
Stars
ASCII Name(S)-fenfluramine hydrochloride
DefinitionThe hydrochloride salt of (S)-fenfluramine. It stimulates the release of serotonin and selectively inhibits its reuptake, but unlike the racemate it does not possess catecholamine agonist activity. It was formerly given by mouth in the treatment of obesity, but, like the racemate, was withdrawn wolrdwide following reports of valvular heart defects.
Last Modified12 July 2010
SubmitterGareth Owen
DownloadsMolfile
FormulaC12H17F3N.Cl
Net Charge0
Average Mass267.722
Monoisotopic Mass267.10016
SMILESCC[NH2+][C@@H](C)Cc1cccc(C(F)(F)F)c1.[Cl-]
InChIInChI=1S/C12H16F3N.ClH/c1-3-16-9(2)7-10-5-4-6-11(8-10)12(13,14)15;/h4-6,8-9,16H,3,7H2,1-2H3;1H/t9-;/m0./s1
InChIKeyZXKXJHAOUFHNAS-FVGYRXGTSA-N
Roles Classification
Biological Roles:
serotonergic agonist  An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
serotonin uptake inhibitor  A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
serotonergic agonist  An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
serotonin uptake inhibitor  A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
Applications:
serotonergic agonist  An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
appetite depressant  Any agent that is used to decrease appetite.
serotonin uptake inhibitor  A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
serotonergic agonist  An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
appetite depressant  Any agent that is used to decrease appetite.
serotonin uptake inhibitor  A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
ChEBI Ontology
Outgoing Relation(s)
(S)-fenfluramine hydrochloride (CHEBI:59730) has part (S)-fenfluramine (CHEBI:439329)
(S)-fenfluramine hydrochloride (CHEBI:59730) has role appetite depressant (CHEBI:50507)
(S)-fenfluramine hydrochloride (CHEBI:59730) has role serotonergic agonist (CHEBI:35941)
(S)-fenfluramine hydrochloride (CHEBI:59730) has role serotonin uptake inhibitor (CHEBI:50949)
(S)-fenfluramine hydrochloride (CHEBI:59730) is a fenfluramine hydrochloride (CHEBI:59729)
IUPAC Name 
(2S)-N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-aminium chloride
INN  Source
dexfenfluramine hydrochlorideChemIDplus
Synonyms  Source
(2S)-N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine hydrochlorideIUPAC
dexfenfluramine HClChemIDplus
(+)-fenfluramine hydrochlorideChemIDplus
(+)-(S)-N-ethyl-α-methyl-m-(trifluoromethyl)phenethylamine hydrochlorideChemIDplus
dextrofenfluramine hydrochlorideChEBI
dexfenfluramine HClChEBI
Manual XrefsDatabases
D03713KEGG DRUG
DB01191DrugBank
Registry NumbersSources
Beilstein:7114728Beilstein
Beilstein:8165762Beilstein
CAS:3239-45-0ChemIDplus