CHEBI:439329 - (S)-fenfluramine

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ChEBI Name (S)-fenfluramine
ChEBI ID CHEBI:439329
ChEBI ASCII Name (S)-fenfluramine
Definition The S-enantiomer of fenfluramine. It stimulates the release of serotonin and selectively inhibits its reuptake, but unlike fenfluramine it does not possess catecholamine agonist activity. It was formerly given by mouth as the hydrochloride in the treatment of obesity, but, like fenfluramine, was withdrawn wolrdwide following reports of valvular heart defects.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C12H16F3N
Net Charge 0
Average Mass 231.25730
Monoisotopic Mass 231.123
InChI InChI=1S/C12H16F3N/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/t9-/m0/s1
InChIKey DBGIVFWFUFKIQN-VIFPVBQESA-N
SMILES CCN[C@@H](C)Cc1cccc(c1)C(F)(F)F
Roles Classification
Biological Role(s): 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.
(via fenfluramine )
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.
(via fenfluramine )
Application(s): appetite depressant
Agent that is used to decrease appetite.
(via fenfluramine )
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.
(via fenfluramine )
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.
(via fenfluramine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-fenfluramine (CHEBI:439329) has role appetite depressant (CHEBI:50507)
(S)-fenfluramine (CHEBI:439329) has role serotonergic agonist (CHEBI:35941)
(S)-fenfluramine (CHEBI:439329) has role serotonin uptake inhibitor (CHEBI:50949)
(S)-fenfluramine (CHEBI:439329) is a fenfluramine (CHEBI:5000)
(S)-fenfluramine (CHEBI:439329) is enantiomer of (R)-fenfluramine (CHEBI:521051)
Incoming (S)-fenfluramine hydrochloride (CHEBI:59730) has part (S)-fenfluramine (CHEBI:439329)
(R)-fenfluramine (CHEBI:521051) is enantiomer of (S)-fenfluramine (CHEBI:439329)
IUPAC Name
(2S)-N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine
INNs Sources
dexfenfluramina ChemIDplus
dexfenfluramine ChemIDplus
dexfenfluraminum ChemIDplus
Synonyms Sources
(+)-fenfluramine ChemIDplus
(S)-fenfluramine ChemIDplus
(S)-N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine ChEBI
d-N-ethyl-α-methyl-m-trifluoromethylphenethylamine ChemIDplus
dextrofenfluramine ChEBI
Database Links Databases
832 DrugCentral
D07805 KEGG DRUG
DB01191 DrugBank
LSM-5685 LINCS
US3198834 Patent
View more database links
Registry Numbers Types Sources
3239-44-9 CAS Registry Number ChemIDplus
4783710 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
16257207 PubMed citation ChEMBL
Last Modified
22 February 2017