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CHEBI:59729 - fenfluramine hydrochloride

ChEBI IDCHEBI:59729
ChEBI Namefenfluramine hydrochloride
Stars
DefinitionThe hydrochloride salt of fenfluramine. It binds to the serotonin reuptake pump, causing inhbition of serotonin uptake and release of serotonin. The resulting increased levels of serotonin lead to greater serotonin receptor activation which in turn lead to enhancement of serotoninergic transmission in the centres of feeding behavior located in the hypothalamus. This suppresses the appetite for carbohydrates. Fenfluramine hydrochloride was used for treatment of diabetes and obesity. It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.
Last Modified12 July 2010
SubmitterGareth Owen
DownloadsMolfile
FormulaC12H17F3N.Cl
Net Charge0
Average Mass267.722
Monoisotopic Mass267.10016
SMILESCC[NH2+]C(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
InChIKeyZXKXJHAOUFHNAS-UHFFFAOYSA-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.
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.
ChEBI Ontology
Outgoing Relation(s)
fenfluramine hydrochloride (CHEBI:59729) has part fenfluramine (CHEBI:5000)
fenfluramine hydrochloride (CHEBI:59729) has role appetite depressant (CHEBI:50507)
fenfluramine hydrochloride (CHEBI:59729) has role serotonergic agonist (CHEBI:35941)
fenfluramine hydrochloride (CHEBI:59729) has role serotonin uptake inhibitor (CHEBI:50949)
fenfluramine hydrochloride (CHEBI:59729) is a hydrochloride (CHEBI:36807)
fenfluramine hydrochloride (CHEBI:59729) is a organoammonium salt (CHEBI:46850)
Incoming Relation(s)
(S)-fenfluramine hydrochloride (CHEBI:59730) is a fenfluramine hydrochloride (CHEBI:59729)
IUPAC Name 
N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-aminium chloride
Synonyms  Source
N-ethyl-α-methyl-m-(trifluoromethyl)phenethylamine hydrochlorideChemIDplus
fenfluramine HClChemIDplus
1-(3-trifluoromethylphenyl)-2-ethylaminopropane hydrochlorideChemIDplus
NN-ethyl-α-methyl-3-trifluoromethylphenethylamine hydrochlorideChemIDplus
N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine hydrochlorideIUPAC
(±)-fenfluramine HClChEBI
Manual XrefsDatabases
D04148KEGG DRUG
DB00574DrugBank
Registry NumbersSources
Beilstein:5652886Beilstein
CAS:404-82-0ChemIDplus