CHEBI:59729 - fenfluramine hydrochloride

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ChEBI Name fenfluramine hydrochloride
ChEBI ID CHEBI:59729
Definition The 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 It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.
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Formula C12H17ClF3N
Net Charge 0
Average Mass 267.71800
Monoisotopic Mass 267.100
InChI InChI=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
InChIKey ZXKXJHAOUFHNAS-UHFFFAOYSA-N
SMILES [Cl-].CC[NH2+]C(C)Cc1cccc(c1)C(F)(F)F
Roles Classification
Biological Role(s): 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.
Application(s): 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
Agent that is used to decrease appetite.
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ChEBI Ontology
Outgoing 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 (S)-fenfluramine hydrochloride (CHEBI:59730) is a fenfluramine hydrochloride (CHEBI:59729)
IUPAC Name
N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-aminium chloride
Synonyms Sources
(±)-fenfluramine HCl ChEBI
(±)-fenfluramine hydrochloride ChEBI
1-(3-trifluoromethylphenyl)-2-ethylaminopropane hydrochloride ChemIDplus
fenfluramine HCl ChemIDplus
N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine hydrochloride IUPAC
N-ethyl-α-methyl-m-(trifluoromethyl)phenethylamine hydrochloride ChemIDplus
NN-ethyl-α-methyl-3-trifluoromethylphenethylamine hydrochloride ChemIDplus
Manual Xrefs Databases
D04148 KEGG DRUG
DB00574 DrugBank
View more database links
Registry Numbers Types Sources
404-82-0 CAS Registry Number ChemIDplus
5652886 Beilstein Registry Number Beilstein
Last Modified
12 July 2010