fenfluramine hydrochloride (CHEBI:59729)

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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 It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C12H17ClF3N

Net Charge

Average Mass

267.71800

Monoisotopic Mass

267.10016

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.

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

Last Modified

12 July 2010