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(S)-fenfluramine
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 It was formerly given by mouth as the hydrochloride in the treatment of obesity, but, like fenfluramine, was withdrawn wolrdwide following reports of valvular heart defects.


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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 pharmacological uses [CHEBI:52210] (736) 
 neurotransmitter agent [CHEBI:35942] (471) 
 serotonergic drug [CHEBI:48278] (109) 
 serotonergic agonist [CHEBI:35941] (41) 
 (S)-fenfluramine [CHEBI:439329] (1)
 serotonin uptake inhibitor [CHEBI:50949] (21) 
 (S)-fenfluramine [CHEBI:439329] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 appetite regulator [CHEBI:50780] (13) 
 appetite depressant [CHEBI:50507] (12) 
 (S)-fenfluramine [CHEBI:439329] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 organic amino compound [CHEBI:50047] (2472) 
 secondary amino compound [CHEBI:50995] (110) 
 fenfluramine [CHEBI:5000] (3) 
 (S)-fenfluramine [CHEBI:439329] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organonitrogen compound [CHEBI:35352] (6705) 
 organic amino compound [CHEBI:50047] (2472) 
 secondary amino compound [CHEBI:50995] (110) 
 fenfluramine [CHEBI:5000] (3) 
 (S)-fenfluramine [CHEBI:439329] (1)
 organic amino compound [CHEBI:50047] (2472) 
 secondary amino compound [CHEBI:50995] (110) 
 fenfluramine [CHEBI:5000] (3) 
 (S)-fenfluramine [CHEBI:439329] (1)
ChEBI Compound Accession Identifier  [CHEBI:439329]
ChEBI Compound Description  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 It was formerly given by mouth as the hydrochloride in the treatment of obesity, but, like fenfluramine, was withdrawn wolrdwide following reports of valvular heart defects.
ChEBI Compound Identification Number  439329
ChEBI InChI Value  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
ChEBI InChIKey Value  DBGIVFWFUFKIQN-VIFPVBQESA-N
ChEBI Compound Name  (S)-fenfluramine
ChEBI SMILES Value  CCN[C@@H](C)Cc1cccc(c1)C(F)(F)F
ChEBI Substance ID  85629918
ChEBI URL  ChEBI:439329
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  DBGIVFWFUFKIQN_VIFPVBQESA_N_000_000000
PubChem Compound ID  66265