Molecular Identity
Dexfenfluramine
(2S)-N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine
PubChem CID: 66265
(S)-fenfluramine is 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 It was formerly given by mouth as the hydrochloride in the treatment of obesity, but, like fenfluramine, was withdrawn wolrdwide following reports of valvular heart defects. It has a role as a serotonergic agonist, an appetite depressant and a serotonin uptake inhibitor. It is an enantiomer of a (R)-fenfluramine.
2D Structure
Properties
C12H16F3N
Molecular Formula
231.26
Molecular Weight
g/mol
231.1235
Exact Mass
Da
3.4
XLogP
Drug-like (Lipinski: < 5)
12
TPSA
Good oral absorption (< 140 A²)
1
H-Bond Donors
4
H-Bond Acceptors
203
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Dexfenfluramined-Fenfluramine(+)-FenfluramineDextrofenfluramine(S)-FenfluramineDexfenfluramina3239-44-9DexfenfluraminumIsolipanReduxd-N-Ethyl-alpha-methyl-m-trifluoromethylphenethylamineE35R3G56OVJ13.711ACHEBI:439329S 5614
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Dexfenfluramine
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