Repositioning Candidate Details

Candidate ID: R0439
Source ID: DB01191
Source Type: approved; illicit; investigational; withdrawn
Compound Type: small molecule
Compound Name: Dexfenfluramine
Synonyms: (+)-fenfluramine; (S)-fenfluramine; (S)-N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine; d-N-ethyl-α-methyl-m-trifluoromethylphenethylamine; Dexfenfluramine; Dextrofenfluramine
Molecular Formula: C12H16F3N
SMILES: CCN[C@@H](C)CC1=CC=CC(=C1)C(F)(F)F
Structure:
DrugBank Description: Dexfenfluramine, also marketed under the name Redux, is a serotoninergic anorectic drug. For a fairly limited time during the middle of the nineties, the US FDA had approved it for use in managing weight loss. However, following multiple concerns about the cardiovascular side-effects of the drug, such approval was withdrawn.
CAS Number: 3239-44-9
Molecular Weight: 231.2573
DrugBank Indication: For the management of obesity including weight loss and maintenance of weight loss in patients on a reduced calorie diet
DrugBank Pharmacology: Used to treat diabetes and obesity, Dexfenfluramine decreases caloric intake by increasing serotonin levels in the brain’s synapses. Dexfenfluramine acts as a serotonin reuptake inhibitor. It also causes release of serotonin from the synaptosomes.
DrugBank MoA: Dexfenfluramine binds to the serotonin reuptake pump. This causes inhbition of serotonin reuptake. The 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.
Targets: Sodium-dependent serotonin transporter inhibitor; 5-hydroxytryptamine receptor 2C agonist
Inclusion Criteria: Therapeutic strategy associated