(+)-Fenfluramine hydrochloride
- CAS No.
- 3239-45-0
- Chemical Name:
- (+)-Fenfluramine hydrochloride
- Synonyms
- Glypolix;Isomeride;S5614 HCl;S-Fenfluramine HCl;(+)-Fenfluramine Hydrochlorid;Dexfenfluramine hydrochloride;(+)-Fenfluramine hydrochloride;(S)-(+)-Fenfluramine Hydrochloride;S(+)-FENFLURAMINE HYDROCHLORIDE SEROTONI N UPTAKE INHI;(S)-(+)-Fenfluramine Hydrochloride (1.0mg/ml in Acetonitrile)
- CBNumber:
- CB2879459
- Molecular Formula:
- C12H17ClF3N
- Molecular Weight:
- 267.7182896
- MDL Number:
- MFCD00069276
- MOL File:
- 3239-45-0.mol
| Melting point | 159-163°C |
|---|---|
| storage temp. | Desiccate at RT |
| solubility | H2O: soluble10mg/mL |
| form | powder |
| color | white to off-white |
| FDA UNII | PM28L0FHNP |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|---|---|
| Signal word | Danger |
| Hazard statements | H301+H311+H331 |
| Precautionary statements | P261-P280-P301+P330+P331+P310-P302+P352+P312-P304+P340+P311-P403+P233 |
| Hazard Codes | T |
| Risk Statements | 23/24/25 |
| Safety Statements | 22-36/37/39-45 |
| RIDADR | UN 2811 |
| WGK Germany | 3 |
| RTECS | SH6824000 |
| HazardClass | 6.1(b) |
| PackingGroup | III |
(+)-Fenfluramine hydrochloride Chemical Properties,Uses,Production
Description
Redux, having been already launched in Europe, was marketed in Canada and the US for obesity. The (+)-isomer of fenfluramine is obtained by resolution using d-camphoric acid and ultimate conversion to the HCl salt. The levo-isomer has significant effects on dopaminerigic neurotransmission, while the dextro-isomer has a greater anorectic effect because it is more selective on serotonin as a 5-HT agonist with no dopaminergic or noradenergic activity. Redux inhibits the presynaptic release of serotonin, is a reuptake inhibitor, a 5-HT1B, receptor agonist, and a postsynaptic 5-HT2C receptor agonist . A dietary reduction in fat intake was thought to proceed via a CCK A-type receptor agonist activity. Due to the side effects of primary pulmonary hypertension, brain serotonin neurotoxicity and valvular heart disease, Redux was withdrawn world wide.
Chemical Properties
White Crystalline Powder
Originator
Servier (France)
Uses
Controlled substance. Anorexic
Definition
ChEBI: The hydrochloride salt of (S)-fenfluramine. It stimulates the release of serotonin and selectively inhibits its reuptake, but unlike the racemate it does not possess catecholamine agonist activity. It was formerly given by mouth in the tre tment of obesity, but, like the racemate, was withdrawn wolrdwide following reports of valvular heart defects.
brand name
Redux (Interneuron).
Biological Activity
Indirectly agonizes serotonin receptors via inhibition of 5-HT re-uptake and stimulation of 5-HT release. Anorectic agent; decreases growth hormone, insulin, leptin, fat mass, lean mass and increases ghrelin in diet-switched diet-induced obese mice.
Biochem/physiol Actions
(+)-Fenfluramine is a serotonin uptake inhibitor; anoxexic. (+)-Fenfluramine is neurotoxic on prolonged administration or at high dosage. (+)-Fenfluramine releases serotonin from axon terminals by a nonexocytotic mechanism.
storage
Desiccate at RT
(+)-Fenfluramine hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
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