Basic information Safety Supplier Related

(+)-Fenfluramine hydrochloride

Basic information Safety Supplier Related

(+)-Fenfluramine hydrochloride Basic information

Product Name:
(+)-Fenfluramine hydrochloride
Synonyms:
  • (S)-N-ethyl-alpha-methyl-m-(trifluoromethyl)phenethylamine hydrochloride
  • Dexfenfluramine hydrochloride
  • Dexfenfluramine hydrochloride, (+)-N-Ethyl-α-methyl-m-[trifluoromethyl]phenethylamine hydrochloride
  • ethyl-[(1S)-1-methyl-2-[3-(trifluoromethyl)phenyl]ethyl]amine hydrochloride
  • (S)-(+)-Fenfluramine Hydrochloride
  • (S)-N-Ethyl-α-methyl-3-(trifluoromethyl)benzeneethanaminehydrochloride
  • (aS)-N-Ethyl-α-methyl-3-(trifluoromethyl)benzeneethanamine Hydrochloride
  • S-Fenfluramine HCl
CAS:
3239-45-0
MF:
C12H16F3N.ClH
MW:
267.72
EINECS:
221-806-0
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Amines
  • Aromatics
Mol File:
3239-45-0.mol
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(+)-Fenfluramine hydrochloride Chemical Properties

Melting point:
159-163°C
storage temp. 
Desiccate at RT
solubility 
H2O: soluble10mg/mL
form 
powder
color 
white to off-white
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Safety Information

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
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(+)-Fenfluramine hydrochloride Usage And Synthesis

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the side effects of primary pulmonary hypertension, brain serotonin neurotoxicity and valvular heart disease, Redux was withdrawn world wide.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 hydrochlorideSupplier

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