Norfenfluramine

Norfenfluramine

Names
Preferred IUPAC name 1-[3-(Trifluoromethyl)phenyl]propan-2-amine
Other names 3-Trifluoromethylamphetamine
Identifiers
CAS Number	19036-73-8 Y
3D model (JSmol)	Interactive image
ChemSpider	15108 Y
IUPHAR/BPS	215
PubChem CID	15897
UNII	CLX07A6ZIY Y
CompTox Dashboard (EPA)	DTXSID60904717
InChI InChI=1S/C10H12F3N/c1-7(14)5-8-3-2-4-9(6-8)10(11,12)13/h2-4,6-7H,5,14H2,1H3 Y Key: MLBHFBKZUPLWBD-UHFFFAOYSA-N Y InChI=1/C10H12F3N/c1-7(14)5-8-3-2-4-9(6-8)10(11,12)13/h2-4,6-7H,5,14H2,1H3 Key: MLBHFBKZUPLWBD-UHFFFAOYAR
SMILES FC(F)(F)c1cccc(c1)CC(N)C
Properties
Chemical formula	C10H12F3N
Molar mass	203.208 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Norfenfluramine, or 3-trifluoromethylamphetamine, is a never-marketed drug of the amphetamine family that behaves as a serotonin and norepinephrine releasing agent and potent 5-HT_2A, 5-HT_2B, and 5-HT_2C agonist. The action of norfenfluramine on 5-HT_2B receptors on heart valves leads to a characteristic pattern of heart failure following proliferation of cardiac fibroblasts on the tricuspid valve, known as cardiac fibrosis. This side effect led to the withdrawal of fenfluramine as an anorectic agent worldwide, and to the withdrawal of benfluorex in Europe, as both fenfluramine and benfluorex form norfenfluramine as an active metabolite. It is a human TAAR1 agonist.

See also

• Fenfluramine
• Benfluorex
• Norfenfluramine is the precursor to flucetorex