Norfenfluramine

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Norfenfluramine
200px
Ball-and-stick model of the norfenfluramine molecule
Names
IUPAC name
1-[3-(Trifluoromethyl)phenyl]propan-2-amine
Other names
3-Trifluoromethylamphetamine
Identifiers
19036-73-8 YesY
ChemSpider 15108 YesY
215
Jmol 3D model Interactive image
PubChem 15897
  • 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 YesY
    Key: MLBHFBKZUPLWBD-UHFFFAOYSA-N YesY
  • 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
  • FC(F)(F)c1cccc(c1)CC(N)C
Properties
C10H12F3N
Molar mass 203.21 g·mol−1
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Norfenfluramine, or 3-trifluoromethylamphetamine, is a never-marketed drug of the amphetamine family which behaves as a serotonin and norepinephrine releasing agent and potent 5-HT2A, 5-HT2B, and 5-HT2C agonist. The action of norfenfluramine on 5-HT2B 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.[1] This side effect led to the withdrawal of fenfluramine as an anorectic agent worldwide, and to the withdrawal of benfluorex in Europe,[2] as both fenfluramine and benfluorex form norfenfluramine as an active metabolite. It is a human TAAR1 agonist.[3]

See also

References

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