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Norfenfluramine
Norfenfluramine.png
IUPAC name
Identifiers
CAS number 242-769-7
PubChem 15897
SMILES
Properties
Molecular formula C10H12F3N
Molar mass 203.204
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Norfenfluramine (3-Trifluoromethylamphetamine) is a psychoactive drug which functions as a serotonin releasing agent and potent 5HT2B receptor agonist. The action of norfenfluramine on 5HT2B 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 drug, as it forms norfenfluramine as a metabolite. Norfenfluramine has also been shown to be vasoactive in its own right, causing pulmonary hypertension.[2][3]

See also

References

  1. ^ Setola V, Dukat M, Glennon RA, Roth BL. Molecular determinants for the interaction of the valvulopathic anorexigen norfenfluramine with the 5-HT2B receptor. Molecular Pharmacology. 2005 Jul;68(1):20-33. PMID 15831837
  2. ^ Hong Z, Olschewski A, Reeve HL, Nelson DP, Hong F, Weir EK. Nordexfenfluramine causes more severe pulmonary vasoconstriction than dexfenfluramine. American Journal of Physiology. Lung Cellular and Molecular Physiology. 2004 Mar;286(3):L531-8. PMID 14607779
  3. ^ Ni W, Li MW, Thakali K, Fink GD, Watts SW. The fenfluramine metabolite (+)-norfenfluramine is vasoactive. Journal of Pharmacology and Experimental Therapeutics. 2004 May;309(2):845-52. PMID 14752059
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