Fluorophen

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Fluorophen
Fluorophen structure.svg
Systematic (IUPAC) name
(1R,9S,13R)-10-[2-(4-fluorophenyl)ethyl]-1,13-dimethyl-10-azatricyclo[7.3.1.02,7]trideca-2,4,6-trien-4-ol
Identifiers
CAS Number 86495-14-9
ATC code None
PubChem CID 3036297
ChemSpider 2300351
Chemical data
Formula C22H26FNO
Molar mass 339.446 g/mol
3D model (Jmol) Interactive image

Fluorophen, or fluorofen, is a fluorinated analogue of phenazocine, an opioid drug of the benzomorphan group, which was developed as a radioligand for the purpose of labeling opioid receptors during PET scans (with 18F).[1][2] Unlike most other benzomorphan derivatives, fluorophen acts as a full agonist of the opioid receptors with preferential affinity for the μ-opioid receptor (approximately 6x that of morphine), similar but slightly lower affinity for the δ-opioid receptor (equipotent to [D-Ala2, D-Leu5]enkephalin), and very low affinity for the κ-opioid receptor.[1][2]

References[edit]

  1. ^ a b Rice KC, Konicki PE, Quirion R, Burke TR, Pert CB (November 1983). "Synthesis and pharmacological characterization of (+/-)-5,9 alpha-dimethyl-2-[2-(4-fluorophenyl)ethyl]-2'-hydroxy-6,7-benzomorphan (fluorophen), a ligand suitable for visualization of opiate receptors in vivo". Journal of Medicinal Chemistry. 26 (11): 1643–5. doi:10.1021/jm00365a017. PMID 6313921. 
  2. ^ a b Cody Paul Coyne (9 January 2008). Comparative Diagnostic Pharmacology: Clinical and Research Applications in Living-System Models. John Wiley & Sons. p. 692. ISBN 978-0-470-34429-3. Retrieved 22 April 2012.