1-Fluoro(18F)-1-deoxyephedrine

Chemical compound From Wikipedia, the free encyclopedia

1-Fluoro(18F)-1-deoxyephedrine (1-[¹⁸F]Fluoro-1-deoxyephedrine, [¹⁸F]FDE, FDE) is chemical compound, a radiotracer, used in positron emission tomography (PET) for in vivo imaging of biochemical processes in the brain. In its chemical structure, it is a fluorinated analogue of ephedrine, where the hydroxyl group in the beta position is replaced by the isotope fluorine-18.

Quick facts Names, Identifiers ...
1-Fluoro(18F)-1-deoxyephedrine
Names
IUPAC name
(1R,2S)-1-(18F)fluoro-N-methyl-1-phenylpropan-2-amine
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C10H14FN/c1-8(12-2)10(11)9-6-4-3-5-7-9/h3-8,10,12H,1-2H3/t8-,10-/m0/s1/i11-1
    Key: QHGKNGIWQABHRY-QJOTUPEMSA-N
  • C[C@@H]([C@@H](C1=CC=CC=C1)[18F])NC
Properties
C10H14FN
Molar mass 167.227 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa).
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It has high lipophilicity, allowing it to penetrate the blood-brain barrier without hindrance, which was accompanied by high, uniform uptake by the brain (approximately 8% of the administered dose), similar to that observed for the structurally related analogue [11C]methamphetamine. The ephedrine (1R,2S) isomer is three times more effective than the pseudoephedrine (1S,2S) isomer, it is a metabolically stable compound.[1][2][3]

References

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