Radiosynthesis of [18F]3-acetylcyclofoxy: a high affinity opiate antagonist.
A convenient method for the preparation of high specific activity [18F]3-acetylcyclofoxy (3-acetyl-6-deoxy-6-beta-18F-fluoronaltrexone) was developed. The method utilizes reactor-produced [18F]-fluoride as its tetraethylammonium (TEA X F) salt in a SN2 displacement on a secondary triflate precursor. Typically, 45% of the 18F activity can be converted to the reactive TEAF in a 70 min preparation. From this, 35% yield (decay corrected) of the [18F]3-acetylcyclofoxy was obtained after HPLC purification with a specific activity of 25 Ci/mmol in a total synthesis time of 60 min.
Channing
M A
MA
Eckelman
W C
WC
Bennett
J M
JM
Burke
T R
TR
Rice
K C
KC
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D005461:Fluorine; D007202:Indicators and Reagents; D007553:Isotope Labeling / Q000379:methods; D007700:Kinetics; D009270:Naloxone / Q000031:analogs & derivatives*; D009271:Naltrexone / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D009292:Narcotic Antagonists / Q000138:chemical synthesis*; D011868:Radioisotopes; D011957:Receptors, Opioid / Q000378:metabolism
D007202:Indicators and Reagents; D009292:Narcotic Antagonists; D011868:Radioisotopes; D011957:Receptors, Opioid; D005461:Fluorine; D009270:Naloxone; D009271:Naltrexone; C043394:3-acetyl-6-deoxy-6-fluoronaltrexone