A general method for the synthesis of aryl [11C]methylsulfones: potential PET probes for imaging cyclooxygenase-2 expression.
A general one-pot method has been developed for the conversion of an aryl thiol moiety masked as the butyrate ester to the corresponding 11C-labeled methylsulfone group. The potential of this methodology has been demonstrated by the successful radiosynthesis of carbon-11 analogues of several highly selective cyclooxygenase-2 (COX-2) inhibitors such as Rofecoxib, Etoricoxib, and 3-(4-methylsulfonylphenyl)-4-phenyl-5-trifluoromethyl isoxazole in high yield. The chemical and radiochemical purities obtained for the 11C-labeled COX-2 inhibitors are >99% with a specific activity >1000 Ci/mmol.
Majo
Vattoly J
VJ
Department of Psychiatry, New York State Psychiatric Institute, New York, NY 10032, USA.
Prabhakaran
Jaya
J
Simpson
Norman R
NR
Van Heertum
Ronald L
RL
Mann
J John
JJ
Kumar
J S Dileep
JS
D002250:Carbon Radioisotopes; D016861:Cyclooxygenase Inhibitors / Q000737:chemistry; D008722:Methods; D008745:Methylation; D049268:Positron-Emission Tomography; D019275:Radiopharmaceuticals; D013329:Structure-Activity Relationship; D013450:Sulfones / Q000138:chemical synthesis*
D002250:Carbon Radioisotopes; D016861:Cyclooxygenase Inhibitors; D019275:Radiopharmaceuticals; D013450:Sulfones