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Communication | Special issue | Vol 76, No. 1, 2008, pp.237-241
Published online, 12th May, 2008
DOI: 10.3987/COM-08-S(N)61
Synthesis of 11C-Labeled Uracil Derivative for a PET Tracer Targeting Thymidine Phosphorylase

Masayuki Takahashi, Koh-ichi Seki, Ken-ichi Nishijima, Yuji Kuge, Nagara Tamaki, and Kazue Ohkura*

*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan


The expression of thymidine phosphorylase (TP) is closely associated with angiogenesis in tumors. For developing a TP-expression-based positron emission tomography (PET) radiotracer for diagnosis and prognosis of cancer chemotherapy, we synthesized a novel 11C-labeled oxoimidazolidinylmethyluracil ([11C]-2a), which was designed on the basis of one of the most potent inhibitors, 5-bromo-6-[(2-iminoimidazolidinyl)-methyl]uracil hydrobromide (5BIMU), through a ring closure reaction of [11C]phosgene with a developed diamine precursor (1a). After purification by HPLC, the total synthesis was accomplished in just 23 min after bombardment, and the yield was 1653 MBq at the end of synthesis (EOS).