Synthesis of 131I, 125I and 82Br labelled (E)-5-(2-halovinyl)-2'-deoxyuridines.
Radiohalogenated (E)-5-(2-iodovinyl)-2'-deoxyuridine (IVDU, 4) and (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU, 5) were synthesized by reaction of (E)-5-(2-carboxyvinyl)-2'-deoxyuridine (1) with radiolabelled iodide or bromide in the presence of chloramine-T. A "no-carrier-added" synthesis of [131I]IVDU was completed within 30 min providing a radiochemical yield of 65%. Alternatively, radioactive iodine was incorporated into IVDU using a halogen isotope exchange reaction catalyzed by cuprous ion. [82Br]BVDU was also prepared by direct neutron activation of unlabelled BVDU.
D000998:Antiviral Agents; D001966:Bromine; D001973:Bromodeoxyuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D004660:Encephalitis / Q000000981:diagnostic imaging; D006561:Herpes Simplex / Q000000981:diagnostic imaging; D006801:Humans; D007065:Idoxuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D007457:Iodine Radioisotopes; D007553:Isotope Labeling / Q000379:methods; D011868:Radioisotopes; D011877:Radionuclide Imaging
D000998:Antiviral Agents; D007457:Iodine Radioisotopes; D011868:Radioisotopes; C020235:brivudine; C030360:5-(2-iodovinyl)-2'-deoxyuridine; D001973:Bromodeoxyuridine; D007065:Idoxuridine; D001966:Bromine