Methods for preparing perfluorinated [18f]-radiolabelled...

C - Chemistry – Metallurgy – 07 – B

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C07B 59/00 (2006.01) C07C 211/03 (2006.01) C07D 209/48 (2006.01) G01N 33/58 (2006.01)

Patent

CA 2378712

The present invention relates to chemical synthesis of radiolabelled perfluorinated bioactive compounds. More particularly, the present invention relates to radiolabelled compounds to be used as indicators for tissue hypoxia. More particularly, the present invention relates to the synthesis and the use of [18F] labelled perfluorinated nitroimidazole compounds having an incorporation of [18F] atoms characterized by a specific radioactivity of the compound comprised between 1 and 30 Ci/mmol, preferably between 1 and 20 Ci/mmol, preferably 1 and 10 Ci/mmol. More particularly to [18F] labelled EF3 or [18F] labelled EF5. The present invention also relates to a method for the detection of tissue hypoxia in a patient comprising introducing an [18F] labelled nitroimidazole compound into said patient, imaging tissue hypoxia in said patient, and, quantifying tissue hypoxia in said patient.

La présente invention concerne la synthèse chimique de composés bioactifs perfluorés radiomarqués. Plus particulièrement, la présente invention se rapporte à des composés radiomarqués utilisés comme indicateurs de l'hypoxie tissulaire. Elle concerne notamment la synthèse et l'utilisation de composés de nitro-imidazole perfluorés marqués au [?18¿F] ayant une incorporation d'atomes [?18¿F] se caractérisant par une radioactivité spécifique du composé compris entre 1 et 30 Ci/mmol, de préférence entre 1 et 20 Ci/mmol, idéalement entre 1 et 10 Ci/mmol. Plus spécifiquement, l'invention concerne la molécule EF3 marquée au [?18¿F] ou la molécule EF5 marquée au [?18¿F]. Elle se rapporte également à une méthode permettant de détecter l'hypoxie tissulaire chez un patient et consistant à administrer un composé de nitro-imidazole marqué au [?18¿F] à ce patient, puis à déterminer si ce dernier souffre d'hypoxie tissulaire.

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