Synthesis of new 18F-radiolabeled silicon-based nitroimidazole compounds was written by Joyard, Yoann;Azzouz, Rabah;Bischoff, Laurent;Papamicael, Cyril;Labar, Daniel;Bol, Anne;Bol, Vanessa;Vera, Pierre;Gregoire, Vincent;Levacher, Vincent;Bohn, Pierre. And the article was included in Bioorganic & Medicinal Chemistry in 2013.Formula: C5H5N3O4 This article mentions the following:
The syntheses of new nitroimidazole compounds using silicon-[18F]fluorine chem. for the potential detection of tumor hypoxia are described. [18F]silicon-based compounds were synthesized by coupling 2-nitroimidazole with silyldinaphtyl or silylphenyldi-tert-Bu groups and labeled by fluorolysis or isotopic exchange. Dinaphtyl compounds (6, 10) were labeled in 56-71% yield with a specific activity of 45 GBq/μmol, however these compounds ([18F]7 and [18F]11) were not stable in plasma. Phenyldi-tert-Bu compounds were labeled in 70% yield with a specific activity of 3 GBq/μmol by isotopic exchange, or in 81% yield by fluorolysis of siloxanes with a specific activity of 45 GBq/μmol. The labeled compound [18F]18 was stable in plasma and excreted by the liver and kidneys in vivo. In conclusion, the fluorosilylphenyldi-tert-Bu (SiFA) group is more stable in plasma than fluorosilyldiphenyl moiety. Thus, compound [18F]18 is suitable for further in vivo assessments. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Formula: C5H5N3O4).
2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Formula: C5H5N3O4
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem