Synthesis of carbon-11-labeled imidazopyridine- and purine-thioacetamide derivatives as new potential PET tracers for imaging of nucleotide pyrophosphatase/phosphodiesterase 1 (NPP1)

详细信息    查看全文

• 作者：Mingzhang Gao ; Min Wang ; Qi-Huang Zheng ; ^{qzheng@iupui.edu" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Carbon-11-labeled imidazopyridine- and purine-thioacetamide derivatives ; Nucleotide pyrophosphatase/phosphodiesterase 1 (NPP1) ; Positron emission tomography (PET) ; Type 2 diabetes ; Brain cancers
• 刊名：Bioorganic & Medicinal Chemistry Letters
• 出版年：2016
• 出版时间：1 March 2016
• 年：2016
• 卷：26
• 期：5
• 页码：1371-1375
• 全文大小：589 K

文摘

The target tracer carbon-11-labeled imidazopyridine- and purine-thioacetamide derivatives, N-(3-[¹¹C]methoxy-4-methoxyphenyl)-2-((5-methoxy-3H-imidazo[4,5-b]pyridin-2-yl)thio)acetamide (3-[¹¹C]4a) and N-(4-[¹¹C]methoxy-3-methoxyphenyl)-2-((5-methoxy-3H-imidazo[4,5-b]pyridin-2-yl)thio)acetamide (4-[¹¹C]4a); 2-((6-amino-9H-purin-8-yl)thio)-N-(3-[¹¹C]methoxy-4-methoxyphenyl)acetamide (3-[¹¹C]8a) and 2-((6-amino-9H-purin-8-yl)thio)-N-(4-[¹¹C]methoxy-3-methoxyphenyl)acetamide (4-[¹¹C]8a), were prepared by O-[¹¹C]methylation of their corresponding precursors with [¹¹C]CH₃OTf under basic condition (2 N NaOH) and isolated by a simplified solid-phase extraction (SPE) method in 50–60% radiochemical yields based on [¹¹C]CO₂ and decay corrected to end of bombardment (EOB). The overall synthesis time from EOB was 23 min, the radiochemical purity was >99%, and the specific activity at end of synthesis (EOS) was 185–555 GBq/μmol.