title: Synthesis of carbon-11-labeled imidazopyridine- and purine-thioacetamide derivatives as new potential PET tracers for imaging of nucleotide pyrophosphatase/phosphodiesterase 1 (NPP1).
abstract: The target tracer carbon-11-labeled imidazopyridine- and purine-thioacetamide derivatives, N-(3-[(11)C]methoxy-4-methoxyphenyl)-2-((5-methoxy-3H-imidazo[4,5-b]pyridin-2-yl)thio)acetamide (3-[(11)C]4a) and N-(4-[(11)C]methoxy-3-methoxyphenyl)-2-((5-methoxy-3H-imidazo[4,5-b]pyridin-2-yl)thio)acetamide (4-[(11)C]4a); 2-((6-amino-9H-purin-8-yl)thio)-N-(3-[(11)C]methoxy-4-methoxyphenyl)acetamide (3-[(11)C]8a) and 2-((6-amino-9H-purin-8-yl)thio)-N-(4-[(11)C]methoxy-3-methoxyphenyl)acetamide (4-[(11)C]8a), were prepared by O-[(11)C]methylation of their corresponding precursors with [(11)C]CH3OTf under basic condition (2N NaOH) and isolated by a simplified solid-phase extraction (SPE) method in 50-60% radiochemical yields based on [(11)C]CO2 and decay corrected to end of bombardment (EOB). The overall synthesis time from EOB was 23min, the radiochemical purity was >99%, and the specific activity at end of synthesis (EOS) was 185-555GBq/μmol.
authors: Department of Radiology and Imaging Sciences, Indiana University School of Medicine, 1345 West 16th Street, Room 202, Indianapolis, IN 46202, USA.
authors: Mingzhang
authors: M
authors: Gao
authors: Department of Radiology and Imaging Sciences, Indiana University School of Medicine, 1345 West 16th Street, Room 202, Indianapolis, IN 46202, USA.
authors: Min
authors: M
authors: Wang
authors: Department of Radiology and Imaging Sciences, Indiana University School of Medicine, 1345 West 16th Street, Room 202, Indianapolis, IN 46202, USA. Electronic address: qzheng@iupui.edu.
authors: Qi-Huang
authors: QH
authors: Zheng
mesh_terms: D002250:Carbon Radioisotopes; D006801:Humans; D007093:Imidazoles / Q000737:chemistry*; D007553:Isotope Labeling; D015394:Molecular Structure; D010727:Phosphoric Diester Hydrolases / Q000032:analysis* / Q000378:metabolism; D049268:Positron-Emission Tomography; D011687:Purines / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D011755:Pyrophosphatases / Q000032:analysis* / Q000378:metabolism; D011849:Radioactive Tracers; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D052616:Solid Phase Extraction; D013853:Thioacetamide / Q000737:chemistry*
chemical_list: D002250:Carbon Radioisotopes; D007093:Imidazoles; D011687:Purines; D011725:Pyridines; D011849:Radioactive Tracers; D019275:Radiopharmaceuticals; D013853:Thioacetamide; D010727:Phosphoric Diester Hydrolases; C065962:ectonucleotide pyrophosphatase phosphodiesterase 1; D011755:Pyrophosphatases; C030985:purine
keywords: Brain cancers; Carbon-11-labeled imidazopyridine- and purine-thioacetamide derivatives; Nucleotide pyrophosphatase/phosphodiesterase 1 (NPP1); Positron emission tomography (PET); Type 2 diabetes