title: Synthesis of (Z)-2-((1H-indazol-3-yl)methylene)-6-[¹¹C]methoxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one as a new potential PET probe for imaging of the enzyme PIM1.
abstract: (Z)-2-((1H-Indazol-3-yl)methylene)-6-methoxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one is a potent and selective proviral integration site in moloney murine leukemia virus kinase 1 (PIM1) inhibitor with an IC₅₀ value of 3 nM. (Z)-2-((1H-Indazol-3-yl)methylene)-6-[(11)C]methoxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one, a new potential PET probe for imaging of the enzyme PIM1, was first designed and synthesized in 20-30% decay corrected radiochemical yield and 370-740 GBq/μmol specific activity at end of bombardment (EOB). The synthetic strategy was to prepare a carbon-11-labeled Boc-protected intermediate followed by a quick acidic de-protection.
authors.affiliation: Department of Radiology and Imaging Sciences, Indiana University School of Medicine, 1345 West 16th Street, Room 202, Indianapolis, IN 46202, USA.
authors.forename: Mingzhang
authors.initials: M
authors.lastname: Gao
authors.forename: Min
authors.initials: M
authors.lastname: Wang
authors.forename: Kathy D
authors.initials: KD
authors.lastname: Miller
authors.forename: Qi-Huang
authors.initials: QH
authors.lastname: Zheng
mesh_terms: D000818:Animals; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry*; D002247:Carbon Isotopes / Q000737:chemistry; D005656:Fungal Proteins; D006801:Humans; D007191:Indazoles / Q000138:chemical synthesis* / Q000737:chemistry; D051379:Mice; D020928:Mitogen-Activated Protein Kinases / Q000037:antagonists & inhibitors / Q000378:metabolism; D009369:Neoplasms / Q000000981:diagnostic imaging; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry; D049268:Positron-Emission Tomography; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C585781:(Z)-2-((1H-indazol-3-yl)methylene)-6-((11)C)methoxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one; D001572:Benzofurans; D002247:Carbon Isotopes; D005656:Fungal Proteins; D007191:Indazoles; D010879:Piperazines; D047428:Protein Kinase Inhibitors; D019275:Radiopharmaceuticals; D020928:Mitogen-Activated Protein Kinases; C432694:Pim1 protein, Pichia pastoris; C105430:benzofuran