551002-42-7Relevant academic research and scientific papers
A Novel 18F-Labeled Radioligand for Positron Emission Tomography Imaging of 11β-Hydroxysteroid Dehydrogenase (11β-HSD1): Synthesis and Preliminary Evaluation in Nonhuman Primates
Baum, Evan,Zhang, Wenjie,Li, Songye,Cai, Zhengxin,Holden, Daniel,Huang, Yiyun
, p. 2450 - 2458 (2019)
11β-Hydroxysteroid dehydrogenase type 1 (11β-HSD1) catalyzes the conversion of cortisone to cortisol and controls a key pathway in the regulation of stress. Studies have implicated 11β-HSD1 in metabolic diseases including type 2 diabetes and obesity, as well as stress-related disorders and neurodegenerative diseases, such as depression and Alzheimer's disease (AD). We have previously developed [11C]AS2471907 as a PET radiotracer to image 11β-HSD1 in the brain of nonhuman primates and humans. However, the radiosynthesis of [11C]AS2471907 was unreliable and low-yielding. Here, we report the development of the 18F-labeled version [18F]AS2471907, including the synthesis of two iodonium ylide precursors and the optimization of 18F-radiosynthesis. Preliminary PET experiments, composed of a baseline scan of [18F]AS2471907 and a blocking scan with the reversible 11β-HSD1 inhibitor ASP3662 (0.3 mg/kg), was also conducted in a rhesus monkey to verify the pharmacokinetics of [18F]AS2471907 and its specific binding in the brain. The iodonium ylide precursors were prepared in a seven-step synthetic route with an optimized overall yield of 7sim;2%. [18F]AS2471907 was synthesized in good radiochemical purity, with the ortho regioisomer of iodonium ylide providing greater radiochemical yield as compared with the para regioisomer. In monkey brain, [18F]AS2471907 displayed high uptake and heterogeneous distribution, while administration of the 11β-HSD1 inhibitor ASP3662 significantly reduced radiotracer uptake, thus demonstrating the binding specificity of [18F]AS2471907. Given the longer half-life of F-18 and feasibility for central production and distribution, [18F]AS2471907 holds great promise to be a valuable PET radiotracer to image 11β-HSD1 in the brain.
Synthesis of polyfluorinated benzofurans
Politanskaya, Larisa,Troshkova, Nadezhda,Tretyakov, Evgeny,Xi, Chanjuan
, (2019/09/18)
A simple and efficient approach to the synthesis of fluorinated benzofurans including the Sonogashira cross-coupling of o-iodophenols with terminal Ph- and n-Bu-acetylenes, followed by intramolecular cyclization, in good to excellent yields is reported.
PROCESS FOR SELECTIVELY POLYMERIZING ETHYLENE AND CATALYST THEREFOR
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Page/Page column, (2013/03/26)
The present invention generally relates to a process that selectively polymerizes ethylene in the presence of an alpha-olefin, and to a metal-ligand complex (precatalyst) and catalyst useful in such processes, and to related compositions. The present invention also generally relates to ligands and intermediates useful for preparing the metal-ligand complex and to processes of their preparation.
Bis(2,2′-biphenoxy)borates for electrochemical double-layer capacitor electrolytes
Francke, Robert,Cericola, Dario,Koetz, Ruediger,Schnakenburg, Gregor,Waldvogel, Siegfried R.
scheme or table, p. 3082 - 3085 (2011/04/25)
Fluorine makes the difference! Bis(2,2′-biphenoxy)borates decorated with fluorine substituents have been synthesized and studied in supercapacitor test cells (see scheme). A clear trend towards higher electrochemical stability with the increase of the fluorine content has been observed. For a maximum performance, only two fluorine substituents per benzene moiety are required.
Efficient and reliable iodination and o-Methylation of fluorinated phenols
Francke, Robert,Schnakenburg, Gregor,Waldvogel, Siegfried R.
experimental part, p. 2357 - 2362 (2010/07/04)
Fluorinated phenols and other electron-deficient phenolic substrates are efficiently and cleanly iodinated by an iodine/ iodide mixture employing alkaline conditions. This protocol turned out to be the most practical for the generation of such highly fluorinated iodophenols. For later application in coupling processes the protection of the phenolic hydroxy moiety is often required. Therefore, a practical iodination and subsequent methylation sequence was elaborated providing the highly fluorinated anisoles with good to excellent yields. The developed method is applicable for a broad scope of fluorinated phenols and analogues.
Synthesis of highly fluorinated 2,2′-biphenols and 2,2′-bisanisoles
Francke, Robert,Schnakenburg, Gregor,Waldvogel, Siegfried R.
scheme or table, p. 4288 - 4291 (2010/12/18)
Figure Presented. Multiply fluorine-substituted iodo anisoles are efficiently coupled in an Ullmann-type reaction to provide the corresponding bisanisoles. The coupling is selective and even tolerates bromo moieties. Subsequent deprotection of hydroxy gro
