174669-74-0Relevant articles and documents
[18F]FPyKYNE, a fluoropyridine-based alkyne reagent designed for the fluorine-18 labelling of macromolecules using click chemistry
Kuhnast, Bertrand,Hinnen, Francoise,Tavitian, Bertrand,Dolle, Frederic
, p. 336 - 342 (2008)
FPyKYNE (2-fluoro-3-pent-4-yn-1-yloxypyridine) is a novel fluoropyridine-based structure, designed for the fluorine-18 labelling of macromolecules using copper-catalysed Huisgen 1,3-dipolar cycloaddition (click chemistry). FPyKYNE (non-labelled as reference), as well as the 2-bromo, 2-nitro and 2-trimethylammonium analogues (as precursors for labelling with fluorine-18), was synthesized in 44, 95, 60 and 41%, respectively, from commercially available 5-chloropent-1-yne and the appropriate 2-substituted-3-hydroxypyridines. [18F]FPyKYNE was synthesized in one single radiochemical step by reaction of no-carrier-added K[ 18F]F-Kryptofix 222 (DMSO, 165°C, 3-5 min) followed by C-18 SepPak cartridge pre-purification and finally semi-preparative HPLC purification on a Hewlett Packard SiO2 Zorbax Rx-SIL. Using the 2-nitropyridine or the pyridin-2-yltrimethylammonium trifluoromethanesulphonate precursor for labelling (30 and 10 μmol, respectively), incorporation yields up to 90% were observed and 7.0-8.9 GBq (190-240 mCi) of [18F]FPyKYNE ([18F]-1) could be isolated within 60-70 min (HPLC purification included), starting from a 37.0 GBq (1.0 Ci) [18F]fluoride batch (overall decay-corrected and isolated yields: 30-35%). Copyright
Cu(I)/sucrose-catalyzed hydroxylation of arenes in water: The dual role of sucrose
Murata, Shigeo,Takagi, Mio,Takita, Ryo,Watanabe, Ayako,Watanabe, Kohei
supporting information, p. 7827 - 7831 (2020/11/02)
A protocol for the hydroxylation of aryl halides catalyzed by copper(I) and sucrose in neat water has been developed. The dual role of sucrose, the reaction pathway, and the high selectivity for hydroxylation were investigated using a combination of experimental and theoretical techniques. This journal is
Novel synthetic approach to fluoro- and amido-disubstituted 3-hydroxypyridin-4-ones
Ma, Yongmin,Hider, Robert C.
, p. 29 - 34 (2015/04/27)
Starting from fluoropyridines as a building block, with chelating functional groups being introduced, several fluoro- and amido-disubstituted 3-hydroxypyridin-4-ones have been synthesized with the intention of improving the pharmaceutical profile of 3-hydroxypyridin-4-ones.
BICYCLIC COMPOUNDS AND USE AS ANTIDIABETICS
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Page/Page column 64, (2010/03/02)
The present invention relates to novel compounds that are useful in the treatment of metabolic disorders, particularly type II diabetes mellitus and related disorders, and also to the methods for the making and use of such compounds.