23652-90-6Relevant articles and documents
A novel one-pot method for the synthesis of substituted furopyridines: Iodine-mediated oxidation of enaminones by tandem metal-free cyclization
Yan, Rulong,Li, Xiaoni,Yang, Xiaodong,Kang, Xing,Xiang, Likui,Huang, Guosheng
, p. 2573 - 2576 (2015)
A novel iodine-mediated oxidative tandem cyclization reaction of simple enaminones has been developed for the synthesis of substituted furopyridines through C-C/C-N/C-O bond formation in a one-pot procedure. Substituted furopyridines are obtained in moder
Phosphorescent ?C* Cyclometalated PtII Dibenzofuranyl-NHC Complexes - An Auxiliary Ligand Study
Tronnier, Alexander,Nischan, Nicole,Metz, Stefan,Wagenblast, Gerhard,Münster, Ingo,Strassner, Thomas
, p. 256 - 264 (2014)
Neutral ?C* cyclometalated PtII NHC complexes have recently emerged as a new class of phosphorescent emitters with high quantum efficiencies, short decay lifetimes and high thermal stability, which makes them promising candidates for OLED applications. Herein, we report investigations on the photophysical properties of seven new PtII complexes containing a chelating NHC dibenzofuranyl ligand (3-methyl-1-dibenzo[b,d]furan-4- ylimidazole) and a bidentate monoanionic auxiliary ligand. All complexes have been fully characterized including extensive NMR studies (COSY, HSQC, HMBC, NOESY, 195Pt NMR), three of them also by solid-state structures. The extraordinary influence of the auxiliary ligands on the photoluminescence properties is demonstrated by quantum yields ranging from 0 % to 91 % in amorphous PMMA films at room temperature. DFT calculations were performed in order to investigate the nature of the emissive states in more detail. Copyright
Structure-Activity Relationship Studies of Tetrahydroquinolone Free Fatty Acid Receptor 3 Modulators
Ulven, Elisabeth Rexen,Quon, Tezz,Sergeev, Eugenia,Barki, Natasja,Brvar, Matjaz,Hudson, Brian D.,Dutta, Palash,Hansen, Anders H?jgaard,Bielefeldt, Line O.,Tobin, Andrew B.,McKenzie, Christine J.,Milligan, Graeme,Ulven, Trond
, p. 3577 - 3595 (2020/04/30)
Free fatty acid receptor 3 (FFA3, previously GPR41) is activated by short-chain fatty acids, mediates health effects of the gut microbiota, and is a therapeutic target for metabolic and inflammatory diseases. The shortage of well-characterized tool compounds has however impeded progress. Herein, we report structure-activity relationship of an allosteric modulator series and characterization of physicochemical and pharmacokinetic properties of selected compounds, including previous and new tools. Two representatives, 57 (TUG-1907) and 63 (TUG-2015), showed improved solubility and preserved potency. Of these, 57, with EC50 = 145 nM and a solubility of 33 μM, showed high clearance in vivo but is a preferred tool in vitro. In contrast, 63, with EC50 = 162 nM and a solubility of 9 μM, showed lower clearance and seems better suited for in vivo studies. Using 57, we demonstrate for the first time that FFA3 activation leads to calcium mobilization in murine dorsal root ganglia.
Electrochemical behaviour of amino substituted β-amino α,β-unsaturated ketones: A computational chemistry and experimental study
Ngake, Tankiso Lawrence,Potgieter, Johannes Hermanus,Conradie, Jeanet
, p. 1070 - 1082 (2019/01/05)
The synthesis, identification and electrochemical properties are reported here, for a series of five novel and seven known amino substituted β-amino α,β-unsaturated ketones (bidentate N,O-ligands) of the type CH3COCHC(NHR)CH3, where R = H, Ph, CH2Ph, CH(CH3)2, p-CF3-Ph or p-tBu-Ph (Series 1), as well as type PhCOCHC(NHR)CH3, where R = H, Ph, p-NO2-Ph, 3,5-di-Cl-Ph, 2-CF3-4-Cl-Ph, and also PhCOCHC(NHPh)CF3 (Series 2). The cyclic voltammograms measured in CH3CN, generally exhibit both a chemically and electrochemically irreversible reduction peak between ?1.2 V and ?3.1 V vs FcH/FcH+, producing an unstable radical anion, for most of these 1,3-amino ketones. Only ligands PhCOCHC(NHPh)CH3, PhCOCHC(NHPh)CF3 and PhCOCHC(NH(p-NO2-Ph))CH3, showed reversible electrochemical behaviour, at higher scan rates. Density functional theory (DFT) calculations proved the unpaired spin density in the radical anion to be distributed over the pseudo-aromatic O–C–C–C–N backbone of the 1,3-amino ketones, extending further over the phenyl rings of the phenyl-containing ligands. Various DFT calculated energies, such as the energy of the lowest unoccupied molecular orbital (the orbital into which the electron is added upon reduction), as well as the DFT calculated gas phase adiabatic electron affinities, relate linearly to the experimentally measured reduction potential. These obtained linear relationships confirmed that good communication via conjugation exists, between the R substituent on the amino group and the rest of the 1,3-amino ketone.
