34199-87-6Relevant academic research and scientific papers
Preparation and characterization of oligo-(2,2′-bipyridyl)pyrazines
Heirtzler, Fenton R.,Neuburger, Markus,Zehnder, Margareta,Constable, Edwin C.
, p. 297 - 301 (1997)
An improved preparation of 2,2′-bipyridine-6-carboxaldehyde 1 provides this compound in good yield for the further syntheses of oligo-(2,2′-bipyridyl)pyrazines 6-8, new ligands for supramolecular metallorganic complexes. According to 1H-NMR spectroscopic and X-ray crystallographic studies, the bis(2,2′-bipyridyl) compound 6 exists in a helical conformation in solution and in the solid state. The structure of the tetrakis(2,2′-bipyridyl) compound 8 is also confirmed through its crystal structure. VCH Verlagsgesellschaft mbH, 1997.
Use of Stille-type cross-coupling as a route to oligopyridylimines
Champouret, Yohan D.M.,Chaggar, Rajinder K.,Dadhiwala, Ishaq,Fawcett, John,Solan, Gregory A.
, p. 79 - 89 (2006)
The new tin reagents, 2-(n-Bu3Sn)-6-{C(R)OCH2CH 2O}-C5H3N, (R=H a, Me b), have been employed in Stille-type cross-coupling reactions with a range of oligopyridylbromides generating, following a facile deprotection step, a series of formyl- and acetyl-functionalised oligopyridines. Condensation reactions with 2,6-diisopropylaniline has allowed access to families of novel sterically bulky multidentate N,N,N,N (tetradentate), N,N,N,N,N (pentadentate), N,N,N,N,N,N (sexidentate) and N,N,N,N,N,N,N (heptadentate) nitrogen donor ligands. This work represents a straightforward and rapid synthetic route for the preparation of oligopyridylimines, which are expected to act as useful components for the self-assembly of polymetallic complexes.
Investigation of ‘head-to-tail’-connected oligoaryl n,o-ligands as recognition motifs for cancer-relevant G-quadruplexes
Rizeq, Natalia,Georgiades, Savvas N
, (2017)
Oligomeric compounds, constituted of consecutive N,O-heteroaromatic rings, introduce useful and tunable properties as alternative ligands for biomolecular recognition. In this study, we have explored a synthetic scheme relying on Van Leusen oxazole formation, in conjunction with C–H activation of the formed oxazoles and their subsequent C–C cross-coupling to 2-bromopyridines in order to assemble a library of variable-length, ‘head-to-tail’-connected, pyridyl-oxazole ligands. Through investigation of the interaction of the three longer ligands (5-mer, 6-mer, 7-mer) with cancer-relevant G-quadruplex structures (human telomeric/22AG and c-Myc oncogene promoter/Myc2345-Pu22), the asymmetric pyridyl-oxazole motif has been demonstrated to be a prominent recognition element for G-quadruplexes. Fluorescence titrations reveal excellent binding affinities of the 7-mer and 6-mer for a Na+-induced antiparallel 22AG G-quadruplex (KD = 0.6 × 10?7 M?1 and 0.8 × 10?7 M?1, respectively), and satisfactory (albeit lower) affinities for the 22AG/K+ and Myc2345-Pu22/K+ G-quadruplexes. All ligands tested exhibit substantial selectivity for G-quadruplex versus duplex (ds26) DNA, as evidenced by competitive F rster resonance energy transfer (FRET) melting assays. Additionally, the 7-mer and 6-mer are capable of promoting a sharp morphology transition of 22AG/K+ G-quadruplex.
An acyclic oligoheteroaryle that discriminates strongly between diverse G-Quadruplex topologies
Hamon, Florian,Largy, Eric,Guedin-Beaurepaire, Aurore,Rouchon-Dagois, Myriam,Sidibe, Assitan,Monchaud, David,Mergny, Jean-Louis,Riou, Jean-Francois,Nguyen, Chi-Hung,Teulade-Fichou, Marie-Paule
, p. 8745 - 8749 (2011)
Feeling groovy: A family of nonmacrocyclic G-quadruplex binders with alternate oxazole and pyridine motifs was prepared. The shown heptacyclic derivative exhibits an unprecedented binding preference for certain quadruplex topologies: it recognizes exclusively the human telomeric quadruplex in Na + buffer but not in K+ buffer. This unique quadruplex binding profile is strongly dependent on the size of the ligand and may result from groove interactions. Copyright
CBP/CATENIN SIGNALING PATHWAY INHIBITORS AND USES THEREOF
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Page/Page column 53-54, (2021/09/17)
Provided are compounds of formula (Ia), (Ib) and (IIa), and pharmaceutically acceptable salts thereof. Additionally provided are compositions and pharmaceutical compositions comprising the compounds, therapeutic methods using same for modulating (e.g., inhibiting) CREB binding protein (CBP)/β-catenin mediated signaling in treating a condition, disease or disorder (e.g., fibrosis, cancer, neurological conditions, metabolic disorders (e.g., diabetes, etc.), and skin conditions (dermatitis, psoriasis, scarring, alopecia, etc.) mediated by aberrant CBP/β -catenin signaling, and cosmetic methods for treating skin conditions (e.g., aging, etc.). Additionally provided are methods for enhancing vaccine efficacy using the compounds and compositions. Further provided are methods for efficiently synthesizing a clinical grade drug, comprising use, in a penultimate, or last reaction step under GMP conditions, of an intermediate 2-propynyl-compound to form a clinical grade isoxazole derivative (e.g., via 3+2 cycloaddition).
Such pyridine skeleton of a chiral shan lin ligand CF - Phos and its preparation method and application (by machine translation)
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Paragraph 0108-0110, (2019/05/02)
The invention discloses a pyridine skeleton of chiral shan lin ligand CF - Phos and its preparation method and application, the [...] ligand is compound 1 or compound 1 of the enantiomer, racemate and diastereoisomer; the ligand to the preparation method of the compound is and As the raw material, the condensation reaction, the substitution reaction, hydrolysis reaction, addition reaction for preparing the states shan lin ligand; or in order to compound and As the raw material, a condensation reaction, and or The addition reaction for preparing the states shan lin ligand. The present invention through the use of two configurations of the compound And different types of metal reagent addition reaction, can be obtained by states chiral shan lin ligand i.e. compound 1 (S, Rs ), 1 (R, Rs ), 1 (S, Ss ) And 1 (R, Ss ) Of four full-configuration of optically pure. The invention also discloses the ligands copper catalytic unsaturated carboxylic acid in the application of the asymmetric lactonization reaction, has wide application value. (by machine translation)
Palladium pyridine imine complex for preparing synthetic lubricating oil for preparation of alpha-olefins as well as preparation method and application of palladium pyridine imine complex
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Paragraph 0043; 0045-0047; 0060; 0062-0064, (2019/10/23)
The invention discloses a palladium pyridine imine complex for preparing synthetic lubricating oil for preparation of alpha-olefins as well as a preparation method and application of the palladium pyridine imine complex. The complex (I) is prepared by the following steps: synthesizing a compound (II), a compound (III), a compound (IV) and a compound (V) in sequence, and finally synthesizing the complex (I) from the compound (V). The complex serves as a catalyst for preparing lower poly-alpha-olefins. The complex catalyst prepared with the method disclosed by the invention is applied to preparation of the lower poly-alpha-olefins and can replace a metallocene (MAO) catalytic system, so that MAO and other catalysts are avoided in the oligomerization process of the alpha-olefins, the processcost is reduced, reaction conditions are mild because the MAO is not needed to be added, the reaction does not need to be carried out under harsh water-free and oxygen-free conditions, and the processdifficulty is reduced. Moreover, after the prepared lower poly-alpha-olefins are subjected to hydrogenated saturation, base oil of PAO lubricating oil can be obtained.
Non-symmetrical, potentially redox non-innocent imino NHC pyridine 'pincers': Via a zinc ion template-assisted synthesis
Simler, Thomas,Danopoulos, Andreas A.,Braunstein, Pierre
, p. 5955 - 5964 (2017/07/10)
New non-symmetrical, redox-active imino NHC pyridine pincer ligands, 2-(R1-imidazol-2-ylidene)-6-(R2NCH)-pyridine (R1 = 2,6-diisopropylphenyl (DiPP), R2 = 2,4,6-trimethylphenyl (Mes), 4B; R1 = R2 = DiPP, 4C), have been accessed by a ZnII-promoted modular synthesis involving the quaternization of R1-imidazole by [Zn(κNimineκNpyridine)(2-(R2NCH)-6-bromo-pyridine)Cl2], followed by ZnII removal and deprotonation of imidazolium pro-ligands. Redox active forms of 4B were implicated in the two complexes obtained by its reaction with FeBr2/KC8; metrical data analysis pointed to the occurrence of radical anionic and dianionic redox states of 4B.
Linear and Branched Pyridyl-Oxazole Oligomers: Synthesis and Circular Dichroism Detectable Effect on c-Myc G-Quadruplex Helicity
Rizeq, Natalia,Georgiades, Savvas N.
, p. 122 - 131 (2016/01/26)
Five unprecedented pyridyl-oxazole oligomers exhibiting either linear or branched connectivity of their subunits were developed as a family of potential G-quadruplex-interacting ligands. Our synthesis employed variations of a key Pd/Cu-mediated C-C cross-coupling/C-H activation reaction to gain access to the oligomer products from a small set of substituted pyridine building blocks. The effect of the compounds on the conformation of a c-myc oncogene promoter G-quadruplex was investigated by circular dichroism under various conditions. Some or all of the compounds induced detectable helicity enhancement in low-cation and Na+-rich Tris-HCl (pH 7.4) buffers, respectively, in which the helix was only partially prefolded.
NOVEL CARBENE PRECURSOR COMPOUND, OLEFINIC CATALYST FOR POLYMERIZATION COMPRISING THE SAME, AND METHOD FOR PRODUCING OLEFINIC COPOLYMER
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Paragraph 0161; 0162, (2016/11/09)
PROBLEM TO BE SOLVED: To provide a novel carbene precursor compound, an olefinic catalyst for polymerization comprising the same, and a method for producing an olefinic copolymer. SOLUTION: A carbene precursor compound is represented by the formula (5) or (6). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT
