Pyridine-derivatives

Ladduwahetty, Tammy; Lee, Matthew R.; Maillard, Michel C.; Cachope, Roger; Todd, Daniel; Barnes, Michael; Beaumont, Vahri; Chauhan, Alka; Gallati, Caroline; Haughan, Alan F.; Kempf, Georg; Luckhurst, Christopher A.; Matthews, Kim; McAllister, George; Mitchell, Philip; Patel, Hiral; Rose, Mark; Saville-Stones, Elizabeth; Steinbacher, Stefan; Stott, Andrew J.; Thatcher, Emma; Tierney, Jason; Urbonas, Liudvikas; Munoz-Sanjuan, Ignacio; Dominguez, Celia published the artcile< Identification of a Potent, Selective, and Brain-Penetrant Rho Kinase Inhibitor and its Activity in a Mouse Model of Huntington's Disease>, Quality Control of 870997-85-6, the main research area is piperazine analog preparation Rho kinase inhibitor SAR docking pharmacokinetics.

The Rho kinase (ROCK) pathway is implicated in the pathogenesis of several conditions, including neurol. diseases. In Huntington’s disease (HD), ROCK is implicated in mutant huntingtin (HTT) aggregation and neurotoxicity, and members of the ROCK pathway are increased in HD mouse models and patients. To validate this mode of action as a potential treatment for HD, a potent, selective, central nervous system (CNS)-penetrant ROCK inhibitor was sought. Identifying a compound that could be dosed orally in mice with selectivity against other AGC kinases, including protein kinase G (PKG), whose inhibition could potentially activate the ROCK pathway, was paramount for the program. The optimization of published ligands to identify a novel series of ROCK inhibitors based on a piperazine core was demonstrated. Morphing of the early series developed inhouse by scaffold hopping enabled the identification of a compound exhibiting high potency and desired selectivity and demonstrating a robust pharmacodynamic (PD) effect by the inhibition of ROCK-mediated substrate (MYPT1) phosphorylation after oral dosing.

Journal of Medicinal Chemistry published new progress about Molecular docking. 870997-85-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrN2O2, Quality Control of 870997-85-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gurgul, Ilona; Mazuryk, Olga; Lomzik, Michal; Gros, Philippe C.; Rutkowska-Zbik, Dorota; Brindell, Malgorzata published the artcile< Unexplored features of Ru(II) polypyridyl complexes - towards combined cytotoxic and antimetastatic activity>, Synthetic Route of 366-18-7, the main research area is cytotoxicity antimetastatic polypyridyl Ru II.

Therefore, scientists have to concentrate their efforts on designing compounds affecting not only the primary tumor, but also efficiently inhibiting metastasis. Herein, we report two families of Ru(II) polypyridyl complexes bearing 2,2′-bipyridine substituted by a semicarbazone 2-formylopyridine moiety as one of the ligands and 4,4′-di-tert-butyl-2,2′-dipyridyl or 4,7-diphenyl-1,10-phenanthroline as auxiliary ligands. These complexes strengthen cells’ adherent properties and inhibit the activity of metalloproteinases (MMPs) in vitro, which is relevant in anti-metastatic treatment. The in vitro studies were performed on human lung adenocarcinoma (A549) and human pancreatic cancer (PANC-1) cells, which have a well-documented invasive potential. The induced alteration of the tumor cells’ adhesion properties correlated with the high cytotoxic effect exerted by the complexes and their excellent cellular uptake. It was also proved that both complexes directly inhibit M-MP2 and M-MP9 enzyme activities, which are essential for the development of tumor metastasis. The results of this study indicate that the biol. properties of polypyridyl Ru(II) complexes extend beyond the standard cytotoxic activity and represent an important step towards designing new anti-metastatic agents.

Metallomics published new progress about Cytotoxicity. 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Synthetic Route of 366-18-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Robinson, Donovan J.; Ortiz, Kacey G.; O’Hare, Nathan P.; Karimov, Rashad R. published the artcile< Dearomatization of Heteroarenium Salts with ArBpin Reagents. Application to the Total Synthesis of a Nuphar Alkaloid>, Name: 3-(Methoxycarbonyl)pyridine, the main research area is carbonylpyridinium triflate arylboron pinacol ester rhodium catalyst enantioselective dearomatization; aryl dihydropyridinecarboxylate preparation; Nuphar alkaloid preparation.

Rhodium-catalyzed enantioselective addition of aryl and heteroaryl boron pinacol esters to pyridinium and quinolinium salts were developed for the synthesis of enantioenriched dihydroheteroarenes. The methodol. was enabled the synthesis of 2-heteroaryl-substituted dihydropyridines in high yield and ee, which provided efficient synthetic access to a nuphar alkaloid.

Organic Letters published new progress about Aromatic esters Role: RCT (Reactant), RACT (Reactant or Reagent). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Name: 3-(Methoxycarbonyl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Anson, Francesca; Thayumanavan, S.; Hardy, Jeanne A. published the artcile< Exogenous Introduction of Initiator and Executioner Caspases Results in Different Apoptotic Outcomes>, Recommanded Product: 1,2-Di(pyridin-2-yl)disulfane, the main research area is initiator executioner caspase apoptosis.

The balance of pro-apoptotic and pro-survival proteins defines a cell′s fate. These processes are controlled through an interdependent and finely tuned protein network that enables survival or leads to apoptotic cell death. The caspase family of proteases is central to this apoptotic network, with initiator and executioner caspases, and their interaction partners, regulating and executing apoptosis. In this work, we interrogate and modulate this network by exogenously introducing specific initiator or executioner caspase proteins. Each caspase is exogenously introduced using redox-responsive polymeric nanogels. Although caspase-3 might be expected to be the most effective due to the centrality of its role in apoptosis and its heightened catalytic efficiency relative to other family members, we observed that caspase-7 and caspase-9 are the most effective at inducing apoptotic cell death. By critically analyzing the introduced activity of the delivered caspase, the pattern of substrate cleavage, as well as the ability to activate endogenous caspases, we conclude that the efficacy of each caspase correlated with the levels of pro-survival factors that both directly and indirectly impact the introduced caspase. These findings lay the groundwork for developing methods for exogenous introduction of caspases as a therapeutic option that can be tuned to the apoptotic balance in a proliferating cell.

JACS Au published new progress about Apoptosis. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Recommanded Product: 1,2-Di(pyridin-2-yl)disulfane.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Heusler, Arne; Fliege, Julian; Wagener, Tobias; Glorius, Frank published the artcile< Substituted Dihydropyridine Synthesis by Dearomatization of Pyridines>, Electric Literature of 3796-23-4, the main research area is dihydropyridine preparation regioselective; pyridine triflic anhydride dearomatization trimethylamine borane; phenyl chloroformate pyridine dearomatization trimethylamine borane; boranes; chemoselectivity; nitrogen heterocycles; reduction; synthetic methods.

The synthesis of a broad variety of N-substituted 1,4-dihydropyridines I [R = H, 3-Me, 3,5-di-Br, etc.; R1 = Tf, CO2Ph] and 1,2-dihydropyridines II [R2 = F, Cl, CF3, Ph, SPh; R3 = H, F, trimethylsilyl] by very mild and selective reduction with amine borane was reported for the first time.

Angewandte Chemie, International Edition published new progress about Dearomatization. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Electric Literature of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Silva, Allan R.; Polo, Ellen C.; Martins, Nelson C.; Correia, Carlos Roque D. published the artcile< Enantioselective Oxy-Heck-Matsuda Arylations: Expeditious Synthesis of Dihydrobenzofuran Systems and Total Synthesis of the Neolignan (-)-Conocarpan>, Computed Properties of 1416819-91-4, the main research area is aryldiazonium salt styrenic olefin palladium Oxy Heck Matsuda arylation; dihydrobenzofuran stereoselective preparation.

This work discloses the first examples of an effective enantioselective oxy-Heck-Matsuda reaction using a variety of styrenic olefins to generate chiral dihydrobenzofurans I (R1 = 6-NO2, 5-NO2, 5-Me, etc.; R2 = 4-OMe, 4-OH, 2,4-OMe, etc.; R3 = Me, i-Pr). The reaction proceeds in moderate to good yields, with high trans diastereoselectivity (up to 20:1) in enantioselectivities up to 90:10 using the N,N-ligand pyrimidine-bisoxazoline (PyriBox). The oxy-Heck-Matsuda reactions were carried out under mild conditions and rather low catalyst loadings. The feasibility and practicality of the process is demonstrated by a concise total synthesis of the neolignan (-)-conocarpan. X-ray diffraction of an advanced brominated intermediate in the route to (-)-conocarpan has allowed the unequivocal assignment of the absolute stereochem. of the oxy-Heck-Matsuda aryldihydrobenzofuran products. A rationale for the mechanism operating in these enantioselective oxy-Heck-Matsuda reactions is also presented.

Advanced Synthesis & Catalysis published new progress about Benzofurans Role: SPN (Synthetic Preparation), PREP (Preparation) (Dihydro). 1416819-91-4 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, Computed Properties of 1416819-91-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lougiakis, Nikolaos; Marakos, Panagiotis; Poul, Nicole; Balzarini, Jan published the artcile< Synthesis and antiviral activity evaluation of some novel acyclic C-nucleosides>, Formula: C6H7N3O2, the main research area is pyrazolopyridine acyclonucleoside preparation antiviral antitumor.

The preparation of novel 5-amino or 7-hydroxy substituted pyrazolo[4,3-b]pyridine and pyrazolo[3,4-c]pyridine acyclic C-nucleosides is described. Their synthesis was carried out by condensation of suitably substituted lithiated picolines with 2-benzyloxyethoxymethylchloride followed by pyrazole ring annulation. The compounds were evaluated for their antiviral activity against a wide panel of viruses, but were found inactive at subtoxic concentrations

Chemical & Pharmaceutical Bulletin published new progress about Acyclonucleosides Role: PAC (Pharmacological Activity), SPN (Synthetic Preparation), BIOL (Biological Study), PREP (Preparation). 22280-62-2 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Formula: C6H7N3O2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Garcia-Suarez, Eduardo J.; Khokarale, Santosh G.; van Buu, Olivier N.; Fehrmann, Rasmus; Riisager, Anders published the artcile< Pd-catalyzed ethylene methoxycarbonylation with Bronsted acid ionic liquids as promoter and phase-separable reaction media>, Safety of 4-(Pyridin-1-ium-1-yl)butane-1-sulfonate, the main research area is palladium catalysis ethylene methoxycarbonylation bronsted acid ionic liquids.

Bronsted acid ionic liquids (BAILs) were prepared and applied as combined acid promoters and reaction media in Pd-phosphine catalyzed methoxycarbonylation of ethylene to produce Me propionate. The BAILs served as alternatives to common mineral acids required for the reaction, e.g. methanesulfonic acid or sulfuric acid, resulting in high catalytic activity and selectivity towards Me propionate. In addition, the BAILs yielded a biphasic system with the product and provided stability to palladium intermediates avoiding the undesirable formation of palladium black after reaction. These special features enabled facile Me propionate separation and recovery of the ionic liquid catalyst system, thus allowing its re-use up to 15 times without apparent loss of catalytic activity or selectivity.

Green Chemistry published new progress about Acidity function, Hammett. 21876-43-7 belongs to class pyridine-derivatives, and the molecular formula is C9H13NO3S, Safety of 4-(Pyridin-1-ium-1-yl)butane-1-sulfonate.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pezzetta, Cristofer; Bonifazi, Davide; Davidson, Robert W. M. published the artcile< Enantioselective Synthesis of N-Benzylic Heterocycles: A Nickel and Photoredox Dual Catalysis Approach>, Product Details of C13H15F3N2O, the main research area is benzylic heterocycle preparation enantioselective; heterocyclic carboxylic acid aryl bromide decarboxylative cross coupling; nickel photoredox dual catalysis.

Reported herein is a dual nickel- and photoredox-catalyzed modular approach for the preparation of enantioenriched N-benzylic heterocycles. α-Heterocyclic carboxylic acids, easily obtainable from common com. material, are reported as suitable substrates for a decarboxylative strategy in conjunction with a chiral pyridine-oxazoline (PyOx) ligand, providing quick access to enantioenriched drug-like products. The presence of a directing group on the heterocyclic moiety is shown to be beneficial, affording improved stereoselectivity in a number of cases.

Organic Letters published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 1416819-91-4 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, Product Details of C13H15F3N2O.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Moretto, A. F.; Kirincich, S. J.; Xu, W. X.; Smith, M. J.; Wan, Z.-K.; Wilson, D. P.; Follows, B. C.; Binnun, E.; Joseph-McCarthy, D.; Foreman, K.; Erbe, D. V.; Zhang, Y. L.; Tam, S. K.; Tam, S. Y.; Lee, J. published the artcile< Bicyclic and tricyclic thiophenes as protein tyrosine phosphatase 1B inhibitors>, Application of C9H9Cl2NO2, the main research area is bicyclic tricyclic thiophene protein tyrosine phosphatase inhibitor.

A novel pyridothiophene inhibitor of PTP1B was discovered by rational screening of phosphotyrosine mimics at high micromolar concentrations The potency of this lead compound has been improved significantly by medicinal chem. guided by x-ray crystallog. and mol. modeling. Excellent consistency has been observed between structure-activity relationships and structural information from PTP1B-inhibitor complexes.

Bioorganic & Medicinal Chemistry published new progress about High-throughput screening. 86129-63-7 belongs to class pyridine-derivatives, and the molecular formula is C9H9Cl2NO2, Application of C9H9Cl2NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem