Month: October 2022

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

Diz, Maria; Duran-Carril, Maria L.; Castro, Jesus; Alvo, Samuel; Bada, Lucia; Vina, Dolores; Garcia-Vazquez, Jose A. published the artcile< Antitumor activity of copper(II) complexes with Schiff bases derived from N′-tosylbenzene-1,2-diamine>, Related Products of 366-18-7, the main research area is Antitumoral activity; Copper; Electrochemical synthesis; Hydrogen bonds; Schiff bases ligands; Stacking interactions; Structure elucidation.

The electrochem. oxidation of anodic metal copper in a solution of the ligands N-[(5-tert-butyl-2-hydroxyphenyl)methylidine]-N′-tosylbenzene-1,2-diamine [H2L1] and N-[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidine]-N′-tosylbenzene-1,2-diamine, [H2L2] afforded homoleptic [CuL] compounds or solvate [CuLS] complexes. The addition to the electrochem. cell of coligands (L′) such as 2,2′-bipyridine (2-bpy), 4,4′-bipyridine(4-bpy) or 1,10-phenanthroline (phen) allowed the synthesis, in one step, of heteroleptic [CuLL′] compounds, namely [CuL1(H2O)] (1), [CuL1(2,2′-bpy)]·CH3CN (2), [CuL1(phen)]·H2O (3), [Cu2L12(4,4′-bpy)] (4), [CuL2(CH3OH)] (5), [CuL2(2,2′-bpy)] (6), [CuL2(phen)] (7) and [Cu2L22(4,4′-bpy)] (8). The crystal structures of both ligands, H2L1, H2L2, and those of the complexes (2), (4), (5), (6) and (7) have been determined by X-ray diffraction techniques. Coordination polyhedron around metal atom is square planar for [CuL2(CH3OH)] (5) and [Cu2L12(4,4′-bpy)] (4) and square pyramid for the other complexes with addnl. chelating ligands. The cytotoxic activity of this new series of copper(II) complexes against the SH-SY5Y neuroblastoma cell line and U87-MG and U373-MG glioblastoma cell lines has been investigated. Most of the test compounds showed higher activity than cisplatin in the three cell lines. Among this series, compound [CuL1(phen)] (3) displayed the highest activity with IC50 equal to 1.77 μM on SH-SY5Y whereas compound [Cu2L12(4.4′-bpy)] (4) resulted the most potent compounds on U87 MG and U373 MG glioblastoma cell lines. Studies on the cytotoxic activity of these derivatives suggest that these compounds induce cell death by a mechanism other than apoptosis.

Journal of Inorganic Biochemistry published new progress about 366-18-7. 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Related Products of 366-18-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liu, Xinli; Li, Bingwen; Hua, Xiufang; Cui, Dongmei published the artcile< 1,2-Hydroboration of Pyridines by Organomagnesium>, Application of C7H7NO2, the main research area is pyridine regioselective hydroboration organomagnesium.

Hydroboration of pyridine derivatives at room temperature with earth-abundant and biocompatible magnesium catalysts ligated by phosphinimino amides is developed. Fine turnover frequency (TOF) and distinguished 1,2-regioselectivity have been achieved. The exclusive chemoselective carbonyl hydroboration happens with competitive TOF. A HBpin assisted mechanism is deduced by the reaction rate law, activation parameters, and kinetic isotope effect (KIE) in combination with DFT calculations To our knowledge, this is the first example of pyridine 1,2-dearomatization by Mg-based catalysts.

Organic Letters published new progress about Activation energy. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Application of C7H7NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ma, Zhuang; Lu, Helin; Liao, Ke; Chen, Zhilong published the artcile< Tungstate-Catalyzed Biomimetic Oxidative Halogenation of (Hetero)Arene under Mild Condition>, Recommanded Product: 3-Bromo-1H-pyrrolo[3,2-c]pyridine, the main research area is arene metal halide tungstate catalyst regioselective chemoselective oxidative halogenation; haloarene preparation green chem; Green Chemistry; Organic Chemistry; Pharmaceutical Engineering.

A biomimetic approach for halogenation (Br, Cl, I) of (hetero)arene catalyzed by tungstate under mild pH in a cost-efficient and environment- and operation-friendly manner was reported. Broad substrates diverse functional group tolerance and good chemo- and regioselectivities were observed, even in late-stage halogenation of complex mols. Moreover, this approach was scaled up to over 100 g without time-consuming and costly column purification Several drugs and key precursors for drugs bearing aryl halides (Br, Cl, I) was conveniently prepared based on this approach.

iScience published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Recommanded Product: 3-Bromo-1H-pyrrolo[3,2-c]pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chen, Minmin; Hu, Jinxia; Wang, Lujing; Li, Yanru; Zhu, Chenghao; Chen, Chen; Shi, Ming; Ju, Zhicheng; Cao, Xichuan; Zhang, Zhuoqi published the artcile< Targeted and redox-responsive drug delivery systems based on carbonic anhydrase IX-decorated mesoporous silica nanoparticles for cancer therapy>, Name: 1,2-Di(pyridin-2-yl)disulfane, the main research area is silica nanoparticle carbonic anhydrase cancer therapy redox drug delivery.

In this work, we developed a new antibody-targeted and redox-responsive drug delivery system “”MSNs-CAIX”” by binding the anti-carbonic anhydrase IX antibody (A-CAIX Ab) on the surface of mesoporous silica nanoparticles (MSNs) via disulfide linkages. The design of the composite particles “”MSNs-CAIX”” involved the synthesis and surface functionalization with thiol groups, 2,2′-dipyridyl disulfide and CAIX antibody. In vitro, CAIX capping the doxorubicin hydrochloric (DOX)-loaded nanoparticles (DOX@MSNs-CAIX) exhibited effectively redox-responsive release in the presence of glutathione (GSH) owing to the cleavage of the disulfide bond. Compared with CAIX neg. Mef cells (mouse embryo fibroblast), remarkably more DOX@MSNs-CAIX was internalized into CAIX pos. 4T1 cells (mouse breast cancer cells) by receptor-mediation. Tumor targeting in vivo studies clearly demonstrated DOX@MSNs-CAIX accumulated in tumors and induced more tumor cells apoptosis in 4T1 tumor-bearing mice. With great potential, this drug delivery system is a promising candidate for targeted and redox-responsive cancer therapy.

Scientific Reports published new progress about Antitumor agents. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Name: 1,2-Di(pyridin-2-yl)disulfane.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem