Category: pyridine-derivatives

Paul, Lindsey; Enkhbold, Khuslen; Robinson, Sydney; Aye, Than Thar; Chung, Yuna; Harrison, Daniel P.; Pollock, Julie A.; Norris, Michael R. published the artcile< Unravelling the role of [Ru(bpy)2(OH2)2]2+ complexes in photo-activated chemotherapy>, COA of Formula: C10H8N2, the main research area is Breast cancer; Cytotoxicity; Lung cancer; Photoactivation; Polypyridyl; Ruthenium.

Photoactivated chemotherapy (PACT) has emerged as a promising strategy to selectively target cancer cells by using light irradiation to generate cytotoxic complexes in situ through a mechanism involving ligand-loss. Due to their rich optical properties and excited state chem., Ru polypyridyl complexes have attracted significant attention for PACT. However, studying PACT is complicated by the fact that many of these Ru complexes can also undergo excited-state electron transfer to generate 1O2 species. In order to deconvolute the biol. roles of possible photo-decomposition products without the added complication of excited-state electron transfer chem., we have developed a methodol. to systematically investigate each product individually, and assess the structure-function relationship. Here, we synthesized a series of eight distinct Ru polypyridyl complexes: Ru-Xa ([Ru(NN)3]2+), Ru-Xb ([Ru(NN)2py2]2+), and Ru-Xc ([Ru(NN)(OH2)2]2+) where NN = 2,2′-bipyridine, 4,4′-dimethyl-2,2′-bipyridine, or di-Me 2,2′-bipyridine-4,4′-dicarboxylate and py = pyridine. The cytotoxicity of these complexes was investigated in two cell lines amenable to PACT: H23 (breast cancer) and T47D (lung cancer). We confirmed that light irradiation of Ru-Xa and Ru-Xb complexes generate Ru-Xc complexes through UV-visible spectroscopy, and observed that the Ru-Xc complexes are the most toxic against the cancer cell lines. In addition, we have shown that ligand release and biol. activity including bovine serum albumin (BSA) binding, lipophilicity, and DNA interaction are altered when different groups are appended to the bipyridine ligands. We believe that the methodol. presented here will enhance the development of more potent and selective PACT agents moving forward.

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, COA of Formula: C10H8N2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nie, Xufeng; Zheng, Yanling; Ji, Li; Fu, Haiyan; Chen, Hua; Li, Ruixiang published the artcile< Acceptorless dehydrogenation of amines to nitriles catalyzed by N-heterocyclic carbene-nitrogen-phosphine chelated bimetallic ruthenium (II) complex>, Name: Pyridin-4-ylmethanamine, the main research area is heterocyclic carbene nitrogen phosphine chelate bimetallic ruthenium complex preparation; amine ruthenium complex catalyst dehydrogenation green chem; nitrile preparation.

A clean, atom-economical and environmentally friendly route for acceptorless dehydrogenation of amines to nitriles by combining a new dual N-heterocyclic carbene-nitrogen-phosphine ligand R(CNP)2 (R = o-xylyl) with a ruthenium precursor [RuCl2(η6-C6H6)]2 was developed. In this system, the electronic and steric factors of amines had a negligible influence on the reaction and a broad range of functional groups were well tolerated. All of the investigated amines was converted to nitriles in good yield of up to 99% with excellent selectivity. The unprecedented catalytic performance of this system was attributed to the synergistic effect of two ruthenium centers chelated by R(CNP)2 and a plausible reaction mechanism was proposed according to the active species found via in-situ NMR and HRMS.

Journal of Catalysis published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Name: Pyridin-4-ylmethanamine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Xue; Ling, Liang; Luo, Meiming; Zeng, Xiaoming published the artcile< Accessing Difluoromethylated and Trifluoromethylated cis-Cycloalkanes and Saturated Heterocycles: Preferential Hydrogen Addition to the Substitution Sites for Dearomatization>, Name: 3-(Trifluoromethyl)pyridine, the main research area is difluoromethyl cis cycloalkane saturated heterocycle diastereoselective preparation; arene heteroarene cycloalkyl amino carbene rhodium catalyst dearomative reduction; trifluoromethyl cis cycloalkane saturated heterocycle diastereoselective preparation; heteroarene arene cycloalkyl amino carbene rhodium catalyst dearomative reduction; N-heterocyclic carbenes; fluorine; hydrogenation; reduction; rhodium.

A straightforward process in which a cyclic (alkyl)(amino)carbene/Rh catalyst system facilitates preferential addition of hydrogen to substitution sites of difluoromethylated and trifluoromethylated arenes and heteroarenes, leading to dearomative reduction was reported. This strategy enabled diastereoselective synthesis of cis-difluoromethylated and cis-trifluoromethylated cycloalkanes such as I [R = 2-COMe, 4-pyrazolyl, 3-OTBS, etc.; R1 = CF2H, CF3] and saturated heterocycles, e.g. II, and even allowed formation of all-cis multi-trifluoromethylated cyclic products with a defined equatorial orientation of the di- and trifluoromethyl groups. Deuterium-labeling studies indicated that hydrogen preferentially attacked substitution sites of planar arenes, resulting in dearomatization, possibly with heterogeneous Rh as reactive species, followed by either reversible or irreversible hydrogen addition to nonsubstitution sites.

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Name: 3-(Trifluoromethyl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hara, Naofumi; Uemura, Nao; Nakao, Yoshiaki published the artcile< C2-Selective silylation of pyridines by a rhodium-aluminum complex>, Safety of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is dehydrogenative silylation CH activation pyridine rhodium aluminum heterobimetallic catalyst; Lewis acid rhodium aluminum heterobimetallic complex dehydrogenative silylation catalyst; crystal mol structure rhodium aluminum heterobimetallic complex.

We have developed a C2-selective dehydrogenative mono-silylation of a variety of pyridines using a Rh-Al complex [(R2PCH2N-1,2-C6H4NMe-1,2-C6H4NCH2PR2)AlClRhCl(L)]n (R = Ph, iPr; n = 1, L = nbd; n = 2, L void). Both the site- and mono-selectivity are controlled via the pyridine coordination to the Lewis-acidic Al center prior to the activation of the pyridine C(2)-H bond at the proximal Rh center. A reaction mechanism is proposed based on several mechanistic studies, including the isolation of a (2-pyridyl)silylrhodium intermediate.

Chemical Communications (Cambridge, United Kingdom) published new progress about C-H bond activation. 329214-79-1 belongs to class pyridine-derivatives, and the molecular formula is C11H16BNO2, Safety of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Zi-Chen; Li, Rui-Tao; Ma, Qiang; Chen, Jia-Yi; Ni, Shao-Fei; Li, Ming; Wen, Li-Rong; Zhang, Lin-Bao published the artcile< Electrochemically enabled rhodium-catalyzed [4+2] annulations of arenes with alkynes>, Application of C10H8N2, the main research area is azaarene internal alkyne rhodium regioselective electrooxidative cycloaddition green chem; azaarenium hexafluorophosphate preparation; azobenzene internal alkyne rhodium regioselective electrooxidative cycloaddition green chem; cinnolinium hexafluorophosphate preparation.

Electrochem. driven, Rh(III)-catalyzed regioselective annulations of arenes with alkynes was established. The strategy, combining the use of a rhodium catalyst with electricity, not only avoided the need for using a stoichiometric amount of external oxidant, but also ensured that the transformations proceeded under mild and green conditions, which enabled broad functional group compatibility with a variety of substrates, including drugs and pharmaceutical motifs. Moreover, the electrolysis reaction was made operationally simple by employing an undivided cell and proceeded efficiently in aqueous solution in air.

Green Chemistry published new progress about [4+2] Cycloaddition reaction (electrochem., regioselective). 581-47-5 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Application of C10H8N2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ma, Xiurong; Lu, Junjian; Yang, Peixin; Zhang, Zheng; Huang, Bo; Li, Rongtao; Ye, Ruirong published the artcile< 8-Hydroxyquinoline-modified ruthenium(II) polypyridyl complexes for JMJD inhibition and photodynamic antitumor therapy>, COA of Formula: C10H8N2, the main research area is .

As an ideal scaffold for metal ion chelation, 8-hydroxyquinoline (8HQ) can chelate different metal ions, such as Fe2+, Cu2+, Zn2+, etc. Here, by integrating 8HQ with a ruthenium(II) polypyridyl moiety, two Ru(II)-8HQ complexes (Ru1 and Ru2), [Ru(N-N)2L](PF6)2 (L = 2-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)quinolin-8-ol; N-N: 2,2′-bipyridine (bpy, in Ru1), 1,10-phenanthroline (phen, in Ru2)) were designed and synthesized. In both complexes, ligand L is an 8HQ derivative designed to chelate the cofactor Fe2+ of jumonji C domain-containing demethylase (JMJD). As expected, Ru1 and Ru2 could inhibit the activity of JMJD by chelating the key cofactor Fe2+ of JMJD, resulting in the upregulation of histone-methylation levels in human lung cancer (A549) cells, and the upregulation was more pronounced under light conditions. In addition, MTT data showed that Ru1 and Ru2 exhibited lower dark toxicity, and light irradiation could significantly enhance their antitumor activity. The marked photodynamic activities of Ru1 and Ru2 could induce the elevation of reactive oxygen species (ROS), depolarization of mitochondrial membrane potential (MMP), and activation of caspases. These mechanistic studies indicated that Ru1 and Ru2 could induce apoptosis through the combination of JMJD inhibitory and PDT activities, thereby achieving dual antitumor effects.

Dalton Transactions published new progress about 366-18-7. 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, COA of Formula: C10H8N2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simmons, Bryan J.; Hoffmann, Marie; Champagne, Pier Alexandre; Picazo, Elias; Yamakawa, Katsuya; Morrill, Lucas A.; Houk, K. N.; Garg, Neil K. published the artcile< Understanding and Interrupting the Fischer Azaindolization Reaction>, Reference of 832735-54-3, the main research area is Fischer Azaindolization Reaction mechanism.

Exptl. and computational studies pertaining to the Fischer azaindolization reaction are reported. These studies explain why pyridylhydrazines are poorly reactive in Fischer indolization reactions, in addition to the origin of hydrazine substituent effects. Addnl., an interrupted variant of Fischer azaindolization methodol. is disclosed, which provides a synthetic entryway into fused azaindoline scaffolds.

Journal of the American Chemical Society published new progress about Fischer indole synthesis. 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Reference of 832735-54-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nishiyama, Hisao published the artcile< Synthesis and reactivity of organometallic complexes with C2-symmetrical optically active nitrogen-ligands. Asymmetric catalytic oxidation>, Name: 6,6′-Bis(4-(S)-isopropyl-2-oxazolinyl)-2,2′-bipyridine, the main research area is ruthenium oxazolinyl pyridine catalyst asym oxidation; oxazolinyl bipyridine ruthenium catalyst asym oxidation.

Two types of optically active nitrogen-ligands having C2-symmetry, bis(oxazolinyl)pyridine (Pybox) and bis(oxazolinyl)bipyridine (Bipymox), were developed for asym. catalytic reactions. The nitrogen ligands gave stable complexes by the reaction with ruthenium(II) chloride complex. The structures of the Pybox- and Bipymox-ruthenium complexes were analyzed by x-ray and electrochem. Their complexes of ruthenium(II) exhibited strong activities of oxidation of secondary alcs. and epoxidation of olefins with asym. induction. During this study, highly efficient enantioselective hydrosilylation of ketones and cyclopropanation reaction were discovered.

Asahi Garasu Zaidan Josei Kenkyu Seika Hokoku published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 147409-41-4 belongs to class pyridine-derivatives, and the molecular formula is C22H26N4O2, Name: 6,6′-Bis(4-(S)-isopropyl-2-oxazolinyl)-2,2′-bipyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

He, Chengzhi; Li, Shuai; Gao, Xiaoqing; Xiao, Adam; Hu, Chunguang; Hu, Xiaodong; Hu, Xiaotang; Li, Hongbin published the artcile< Direct observation of the fast and robust folding of a slipknotted protein by optical tweezers>, Computed Properties of 2127-03-9, the main research area is slipknotted protein folding optical tweezer direct observation.

Understanding the folding mechanism of knotted and slipknotted proteins has attracted considerable interest. Due to their topol. complexity, knotted and slipknotted proteins are predicted to fold slowly and involve large topol. barriers. Mol. dynamics simulation studies suggest that a slipknotted conformation can serve as an important intermediate to help greatly reduce the topol. difficulty during the folding of some knotted proteins. Here we use a single mol. optical tweezers technique to directly probe the folding of a small slipknotted protein AFV3-109. We found that stretching AFV3-109 can lead to the untying of the slipknot and complete unfolding of AFV3-109. Upon relaxation, AFV3-109 can readily refold back to its native slipknot conformation with high fidelity when the stretching force is lower than 6 pN. The refolding of AFV3-109 occurs in a sharp two-state like transition. Our results indicate that, different from knotted proteins, the folding of a slipknotted protein like AFV3-109 can be fast, and may not necessarily involve a high topol. barrier.

Nanoscale published new progress about Denaturation. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Computed Properties of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Breitenbach, Benjamin B.; Steiert, Elena; Konhaeuser, Matthias; Vogt, Lea-Marie; Wang, Yujen; Parekh, Sapun H.; Wich, Peter R. published the artcile< Double stimuli-responsive polysaccharide block copolymers as green macrosurfactants for near-infrared photodynamic therapy>, Application In Synthesis of 2127-03-9, the main research area is polysaccharide copolymer surfactant photodynamic therapy nearinfrared radiation.

The NIR absorbing photosensitizer phthalocyanine zinc (PC(Zn)) was stabilized in aqueous media as water-dispersible nanoparticles with a reduction- and pH-responsive full polysaccharide block copolymer. A cellular uptake and also photo switchable intracellular activity of the cargo upon irradiation at wavelengths in the near IR region were shown. The block copolymer was synthesized by applying a copper-free click strategy based on a thiol exchange reaction, creating an amphiphilic double-stimuli-responsive mixed disulfide. The dual-sensitive polysaccharide micelles represent a non-toxic and biodegradable green macrosurfactant for the delivery of phthalocyanine zinc. By encapsulation into micellar nanoparticles, the bioavailability of PC(Zn) increased significantly, enabling smart photodynamic therapy for future applications in cancer-related diseases.

Soft Matter published new progress about Bioavailability. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Application In Synthesis of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem