Pyridine-derivatives

Sen, Subhabrata; Barman, Dhiraj; Khan, Haya; Das, Ranajit; Maiti, Debajit published the artcile< Cu(II)-Catalyzed Multicomponent Reaction of Pyridine Derivatives/Isoquinolines with Iodonium Ylide and 1,4-Quinones Using Mechanochemistry>, Application of C6H4F3N, the main research area is isoindolopyridine preparation green chem regioselective mechanochem DFT photoluminescence anticancer; pyridine iodonium ylide quinone multicomponent reaction copper catalyst; isoindoloisoquinoline preparation green chem regioselective mechanochem DFT photoluminescence anticancer; isoquinoline iodonium ylide quinone multicomponent reaction copper catalyst.

An efficient copper-catalyzed solvent-free multicomponent reaction for pyridine derivatives such as 3-methylpyridine, pyridine-3-carbonitrile, 3-(trifluoromethyl)pyridine, etc. Ph iodonium di-Me malonate, and 1,4-quinones such as benzoquinone, p-methylbenzoquinone, anthraquinone and naphthoquinone is developed via a room-temperature ball milling technique. The reported protocol provides a sustainable synthesis of isoindolo[2,1-a]pyridine/isoquinoline class of mols., e.g., I (R = F, H) and e.g., II in good to excellent yield in a mixer mill (RETSCH MM400) engaging the com. available copper acetate (Cu(OAc)2) as a catalyst without the use of organic solvents. It tolerates a myriad of electron-rich and electron-deficient functionalities on the pyridine moiety. The scalability of the protocol was illustrated by successfully performing the reaction in the gram scale. The photoluminescence and related cellular study revealed that these can be used as a fluorescent chromophore-based cellular probe. A clean reaction profile and a facile exptl. setup that is devoid of anhydrous reaction conditions and toxic organic solvents have established the advantages of this strategy over the reported process.

Journal of Organic Chemistry published new progress about Antitumor agents. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Application of C6H4F3N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Parchment, Oswald G.; Hillier, Ian H.; Green, Darren V. S. published the artcile< A theoretical study of the protometric equilibrium of 6-chloro-2-hydroxypyridine in the gas phase and in solution>, Application In Synthesis of 73018-09-4, the main research area is tautomerism chlorohydroxypyridine; quantum MP4 chlorohydroxypyridine tautomerism; solvation free energy chlorohydroxypyridine tautomerism; CISD quantum chlorohydroxypyridine tautomerism; correlation energy chlorohydroxypyridine tautomerism.

The equilibrium between 6-chloro-2-hydroxypyridine and 6-chloro-2-pyridone has been studied theor. in the gas phase, in water and and in carbon tetrachloride using a combination of electronic structure calculations, including geometry optimization and electron correlation, and mol. dynamics simulations. The use of a 6-31 G** basis with correlation, correctly predicts the increased stability of the enol form upon chlorine substitution at the 6 position and, at the MP4 level, yields agreement with the gas phase energetics to within 1.5 kcal mol-1. The accuracy of the computer simulations in predicting the differential free energy of solvation of the two tautomers in water is also ca. 1.5 kcal mol-1, while for solvation in carbon tetrachloride the corresponding accuracy is ca. 0.2 kcal mol-1.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about CISD. 73018-09-4 belongs to class pyridine-derivatives, and the molecular formula is C5H4ClNO, Application In Synthesis of 73018-09-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kong, Bo; Zhu, Zhaohong; Li, Hongmei; Hong, Qianqian; Wang, Cong; Ma, Yu; Zheng, Wan; Jiang, Fei; Zhang, Zhimin; Ran, Ting; Bian, Yuanyuan; Yang, Na; Lu, Tao; Zhu, Jiapeng; Tang, Weifang; Chen, Yadong published the artcile< Discovery of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as novel and potent bromodomain and extra-terminal (BET) inhibitors with anticancer efficacy>, Safety of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is benzoimidazolyl dimethyl pyrrolyl ethanone preparation antitumor SAR hydrophobicity; 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives; BET inhibitor; Hematologic malignancies; Solid tumors.

As epigenetic readers, bromodomain and extra-terminal domain (BET) family proteins bind to acetylated-lysine residues in histones and recruit protein complexes to promote transcription initiation and elongation. Inhibition of BET bromodomains by small mol. inhibitors has emerged as a promising therapeutic strategy for cancer. Herein, we describe our efforts toward the discovery of a novel series of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as BET inhibitors. Intensive structural modifications led to the identification of compound 35f as the most active inhibitor of BET BRD4 with selectivity against BET family proteins. Further biol. studies revealed that compound 35f can arrest the cell cycle in G0/G1 phase and induce apoptosis via decreasing the expression of c-Myc and other proteins related to cell cycle and apoptosis. More importantly, compound 35f showed favorable pharmacokinetic properties and antitumor efficacy in MV4-11 mouse xenograft model with acceptable tolerability. These results indicated that BET inhibitors could be potentially used to treat hematol. malignancies and some solid tumors.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 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

Adamczak, Ashley K.; Howard, William A.; Wheeler, Kraig A. published the artcile< Enhanced nucleophilic substitution with coordinated 4,4'-dichloro-2,2'-bipyridine: X-ray structures of 4,4'-dichloro-2,2'-bipyridine (Bipy-Cl2), cis-dichlorobis(4,4'-dichloro-2,2'-bipyridine)rhodium(III) hexafluorophosphate [Rh](PF6), and tris(4,4'-dichloro-2,2'-bipyridine)ruthenium(II) hexafluorophosphate [Ru](PF6)2>, HPLC of Formula: 1762-41-0, the main research area is ruthenium rhodium chlorobipyridine complex preparation crystal structure; optimized mol structure ruthenium rhodium chlorobipyridine complex.

The chem. reactivity of 4,4′-dichloro-2,2′-bipyridine (bipy-Cl2) changes profoundly upon coordination to a [Ru]2+ center. When not coordinated to [Ru]2+, bipy-Cl2 is relatively unreactive toward nucleophiles; but when coordinated to [Ru]2+, the chlorine atoms become susceptible to nucleophilic displacement. The x-ray structures of bipy-Cl2, cis-dichlorobis (4,4′-dichloro-2,2′-bipyridine)rhodium(III) hexafluorophosphate [Rh](PF6), and tris(4,4′-dichloro-2,2′-bipyridine)ruthenium(II) hexafluorophosphate [Ru](PF6)2 reveal that the carbon-chlorine bond lengths do not change substantially upon coordination to the rhodium or ruthenium centers – implying that the carbon-chlorine bond strengths also do not change substantially. B3LYP calculations reveal that the standard enthalpy of activation (ΔH°≠) for the nucleophilic substitution of the chlorine atom in [Ru (bipy)2{bipy-Cl}]2+(bipy = 2,2′-bipyridine; bipy-Cl = 4-chloro-2,2′-bipyridine) by OCH3- is 46.7 kJ mol-1, while the calculated ΔH°≠ value for the nucleophilic substitution of the chlorine atom in free bipy-Cl by OCH3- is 72.8 kJ mol-1. However, the B3LYP calculations of the ΔH°≠ values for the nucleophilic displacement of the chlorine atom in the cis and trans isomers of [Ru (bipy) (2,2′-biphenyl){bipy-Cl}], which are neutral complexes, are 76.0 and 73.8 kJ mol-1 resp. – comparable to that for the reaction involving free bipy-Cl. Hence, the calculations suggest that the overall pos. charge of the complex is primarily responsible for lowering the activation barrier to nucleophilic substitution in coordinated chloro-bipyridines.

Journal of Molecular Structure published new progress about Crystal structure. 1762-41-0 belongs to class pyridine-derivatives, and the molecular formula is C10H6Cl2N2, HPLC of Formula: 1762-41-0.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Wenming; Holyoke, Caleb W. Jr.; Pahutski, Thomas F.; Lahm, George P.; Barry, James D.; Cordova, Daniel; Leighty, Robert M.; Singh, Vineet; Vicent, Daniel R.; Tong, My-Hanh T.; Hughes, Kenneth A.; McCann, Stephen F.; Henry, Yewande T.; Xu, Ming; Briddell, Twyla A. published the artcile< Mesoionic pyrido[1,2-a]pyrimidinones: Discovery of triflumezopyrim as a potent hopper insecticide1>, Synthetic Route of 56622-54-9, the main research area is mesoionic pyrido pyrimidinone preparation hopper insecticidal activity SAR; triflumezopyrim preparation hopper insecticidal activity SAR; Acetylcholine receptor; Inhibitor; Insecticide; Mesoionic; Pyrido[1,2-a]pyrimidinone; Triflumezopyrim.

A novel class of mesoionic pyrido[1,2-a]pyrimidinones has been discovered with exceptional insecticidal activity controlling a number of insect species. In this communication, we report the part of the optimization program which led to the discovery of triflumezopyrim (I) as a highly potent insecticide controlling various hopper species. Our efforts in discovery, synthesis, structure-activity relationship elucidation, and biol. activity evaluation are also presented.

Bioorganic & Medicinal Chemistry Letters published new progress about Acute toxicity. 56622-54-9 belongs to class pyridine-derivatives, and the molecular formula is C7H10N2, Synthetic Route of 56622-54-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Takrouri, Khuloud; Cooper, Harold D.; Spaulding, Adnrew; Zucchi, Paula; Koleva, Bilyana; Cleary, Dillon C.; Tear, Westley; Beuning, Penny J.; Hirsch, Elizabeth B.; Aggen, James B. published the artcile< Progress against Escherichia coli with the Oxazolidinone Class of Antibacterials: Test Case for a General Approach To Improving Whole-Cell Gram-Negative Activity>, COA of Formula: C6H5BrN2O2, the main research area is Escherichia oxazolidinone antibacterial gram neg permeation; Gram-negative; efflux pump; outer membrane permeability; oxazolidinones; porins.

Novel antibacterials with activity against the Gram-neg. bacteria associated with nosocomial infections, including Escherichia coli and other Enterobacteriaceae, are urgently needed due to the increasing prevalence of multidrug-resistant strains. A major obstacle that has stalled progress on nearly all small-mol. classes with potential for activity against these species has been achieving sufficient whole-cell activity, a difficult challenge due to the formidable outer membrane and efflux barriers intrinsic to these species. Using a set of compound design principles derived from available information relating physicochem. properties to Gram-neg. entry or activity, we synthesized and evaluated a focused library of oxazolidinone analogs, a currently narrow spectrum class of antibacterials active only against Gram-pos. bacteria. In this series, we have explored the effectiveness for improving Gram-neg. activity by identifying and combining beneficial structural modifications in the C-ring region. We have found polar and/or charge-carrying modifications that, when combined in hybrid C-ring analogs, appear to largely overcome the efflux and/or permeability barriers, resulting in improved Gram-neg. activity. In particular, those analogs least effected by efflux and the permeation barrier had significant zwitterionic character.

ACS Infectious Diseases published new progress about Antibiotics. 870997-85-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrN2O2, COA of Formula: C6H5BrN2O2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yakhontov, L. N.; Portnov, M. A.; Azimov, V. A.; Lapan, E. I. published the artcile< Derivatives of azaindoles. XXXII. Comparative study of azaindole ionization constants by applying correlation methods>, Application In Synthesis of 23612-36-4, the main research area is azaindoles ionization; ionization azaindoles; pyrrolopyridines; pyridines pyrrolo.

The pKa values were determined exptl. of the following 1-(R-substituted)-3-(R1-substituted)-4-azaindoles (I), 1-(R-substituted)-3-(R1-substituted)-5-azaindoles (II), and 1-(R-substituted)-4-(R1-substituted)-6-(R2-substituted)-5-azaindolines (III) (compound, and R, R1, or R, R1, and R2 given): I, H, H; I, H, Br; I, H, Cl; I, H, NO2; I, H, CH2CO2Et; I, H, CH2CONH2; I, Ac, H; I, Ac, Br; I, Ac, NHAc; I, H, CH2NMe2; I, H, (4-azaindol-3-yl)-methyl; II, H, H; II, Ph, H; II, H, Br; II, H, NO2; III, H, H, H; III, Ph, H, H; III, Ph, OH, H; III, Ph, Cl, H; III, H, Cl, H; III, H, Cl, Cl; III, PhCH2, OH, H; III, PhCH2, Cl, H. Correlations were obtained between pKa and Taft ionization constants

Zhurnal Organicheskoi Khimii published new progress about Ionization. 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Application In Synthesis of 23612-36-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Budweg, Svenja; Junge, Kathrin; Beller, Matthias published the artcile< Transfer-dehydrogenation of secondary alcohols catalyzed by manganese NNN-pincer complexes>, SDS of cas: 350-03-8, the main research area is manganese pincer complex preparation crystal structure; secondary alc manganese pincer complex catalyst transfer dehydrogenation; ketone preparation.

Novel catalytic systems based on pentacarbonylmanganese bromide and stable NNN-pincer ligands were presented for the transfer-dehydrogenation of secondary alcs. to gave the corresponding ketones in good to excellent isolated yields. Best results were obtained using di-picolylamine derivatives as ligands and acetone as an inexpensive hydrogen acceptor. Besides high activity for benzylic substrates, aliphatic alcs., as well as steroid derivatives, were readily oxidized in the presence of the optimal phosphorus-free catalyst.

Chemical Communications (Cambridge, United Kingdom) published new progress about Crystal structure. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, SDS of cas: 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bubnov, Michael P.; Teplova, Irina A.; Cherkasova, Anna V.; Baranov, Evgenii V.; Fukin, Georgy K.; Romanenko, Galina V.; Bogomyakov, Artem S.; Starikov, Andrey G.; Cherkasov, Vladimir K.; Abakumov, Gleb A. published the artcile< Metal-ligand ferromagnetic exchange interactions in heteroligand bis-o-semiquinonato nickel complexes with 2,2'-dipyridine and 1,10-phenanthroline>, COA of Formula: C10H8N2, the main research area is nickel semiquinonate complex preparation ferromagnetic exchange; optimized mol structure nickel semiquinonate complex; crystal structure nickel semiquinonate complex.

Novel bis-o-semiquinonato nickel complexes (2,2′-bpy)Ni(3,6-DBSQ)2 (1) and (1,10-phen)Ni(3,6-DBSQ)2 (2) was synthesized (2,2′-bpy is 2,2′-dipyridine; 1,10-phen is 1,10-phenanthroline; 3,6-DBSQ is anion-radical of 3,6-tert-butyl-o-benzoquinone). Single crystal x-ray diffraction study indicated distorted octahedral environment of nickel atom in both complexes. Variable temperature magnetic susceptibility measurement detected predomination of ferromagnetic exchange interactions between high spin nickel ion and anion-radicals of o-semiquinones. DFT calculations are in a good agreement with exptl. structural and magnetic results.

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem