Day: October 12, 2022

Xie, Demeng; Wang, Yingwei; Zhang, Xia; Fu, Zhengyan; Niu, Dawen published the artcile< Alkyl/Glycosyl Sulfoxides as Radical Precursors and Their Use in the Synthesis of Pyridine Derivatives>, SDS of cas: 350-03-8, the main research area is pyridine alkyl regioselective preparation; alkyl glycosyl sulfoxide regioselective stereoselective photochem alkylation methoxypyridinium; Alkyl Sulfoxides; C-Glycosides; Electron Donor-Acceptor Complexes; Photochemistry; Radicals.

Here the use of simple and readily available alkyl sulfoxides as precursors to radicals and their application in the preparation of pyridine derivatives are reported. It was shown that alkyl sulfoxides, N-methoxy pyridinium salts and fluoride anions form electron donor-acceptor (EDA) complexes in solution, which, upon visible light irradiation, undergo a radical chain process to afford various pyridine derivatives smoothly. This reaction displays broad scope with respect to both sulfoxides and N-methoxy pyridinium salts. The synthetic versatility of sulfoxides as a handle in chem. adds to their power as radical precursors. Glycosyl sulfoxides are converted to the corresponding pyridyl C-glycosides with high stereoselectivities. Computational and exptl. studies provide insights into the reaction mechanism.

Angewandte Chemie, International Edition published new progress about Alkylation, regioselective. 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

den Hertog, H. J.; de Bruyn, J. published the artcile< Derivatives of pyridine and quinoline. LXXXVIII. Reactions of bromo derivatives of 2- and 3-ethoxypyridines when heated with hydrochloric acid>, Safety of 6-Chloropyridin-2-ol, the main research area is .

Following abstract When a bromoethoxypyridine (0.01 mole in 30-40 ml. 25% aqueous HCl) in a sealed tube is heated 4 hrs. at 160° in a shaking furnace, the Br is replaced by Cl when the former is in the 2- or 6-position, and the EtO group is replaced by the OH group. Thus 6-bromo-2-ethoxypyridine (I) gives 6-chloro-2-hydroxypyridine (II), m. 128.5-9°, and 2-bromo-3-ethoxypyridine (III) gives 2-chloro-3-hydroxypyridine, m. 169-70°, plus the corresponding dihydroxypyridines. The 3,5-di-Cl derivative of I yields 3,5,6-trichloro-2-hydroxypyridine, m. 174-5°. When the Br is in the 3- or 5-position it is not substituted by the procedure given. Thus 5-bromo-3-ethoxypyridine yields 5-bromo-3-hydroxypyridine. But either 3- or 5-bromo-2-ethoxypyridine yields mixtures of 3,5-dibromo-2-hydroxypyridine and 2-hydroxypyridine. As a further example of the positional reactivity of the Br, 2,5,6-tri-bromo-3-ethoxypyridine, m. 86-7°, prepared by heating 3-bromo-5-ethoxypyridine with Br in a sealed tube at 100°, gave 5-bromo-2,6-dichloro-3-ethoxypyridine, m. 77-8° with aqueous HCl. The EtO group in this case remained intact.

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about Chlorination. 73018-09-4 belongs to class pyridine-derivatives, and the molecular formula is C5H4ClNO, Safety of 6-Chloropyridin-2-ol.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Elif Ozturkkan Ozbek, Fureya; Ugurlu, Guventurk; Kalay, Erbay; Necefoglu, Hacali published the artcile< Synthesis, characterization and computational studies of 4-[(Pyridine-3-carbonyl)-hydrazonomethyl]-benzoic acid>, Reference of 93-60-7, the main research area is nicotinohydrazide mol structure hyperpolarizability dipole moment UV NMR IR.

A new hydrazone derivative compound, 4-[(Pyridine-3-carbonyl)-hydrazonomethyl]-benzoic acid, C15H11N3O, was obtained and characterized by 1H NMR, 13C NMR and UV-Vis, FT-IR and FT-Raman spectroscopy techniques. Mol. geometry, vibrational wavenumbers, frontier MO and non-linear optical (NLO) property of the title compound were calculated using ab initio Hartree-Fock (HF) and D. Functional Theory (DFT), employing B3LYP functional at 6-311++G (d,p) basis set. 1H and 13C NMR chem. shifts were calculated by using the gauge in dependent AO (GIAO) method at the HF and B3LYP methods with different basis sets. In addition, the HOMO and the LUMO were obtained from DFT LSDA methods with 6-311++G (d,p) basis set. The NLO behavior of the title compound has been studied by determining the elec. dipole moment (μ) and hyperpolarizability (β) using both B3LYP/6-311++G (d,p) and HF/6-311++G (d,p) methods. The energy gaps s(ΔEgap = ELUMO-EHOMO) of title mol. were calculated at 4.15, 2.77 and 9.81 eV with DFT-B3LYP/6-311++ G (d,p), DFT-LSDA/6-311++ G (d,p) and HF/6-311++ G (d,p) level of theory, resp. The calculated exptl. energy gap was found as 2.827 eV.

Journal of Molecular Structure published new progress about Conformational potential energy surface. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Reference of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Valipour, Mehdi; Chippindale, Ann M.; Kouzeli, Aynaz; Irannejad, Hamid published the artcile< A new and facile synthesis of N-benzyl-N'-acylureas via reaction of dibenzoylhydrazine carboxamide and benzylamines>, Application In Synthesis of 3731-53-1, the main research area is benzyl acylurea preparation; dibenzoylhydrazine carboxamide benzylamine amination.

Herein, a new method of synthesis of N-acylureas I (Ar = Ph, 4-methoxyphenyl, 3,4,5-trimethoxyphenyl, pyridin-3-yl, pyridin-4-yl) via reaction of N,2-bis(4-methoxybenzoyl)hydrazine-1-carboxamide and various benzylamines ArCH2NH2 was reported. Preparation of N,2-bis(4-methoxybenzoyl)hydrazine-1-carboxamide was performed by the treatment of 3-methylthio-5,6-bis(4-methoxyphenyl)-1,2,4-triazine with Oxone which leads to oxidation and triazine ring cleavage in high yield (82%). Five benzylamine derivatives I containing different electron donating and withdrawing substituents were used in this study. Yields for the conversion of dibenzoylhydrazine carboxamide to N-acylureas I were in the range of 40-55%.

Synthetic Communications published new progress about Amides Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Application In Synthesis of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Siegel, David J.; Howarth, Alexis N.; Traver, Joseph R.; Hillesheim, Patrick C.; Zeller, Matthias; Mirjafari, Arsalan published the artcile< 2,2'-[Methylenebis(sulfanediyl)]bis(pyridine 1-oxide)>, Electric Literature of 3811-73-2, the main research area is pyridine N oxide compound synthesis crystal structure.

The title compound, C11H10N2O2S2, crystallizes with one complete mol. in the asym. unit. In the crystal, weak hydrogen bonding is observed between the N-oxide moieties and several C-H units.

IUCrData published new progress about Crystal structure. 3811-73-2 belongs to class pyridine-derivatives, and the molecular formula is C5H4NNaOS, Electric Literature of 3811-73-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nishimura, Nobuko; Norman, Mark H.; Liu, Longbin; Yang, Kevin C.; Ashton, Kate S.; Bartberger, Michael D.; Chmait, Samer; Chen, Jie; Cupples, Rod; Fotsch, Christopher; Helmering, Joan; Jordan, Steven R.; Kunz, Roxanne K.; Pennington, Lewis D.; Poon, Steve F.; Siegmund, Aaron; Sivits, Glenn; Lloyd, David J.; Hale, Clarence; St. Jean, David J. published the artcile< Small Molecule Disruptors of the Glucokinase-Glucokinase Regulatory Protein Interaction: 3. Structure-Activity Relationships within the Aryl Carbinol Region of the N-Arylsulfonamido-N'-arylpiperazine Series>, Recommanded Product: tert-Butyl (5-aminopyridin-2-yl)carbamate, the main research area is arylsulfonamido arylpiperazine glucokinase glucokinase regulatory protein disruptor SAR; AMG 3969 glucokinase glucokinase regulatory protein disruptor SAR; glucose blood level reduction arylsulfonamido arylpiperazine.

We have recently reported a novel approach to increase cytosolic glucokinase (GK) levels through the binding of a small mol. to its endogenous inhibitor, glucokinase regulatory protein (GKRP). These initial investigations culminated in the identification of 2-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol (I, AMG-3969), a compound that effectively enhanced GK translocation and reduced blood glucose levels in diabetic animals. Herein we report the results of our expanded SAR investigations that focused on modifications to the aryl carbinol group of this series. Guided by the X-ray cocrystal structure of compound I bound to hGKRP, we identified several potent GK-GKRP disruptors bearing a diverse set of functionalities in the aryl carbinol region. Among them, sulfoximine and pyridinyl derivatives II and III possessed excellent potency as well as favorable PK properties. When dosed orally in db/db mice, both compounds significantly lowered fed blood glucose levels (up to 58%).

Journal of Medicinal Chemistry published new progress about Antidiabetic agents. 220731-04-4 belongs to class pyridine-derivatives, and the molecular formula is C10H15N3O2, Recommanded Product: tert-Butyl (5-aminopyridin-2-yl)carbamate.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Demonti, Luca; Saffon-Merceron, Nathalie; Mezailles, Nicolas; Nebra, Noel published the artcile< Cross-Coupling through Ag(I)/Ag(III) Redox Manifold>, Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is silver trifluoromethyl tervalent argentate preparation reductive elimination arylboronate; trifluoromethyl arene preparation coupling arylboronate trifluoromethylargentate reductive elimination; crystal mol optimized electronic structure tervalent trifluoromethyl argentate complex; AgIII chemistry; cross-coupling; fluorine; high-valent species; trifluoromethylation.

Trifluoromethyl argentates(III) undergo reductive elimination with arylboronic acids, yielding trifluoromethylarenes. In ample variety of transformations, the presence of silver as an additive or co-catalyst is believed to be innocuous for the efficiency of the operating metal catalyst. Even though Ag additives are required often as coupling partners, oxidants or halide scavengers, its role as a catalytically competent species is widely neglected in cross-coupling reactions. Most likely, this is due to the erroneously assumed incapacity of Ag to undergo 2e- redox steps. Definite proof is herein provided for the required elementary steps to accomplish the oxidative trifluoromethylation of arenes through AgI/AgIII redox catalysis (i. e. CEL coupling), namely: (i) easy AgI/AgIII 2e- oxidation mediated by air; (ii) bpy/phen ligation to AgIII; (iii) boron-to-AgIII aryl transfer; and (iv) ulterior reductive elimination of benzotrifluorides from an [aryl-AgIII-CF3] fragment. More precisely, an ultimate entry and full characterization of organosilver(III) compounds [K]+[AgIII(CF3)4]- (K-1), [(bpy)AgIII(CF3)3] (2) and [(phen)AgIII(CF3)3] (3), is described. The utility of 3 in cross-coupling has been showcased unambiguously, and a large variety of arylboron compounds was trifluoromethylated via [AgIII(aryl)(CF3)3]- intermediates. This work breaks with old stereotypes and misconceptions regarding the inability of Ag to undergo cross-coupling by itself.

Chemistry – A European Journal published new progress about Boronic acids, esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (arylboronates). 329214-79-1 belongs to class pyridine-derivatives, and the molecular formula is C11H16BNO2, Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Beller, Matthias; Magerlein, Wolfgang; Indolese, Adriano F.; Fischer, Christine published the artcile< Efficient palladium-catalyzed alkoxycarbonylation of N-heteroaryl chlorides - A practical synthesis of building blocks for pharmaceuticals and herbicides. [Erratum to document cited in CA135:210917]>, Product Details of C6H6ClNO, the main research area is erratum butyl pyridinecarboxylate preparation; butyl pyridinecarboxylate preparation erratum; heteroaryl chloride alkoxycarbonylation palladium phosphine ligand catalyst erratum; alkoxycarbonylation chloropyridine palladium catalyst erratum.

The correct structures are given for Table 5, entry 3, product; Table 7, entry 1, product; Table 7, entry 2, product; and Table 7, entry 3, product.

Synthesis published new progress about Alkoxycarbonylation. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Product Details of C6H6ClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sinwat, Nuananong; Witoonsatian, Kriangkrai; Chumsing, Suksan; Suwanwong, Monticha; Kankuntod, Somyod; Jirawattanapong, Pichai; Songserm, Thaweesak published the artcile< Antimicrobial Resistance Phenotypes and Genotypes of Salmonella spp. Isolated from Commercial Duck Meat Production in Thailand and Their Minimal Inhibitory Concentration of Disinfectants>, Recommanded Product: 1-Hexadecylpyridin-1-ium chloride, the main research area is Salmonella disinfectant antimicrobial resistance phenotype genotype duck meat; Salmonella enterica; antimicrobial resistance; disinfectant resistance; meat-type ducks.

Salmonella is an important foodborne bacterium that has become increasingly resistant to critical antimicrobial and disinfectant agents. The aim of this study was to characterize antimicrobial and disinfectant resistance of Salmonella spp. isolated from ducks raised for meat in Nakhon Pathom province, Thailand. A total of 694 fecal samples from ducks were collected in 2018. Of which, 85 samples were pos. for Salmonella (12.2%), and 12 Salmonella serovars were identified from 125 Salmonella isolates. The Altona serovar was the predominant serotype found in this study (36.5%). All isolates showed resistance to at least one class of antimicrobial, and 23.2% displayed multidrug resistance (MDR) phenotype. The blaTEM, aadA2, strA, and dfrA12 genes were detected in antibiotic-resistant strains of Salmonella, whereas the genes within a plasmid-borne qnr family that presented in fluoroquinolone-susceptible Salmonella strains were qnrB (3.8%) and qnrS (1.5%). The min. inhibitory concentrations of benzalkonium chloride (BKC), cetylpyridium chloride (CPC), and hexadecyltrimethyl ammonium bromide (CTAB) ranged between 128 and 512μgg/mL, while that of didecyldimethylammonium chloride (DDAC) was between 32 and 128μg/mL. The presences of qacEΔ1, mdfA, sugE(c), sugE(p), and ydgE genes were less prevalent (0.8-1.6%). Taken together, our results indicate that duck is an important source of Salmonella with antimicrobial resistance in food-producing animals. Active surveillance programs for antimicrobial and disinfectant resistance in duck production are needed for an early detection of resistance strains of public health importance.

Microbial Drug Resistance (New Rochelle, NY, United States) published new progress about Antimicrobial agent resistance. 123-03-5 belongs to class pyridine-derivatives, and the molecular formula is C21H38ClN, Recommanded Product: 1-Hexadecylpyridin-1-ium chloride.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem