Category: pyridine-derivatives

Pyrch, Mikaela M.; Williams, Jay M.; Kasperski, Maguire W.; Applegate, Lindsey C.; Forbes, Tori Z. published the artcile< Synthesis and spectroscopic characterization of actinyl(VI) tetrahalide coordination compounds containing 2, 2'-bipyridine>, Computed Properties of 366-18-7, the main research area is uranium neptunium oxo chloro bromo complex preparation crystal structure.

Three new actinide tetrahalide coordination compounds containing 2,2′-bipyridinium (H2bpy) were synthesized by room temperature evaporation and characterized via single crystal x-ray diffraction, Raman spectroscopy, and IR spectroscopy. The solid-state compounds (Np1, U1, and U2) contain the AnO2+2 cation coordinated to four halide (chloride or bromide) atoms to form the anionic tetrahalide mol. unit [AnO2X4]2- (X = Cl, Br) and are charge balanced by the 2,2′-bipyridinium cations that engage in electrostatic interactions with the actinyl complex. Np1 (N2C10H10)[NpO2Cl4] contains 2,2′-bipyridine in the cis conformation where both the nitrogen atoms are directed towards the [NpO2Cl4]2- monomer. Within U1 (N2C10H9)[UO2Cl4], the 2,2′-bipyridine is in a trans conformation, and found in the same orientation in the isomorphous structure U2 (N2C10H9)[UO2Br4]. The compounds were further characterized by vibrational spectroscopy with specific interest in the actinyl cation. Raman spectroscopy provided information on the actinyl sym. stretch (ν1) whereas IR spectroscopy was used to determine the location of the asym. stretch (ν3). Spectral similarities are observed between the two isomorphous structures, but slight variations across structures are associated with bipyridine bands in the various conformations. Addnl. anal. of these vibrational features in U1 and U2 provided information on the actinyl force constants, allowing insight into the relative uranyl bond strength that was compared to similar tetrahalide compounds

Inorganica Chimica Acta published new progress about Actinide complexes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Computed Properties of 366-18-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kmentova, Iveta; Sutherland, Hamish S.; Palmer, Brian D.; Blaser, Adrian; Franzblau, Scott G.; Wan, Baojie; Wang, Yuehong; Ma, Zhenkun; Denny, William A.; Thompson, Andrew M. published the artcile< Synthesis and structure-activity relationships of aza- and diazabiphenyl analogues of the antitubercular drug (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (PA-824)>, Related Products of 832735-54-3, the main research area is imidazooxazine aza diazabiphenyl analog preparation physicochem lipophilicity; microsomal stability pharmacokinetic property; tuberculosis antituberculosis structure activity; Suzuki Leibeskind Srogl cross coupling.

New heterocyclic analogs of the potent biphenyl class derived from antitubercular drug I were prepared, aiming to improve aqueous solubility but maintain high metabolic stability and efficacy. The strategy involved replacement of one or both Ph groups by pyridine, pyridazine, pyrazine, or pyrimidine, in order to reduce lipophilicity. For para-linked biaryls, hydrophilicities (ClogP) correlated with measured solubilities, but highly soluble bipyridine analogs displayed weak antitubercular activities. A terminal pyridine or proximal heterocycle allowed retention of potency and provided solubility improvements, particularly at low pH, with examples from the latter classes displaying the better in vivo efficacies, high metabolic stabilities, and excellent pharmacokinetics. Five such compounds were >100-fold better than the parent drug in a mouse model of acute Mycobacterium tuberculosis infection, and two orally bioavailable pyridine analogs (3-4-fold more soluble than the parent at low pH) were superior to antitubercular drug II in a chronic infection model.

Journal of Medicinal Chemistry published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Related Products of 832735-54-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tessarolo, Jacopo; Lee, Haeri; Sakuda, Eri; Umakoshi, Keisuke; Clever, Guido H. published the artcile< Integrative Assembly of Heteroleptic Tetrahedra Controlled by Backbone Steric Bulk>, Recommanded Product: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is palladium fluorenonedipyridyl cage complex preparation luminescence; crystal structure palladium fluorenonedipyridyl cage complex.

A bent fluorenone-based dipyridyl ligand LA reacts with PdII cations to a solvent-dependent dynamic library of [PdnL2n] assemblies, constituted by a [Pd3LA6] ring and a [Pd4LA8] tetrahedron as major components, and a [Pd6LA12] octahedron as minor component. Introduction of backbone steric hindrance in ligand LB allows exclusive formation of the [Pd6LB12] octahedron. Combining equimolar amounts of both ligands results in integrative self-sorting to give an unprecedented [Pd4LA4LB4] heteroleptic tetrahedron. Key to the non-statistical assembly outcome is exploiting the structural peculiarity of the [Pd4L8] tetrahedral topol., where the four lean ligands occupy two doubly bridged edges and the bulky ligands span the four remaining, singly bridged edges. Hence, the system finds a compromise between the entropic drive to form an assembly smaller than the octahedron and the enthalpic prohibition of pairing two bulky ligands on the same edge of the triangular ring. The emission of luminescent LA is maintained in both homoleptic [Pd3LA6] and heteroleptic [Pd4LA4LB4].

Journal of the American Chemical Society published new progress about Crystal structure. 329214-79-1 belongs to class pyridine-derivatives, and the molecular formula is C11H16BNO2, Recommanded Product: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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

Hooda, Anjli; Nehra, Kapeesha; Dalal, Anuj; Bhagwan, Shri; Gupta, Isha; Singh, Devender; Kumar, Sumit published the artcile< Luminescent Features of Ternary Europium Complexes: Photophysical and Optoelectronic Evaluation>, Name: 2,2′-Bipyridine, the main research area is ternary europium complex luminescence photophys optoelectronics; Cyclovoltammograms; Europium complexes; Fluorinated β-diketone; Thermal analysis.

Trivalent europium complexes exhibit good luminescent characteristics. A series of octacoordinated ternary europium complexes with fluorinated diketone and heteroaromatic auxiliary unit were synthesized. The synthesized europium complexes were characterized by elemental, thermal, electrochem. and spectroscopic analyses. Band gap values lie in range of semiconductors which confirm the conducting behavior of prepared complexes. Photoluminescence spectra were recorded in solid state and DMSO solvent. Emission spectral profiles have displayed most intense peak at ∼ 612 nm corresponding to hypersensitive 5D0 → 7F2 transition. Colorimetric parameters suggest red luminous nature of europium complexes. The luminescent heteroleptic europium complexes might be utilized as emissive materials for fabricating display.

Journal of Fluorescence published new progress about Absorption spectra. 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Name: 2,2′-Bipyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zheng, Yan-Long; Newman, Stephen G. published the artcile< Methyl Esters as Cross-Coupling Electrophiles: Direct Synthesis of Amide Bonds>, Recommanded Product: Pyridin-4-ylmethanamine, the main research area is methyl ester amine nickel catalyzed cross coupling amide preparation.

Amide bond formation and transition metal-catalyzed cross-coupling are two of the most frequently used chem. reactions in organic synthesis. Recently, an overlap between these two reaction families was identified when Pd and Ni catalysts were demonstrated to cleave the strong C-O bond present in esters via oxidative addition When simple Me and Et esters are used, this transformation provides a powerful alternative to classical amide bond formations, which commonly feature stoichiometric activating agents. Thus far, few redox-active catalysts have been demonstrated to activate the C(acyl)-O bond of alkyl esters, which makes it difficult to perform informed screening when a challenging reaction needs optimization. We demonstrate that Ni catalysts bearing diverse NHC, phosphine, and nitrogen-containing ligands can all be used to activate Me esters and enable their use in direct amide bond formation.

ACS Catalysis published new progress about Aliphatic esters Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Recommanded Product: Pyridin-4-ylmethanamine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Blank, Benjamin; DiTullio, Nicholas W.; Miao, Clara K.; Owings, Franklin F.; Gleason, John G.; Ross, Stephen T.; Berkoff, Charles E.; Saunders, Harry L.; Delarge, J.; Lapiere, C. L. published the artcile< Mercaptopyridinecarboxylic acids. Synthesis and hypoglycemic activity>, Application In Synthesis of 53636-56-9, the main research area is hypoglycemia mercaptopyridinecarboxylic acid; picolinic nicotinic mercapto hypoglycemic; gluconeogenesis mercaptopyridinecarboxylate.

More than 50 title compounds, isomers, analogs, and derivatives were prepared and tested for hypoglycemic activity in 48 hr fasted rats. 3-Mercaptopicolinic acid (I) [14623-54-2], and its acetate (II) [39561-87-0] and methyl ester (III) [39561-86-9] gave significant hypoglycemia at a dose of 300 mg/kg, i.p., and were effective at lower doses or administered orally. P-methoxybenzyl mercaptan is described as a novel sulfurating agent to introduce a protected mercapto group. Structure-activity relations and the role of gluconeogenesis in the observed hypoglycemia were discussed.

Journal of Medicinal Chemistry published new progress about Gluconeogenesis. 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, Application In Synthesis of 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Patel, Ashvani Kumar; Rathor, Shikha Singh; Samanta, Sampak published the artcile< Regioselective access to di- and trisubstituted pyridines via a metal-oxidant-solvent-free domino reaction involving 3-chloropropiophenones>, Safety of 1-(Pyridin-3-yl)ethanone, the main research area is heterocyclic pyridine preparation regioselective chemoselective green chem; chloropropiophenone ketone tandem reaction.

A remarkable metal-oxidant-solvent- and base-free domino route for regioselective access to a wide range of 2,4-di- and 2,3,4/6-trisubstituted pyridines, e.g., I including carbo- and heterocyclic fused pyridines is reported. This [3C + 2C + 1N] cyclization reaction occurs between 3-chloropropiophenones RC(O)(CH2)2Cl (R = Ph, 4-iodophenyl, 5-methylthiophen-2-yl, etc.) (3C units), enolizable acyclic/cyclic ketones, e.g., 1,2,3,4-tetrahydronaphthalen-1-one (2C sources) and NH4OAc as a robust N source under neat conditions under an open atm., producing new C=C and C=N-C bonds in highly chemo- and regioselective manners. Interestingly, this eco-friendly method has many pos. features: excellent functional group tolerance, broad substrate scope, good to excellent regioselectivities, promising yields, no-unwanted products, neutral reaction conditions and appropriateness for large-scale synthesis. Mechanism studies reveal that the in situ generated β-amino ketone from 3-chloropropiophenone and an ammonium salt undergoes C=N bond formation with a ketone followed by an intramol. cyclization process (C=C bond), which are the decisive steps for pyridine synthesis.

Organic & Biomolecular Chemistry published new progress about C-C bond formation (cn). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Safety of 1-(Pyridin-3-yl)ethanone.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lu, Min; Zhang, Hongjun; Li, Derun; Childers, Matthew; Pu, Qinglin; Palte, Rachel L.; Gathiaka, Symon; Lyons, Thomas W.; Palani, Anandan; Fan, Peter W.; Spacciapoli, Peter; Miller, J. Richard; Cho, Hyelim; Cheng, Mangeng; Chakravarthy, Kalyan; O′Neil, Jennifer; Eangoor, Padmanabhan; Beard, Adam; Kim, Hai-Young; Sauri, Josep; Gunaydin, Hakan; Sloman, David L.; Siliphaivanh, Phieng; Cumming, Jared; Fischer, Christian published the artcile< Structure-Based Discovery of Proline-Derived Arginase Inhibitors with Improved Oral Bioavailability for Immuno-Oncology>, Quality Control of 53636-56-9, the main research area is proline arginase inhibitor oral bioavailability immuno oncol.

Recent data suggest that the inhibition of arginase (ARG) has therapeutic potential for the treatment of a number of indications ranging from pulmonary and vascular disease to cancer. Thus, high demand exists for selective small mol. ARG inhibitors with favorable druglike properties and good oral bioavailability. In light of the significant challenges associated with the unique physicochem. properties of previously disclosed ARG inhibitors, we use structure-based drug design combined with a focused optimization strategy to discover a class of boronic acids featuring a privileged proline scaffold with superior potency and oral bioavailability. These compounds, exemplified by inhibitors 4a, 18, and 27, demonstrated a favorable overall profile, and 4a was well tolerated following multiple days of dosing at concentrations that exceed those required for serum arginase inhibition and concomitant arginine elevation in a syngeneic mouse carcinoma model.

ACS Medicinal Chemistry Letters published new progress about Antitumor agents. 53636-56-9 belongs to class pyridine-derivatives, and the molecular formula is C7H6BrNO2, Quality Control of 53636-56-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem