Tag: M.W=200-250

Ramakrishna, Visannagari published the artcileA Zwitterionic Palladium(II) Complex as a Precatalyst for Neat-Water-Mediated Cross-Coupling Reactions of Heteroaryl, Benzyl, and Aryl Acid Chlorides with Organoboron Reagents, Application of 5-Nitro-2-phenylpyridine, the publication is European Journal of Organic Chemistry (2017), 2017(48), 7238-7255, database is CAplus.

In the presence of an (arylimidazoliumquinazolinyl)palladium dichloride complex, arylboronic acids and potassium aryltrifluoroborates underwent Suzuki-Miyaura coupling reactions with aryl, benzylic, and aroyl chlorides in water to yield biaryls, diarylmethanes, and diaryl ketones. Heterocycle-containing biaryls were prepared using either PPh₃ or X-Phos as addnl. ligands.

European Journal of Organic Chemistry published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, Application of 5-Nitro-2-phenylpyridine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Niu, Luyao published the artcileSynthesis, structure and anticancer activity of three platinum(II) complexes with 2-phenylpyridine derivatives, Category: pyridine-derivatives, the publication is Inorganic Chemistry Communications (2021), 108737, database is CAplus.

Three luminescent Pt(II) complexes, [Pt(5-NO₂-ppy)(H-5-NO₂-ppy)(Cl)] (1), [Pt(2-(2′,4′-dF)-ppy)(H-2-(2′,4′-dF)-ppy)(Cl)] (2), [Pt(2-(3′,5′-dF)-ppy)(H-2-(3′,5′-dF)-ppy)(Cl)] (3) with 2-phenyl-5-nitropyridyl (5-NO₂-ppy), 2-(2,4-difluorophenyl)pyridine (2-(2′,4′-dF)-ppy) and 2-(3,5-difluorophenyl)pyridine(2-(3′,5′-dF)-ppy) were synthesized. FTIR spectroscopy, multinuclear NMR spectroscopy and single-crystal x-ray crystallog. were used to determine their structures. The UV-visible absorption and photoluminescence (PL) spectra of 1–3 were measured. 1–3 Displayed rich photophys. properties with the maximum emission wavelengths at 403-527 nm in the photoluminescence spectra, which demonstrated 1–3 have the potential to become the DNA luminescent probes in living cells. The anticancer activities of these complexes were tested in vitro by MTT assay against four tumor cell lines BGC823, MGC803 (human gastric cancer cell lines), HepG2 (human hepatocellular carcinoma), A549 (human non-small-cell lung cancer cell lines), HL-7702(human normal liver cell line). Moreover, 3 displayed highest cytotoxicity against human gastric cancer cell lines with the values of IC₅₀ at 13.036-26.594μM.

Inorganic Chemistry Communications published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, Category: pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Gutierrez-Bonet, Alvaro published the artcileAsymmetric Synthesis of Tertiary and Secondary Cyclopropyl Boronates via Cyclopropanation of Enantioenriched Alkenyl Boronic Esters, Computed Properties of 844501-00-4, the publication is Organic Letters (2022), 24(19), 3455-3460, database is CAplus and MEDLINE.

The cyclopropanation of alkenyl boronates and subsequent derivatization of the boronate handle are a convenient strategy to quickly build mol. complexity and access diverse compounds with a high sp³ fraction. Herein, the authors describe the asym. cyclopropanation of enantioenriched hydrobenzoin-derived alkenyl boronic esters toward the synthesis of tertiary and secondary cyclopropyl boronates.

Organic Letters published new progress about 844501-00-4. 844501-00-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Amide,Boronic Acids,Boronic acid and ester, name is (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, and the molecular formula is C10H18BNO4, Computed Properties of 844501-00-4.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wang, Heng-Yen published the artcilePotent and Selective Human Neuronal Nitric Oxide Synthase Inhibition by Optimization of the 2-Aminopyridine-Based Scaffold with a Pyridine Linker, Application In Synthesis of 844501-00-4, the publication is Journal of Medicinal Chemistry (2016), 59(10), 4913-4925, database is CAplus and MEDLINE.

Neuronal nitric oxide synthase (nNOS) is an important therapeutic target for the treatment of various neurodegenerative disorders. A major challenge in the design of nNOS inhibitors focuses on potency in humans and selectivity over other NOS isoforms. Here we report potent and selective human nNOS inhibitors based on the 2-aminopyridine scaffold with a central pyridine linker. Compound 14j, the most promising inhibitor in this study, exhibits excellent potency for rat nNOS (K_i = 16 nM) with 828-fold n/e and 118-fold n/i selectivity with a K_i value of 13 nM against human nNOS with 1761-fold human n/e selectivity. Compound 14j also displayed good metabolic stability in human liver microsomes, low plasma protein binding, and minimal binding to cytochromes P 450 (CYPs), although it had little to no Caco-2 permeability.

Journal of Medicinal Chemistry published new progress about 844501-00-4. 844501-00-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Amide,Boronic Acids,Boronic acid and ester, name is (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, and the molecular formula is C8H15ClN2, Application In Synthesis of 844501-00-4.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Xie, Long-Yong published the artcileSelectfluor-mediated regioselective nucleophilic functionalization of N-heterocycles under metal- and base-free conditions, Recommanded Product: 1-Fluoropyridiniumtriflate, the publication is Green Chemistry (2018), 20(3), 760-764, database is CAplus.

A practical and environmentally attractive methodol. for the direct diversification of N-heterocycles at ambient temperature under open-air conditions was developed. The obvious advantage of the process is that no toxic reagent, transition metal, base or other additive was employed, thus greatly reducing costs, facilitating post-reaction neutralization and purification and minimizing the environmental impact.

Green Chemistry published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C4H12ClNO, Recommanded Product: 1-Fluoropyridiniumtriflate.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Yang, Quanlu published the artcileRecyclable palladium catalyst on graphene oxide for the C-C/C-N cross-coupling reactions of heteroaromatic sulfonates, Safety of 5-Nitro-2-phenylpyridine, the publication is Tetrahedron (2015), 71(36), 6124-6134, database is CAplus.

A well-defined heterogeneous palladium catalyst, graphene oxide grafted with palladium chloride (PdCl₂), was prepared and found to be an effective catalyst for a carbon-carbon coupling (C-C bond formation), carbon-nitrogen coupling (C-N bond formation) of heteroaryl sulfonates with aryl boronic acids, terminal alkynes, amines, resp., leading to the desired coupling products in moderate to excellent yields. The catalyst was characterized by XRD, IR, SEM, TEM, XPS and ICP. It is worth noting that this catalyst offers a number of advantages such as high stability and negligible metal leaching. It also retains good activity for at least five successive runs without any addnl. activation treatment, showing a better performance than the well-known com. Pd/C catalysts. This approach would be very useful from a practical viewpoint.

Tetrahedron published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, Safety of 5-Nitro-2-phenylpyridine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Gilicinski, Andrew G. published the artcileOn the relative power of electrophilic fluorinating reagents of the nitrogen-fluorine (N-F) class, Formula: C6H5F4NO3S, the publication is Journal of Fluorine Chemistry (1992), 59(1), 157-62, database is CAplus.

Electrochem. measurements have been employed as a measure of the relative chem. reactivity of a series of N-F class electrophilic fluorinating reagents. A correlation has been found between the potential for the first one-electron reduction of the reagents and their observed reactivity in synthetic fluorination reactions. Comparative electrochem. data in acetonitrile and DMF are reported.

Journal of Fluorine Chemistry published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C6H5F4NO3S, Formula: C6H5F4NO3S.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Brem, Jurgen published the artcileImitation of β-lactam binding enables broad-spectrum metallo-β-lactamase inhibitors, Computed Properties of 844501-00-4, the publication is Nature Chemistry (2022), 14(1), 15-24, database is CAplus and MEDLINE.

Carbapenems are vital antibiotics, but their efficacy is increasingly compromised by metallo-β-lactamases (MBLs). Here we report the discovery and optimization of potent broad-spectrum MBL inhibitors. A high-throughput screen for NDM-1 inhibitors identified indole-2-carboxylates (InCs) as potential β-lactamase stable β-lactam mimics. Subsequent structure-activity relationship studies revealed InCs as a new class of potent MBL inhibitor, active against all MBL classes of major clin. relevance. Crystallog. studies revealed a binding mode of the InCs to MBLs that, in some regards, mimics that predicted for intact carbapenems, including with respect to maintenance of the Zn(II)-bound hydroxyl, and in other regards mimics binding observed in MBL-carbapenem product complexes. InCs restore carbapenem activity against multiple drug-resistant Gram-neg. bacteria and have a low frequency of resistance. InCs also have a good in vivo safety profile, and when combined with meropenem show a strong in vivo efficacy in peritonitis and thigh mouse infection models. [graphic not available: see fulltext]

Nature Chemistry published new progress about 844501-00-4. 844501-00-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Amide,Boronic Acids,Boronic acid and ester, name is (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, and the molecular formula is C10H18BNO4, Computed Properties of 844501-00-4.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Zupan, Marko published the artcileReactions of the N-F class of fluorinating reagents with solvents, Computed Properties of 107263-95-6, the publication is Journal of Fluorine Chemistry (1996), 78(2), 137-140, database is CAplus.

The transformations of various reagents of the N-F type in water, acetonitrile, alcs. and aqueous solutions of alkali hydroxides were investigated. First-order kinetics for 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA) and 1-hydroxy-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (NFTh) transformations were established: F-TEDA is less stable in water at 60 °C than NFTh, while N-fluorobis(phenylsulfonyl)amine (NFS) is very stable. The addition of acetonitrile to an aqueous solution of F-TEDA enhanced the transformation (k = 1.3×10^-5 s^-1), while a reaction which was three-times faster was observed in water/methanol solution (k = 3.5×10^-5 s^-1 at 60 °C). The energy of activation for the transformation of F-TEDA in water was found to be 21.1 kcal mol^-1, 20.6 kcal mol^-1 in water/methanol solution and 13.8 kcal mol^-1 in a water/acetonitrile mixture

Journal of Fluorine Chemistry published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C7H13BrSi, Computed Properties of 107263-95-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Kim, Jiyu published the artcileComplete Switch of Selectivity in the C-H Alkenylation and Hydroarylation Catalyzed by Iridium: The Role of Directing Groups, Name: 5-Nitro-2-phenylpyridine, the publication is Journal of the American Chemical Society (2015), 137(42), 13448-13451, database is CAplus and MEDLINE.

A complete switch in the Cp^*Ir(III)-catalyzed paths between C-H olefination and hydroarylation is crucially dependent on the type of directing groups. This dichotomy in product distribution was correlated to the efficiency in attaining syn-coplanarity of olefin-inserted 7-membered iridacycles. Theor. studies support hypothesis that the degree of flexibility of this key intermediate modulates the β-H elimination, which ultimately affords the observed chemoselectivity.

Journal of the American Chemical Society published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, Name: 5-Nitro-2-phenylpyridine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem