Day: December 5, 2022

Bao, Jiyin published the artcileDiscovery of benzo[d]oxazole derivatives as the potent type-I FLT3-ITD inhibitors, Application of (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, the publication is Bioorganic Chemistry (2020), 103248, database is CAplus and MEDLINE.

A series of compounds I [R¹ = H, Me, F, MeO; R² = diethylamino, piperidinyl, piperazin-1-yl, etc.; R³ = Ph, pyridin-3-yl, pyridin-4-yl, etc.] were designed and synthesized based on benzo[d]oxazole-2-amine scaffold to discover new potent Fms-like tyrosine kinase 3 inhibitors. During the medicinal chem. works, flexible mol. docking was used to provide design rationale and study the binding modes of the target compounds Through the mixed SAR exploration based on the enzymic and cellular activities, compound I [R¹ = MeO; R² = piperazin-1-yl; R³ = 3-carbamoylphenyl] was identified with potent FLT3-ITD inhibitory (IC₅₀: 0.41 nM) and anti-proliferative (IC₅₀: 0.037μM against MV4-11 cells) activities. And the binding mode of I [R¹ = MeO; R² = piperazin-1-yl; R³ = 3-carbamoylphenyl] with ”DFG-in” FLT3 was simulated by a 20-ns mol. dynamics run, providing some insights into further medicinal chem. efforts toward novel FLT3 inhibitors in AML therapy.

Bioorganic 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, Application of (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid.

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

Xu, Lei published the artcileThe amine-catalysed Suzuki-Miyaura-type coupling of aryl halides and arylboronic acids, Application of 2-Bromopyridin-3-amine, the publication is Nature Catalysis (2021), 4(1), 71-78, database is CAplus.

A robust and chemoselective organocatalytic Suzuki-Miyaura-type coupling of aryl halides viz. Me 2-(4-bromophenyl)propanoate, Me 2-(4-chlorophenyl)propanoate, 5-bromopyrimidine, etc. with arylboronic acids viz. phenylboronic acid, naphthalen-2-ylboronic acid, furan-3-ylboronic acid, etc. catalyzed by amines, e.g. 2-methyl-N1,N3-di-o-tolylbenzene-1,3-diamine was reported. The utility and scope of this reaction were demonstrated by the synthesis of several com. relevant small mols. viz. Me 2-([1,1′-biphenyl]-4-yl)propanoate, Me 2-(4-(naphthalen-2-yl) phenyl)propanoate, 5-(furan-3-yl)pyrimidine, etc. and a selection of derivatives of pharmaceutical drugs e.g., Boscalid.

Nature Catalysis published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C7H9BO3S, Application of 2-Bromopyridin-3-amine.

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

Ai, Jing-Jing published the artcileFe-S Catalyst Generated In Situ from Fe(III)- and S₃^·--Promoted Aerobic Oxidation of Terminal Alkenes, Application In Synthesis of 91-02-1, the publication is Organic Letters (2021), 23(12), 4705-4709, database is CAplus and MEDLINE.

An iron-sulfur complex formed by the simple mixture of FeCl₃ with S₃^·- generated in situ from K₂S is developed and applied to selective aerobic oxidation of terminal alkenes. The reaction was carried out under an atm. of O₂ (balloon) and could proceed on a gram scale, expanding the application of S₃^·- in organic synthesis. This study also encourages to explore the application of an Fe-S catalyst in organic reactions.

Organic Letters published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Application In Synthesis of 91-02-1.

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

Ovchinnikov, V. G. published the artcileCatalytic hydrogenation of 4-nitro-2-methylpyridine N-oxide, Quality Control of 18437-58-6, the publication is Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation) (1989), 62(7), 1577-86, database is CAplus.

Catalytic hydrogenation of 4-nitro-2-methylpyridine N-oxide (I) at high pressures and temperatures in low-boiling organic solvents gave 90-98% yields of 4-amino-2-methylpyridine (II). Similar hydrogenations at atm. pressure and room temperature gave mixtures of variously reduced products. Thus, hydrogenation of I over Ni/kieselguhr at 120°, 110 atm, 1 h in Me₂CO gave 98% II.

Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation) published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Quality Control of 18437-58-6.

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

Beraki, Simret published the artcileA pharmacological screening approach for discovery of neuroprotective compounds in ischemic stroke, Category: pyridine-derivatives, the publication is PLoS One (2013), 8(7), e69233, database is CAplus and MEDLINE.

With the availability and ease of small mol. production and design continuing to improve, robust, high-throughput methods for screening are increasingly necessary to find pharmacol. relevant compounds amongst the masses of potential candidates. Here, we demonstrate that a primary oxygen glucose deprivation assay in primary cortical neurons followed by secondary assays (i.e. post-treatment protocol in organotypic hippocampal slice cultures and cortical neurons) can be used as a robust screen to identify neuroprotective compounds with potential therapeutic efficacy. In our screen about 50% of the compounds in a library of pharmacol. active compounds displayed some degree of neuroprotective activity if tested in a pre-treatment toxicity assay but just a few of these compounds, including Carbenoxolone, remained active when tested in a post-treatment protocol. When further examined, Carbenoxolone also led to a significant reduction in infarction size and neuronal damage in the ischemic penumbra when administered six hours post middle cerebral artery occlusion in rats. Pharmacol. testing of Carbenoxolone-related compounds, acting by inhibition of 11-β-hydroxysteroid dehydrogenase-1 (11β-HSD1), gave rise to similarly potent in vivo neuroprotection. This indicates that the increase of intracellular glucocorticoid levels mediated by 11β-HSD1 may be involved in the mechanism that exacerbates ischemic neuronal cell death and inhibiting this enzyme could have potential therapeutic value for neuroprotective therapies in ischemic stroke and other neurodegenerative disorders associated with neuronal injury.

PLoS One published new progress about 54856-23-4. 54856-23-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Amine,Inhibitor,Inhibitor, name is N-Methyl-2-(pyridin-2-yl)ethan-1-amine dimethanesulfonate, and the molecular formula is C10H20N2O6S2, Category: pyridine-derivatives.

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

Ayesa, Susana published the artcileSolid-phase parallel synthesis and SAR of 4-amidofuran-3-one inhibitors of cathepsin S: Effect of sulfonamides P3 substituents on potency and selectivity, Recommanded Product: Pyridine-3-sulfonic acid, the publication is Bioorganic & Medicinal Chemistry (2009), 17(3), 1307-1324, database is CAplus and MEDLINE.

Highly potent and selective 4-amidofuran-3-one inhibitors of cathepsin S are described. The synthesis and structure-activity relation of a series of inhibitors with a sulfonamide moiety in the P3 position is presented. Several members of the series show sub-nanomolar inhibition of the target enzyme as well as an excellent selectivity profile and good cellular potency. Mol. modeling of the most interesting inhibitors describes interactions in the extended S3 pocket and explains the observed selectivity towards cathepsin K.

Bioorganic & Medicinal Chemistry published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C5H5NO3S, Recommanded Product: Pyridine-3-sulfonic acid.

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

Wolf, William J. published the artcileExamining the Effects of Monomer and Catalyst Structure on the Mechanism of Ruthenium-Catalyzed Ring-Opening Metathesis Polymerization, Product Details of C23H20BN, the publication is Journal of the American Chemical Society (2019), 141(44), 17796-17808, database is CAplus and MEDLINE.

The mechanism of Ru-catalyzed ring-opening metathesis polymerization (ROMP) is studied in detail using a pair of third generation ruthenium catalysts with varying sterics of the N-heterocyclic carbene (NHC) ligand. Exptl. evidence for polymer chelation to the Ru center is presented in support of a monomer-dependent mechanism for polymerization of norbornene monomers using these fast-initiating catalysts. A series of kinetic experiments, including rate measurements for ROMP, rate measurements for initiation, monomer-dependent kinetic isotope effects, and activation parameters were useful for distinguishing chelating and nonchelating monomers and determining the effect of chelation on the polymerization mechanism. The formation of a chelated metallacycle is enforced by both the steric bulk of the NHC and by the geometry of the monomer, leading to a ground-state stabilization that slows the rate of polymerization and also alters the reactivity of the propagating Ru center toward different monomers in copolymerizations The results presented here add to the body of mechanistic work for olefin metathesis and may inform the continued design of catalysts for ROMP to access new polymer architectures and materials.

Journal of the American Chemical Society published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C9H10O4, Product Details of C23H20BN.

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

Tam, Teck Lip Dexter published the artcileThermoelectric Performances of n-Doped Ladder-Type Conjugated Polymers Using Various Viologen Radical Cations, Quality Control of 47369-00-6, the publication is ACS Applied Polymer Materials (2021), 3(11), 5596-5603, database is CAplus.

Understanding the dopant-polymer interaction is of interest to the conducting polymer research community due to its influence on charge transport properties and also thermoelec. performance. However, studies on such interactions are often complicated by the change in polymer morphol. upon the addition of dopants. Here, we utilized sequential solution doping of a ladder-type poly(benzimidazobenzophenanthrolinedione) (BBL) via viologen radical cation salts. The strong interchain interaction in BBL prevents the infiltration of the viologen radical cations into individual BBL fibrils, thus minimizing the disruption of the polymer morphol. By changing the N-substitution (benzyl or hexyl) and counteranion (chloride or iodide) of the viologen radical cations, the dopant-polymer interaction in such a system was studied. Our results suggest that the anion-π (radical) interaction between the counteranion and BBL (BBL^–) is detrimental to the charge transport properties and thermoelec. performance of this system. This anion-π (radical) interaction between the counteranion and BBL (BBL^–) is governed by the solution state of the viologen radical cation (tightly bound anion or dimerized with loosely bound anion) during the doping process, which is controlled by the bulkiness of the N-substitution and the Lewis basicity of the counteranion. As a result, BBL doped with benzyl viologen monochloride showed the highest conductivities with reasonably high Seebeck coefficients while BBL doped with hexyl viologen monochloride showed inferior conductivities and Seebeck coefficients

ACS Applied Polymer Materials published new progress about 47369-00-6. 47369-00-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Benzene,Organic ligands for MOF materials,Nitrogen containing MOF ligands,Nitrogen containing MOF ligands, name is 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, and the molecular formula is C11H10N4, Quality Control of 47369-00-6.

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

Wang, Lixian published the artcileManganese-catalyzed asymmetric transfer hydrogenation of hydrazones, COA of Formula: C12H9NO, the publication is Journal of Catalysis (2022), 487-497, database is CAplus.

The enantioselective reduction of C=N bonds constitutes an effective strategy for the production of chiral amines. Herein, manganese-catalyzed asym. transfer hydrogenation of hydrazones by employing a readily available chiral aminobenzimidazole manganese(I) complex under mild conditions was reported. The present protocol allows for the enantioselective transfer hydrogenation of a wide range of arylalkyl, dialkyl and diaryl hydrazones, providing the desired chiral hydrazines in excellent yields and enantioselectivities (65 examples, up to 99.9% ee). Of note, the current method is compatible with the challenging diaryl hydrazones without the requirement of an ortho-substitution on the Ph ring. A preliminary study of the mechanism suggests that a manganese-hydride pathway is involved, and the high enantiocontrol of the reaction is attributed to a π-π stacking interaction between substrate and catalyst.

Journal of Catalysis published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C26H41N5O7S, COA of Formula: C12H9NO.

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

Wang, Bingyang published the artcilePorous organic polymer-supported manganese catalysts with tunable wettability for efficient oxidation of secondary alcohols, Application of Phenyl(pyridin-2-yl)methanone, the publication is Journal of Catalysis (2022), 87-95, database is CAplus.

Porous organic polymers (POPs) feature high surface areas, tunable components, and designable hierarchical pores, thus showing versatile applications including catalysis, separation, gas storage and so on. However, the inherently hydrophobic property may be unfavorable for the catalytic reaction that involves hydrophilic reactants. By using the hydrophilic principle of the amide bond, R-NH-CO-R can be constructed in the porous frameworks to regulate the wettability. Herein, we report the construction of an amphiphilic and hierarchical porous Mn-N4 catalyst via the solvothermal copolymerization, in which N,N-methylenebisacrylamide is used as a hydrophilic monomer. This POP-based manganese catalyst can effectively promote the oxidation of secondary alc. to produce the ketone using aqueous hydrogen peroxide as the oxidant under mild conditions. Note that this amphiphilic catalyst displays high catalytic activity as its homogeneous counterpart in the selective oxidation of alcs. The present work has provided a successful approach for improving the catalytic activity by tuning the wettability of POP-based heterogeneous catalysts.

Journal of Catalysis published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H15ClO3, Application of Phenyl(pyridin-2-yl)methanone.

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