Category: pyridine-derivatives

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

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

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

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

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

Ma, Junjie published the artcileNi-Catalyzed C-H Cyanation of (Hetero)arenes with 2-Cyanoisothiazolidine 1,1-Dioxide as a Cyanation Reagent, Name: 5-Nitro-2-phenylpyridine, the publication is Organic Letters (2021), 23(8), 2868-2872, database is CAplus and MEDLINE.

A nickel-catalyzed C-H cyanation reaction of arenes has been developed using 2-cyanoisothiazolidine 1,1-dioxide as an electrophilic cyanation reagent. Many different directing groups can be used in this cyanation to obtain a series of cyanation products with good yields. Adopting this strategy to introduce a cyano group, natural alkaloid menisporphine was successfully synthesized through cyano group conversion that further proved the practicality of this cyanation method.

Organic Letters 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

Kopf, Sara published the artcileBase-Mediated Remote Deuteration of N-Heteroarenes – Broad Scope and Mechanism, Application In Synthesis of 39856-58-1, the publication is European Journal of Organic Chemistry (2022), 2022(19), e202200204, database is CAplus.

Using KOtBu as base and DMSO-d₆ as deuterium source, a general and applicable method was presented for the selective deuteration of a set of nitrogen-containing heterocycles (pyridines, azines and bioactive mols.). Exptl. and DFT mechanistic studies indicated that this reaction proceeded via deprotonation of the substrates by the dimsyl anion. The relative thermodn. stability of the heterocycle anions determines the distribution and degree of deuteration.

European Journal of Organic Chemistry 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 C5H5BrN2, Application In Synthesis of 39856-58-1.

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

Chen, Jian Jeffrey published the artcileDevelopment of 2-aminooxazoline 3-azaxanthenes as orally efficacious β-secretase inhibitors for the potential treatment of Alzheimer’s disease, Computed Properties of 197958-29-5, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(4), 767-774, database is CAplus and MEDLINE.

The β-site amyloid precursor protein (APP) cleaving enzyme 1 (BACE1) is one of the most hotly pursued targets for the treatment of Alzheimer’s disease. We used a structure- and property-based drug design approach to identify 2-aminooxazoline 3-azaxanthenes as potent BACE1 inhibitors which significantly reduced CSF and brain Aβ levels in a rat pharmacodynamic model. Compared to the initial lead 2, compound 28 exhibited reduced potential for QTc prolongation in a non-human primate cardiovascular safety model.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Computed Properties of 197958-29-5.

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

Wang, Xisheng published the artcilePd(II)-catalyzed para-selective C-H arylation of monosubstituted arenes, Formula: C6H5F4NO3S, the publication is Journal of the American Chemical Society (2011), 133(35), 13864-13867, database is CAplus and MEDLINE.

Pd-catalyzed highly para-selective C-H arylation of monosubstituted arenes (including toluene) is developed for the first time using an F⁺ reagent as a bystanding oxidant. This finding provides a new retrosynthetic disconnection for para-substituted biaryl synthesis e. g., I via C-H/C-H cross-coupling.

Journal of the American Chemical Society 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 C3H5BN2O2, Formula: C6H5F4NO3S.

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

An, Peng published the artcileSterically Shielded, Stabilized Nitrile Imine for Rapid Bioorthogonal Protein Labeling in Live Cells, Application of 2-Pyridinylboronic acid, the publication is Journal of the American Chemical Society (2018), 140(14), 4860-4868, database is CAplus and MEDLINE.

In pursuit of fast bioorthogonal reactions, reactive moieties have been increasingly employed for selective labeling of biomols. in living systems, posing a challenge in attaining reactivity without sacrificing selectivity. To address this challenge, here the authors report a bioinspired strategy in which mol. shape controls the selectivity of a transient, highly reactive nitrile imine dipole. By tuning the shape of structural pendants attached to the ortho position of the N-aryl ring of diaryltetrazoles, precursors of nitrile imines, the authors discovered a sterically shielded nitrile imine that favors the 1,3-dipolar cycloaddition over the competing nucleophilic addition The photogenerated nitrile imine exhibits an extraordinarily long half-life of 102 s in aqueous medium, owing to its unique mol. shape that hinders the approach of a nucleophile as shown by DFT calculations The utility of this sterically shielded nitrile imine in rapid (� min) bioorthogonal labeling of glucagon receptor in live mammalian cells was demonstrated.

Journal of the American Chemical Society published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Application of 2-Pyridinylboronic acid.

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