Category: pyridine-derivatives

Upadhyay, Nitinkumar Satyadev published the artcileRhodium-Catalyzed Regioselective Synthesis of Isoindolium Salts from 2-Arylpyridines and Alkenes in Aqueous Medium under Oxygen, Recommanded Product: 5-Methyl-2-(p-tolyl)pyridine, the publication is Advanced Synthesis & Catalysis (2016), 358(21), 3381-3386, database is CAplus.

A highly regioselective synthesis of pyrido[2,1-a]isoindolium salts, e.g., I (X-rays single crystal structure shown), from 2-arylpyridines and two equivalent of electron-deficient alkenes catalyzed by rhodium is demonstrated. The reaction was carried out in aqueous medium at 110 °C using inexpensive oxygen as oxidant. Reverse aza-Michael addition of the isoindolium salt occurs when the salt was treated with base to give a β-disubstituted alkene product. A reaction mechanism involving an ortho C-H olefination of 2-arylpyridine by alkene, intramol. aza-Michael addition, deprotonation at the β-carbon of the alkene fragment followed by another Michael addition to give the final product is proposed.

Advanced Synthesis & Catalysis published new progress about 85237-71-4. 85237-71-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is 5-Methyl-2-(p-tolyl)pyridine, and the molecular formula is C9H8BNO2, Recommanded Product: 5-Methyl-2-(p-tolyl)pyridine.

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

Naskar, Gouranga published the artcileLigand-Enabled [3+2] Annulation of Aromatic Acids with Maleimides by C(sp³)-H and C(sp²)-H Bond Activation, Safety of Pyridine-3-sulfonic acid, the publication is Chemistry – A European Journal (2022), 28(39), e202200778, database is CAplus and MEDLINE.

Synthesis of tricyclic heterocyclic mols. I [R = 5-F, 5-Me, 5-CF₃, etc.; R¹ = Me, Et, Bn, etc.] with a free carboxylic group in a high atom- and step-economical manner via palladium-catalyzed [3+2] annulation of substituted benzoic acids with maleimides was described. The reaction proceeded via a dual C-H bond activation such as C(sp³)-H at the benzylic position and C(sp²)-H bond activation at the meta position of substituted aromatics An external ligand (MPAA) was crucial for the success of present protocol. Further, the decarboxylation and esterification of the free carboxylic acid group of observed products were carried out.

Chemistry – A European Journal 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, Safety of Pyridine-3-sulfonic acid.

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

Roessler, Simon L. published the artcilePyridyl Radical Cation for C-H Amination of Arenes, Product Details of C6H5F4NO3S, the publication is Angewandte Chemie, International Edition (2019), 58(2), 526-531, database is CAplus and MEDLINE.

Electron-transfer photocatalysis provides access to the elusive and unprecedented N-pyridyl radical cation from selected N-substituted pyridinium reagents. The resulting C(sp²)-H functionalization of (hetero)arenes furnishes versatile intermediates for the development of valuable aminated aryl scaffolds. Mechanistic studies that include the first spectroscopic evidence of a spin-trapped N-pyridyl radical adduct implicate SET-triggered, pseudo-mesolytic cleavage of the N-X pyridinium reagents mediated by visible light.

Angewandte Chemie, International Edition 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, Product Details of C6H5F4NO3S.

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

Baker, Paul K. published the artcileThe synthesis of the first examples of water-soluble seven-coordinate complexes of tungsten(II), Safety of Pyridine-3-sulfonic acid, the publication is Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1995), 1525-6, database is CAplus.

Reaction of the seven-coordinate complex [WI₂(CO)₃(NCMe)₂] with two equivalent of 4-HO₂CC₅H₄N in MeOH at room temperature gave the bis(pyridine-4-carboxylic acid) complex [WI₂(CO)₃(4-HO₂CC₅H₄N)₂] (1) in good yield, which, upon treatment with two equivalent of NaOH in EtOH, afforded the completely water soluble complex [WI₂(CO)₃(4-NaO₂CC₅H₄N)₂] (2) in good yield; reaction of the latter with an equimolar amount of 3-NaO₃SC₅H₄N yielded [WI₂(CO)₃(4-NaO₂CC₅H₄N)(3-NaO₃SC₅H₄N)], which represents the 1st room-temperature ligand-substitution reaction in H₂O of a metal carbonyl complex.

Journal of the Chemical Society, Dalton Transactions: Inorganic 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, Safety of Pyridine-3-sulfonic acid.

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

Brouwer, Chad published the artcileDevelopment of N-Methyl-(2-arylquinolin-4-yl)oxypropanamides as Leads to PET Radioligands for Translocator Protein (18 kDa), Safety of 2-Bromopyridin-3-amine, the publication is Journal of Medicinal Chemistry (2014), 57(14), 6240-6251, database is CAplus and MEDLINE.

Translocator protein (18 kDa), known as TSPO, is a recognized biomarker of neuroinflammation. Radioligands with PET accurately quantify TSPO in neuroinflammatory conditions. However, the existence of three human TSPO genotypes that show differential affinity to almost all useful TSPO PET radioligands hampers such studies. There is an unmet need for genotype-insensitive, high-affinity, and moderately lipophilic TSPO ligands that may serve as leads for PET radioligand development. To address this need, we varied the known high-affinity TSPO ligand (l)-N,N-diethyl-2-methyl-3-(2-phenylquinolin-4-yl)propanamide in its aryl scaffold, side chain tether, and pendant substituted amido group while retaining an N-Me group as a site for labeling with carbon-11. From this effort, oxygen-tethered N-methyl-aryloxypropanamides emerged as new high-affinity TSPO ligands with attenuated lipophilicity, including one example with attractive properties for PET radioligand development, namely N-methyl-N-phenyl-2-{[2-(pyridin-2-yl)quinolin-4-yl]oxy}propanamide (22a; rat K_i = 0.10 nM; human TSPO genotypes K_i = 1.4 nM; clogD = 4.18).

Journal of Medicinal 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, Safety of 2-Bromopyridin-3-amine.

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

Qian, Yingjie published the artcileA palladium complex confined in a thiadiazole-functionalized porous conjugated polymer for the Suzuki-Miyaura coupling reaction, Application In Synthesis of 39856-58-1, the publication is RSC Advances (2019), 9(58), 33563-33571, database is CAplus and MEDLINE.

Porous organic polymers (POPs) with well-distributed and tunable functional groups acting as ligands for specific reactions are promising supports for confining useful novel metals such as Pd, Au, and Pd. Herein, a thiadiazole-containing POP has been successfully synthesized and used for immobilizing Pd species. Pd immobilized inside the micropores (2.3 nm) of the POP material is easily prepared owing to a large amount of the strong anchoring group, thiadiazole, which is intrinsically distributed in the as-prepared POP. The rigid thiadiazole-containing polymer can stabilize the central metal rather than poisoning it. The as-prepared catalyst shows excellent catalytic activity in Suzuki-Miyaura coupling reactions under mild reaction conditions and low catalyst loading. Importantly, the intrinsically distributed thiadiazole ligands can stabilize the Pd moiety, preventing aggregation and leaching, and afford excellent catalytic lifetimes. Consequently, the catalyst can be reused 10 times without a significant loss of its catalytic activity.

RSC Advances 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

Gou, Yi published the artcileDithiocarbazate-Fe^III, -Co^III, -Ni^II, and -Zn^II Complexes: Design, Synthesis, Structure, and Anticancer Evaluation, Safety of Phenyl(pyridin-2-yl)methanone, the publication is Journal of Medicinal Chemistry (2022), 65(9), 6677-6689, database is CAplus and MEDLINE.

Non-platinum-metal complexes show great potential as anticancer agents. Herein, a series of dithiocarbazate non-Pt-metal complexes, including [Fe^III(L)₂]·Cl·2H₂O 1, [Co^III(L)₂]·NO₃·2.5H₂O 2, [Ni^II(L)₂] 3, and [Zn^II(L)₂] 4, have been designed and evaluated for their efficacy as antineoplastic agents. Among them, complex 2 exhibited higher anticancer efficacy than complexes 1, 3, 4, and cisplatin against several cancer cell lines. Hemolysis assays revealed that complex 2 showed comparable hemolysis with cisplatin. In vivo anticancer evaluations showed that complex 2 could retard tumor xenograft growth effectively with low systemic toxicity. Further studies revealed that complex 2 suppressed cancer cells by triggering multiple mechanisms involving the simultaneous inhibition of mitochondria and glycolytic bioenergetics. Overall, our study provides new insights into the anticancer mechanism of Co complexes, which can be used as a good strategy to overcome the flexibility of cancer cells to chemotherapy adaptation.

Journal of Medicinal Chemistry 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, Safety of Phenyl(pyridin-2-yl)methanone.

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

Xin, Zhijun published the artcileStudy on N-(pyridin-4-yl) salicylamides as antimycobacterial agents, HPLC of Formula: 18437-58-6, the publication is Advanced Materials Research (Durnten-Zurich, Switzerland) (2013), 1371-1375, 6 pp., database is CAplus.

A series of N-(pyridin-4-yl) salicylamides derivatives were prepared through acylation of the corresponding acetylsalicyloyl chlorides with substituted 4-amino-pyridines. These compounds were evaluated in vitro for antimycobacterial activities against Mycobacterium tuberculosis (TB) and Mycobacterium avium (A) by the min. inhibitory concentrations (MIC) values. Eight of the compounds exhibited lower MIC against A than isoniazide (INH). Meanwhile, four of the compounds exhibited good anti-TB activity, when they were compared with INH. Antimycobacterial activities of N-(pyridin-4-yl) salicylamides were influenced by the balance between hydrophobicity and electron-withdrawing substituent effect on the Ph and pyridine ring. These studies show that these compounds might serve as prospective wide-spectrum antimycobacterial substances.

Advanced Materials Research (Durnten-Zurich, Switzerland) 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 C24H12, HPLC of Formula: 18437-58-6.

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

Hassan, Mirja Mahamudul Md published the artcileIridium-Catalyzed Site-Selective Borylation of 8-Arylquinolines, SDS of cas: 85237-71-4, the publication is Synthesis (2021), 53(18), 3333-3342, database is CAplus.

The authors report a convenient method for the highly site-selective borylation of 8-arylquinoline. The reaction proceeds smoothly in the presence of a catalytic amount of [Ir(OMe)(cod)]₂ and 2-phenylpyridine derived ligand using bis(pinacolato)diborane as the borylating agent. The reactions occur with high selectivity with many functional groups, providing borylated 8-aryl quinolines with good to excellent yield and excellent selectivity. The borylated compounds formed in this method can be transformed into various important synthons by using known transformations.

Synthesis published new progress about 85237-71-4. 85237-71-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is 5-Methyl-2-(p-tolyl)pyridine, and the molecular formula is C13H13N, SDS of cas: 85237-71-4.

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

Allegretti, Paul A. published the artcileGeneration of highly potent DYRK1A-dependent inducers of human β-Cell replication via Multi-Dimensional compound optimization, Recommanded Product: (6-Hydroxypyridin-3-yl)boronic acid, the publication is Bioorganic & Medicinal Chemistry (2020), 28(1), 115193, database is CAplus and MEDLINE.

Small mol. stimulation of β-cell regeneration has emerged as a promising therapeutic strategy for diabetes. Although chem. inhibition of dual specificity tyrosine-phosphorylation-regulated kinase 1A (DYRK1A) is sufficient to enhance β-cell replication, current lead compounds have inadequate cellular potency for in vivo application. Herein, we report the clin. stage anti-cancer kinase inhibitor OTS167 as a structurally novel, remarkably potent DYRK1A inhibitor and inducer of human β-cell replication. Unfortunately, OTS167’s target promiscuity and cytotoxicity curtails utility. To tailor kinase selectivity towards DYRK1A and reduce cytotoxicity we designed a library of fifty-one OTS167 derivatives based upon a modeled structure of the DYRK1A-OTS167 complex. Indeed, derivative characterization yielded several leads with exceptional DYRK1A inhibition and human β-cell replication promoting potencies but substantially reduced cytotoxicity. These compounds are the most potent human β-cell replication-promoting compounds yet described and exemplify the potential to purposefully leverage off-target activities of advanced stage compounds for a desired application.

Bioorganic & Medicinal Chemistry published new progress about 903899-13-8. 903899-13-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Alcohol,Boronic Acids,Boronic acid and ester, name is (6-Hydroxypyridin-3-yl)boronic acid, and the molecular formula is C5H6BNO3, Recommanded Product: (6-Hydroxypyridin-3-yl)boronic acid.

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