Category: pyridine-derivatives

Stamm, T. published the artcileZeolite-catalyzed isomerization of aromatic amines to methyl-aza-aromatics, Synthetic Route of 18437-58-6, the publication is Journal of Catalysis (1995), 155(2), 268-82, database is CAplus.

The scope and mechanism of the isomerization of arylamines to methyl-substituted aromatic heterocycles have been studied. Aniline, toluidines, naphthylamines and m-phenylenediamine all reacted to the corresponding ortho-methyl-substituted aza-aromatics when exposed to high NH₃ pressure and elevated temperature in the presence of acid catalysts. Zeolites with a three-dimensional pore structure, especially H-ZSM-5, showed the best performance. Optimum reaction conditions are around 600 K and 10 MPa. Two mechanisms which had been proposed earlier for this apparent N-ortho C exchange reaction proved untenable. Neither incorporation of the N atom into the aromatic ring nor a mechanism based on an intramol. Ritter reaction could explain the required high NH₃ pressure or the product distribution. Two new mechanisms are proposed which can explain all observations. In both mechanisms, reaction starts with addition of NH₃ to the arylamine, followed by ring opening. In one mechanisms an alkyno-imine intermediate is formed; in the other mechanisms an enamino-imine intermediate is formed through a reverse aldol reaction. In both cases ring closure and NH₃ elimination lead to the required aromatic heterocycles. The high NH₃ presure is explained by the need to add NH₃ to the aromatic ring, and the high temperature by the need to desorb NH₃ from the acid sites.

Journal of Catalysis 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 C15H24O2, Synthetic Route of 18437-58-6.

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

Das, Sabuj Kanti published the artcileCuO grafted triazine functionalized covalent organic framework as an efficient catalyst for C-C homo coupling reaction, Formula: C5H6BNO2, the publication is Molecular Catalysis (2020), 110650, database is CAplus.

A new copper oxide immobilized covalent organic framework (COF) material Cu^II-TRIPTA by grafting of CuO nanoparticles at the surface of a nitrogen rich porous COF material TRIPTA was reported. TRIPTA was synthesized through the extended Schiff base reaction between 2,4,6-triformylphloroglucinol and 1,3,5-tris-(4-aminophenyl)triazine. The COF as well as CuO loaded materials were characterized by powder X-ray diffraction (PXRD), transmission electron microscopy (TEM), XPS, N₂ adsorption-desorption, Fourier transform IR spectroscopy (FT-IR), thermogravimetry (TG) and EPR spectroscopic analyses. Cu^II-TRIPTA material was successfully applied as heterogeneous nanocatalyst for the C-C homo-coupling reaction of phenylboronic acids to synthesize wide range of biaryl compounds under mild and eco-friendly conditions (60°, methanol solvent). Remarkably high sp. surface area of Cu^II-TRIPTA (583 m² g^-1) and highly accessible catalytic sites in the 2D-hexagonal COF nano-architecture potentially makes it excellent catalyst in the C-C bond formation reaction, which was evident from the high TON of the catalyst in this reaction. The catalyst was recollected and reused till 6th cycles without any noticeable change of its catalytic activity, suggesting its high catalytic efficiency in this C-C bond formation reaction.

Molecular Catalysis 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, Formula: C5H6BNO2.

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

Yang, Yiwen published the artcileConvenient synthesis of 2-aryl-1-haloindolizines from pyridinium salts and 2-aryl-1,1-dihaloalk-1-enes, Recommanded Product: 1-(Cyanomethyl)pyridin-1-ium chloride, the publication is Synthesis (2011), 3447-3452, database is CAplus.

2-Aryl-1-haloindolizines were synthesized from pyridinium salts and 2-aryl-1,1-dihaloalk-1-enes using a DBU/THF system. 2-Aryl-1,1-dihaloalk-1-enes containing electron-withdrawing or -donating groups were efficiently converted into the corresponding 2-aryl-1-haloindolizines in moderate to excellent yields.

Synthesis published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C8H19NO2, Recommanded Product: 1-(Cyanomethyl)pyridin-1-ium chloride.

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

Kobayashi, Yoshiro published the artcileStudies on the reaction of heterocyclic compounds. XV. N-Alkylation of 1,2,3,4-tetrahydro-5-methyl-1,6-naphthyridine, Application In Synthesis of 18437-58-6, the publication is Chemical & Pharmaceutical Bulletin (1976), 24(8), 1704-7, database is CAplus.

Alkylation of the 1-position of 5-methyl-1,2,3,4-tetrahydro-1,6-naphthyridine (I) does not proceed by ordinary methods. The UV absorption maximum of I shows a bathochromic shift on protonation. Considering this, alkylation was successfully carried out in the presence of NaNH2.

Chemical & Pharmaceutical Bulletin 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, Application In Synthesis of 18437-58-6.

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

Raghu, M. S. published the artcileSynthesis, characterization, antimicrobial and interaction studies of pteridines with human serum albumin: A combined multi-spectroscopic and computational study, Safety of Phenyl(pyridin-2-yl)methanone, the publication is Journal of Molecular Structure (2022), 1250(Part_3), 131857, database is CAplus.

A novel series of pteridine derivatives I [R = H, F, Cl, F₃C, Br] was synthesized, and the structures of these mols. were established using elemental anal. and numerous spectroscopic methods. The disk diffusion technique was used to examine the antimicrobial potential of the newly synthesized mols. Among the compounds examined, I [R = F, F₃C] compounds had the highest impact against the examined bacterial and fungal strains. The compounds min. inhibitory concentration (MIC) was observed to be in the line of 0.41-6.83μM. UV-vis absorption, fluorescence quenching, FT-IR spectroscopy and CD (CD) along with mol. docking methods, were studies to assess the binding behavior of efficient pteridine derivatives I [R = F, F₃C] with human serum albumin (HSA). Formation of HSA-test compounds complex indicated the static quenching phenomena during fluorescence quenching of HSA by test compounds Synthesized I [R = F, F₃C] were further evaluated for three basic binding sites of HSA including subdomains IIA, IIIA, and IB, using mol. docking studies. Hydrophobic and interaction through hydrogen bonding influenced the binding pathway of HSA with test mols., according to the mol. docking data. Furthermore, the DFT technique was used to optimize the mol. geometry of potent I [R = F, F₃C] compounds using the B3LYP hybrid functional and the 6-311 + G(d, p) basis set. The optimized structure closely aligned with the test findings. The electrostatic potential framework was produced to visualize the mol.’s energy distribution and chem. reactive areas.

Journal of Molecular Structure 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

Kim, Yong published the artcileCopper-Catalyzed, One-Pot, Three-Component Synthesis of Benzimidazoles by Condensation and C-N Bond Formation, Quality Control of 39856-58-1, the publication is Journal of Organic Chemistry (2011), 76(23), 9577-9583, database is CAplus and MEDLINE.

Benzimidazoles, e.g., I, were synthesized by the copper-catalyzed, one-pot, three-component reaction of 2-haloanilines, aldehydes, and NaN₃. The reaction was optimized when 2-iodo- or 2-bromoanilines (1.0 equiv), aldehydes (1.2 equiv), NaN₃ (2.0 equiv), 5 mol% of CuCl, and 5 mol % of TMEDA were reacted in DMSO at 120 °C for 12 h. Good yields were obtained and the reaction showed tolerance toward functional groups such as ester, nitro, and chloro. Aliphatic and heteroaromatic aldehydes also afforded the desired products in moderate to good yields.

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, Quality Control of 39856-58-1.

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

Kao, Sheng-Yuan published the artcileAn electrochromic device based on all-in-one polymer gel through in-situ thermal polymerization, Recommanded Product: 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, the publication is Solar Energy Materials & Solar Cells (2016), 145(Part_1), 61-68, database is CAplus.

A self-standing all-in-one electrochromic gel utilizing Ph viologen (PV) and N,N,N’,N’-tetramethyl-1,4-phenylenediamine (TMPD) as the electrochromic materials is prepared by incorporating a thermo-cured cross-linked polymer matrix. The thermal-cured polymer matrix can prevent the agglomeration of PV happening on the electrode surface, resulting in the excellent write-erase ability of the obtained gelated ECD. Moreover, the cross-linker which possesses the long propoxylated arms leads to the easier diffusion for both PV and TMPD in the obtained polymer network. As a result, the obtained ECD exhibits a large transmittance change (ΔT>67% at 620 nm) within a short response time (<3.5 s) under an extremely low driving voltage (0.5 V). Besides, this device remains over 55% of ΔT after 10,000 cycles of switching.

Solar Energy Materials & Solar Cells 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 C22H18Cl2N2, Recommanded Product: 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride.

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

Liang, Ling published the artcileComparative peripheral edema for dihydropyridines calcium channel blockers treatment: A systematic review and network meta-analysis, Recommanded Product: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, the publication is Journal of Clinical Hypertension (Hoboken, NJ, United States) (2022), 24(5), 536-554, database is CAplus and MEDLINE.

Dihydropyridine calcium channel blockers (DHPCCBs) are widely used to treat hypertension and chronic coronary artery disease. One common adverse effect of DHPCCBs is peripheral edema, particularly of the lower limbs. The side effect could lead to dose reduction or discontinuation of the medication. The combination of DHPCCBs and renin-angiotensin system blockers has shown to reduce the risk of DHPCCBs-associated peripheral edema compared with DHPCCBs monotherapy. Author performed the current systematic review and network meta-anal. of randomized controlled trials (RCTs) to estimate the rate of peripheral edema with DHPCCBs as a class and with individual DHPCCBs and the ranking of the reduction of peripheral edema. The effects of renin-angiotensin system blockers on DHPCCBs network meta-anal. were created to analyze the ranking of the reduction of peripheral edema. A total of 3312 publications were identified and 71 studies with 56,283 patients were included. Nifedipine ranked highest in inducing peripheral edema (SUCRA 81.8%) and lacidipine (SUCRA 12.8%) ranked the least. All DHPCCBs except lacidipine resulted in higher relative risk (RR) of peripheral edema compared with placebo. Nifedipine plus angiotensin receptor blocker (SUCRA: 92.3%) did not mitigate peripheral edema and amlodipine plus angiotensin-converting enzyme inhibitors (SUCRA: 16%) reduced peripheral edema the most. Nifedipine ranked the highest and lacidipine ranked the lowest amongst DHPCCBs for developing peripheral edema when used for cardiovascular indications. The second or higher generation of DHPCCBs combination with ACEIs or ARBs or diuretics lowered the chance of peripheral edema development compared to single DHPCCB treatment.

Journal of Clinical Hypertension (Hoboken, NJ, United States) published new progress about 21829-25-4. 21829-25-4 belongs to pyridine-derivatives, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, and the molecular formula is C17H18N2O6, Recommanded Product: Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.

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

Bodke, Yadav D. published the artcileApplication of Suzuki coupling in the synthesis of some novel coumarin derivatives as potent antibacterial agents, COA of Formula: C5H6BNO2, the publication is Pharma Chemica (2017), 9(21), 29-34, database is CAplus.

The synthesis of some novel coumarin derivatives by palladium catalyzed Suzuki cross-coupling and evaluation of their antibacterial potency was reported. Most of the compounds exhibited exceptional antibacterial activity as compared with the resp. standard, Ciprofloxacin.

Pharma Chemica 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, COA of Formula: C5H6BNO2.

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

Umemoto, Teruo published the artcileN-Fluoropyridinium triflate and its derivatives: useful fluorinating agents, Computed Properties of 107263-95-6, the publication is Tetrahedron Letters (1986), 27(37), 4465-8, database is CAplus.

N-Fluoropyridinum triflate and its derivatives, stable and nonhygroscopic crystals, were found to be widely applicable reagents for mild and selective fluorination of a variety of organic compounds, including aromatics, enol ethers or acetates, active methylene compounds, and organometallics.

Tetrahedron Letters 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 C6H3ClFNO2, Computed Properties of 107263-95-6.

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