Day: December 9, 2022

Novak, Michael published the artcileNitrenium ions from food-derived heterocyclic arylamine mutagens, Name: 5-Nitro-2-phenylpyridine, the publication is Journal of the American Chemical Society (1998), 120(7), 1643-1644, database is CAplus.

The pivalic acid esters I (X = N, Y = CH, R = H, Me; X = CH, Y = N, R = H), models for the ultimate mutagenic and carcinogenic metabolites of heterocyclic arylamines, undergo spontaneous uncatalyzed hydrolysis under physiol. pH conditions, but become unreactive under acidic conditions in which the pyridyl N atom is protonated. Kinetic comparisons with the biphenyl ester I (X = Y = CH, R = H) show that the limiting hydrolysis rate constant, k₀, is reduced by substitution of an N atom for a C atom by ∼10⁴ for an ortho substitution and ∼30 for a meta substitution. The hydrolysis rates of these esters are insensitive to added N₃^–, but this nucleophile has considerable effect on reaction products. These results are consistent with a mechanism in which rate-limiting N-O bond heterolysis yields a nitrenium ion that is competitively trapped by solvent and N₃^–. The selectivity ratios, k_az/k_s, for the corresponding ions II (X ≠ Y) are ∼10-300-fold smaller than k_az/k_s for the 4-biphenylylnitrenium ion, II (X = Y = CH).

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

Lou, Shao-Jie published the artcilePd(OAc)₂-catalyzed regioselective aromatic C-H bond fluorination, Category: pyridine-derivatives, the publication is Chemical Communications (Cambridge, United Kingdom) (2013), 49(55), 6218-6220, database is CAplus and MEDLINE.

A novel Pd(OAc)₂-NFSI-TFA system was developed for the highly selective ortho-monofluorination directed by diverse aryl-N-heterocyclic directing groups e.g., quinoxaline, pyrazole, benzo[d]oxazole, and pyrazine derivatives A Pd(ii/iv) catalytic cycle was proposed based on the ESI-MS/MS studies.

Chemical Communications (Cambridge, United Kingdom) 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, Category: pyridine-derivatives.

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

Huang, Chao published the artcileDiscovery, synthesis, biological evaluation and molecular docking study of (R)-5-methylmellein and its analogs as selective monoamine oxidase A inhibitors, HPLC of Formula: 197958-29-5, the publication is Bioorganic & Medicinal Chemistry (2019), 27(10), 2027-2040, database is CAplus and MEDLINE.

Nonracemic hydroxydihydroisobenzopyranones such as I, analogs of (R)-5-methylmellein, were prepared and tested as inhibitors of monoamine oxidase A (MAO-A). Most of the hydroxydihydrobenzopyranones selectively inhibited MAO-A with IC₅₀ values of 60 nM to 29 μM; I was the most potent and selective analog prepared, with IC₅₀ values of 60 nM for MAO-A and >50 μM for MAO-B. Mol. docking calculations of I in the active sites of MAO-A and MAO-B were performed; the kinetics of inhibition of MAO-A by I were determined

Bioorganic & Medicinal Chemistry 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, HPLC of Formula: 197958-29-5.

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

Hu, Yonghan published the artcileContinued exploration of biphenylsulfonamide scaffold as a platform for aggrecanase-1 inhibition, SDS of cas: 903899-13-8, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(22), 6800-6803, database is CAplus and MEDLINE.

Design, synthesis and structure-activity relationship of a series of biphenylsulfonamido-3-methylbutanoic acid based aggrecanase-1 inhibitors are described. In addition to robust aggrecanase-1 inhibition, these compounds also exhibit potent MMP-13 activity. In cell-based cartilage explants assay 4-[4-(3-F₃CC₆H₄)C₆H₄]C₆H₄SO₂NH-L-Val-OH produced 87% inhibition of proteoglycan degradation at 10 μg/mL. Good pharmacokinetic properties were demonstrated by 4-[4-(2-NCC₆H₄)C₆H₄]C₆H₄SO₂NH-L-Val-OH with a half-life of 6 h and bioavailability of 23%.

Bioorganic & Medicinal Chemistry Letters 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, SDS of cas: 903899-13-8.

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

Zhu, Huilong published the artcileRhodium-Catalyzed Chemodivergent Pyridylation of Alkynes with Pyridylboronic Acids, Quality Control of 197958-29-5, the publication is Organic Letters (2022), 24(27), 4896-4901, database is CAplus and MEDLINE.

The pyridylation of alkynes with pyridylboronic acids is realized under rhodium catalysis. Chemodivergent pyridylation products, including alkenylpyridines produced via the hydropyridylation pathway and cyclopenta[c]pyridines produced via the pyridylation/cyclization pathway, were selectively produced by fine-tuning the reaction conditions. A mechanistic study revealed that 1,4-rhodium migration to the pyridine ring was involved as the key step in the chemodivergent synthesis.

Organic 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 C15H14O3, Quality Control of 197958-29-5.

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

Cheng, Kai published the artcileThe Pd(OAc)₂-catalyzed homocoupling of arylboronic acids in water and ionic liquid, Related Products of pyridine-derivatives, the publication is Journal of Molecular Catalysis A: Chemical (2007), 273(1-2), 240-243, database is CAplus.

The homocoupling reaction of the arylboronic acids proceeded smoothly in a mixture of water and ionic liquids in the presence of Et bromoacetate ester using Pd(OAc)₂ as catalyst in high yield at 60 °C for 3 h. The separation of desired products was easily performed by extraction with di-Et ether and Pd(OAc)₂-[bmim][PF₆] (1-butyl-3-methylimidazolium hexafluorophosphate) can be reused eight times accompanied with only a slight decrease in activity.

Journal of Molecular Catalysis A: Chemical 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, Related Products of pyridine-derivatives.

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

Li, Wei published the artcileHighly efficient hydrogenation of biomass-derived levulinic acid to γ-valerolactone catalyzed by iridium pincer complexes, Application In Synthesis of 338800-13-8, the publication is Green Chemistry (2012), 14(9), 2388-2390, database is CAplus.

A highly efficient catalytic method for hydrogenation of biomass-derived levulinic acid has been developed and the iridium trihydride complexes of PNP pincer ligands were found to be extremely active catalysts for this transformation, providing γ-valerolactone in high yields with TONs as high as 71 000.

Green Chemistry published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C23H43NP2, Application In Synthesis of 338800-13-8.

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

Lan, Lixin published the artcileUltrasonic-assisted synthesis of 2-sulfonyl nitrogen heterocyclic compounds, Recommanded Product: Pyridine-3-sulfonic acid, the publication is Youji Huaxue (2018), 38(2), 492-497, database is CAplus.

A facile and convenient ultrasonic-assisted method for the synthesis of 2-sulfonyl nitrogen heterocyclics has been developed. Using bromo-tris-pyrrolidino-phosphonium hexafluorophosphate (PyBroP) as catalyst, the reactions were carried out under ultrasound irradiation condition at room temperature for 1.0 h, and the 2-sulfonyl nitrogen heterocyclics were obtained in good yields with nitrogen heterocyclic N-oxides and sulfinic acid as raw materials. The reaction has the advantages of good substrate suitability, short reaction times and high yields, which provides a efficient approach for the synthesis of 2-sulfonyl nitrogen heterocyclics and their derivatives

Youji Huaxue 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

Yan, Fangyou published the artcilePredicting Toxicity of Ionic Liquids in Acetylcholinesterase Enzyme by the Quantitative Structure-Activity Relationship Method Using Topological Indexes, Safety of 1-(Cyanomethyl)pyridin-1-ium chloride, the publication is Journal of Chemical & Engineering Data (2012), 57(8), 2252-2257, database is CAplus.

A new topol. index (TI) was proposed based on atom characters (e.g., atom radius, atom electronegativity, etc.) and atom positions in the hydrogen-suppressed mol. structure in our previous work. In this work, the TI was used for predicting the toxicity of ILs in acetylcholin esterase (log EC₅₀ AChE) by the multiple linear regression (MLR) method. For ILs composed entirely of cations and anions, the TIs are calculated from cations and anions, resp. The 221 ILs used in the MLR model are based on imidazolium (Im), pyridinium (Pyi), pyrrolidinium (Pyo), ammonium (Am), phosphonium (Ph), quinolinium (Qu), piperidinium (Pi), and morpholinium (Mo). The regression coefficient (R²) and the overall average absolute error (AAE) are 0.877 and 0.153, resp.

Journal of Chemical & Engineering Data 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 C20H19NO4, Safety of 1-(Cyanomethyl)pyridin-1-ium chloride.

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

Cao, Dawei published the artcileLight-driven MPV-type reduction of aryl ketones/aldehydes to alcohols with isopropanol under mild conditions, Name: Phenyl(pyridin-2-yl)methanone, the publication is Green Chemistry (2021), 23(19), 7539-7543, database is CAplus.

Herein, a direct light-driven strategy for reducing ketones R¹C(O)R² (R¹ = Ph, pyridin-2-yl, Bu, 1-benzofuran-2-yl, etc.; R² = Ph, pyridin-2-yl, Me, pentyl, etc.) /aldehydes R³CHO (R³ = Ph, 4-(trifluoromethyl)phenyl, 1-benzofuran-2-yl, naphthalen-2-yl, etc.) to alcs. R¹CH(OH)R²/R³OH using isopropanol as the reducing agent and solvent, in the presence of t-BuOLi, under an air atm. at room temperature is developed. This operationally simple light-promoted Meerwein-Ponndorf-Verley (MPV) type reduction can be used to produce various benzylic alc. derivatives as well as applied to bioactive mols. and PEEK model compounds, demonstrating its application potential.

Green 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, Name: Phenyl(pyridin-2-yl)methanone.

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