Tag: 200-300

Barsanti, Paul A.; Pan, Yue; Lu, Yipin; Jain, Rama; Cox, Matthew; Aversa, Robert J.; Dillon, Michael P.; Elling, Robert; Hu, Cheng; Jin, Xianming; Knapp, Mark; Lan, Jiong; Ramurthy, Savithri; Rudewicz, Patrick; Setti, Lina; Subramanian, Sharadha; Mathur, Michelle; Taricani, Lorena; Thomas, George; Xiao, Linda; Yue, Qin published an article on January 8 ,2015. The article was titled 《Structure-Based Drug Design of Novel, Potent, and Selective Azabenzimidazoles (ABI) as ATR Inhibitors》, and you may find the article in ACS Medicinal Chemistry Letters.Quality Control of 2-Bromo-5-nitropyridin-4-amine The information in the text is summarized as follows:

Compound I was discovered through morphing of the ATR biochem. HTS hit I. The ABI series was potent and selective for ATR. Incorporation of a 6-azaindole afforded a marked increase in cellular potency but was associated with poor PK and hERG ion channel inhibition. DMPK experiments established that CYP P 450 and AO metabolism in conjunction with Pgp and BCRP efflux were major causative mechanisms for the observed PK. The series also harbored the CYP3A4 TDI liability driven by the presence of both a morpholine and an indole moiety. Incorporation of an adjacent fluorine or nitrogen into the 6-azaindole addressed many of the various medicinal chem. issues encountered. In addition to this study using 2-Bromo-5-nitropyridin-4-amine, there are many other studies that have used 2-Bromo-5-nitropyridin-4-amine(cas: 84487-15-0Quality Control of 2-Bromo-5-nitropyridin-4-amine) was used in this study.

2-Bromo-5-nitropyridin-4-amine(cas: 84487-15-0) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Quality Control of 2-Bromo-5-nitropyridin-4-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C9H11BrClNOOn September 8, 2016 ,《Application of a Parallel Synthetic Strategy in the Discovery of Biaryl Acyl Sulfonamides as Efficient and Selective NaV1.7 Inhibitors》 was published in Journal of Medicinal Chemistry. The article was written by DiMauro, Erin F.; Altmann, Stephen; Berry, Loren M.; Bregman, Howard; Chakka, Nagasree; Chu-Moyer, Margaret; Bojic, Elma Feric; Foti, Robert S.; Fremeau, Robert; Gao, Hua; Gunaydin, Hakan; Guzman-Perez, Angel; Hall, Brian E.; Huang, Hongbing; Jarosh, Michael; Kornecook, Thomas; Lee, Josie; Ligutti, Joseph; Liu, Dong; Moyer, Bryan D.; Ortuno, Daniel; Rose, Paul E.; Schenkel, Laurie B.; Taborn, Kristin; Wang, Jean; Wang, Yan; Yu, Violeta; Weiss, Matthew M.. The article contains the following contents:

The majority of potent and selective hNaV1.7 inhibitors possess common pharmacophoric features that include a heteroaryl sulfonamide headgroup and a lipophilic aromatic tail group. Recently, reports of similar aromatic tail groups in combination with an acyl sulfonamide headgroup have emerged, with the acyl sulfonamide bestowing levels of selectivity over hNaV1.5 comparable to the heteroaryl sulfonamide. Beginning with com. available carboxylic acids that met selected pharmacophoric requirements in the lipophilic tail, a parallel synthetic approach was applied to rapidly generate the derived acyl sulfonamides. A biaryl acyl sulfonamide hit from this library was elaborated, optimizing for potency and selectivity with attention to physicochem. properties. The resulting novel leads are potent, ligand and lipophilic efficient, and selective over hNaV1.5. Representative lead I demonstrates selectivity over other human NaV isoforms and good pharmacokinetics in rodents. The biaryl acyl sulfonamides reported herein may also offer ADME advantages over known heteroaryl sulfonamide inhibitors. In the experiment, the researchers used 5-Bromo-3-chloro-2-isobutoxypyridine(cas: 1289093-31-7Formula: C9H11BrClNO)

5-Bromo-3-chloro-2-isobutoxypyridine(cas: 1289093-31-7) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Formula: C9H11BrClNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Dynamics of Closure of a Zinc Bis-Porphyrin Molecular Tweezers with Copper(II) Ions and Electron Transfer》 was written by Habermeyer, Benoit; Takai, Atsuro; Gros, Claude P.; El Ojaimi, Maya; Barbe, Jean-Michel; Fukuzumi, Shun-Ichi. Electric Literature of C7H6BrNO2This research focused onzinc bisporphyrin mol tweezer copper amine imine spacer preparation; mol tweezer zinc bisporphyrin copper complexation electron transfer; redox potential zinc bisporphyrin mol tweezer copper coordination closure; electrochem redox zinc bisporphyrin mol tweezer copper coordination. The article conveys some information:

Zinc bis-porphyrin mol. tweezers composed of a N4 spacer bound through pyridyl units to the meso position of porphyrins were synthesized, and the tweezers are closed by the coordination of a Cu(II) ion inside the spacer ligand. The effect of the π-π interaction between the porphyrin rings in the closed conformation on the absorption spectra of multi-electron oxidized species and the reduction potentials were clarified by chem. and electrochem. oxidation of the closed form of the zinc bis-porphyrin mol. tweezers in comparison with the open form without Cu(II) ion and the corresponding porphyrin monomer. The shifts in redox potentials and absorption spectrum of the porphyrin dication indicate a strong electronic interaction between the two oxidized porphyrins in the closed form, whereas there is little interaction between them in the neutral form. The dynamics of Cu(II) ion coordination and subsequent electron transfer was examined by using a stopped-flow UV/visible spectroscopic technique. Coordination of Cu(II) occurs prior to electron-transfer oxidation of the closed form of the zinc bis-porphyrin mol. tweezers. In the experimental materials used by the author, we found Methyl 5-bromopicolinate(cas: 29682-15-3Electric Literature of C7H6BrNO2)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Electric Literature of C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Bowen; Luo, Bangke; Yang, He; Tang, Wenjun published an article in 2022. The article was titled 《Heck Reaction of N-Heteroaryl Halides for the Concise Synthesis of Chiral α-Heteroaryl-substituted Heterocycles》, and you may find the article in Angewandte Chemie, International Edition.Name: Methyl 5-bromopicolinate The information in the text is summarized as follows:

The Heck reaction between N-heteroaryl halides and heterocyclic alkenes provides a convenient approach to biol. relevant α-heteroaryl functionalized heterocycles, yet reactions of this type have been challenging due to strong N-heteroaryl coordination to palladium metal, which causes catalyst poisoning. In this report, an efficient palladium-catalyzed Heck reaction between N-heteroaryl halides and heterocyclic olefins is established, leading to a variety of α-heteroaryl substituted heterocycles. The method features an unprecedented broad substrate scope and excellent functional group compatibility. The employment of a sterically bulky P, P=O ligand containing an anthryl moiety is crucial for this transformation due to the coordinative unsaturation facilitated by its steric bulkiness. The asym. variant of the Heck reaction is achieved with (S)-DTBM-SEGPHOS via a cationic palladium pathway, which has enabled an efficient asym. synthesis of (S)-nicotine and its analogs. In the experimental materials used by the author, we found Methyl 5-bromopicolinate(cas: 29682-15-3Name: Methyl 5-bromopicolinate)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Name: Methyl 5-bromopicolinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liu, Lunjie; Gao, Mei-Yan; Yang, Haofan; Wang, Xiaoyan; Li, Xiaobo; Cooper, Andrew I. published an article in 2021. The article was titled 《Linear Conjugated Polymers for Solar-Driven Hydrogen Peroxide Production: The Importance of Catalyst Stability》, and you may find the article in Journal of the American Chemical Society.Electric Literature of C5H3Br2N The information in the text is summarized as follows:

Hydrogen peroxide (H2O2) is one of the most important industrial oxidants. In principle, photocatalytic H2O2 synthesis from oxygen and H2O using sunlight could provide a cleaner alternative route to the current anthraquinone process. Recently, conjugated organic materials have been studied as photocatalysts for solar fuels synthesis because they offer synthetic tunability over a large chem. space. Here, we used high-throughput experiments to discover a linear conjugated polymer, poly(3-4-ethynylphenyl)ethynyl)pyridine (DE7), which exhibits efficient photocatalytic H2O2 production from H2O and O2 under visible light illumination for periods of up to 10 h or so. The apparent quantum yield was 8.7% at 420 nm. Mechanistic investigations showed that the H2O2 was produced via the photoinduced stepwise reduction of O2. At longer photolysis times, however, this catalyst decomposed, suggesting a need to focus the photostability of organic photocatalysts, as well as the initial catalytic production rates. The experimental process involved the reaction of 2,5-Dibromopyridine(cas: 624-28-2Electric Literature of C5H3Br2N)

2,5-Dibromopyridine(cas: 624-28-2) belongs to pyridine. Pyridine is a relatively complex molecule and exhibits a number of different bands in IR spectra. Among others, the bands characterizing the ν8a and ν19b modes have been found to be sensitive to the coordination or protonation of the molecule. Note that the band that is diagnostic for the PyH+ ion at about 1545 cm− 1 (ν19b mode) does not overlap with any of the other bands.Electric Literature of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,European Journal of Inorganic Chemistry included an article by Wang, Ping; Liang, Guangchao; Boyd, Chanteal Laquita; Webster, Charles Edwin; Zhao, Xuan. Electric Literature of C6H7Br2N. The article was titled 《Catalytic H2 Evolution by a Mononuclear Cobalt Complex with a Macrocyclic Pentadentate Ligand》. The information in the text is summarized as follows:

The use of H2 as fuel is considered as a potential solution for future energy demand, and there has been great interest in the design of metal catalysts for the H2 evolution from water with light and/or electricity over the past years. A mononuclear water soluble polypyridyl cobalt complex [Co(N4-Py)(H2O)](PF6)3 (4b) (N4-Py = N-methylpyridine-2,11-diaza[3,3](2,6)pyridinophane) was synthesized and characterized by elemental anal., mass spectrum, electrochem., and theor. calculations 4B can catalyze both electro- and photocatalytic H2 production in aqueous solutions Photocatalytic H2 production is achieved with a turnover number (TON) of 200 at pH 6 while electrolytic H2 production is accomplished with a TON of 140 at pH 7. Results from DFT computations indicate that the pentacoordinated CoII species is the active catalyst in the homogeneous H2 evolution by 4b, and the generation of H2 from a CoII-H species occurring via mononuclear heterolytic coupling is favorable by -23.0 kcal/mol. In the experimental materials used by the author, we found 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Electric Literature of C6H7Br2N)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Electric Literature of C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Kim, Jun Ki; Lim, Hwan Jung; Jeong, Kyung Chae; Park, Seong Jun published 《One-pot sequential synthesis of tetrasubstituted thiophenes via sulfur ylide-like intermediates》.Beilstein Journal of Organic Chemistry published the findings.HPLC of Formula: 31106-82-8 The information in the text is summarized as follows:

A novel approach for the practical synthesis of tetrasubstituted thiophenes was developed. The mechanism for this reaction was based on the formation of a sulfur ylide-like intermediate. It was clearly suggested by (i) the intramol. cyclization of ketene N,S-acetals to the corresponding thiophenes, (ii) 1H NMR studies of Meldrum’s acid-substituted aminothioacetals and (iii) substitution studies of the methoxy group on Meldrum’s acid containing N,S-acetals. Notably, in terms of structural effects on the reactivity and stability of sulfur ylide-like intermediates, 2-pyridyl substituted compound exhibited superior properties over those of others. In the experiment, the researchers used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8HPLC of Formula: 31106-82-8)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. HPLC of Formula: 31106-82-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Ding, Shi; Dai, Rui-Yang; Wang, Wen-Ke; Cao, Qiao; Lan, Le-Fu; Zhou, Xian-Li; Yang, Yu-She published 《Design, synthesis and structure-activity relationship evaluation of novel LpxC inhibitors as Gram-negative antibacterial agents》.Bioorganic & Medicinal Chemistry Letters published the findings.SDS of cas: 29682-15-3 The information in the text is summarized as follows:

LpxC inhibitors are new-type antibacterial agents developed in the last twenty years, mainly against Gram-neg. bacteria infections. To develop novel LpxC inhibitors with good antibacterial activities and biol. metabolism, the authors summarized the basic skeleton of reported LpxC inhibitors, designed and synthesized several series of compounds and tested their antibacterial activities against Escherichia coli and Pseudomonas aeruginosa in vitro. Structure-activity relations are discussed. The metabolism stability of YDL-2, YDL-5, YDL-8, YDL-14, YDL-20-YDL-23 were evaluated in liver microsomes, which indicated that the 2-amino iso-Pr group may be a preferred structure than the 2-hydroxy Et group in the design of LpxC inhibitors. In addition to this study using Methyl 5-bromopicolinate, there are many other studies that have used Methyl 5-bromopicolinate(cas: 29682-15-3SDS of cas: 29682-15-3) was used in this study.

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.SDS of cas: 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of C6H7Br2NIn 2018 ,《Catalytic Synthesis of Indolines by Hydrogen Atom Transfer to Cobalt(III)-Carbene Radicals》 was published in Chemistry – A European Journal. The article was written by Karns, Alexander S.; Goswami, Monalisa; de Bruin, Bas. The article contains the following contents:

A new method was reported for the synthesis of tert-butyl-2-arylindoline-1-carboxylates such as I [R = Ph, 4-MeOC6H4, 2-pyridyl, etc.; R1 = H, 4-Me, 5-MeO, 5-CF3] from ring-closing reaction of o-aminoarylidine-N-tosylhydrazones II proceeded through cobalt(III)-carbene radical intermediate via rapid intramol. 1,5-hydrogen atom transfer (1,5-HAT). This methodol. employed the use of inexpensive com. available reagents and allowed the transformation of easily derivatized benzaldehyde-derived precursors to functionalized indoline products via formation of compounds II. This transformation was the first reported example of the synthesis of nitrogen-containing heterocycles from cobalt(III)-carbene radical precursors. Computational investigations using d. functional theory identified remarkably low barriers for 1,5-HAT and subsequent radical rebound displacement, hence provided support for the proposed mechanism. Furthermore, the steric and electronic effects of substituents on aniline ring and on nitrogen atom were evaluated and highlighted the importance of adequate resonance stabilization of radical intermediates to the success of this transformation. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Synthetic Route of C6H7Br2N)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Synthetic Route of C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Category: pyridine-derivativesIn 2021 ,《On-Surface Synthesis of Giant Conjugated Macrocycles》 was published in Angewandte Chemie, International Edition. The article was written by Fan, Cunrui; Sun, Bangjin; Li, Zhanbo; Shi, Jiwei; Lin, Tao; Fan, Jian; Shi, Ziliang. The article contains the following contents:

We have achieved an on-surface synthesis of giant conjugated macrocycles having a diameter of ≈7 nm and consisting of up to 30 subunits. The synthesis started with a debrominative coupling of the mol. precursors on a hot Ag(111) surface, leading to the formation of arched oligomeric chains and macrocycles. These products were revealed by scanning tunneling microscopy in combination with d. functional theory to be covalent oligomers. These intermediates also display C-Ag organometallic bonds between parallel mol. subunits due to site-selective debromination and the asym. mol. conformation. Subsequent cyclodehydrogenation at higher temperatures steered the final conjugation of the macrocycles. Our findings provide a novel design strategy toward π-conjugated macrocycles and open up new opportunities for the precise synthesis of organic nanostructures. The results came from multiple reactions, including the reaction of 2,6-Dibromopyridine(cas: 626-05-1Category: pyridine-derivatives)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem