Tag: 200-300

Electric Literature of C7H6BrNO2In 2015 ,《Dosage delivery of sensitive reagents enables glove-box-free synthesis》 appeared in Nature (London, United Kingdom). The author of the article were Sather, Aaron C.; Lee, Hong Geun; Colombe, James R.; Zhang, Anni; Buchwald, Stephen L.. The article conveys some information:

Contemporary organic chemists employ a broad range of catalytic and stoichiometric methods to construct mols. for applications in the material sciences, and as pharmaceuticals, agrochems., and sensors. The utility of a synthetic method may be greatly reduced if it relies on a glove box to enable the use of air- and moisture-sensitive reagents or catalysts. Furthermore, many synthetic chem. laboratories have numerous containers of partially used reagents that have been spoiled by exposure to the ambient atm. This is exceptionally wasteful from both an environmental and a cost perspective. Here we report an encapsulation method for stabilizing and storing air- and moisture-sensitive compounds We demonstrate this approach in three contexts, by describing single-use capsules that contain all of the reagents (catalysts, ligands, and bases) necessary for the glove-box-free palladium-catalyzed carbon-fluorine, carbon-nitrogen, and carbon-carbon bond-forming reactions. This strategy should reduce the number of error-prone, tedious and time-consuming weighing procedures required for such syntheses and should be applicable to a wide range of reagents, catalysts, and substrate combinations. In the experiment, the researchers used many compounds, for example, Methyl 5-bromopicolinate(cas: 29682-15-3Electric Literature of C7H6BrNO2)

Methyl 5-bromopicolinate(cas: 29682-15-3) 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. Electric Literature of C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C5H3Br2NIn 2019 ,《Pyrenylpyridines: Sky-Blue Emitters for Organic Light-Emitting Diodes》 appeared in ACS Omega. The author of the article were Deepthika De Silva, Thenahandi Prasanthi; Youm, Sang Gil; Tamas, George G.; Yang, Boqian; Wang, Chun-Han; Fronczek, Frank R.; Sahasrabudhe, Girija; Sterling, Sierra; Quarels, Rashanique D.; Chhotaray, Pratap K.; Nesterov, Evgueni E.; Warner, Isiah M.. The article conveys some information:

A novel sky-blue-emitting tripyrenylpyridine derivative, 2,4,6-tri(1-pyrenyl)pyridine (2,4,6-TPP), has been synthesized using a Suzuki coupling reaction and compared with three previously reported isomeric dipyrenylpyridine (DPP) analogs (2,4-di(1-pyrenyl)pyridine (2,4-DPP), 2,6-di(1-pyrenyl)pyridine (2,6-DPP), and 3,5-di(1-pyrenyl)pyridine (3,5-DPP)). As revealed by single-crystal X-ray anal. and computational simulations, all compounds possess highly twisted conformations in the solid state with interpyrene torsional angles of 42.3°-57.2°. These solid-state conformations and packing variations of pyrenylpyridines could be correlated to observed variations in phys. characteristics such as photo/thermal stability and spectral properties, but showed only marginal influence on electrochem. properties. The novel derivative, 2,4,6-TPP, exhibited the lowest degree of crystallinity as revealed by powder X-ray diffraction anal. and formed amorphous thin films as verified using grazing-incidence wide-angle X-ray scattering. This compound also showed high thermal/photo stability relative to its disubstituted analogs (DPPs). Thus, a nondoped organic light-emitting diode (OLED) prototype was fabricated using 2,4,6-TPP as the emissive layer, which displayed a sky-blue electroluminescence with Commission Internationale de L’Eclairage (CIE) coordinates of (0.18, 0.34). This OLED prototype achieved a maximum external quantum efficiency of 6.0 ± 1.2% at 5 V. The relatively high efficiency for this simple-architecture device reflects a good balance of electron and hole transporting ability of 2,4,6-TPP along with efficient exciton formation in this material and indicates its promise as an emitting material for design of blue OLED devices. The experimental part of the paper was very detailed, including the reaction process of 2,6-Dibromopyridine(cas: 626-05-1Formula: C5H3Br2N)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Formula: C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Pomplun, Sebastian; Sippel, Claudia; Haehle, Andreas; Tay, Donald; Shima, Kensuke; Klages, Alina; Uenal, Can Murat; Riess, Benedikt; Toh, Hui Ting; Hansen, Guido; Yoon, Ho Sup; Bracher, Andreas; Preiser, Peter; Rupp, Jan; Steinert, Michael; Hausch, Felix published 《Chemogenomic Profiling of Human and Microbial FK506-Binding Proteins》.Journal of Medicinal Chemistry published the findings.Name: 2-(Bromomethyl)pyridine hydrobromide The information in the text is summarized as follows:

FK506-binding proteins (FKBPs) are evolutionarily conserved proteins that display peptidyl-prolyl isomerase activities and act as coreceptors for immunosuppressants. Microbial macrophage-infectivity-potentiator (Mip)-type FKBPs can enhance infectivity. However, developing druglike ligands for FKBPs or Mips has proven difficult, and many FKBPs and Mips still lack biol. useful ligands. To explore the scope and potential of C5-substituted [4.3.1]-aza-bicyclic sulfonamides as a broadly applicable class of FKBP inhibitors, we developed a new synthesis method for the bicyclic core scaffold and used it to prepare an FKBP- and Mip-focused library. This allowed us to perform a systematic structure-activity-relationship anal. across key human FKBPs and microbial Mips, yielding highly improved inhibitors for all the FKBPs studied. A cocrystal structure confirmed the mol.-binding mode of the core structure and explained the affinity gained as a result of the preferred substituents. The best FKBP and Mip ligands showed promising antimalarial, antileginonellal, and antichlamydial properties in cellular models of infectivity, suggesting that substituted [4.3.1]-aza-bicyclic sulfonamides could be a novel class of anti-infectives. In addition to this study using 2-(Bromomethyl)pyridine hydrobromide, there are many other studies that have used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Name: 2-(Bromomethyl)pyridine hydrobromide) was used in this study.

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Name: 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Stepan, Antonia F.; Claffey, Michelle M.; Reese, Matthew R.; Balan, Gayatri; Barreiro, Gabriela; Barricklow, Jason; Bohanon, Michael J.; Boscoe, Brian P.; Cappon, Gregg D.; Chenard, Lois K.; Cianfrogna, Julie; Chen, Laigao; Coffman, Karen J.; Drozda, Susan E.; Dunetz, Joshua R.; Ghosh, Somraj; Hou, Xinjun; Houle, Christopher; Karki, Kapil; Lazzaro, John T.; Mancuso, Jessica Y.; Marcek, John M.; Miller, Emily L.; Moen, Mark A.; O’Neil, Steven; Sakurada, Isao; Skaddan, Marc; Parikh, Vinod; Smith, Deborah L.; Trapa, Patrick; Tuttle, Jamison B.; Verhoest, Patrick R.; Walker, Daniel P.; Won, Annie; Wright, Ann S.; Whritenour, Jessica; Zasadny, Kenneth; Zaleska, Margaret M.; Zhang, Lei; Shaffer, Christopher L. published 《Discovery and Characterization of (R)-6-Neopentyl-2-(pyridin-2-ylmethoxy)-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one (PF-06462894), an Alkyne-Lacking Metabotropic Glutamate Receptor 5 Negative Allosteric Modulator Profiled in both Rat and Nonhuman Primates》.Journal of Medicinal Chemistry published the findings.Related Products of 31106-82-8 The information in the text is summarized as follows:

We previously observed a cutaneous type IV immune response in nonhuman primates (NHP) with the mGlu5 neg. allosteric modulator (NAM) 7. To determine if this adverse event was chemotype- or mechanism-based, we evaluated a distinct series of mGlu5 NAMs. Increasing the sp3 character of high-throughput screening hit 40 afforded a novel morpholinopyrimidone mGlu5 NAM series. Its prototype, (R)-6-neopentyl-2-(pyridin-2-ylmethoxy)-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one (PF-06462894, 8), possessed favorable properties and a predicted low clin. dose (2 mg twice daily). Compound 8 did not show any evidence of immune activation in a mouse drug allergy model. Addnl., plasma samples from toxicol. studies confirmed that 8 did not form any reactive metabolites. However, 8 caused the identical microscopic skin lesions in NHPs found with 7, albeit with lower severity. Holistically, this work supports the hypothesis that this unique toxicity may be mechanism-based although addnl. work is required to confirm this and determine clin. relevance. After reading the article, we found that the author used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Related Products of 31106-82-8)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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.Related Products of 31106-82-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Saifuzzaman, Md.; Morrison, Rick; Zheng, Zhaohua; Orive, Stephanie; Hamilton, Justin; Thompson, Philip E.; Al-rawi, Jasim M. A. published 《Synthesis and biological evaluation of 8-aryl-2-morpholino-7-O-substituted benzo[e][1,3]oxazin-4-ones against DNA-PK, PI3K, PDE3A enzymes and platelet aggregation》.Bioorganic & Medicinal Chemistry published the findings.Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide The information in the text is summarized as follows:

A series of 40 7-(O-substituted)-2-morpholino-8-aryl-4H-benzo[e][1,3]oxazin-4-ones I [R1 = benzyl, 2-pyridylmethyl, (4-methylpiperazinyl)ethyl; R2 = 2-thiophenyl, 4-ClC6H4, dibenzo[b,d]thiophen-4-yl, etc.] were synthesized. They were prepared via synthesis of a key precursor, I [R1 = H; R2 = Br] which was amenable to ether synthesis at the 7-position and Suzuki coupling at the 8-position. The 2 protons of 7-OCH2 in compounds I [R1 = benzyl; R2 = benzo[b]thiophen-2-yl, dibenzo[b,d]thiophen-4-yl, dibenzo[b,d]furan-4-yl, naphthalen-1-yl, thianthren-1-yl] prove to be magnetically non-equivalent, atropisomerism (axial chirality), as result of sterically hindered rotation of the bulky 8-aryl-substituent. The products I were evaluated for their activities against PI3K isoforms, DNA-PK and PDE3. The results showed that this substitution pattern had a deleterious effect on PI3K activities, which may arise from steric hindrance in the active site. PI3Kδ was somewhat more tolerant of this substitution particularly where 8-(4-methoxylphenyl) substituents were present (IC50s ∼ 2-3 μM). Good activities against PDE3 were also obtained for compounds, with particular members of the 7-(2-pyridinyl) methoxy series showing good inhibition (IC50s ∼ 2-3 μM), comparable to previously described analogs. Compound I [R1 = (4-methylpiperazinyl)ethyl, R2 = Ph] effectively inhibited ADP-induced platelet aggregation with an IC50 of 8 μM. The results came from multiple reactions, including the reaction of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2010,Yu, Ming; Lizarzaburu, Mike; Beckmann, Holger; Connors, Richard; Dai, Kang; Haller, Katrin; Li, Cong; Liang, Lingming; Lindstrom, Michelle; Ma, Ji; Motani, Alykhan; Wanska, Malgorzata; Zhang, Alex; Li, Leping; Medina, Julio C. published 《Identification of piperazine-bisamide GHSR antagonists for the treatment of obesity》.Bioorganic & Medicinal Chemistry Letters published the findings.Application of 29682-15-3 The information in the text is summarized as follows:

Piperazine-bisamide analogs I (X = 1,4-phenylene, 2-fluoro-1,4-phenylene, pyridine-2,5-diyl, thiazole-2,4-diyl, etc.; R1 = Ph, 6-indolyl, 8-quinolinyl, etc.; R2, R3 = H, Me; R4 = Ph, 3-MeOC6H4, 2-ClC6H4, 4-pyridyl, etc.) were synthesized and studied for their binding to human growth hormone secretagogue receptor (GHSR). Compounds I [X = 1,4-phenylene; R4 = (un)substituted phenyl] were shown to be partial agonists of GHSR in a high throughput screening. The partial agonists were optimized for potency and converted into antagonists through structure-activity relationship (SAR) studies. The efforts led to the identification of potent antagonist I [X = 3-fluoro-1,4-phenylene; R1 = 6-indolyl; R2 = (S)-Me; R3 = H; R4 = 4-pyridyl] with favorable PK profile suitable as a tool compound for in vivo studies.Methyl 5-bromopicolinate(cas: 29682-15-3Application of 29682-15-3) was used in this study.

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine derivatives lend themselves to many roles in the spirited field of supramolecular chemistry – whether as the ligand backbone of metal-organic polymers or presiding over the key electronic stations of nanodevices. In biochemistry, pyridine-containing cofactors are necessary nutrients on which our lives depend. Application of 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Category: pyridine-derivativesOn November 1, 2013 ,《Novel complex crystal structure of prolyl hydroxylase domain-containing protein 2 (PHD2): 2,8-Diazaspiro[4.5]decan-1-ones as potent, orally bioavailable PHD2 inhibitors》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Deng, Guanghui; Zhao, Baowei; Ma, Yingli; Xu, Qiongfeng; Wang, Hailong; Yang, Liuqing; Zhang, Qing; Guo, Taylor B.; Zhang, Wei; Jiao, Yang; Cai, Xin; Zhang, Jinqiang; Liu, Houfu; Guan, Xiaoming; Lu, Hongtao; Xiang, Jianing; Elliott, John D.; Lin, Xichen; Ren, Feng. The article conveys some information:

We have discovered a novel complex crystal structure of the PHD2 enzyme with its inhibitor, the 2,8-diazaspiro[4.5]decan-1-one analog 4b. The widely reported salt bridge between Arg383 of the enzyme and its inhibitors in all complex structures published thus far was not observed in our case. In our complex structure compound 4b forms several novel interactions with the enzyme, which include a hydrogen bond with Arg322, a π-cation interaction with Arg322, a π-π stacking with Trp389, and a π-π stacking with His313. Guided by the structural information, SAR studies were performed on the 2,8-diazaspiro[4.5]decan-1-one series leading to the discovery of compound 9p with high potency and good oral pharmacokinetic profile in mice. The results came from multiple reactions, including the reaction of 5-Bromo-3-methyl-2-pyridinecarbaldehyde(cas: 376587-53-0Category: pyridine-derivatives)

5-Bromo-3-methyl-2-pyridinecarbaldehyde(cas: 376587-53-0) 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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Substituent effects on the isomer ratios in the rearrangement of some 2- and 4-nitraminopyridines》 was published in Australian Journal of Chemistry in 1982. These research results belong to Deady, Leslie W.; Korytsky, Olga L.; Rowe, Jeffrey E.. Recommanded Product: 84487-15-0 The article mentions the following:

The preparation and rearrangement in 92% H2SO4 of I-III (R = H, Me, MeO, Br, Cl, CO2H) were investigated. The product isomer ratios can be explained by differential electronic stabilization of the appropriate σ complexes for aromatic nitration and steric effects seem relatively unimportant. Deuteration [3-D in I, R = Me] had no effect on the product distribution. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-nitropyridin-4-amine(cas: 84487-15-0Recommanded Product: 84487-15-0)

2-Bromo-5-nitropyridin-4-amine(cas: 84487-15-0) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Recommanded Product: 84487-15-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《A zinc-responsive fluorophore based on 5′-(p-hydroxyphenyl)-pyridylthiazole》 was written by Watanabe, Yuichiro; Sungnoi, Wanna; Sartorio, Andrew O.; Zeller, Matthias; Wei, Alexander. COA of Formula: C6H7Br2NThis research focused onzinc p hydroxyphenyl pyridylthiazole fluorophore charge transfer. The article conveys some information:

The synthesis and photophys. properties of an ion-sensitive fluorescent compound are described, featuring 5′-(p-hydroxyphenyl)pyridylthiazole (HPPT) as a highly emissive fluorophore. D. functional theory (DFT) calculations indicate that HPPT is capable of intramol. charge transfer (ICT), with further polarization upon complexation with Zn(II). A 4′-picolyloxy-HPPT derivative was prepared and determined to form a 1 : 1 complex with Zn(NO3)2 in acetonitrile, with a Stokes shift of 137 nm (6323 cm-1) and a 67 nm bathochromic shift in emission relative to the neutral ligand, and a fluorescence quantum yield (ΦPL) of 92%. An X-ray crystal structure of the HPPT-Zn(II) complex confirmed a tridentate structure with a seven-membered chelate ring, and the picolyloxy unit rotated out of plane. In addition to this study using 2-(Bromomethyl)pyridine hydrobromide, there are many other studies that have used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8COA of Formula: C6H7Br2N) was used in this study.

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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.COA of Formula: C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《A bis-acridinium macrocycle as multi-responsive receptor and selective phase-transfer agent of perylene》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Hu, Johnny; Ward, Jas S.; Chaumont, Alain; Rissanen, Kari; Vincent, Jean-Marc; Heitz, Valerie; Jacquot de Rouville, Henri-Pierre. Application In Synthesis of 2,6-Dibromopyridine The article mentions the following:

A bis-acridinium cyclophane incorporating switchable acridinium moieties linked by a 3,5-dipyridylanisole spacer was studied as a multi-responsive host for polycyclic aromatic hydrocarbon guests. Complexation of perylene was shown to be the most effective and was characterized in particular by a charge-transfer band as signal output. Effective catch and release of the guest was triggered by both chem. (proton/hydroxide) and redox stimuli. Moreover, the dicationic host was also easily switched between organic and perfluorocarbon phases for applications related to the enrichment of perylene from a mixture of polycyclic aromatic hydrocarbons. In the experiment, the researchers used 2,6-Dibromopyridine(cas: 626-05-1Application In Synthesis of 2,6-Dibromopyridine)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Application In Synthesis of 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem