Day: October 17, 2022

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,Gunaga, Prashantha; Lloyd, John; Mummadi, Somanadham; Banerjee, Abhisek; Dhondi, Naveen Kumar; Hennan, James; Subray, Veena; Jayaram, Ramya; Rajugowda, Nagendra; Umamaheshwar Reddy, Kommuri; Kumaraguru, Duraimurugan; Mandal, Umasankar; Beldona, Dasthagiri; Adisechen, Ashok Kumar; Yadav, Navnath; Warrier, Jayakumar; Johnson, James A.; Sale, Harinath; Putlur, Siva Prasad; Saxena, Ajay; Chimalakonda, Anjaneya; Mandlekar, Sandhya; Conder, MaryLee; Xing, Dezhi; Gupta, Arun Kumar; Gupta, Anuradha; Rampulla, Richard; Mathur, Arvind; Levesque, Paul; Wexler, Ruth R.; Finlay, Heather J. published 《Selective IKur Inhibitors for the Potential Treatment of Atrial Fibrillation: Optimization of the Phenyl Quinazoline Series Leading to Clinical Candidate 5-[5-Phenyl-4-(pyridin-2-ylmethylamino)quinazolin-2-yl]pyridine-3-sulfonamide》.Journal of Medicinal Chemistry published the findings.Quality Control of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

We have recently disclosed 5-phenyl-N-(pyridin-2-ylmethyl)-2-(pyrimidin-5-yl)quinazolin-4-amine (I) as a potent IKur current blocker with selectivity vs. hERG, Na and Ca channels and an acceptable preclin. PK profile. On further characterization in vivo, Compound I demonstrated an unacceptable level of brain penetration. In an effort to reduce the level of brain penetration while maintaining the overall profile, SAR was developed at the C2′ position for a series of close analogs by employing hydrogen bond donors. As a result, 5-(5-phenyl-4-(pyridin-2-ylmethylamino)quinazolin-2-yl)pyridine-3-sulfonamide (II) was identified as the lead compound in this series. Compound II showed robust effects in rabbit and canine pharmacodynamic models and an acceptable cross-species pharmacokinetic profile and was advanced as the clin. candidate. Further optimization of II to mitigate pH dependent absorption resulted in identification of the corresponding phosphoramide prodrug (29) with an improved solubility and pharmacokinetic profile. In the part of experimental materials, we found many familiar compounds, such as 5-Bromo-2-chloropyridine(cas: 53939-30-3Quality Control of 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) 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. Quality Control of 5-Bromo-2-chloropyridine

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 2018,Tolmachova, Kateryna A.; Moroz, Yurii S.; Konovets, Angelika; Platonov, Maxim O.; Vasylchenko, Oleksandr V.; Borysko, Petro; Zozulya, Sergey; Gryniukova, Anastasia; Bogolubsky, Andrey V.; Pipko, Sergey; Mykhailiuk, Pavel K.; Brovarets, Volodymyr S.; Grygorenko, Oleksandr O. published 《(Chlorosulfonyl)benzenesulfonyl Fluorides-Versatile Building Blocks for Combinatorial Chemistry: Design, Synthesis and Evaluation of a Covalent Inhibitor Library》.ACS Combinatorial Science published the findings.Electric Literature of C5H5BrN2 The information in the text is summarized as follows:

Multigram synthesis of (chlorosulfonyl)benzenesulfonyl fluorides is described. Selective modification of these building blocks at the sulfonyl chloride function under parallel synthesis conditions is achieved. It is shown that the reaction scope includes the use of (hetero)aromatic and electron-poor aliphatic amines (e.g., amino nitriles). Utility of the method is demonstrated by preparation of the sulfonyl fluoride library for potential use as covalent fragments, which is demonstrated by a combination of in silico and in vitro screening against trypsin as a model enzyme. As a result, several inhibitors were identified with activity on par with that of the known inhibitor. In the part of experimental materials, we found many familiar compounds, such as 6-Bromopyridin-3-amine(cas: 13534-97-9Electric Literature of C5H5BrN2)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Electric Literature of C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Asian Journal of Organic Chemistry included an article by Zhou, Nengneng; Wu, Meixia; Zhang, Man; Zhou, Xiaoqiang. Formula: C33H24IrN3. The article was titled 《Visible-Light-Induced Difluoroacetylation of O-(Allyloxy)Aryl-Aldehydes: Access to Difluoroacetylated Chroman-4-ones》. The information in the text is summarized as follows:

A visible-light photoredox-catalyzed radical cascade cyclization for the synthesis of various difluoroacetylated chroman-4-ones was described. This reaction features high functional-group tolerance, mild reaction conditions and excellent functional-group compatibility. The experimental process involved the reaction of fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6Formula: C33H24IrN3)

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Formula: C33H24IrN3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Tu, Yujie; Liu, Junkai; Zhang, Haoke; Peng, Qian; Lam, Jacky W. Y.; Tang, Ben Zhong. SDS of cas: 1539-42-0. The article was titled 《Restriction of Access to the Dark State: A New Mechanistic Model for Heteroatom-Containing AIE Systems》. The information in the text is summarized as follows:

Restriction of intramol. motion (RIM), as the working mechanism of aggregation-induced emission (AIE), cannot fully explain some heteroatom-containing systems. Now, two excited states are taken into account and a mechanism, restriction of access to dark state (RADS), is specified to elaborate RIM and complete the picture of AIE mechanism. A nitrogen-containing mol. named APA is chosen as a model compound; its weak fluorescence in solution is ascribed to the easy access from the bright (π,π*) state to the close-lying dark (n,π*) state. By either metal complexation or aggregation, the dark state is less accessible due to restriction of the mol. motion leading to the dark state and elevation of the dark state energy, thus the bright state emission is restored. RADS is powerful in elucidating the AIE effect of mols. with excited states favoring non-radiative decay, including overlap-forbidden states such as (n,π*) and CT states, spin-forbidden triplet states, and so on. The experimental process involved the reaction of Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0SDS of cas: 1539-42-0)

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. As a tridentate ligand this compound provides three nitrogen donors that affords good selectivity for Zn2+ over biologically relevant metals such as Na+, K+, Mg2+ and Ca2+, and leaves coordination sites free for anion binding. SDS of cas: 1539-42-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Journal of the American Chemical Society included an article by Su, Lebin; Ren, Tianbing; Dong, Jianyu; Liu, Lixin; Xie, Shimin; Yuan, Lin; Zhou, Yongbo; Yin, Shuang-Feng. Electric Literature of C7H5N. The article was titled 《Cu(I)-Catalyzed 6-endo-dig Cyclization of Terminal Alkynes, 2-Bromoaryl Ketones, and Amides toward 1-Naphthylamines: Applications and Photophysical Properties》. The information in the text is summarized as follows:

Functional group substituted 1-naphthylamines, especially N-methylated ones, play important roles in numerous chem. and biol. processes. However, these compounds’ general and step-economic syntheses are highly limited, which seriously restricts efforts to improve the properties and develop new functions for this kind of compound In this report, we describe the development of an efficient, convenient, and general method for the synthesis of valuable functionalized 1-naphthylamines directly from readily available terminal alkynes, 2-bromoaryl ketones, and amides via Cu(I)-catalyzed benzannulation in a green solvent (i.e., water) under Pd- and ligand-free conditions. A total of 82 functionalized 1-naphthylamines, especially synthetically and biol. useful N-methylated compounds, are synthesized in isolated yields up to 95%. Some unique features of the reaction are as follows: (1) exclusive 6-endo-dig selectivity, (2) ready incorporation of a broad range of functional groups directly from easily available substrates, and (3) amides that can be used as aminating agents and that are excellent alternatives to toxic and/or odorous amines. Due to facile tuning of functional groups for the reaction, the products possess good electronic donor-acceptor structures and exhibit intriguing photophys. properties, such as tunable and polarity-sensitive fluorescence emission and large Stokes shifts (up to 258 nm). Utilizing the products’ unique polarity-sensitive fluorescence response, we successfully applied the 1-naphthylamine derivatives, such as compound 91, to image lipid droplets (LDs) and monitor cellular LDs growth. The previously mentioned advantages of this methodol., along with the mild conditions, simple operation, and scalable synthesis, may allow this novel reaction to be extended to varied applications in chem., biol., and materials science. The experimental part of the paper was very detailed, including the reaction process of 4-Ethynylpyridine(cas: 2510-22-7Electric Literature of C7H5N)

4-Ethynylpyridine(cas: 2510-22-7) 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 C7H5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Sensors and Actuators, B: Chemical included an article by Dugandzic, Vera; Kupfer, Stephan; Jahn, Martin; Henkel, Thomas; Weber, Karina; Cialla-May, Dana; Popp, Juergen. Related Products of 1539-42-0. The article was titled 《A SERS-based molecular sensor for selective detection and quantification of copper(II) ions》. The information in the text is summarized as follows:

A novel SERS-based mol. sensor for detection and quantification of copper(II) ions with very good specificity and selectivity is reported in this work. The sensing is enabled by the employment of a synthesized dipicolylamine-based ligand anchored onto plasmonic gold nanoparticles through the sulfur atom of the methylthio group. The interaction of the ligand with copper(II) ions is followed by changes in the spectral features associated with pyridine ring breathing, as indicated by quantum chem. calculations performed at the d. functional level of theory, which are proportional to the copper(II) concentration The detection of copper(II) was possible down to 5 × 10-8 M in water. The proposed mol. sensor was applied for the detection of copper(II) ions in white wine, with the ability to detect amounts of copper(II) in wine lower than the maximum recommended amount of 7.87 × 10-6 M (0.5μg/mL), indicating that the proposed mol. sensor is of potential interest as a routine test for the control of the copper(II) content in wine during wine production and in the final product. The experimental part of the paper was very detailed, including the reaction process of Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Related Products of 1539-42-0)

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. As a tridentate ligand this compound provides three nitrogen donors that affords good selectivity for Zn2+ over biologically relevant metals such as Na+, K+, Mg2+ and Ca2+, and leaves coordination sites free for anion binding. Related Products of 1539-42-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Australian Journal of Chemistry included an article by Wegeberg, Christina; Nielsen, David; Mossin, Susanne; Abrahams, Brendan F.; McKee, Vickie; McKenzie, Christine J.. SDS of cas: 100-48-1. The article was titled 《Reversible and Vapochromic Chemisorption of Ammonia by a Copper(II) Coordination Polymer》. The information in the text is summarized as follows:

The single crystal x-ray structure determination of {[Cu(tpt)(o-phthalate)]·3 1/3(C2H2Cl4)}n (tpt = 2,4,6-tri-4-pyridyl-1,3,5-triazine, C2H2Cl4 = 1,1,2,2-tetrachloroethane = TCE) shows a 3-dimensional network in which Cu centers are linked by 3-connecting tpt ligands with the topol. of a 12,3 net. Cu centers are further linked by o-phthalate dianions. The copper coordination geometry is square pyramidal, with o-phthalate oxygen donors trans to each other in the basal plane and the remaining positions taken by the pyridines of three linking tpt units. The solvent accessible void space is ∼65%. The pale blue-green crystalline desolvate, obtained by heating to 200° or washing the TCE solvate with acetone is [Cu(tpt)(o-phthalate)]n. Powder x-ray diffraction and ESR spectroscopy show that the crystal structure and the Cu geometry changes upon desolvation. The crystalline desolvated phase sorbs two equivalent of ammonia per copper ion. The adduct, mauve [Cu(tpt)(o-phthalate)(NH3)2]n, shows reasonable crystallinity and is stable up to ∼150° under ambient conditions before the reversible desorption (min. 10 cycles) of the guest ammonia. The color change and high desorption temperature, along with changes in g values, is suggestive of chemisorption in two steps with Cu-ammine bonding in the loaded phase. In the experimental materials used by the author, we found 4-Cyanopyridine(cas: 100-48-1SDS of cas: 100-48-1)

4-Cyanopyridine(cas: 100-48-1) 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. SDS of cas: 100-48-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Journal of Organometallic Chemistry included an article by Haque, Ashanul; Al Balushi, Rayya A.; Al-Busaidi, Idris Juma; Ilmi, Rashid; Al Rasbi, Nawal; Jayapal, Maharaja; Khan, Muhammad S.; Raithby, Paul R.. Safety of 4-Ethynylpyridine. The article was titled 《Synthesis, optical spectroscopy, structural, and DFT studies on dimeric iodo-bridged Copper(I) complexes》. The information in the text is summarized as follows:

Three new iodo-bridged Cu(I) complexes [CuI(PPh3)L]2, where L = ArC5H4N, Ar = Ph (C1), biphenyl (C2) and fluorenyl (C3) were synthesized via coordination-driven self-assembly processes. Two of the Cu(I) complexes, C2 and C3, were characterized by single-crystal x-ray diffraction studies. The complexes have two mols. of the P-donor ligand and two mols. of the N-donor ligand in trans configurations, supporting the central Cu2I2 unit. Absorption properties of the complexes were studied. Extensive DFT calculations were carried out to delineate the influence of the aromatic spacers on the optical properties and the nature of the excited states. The ease of synthesis of these Cu(I) dimers and the wide range of ethynylpyridine supporting ligands that can be incorporated highlight the potential for these materials to form polymers by linking through the ethynylpyridine ligands.4-Ethynylpyridine(cas: 2510-22-7Safety of 4-Ethynylpyridine) was used in this study.

4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Safety of 4-Ethynylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem