Tag: 100-200

In 2016,Jordan, John B.; Whittington, Douglas A.; Bartberger, Michael D.; Sickmier, E. Allen; Chen, Kui; Cheng, Yuan; Judd, Ted published 《Fragment-Linking Approach Using 19F NMR Spectroscopy To Obtain Highly Potent and Selective Inhibitors of β-Secretase》.Journal of Medicinal Chemistry published the findings.Application In Synthesis of 6-Bromopyridin-3-amine The information in the text is summarized as follows:

Fragment-based drug discovery (FBDD) has become a widely used tool in small-mol. drug discovery efforts. One of the most commonly used biophys. methods in detecting weak binding of fragments is NMR (NMR) spectroscopy. In particular, FBDD performed with 19F NMR-based methods has been shown to provide several advantages over 1H NMR using traditional magnetization-transfer and/or two-dimensional methods. Here, we demonstrate the utility and power of 19F-based fragment screening by detailing the identification of a second-site fragment through 19F NMR screening that binds to a specific pocket of the aspartic acid protease, β-secretase (BACE-1). The identification of this second-site fragment allowed the undertaking of a fragment-linking approach, which ultimately yielded a mol. exhibiting a more than 360-fold increase in potency while maintaining reasonable ligand efficiency and gaining much improved selectivity over cathepsin-D (CatD). X-ray crystallog. studies of the mols. demonstrated that the linked fragments exhibited binding modes consistent with those predicted from the targeted screening approach, through-space NMR data, and mol. modeling.6-Bromopyridin-3-amine(cas: 13534-97-9Application In Synthesis of 6-Bromopyridin-3-amine) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Application In Synthesis of 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2015,Di Pompo, Gemma; Salerno, Manuela; Rotili, Dante; Valente, Sergio; Zwergel, Clemens; Avnet, Sofia; Lattanzi, Giovanna; Baldini, Nicola; Mai, Antonello published 《Novel Histone Deacetylase Inhibitors Induce Growth Arrest, Apoptosis, and Differentiation in Sarcoma Cancer Stem Cells》.Journal of Medicinal Chemistry published the findings.Name: 6-Bromopyridin-3-amine The information in the text is summarized as follows:

Musculoskeletal sarcomas are aggressive malignancies of bone and soft tissues often affecting children and adolescents. Histone deacetylase inhibitors (HDACi) have been proposed to counteract cancer stem cells (CSCs) in solid neoplasms. When tested in human osteosarcoma, rhabdomyosarcoma, and Ewing’s sarcoma stem cells, the new HDACi MC1742 I and MC2625 II increased acetyl-H3 and acetyl-tubulin levels and inhibited CSC growth by apoptosis induction. At nontoxic doses, I promoted osteogenic differentiation. Further investigation with I will be done in preclin. sarcoma models.6-Bromopyridin-3-amine(cas: 13534-97-9Name: 6-Bromopyridin-3-amine) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Name: 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bozejewicz, Daria; Osmialowski, Borys; Kaczorowska, Malgorzata Anna; Witt, Katarzyna published their research in Membranes (Basel, Switzerland) in 2021. The article was titled 《2,6-bis((benzoyl-R)amino)pyridine (R = H, 4-Me, and 4-NMe2) derivatives for the removal of Cu(II), Ni(II), Co(II), and Zn(II) ions from aqueous solutions in classic solvent extraction and a membrane extraction》.Reference of 2,6-Diaminopyridine The article contains the following contents:

In this paper, the application of new substituted 2,6-bis((benzoyl-R)amino)pyridine (R = H, 4-Me, and 4-NMe2) derivatives for the recovery of copper(II), nickel(II), cobalt(II), and zinc(II) ions from aqueous solutions was described. The structures of the synthesized compounds were confirmed by NMR spectroscopy (NMR), electrospray ionization high-resolution mass spectrometry (ESI HRMS), and tandem mass spectrometry methods (HCD MS/MS). Three different derivatives of 2,6-bis((benzoyl-R)amino)pyridine were used as carriers in membrane processes and as extractants in classic solvent extraction In each case, the single derivative recovery was carried out on a model solution that contained only one type of metal ions. Spectrophotometry studies were performed to determine the stability constants of the complexes formed by the synthesized species with analyzed metals ions. The results obtained indicate that the synthesized compounds form stable complexes with Cu(II), Ni(II), Co(II), and Zn(II) ions and can be used in both types of studied recovery processes. However, the effectiveness of the synthesized compounds in the recovery of metal ions depends both on the structure of compounds and properties of metals as well as on their concentration The results came from multiple reactions, including the reaction of 2,6-Diaminopyridine(cas: 141-86-6Reference of 2,6-Diaminopyridine)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Reference of 2,6-Diaminopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Photochemically Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides》 was written by Simons, R. Thomas; Scott, Georgia E.; Kanegusuku, Anastasia Gant; Roizen, Jennifer L.. Application In Synthesis of 5-Bromo-2-chloropyridine And the article was included in Journal of Organic Chemistry in 2020. The article conveys some information:

A general method for the N-arylation of sulfamides with aryl bromides is described. The protocol leverages a dual-catalytic system, with [Ir(ppy)2(dtbbpy)]PF6 as a photosensitizer, NiBr2•glyme as a precatalyst, and DBU as a base, and proceeds at room temperature under visible light irradiation Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. The developed reactions efficiently engage simple bromoarenes and primary sulfamides in between 66% and quant. yields. For more challenging substrates, such as secondary sulfamides, reaction efficiency is documented. Thereby, these methods complement known Buchwald-Hartwig coupling methods for N-arylation of sulfamides. A general method for the N-arylation of sulfamides with aryl bromides is described. The protocol leverages a dual-catalytic system of Ni and a photoexcitable Ir complex and proceeds at room temperature under visible light irradiation Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. Thereby, this method complements known Buchwald-Hartwig coupling methods for N-arylation of sulfamides. The experimental part of the paper was very detailed, including the reaction process of 5-Bromo-2-chloropyridine(cas: 53939-30-3Application In Synthesis 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. Application In Synthesis of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Six new palladium(II) mixed ligand complexes of 2-, 3-, 4-monosubstituted derivative of pyridine ring with caffeine moiety: Synthesis, spectroscopic, morphological structures, thermal, antimicrobial and anticancer properties》 was written by Al-Saif, Foziah A.; Al-Humaidi, Jehan Y.; Binjawhar, Dalal N.; Refat, Moamen S.. Reference of Picolinic acid And the article was included in Journal of Molecular Structure in 2020. The article conveys some information:

In the present article, new complexes of mononuclear palladium, formed by the interaction of PdCl2 with nicotinamide (nta), picolinic acid (pia), and isonicotinic acid (ina) have been isolated in the solid state with 1:2 M ratio affords the new compounds [Pd(nta)2(Cl)2] (I), [Pd(pia)2] (II), and [Pd(ina)2] (III). The mixed ligand complexes with caffeine (caf) as a secondary ligand have been synthesized and formulated as [Pd(nta)(caf)(Cl)2] (IV), [Pd(pia)(caf)(Cl)] (V), and [Pd(ina)(caf)(Cl)] (VI) with ratio of metal: ligand: ligand is 1:1:1. Structures of these products has been established by elemental analyses, conductivity, FTIR, 1H NMR and thermal anal. data. The shifts of the ν(N-H) amino, ν(C=N1) pyridine, ν(C=O) carboxylic, and ν(C=N9) caffeine stretches have been monitored in order to find out the donor sites of the ligands. According to the exptl. data, the six complexes can be characterized in the solid state as mononuclear, with a four-coordinate stereochem. SEM, TEM, and XRD anal. determined the characteristics of synthesized nanoparticles. The in vitro antibacterial efficiency of the compounds were evaluated by paper disk diffusion method. Compounds were also screened for their anti-cancer activity against colorectal adenocarcinoma (Caco-2) and breast cancer (Mcf-7) cell lines. This study reveals that [Pd(pia)2] complex has a potent cytotoxic agent against human colorectal adenocarcinoma and breast cancer. The experimental process involved the reaction of Picolinic acid(cas: 98-98-6Reference of Picolinic acid)

Picolinic acid(cas: 98-98-6) is used as a chelate for alkaline earth metals. Used to prepare picolinato ligated transition metal complexes. In synthetic organic chemistry, has been used as a substrate in the Mitsunobu reaction and in the Hammick reaction.Reference of Picolinic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Electronic Finetuning of 8-Methoxy Psoralens by Palladium-Catalyzed Coupling: Acidochromicity and Solvatochromicity》 was written by Geenen, Sarah R.; Presser, Lysander; Hoelzel, Torsten; Ganter, Christian; Mueller, Thomas J. J.. Formula: C7H5N And the article was included in Chemistry – A European Journal in 2020. The article conveys some information:

Differently 5-substituted 8-methoxypsoralens can be synthesized by an efficient synthetic route with various cross-coupling methodologies, such as Suzuki, Sonogashira and Heck reaction. Compared to previously synthesized psoralens, thereby promising daylight absorbing compounds as potentially active agents against certain skin diseases can be readily accessed. Extensive investigations of all synthesized psoralen derivatives reveal fluorescence in the solid state as well as several distinctly emissive derivatives in solution Donor-substituted psoralens exhibit remarkable photophys. properties, such as high fluorescence quantum yields and pronounced emission solvatochromicity and acidochromicity, which were scrutinized by Lippert-Mataga and Stern-Volmer plots. The results indicate that the compounds exceed the limit of visible light, a significant factor for potential applications as an active agent. In addition, (TD)DFT calculations were performed to elucidate the underlying electronic structure and to assign exptl. obtained data. In the experiment, the researchers used many compounds, for example, 4-Ethynylpyridine(cas: 2510-22-7Formula: C7H5N)

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Electron-Donating Effect Enabled Simultaneous Improvement on the Mechanical and Self-Healing Properties of Bromobutyl Rubber Ionomers》 was written by Zhang, Linjun; Wang, Hao; Zhu, Yong; Xiong, Hui; Wu, Qi; Gu, Shiyu; Liu, Xikui; Huang, Guangsu; Wu, Jinrong. Name: 4-Cyanopyridine And the article was included in ACS Applied Materials & Interfaces in 2020. The article conveys some information:

Due to the dynamic nature of networks and high mobility of mol. chains, self-healing elastomers are usually confronted with the trade-off between self-healing efficiency and mech. properties. Herein, a self-healing ionomer with both high mech. performance and high self-healing efficiency has been successfully developed by grafting bromobutyl rubber (BIIR) with pyridine-based derivatives Interestingly, the substituents on the pyridine ring can be used to regulate the interaction forces of ionic clusters and mol. dynamics. The electron-donating effect of the substituents facilitates stable π-π stacking between pyridyl ions, inducing the formation of regular and large ion aggregates, thereby improving the mech. strength of the ionomer. Meanwhile, the plasticizing effect of the substituents reduces the activation energy and relaxation temperature of the ionic aggregates, thus endowing the ionomer with a high self-healing efficiency. As a result, the ionomer shows tensile strength as high as 8.1 ± 0.3 MPa under room temperature and self-healing efficiency of 100 ± 3% at 60°C. Therefore, this strategy can be easily extended to other halogen-containing polymers, leading to a novel class of self-healing ionomers that hold great promise in diverse applications. In addition to this study using 4-Cyanopyridine, there are many other studies that have used 4-Cyanopyridine(cas: 100-48-1Name: 4-Cyanopyridine) was used in this study.

4-Cyanopyridine(cas: 100-48-1) 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. Name: 4-Cyanopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Immobilization of Au nanoparticles on poly(glycidyl methacrylate)-functionalized magnetic nanoparticles for enhanced catalytic application in the reduction of nitroarenes and Suzuki reaction》 was published in Applied Organometallic Chemistry in 2020. These research results belong to Pourjavadi, Ali; Kohestanian, Mohammad; Keshavarzi, Nahid. Safety of 2,6-Diaminopyridine The article mentions the following:

The synthesis of magnetic nanocomposite for highly efficient catalysis was reported. Poly(glycidyl methacrylate) (PGMA) chains were grafted to the surface of magnetic nanoparticles (MNPs) through surface-initiated reversible addition-fragmentation chain transfer polymerization Then, the oxirane rings in the PGMA chains were opened with 2,6-diamino pyridine (DAP) mols. as ligands was to prepare the solid support. Finally, this magnetic nanocomposite was used for the immobilization of gold nanoparticles. Fourier-transform IR spectroscopy, X-ray diffraction, thermogravimetric anal., transmission electron microscopy, SEM, gel permeation chromatog., vibrating sample magnetometry, and at. absorption spectroscopy were used for characterization of the catalyst. The loading of gold nanoparticles on the solid support was 0.52 mmol/g. The catalytic activity of the prepared catalyst (MNP@PGMA@DAP@Au) was evaluated for the reduction of nitro compounds and C-C coupling reaction in water. The catalyst was easily recovered and reused seven times without significant loss of catalytic activity. The results came from multiple reactions, including the reaction of 2,6-Diaminopyridine(cas: 141-86-6Safety of 2,6-Diaminopyridine)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Safety of 2,6-Diaminopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Visible-Light-Induced Tandem Cyclization of Alkynoates and Phenylacetylenes to Naphtho[2,1-c]coumarins》 were Wang, Zhihui; Wang, Lei; Wang, Zhiming; Li, Pinhua. And the article was published in Asian Journal of Organic Chemistry in 2019. SDS of cas: 2510-22-7 The author mentioned the following in the article:

An efficient visible-light-induced tandem cyclization of alkynoates and phenylacetylenes to naphtho[2,1-c]coumarins was developed. The reaction could be carried out at room temperature under an air atm. in one pot. Preliminary mechanistic investigations indicated that the present reaction was involved in a free-radical process. The results came from multiple reactions, including the reaction of 4-Ethynylpyridine(cas: 2510-22-7SDS of cas: 2510-22-7)

4-Ethynylpyridine(cas: 2510-22-7) 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. SDS of cas: 2510-22-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Towards Identification of Essential Structural Elements of Organoruthenium(II)-Pyrithionato Complexes for Anticancer Activity》 were Kladnik, Jerneja; Kljun, Jakob; Burmeister, Hilke; Ott, Ingo; Romero-Canelon, Isolda; Turel, Iztok. And the article was published in Chemistry – A European Journal in 2019. Reference of 2-Bromo-5-methylpyridine The author mentioned the following in the article:

An organoruthenium(II) complex with pyrithione (2-mercaptopyridine N-oxide) 1 a has previously been identified by our group as a compound with promising anticancer potential without cytotoxicity towards non-cancerous cells. To expand the rather limited research on compounds of this type, an array of novel chlorido and 1,3,5-triaza-7-phosphaadamantane (pta) organoruthenium(II) complexes with methyl-substituted pyrithiones has been prepared After thorough investigation of the aqueous stability of these complexes, their modes of action have been elucidated at the cellular level. Minor structural alterations in the ruthenium-pyrithionato compounds resulted in fine-tuning of their cytotoxicities. The best performing compounds, 1 b and 2 b, with a chlorido or pta ligand bound to ruthenium, resp., and a Me group at the 3-position of the pyrithione scaffold, have been further investigated. Both compounds trigger early apoptosis, induce the generation of reactive oxygen species and G1 arrest in A549 cancer cells, and show no strong interaction with DNA. However, only 1 b also inhibits thioredoxin reductase. Wound healing assays and mitochondrial function evaluation have revealed differences between these two compounds at the cellular level. In the part of experimental materials, we found many familiar compounds, such as 2-Bromo-5-methylpyridine(cas: 3510-66-5Reference of 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.Reference of 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem