Month: October 2022

In 2017,Crowley, Vincent M.; Huard, Dustin J. E.; Lieberman, Raquel L.; Blagg, Brian S. J. published 《Second Generation Grp94-Selective Inhibitors Provide Opportunities for the Inhibition of Metastatic Cancer》.Chemistry – A European Journal published the findings.Synthetic Route of C6H4BrNO The information in the text is summarized as follows:

Glucose regulated protein 94 (Grp94) is the endoplasmic reticulum (ER) resident isoform of the 90-kDa heat shock protein (Hsp90) family and its inhibition represents a promising therapeutic target for the treatment of many diseases. Modification of the first generation cis-amide bioisostere imidazole to alter the angle between the resorcinol ring and the benzyl side chain via cis-amide replacements produced compounds with improved Grp94 affinity and selectivity. Structure-activity relationship studies led to the discovery of compound 30 (Me 3-chloro-2-(2-(4-fluorobenzyl)phenethyl)-4,6-dihydroxybenzoate), which exhibits 540 nM affinity and 73-fold selectivity towards Grp94. Grp94 is responsible for the maturation and trafficking of proteins associated with cell signaling and motility, including select integrins. The Grp94-selective inhibitor 30 was shown to exhibit potent anti-migratory effects against multiple aggressive and metastatic cancers.2-Bromonicotinaldehyde(cas: 128071-75-0Synthetic Route of C6H4BrNO) was used in this study.

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Synthetic Route of C6H4BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Turnbull, William L.; Luyt, Leonard G. published 《Amino-Substituted 2,2′-Bipyridine Ligands as Fluorescent Indicators for ZnII and Applications for Fluorescence Imaging of Prostate Cells》.Chemistry – A European Journal published the findings.Reference of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

ZnII concentrations in malignant prostate tissues are much lower than in benign or healthy, suggesting that ZnII levels are a potential biomarker for prostate cancer (PCa). Five 2,2′-bipyridine ligands were synthesized containing amino substituents with varying electron-donating ability for study as fluorescent ZnII indicators. The excited state characteristics of the ligands were explored by UV/visible and fluorescence spectroscopy. 3,3′-Diamino-2,2′-bipyridine (1) was previously shown to be weakly fluorescent as a result of π→π* transitions. The other four ligands have properties consistent with an n→π* intraligand charge transfer excited state. Strongly donating amino and aminophenyl (2 and 4) substituents gave low quantum yields, while weaker donating benzimidazole substituents (6 and 7) gave high quantum yields. Absorption and fluorescence wavelengths underwent bathochromic shifts upon ZnII binding in a majority of cases. Quantum yields drastically increased upon ZnII binding for 1 and 2, but decreased for 4, 6, and 7. Compounds 6 and 7 were incubated with PC-3, DU 145 and BPH-1 cells to determine their ZnII sensing abilities in a biol. system. Weak fluorescence was observed in BPH-1 cells and subsequent incubation with ZnII caused fluorescence intensity to increase. No fluorescence was observed in PCa cell lines. Further study of these ligands may allow for quant. determination of ZnII concentrations in ex vivo tissue samples.5-Bromo-2-chloropyridine(cas: 53939-30-3Reference of 5-Bromo-2-chloropyridine) was used in this study.

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Manojveer, Seetharaman; Forrest, Sebastian J. K.; Johnson, Magnus T. published 《Ru-Catalyzed Completely Deoxygenative Coupling of 2-Arylethanols through Base-Induced Net Decarbonylation》.Chemistry – A European Journal published the findings.Recommanded Product: 2-(2-Hydroxyethyl)pyridine The information in the text is summarized as follows:

Substituted arylethanols can be coupled by using a readily available Ru catalyst in a fully deoxygenative manner to produce hydrocarbon chains in one step. Control experiments indicate that the first deoxygenation occurs through an aldol condensation, whereas the second occurs through a base-induced net decarbonylation. This double deoxygenation enables further development in the use of alcs. as versatile and green alkylating reagents, as well as in other fields, such as deoxygenation and upgrading of overfunctionalized biomass to produce hydrocarbons. In the experimental materials used by the author, we found 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Recommanded Product: 2-(2-Hydroxyethyl)pyridine)

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) 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. Recommanded Product: 2-(2-Hydroxyethyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Dalton Transactions included an article by Jacquot de Rouville, Henri-Pierre; Gourlaouen, Christophe; Heitz, Valerie. Category: pyridine-derivatives. The article was titled 《Self-complementary and narcissistic self-sorting of bis-acridinium tweezers》. The information in the text is summarized as follows:

A mol. tweezer incorporating two acridinium moieties linked by a 1,3-dipyridylbenzene spacer was synthesized in three steps. The formation of its self-complementary dimer in water was demonstrated as a result of π-π stacking and hydrophobic interactions. Moreover, a 1 : 1 mixture of this bis-acridinium tweezer with one built on a 2,6-diphenylpyridyl spacer evidenced its narcissistic self-sorting behavior in water. In the part of experimental materials, we found many familiar compounds, such as 2,6-Dibromopyridine(cas: 626-05-1Category: pyridine-derivatives)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Zhang, Min; Lin, Jin-Hong; Xiao, Ji-Chang. SDS of cas: 94928-86-6. The article was titled 《Photocatalyzed Cyanodifluoromethylation of Alkenes》. The information in the text is summarized as follows:

A method for photocatalyzed cyanodifluoromethylation of alkenes RCH=CH2 (R = 4-tert-butylphenyl, 9-hydroxynonyl, 6-methoxynaphthalen-2-yl, etc.) and 1H-indene has been developed, which employs a Ph3P+CF2CO2-/NaNH2 (or NH3) reagent system. Ph3P+CF2CO2- functions as both the HCF2 and CN carbon source. A cyanide anion is generated in situ under mild conditions, thereby avoiding the use of toxic cyanation reagents. The photocatalytic method permits cyanodifluoromethylation of a range of alkenes under mild room temperature conditions. The CN group within the products may be further derivatized by standard methods. In the experimental materials used by the author, we found fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6SDS of cas: 94928-86-6)

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) 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: 94928-86-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Journal of Organic Chemistry included an article by Goliszewska, Katarzyna; Rybicka-Jasinska, Katarzyna; Szurmak, Jakub; Gryko, Dorota. Category: pyridine-derivatives. The article was titled 《Visible-Light-Mediated Amination of π-Nucleophiles with N-Aminopyridinium Salts》. The information in the text is summarized as follows:

N-Aminopyridinium salts generate nitrogen-centered radicals by means of photoredox catalysis. Nitrogen-centered radicals can be trapped by enol equivalent to give α-amino carbonyl compounds in excellent yields. The broad synthetic utility of this method is demonstrated by functionalization of ketones, aldehydes, esters enol equivalent, vinyl ethers, and 1,3-diketones without the need for prior conversion to enol derivatives The developed method is easily scalable, offers broad substrate scope, high chemoselectivity. In addition to this study using fac-Tris(2-phenylpyridine)iridium, there are many other studies that have used fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6Category: pyridine-derivatives) was used in this study.

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) 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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,European Journal of Medicinal Chemistry included an article by Zhu, Zhenzhu; Yang, Tao; Zhang, Lei; Liu, Lulu; Yin, Enmao; Zhang, Changli; Guo, Zijian; Xu, Chen; Wang, Xiaoyong. SDS of cas: 1539-42-0. The article was titled 《Inhibiting Aβ toxicity in Alzheimer’s disease by a pyridine amine derivative》. The information in the text is summarized as follows:

Alzheimer’s disease (AD) is a neurodegenerative disorder with no radical therapy. Aggregation of amyloid β-peptide (Aβ) induced by various factors is associated with pathogenesis of AD. A pyridine amine derivative, 3-bis(pyridin-2-ylmethyl)aminomethyl-5-hydroxybenzyltriphenylphosphoniumbromide(PAT), is synthesized. The inhibition of self- and metal-induced Aβ aggregation by PAT is confirmed by thioflavine T fluorescence, CD spectroscopy, and TEM. Western blot, RT-PCR and fluorescence imaging indicate that PAT can alleviate the Aβ-induced paralysis, reduce the production of ROS, and protect the mitochondrial function in transgenic C. elegans. Genetic analyses indicate that heat shock protein is involved in the alleviation of Aβ toxicity. PAT also inhibits the activity of acetylcholinesterase in C. elegans. Morris water maze test shows that the memory and cognitive ability of APP/PS1 AD model mice are significantly improved by PAT. Both in vitro and in vivo studies demonstrate that PAT is effective in counteracting Aβ toxicity and ameliorating cognitive functions in AD mice, and therefore a potential lead compound of anti-AD drugs. In the part of experimental materials, we found many familiar compounds, such as 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,Physical Chemistry Chemical Physics included an article by Iribarren, Inigo; Montero-Campillo, M. Merced; Alkorta, Ibon; Elguero, Jose; Quinonero, David. SDS of cas: 1692-25-7. The article was titled 《Cations brought together by hydrogen bonds: the protonated pyridine-boronic acid dimer explained》. The information in the text is summarized as follows:

According to the Cambridge Structural Database, protonated pyridine-boronic acid dimers exist in the solid phase, apparently defying repulsive coulombic forces. In order to understand why these cation-cation systems are stable, we carried out M06-2X/6-311++G(3df,2pd) electronic structure calculations and used a set of computational tools (energy partitioning, topol. of the electron d. and elec. field maps). The behavior of the charged dimers was compared with the corresponding neutral systems, and the effect of counterions (Br- and BF4-) and the solvent (PCM model) on the binding energies has been considered. In the gas-phase, the charged dimers present pos. binding energies but are local min., with a barrier (16-19 kJ mol-1) preventing dissociation Once the environment is included via solvent effects or counterions, the binding energies become neg.; remarkably, the strength of the interaction is very similar in both neutral and charged systems when a polar solvent is considered. Essentially, all methods used evidence that the intermol. region where the HBs take place is very similar for both neutral and charged dimers. The energy partitioning explains that repulsion and electrostatic terms are compensated by the desolvation and exchange terms in polar solvents, thus giving stability to the charged dimer.Pyridin-3-ylboronic acid(cas: 1692-25-7SDS of cas: 1692-25-7) was used in this study.

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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.SDS of cas: 1692-25-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《1-Picolinyl-5-azido Thiosialosides: Versatile Donors for the Stereoselective Construction of Sialyl Linkages》 were Chen, Jian; Hansen, Thomas; Zhang, Qing-Ju; Liu, De-Yong; Sun, Yao; Yan, Hao; Codee, Jeroen D. C.; Schmidt, Richard R.; Sun, Jian-Song. And the article was published in Angewandte Chemie, International Edition in 2019. Computed Properties of C6H7Br2N The author mentioned the following in the article:

With the picolinyl (Pic) group as a C-1 located directing group and N3 as versatile precursor for C5-NH2, a novel 1-Pic-5-N3 thiosialyl donor was designed and synthesized, based on which a new sialylation protocol was established. In comparison to conventional sialylation methods, the new protocol exhibited obvious advantages, including excellent α-stereoselectivity in the absence of a solvent effect, broad substrate scope encompassing the challenging sialyl 8- and 9-hydroxy groups of sialic acid acceptors, flexibility in sialoside derivative synthesis, high temperature tolerance and easy scalability. In particular, the applicability to the synthesis of complex and bioactive N-glycan antennae when combined with the MPEP glycosylation protocol via the “”latent-active”” strategy has been shown. Mechanistically, the excellent α-stereoselectivity of the novel sialylation protocol could be attributed to the dramatic electron-withdrawing effect of the protonated Pic groups, which was supported by control reactions and DFT calculations After reading the article, we found that the author used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Computed Properties of C6H7Br2N)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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. Computed Properties of C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Construction of coordination nanosheets based on tris(2,2′-bipyridine)-iron (Fe2+) complexes as potential electrochromic materials》 were Bera, Manas Kumar; Mori, Taizo; Yoshida, Takefumi; Ariga, Katsuhiko; Higuchi, Masayoshi. And the article was published in ACS Applied Materials & Interfaces in 2019. Computed Properties of C12H12N2 The author mentioned the following in the article:

The coordination nanosheets (CONASHs) are emerging as a new class of functional two-dimensional materials, which are one of the most active research areas of chem. and physics in this decade. Despite the success of various structural and functional CONASHs, the development of a new mol. structure to discover alluring functional CONASHs remains challenging. Herein, we report successful preparation of two novel CONASHs (NBP1 and NBP2) through coordination between one of the unexplored mol. frameworks of bis(2,2′-bipyridine)-based ligands (BP1 and BP2) and Fe2+ ions. Using a liquid-liquid interface as a platform, large-scale thin films of multilayer CONASHs have been prepared without any support, which can be deposited onto any desired substrate. Detailed characterization of the CONASHs using various microscopic and spectroscopic techniques reveals homogeneous and flat morphol. of nanometer thickness with the quant. formation of tris(2,2′-bipyridine)-Fe2+ complex motifs in the nanosheet frameworks. The color of the films has been tuned from blue to magenta by the suitable mol. design of the ligands. Owing to the insolubility of the CONASH films in any solvent and the presence of redox-active Fe2+, we explore the functionality of these nanostructured thin films deposited on indium tin oxide as electrochromic materials. The CONASHs exhibit color-to-colorless and color-to-color electrochromic transitions with attractive response times, switching stabilities, and coloration efficiencies. Finally, we demonstrate solid-state electrochromic devices of the CONASHs operated at a potential range of +2.5 to -2.5 V, which are electrochem. stable for several switching cycles, suggesting that these CONASHs are potential electrochromic materials for next-generation display applications. In the part of experimental materials, we found many familiar compounds, such as 4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6Computed Properties of C12H12N2)

4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6) is used as a chemical Intermediate. It can be used for the determination of ferrous and cyanide compounds.Computed Properties of C12H12N2 Furthermore, 4,4′-Dimethyl-2,2′-bipyridine is used in the synthesis of a series of o-phenanthroline-substituted ruthenium(II) complexes.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem