Tag: 200-300

Liang, Qiuming; Song, Datong published an article in 2021. The article was titled 《Syntheses and Reactivity of Piano-Stool Iron Complexes of Picolyl-Functionalized N-Heterocyclic Carbene Ligands》, and you may find the article in Organometallics.Recommanded Product: 2-(Bromomethyl)pyridine hydrobromide The information in the text is summarized as follows:

[FeClCp*(HL)] (1; HL = 3-methyl-1-(2-picolyl)-imidazol-2-ylidene) was synthesized from the reaction of in situ generated HL ligand and [FeClCp*(TMEDA)] (TMEDA is N,N,N’,N’-tetramethylethylenediamine). The deprotonation of 1 with KHMDS led to removal of a pyridylic proton and the dearomatization of the pyridine ring of the HL ligand, forming [Cp*(L)Fe(μ-N2)FeCp*(L)] (2) under N2 or [(FeCp*)2(μ-H)(μ-L)] (3) under Ar. Complex 2 splits H2 across the L- ligands and the Fe centers to give [FeCp*(H)(HL)] (4). Complex 4 readily converts to [Cp*(L”)Fe(μ-N2)FeCp*(L”)] (5) under N2, where the L”- ligand chelates to the metal center through the carbene C and a pyridyl C. The reactions of 2 with PhSiH3 and Ph2SiH2 give silyl complexes 6 and 7, resp. Compounds of 2, 4, and 5 are active (pre)catalysts for the dehydrogenative coupling of dimethylamine borane. The results came from multiple reactions, including the reaction of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Recommanded Product: 2-(Bromomethyl)pyridine hydrobromide)

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.Recommanded Product: 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Winterling, Erik; Ivlev, Sergei; Meggers, Eric published their research in Organometallics in 2021. The article was titled 《Chiral-at-Ruthenium Catalysts with Mixed Normal and Abnormal N-Heterocyclic Carbene Ligands》.SDS of cas: 624-28-2 The article contains the following contents:

We recently reported a new class of chiral ruthenium catalysts in which two achiral bidentate N-(2-pyridyl)-substituted N-heterocyclic carbene ligands in addition to two labile acetonitriles are coordinated to a central ruthenium and generate a stereogenic metal center which is responsible for the overall chirality. Here we now report our discovery of related chiral-at-ruthenium catalysts in which normal and abnormal N-heterocyclic carbene (NHC) ligands are present at the same time. The synthesis of racemic complexes, their resolution into individual enantiomers by a chiral auxiliary approach, and a catalytic application are reported. The mixed normal/abnormal NHC complexes display significantly increased turnover numbers and turnover frequencies for a nitrene-mediated enantioselective C(sp3)-H amination. In the experiment, the researchers used 2,5-Dibromopyridine(cas: 624-28-2SDS of cas: 624-28-2)

2,5-Dibromopyridine(cas: 624-28-2) 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. SDS of cas: 624-28-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liang, Yuru; Zhang, Mao; Zhou, Pengfei; Liu, Mingming; Li, Jianqi; Wang, Yang published their research in Bioorganic Chemistry in 2021. The article was titled 《Design, synthesis and antitumor evaluation of novel chiral diaryl substituted azetidin-2-one derivatives as tubulin polymerization inhibitors》.Quality Control of 2,5-Dibromopyridine The article contains the following contents:

A novel class of diaryl substituted azetidin-2-one derivatives were designed, asym. synthesized, and evaluated for antiproliferative activities. The in vitro antitumor assay revealed that among the 4-aryl-substituted 1-(3,4,5-trimethoxyphenyl)azetidin-2-ones (B series), most possessed moderate to strong activities, with compound B7c that bears a 2-naphthyl substituent being the most potent one (IC50 0.16-0.40 μM) against a panel of human cancer cell lines. In contrast, none of the 3-(arylmethylene)-substituted 1-(3,4,5-trimethoxyphenyl)azetidin-2-ones (L series) showed significant activities in the assay. Further studies indicated that B7c inhibited tubulin polymerization, disrupted in vitro vascularization, blocked cell cycle progression at G2/M phase, induced cell apoptosis, decreased mitochondrial membrane potential, and increased the intracellular reactive oxygen species level in a dose-dependent way. Compound B7c also inhibited significantly tumor growth in a xenograft mice model with no obvious drop in the mice body weights Collectively, these results suggested that B7c and its analogs should merit further investigation as new promising antitumor agents. The results came from multiple reactions, including the reaction of 2,5-Dibromopyridine(cas: 624-28-2Quality Control of 2,5-Dibromopyridine)

2,5-Dibromopyridine(cas: 624-28-2) 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. Quality Control of 2,5-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《More efficient spin-orbit coupling: adjusting the ligand field strength to the second metal ion in asymmetric binuclear platinum(II) configurations》 was published in Dalton Transactions in 2020. These research results belong to Hao, Zhaoran; Zhang, Kai; Chen, Kuan; Wang, Pu; Lu, Zhiyun; Zhu, Weiguo; Liu, Yu. Category: pyridine-derivatives The article mentions the following:

Two types of asym. binuclear platinum(II) complexes (Pt-1 and Pt-3) bearing bridging ligands of 2-(2,4-difluorophenyl)-5-(pyridin-2-yl)pyridine and 2-(2,4-difluorophenyl)-4-(pyridin-2-yl)pyridine as well as their corresponding mononuclear counterparts (Pt-2, Pt-4, and Pt-5) were synthesized and characterized. Different chelating constructions of the second platinum(II) ions and the bridging ligands in Pt-1 and Pt-3 gave rise to two kinds of electron-transition pathway during their photophys. processes. The meta-/para-carbon of nitrogen on the center pyridyl segments set different levels of ligand field strength to the second platinum(II) ions, lowering their occupied d orbital to varying degrees. Pt-1 showed an enhanced spin-orbit coupling (SOC), caused by the addnl. metal component through direct orbital hybridization at higher states, where the fixed mol. skeleton induced by the addnl. metal-ligand bonding also helped to suppress mol. distortion in the excited state, ensuring a high quantum yield (Φ, 0.89 in toluene), which is among the best results in bimetallic complexes. While the second platinum(II) ion in Pt-3 seemed to make no contribution to the radiative transition, and only contributed to the HOMO, it provided a benefit by enlarging the conjugate system. Solution-processed organic lighting emitting devices (OLEDs) fabricated with the bimetallic Pt-1 emitter achieved superior efficiencies and up to 21% external quantum efficiency (EQE) in the Kelly-green region. In the part of experimental materials, we found many familiar compounds, such as 2,5-Dibromopyridine(cas: 624-28-2Category: pyridine-derivatives)

2,5-Dibromopyridine(cas: 624-28-2) 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. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Mitochondrion-targeted two-photon probes: Real-time monitoring endogenous GSH via situ reaction in Hela cells》 were Zhang, Huihui; Zhang, Gaojian; Liu, Gang; Xia, Ying; Fang, Min; Zhu, Xiaojiao; Wu, Zhichao; Li, Xiaowu; Yang, Xingyuan; Zhou, Hongping. And the article was published in Dyes and Pigments in 2019. Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide The author mentioned the following in the article:

Mitochondria and glutathione (GSH) play crucial roles in human pathologies. To better understand the disease mechanisms, two-photon fluorescence probes responding to mitochondria and glutathione were urgently pursued. Here, a series of two-photon fluorescence probes (5a, 5b and 5c) were prepared, which could detect GSH as well as target mitochondria. The probes delivered high and rapid selectivity towards GSH among the various biothiols and qual. monitored the endogenous cellular GSH in real-time via a two-photon laser confocal fluorescence microscopy. Furthermore, the theor. understanding of high selectivity in two-photon fluorescence probes were also performed. The combined results demonstrated that the probes would function as efficient tools in bio-imaging and biol. diagnosis. The experimental part of the paper was very detailed, including the reaction process 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. 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.Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Biochemistry included an article by Hinchliffe, Philip; Tanner, Carol A.; Krismanich, Anthony P.; Labbe, Genevieve; Goodfellow, Valerie J.; Marrone, Laura; Desoky, Ahmed Y.; Calvopina, Karina; Whittle, Emily E.; Zeng, Fanxing; Avison, Matthew B.; Bols, Niels C.; Siemann, Stefan; Spencer, James; Dmitrienko, Gary I.. Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide. The article was titled 《Structural and Kinetic Studies of the Potent Inhibition of Metallo-β-lactamases by 6-Phosphonomethylpyridine-2-carboxylates》. The information in the text is summarized as follows:

There are currently no clin. available inhibitors of metallo-β-lactamases (MBLs), enzymes which hydrolyze β-lactam antibiotics and confer resistance on Gram-neg. bacteria. Here we present 6-phosphonomethylpyridine-2-carboxylates (PMPCs) as potent inhibitors of subclass B1 (IMP-1, VIM-2, NDM-1) and B3 (L1) MBLs. Inhibition followed a competitive, slow-binding model without an isomerization step (IC50 values 0.3 – 7.2 μM; Ki 0.03 – 1.5 μM). Min. inhibitory concentration assays demonstrated potentiation of β-lactam (meropenem) activity against MBL-producing bacteria, including clin. isolates, at concentrations where eukaryotic cells remain viable. Crystal structures revealed unprecedented modes of inhibitor binding to B1 (IMP-1) and B3 (L1) MBLs. In IMP-1, binding does not replace the nucleophilic hydroxide and the PMPC carboxylate and pyridine nitrogen interact closely (2.3 and 2.7 Å, resp.) with the Zn2 ion of the binuclear metal site. The phosphonate group makes limited interactions, but is 2.6 Å from the nucleophilic hydroxide. Furthermore, the presence of a water mol. interacting with the PMPC phosphonate and pyridine N-C2 π-bond, as well as the nucleophilic hydroxide, suggests that the PMPC binds to the MBL active site as its hydrate. Binding is markedly different in L1, with the phosphonate displacing both Zn2, forming a monozinc enzyme, and the nucleophilic hydroxide, while also making multiple interactions with the protein main chain and Zn1. The carboxylate and pyridine nitrogen interact with Ser221/223, resp. (3 Å distance). The potency, low toxicity, cellular activity and amenability to further modification of PMPCs indicate these and similar phosphonate compounds can be further considered for future MBL inhibitor development. The experimental process involved 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. 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 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2008,Martin, Thibaut; Verrier, Cecile; Hoarau, Christophe; Marsais, Francis published 《Direct C-2 arylation of alkyl 4-thiazolecarboxylates: new insights in synthesis of heterocyclic core of thiopeptide antibiotics》.Organic Letters published the findings.Application of 29682-15-3 The information in the text is summarized as follows:

The Pd(0)-catalyzed regioselective C-2 (hetero)arylation of tert-Bu 4-thiazolecarboxylate with a broad (hetero)aryl halide is reported, including the direct coupling of pyridinyl halides. The process has allowed the preparation of valuable 2-pyridynyl-4-thiazolecarboxylates which are components of the complex heterocyclic core of thiopeptides antibiotics. As a first application, a synthesis of a tert-Bu sulfomycinamate thio-analog from tert-Bu 4-thiazolecarboxylate is here described through a three-step direct pyridinylation, halogenation, and Stille cross-coupling sequence.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. 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 of 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Smith, Adam P.; Fraser, Cassandra L. published an article on January 29 ,2002. The article was titled 《Metal-Centered Heteroarm Polymers: Chelation of Polystyrene-b-polycaprolactone with a Bipyridine Donor at the Block Junction》, and you may find the article in Macromolecules.Electric Literature of C12H10Cl2N2 The information in the text is summarized as follows:

A dual functional ligand initiator, 4-chloromethyl-4′-hydroxymethyl-2,2′-bipyridine, bpy-(CH2Cl)(CH2OH), was used in a tandem atom transfer radical polymerization-ring-opening polymerization sequence to generate polystyrene-polycaprolactone copolymers with bpy binding sites at the block interface. The coordination of bpy(PS)-(PCl) subunits to Ru, Fe, and Pt centers to form linear and star-shaped structures is described. The results came from multiple reactions, including the reaction of 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Electric Literature of C12H10Cl2N2)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) belongs to pyridine derivatives. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals. Electric Literature of C12H10Cl2N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Computed Properties of C5H3Br2NIn 2021 ,《Reductive Dimerization of Macrocycles Activated by BBr3》 appeared in Organic Letters. The author of the article were Kijewska, Monika; Siczek, Milosz; Pawlicki, Milosz. The article conveys some information:

Dimeric dipyridyl-carbazolyl boron dicationic complex I was prepared by BBr3-promoted dimerization of dipyridyl carbazole carbonyl-bridged macrocycle. A macrocyclic motif composed of carbazole and pyridine subunits linked by a carbonyl bridge (C:O) forms a skeleton with a peripheral reactivity that leads to a pinacol-like coupling activated by BBr3, eventually entrapping a substantially elongated C-C bond. Slightly modified conditions lead to the efficient transformation of the C=O unit to a CH2 linker that, after exposure to air, gives a dimeric mol. with multiple bonds between two macrocyclic units, as documented in spectroscopy and x-ray anal. The experimental process involved the reaction of 2,6-Dibromopyridine(cas: 626-05-1Computed Properties of C5H3Br2N)

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. Computed Properties of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Xu, Qun; Li, Tian; Chen, Hekai; Kong, Jun; Zhang, Liwei; Yin, Hang published an article in 2021. The article was titled 《Design and optimisation of a small-molecule TLR2/4 antagonist for anti-tumour therapy》, and you may find the article in RSC Medicinal Chemistry.COA of Formula: C6H7Br2N The information in the text is summarized as follows:

A small-mol. co-inhibitor that targets the TLR2/4 signalling pathway were developed. After high-throughput screening of a compound library containing 14400 small mols., followed by hit-to-lead structural optimization, the compound I was finally obtained, which has effective inhibitory properties against the TLR2/4 signalling pathways. This compound was found to significantly inhibit multiple pro-inflammatory cytokines released by RAW264.7 cells. This was followed by compound I demonstrating promising efficacy in subsequent anti-tumor experiments The current results provided a novel understanding of the role of TLR2/4 in cancer and a novel strategy for anti-tumor therapy. After reading the article, we found that the author used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8COA of Formula: C6H7Br2N)

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem