Month: January 2023

Regulating force-resistance and acid-responsiveness of pure organics with persistent phosphorescence via simple isomerization was written by Liu, Yan;Ma, Zhimin;Cheng, Xin;Qian, Chen;Liu, Jianwei;Zhang, Xue;Chen, Mingxing;Jia, Xinru;Ma, Zhiyong. And the article was included in Journal of Materials Chemistry C: Materials for Optical and Electronic Devices in 2021.HPLC of Formula: 3939-12-6 This article mentions the following:

Stimulus-responsive purely organic room-temperature phosphorescence materials have been drawing massive attention due to their wide applications. Pyridine rings are introduced to supply π orbitals and cyanogroups are incorporated to boost the ISC efficiency by promoting the spin-forbidden transition. These groups are anticipated to enable the target mol. with multi-responsiveness because of the protonation of pyridine and their good crystallinity, which are able to regulate the acid-responsiveness and force-responsiveness, resp. Based on the above design concept, four new D-A-A’ type mols. using carbazole as the donor and the pyridine ring and cyanogroup as acceptors were designed and synthesized. The D-A-A’ structure bestows these isomers with an evident intramol. charge transfer (ICT) feature, particularly for 2-CNPyCZ and 3-CNPyCZ. All the isomers show intense long-lived phosphorescence with a lifetime over 500 ms. Particularly, 4-CNPyCZ has a high phosphorescence quantum yield of 27.1% owing to the strong intermol. interactions that stabilize the T*₁ excitons. Interestingly, four isomers could retain their long-lived afterglow even after being heavily ground and the afterglow shows well resistance to external forces due to high crystallinity. 4-CNPyCZ manifests unique mechanochromism owing to the fluorescence shift and intensity change of phosphorescence. Moreover, the four isomers demonstrate distinctive acid-responsiveness and give out colorful emissions because the electron cloud dispersion of the nitrogen atom in the pyridine ring varied when altering the position of the cyanogroup. To the best of our knowledge, this is a limited work on room temperature phosphorescence about systematically regulating the responsiveness to external stimuli and proposing an effective mol. design strategy. In the experiment, the researchers used many compounds, for example, 6-Fluoronicotinonitrile (cas: 3939-12-6HPLC of Formula: 3939-12-6).

6-Fluoronicotinonitrile (cas: 3939-12-6) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.HPLC of Formula: 3939-12-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Convenient and efficient access to tri- and tetra-substituted 4-fluoropyridines via a [3+2]/[2+1] cyclization reaction was written by Tang, Xuejiao;Liu, Kun;Qu, Zeming;Zhan, Junyan;Zhu, Rukui;Teng, Fan;Meng, Lili;Huang, Yanmin;Huang, Chusheng;He, Yimiao;Zhu, Qiang. And the article was included in Chinese Chemical Letters in 2022.COA of Formula: C5H5NO This article mentions the following:

A [3 + 2]/[2 + 1] cycloaddition reaction of gem-difluorocyclopropenes was presented, offering a mild and efficient approach to accessing tri- and tetra-substituted 4-fluoropyridines I [R = Ph, 2-MeC₆H₄, 6-quinolinyl, etc.; X = COOMe, COOEt, COOBn, etc.] in moderate to good yields with excellent regioselectivity. Multiple synthetic applications, including process-scale reactions, modification of bioactive mols., derivatization reactions and synthesis of the analog of the PKM2 modulator, were subsequently described. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2COA of Formula: C5H5NO).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.COA of Formula: C5H5NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Anticancer gold(III)-bisphosphine complex alters the mitochondrial electron transport chain to induce in vivo tumor inhibition was written by Kim, Jong Hyun;Ofori, Samuel;Parkin, Sean;Vekaria, Hemendra;Sullivan, Patrick G.;Awuah, Samuel G.. And the article was included in Chemical Science in 2021.Recommanded Product: 91-02-1 This article mentions the following:

Expanding the chem. diversity of metal complexes provides a robust platform to generate functional bioactive reagents. To access an excellent repository of metal-based compounds for probe/drug discovery, we capitalized on the rich chem. of gold to create organometallic gold(III) compounds by ligand tuning. We obtained novel organogold(III) compounds bearing a 1,2-bis(diphenylphosphino)benzene ligand, providing structural diversity with optimal physiol. stability. Biol. evaluation of the lead compound AuPhos-89 demonstrates mitochondrial complex I-mediated alteration of the mitochondrial electron transport chain (ETC) to drive respiration and diminish cellular energy in the form of ATP (ATP). Mechanism-of-action efforts, RNA-Seq, quant. proteomics, and NCI-60 screening reveal a highly potent anticancer agent that modulates mitochondrial ETC. AuPhos-89 inhibits the tumor growth of metastatic triple neg. breast cancer and represents a new strategy to study the modulation of mitochondrial respiration for the treatment of aggressive cancer and other disease states where mitochondria play a pivotal role in the pathobiol. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Recommanded Product: 91-02-1).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Recommanded Product: 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Alternative probe for the determination of the hydrogen-bond acidity of ionic liquids and their aqueous solutions was written by Madeira, Pedro P.;Passos, Helena;Gomes, Joana;Coutinho, Joao A. P.;Freire, Mara G.. And the article was included in Physical Chemistry Chemical Physics in 2017.Safety of 1-Butyl-3-methylpyridinium Chloride This article mentions the following:

Although highly relevant to a priori select adequate solvents for a given application, the determination of the hydrogen-bond acidity or proton donor ability of aqueous solutions of ionic liquids is a difficult task due to the poor solubility of the commonly used probes in aqueous media. In this work, we demonstrate the applicability of the pyridine N-oxide probe to determine the hydrogen-bond acidity of both neat ionic liquids and their aqueous solutions, based on ¹³C NMR chem. shifts, and the suitability of these values to appraise the ability of ionic liquids to form aqueous two-phase systems. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3Safety of 1-Butyl-3-methylpyridinium Chloride).

1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Safety of 1-Butyl-3-methylpyridinium Chloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Methoxycarbonylation of iodobenzene in ionic liquids. A case of inhibiting effect of imidazolium halides was written by Zawartka, W.;Trzeciak, A. M.;Ziolkowski, J. J.;Lis, T.;Ciunik, Z.;Pernak, J.. And the article was included in Advanced Synthesis & Catalysis in 2006.Name: 1-Butyl-4-methylpyridin-1-ium bromide This article mentions the following:

The palladium(II) complexes, PdCl₂(cod) (1), PdCl₂[P(OPh)₃]₂ (2), [bmim]₂[PdCl₄] (3), and [bmpy]₂[PdCl₄] (4) (bmim = 1-butyl-3-methylimidazolium cation, bmpy = 1-butyl-4-methylpyridinium cation), were active catalysts for the methoxycarbonylation of iodobenzene in ionic liquid (IL) media. The best results were obtained in pyridinium salts, [bmpy]X (X = Cl, Br, BF₄, PF₆) (76-100% yield). In methoxycarbonylation reactions carried out in imidazolium salts, [bmim]BF₄ and [bmim]PF₆, the yield of benzoic acid Me ester was slightly lower (50-78% yield), whereas in [bmim]X (X = Cl, Br) the reaction was totally retarded. The inhibiting effect was not observed when a Me group was present at C-2 (instead of a proton) on the imidazole ring. A palladium-carbene complex, Pd(bmimy)₂Br₂ (5), obtained in the reaction of a palladium catalyst precursor with [bmim]Cl, presented much lower activity than precursors 1–4. Its formation may explain the observed inhibition of methoxycarbonylation in a [bmim]Cl medium. The crystal structures of some of the palladium-carbene complexes were determined In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6Name: 1-Butyl-4-methylpyridin-1-ium bromide).

1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). 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.Name: 1-Butyl-4-methylpyridin-1-ium bromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of pyridine ligands via transient organomercurials was written by Canty, Allan J.;Minchin, Nigel J.. And the article was included in Inorganica Chimica Acta in 1985.Synthetic Route of C8H11N This article mentions the following:

Dimerization of RCH(CH₃)₂ (R = 2-pyridyl), RCH₂C₆H₅, RCH(CH₃)C₆H₅, and R₂CH₂ was accomplished in 16-85% nonoptimized yields via successive reactions with BuLi-hexane-THF, HgI₂-THF, and H₂O. Pd₂(OAc)₄(R₂CHCHR₂) and Pd(OAc)₂[RCH(C₆H₅)CH(C₆H₅)R] were prepared; they contain tetradentate bridging/chelate and bidentate chelate pyridine ligands resp., and monodentate acetate. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Synthetic Route of C8H11N).

2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Synthetic Route of C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Elucidation of the presence and location of t-Boc protecting groups in amines and dipeptides using on-column H/D exchange HPLC/ESI/MS was written by Wolf, Christian;Villalobos, Cristina N.;Cummings, Paul G.;Kennedy-Gabb, Sonya;Olsen, Mark A.;Trescher, Gudrun. And the article was included in Journal of the American Society for Mass Spectrometry in 2005.Name: tert-Butyl methyl(6-methylpyridin-2-yl)carbamate This article mentions the following:

High performance liquid chromatog./mass spectrometry (HPLC/MS) has become a widely used technique for routine anal. of pharmaceutical compounds The constant search for new drugs requires the development of time-efficient methods that can be employed in high-throughput screening of combinatorial libraries of a variety of compounds, including amines and peptides. Conventional HPLC/MS is a powerful technique that can easily be automated and is suitable for comprehensive screening purposes. However, the unequivocal determination of the presence and location of important carbamoyl protecting groups of amines is often elusive because of their inherent instability under MS conditions. In this study, the use of on-column H/D exchange HPLC/ESI/MS for structure elucidation of t-Boc protecting groups which can often not be detected by MS because of facile McLafferty rearrangement has been examined We demonstrate that employing a deuterated mobile phase in HPLC/MS anal. provides a convenient tool for the determination of the absence or presence of t-Boc protecting groups in amines and peptides. In the experiment, the researchers used many compounds, for example, tert-Butyl methyl(6-methylpyridin-2-yl)carbamate (cas: 205676-84-2Name: tert-Butyl methyl(6-methylpyridin-2-yl)carbamate).

tert-Butyl methyl(6-methylpyridin-2-yl)carbamate (cas: 205676-84-2) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Name: tert-Butyl methyl(6-methylpyridin-2-yl)carbamate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Spontaneously Resolved Chiral Three-Fold Interpenetrating Diamondoidlike Cu(II) Coordination Polymers with Temperature-Driven Crystal-to-Crystal Transformation was written by Ma, Jian-Ping;Dong, Yu-Bin;Huang, Ru-Qi;Smith, Mark D.;Su, Cheng-Yong. And the article was included in Inorganic Chemistry in 2005.Category: pyridine-derivatives This article mentions the following:

The chiral 3-fold interpenetrating diamondoidlike Cu(II)-containing coordination polymer [Cu(2,5-bis(4-pyridyl)-1,3,4-oxadiazole)₂(H₂O)·(ClO₄)₂]_n (1a) is reported. It undergoes a temperature-driven reversible single-crystal-to-single-crystal structural transformation between room- (293 K, 1a) and low-temperature (150 K, 1b) forms. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Category: pyridine-derivatives).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Iridium-Catalyzed Unreactive C(sp³)-H Amination with 2,2,2-Trichloroethoxycarbonyl Azide was written by Zhang, Tao;Hu, Xuejiao;Dong, Xunqing;Li, Guigen;Lu, Hongjian. And the article was included in Organic Letters in 2018.COA of Formula: C8H11N This article mentions the following:

An additive-assisted iridium-catalyzed directed C(sp³)-H amination with 2,2,2-trichloroethoxycarbonyl azide as an amino source is reported. Both carboxylate anions and the corresponding cations in the additives are crucial to achieve satisfactory efficiency. Sodium acetate or n-pentanoic acid can promote the amination of various primary C(sp³)-H bonds adjacent to secondary, tertiary, and quaternary carbons in ketoximes or N-aromatic heterocycles, resp., providing a practical route to versatile β-amino ketoxime and N-heteroaryl ethanamine derivatives The amination products can be treated as isocyanate analogs and can be converted to other useful amino functionalities. An iridacyclic compound was isolated and identified as a plausible intermediate. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4COA of Formula: C8H11N).

2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.COA of Formula: C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of the Phenylpyridal Scaffold as a Helical Peptide Mimetic was written by Bourne, Gregory T.;Kuster, Daniel J.;Marshall, Garland R.. And the article was included in Chemistry – A European Journal in 2010.Name: 2,6-Dibromo-3-hydroxypyridine This article mentions the following:

Phenylpyridal- and phenyldipyridal-based scaffolds have been designed and synthesized as novel helical peptide mimetics. The synthesis required optimization and selective alkylation in producing 2,6-functionalized 3-hydroxypyridine derivatives for a convergent scheme. The pyridine analogs were coupled by a series of Suzuki/Stille types cross-coupling reactions. A series of biaryl and teraryl substituted heterocycles, e.g. I, were produced. The synthetic approach was concise and high yielding allowing large variability at the wanted side-chain attachment points. A number of compounds were synthesized to show the versatility of the strategy. In the experiment, the researchers used many compounds, for example, 2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1Name: 2,6-Dibromo-3-hydroxypyridine).

2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Name: 2,6-Dibromo-3-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem