Tag: 100-200

Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents was written by Tung, Yen-Shih;Coumar, Mohane Selvaraj;Wu, Yu-Shan;Shiao, Hui-Yi;Chang, Jang-Yang;Liou, Jing-Ping;Shukla, Paritosh;Chang, Chun-Wei;Chang, Chi-Yen;Kuo, Ching-Chuan;Yeh, Teng-Kuang;Lin, Chin-Yu;Wu, Jian-Sung;Wu, Su-Ying;Liao, Chun-Chen;Hsieh, Hsing-Pang. And the article was included in Journal of Medicinal Chemistry in 2011.Related Products of 24103-75-1 This article mentions the following:

Utilizing scaffold-hopping drug-design strategy, we sought to identify a backup drug candidate for BPR0L075 I, an indole-based anticancer agent. For this purpose, 5,6-fused bicyclic heteroaromatic scaffolds were designed and synthesized through shuffling of the nitrogen from the N-1 position or by insertion of one or two nitrogen atoms into the indole core of I. Among these, 7-azaindole core II showed potent in vitro anticancer activity and improved oral bioavailability (F = 35%) compared with I (F < 10%). In the experiment, the researchers used many compounds, for example, 4-Methoxy-2-methylpyridine (cas: 24103-75-1Related Products of 24103-75-1).

4-Methoxy-2-methylpyridine (cas: 24103-75-1) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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.Related Products of 24103-75-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Aerobic oxidation of phenol to quinone with copper chloride as catalyst in ionic liquid was written by Sun, Hongjian;Li, Xiaoyan;Sundermeyer, Joerg. And the article was included in Journal of Molecular Catalysis A: Chemical in 2005.Application of 125652-55-3 This article mentions the following:

Aerobic oxidation of 2,3,6-trimethyl-phenol to trimethyl-1,4-benzoquinone with 2.5 mol% copper(II) chloride as catalyst in ionic liquid 1-n-butyl-3-methyl-imidazolium chloride, [BMIm]Cl, with n-butanol as co-solvent affording 86% yield provides a new alternative to the copper(II) chloride catalyzed aerobic oxidation The advantage of this catalytic system is that only a catalytic amount of copper(II) chloride is necessary. This catalytic system is also applicable for oxidation of 2-methyl-1-naphthol to 2-methyl-1,4-naphthoquinone. This catalytic reaction was systematically investigated in the presence of various Cu (II) salts, ionic liquids, temperatures, O pressures, n-butanol concentrations, catalyst amounts, N-heteroaromatic compound cocatalysts, and reaction times. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3Application of 125652-55-3).

1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3) 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. Application of 125652-55-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reaction of 2,2,6-trimethyl-1,3-dioxin-4-one with isoquinolinium and pyridinium ylides was written by Sato, Masayuki;Kanuma, Norio;Kato, Tetsuzo. And the article was included in Chemical & Pharmaceutical Bulletin in 1982.Synthetic Route of C7H7ClN2 This article mentions the following:

The reactions of diketene-acetone adduct [2,2,6-trimethyl-1,3-dioxin-4-one (I)] with heterocyclic ylides were studied. Heating I with isoquinolinium bis(ethoxycarbonyl)methylide gave pyrroloisoquinoline II (R = CO₂Et). Similarly, isoquinolinium cyano(ethoxycarbonyl)methylide and phenacylide gave pyrroloisoquinolinecarbonitrile III and II (R = Bz), resp. Isoquinolinium dicyanomethylide reacted with I to give bis(methyloxooxazinyl)methylide IV. Pyridinium ylides similarly reacted with I to give indolizines and oxazinylmethylides. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3Synthetic Route of C7H7ClN2).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) 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. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Synthetic Route of C7H7ClN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Development of an ethanolic two-phase system (ETPS) based on polypropylene glycol 2000 + ethylene glycol + ethanol for separation of hydrophobic compounds was written by Buarque, Filipe Smith;Soares, Cleide Mara Faria;de Souza, Ranyere Lucena;Pereira, Matheus Mendonca;Lima, Alvaro Silva. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2021.Product Details of 125652-55-3 This article mentions the following:

This work reports, for the first time, an Ethanolic Two-Phase System (ETPS) based on polypropylene glycol 2000 (PPG 2000), mono-, di-, tri-ethylene glycol, and ethanol. An ionic liquid (IL) (1-butyl-3-methylpyridinium chloride) was used as an adjuvant. This ETPS shows promising results for the extraction of highly hydrophobic compounds Bixin (model of hydrophobic compounds) migrates completely to the PPG 2000-rich phase, while ascorbic acid (hydrophilic compound) migrated to the opposite phase. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3Product Details of 125652-55-3).

1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Product Details of 125652-55-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Regio- and Stereoselective Alkylboration of Endocyclic Olefins Enabled by Nickel Catalysis was written by Ding, Chao;Ren, Yaoyu;Sun, Caocao;Long, Jiao;Yin, Guoyin. And the article was included in Journal of the American Chemical Society in 2021.Application In Synthesis of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate This article mentions the following:

Whereas there is a significant interest in the rapid construction of diversely substituted saturated heterocycles, direct and modular access is currently limited to the mono-, 2,3-, or 3,4-substitution pattern. This Communication describes the straightforward and modular construction of 2,4-substituted saturated heterocycles from readily available materials in a highly stereo- and regioselective manner, which sets the stage for numerous readily accessible drug motifs. The strategy relies on chain walking catalysis. In the experiment, the researchers used many compounds, for example, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4Application In Synthesis of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate).

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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.Application In Synthesis of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate

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 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

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

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

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