Month: April 2022

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Journal of Organic Chemistry called Nuclear magnetic resonance studies on σ-adducts of heterocyclic systems with nucleophiles. 18. Proton and carbon-13 nuclear magnetic resonance investigations on σ-adduct formation between 1,X-naphthyridines and some methyl-1,8-naphthyridines with potassium amide in liquid ammonia, Author is Van der Plas, H. C.; Van Veldhuizen, A.; Wozniak, M.; Smit, P., which mentions a compound: 1569-17-1, SMILESS is CC1=C2C=CC=NC2=NC=C1, Molecular C9H8N2, Category: naphthyridine.

The 1,5-, 1,6-, and 1,8-naphthyridines dissolved in liquid NH3 containing KNH2 showed the H-2 and C-2 resonance at about 4 and 90 ppm higher field, resp., than the H-2 and C-2 resonance of the naphthyridines observed in CDCl3 as NH2- added to all 3 naphthyridines at C-2 to give a 2-amino-1,2-dihydro-1,X-naphthyridinide ion. The 1,7-naphthyridine showed a more complex reactivity pattern toward NH2-. Besides addition at C-2, addition at C-6 and at C-8 is observed The relation of this study with that of the Chichibabin amination of the 1,X-naphthyridines is discussed. NH2- and 2-methyl- and 4-methyl-1,8-naphthyridine gave only deprotonation of the Me group; 3-methyl-1,8-naphthyridine and NH2- gave the 2-amino-1,2-dihydro-3-methyl-1,8-naphthyridinide ion.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Name: 5-Iodo-2-furaldehyde. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about 3-(5-X-2-Furyl)-2-cyanoacrylonitriles on reaction with 2-cyanomethylbenzothiazole. Author is Kada, Rudolf; Ilavasky, Dusan; Goljer, Igor; Gaher, Peter.

2-Cyanomethylbenzothiazole reacts with 3-(5-substituted 2-furyl)-, 3-(2-thienyl)- or 3-(2-pyrrolyl)-2-cyanoacrylonitrile in THF under catalysis of triethylamine to give 1-(2-benzothiazolyl)-1-acyano-2-heteroarylethylenes e.g. I (R = H, X = O, S, NH; R = Br, Me, NO2, X = O) as a result of replacement of malonodinitrile by 2-cyanomethylbenzothiazole.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ) is researched.Recommanded Product: 5-Iodo-2-furaldehyde.Povazanec, F.; Piklerova, A.; Kovac, J.; Kovac, S. published the article 《Furan derivatives. XLVI. Infrared spectra of substituted 2-furyl cyanides》 about this compound( cas:2689-65-8 ) in Chemicke Zvesti. Keywords: IR furyl cyanide; substituent effect IR furonitrile; solvent effect IR furonitrile. Let’s learn more about this compound (cas:2689-65-8).

The spectral data of the cyanides I (R = H, halo, Me, NO2, AcO) in CHCl3 and CCl4 were given and the influence of substituents and solvents on the wave numbers and integrated absorption intensities of the ν(CN) bands discussed. Wave numbers of the ν(CN) bands increased with increasing electron-acceptor ability of the substituents; the wave numbers were higher than those of the corresponding substituted Ph cyanides. Integrated absorption intensities of the ν(CN) bands decreased with increasing electron-acceptor ability of the substituents and were more significantly influenced by the nature of the substituents and the polarity of the solvents than the wave numbers of these bands.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Recommanded Product: 5-Iodo-2-furaldehyde. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Electrochemically Promoted Nickel-Catalyzed Carbon-Sulfur Bond Formation. Author is Wang, Yang; Deng, Lingling; Wang, Xiaochen; Wu, Zhengguang; Wang, Yi; Pan, Yi.

This work describes a nickel-catalyzed Ullmann-type thiolation of aryl iodides under mild electrochem. conditions. The simple undivided cell with graphite felt/nickel foam electrode setups offers excellent substrate tolerance, affording aryl and alkyl sulfides in good chem. yields. Furthermore, the mechanism for this electrochem. cross-coupling reaction has been investigated by cyclic voltammetry.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Recommanded Product: 4-Methyl-1,8-naphthyridine. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Syntheses of nitrogen containing compounds. XVIII. Syntheses of naphthyridines by improved one-step process. Author is Hamada, Yoshiki; Takeuchi, Isao.

1,5-Naphthyridine and 1,8-naphthyridines were synthesized by the reaction of 3- or 2-aminopyridines with glycerol, in the presence of Na m-nitrobenzenesulfonate, boric acid, and ferrous sulfate, in sulfuric acid. Application of the same method to 3- and 4-aminoquinolines afforded 4,6-phenanthroline and 5-methyl-1,6-phenanthroline. 1,6-Naphthyridine was obtained in a high yield by the reaction of 4-aminopyridine and glycerol, in the presence of sulfonating mixture, boric acid, and ferrous sulfate.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Zubkov, Fedor I.; Nikitina, Eugenia V.; Galeev, Timur R.; Zaytsev, Vladimir P.; Khrustalev, Victor N.; Novikov, Roman A.; Orlova, Daria N.; Varlamov, Alexey V. published an article about the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O ).Reference of 5-Iodo-2-furaldehyde. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:2689-65-8) through the article.

An efficient and versatile one-pot synthesis of 3,6a-epoxyisoindoles annelated with oxazine, oxazole, thiazine, thiazole, pyrimidine fragments and with their benzoannelated analogs is presented. The method is based on tandem N-acylation/intramol. cycloaddition (the intramol. Diels-Alder reaction of furan, IMDAF) reaction between α,β-unsaturated acid anhydrides and α-furyl substituted azaheterocycles. The latter can be easily prepared by condensation of diverse furfurals and 1,2- or 1,3-N,X-binucleophiles (aminoalcs., aminothiols, diamines). The observed IMDAF reaction is stereoselective: exo-adducts are formed exclusively with large prevalence of one of the diastereoisomers. In most cases, the condensation/N-acylation/IMDAF reaction sequence may be carried out via a one-pot domino protocol. The scope and limitations of the proposed approach are thoroughly investigated. The obtained Diels-Alder adducts are attractive and useful substrates for further transformations. Fused isoindoles can be prepared from them in one-step by aromatization of the 7-oxabicyclo[2.2.1]heptene ring. Other transformations, including halogenation, ring cleavage, and Wagner-Meerwein skeletal rearrangement, are also demonstrated. The spatial structures of the obtained compounds have been established by X-ray diffraction analyses.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 4-Methyl-6-(methylthio)pyrimidin-2-ol, is researched, Molecular C6H8N2OS, CAS is 16710-11-5, about Synthesis and anti-hepatitis B virus activity of new pyrimidine peptide nucleic acid analogs, the main research direction is pyrimidine peptide nucleic acid analog preparation antiviral hepatitis B.Category: naphthyridine.

A series of 4-methylsulfanylpyrimidin-2(1H)-one peptide nucleic acid analogs were synthesized and tested for their antiviral activity against hepatitis B virus. Plaque reduction infectivity assay was used to determine the virus count reduction as a result of treatment with tested compounds

In addition to the literature in the link below, there is a lot of literature about this compound(4-Methyl-6-(methylthio)pyrimidin-2-ol)Category: naphthyridine, illustrating the importance and wide applicability of this compound(16710-11-5).

Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

COA of Formula: C9H8N2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Identification of 1,5-Naphthyridine Derivatives as a Novel Series of Potent and Selective TGF-β Type I Receptor Inhibitors. Author is Gellibert, Francoise; Woolven, James; Fouchet, Marie-Helene; Mathews, Neil; Goodland, Helen; Lovegrove, Victoria; Laroze, Alain; Nguyen, Van-Loc; Sautet, Stephane; Wang, Ruolan; Janson, Cheryl; Smith, Ward; Krysa, Gaeel; Boullay, Valerie; de Gouville, Anne-Charlotte; Huet, Stephane; Hartley, David.

Optimization of the screening hit I led to the identification of novel 1,5-naphthyridine aminothiazole and pyrazole derivatives, which are potent and selective inhibitors of the transforming growth factor-β type I receptor, ALK5. Compounds II and III, which inhibited ALK5 autophosphorylation with IC50 = 6 and 4 nM, resp., showed potent activities in both binding and cellular assays and exhibited selectivity over p38 mitogen-activated protein kinase. The X-ray crystal structure of III in complex with human ALK5 is described, confirming the binding mode proposed from docking studies.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Safety of 5-Iodo-2-furaldehyde. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Comparative study by mass spectrometry of the fragmentation of 5-substituted furfurals. Author is Lauzardo, N.; Mocelo, R.; Padron, G.; Buttner, J.; Fanghaner, F..

A comparative study on the fragmentation of a series of 5-substituted furfurals (X = H, CH3, Cl, Br, I, NO2, COOCH3, COOH) was made. Depending on the nature of the substituent, 2 main pathways of fragmentation were observed One of them starts with the fragmentation of the aldehyde group (X = H, CH3, Cl, Br, I). The other starts with the fragmentation of substituents (X = NO2, COOCH3, COOH). The spectra are discussed on the basis of these 2 fragmentation pathways.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 2689-65-8, is researched, Molecular C5H3IO2, about Evaluation of the reactivity of furfural and products of its oxidation with hydrogen peroxide, the main research direction is oxidation furfural kinetics energy; substituent oxidation kinetics furfural.Formula: C5H3IO2.

Energy levels were calculated (MO) for furan and furfural; energies of formation in each stage of the oxidation of furfural by H2O2 were also calculated Rate constants of oxidation of I increased in the order R = NO2, iodo, Br, H, Cl, Me, Me2N.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem