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Hamada, Yoshiki; Takeuchi, Isao published the article 《Syntheses of nitrogen containing compounds. XVIII. Syntheses of naphthyridines by improved one-step process》. Keywords: naphthyridine amino pyridine.They researched the compound: 4-Methyl-1,8-naphthyridine( cas:1569-17-1 ).Related Products of 1569-17-1. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:1569-17-1) here.

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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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, Chemische Berichte called Vicarious nucleophilic substitution of hydrogen, bisannulation and competitive reactions of α-haloalkyl carbanions with bicyclic azaaromatic compounds, Author is Makosza, Mieczyslaw; Golinski, Jerzy; Ostrowski, Stanislaw; Rykowski, Andrzej; Sahasrabudhe, Arvind B., which mentions a compound: 1569-17-1, SMILESS is CC1=C2C=CC=NC2=NC=C1, Molecular C9H8N2, Application In Synthesis of 4-Methyl-1,8-naphthyridine.

Carbanions of RR1CHSO2R2 (I; R = Cl, R1 = H, Me, R2 = NMe2, Ph, CMe3, morpholino, tolyl; R = Br, R1 = H, R2 = tolyl) react with bicyclic heteroaromatic compounds (quinoxalines, naphthyridines, and 5-azaquinoxalines) according to 2 general pathways: vicarious nucleophilic substitution (VNS) of hydrogen and/or bisannulation. In some cases other competitive reactions are observed Factors governing the direction of these reactions are discussed in terms of the charge distribution in the anionic σ adducts and the reaction conditions. For example reaction of quinoxaline and quinoxaline N-oxide with I (R = Cl, R1 = H, R2 = Ph) gave bisazirinoquinoxaline II and VNS product III resp.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Kinetics of quaternization of some naphthyridines and methylnaphthyridines, the main research direction is quaternization kinetics heterocycle; kinetics quaternization heterocycle; heterocycle quaternization kinetics; naphthyridines quaternization kinetics; quinoline quaternization kinetics; isoquinoline quaternization kinetics.SDS of cas: 1569-17-1.

The 2nd order rate constants for the reaction of MeI with some naphthyridines and methylnaphthridines in MeCN were determined by a conductimetric method. The following results were obtained at 24.8° (compound, and rate constant × 10-4 l./mole/sec. given): quinoline, 0.517; isoquinoline, 4.23; 1,5-naphthyridine, 0.232; 1,6-naphthyridine, 1.66; 1,8-naphthyridine, 4.25; 2-methyl-1,8-naphthyridine, 3.61; 3-methyl-1,8-naphthyridine, 5.74; 4-methyl-1,8-naphthyridine, 7.26; and 2,7-dimethyl-1,8-naphthyridine, 1.85. The rate constants are used to deduce the quaternization kinetics of the reactions.

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HPLC of Formula: 1569-17-1. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about A one-pot method for the synthesis of naphthyridines via modified Friedlander reaction. Author is Zhichkin, Pavel; Cillo Beer, Catherine M.; Rennells, W. Martin; Fairfax, David J..

A one-pot method for the preparation of 1,8-naphthyridine derivatives is reported. The method involves the dimetalation of an appropriate N-2-pyridylpivalamide or tert-butylcarbamate followed by reaction with a β-dimethylamino- or β-alkoxyacrolein derivative This method is also applicable to 1,6-naphthyridines.

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SDS of cas: 1569-17-1. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about 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..

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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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《1,8-Naphthyridines. I. Derivatives of 2- and 4-methyl-1,8-naphthyridines》. Authors are Brown, Ellis V..The article about the compound:4-Methyl-1,8-naphthyridinecas:1569-17-1,SMILESS:CC1=C2C=CC=NC2=NC=C1).HPLC of Formula: 1569-17-1. Through the article, more information about this compound (cas:1569-17-1) is conveyed.

2-Methyl-1,8-naphthyridine has been prepared by a series of reactions starting with 2-methyl-5-hydroxy-1,8-naphthyridine-6-carboxylic acid and compared with the known 4-methyl-1,8-naphthyridine. The compound previously thought to be 2-methyl-4-hydroxy-7-amino-l,8-naphthyridine has been shown to be 2-hydroxy-4-methyl-7-amino-1,8-naphthyridine by conversion to 4-methyl-1,8-naphthyridine. A new ring closure has furnished 2-methyl-7-amino-1,8-naphthyridine and, in addition, 2-amino-5-methyl-1,8-naphthyridine and 2-methyl-5-amino-1,8-naphthyridine have been prepared by other means.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Syntheses of naphthyridine derivatives. IV. Syntheses of 1,8-naphthyridines and their hydrogenation》. Authors are Miyagi, Komei.The article about the compound:4-Methyl-1,8-naphthyridinecas:1569-17-1,SMILESS:CC1=C2C=CC=NC2=NC=C1).Related Products of 1569-17-1. Through the article, more information about this compound (cas:1569-17-1) is conveyed.

Heating 10 g. 2,6-diaminopyridine (I) and 14 g. freshly distilled AcCH2CO2Et at 145-50° 2 h. and taking up with alc. gives 6.5 g. solid, 5 g. of which is taken up in 60 mL. 33% H2SO4, ice-cooled, 3 g. saturated NaNO2 solution added, the mixture let stand 1 h., poured into 150 mL. boiling water, filtered after cooling, the product taken up in hot aqueous NaOH, filtered after cooling, and acidified with HCl, giving 2,7-dihydroxy-4-methyl-1,8-naphthyridine (II), white needles, m. above 350°. I and AcCH2COMe (equimol. amounts) do not condense on heating up to 135°; addition of ZnCl2 and heating at 120-30° 3 h. gives a solid product, which, treated with NaOH, taken up with CHCl3, and extracted with AcOEt, yields 2,4-dimethyl-7-amino-1,8-naphthyridine (III), columns, m. 220°; III with HNO2 gives the 7-HO analog (IV), columns, m. 251°. Heating IV and POCl3 in a sealed tube at 140° 30 min., decomposing with ice, and treating with NaOH to pH 8 gives the 7-Cl analog (V), needles, m. 146-7°. Dehalogenation by catalytic hydrogenation of V in MeOH-KOH with Pd-C gives the 5,6,7,8-tetrahydride (VI), needles, m. 118°, and with Pd-CaCO3 2,4-dimethyl-1,8-naphthyridine (VII), needles, m. 85-6°. Boiling of V with MeONa-MeOH 30 min., removing the MeOH, adding water, taking up with AcOEt, and recrystallizing from petr. ether gives the 7-MeO compound (VIII), prisms, m. 65°; picrate, columns, m. 188-9°. Treating II with POCl3 in a sealed tube at 150° 20 min., pouring on ice, making alk. with NaOH, and recrystallizing from Me2CO give 2,7-dichloro-4-methyl-1,8-naphthyridine (IX), columns, m. 194°. Catalytic dehalogenation of IX with Pd-CaCO3 gives ether-petr. ether insoluble and soluble portions; the insoluble portion gives a mono-Cl derivative, needles, m. 104°; the soluble portion gives 4-methylnaphthyridine (X), b0.05 130-40° (picrate, columns, m. 207°). Tetrahydride of VII, columns, m. 118° (picrate, columns, m. 207°; acetate, white, m. 42-3°). Catalytic reduction of 4-methyl-1,8-naphthyridine with PtO gives a petr. ether-insoluble portion, m. 102-3°, and a soluble portion, m. 62-3°, both tetrahydrides.

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Sacconi, Luigi; Foa, Marco; Bencini, Elena; Nocci, Roberto; Sabarino, Giampiero published an article about the compound: 4-Methyl-1,8-naphthyridine( cas:1569-17-1,SMILESS:CC1=C2C=CC=NC2=NC=C1 ).Category: naphthyridine. 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:1569-17-1) through the article.

Catalytic systems based on dimeric Cu complexes with imidazole as bridging unit and on Cu naphthyridine complexes for polymerization of 2,6-dimethylphenol were described. The polymerization conditions, e.g., nature and amount of free amine added, solvent, etc., were studied to get a polymer of suitable mol. weight

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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, Synlett called A one-pot method for the synthesis of naphthyridines via modified Friedlander reaction, Author is Zhichkin, Pavel; Cillo Beer, Catherine M.; Rennells, W. Martin; Fairfax, David J., which mentions a compound: 1569-17-1, SMILESS is CC1=C2C=CC=NC2=NC=C1, Molecular C9H8N2, Formula: C9H8N2.

A one-pot method for the preparation of 1,8-naphthyridine derivatives is reported. The method involves the dimetalation of an appropriate N-2-pyridylpivalamide or tert-butylcarbamate followed by reaction with a β-dimethylamino- or β-alkoxyacrolein derivative This method is also applicable to 1,6-naphthyridines.

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COA of Formula: C9H8N2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Discovery of Azetidinyl Ketolides for the Treatment of Susceptible and Multidrug Resistant Community-Acquired Respiratory Tract Infections. Author is Magee, Thomas V.; Ripp, Sharon L.; Li, Bryan; Buzon, Richard A.; Chupak, Lou; Dougherty, Thomas J.; Finegan, Steven M.; Girard, Dennis; Hagen, Anne E.; Falcone, Michael J.; Farley, Kathleen A.; Granskog, Karl; Hardink, Joel R.; Huband, Michael D.; Kamicker, Barbara J.; Kaneko, Takushi; Knickerbocker, Michael J.; Liras, Jennifer L.; Marra, Andrea; Medina, Ivy; Nguyen, Thuy-Trinh; Noe, Mark C.; Obach, R. Scott; O’Donnell, John P.; Penzien, Joseph B.; Reilly, Usa Datta; Schafer, John R.; Shen, Yue; Stone, Gregory G.; Strelevitz, Timothy J.; Sun, Jianmin; Tait-Kamradt, Amelia; Vaz, Alfin D. N.; Whipple, David A.; Widlicka, Daniel W.; Wishka, Donn G.; Wolkowski, Joanna P.; Flanagan, Mark E..

Respiratory tract bacterial strains are becoming increasingly resistant to currently marketed macrolide antibiotics. The current alternative telithromycin (1) from the newer ketolide class of macrolides addresses resistance but is hampered by serious safety concerns, hepatotoxicity in particular. We have discovered a novel series of azetidinyl ketolides that focus on mitigation of hepatotoxicity by minimizing hepatic turnover and time-dependent inactivation of CYP3A isoforms in the liver without compromising the potency and efficacy of 1.

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