Category: naphthyridine

Name: 5-Iodo-2-furaldehyde. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Synthesis and germistatic action of some 5-substituted 2-(α-furyl)-1,3-dioxanes. Author is Zelikman, Z. I.; Kul’nevich, V. G.; Shkrebets, A. I.; Pershin, G. N.; Mikerina, A. L..

Bactericidal furyldioxanes (I; R = H, Me, Br, iodo) were obtained in 71-82% yields by condensation of the appropriate furfural derivative with HOCH2C(NO2)-EtCH2OH. No activity was exhibited against Staphylococcus, Streptococcus, or tuberculosis bacteria, but I (R = H) was active against microspores, trichophytosis, and Achorion. I (R = Br, iodo) were also active against microspores and Achorion.

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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: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Direct synthesis of ester-containing indium homoenolate and its application in palladium-catalyzed cross-coupling with aryl halide, the main research direction is indium ester homoenolate preparation coupling aryl halide.COA of Formula: C5H3IO2.

An efficient method for the synthesis of ester-containing indium homoenolate via a direct insertion of indium into β-halo ester in the presence of CuI/LiCl is described. The synthetic utility of the indium homoenolate was demonstrated by palladium-catalyzed cross-coupling with aryl halides in DMA with wide functional group compatibility.

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1,8-Naphthyridine – Wikipedia,
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Winkley, Michael W.; Robins, Roland K. published the article 《Pyrimidine nucleosides. I. Synthesis of 6-methylcytidine, 6-methyluridine, and related 6-methylpyrimidine nucleosides》. Keywords: pyrimidine nucleosides; nucleosides pyrimidine; cytosines; cytidines; uridines; uracils; ribofuranosyls; methylpyrimidine nucleosides.They researched the compound: 4-Methyl-6-(methylthio)pyrimidin-2-ol( cas:16710-11-5 ).Electric Literature of C6H8N2OS. 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:16710-11-5) here.

Synthesis of 6-methylprimidine nucleosides was realized. 6-Methylcytidine (I) and 6-methyl-2′-deoxycytidine were prepared by direct utilization of 6-methylcytosine (II) via silylation and subsequent treatment with the appropriate per-O-acetylglycosyl halide in MeCN. Conversion of I into 6-methyluridine was achieved in 65% yield. This direct glycosylation procedure applied to 6-methyluracil gave 6-methyl-3-(β-D-ribofuranosyl)uracil as the major product. Utilization of this general method resulted in preparation of 5,6-dimethyluridine. A new route to the synthesis of II is reported. 31 references.

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

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of 1,8-naphthyridine homologs and their hydrogenation, published in 1941, which mentions a compound: 1569-17-1, Name is 4-Methyl-1,8-naphthyridine, Molecular C9H8N2, Synthetic Route of C9H8N2.

In earlier work (CA 33:2525.5) it was found that Me 1,4-dihydroxy-2,5-naphthyridine-3-carboxylate (C. A. numbering, 5,8-dihydroxy-1,6-naphthyridine-7-carboxylate) and the 1-Cl compound on catalytic hydrogenation take up H only on the nonsubstituted pyridine ring. In continuation of this work, 2,4-dimethyl- (I) and 4-methyl-1,8-naphthyridine (II) have been synthesized and a similar phenomenon on hydrogenation has been observed. In the meantime some other 1,8-naphthyridines described in this paper have been prepared by analogous methods by Mangini (preceding abstract). 7-Amino derivative of I (0.5 g. from 2 g. 2,6-diaminopyridine, 2 g. CH2Ac2 and 1 g. fused ZnCl2 heated 3 hrs. at 120-30°), m. 220° (Ac derivative, pale yellow, m. 300°), converted by diazotization in 40% H2SO4 into the 7-HO compound, m. 251°, which, heated 30 min. in a sealed tube at 140° with POCl3, gives the 7-Cl compound, m. 146-7°; this, boiled 30 min. with 20% MeONa in MeOH, gives the 7-MeO compound, m. 65° (picrate, m. 188-9°). Hydrogenation of 1 g. of the HO compound in 20 g. alc. with 1 g. Ni-kieselguhr under 110 atm. of H for 10 hrs. at 170-80° gave, along with 0.6 g. unchanged material, 0.2 g. of a dihydro derivative, C10H12N2O, m. 175-80°. The Cl compound (0.5 g.), shaken in 10% KOH-MeOH with 0.2 g. of 20% Pd-charcoal and H until about 1.2 mols. H had been absorbed, and the product chromatographed in benzene through Al2O3, yielded about 0.05 g. I, m. 85-6° (HCl salt, decomposes 240°; picrate, decomposes 204-6°; methiodide, yellow needles with 1 H2O, m. 93-4; chloroplatinate, I.H2PtCl6, decomposes 242-4°; chloroaurate, decomposes 166-7°). When 0.1 g. of the Cl compound in 10 cc. of 10% KOH-MeOH was hydrogenated to saturation with 0.5 g. of 20% Pd-charcoal it yielded the tetrahydro derivative (III) of I described below. With 1.2 g. of the Cl compound in 20 cc. of 5% KOH-MeOH, 0.5 g. PdO-CaCO3 and a trace of Pd-charcoal, the hydrogenation stopped in 30 min. (about 170 cc. H absorbed) and 0.8 g. I was obtained. Shaken in 10 cc. AcOH with 0.1 g. Pt oxide and H to saturation, 0.5 g. I absorbed about 160 cc. H and yielded 0.5 g. of a tetrahydro derivative (III), m. 118°, giving a pos. Liebermann reaction (picrate, m. 207°; Ac derivative, m. 42-3°); III was also obtained in 0.85-g. yield from 1 g. I in 50 cc. cyclohexane and 5 cc. alc. with 1 g. Raney Ni heated under an initial H pressure of 70 atm. 2 hrs. at 120° and 2 hrs. at 190°. III was unchanged by 4 hrs. treatment in AcOH with Pt oxide and 110 atm. H pressure, at room temperature With Na in boiling alc., however, it yielded the decahydro derivative of I, easily subliming needles, m. 92-3° (di-Ac derivative, thick oil, b0.02 135-45°). 2,7-Dichloro-4-methyl-1,8-naphthyridine in 10% KOH-MeOH hydrogenated with PdO-CaCO3 and a trace of Pd-charcoal gave, together with a mono-Cl compound, C9H7ClN2, m. 104°, chiefly (about 70%) II, b0.05 147-8° (picrate, decomposes 204-5°; perchlorate, m. 180-1°). II (1 g.) in 10 cc. AcOH with 0.5 g. Pt oxide and H yielded a mixture of 2 isomeric tetrahydro derivatives, separated by fractional crystallization from petr. ether: 0.2 g. of a more soluble isomer A (IV), m. 62-3°, giving a pos. Liebermann reaction (Bz derivative, m. 86-7°), and about 0.8 g. of a less soluble isomer B (V), m. 102-3° (picrate, decomposes 248°; Bz derivative, m. 105-6°; nitro derivative, m. 217-18° and giving a pos. Liebermann reaction, prepared by treating the tetrahydride in cold H2SO4 (dry ice-acetone) with fuming HNO3 (d.1.6), pouring on ice, crystallizing from alc., heating the crystals (m. 124-5°) in concentrated H2SO4 at 60°, again pouring on ice, filtering, making alk. with Na2HPO4 and extracting with ether). V is unchanged by hydrogenation in AcOH with PtO and 65 atm. H pressure. With Na in boiling AmOH, both isomers yield the same (racemic) decahydro derivative of II, b0.1 70-80°, m. 87°, gives a pos. Liebermann reaction (picrate, decomposes 210°). The structures of III, IV and V have not been definitely established but the following considerations make it highly probable what they are. The work of earlier investigators on the hydrogenation of quinoline homologs with Ni and H under pressure and with Sn and HCl has shown that Me groups have a disturbing influence on the hydrogenation of the ring half on which they are substituted whereas Na and alc. readily hydrogenate the Me-substituted rings. This disturbing effect of Me groups is ascribed to the inductive effect of the Me group. III is considered to be the 5,6,7,8-tetrahydro compound To further confirm this, III was heated in a little alc. with an excess of ClCH2COMe for 4 hrs. at 100°; the resulting addition product, C15H21ClN22O2, m. 181-2°, allowed to stand 1 day in a little water with 2 drops of 10% Na3CO3, gave, in addition to unchanged III, a resin whose blue Ehrlich reaction pointed to the presence of an indolizine ring. Such a ring can be formed only from a nonhydrogenated 2-methylpyridine. IV is considered to be the 1,2,3,4- and V the 5,6,7,8-tetrahydro compound because the latter is formed in the larger amount; its higher m. p. is also in harmony with such an assumption.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Design, synthesis and biological activities of benzo[d]imidazo[1,2-a]imidazole derivatives as TRPM2-specific inhibitors, published in 2021-12-05, which mentions a compound: 65438-97-3, Name is 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone, Molecular C7H8BrNO, Category: naphthyridine.

Transient receptor potential melastatin 2 (TRPM2) channel is associated with ischemia/reperfusion injury, inflammation, cancer and neurodegenerative diseases. However, the lack of specific inhibitors impedes the development of TRPM2 targeted therapeutic agents. To develop a selective TRPM2 inhibitor, three-dimensional similarity-based screening strategy was employed using the energy-minimized conformation of non-selective TRPM2 inhibitor 2-APB as the query structure, which resulted in the discovery of a novel tricyclic TRPM2 inhibitor I with benzo[d]imidazo[1,2-a]imidazole skeleton. A series of I derivatives were subsequently synthesized and evaluated using calcium imaging and electrophysiol. approaches. Among them, preferred compounds II and III inhibited the TRPM2 channel with micromolar half-maximal inhibitory concentration values and exhibited TRPM2 selectivity over the TRPM8 channel, TRPV1 channel, InsP3 receptor and Orai channel. The anal. of structure-activity relationship provides valuable insights for further development of selective TRPM2 inhibitors. Neuroprotection assay showed that II and III could effectively reduce the mortality of SH-SY5Y cells induced by H2O2. These findings enrich the structure types of existing TRPM2 inhibitors and might provide a new tool for the study of TRPM2 function in Reactive oxygen species (ROS) -related diseases.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone( cas:65438-97-3 ) is researched.Product Details of 65438-97-3.Howes, Peter D.; Cleasby, Anne; Evans, Derek N.; Feilden, Helen; Smith, Paul W.; Sollis, Steven L.; Taylor, Neil; Wonacott, Alan J. published the article 《4-Acetylamino-3-(imidazol-1-yl)-benzoic acids as novel inhibitors of influenza sialidase》 about this compound( cas:65438-97-3 ) in European Journal of Medicinal Chemistry. Keywords: acetylaminoimidazolylbenzoic acid preparation influenza sialidase inhibitor; imidazolylbenzoic acid preparation influenza sialidase inhibitor; benzoic acid imidazolyl preparation influenza sialidase inhibitor; virucide anti viral agent acetylaminoimidazolylbenzoic acid. Let’s learn more about this compound (cas:65438-97-3).

Two methods for the synthesis of 4-acetylaminobenzoic acids substituted at the 3-position with imidazoles are described. Thus, 4-acetylamino-3-aminobenzoic acid tert-Bu ester was N-alkylated with RCH2COBr (R = Ph, Et, benzofuran-3-yl, etc.) followed by cyclization with cyanamide and hydrolysis to give imidazolylbenzoic acids I (R1 = Ph, furyl, Et, etc.; R2 = NH2). Imidazolylbenzoic acids I (R1 = H; R2 = NH2, H, Et) were prepared by addition of the appropriate imidazole to 3-fluoro-4-nitrobenzoic acid tert-Bu ester followed by reduction of the nitro group, acetylation, and hydrolysis. Many of the compounds are inhibitors of influenza virus sialidases with levels of activity similar to the recently described 4-acetylamino-3-guanidino-benzoic acid (BANA 113).

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1,8-Naphthyridine | C8H6N2 – PubChem

COA of Formula: C5H3IO2. 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: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Mechanism and kinetics of furfural oxidation by hydrogen peroxide. Author is Badovskaya, L. A.; Kul’nevich, V. G.; Muzychenko, G. F.; Kaklyugina, T. Ya..

The 1st-order rate constants and activation parameters for oxidation of furfural by H2O2 and the effect of 5-substituents on the rate constant indicated a heterolytic mechanism with loss of rotational and translational degrees of freedom in the transition state.

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Category: 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 New catalytic systems for 2,6-dimethylphenol polycondensation. Author is Sacconi, Luigi; Foa, Marco; Bencini, Elena; Nocci, Roberto; Sabarino, Giampiero.

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, Zhurnal Organicheskoi Khimii called Kinetics and mechanism of the acetalation of 5-substituted furfural, Author is Kul’nevich, V. G.; Zelikman, Z. I.; Pustovarov, V. S., which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, Application In Synthesis of 5-Iodo-2-furaldehyde.

The rate of formation of acetals from 5-substituted furfurals (I, R = Er2N, Me2N, Me, H, Cl, Br, I, NO2) and pentaerythritol dichlorohydrin, MeC(CH2OH)3, EtC(CH2OH)3, or BuOH in C6H6 in the presence of KU-2 cation-exchange resin (H form) increased in the stated order of R and alcs. The rate constants correlated with the Brown σn+ constants of R.

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D’Auria, Maurizio; Vantaggi, Anna published the article 《1H-Indenylfuran and -thiophene derivatives: a new class of singlet-oxygen sensitizers》. Keywords: singlet oxygen sensitizer indenylfuran indenylthiophene; fluorescence indenylfuran indenylthiophene; UV spectra indenylfuran indenylthiophene; triplet energy indenylthiophene.They researched the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ).Quality Control of 5-Iodo-2-furaldehyde. 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:2689-65-8) here.

Photophys. and photochem. properties of title compounds I (X = O, S; R = H, Me) and II (R = H, inden-2-yl) were studied. All the compounds absorbed UV light at 350-380 nm. The fluorescence spectra of I and II showed bands at 410-470 nm and quantum yields in the range 0.25-0.88. Attempts to calculate the triplet energy failed except for I (X = S, R = Me) and II (R = H), which showed ET = 43-44 kcal mol-1. These compounds are a new class of singlet-oxygen sensitizers. The sensitized reaction of 2,5-dimethylfuran with singlet oxygen was followed. I (X = O, R = H) and II (R = inden-2-yl) are more reactive than α-terthiophene (III), while the other compounds show the same reactivity as III. This behavior can be explained by different intersystem crossing quantum yields. Diazabicyclo[2.2.2]octane is a quencher of singlet oxygen in this reaction. Superoxide ion formation is excluded by photooxidation of α,α’-dimethylstilbene.

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