Tag: M.W:100-200

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Action of Methyl Iodide and of Benzyl Chloride upon 2-Oxy-4-methyl-6-methylmercaptopyrimidine》. Authors are Wheeler, Henry L.; Mcfarland, David F..The article about the compound:4-Methyl-6-(methylthio)pyrimidin-2-olcas:16710-11-5,SMILESS:CSC1=NC(O)=NC(C)=C1).Application In Synthesis of 4-Methyl-6-(methylthio)pyrimidin-2-ol. Through the article, more information about this compound (cas:16710-11-5) is conveyed.

2-Methylmercapto-4-methyl-6-chloropyrimidine, C6H7N2ClS, was made from the oxypyrimidine and PCl5, b32-5 147°, m. 39-40°. This with KSH gave 2-methylmercapto-4-methyl-6-thiopyrimidine, C6H8N2S2, m. 214°, heating at 215-23° gave 2,6-dithio-4-methyluracil. Boiling the mercapto compound with HCl formed 6-thio-4-methyluracil, C6H6ON2S, prisms decompose above 250°, which with NaOH and MeI gives 2-oxy-4-methyl-6-methylmercaptopyrimidine, C6H8ON2S, needles, m. 174-5°. The mercaptopyrimidine with NaOH and PhCH2Cl yielded after treatment with HCl a mixture of 1-benzyl and 3-benzyluracil. The methylation of 2-oxy-4-methyl-6-methylmercaptopyrimidine gave 2-oxy-3,4-dimethyl-6-methylmercaptopyrimidine, C7H10ON2S, m. 170-1° and probably the 1,4-dimethyl product not isolated. 2-Oxy-4-methyl-6-o-nitrobenzylmercaptopyrimidine, m. 205°. 2-Oxy-4-methyl-6-m-dinitrophenylmercaptopyrimidine, m. 208°.

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

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).Product Details 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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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

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).Name: 4-Methyl-1,8-naphthyridine. 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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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 4-Methyl-6-(methylthio)pyrimidin-2-ol(SMILESS: CSC1=NC(O)=NC(C)=C1,cas:16710-11-5) is researched.Name: 5-Iodo-2-furaldehyde. The article 《4-arylamino-2-(2-acetoxyethyl)amino-6-methylpyrimidines: Synthesis, deacetylation, and biological activity》 in relation to this compound, is published in Russian Journal of General Chemistry. Let’s take a look at the latest research on this compound (cas:16710-11-5).

The reaction of 2-(2-acetoxyethyl)amino-4-chloro-6-methylpyrimidine with aromatic amines leads to a series of 4-arylamino-2-(2-acetoxyethyl)amino-6-methylpyrimidines. Deacetylation of these compounds proceeds in both acidic and basic media. Most of the (arylamino)pyrimidines obtained exhibit a pronounced antituberculous effect.

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

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Spectral data of substituted naphthyridines. V. The IR spectra of substituted 1,8-naphthyridines.Computed Properties of C9H8N2.

In general the IR spectra of 1,8-naphthyridines show a ring bending (skeletal) vibration at 690-740-cm-1, three adjacent H absorption at 750-795 and 810-885 cm-1, two adjacent H absorptions at 785-855 cm-1 and isolated H absorptions at 795-810 and 885-920 cm-1.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Naphthyridine chemistry. V. One-step synthesis of 1,8-naphthyridines》. Authors are Paudler, William W.; Kress, Thomas J..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.

cf. CA 66, 6881q; 65, 16955a; 64, 5057c. 2-Aminopyridine treated with Utermohlen’s “”sulfo-mix”” (CA 38, 9735) and glycerol gave 30% 1,8-naphthyridine. Similarly were prepared 2-methyl-, 4-methyl-, and 2,4-dimethyl-1,8-naphthyridines (I,II, and III). N.M.R. spectra data are given for the compounds

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Catalytic dehalogenation reaction》. Authors are Miyaki, Takaaki; Kataoka, Eisei.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.

Catalytic dehalogenation of 2,7-dichloro-4-methyl-1,8-naphthyridine with Pd-CaCO3 gave 4-methylnaphthyridine and chloro-4-methylnaphthyridine (the details to be reported later). Catalytic dehalogenation of 2,4-dichloro-6-methylpyrimidine gave a compound whose picrate (m. 130-1°) did not depress the m. p. of 6-methylpyrimidine picrate. In like manner the following compounds were studied with the reaction indicated: 4-phenyl-2,6-dichloropyrimidine → C10H8N2, m. 66-7°; 1-bromo-β-naphthol → β-naphthol; 1-bromo-β-naphthol Me ether → β-naphthol Me ether; bromopiperonal → piperonal; o-BrC6H4NO2 → aniline + o-bromoaniline + 2,2′-dibromoazoxybenzene.

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

Safety of 4-Methyl-1,8-naphthyridine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Hydrogen-deuterium exchange in 1,8-naphthyridine and some its monosubstituted derivatives. Author is Wozniak, Marian.

Hydrogen-deuterium exchange in 1,8-naphthyridine and 10 of its derivatives containing Me, hydroxy, amino, nitro and chloro substituents are reported. A discussion of the factors influencing the relative positional reactivity toward deuterium in these compounds is presented.

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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: 91523-50-1, is researched, Molecular C10H11NO3, about Bioactive constituents of Zanthoxylum rhetsa bark and its cytotoxic potential against B16-F10 melanoma cancer and normal human dermal fibroblast (HDF) cell lines, the main research direction is Zanthoxylum bark cytotoxic potential melanoma cancer HDF bioactive cell; GC-MS; NMR spectroscopy; Zanthoxylum rhetsa; alkaloids; cytotoxicity; lignans; triterpenes.Electric Literature of C10H11NO3.

Zanthoxylum rhetsa is an aromatic tree, known vernacularly as “”Indian Prickly Ash””. It has been predominantly used by Indian tribes for the treatment of many infirmities like diabetes, inflammation, rheumatism, toothache and diarrhea. In this study, we identified major volatile constituents present in different solvent fractions of Z. rhetsa bark using GC-MS anal. and isolated two THF lignans (yangambin and kobusin), a berberine alkaloid (columbamine) and a triterpenoid (lupeol) from the bioactive chloroform fraction. The solvent fractions and purified compounds were tested for their cytotoxic potential against human dermal fibroblasts (HDF) and mouse melanoma (B16-F10) cells, using the MTT assay. All the solvent fractions and purified compounds were found to be non-cytotoxic to HDF cells. However, the chloroform fraction and kobusin exhibited cytotoxic effect against B16-F10 melanoma cells. The presence of bioactive lignans and alkaloids were suggested to be responsible for the cytotoxic property of Z. rhetsa bark against B16-F10 cells.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 1569-17-1, is researched, SMILESS is CC1=C2C=CC=NC2=NC=C1, Molecular C9H8N2Journal, Zeszyty Naukowe Uniwersytetu Jagiellonskiego, Prace Chemiczne called The ultraviolet absorption spectra of monosubstituted 1,8-naphthyridines [1], Author is Wozniak, Marian; Tomula, Maria, the main research direction is optical absorption naphthyridine substituent effect; UV naphthyridine substituent effect.Recommanded Product: 1569-17-1.

UV absorption spectra of 1,8-naphthyridines were measured in MeOH. The effects of the substituent and its location in the naphthyridine ring on the spectral bands were analyzed. The spectral anal. revealed that 4-hydroxy-, 2-, and 4- mercapto-1,8-naphthyriolines had in MeOH the structures of 1,8-naphthyriolin-4-(1H)-one, 1,8-naphthyridin-2(1H)-thione, and -4(1H)-thione resp.

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