Month: April 2022

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, Chemical & Pharmaceutical Bulletin called Syntheses of nitrogen containing compounds. XVIII. Syntheses of naphthyridines by improved one-step process, Author is Hamada, Yoshiki; Takeuchi, Isao, the main research direction is naphthyridine amino pyridine.Name: 4-Methyl-1,8-naphthyridine.

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

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 1,8-Naphthyridines. I. Derivatives of 2- and 4-methyl-1,8-naphthyridines, published in 1965, which mentions a compound: 1569-17-1, Name is 4-Methyl-1,8-naphthyridine, Molecular C9H8N2, Synthetic Route of C9H8N2.

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

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: 6-Hydroxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid, is researched, Molecular C10H11NO3, CAS is 91523-50-1, about Bioactive constituents of Zanthoxylum rhetsa bark and its cytotoxic potential against B16-F10 melanoma cancer and normal human dermal fibroblast (HDF) cell lines.Product Details of 91523-50-1.

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

COA of Formula: C5H3IO2. 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

SDS of cas: 2689-65-8. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Furan derivatives. LXXX. Synthesis and properties of substituted furfurylideneoxindoles.

Oxindoles I (R1 = R2 = H, R = H, NO2, Cl, Br, I, Me, MeS, CO2Me, p- and m-O2NC6H4, Me2N; R1 = H, R2 = NO2, R = H, Cl, Br, I, Me, MeS, Ac, 4-O2NC6H4; R1 = Ac, R2 = H, R = H, NO2, Cl, Br, I, Me, MeS, NMe2) were prepared by condensation of oxindole, 5-nitrooxindole, and 1-acetyloxindole, resp., with the resp. furancarboxyaldehydes, some I (R1 = Ac) were prepared by acetylation of I (R1 = H). UV, IR and mass spectra of I were interpreted.

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

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 Materials Chemistry called Synthesis and nanoparticle encapsulation of 3,5-difuranylvinyl-boradiaza-s-indacenes for near-infrared fluorescence imaging, Author is Kim, Sehoon; Ohulchanskyy, Tymish Y.; Baev, Alexander; Prasad, Paras N., which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, Related Products of 2689-65-8.

The mol. design, synthesis, and photophys. study of a series of near-IR absorbing and fluorescing dyes, 3,5-difuranylvinyl-boradiaza-s-indacenes, bearing various 5-membered heteroaromatic heads at the 8-position (FBs) are reported. The correlation between the mol. structure and the spectral shift has been studied by quantum chem. calculations at various levels (B3LYP/6-31G*, HF/6-31G* and HF/PM3), which conclude that the planarity determined by the bulkiness of the head unit controls the optical band gap of FBs, by energetically affecting the LUMO rather than the HOMO. It was also shown that incorporation of heavy atoms increased the capability of singlet oxygen generation as a result of enhanced intersystem crossing, which makes FBs potentially useful for near-IR photodynamic therapy. In vitro near-IR fluorescence imaging of live tumor cells has been demonstrated through a nanocarrier approach, by encapsulating one of the FB dyes in a stable aqueous formulation of organically modified silica nanoparticles which retains the fluorescence efficiency of the hydrophobic dye in water.

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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 《Derivatives of the ethyl ester of (α-cyanofurylacrylic acid).》. Authors are Lami, Laura; Bartroli, Rita; Diaz, Mercedes; Perera, Eddy.The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Synthetic Route of C5H3IO2. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

Derivatives of Et α-cyanofurylacrylate (I; R = H, NO2, Br, I) were synthesized and tested for fungicidal activity. In vitro against 9 fungi, I (R = NO2) gave >90% inhibition of 5 species (Penicillium italicum, P. digitatum, Phytophthora nicotianae, Helminthosporium oryzae, and Phomopsis citri). As a 0.3% spray, it gave good control of blue mold of tobacco in pot experiments

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Catalytic synthesis of furan 1,3-dioxanes and study of their properties, published in 1971, which mentions a compound: 2689-65-8, mainly applied to furan acetal dioxane; kinetics furfural polyol condensation, Reference of 5-Iodo-2-furaldehyde.

Cyclic furan acetals of the 1,3-dioxane type were prepared by reaction of furfural, 5-substituted furfurals, furylacrolein, furfurylidenacetone, or 2-acetylfuran with polyols (trimethylolpropanol, trimethylolethanol, and pentaerythritol dichlorohydrin) at 100° in the presence of KU-2 cation exchange catalyst. The kinetics of the reaction was studied. The reaction obeyed a 1st order equation and occurred by the formation of a protonated complex with aldehyde, sorption on the catalyst surface, followed by accelerated nucleophilic attack by the alc. mol. Reaction of a protonated complex with alc. mol. was a limiting chem. reaction stage. The acetylation reaction stage of 5-substituted furfurals increased in the order of substituents Me < H < Cl < Br < iodine < NO2. The furyl 1,3-dioxanes exist in 2 stereoisomeric forms. This literature about this compound(2689-65-8)Reference of 5-Iodo-2-furaldehydehas given us a lot of inspiration, and I hope that the research on this compound(5-Iodo-2-furaldehyde) can be further advanced. Maybe we can get more compounds in a similar way.

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 《Synthesis of iodo derivatives of the furan series. 5-Iodofurfural》. Authors are Nazarova, Z. N..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Application In Synthesis of 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

All 5-bromo or -iodo derivatives of furan lose halogen quant. on standing 48 h. in the dark in HNO3 (d. 1.4) in the presence of AgNO3, followed by heating to 50-60° until N oxide vapor appear; the method can be used for anal. of these compounds Refluxing 35 g. 5-bromofurfural with 3.5 g. KI and 180 mL. AcOH 1 h., followed by dilution with H2O gave 96% crude product, m. 124-6°, which gave 80% pure 5-iodofurfural, m. 127.5-8° (from EtOH); with HNO3 it gives vapor of iodine; oxime, decompose 167-8°; semicarbazone, decompose 199-200°. The aldehyde in 30% NaOH treated with a few drops H2O2 and kept 4 days, then acidified, gave 58.8% 5-iodofurancarboxylic acid, decompose 197-8° (from H2O). The aldehyde heated with Ac2O-AcOK at 145-50°, then boiled with a little H2O 15 min. gave 82.2% 5-iodo-2-furylacrylic acid, decompose 159-60° (from dilute dioxane). The aldehyde condensed with MeNO2 (cf. C.A. 49, 9606b) gave 86% 1-(5-iodo-2-furyl)-2-nitroethylene (I), yellow-orange, m. 112-13° (from EtOH); if the intermediately formed Na salt is filtered directly from the mixture and is carefully decomposed with AcOH after washing with Et2O and MeOH, there is formed the unstable nitro alc., orange-red oil, which after steam distillation gave 80% I, m. 112-13°. The Br analog heated with KI and NaI in AcOH 2 h. on a steam bath gave 82.6% I. Heating 2-(5-bromo-2-furyl)-1-chloro-1-nitroethylene (cf. loc. cit.) with NaI in AcOH 2 h. gave 48.2% 5-iode analog, C6H3BrCINO3, m. 109-9.5° (from EtOH), an irritant which loses iodine on heating with HNO3.

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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 New hydrazide-hydrazones of isonicotinic acid: synthesis, lipophilicity and in vitro antimicrobial screening. Author is Popiolek, Lukasz; Biernasiuk, Anna; Berecka, Anna; Gumieniczek, Anna; Malm, Anna; Wujec, Monika.

This study describes the synthesis, lipophilicity and in vitro antimicrobial assays of 15 new hydrazide-hydrazones of isonicotinic acid. New derivatives were obtained on the basis of the condensation reaction of isonicotinic acid hydrazide with different aromatic aldehydes. The chem. structure of synthesized compounds was confirmed by spectral methods. Exptl. lipophilicity of new isonicotinic acid derivatives was determined using reversed-phase thin-layer chromatog. All synthesized compounds were subjected to in vitro antimicrobial assays against reference strains of Gram-pos. bacteria, Gram-neg. bacteria and fungi belonging to Candida spp. Some of the synthesized hydrazide-hydrazones proved to be significant antibacterial compounds and more potent than commonly used chemotherapeutic agents.

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