Month: April 2022

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

Reference of 5-Iodo-2-furaldehyde. 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 Topoisomerase IIα poisoning and DNA double-strand breaking by chiral ruthenium(II) complexes containing 2-furanyl-imidazo[4,5-f][1,10]phenanthroline derivatives. Author is Qian, Chen; Wu, Jingheng; Ji, Liangnian; Chao, Hui.

Four chiral Ru(II) complexes bearing furan ligands, Δ/Λ-[Ru(bpy)2(pocl)]2+ (Δ/Λ-1) and Δ/Λ-[Ru(bpy)2(poi)]2+ (Δ/Λ-2) (bpy = 2,2′-bipyridine, pocl = 2-(5-chlorofuran-2-yl)imidazo[4,5-f][1,10]phenanthroline, poi = 2-(5-5-iodofuran-2-yl)imidazo[4,5-f][1,10]phenanthroline), were synthesized and characterized. These Ru(II) complexes showed antitumor activities against HeLa, A549, HepG2, HL-60 and K562 tumor cell lines, especially the HL-60 tumor cell line. Moreover, Δ-2 was more active than other complexes accounting for the different cellular uptakes. In addition, Δ-2 could accumulate in the nucleus of HL-60 cells, suggesting that nucleic acids were the cellular target of Δ-2. Topoisomerase inhibition tests in vitro and in living cells confirmed that the four complexes acted as efficient topoisomerase IIα poisons, DNA double-strand breaks had also been observed from neutral single cell gel electrophoresis (comet assay). Δ-2 inhibited the growth of HL-60 cells through the induction of apoptotic cell death, as evidenced by the Alexa Fluor 488 annexin V staining assays. The results demonstrated that Δ-2 acted as a topoisomerase IIα poison and caused DNA double-strand damage that could lead to apoptosis.

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

Quality Control of 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 spectral properties of 2-(5-R-2-furylmethylene)-3-oxobutanenitriles. Author is Marchalin, Stefan; Mamani, Lucy Nieves Hinojosa; Ilavsky, Dusan; Pronayova, Nada; Lesko, Jan.

Substituted 2-(5-R-2-furylmethylene)-3-oxobutanenitriles I (R = H, halo, Ph, etc.) were obtained by condensation of the corresponding 5-R-2-furaldehydes II with 3-amino-2-butenenitrile in acid medium. Relation between the structure and spectral properties (NMR, IR, UV, MS) is presented and the influence of substituents in position 5 of the furan ring on the conjugated 2-furylethylene system is discussed.

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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 《The hydrogen bonding energies from near-ultraviolet absorption spectra in p-bromophenol and o-hydroxybiphenyl》. Authors are Devanathan, T..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Safety of 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

K, ΔG, and ΔH were estimated for the systems: (I) p-bromophenol (0.07994M) and EtOAc (0.4033M), and (II) o-hydroxybiphenyl (0.1212M) and EtOAc (0.3231M), with n-heptane as the solvent. For I, at 35 and 55°, resp., λ = 284 mμ, K = 29.16 and 20.09, ΔG = -2.07 and -1.96 kcal./mole, and ΔH = -3.90 kcal./mole. For II, at 45, 55, and 65°, resp., λ = 284mμ, K = 2.98, 2.06, and 1.36, ΔG = -0.69, -0.47, and -0.21 kcal./mole, and ΔH = -0.84 kcal./mole. The calculated ΔH value of II is too low, which indicates an intramol. H bond.

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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 Some properties of 5-halofurfurals, published in 1957, which mentions a compound: 2689-65-8, mainly applied to , SDS of cas: 2689-65-8.

The following derivatives of 5-halofurfurals are reported: 5-iodofurfural thiosemicarbazone, m. 162-3°, decompose 165°; 5-Br analog, decompose 196-7°; furfural thiosemicarbazone, m. 153-4°, decompose 180°; 5-bromofurfural 2,4-dinitrophenylhydrazone, m. 204-5°; 5-iodo analog, m. 210-11°; 5-iodofurfural NaHSO3 adduct, m. 220°; 5-Br analog, plates. Solubility: 5-Bromofurfural, in H2O, 20°, 0.5, g./100ml.; 100°, 2.5; in EtOH, 20°, 5.0; 78°, 120.0; in (CH2Cl)2, 20°, 3.7; 83°, over 360.0. 5-Iodofurfural, resp., 0°, 0.5; 3.0°, 40.0; 10.0°, over 360.0.

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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, Article, Journal of Medicinal Chemistry called Potential antimicrobial furans, Author is Hoyle, William; Roberts, Gordon P.; Meth-Cohn, Otto, which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, Computed Properties of C5H3IO2.

Furan derivatives bearing isosteric and isoelec. functional groups in place of a 2-nitro group lacked antibacterial activity, confirming the essential role of the nitro group in activity. Functional groups employed were sulfo, sulfamoyl, carboxyl, methoxycarbonyl, carbamoyl, and cyano. For example, 5-iodo-2-furaldehyde [2689-65-8] reacted with Cu2(CN)2 in DMF to form 5-formyl-2-furonitrile [42061-89-2], which was condensed with semicarbazide [57-56-7], 3-amino-2-oxazolidinone, or 1-aminohydantoin to yield 5-cyano-2-furancarboxaldehyde semicarbazone [42061-90-5], 3-[[(5-cyano-2-furanyl)methylene]amino]-2-oxazolidinone [42978-22-3], and 1-[[(5-cyano-2-furanyl)methylene]amino]-2,4-imidazolidinedione (I) [42061-92-7], resp.

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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: 2689-65-8, is researched, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2Journal, Zhurnal Organicheskoi Khimii called Studies on furopyridines. VI. Synthesis and stereostructure of hetarylmethylene-3-oxo-4-thiofuro[3,4-c]pyridines, Author is Kaigorodova, E.A.; Kvak, S. N.; Ugrak, B. I.; Zaplishnyi, V. N.; Kul’nevich, V. G., the main research direction is furopyridine thio hetarylmethylene preparation stereochem; regioselective condensation heteroaromatic aldehyde thiofuropyridine.Reference of 5-Iodo-2-furaldehyde.

Condensation reaction of 6-methyl-3-oxo-4-thio-1H-furo[3,4-c]pyridine with heteroaromatic aldehydes proceeds regioselectively at the methylene center to give Z isomers of title compounds I (R = H, Z = O, S; R = Me, Br, iodo, Z = O) in s-cis conformations for furfuryl and in s-trans conformations for thenylmethylene derivatives

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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

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: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Study of the nucleophilic substitution of halogens in furan compounds. (I). Furfurals. Author is Mocelo, R.; Pustovarov, V..

5-Bromofurfural (I, R = Br) was prepared by treating I (R = H) in dichloroethane with Br in the presence of hydroquinone. Reaction of I (R = Br) with LiCl in DMF gave 74% I (R = Cl) and with KI-HOAc gave 80% I (R = I). I (R = I) was similarly obtained in 44% yield from I (R = Cl). I (R = Cl) could also be converted to I (R = Br) with KBr-HOAc.

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