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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).Related Products of 2689-65-8. 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

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, Research Support, N.I.H., Extramural, Research Support, U.S. Gov’t, Non-P.H.S., Journal of the American Chemical Society called Uracil-Directed Ligand Tethering: An Efficient Strategy for Uracil DNA Glycosylase (UNG) Inhibitor Development, Author is Jiang, Yu Lin; Krosky, Daniel J.; Seiple, Lauren; Stivers, James T., which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, Computed Properties of C5H3IO2.

Uracil DNA glycosylase (UNG) is an important DNA repair enzyme that recognizes and excises uracil bases in DNA using an extrahelical recognition mechanism. It is emerging as a desirable target for small-mol. inhibitors given its key role in a wide range of biol. processes including the generation of antibody diversity, DNA replication in a number of viruses, and the formation of DNA strand breaks during anticancer drug therapy. To accelerate the discovery of inhibitors of UNG we have developed a uracil-directed ligand tethering strategy. In this efficient approach, a uracil aldehyde ligand is tethered via alkyloxyamine linker chem. to a diverse array of aldehyde binding elements. Thus, the mechanism of extrahelical recognition of the uracil ligand is exploited to target the UNG active site, and alkyloxyamine linker tethering is used to randomly explore peripheral binding pockets. Since no compound purification is required, this approach rapidly identified the first small-mol. inhibitors of human UNG with micromolar to submicromolar binding affinities. In a surprising result, these uracil-based ligands are found not only to bind to the active site but also to bind to a second uncompetitive site. The weaker uncompetitive site suggests the existence of a transient binding site for uracil during the multistep extrahelical recognition mechanism. This very general inhibitor design strategy can be easily adapted to target other enzymes that recognize nucleobases, including other DNA repair enzymes that recognize other types of extrahelical DNA bases.

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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 Topoisomerase IIα poisoning and DNA double-strand breaking by chiral ruthenium(II) complexes containing 2-furanyl-imidazo[4,5-f][1,10]phenanthroline derivatives.

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

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.Rasanu, Nicolae; Maior, Ovidiu researched the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ).Application of 2689-65-8.They published the article 《Synthesis based on formylfuro(2,3-b) benzothiachromone》 about this compound( cas:2689-65-8 ) in Revue Roumaine de Chimie. Keywords: furobenzothiachromone. We’ll tell you more about this compound (cas:2689-65-8).

ο[(5-Formyl-2-furyl)thio]-benzoic acid, obtained from reaction of ο-mercaptobenzoic acid with 5-iodofurfural, cyclized (polyphosphoric acid) to give the furobenzothiachromone I (R = CHO), which when treated with HONH2 gave I (R = CH:NOH). The latter was converted (Ac2O) to the nitrile I (R = CN), hydrolysis (polyphosphoric acid) of which gave the expected amide I (R = CONH2).

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

Name: 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 Chemical shift in NMR and conformation of some furfural derivatives. Author is Gra Rios, Rafael.

The NMR spectra of a series of 5-substituted furfurals (where the substituent is MeO,Me,Br,I,COOMe,CHO or NO2) were measured in 1% CCl4 solutions The influence of the substituent upon the relation of the cis-trans rotational isomers was studied by means of the correlation between the chem. shifts of the substituted furfurals (referred to furfural) and the resp. shifts of the 5-mono substituted furans (referred to furan). For the H atom in the 4 position, an excellent agreement was found between the substituted furfural and the substituted furan series, whereas for the H atom in the 3 position, there is a noticeable deviation for the iodo compound This could be due to an alteration in the cis-trans isomerism in 5 iodofurfural as compared to furfural, which may be originated in the steric hindrance of I which favors the 0-0 trans isomer and therefore a higher shielding in the H atom in the 3 position.

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

Recommanded Product: 2689-65-8. 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 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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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, Article, Organic Letters called Copper-Mediated Fluoroalkylation of Aryl Iodides Enables Facile Access to Diverse Fluorinated Compounds: The Important Role of the (2-Pyridyl)sulfonyl Group, Author is Zhao, Yanchuan; Gao, Bing; Ni, Chuanfa; Hu, Jinbo, the main research direction is fluoroiodomethyl pyridyl sulfone aryl iodide copper fluoroalkylation catalyst; arylfluoromethyl pyridyl sulfone preparation.Related Products of 2689-65-8.

The (2-pyridyl)sulfonyl group was found to be a multifunctional group in the preparation of structurally diverse fluorinated products. It not only facilitates the copper-mediated (or catalyzed) cross-coupling reaction between α-fluoro sulfone and aryl iodides, but also enables further transformations of the coupling products.

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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, Research Support, Non-U.S. Gov’t, Chemical Communications (Cambridge, United Kingdom) called Direct synthesis of ester-containing indium homoenolate and its application in palladium-catalyzed cross-coupling with aryl halide, Author is Shen, Zhi-Liang; Goh, Kelvin Kau Kiat; Wong, Colin Hong An; Yang, Yong-Sheng; Lai, Yin-Chang; Cheong, Hao-Lun; Loh, Teck-Peng, which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, Quality Control of 5-Iodo-2-furaldehyde.

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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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).Safety 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 quantitatively on standing 48 hrs. 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 analysis of these compounds Refluxing 35 g. 5-bromofurfural with 35 g. KI and 180 ml. AcOH 1 hr., 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 hrs. 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 hrs. gave 48.2% 5-iodo 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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Dipole moments of some furfural derivatives》. Authors are Kova-lenko, K. N.; Minkin, V. I.; Nazarova, Z. N.; Kazachenko, D. V..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Quality Control of 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

The following values of dipole moments (in D.) were determined from the dielec. data in C6H6 at 25°: furfural 3.56; 5-bromofurfural 3.37; 5-iodofurfural 3.29; 5-chiorofurfural 3.37; 5-nitrofurfural 3.46; 5-nitrofurfurylidene diacetate 4.26; the following values were found in dioxane: furfural 3.6, 5-iodofurrural 3.39. The results indicate that free rotation of the CHO group in furfural and its 5-halo derivatives is restricted and the mols. exist mainly in a conformation with the CHO-oxygen atom disposed toward the ring O atom.

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