Month: April 2022

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 Vicarious nucleophilic substitution of hydrogen, bisannulation and competitive reactions of α-haloalkyl carbanions with bicyclic azaaromatic compounds, published in 1991-03-31, which mentions a compound: 1569-17-1, Name is 4-Methyl-1,8-naphthyridine, Molecular C9H8N2, Electric Literature of C9H8N2.

Carbanions of RR1CHSO2R2 (I; R = Cl, R1 = H, Me, R2 = NMe2, Ph, CMe3, morpholino, tolyl; R = Br, R1 = H, R2 = tolyl) react with bicyclic heteroaromatic compounds (quinoxalines, naphthyridines, and 5-azaquinoxalines) according to 2 general pathways: vicarious nucleophilic substitution (VNS) of hydrogen and/or bisannulation. In some cases other competitive reactions are observed Factors governing the direction of these reactions are discussed in terms of the charge distribution in the anionic σ adducts and the reaction conditions. For example reaction of quinoxaline and quinoxaline N-oxide with I (R = Cl, R1 = H, R2 = Ph) gave bisazirinoquinoxaline II and VNS product III resp.

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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, Chemistry & Biodiversity called Synthesis and in vitro antimicrobial activity screening of new 3-acetyl-2,5-disubstituted-1,3,4-oxadiazoline derivatives, Author is Popiolek, Lukasz; Biernasiuk, Anna; Paruch, Kinga; Malm, Anna; Wujec, Monika, which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, Formula: C5H3IO2.

Thirteen new 3-acetyl-2,5-disubstituted-1,3,4-oxadiazoline derivatives were synthesized from corresponding hydrazide-hydrazones of isonicotinic acid in the reaction with acetic anhydride. The obtained compounds were identified with the use of spectral methods (IR, 1H-NMR, 13C-NMR, MS). In vitro antimicrobial activity screening of synthesized compounds against a panel of bacteria and fungi revealed interesting antibacterial and antifungal activity of tested 1,3,4-oxadiazoline derivatives, which is comparable to that of commonly used antimicrobial agents.

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

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ) is researched.Electric Literature of C5H3IO2.Shen, Zhi-Liang; Lai, Yin-Chang; Wong, Colin Hong An; Goh, Kelvin Kau Kiat; Yang, Yong-Sheng; Cheong, Hao-Lun; Loh, Teck-Peng published the article 《Palladium-Catalyzed Cross-Coupling of Indium Homoenolate with Aryl Halide with Wide Functional Group Compatibility》 about this compound( cas:2689-65-8 ) in Organic Letters. Keywords: functional group tolerant indium homoenolate aryl halide coupling. Let’s learn more about this compound (cas:2689-65-8).

An efficient palladium-catalyzed cross-coupling of indium homoenolate with aryl halide is described. The reactions proceeded efficiently in DMA at 100 °C to afford the desired products of β-aryl ketones in moderate to good yields. Various important functional groups including ketone, ester, aldehyde, nitrile, hydroxide, and nitro groups can be well tolerated in the protocol.

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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 《Some properties of 5-halofurfurals》. Authors are Nazarova, Z. N..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Electric Literature of C5H3IO2. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

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

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 Novel Allosteric Ligands of γ-Aminobutyric Acid Transporter 1 (GAT1) by MS Based Screening of Pseudostatic Hydrazone Libraries, published in 2018-11-21, which mentions a compound: 2689-65-8, mainly applied to nipecotic acid pseudostatic hydrazone library preparation GAT1 allosteric ligand, Recommanded Product: 2689-65-8.

This study describes the screening of dynamic combinatorial libraries based on nipecotic acid as core structure with substituents attached to the 5- instead of the common 1-position for the search of novel inhibitors of the GABA transporter GAT1. The generated pseudostatic hydrazone libraries included a total of nearly 900 compounds and were screened for their binding affinities toward GAT1 in competitive mass spectrometry (MS) based Binding Assays. Characterization of the hydrazones with the highest affinities (with cis-configured compound I bearing a 5-(1-naphthyl)furan-2-yl residue and a four atom spacer being the most potent) in binding and uptake experiments revealed an allosteric interaction at GAT1, which was not reported for any other nipecotic acid derivative up to now. Therefore, the herein introduced 5-substituted nipecotic acid derivatives could serve as valuable tools for investigations of allosterically modulated GABA transport mediated by GAT1 and furthermore as starting point for a new class of GAT1 inhibitors.

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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: 91523-50-1, is researched, SMILESS is OC(=O)C1NCCC2=C1C=CC(O)=C2, Molecular C10H11NO3Conference, Applied Biocatalysis called Chemo-enzymatic synthesis of (S)-1,2,3,4-tetrahydroisoquinoline carboxylic acids using D-amino acid oxidase, Author is Ju, Shuyun; Qian, Mingxin; Xu, Gang; Yang, Lirong; Wu, Jianping, the main research direction is tetrahydroisoquinoline carboxylic acid FsDAAO catalyst enantioselective enzymic resolution; chiral tetrahydroisoquinoline carboxylic acid preparation.HPLC of Formula: 91523-50-1.

In this context, an (R)-selective D-amino acid oxidase from Fusarium solani M-0718 (FsDAAO) with broad substrate scope and excellent enantioselectivity was found through genome mining. This enzyme was applied for the kinetic resolution of a range of racemic 1- and 3-carboxyl substituted THIQs with different substitutions on the aryl rings. Preparative-scale deracemization of racemic 1,2,3,4- tetrahydroisoquinoline-1-carboxylic acid and 1,2,3,4-tetrahydroisoquinoline-3- carboxylic acid was further demonstrated.

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

Recommanded Product: 1569-17-1. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Kinetics of quaternization of some naphthyridines and methylnaphthyridines. Author is Jones, Richard A. Y.; Wagstaff, Nigel.

The 2nd order rate constants for the reaction of MeI with some naphthyridines and methylnaphthridines in MeCN were determined by a conductimetric method. The following results were obtained at 24.8° (compound, and rate constant × 10-4 l./mole/sec. given): quinoline, 0.517; isoquinoline, 4.23; 1,5-naphthyridine, 0.232; 1,6-naphthyridine, 1.66; 1,8-naphthyridine, 4.25; 2-methyl-1,8-naphthyridine, 3.61; 3-methyl-1,8-naphthyridine, 5.74; 4-methyl-1,8-naphthyridine, 7.26; and 2,7-dimethyl-1,8-naphthyridine, 1.85. The rate constants are used to deduce the quaternization kinetics of the reactions.

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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, 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.Application 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

Shen, Zhi-Liang; Goh, Kelvin Kau Kiat; Yang, Yong-Sheng; Lai, Yin-Chang; Wong, Colin Hong An; Cheong, Hao-Lun; Loh, Teck-Peng published an article about the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O ).Recommanded Product: 2689-65-8. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:2689-65-8) through the article.

A mild, efficient and straightforward method for the synthesis of water-tolerant alkyl indium reagent through CuCl-mediated direct insertion of indium into alkyl halide in THF at room temperature is described.

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