Category: quinoxaline

Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source was written by Zhang, Xia;Chen, Jingchao;Khan, Ruhima;Shen, Guoli;He, Zhenxiu;Zhou, Yongyun;Fan, Baomin. And the article was included in Organic & Biomolecular Chemistry.Safety of 6-Methoxyquinoxaline This article mentions the following:

Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source is reported. The reaction allows the simple preparation of 1,2,3,4-tetrahydroquinoxalines under mild conditions. The deuterium-labeling experiment confirmed that water is the sole hydrogen source in the transfer hydrogenation reaction. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Safety of 6-Methoxyquinoxaline).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxalines have received a significant amount of attention due to their potential use in fighting various pathophysiological conditions like epilepsy, Parkinson閳ユ獨, and Alzheimer閳ユ獨 diseases. Quinoxaline and its analogues may also be formed by reduction of amino acids substituted 1,5-difluoro-2,4-dinitrobenzene (DFDNB),One study used 2-iodoxybenzoic acid (IBX) as a catalyst in the reaction of benzil with 1,2-diaminobenzene.Safety of 6-Methoxyquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The mass spectra of halo derivatives of quinoxaline was written by Poradowska, Henryka;Kaniewska, Alicja. And the article was included in Organic Mass Spectrometry in 1981.Safety of 6-Chloroquinoxaline This article mentions the following:

The mass spectra of 17 haloquinoxalines I (R-R³ = H, Br, Cl, Me) were recorded. All I gave mol.-ion peaks with typical isotopic ratios. The fragmentation path depended on the position of the halo atom: pyrazine-bound halo derivatives fragmented primarily via elimination of a halogen radical with insignificant cyanogen halide elimination, whereas benzene-bound halo derivatives fragmented via successive elimination of 2 RCN mols. (R = H, Me). In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Safety of 6-Chloroquinoxaline).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. Modifying quinoxaline structure it is possible to obtain a wide variety of biomedical applications, namely antimicrobial activities and chronic and metabolic diseases treatment.Safety of 6-Chloroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Synthesis of condensed quinoxalines. VI. Synthesis of 1H-pyrazolo[3,4-b]quinoxaline N-oxides and related compounds was written by Yoshida, Kei;Otomasu, Hirotaka. And the article was included in Chemical & Pharmaceutical Bulletin in 1984.Synthetic Route of C11H9ClN2O2 This article mentions the following:

Oxidation of 1H-pyrazolo[3.4-b]quinoxalines I (R = H, Me; n = 0) with m-chloroperbenzoic acid (MCPBA) gave the 4-oxides I (n = 1). The structures of I (n = 1) were confirmed by synthesis, by condensing 2-chloroquinoxaline-3-carboxaldehyde 4-oxide with appropriate hydrazines. Further oxidation of I (R = Me, n = 1) with MCPBA gave the 4,9-dioxide. Treatment of 1,2-dihydro-2-oxoquinoxaoline-3-carboxamide and 1,2-dihydro-2-oxoquinoxaline-3-carbonitrile 4-oxide with a mixture of POCl₃ and PCl₅ or POCl₃-DMF afforded 2-chloroquinoxaline-3-carbonitrile and its 4-oxide, resp., which reacted with hydrazines to give the corresponding 3-amino-1H-pyrazolo[3,4-b]-quinoxalines II (R¹ = H, Me) and their 4-oxides in high yields. The reaction of Et 2-chloroquinoxaline-3-carboxylate with hydrazine hydrate afforded a mixture of uncyclized products, N,N‘-bis(2-ethoxycarbonyl-3-quinoxalinyl)hydrazine, Et 2-hydrazinoquinoxaline-3-carboxylate and 2-hydrazinoquinoxaline-3-carbohydrazide. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Synthetic Route of C11H9ClN2O2).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Synthetic Route of C11H9ClN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Observed n 閳?锜? bands in the ultraviolet absorption solution spectra of the biazanaphthalenes was written by Hirt, R. C.;King, F. T.;Cavagnol, J. C.. And the article was included in Journal of Chemical Physics in 1956.Application of 5448-43-1 This article mentions the following:

Weak bands were observed in the ultraviolet absorption solution spectra of phthalazine, quinoxaline, 6-chloroquinoxaline, and 6-bromoquinoxaline, which show “blue-shifts” in a more polar solvent sequence. These bands, along with those reported for cinnoline, were assigned as n 閳?锜? bands analogous to those of the diazines and triazines. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Application of 5448-43-1).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Compounds possessing quinoxaline derivatives were bestowed with a variety of significant biological properties such as antiviral, antimalarial, anticancer, DNA intercalation, DNA duplex stabilization, and many others. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Application of 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Large-scale solvent-free chlorination of hydroxy-pyrimidines, -pyridines, -pyrazines and -amides using equimolar POCl₃ was written by Wang, Han;Wen, Kun;Wang, Le;Xiang, Ye;Xu, Xiaocheng;Shen, Yongjia;Sun, Zhihua. And the article was included in Molecules in 2012.COA of Formula: C8H5BrN2O2 This article mentions the following:

Chlorination with equimolar POCl₃ can be efficiently achieved not only for hydroxypyrimidines, but also for many other substrates such as 2-hydroxypyridines, -quinoxalines, or even -amides. The procedure is solvent-free and involves heating in a sealed reactor at high temperatures using one equivalent of pyridine as base. It is suitable for large scale (multigram) batch preparations In the experiment, the researchers used many compounds, for example, 6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3COA of Formula: C8H5BrN2O2).

6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3) belongs to quinoxaline derivatives. Quinoxalines are important class of heterocyclic compounds, associated with wider pharmacological applications. They are well-known for application in organic light emitting devices, polymers and pharmaceutical agents. The quinoxaline-containing polymers are applicable in optical devices due to their thermal stability and low band gap.COA of Formula: C8H5BrN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Ag-Catalyzed Minisci C-H difluoromethylarylation of N-heteroarenes was written by Xie, Xiaojuan;Zhang, Yifang;Hao, Jian;Wan, Wen. And the article was included in Organic & Biomolecular Chemistry in 2020.Safety of 6-Methoxyquinoxaline This article mentions the following:

A mild silver-catalyzed decarboxylative difluoromethylarylation of electron-deficient N-heteroarenes e.g., I has been developed by using aryldifluoro acetic acids RC(F₂)C(O)OH [R = 4-methoxyphenyl, 2H-1,3-benzodioxol-5-yl, naphthalen-1-yl, etc.] as difluoromethyl sources. This protocol provides an efficient and straightforward access to difluoromethylated heteroarenes e.g., II in moderate to excellent yields with good selectivities. Furthermore, this reaction was applicable to bioactive heteroarenes, providing a straightforward approach for the late-stage C-H difluoromethylation of pharmacophores. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Safety of 6-Methoxyquinoxaline).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Modifying quinoxaline structure it is possible to obtain a wide variety of biomedical applications, namely antimicrobial activities and chronic and metabolic diseases treatment.Safety of 6-Methoxyquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Nickel Phosphite/Phosphine-Catalyzed C-S Cross-Coupling of Aryl Chlorides and Thiols was written by Jones, Kieran D.;Power, Dennis J.;Bierer, Donald;Gericke, Kersten M.;Stewart, Scott G.. And the article was included in Organic Letters in 2018.Electric Literature of C8H5ClN2 This article mentions the following:

A method for the coupling of aryl chlorides and thiophenols using an air-stable nickel(0) catalyst is described. This thioetherification procedure can be effectively applied to a range of electronically diverse aryl/heteroaryl chlorides without more expensive metal catalysts such as palladium, iridium, or ruthenium. This investigation also illustrates both, a variety of thiol coupling partners and, in certain cases, the use of Cs₂CO₃. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Electric Literature of C8H5ClN2).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. They are well-known for application in organic light emitting devices, polymers and pharmaceutical agents. The quinoxaline-containing polymers are applicable in optical devices due to their thermal stability and low band gap.Electric Literature of C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Rationalization of Benzazole-2-carboxylate versus Benzazine-3-one/Benzazine-2,3-dione Selectivity Switch during Cyclocondensation of 2-Aminothiophenols/Phenols/Anilines with 1,2-Biselectrophiles in Aqueous Medium was written by Dhameliya, Tejas M.;Chourasiya, Sumit S.;Mishra, Eshan;Jadhavar, Pradeep S.;Bharatam, Prasad V.;Chakraborti, Asit K.. And the article was included in Journal of Organic Chemistry in 2017.Application of 1910-90-3 This article mentions the following:

The cyclocondensation reaction of 2-aminothiophenols with 1,2-biselectrophiles such as Et glyoxalate and di-Et oxalate in aqueous medium leads to the formation of benzothiazole-2-carboxylates via the 5-endo-trig process contrary to Baldwin’s rule. The reaction of 2-aminophenols/anilines produced the corresponding benzazine-3-ones or benzazine-2,3-diones via the 6-exo-trig process in compliance with Baldwin’s rule. The mechanistic insights of these cyclocondensation reactions using the hard-soft acid-base principle, quantum chem. calculations (d. functional theory), and orbital interaction studies rationalize the selectivity switch of benzothiazole-2-carboxylates vs. benzazine-3-ones/benzazine-2,3-diones. The presence of water facilitates these cyclocondensation reactions by lowering of the energy barrier. In the experiment, the researchers used many compounds, for example, 6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3Application of 1910-90-3).

6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3) belongs to quinoxaline derivatives. Quinoxalines have received a significant amount of attention due to their potential use in fighting various pathophysiological conditions like epilepsy, Parkinson閳ユ獨, and Alzheimer閳ユ獨 diseases. Quinoxaline-1,4-di-N-oxide derivatives have shown to improve the biological results and are endowed with anti-viral, anti-cancer, anti-bacterial, and anti-protozoal activities with application in many other therapeutic areas.Application of 1910-90-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider