Day: January 4, 2023

The infrared spectra of polycyclic heteroaromatic compounds. III. 2-, 5-, and 6-substituted quinoxalines was written by Cheeseman, G. W. H.;Katritzky, A. R.;Ridgewell, B. J.. And the article was included in Journal of the Chemical Society in 1963.Name: 6-Methoxyquinoxaline This article mentions the following:

The infrared spectra of quinoxaline, 9 of its 2-substituted, 5 of its 5-substituted, and 8 of its 6-substituted derivatives are recorded and discussed, with tentative assignments of characteristic bands to specific mol. vibration modes. Cf. CA 56, 1073g. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Name: 6-Methoxyquinoxaline).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. 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.Name: 6-Methoxyquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

3-Arylamino-quinoxaline-2-carboxamides inhibit the PI3K/Akt/mTOR signaling pathways to activate P53 and induce apoptosis was written by Chen, Nan-Ying;Lu, Ke;Yuan, Jing-Mei;Li, Xiao-Juan;Gu, Zi-Yu;Pan, Cheng-Xue;Mo, Dong-Liang;Su, Gui-Fa. And the article was included in Bioorganic Chemistry in 2021.Synthetic Route of C11H9ClN2O2 This article mentions the following:

Thirty-eight new 3-arylaminoquinoxaline-2-carboxamide derivatives were in silico designed, synthesized and their cytotoxicity against five human cancer cell lines and one normal cells WI-38 were evaluated. Mol. mechanism studies indicated that N-(3-Aminopropyl)-3-(4-chlorophenyl) amino-quinoxaline-2-carboxamide (6be), the compound with the most potent anti-proliferation can inhibit the PI3K-Akt-mTOR pathway via down regulating the levels of PI3K, Akt, p-Akt, p-mTOR and simultaneously inhibit the phosphorylation of Thr308 and Ser473 residues in Akt kinase to servers as a dual inhibitor. Further investigation revealed that 6be activate the P53 signal pathway, modulated the downstream target gene of Akt kinase such p21, p27, Bax and Bcl-2, caused the fluctuation of intracellular ROS, Ca2+ and mitochondrial membrane potential to induce cell cycle arrest and apoptosis in MGC-803 cells. 6be also display moderate anti-tumor activity in vivo while displaying no obvious adverse signs during the drug administration. The results suggest that 3-arylaminoquinoxaline-2-carboxamide derivatives might server as new scaffold for development of PI3K-Akt-mTOR inhibitor. 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 as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. The parent substance of the group, quinoxaline, results when glyoxal is condensed with 1,2-diaminobenzene. Substituted derivatives arise when α-ketonic acids, α-chlorketones, α-aldehyde alcohols and α-ketone alcohols are used in place of diketones.Synthetic Route of C11H9ClN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The infrared spectra of polycyclic heteroaromatic compounds. III. 2-, 5-, and 6-substituted quinoxalines was written by Cheeseman, G. W. H.;Katritzky, A. R.;Ridgewell, B. J.. And the article was included in Journal of the Chemical Society in 1963.Formula: C8H5ClN2 This article mentions the following:

The infrared spectra of quinoxaline, 9 of its 2-substituted, 5 of its 5-substituted, and 8 of its 6-substituted derivatives are recorded and discussed, with tentative assignments of characteristic bands to specific mol. vibration modes. Cf. CA 56, 1073g. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Formula: C8H5ClN2).

6-Chloroquinoxaline (cas: 5448-43-1) 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’s, and Alzheimer’s diseases. Modifying quinoxaline structure it is possible to obtain a wide variety of biomedical applications, namely antimicrobial activities and chronic and metabolic diseases treatment.Formula: C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Iron-catalyzed Minisci acylation of N-heteroarenes with α-keto acids was written by Wang, Xiu-Zhi;Zeng, Cheng-Chu. And the article was included in Tetrahedron in 2019.Product Details of 6639-82-3 This article mentions the following:

An efficient and mild protocol was developed for the Minisci acylation reactions of nitrogen-containing heteroarenes with α-keto acids to afford acyl-pyrazine derivatives e.g., I. Distinct from the conventional Minisci acylation conditions, the chem. was performed using non-noble metal Fe(II), instead of expensive Ag(I) salt as catalyst. A wide range of substrates, including aliphatic or aromatic α-keto acids, as well as various N-heteroarenes, proved to be compatible with the protocol. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Product Details of 6639-82-3).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. 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.Product Details of 6639-82-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Copper-Catalyzed Hydroxylation of (Hetero)aryl Halides under Mild Conditions was written by Xia, Shanghua;Gan, Lu;Wang, Kailiang;Li, Zheng;Ma, Dawei. And the article was included in Journal of the American Chemical Society in 2016.Name: 6-Chloroquinoxaline This article mentions the following:

In the presence of Cu(acac)₂ and N,N’-bis(4-hydroxyl-2,6-dimethylphenyl)oxalamide, aryl and heteroaryl chlorides, bromides, and iodides underwent hydroxylation reactions in DMSO/H₂O to yield phenols and aryl and heteroaryl alcs. A wide range of aryl and heteroaryl chlorides bearing either electron-donating or electron-withdrawing groups underwent hydroxylation at 130 °C to provide the corresponding phenols and hydroxylated heteroarenes in 52-96% yields. When more reactive aryl and heteroaryl bromides and iodides were employed, the hydroxylation reactions could be performed at 80° and 60°, resp., using 0.5 mol% of Cu(acac)₂. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Name: 6-Chloroquinoxaline).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. 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.Name: 6-Chloroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Mild and General Palladium-Catalyzed Synthesis of Methyl Aryl Ethers Enabled by the Use of a Palladacycle Precatalyst was written by Cheung, Chi Wai;Buchwald, Stephen L.. And the article was included in Organic Letters in 2013.Recommanded Product: 6639-82-3 This article mentions the following:

A general method for the Pd-catalyzed coupling of methanol with (hetero)aryl halides is described. The reactions proceed under mild conditions with a wide range of aryl and heteroaryl halides to give Me aryl ethers in high yield. E.g., in presence of palladacycle precatalyst I (L = tBuBrettPhos) and the ligand tBuBrettPhos, arylation of MeOH by 4-Me₃CC₆H₄Cl gave 93% 4-Me₃CC₆H₄OMe. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Recommanded Product: 6639-82-3).

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. 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.Recommanded Product: 6639-82-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Rapid and Convenient Synthesis of Original 5-Substituted Quinolino[3,4-b]quinoxalin-6(5H)-ones under Eco-Friendly Conditions was written by Khoumeri, Omar;Vanelle, Francois-Xavier;Crozet, Maxime D.;Terme, Thierry;Vanelle, Patrice. And the article was included in Synlett in 2016.Formula: C11H9ClN2O2 This article mentions the following:

The synthesis of 5-(substituted)quinolino[3,4-b]quinoxalin-6(5H)-one derivatives I [R = H, 2-Cl, 4-Me, etc.] from Et 3-(2-bromophenyl)quinoxaline-2-carboxylate under one-pot Buchwald-Hartwig coupling-lactamization reaction was reported. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Formula: C11H9ClN2O2).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Quinoxalines are used as dyes, pharmaceuticals, and antibiotics such as echinomycin, levomycin exhibiting antitumoral properties. Quinoxalines establish also the basis of anthelmintics and receptor antagonists.Formula: C11H9ClN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The thermolysis of polyazapentadienes. Part 2. Formation of quinoxalines from 5-aryl-1-phenyl-1,2,5-triazapentadienes was written by McNab, Hamish. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1982.Formula: C9H8N2O This article mentions the following:

Gas phase pyrolysis of RC₆H₄N:CHCH:NNHPh (I; R = p-Me, -OMe, -Cl, -Ac) at 600° and 10^-2 Torr gave the quinoxalines II (R = Me, OMe, Cl, Ac, R¹ = H) in 13-42% yield. Similarly, I (R = o-Me, -OMe, -Cl) gave II (R = H, R¹ = Me, OMe, Cl) but in lower yields; II (R = R¹ = H) was the major by-product due to ipso attack and elimination of the substituent. Meta-substituted I gave mixtures of 5- and 6-substituted quinoxalines on pyrolysis. The 5-isomer is dominant for compounds with meta-alkyl substituents whereas the 6-isomer is the major product for those with electron-withdrawing or -donating meta-substituents. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Formula: C9H8N2O).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxalines are important class of heterocyclic compounds, associated with wider pharmacological applications. The parent substance of the group, quinoxaline, results when glyoxal is condensed with 1,2-diaminobenzene. Substituted derivatives arise when α-ketonic acids, α-chlorketones, α-aldehyde alcohols and α-ketone alcohols are used in place of diketones.Formula: C9H8N2O

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

(DPEPhos)Ni(mesityl)Br: An Air-Stable Pre-Catalyst for Challenging Suzuki-Miyaura Cross-Couplings Leading to Unsymmetrical Biheteroaryls was written by Sawatzky, Ryan S.;Stradiotto, Mark. And the article was included in Synlett in 2018.Recommanded Product: 5448-43-1 This article mentions the following:

The successful application of (DPEPhos)Ni(mesityl)Br as a pre-catalyst in the Suzuki-Miyaura cross-coupling of heteroaryl chlorides or bromides and heteroaryl boronic acids is reported. The use of (DPEPhos)Ni(mesityl)Br in this context allows for such reactions to be conducted under mild conditions (2 mol% Ni, 25 °C), including cross-couplings leading to unsym. biheteroaryls. Successful transformations of this type involving problematic pyridinyl boronic acid substrates (10 mol% Ni, 60 °C) are also described. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Recommanded Product: 5448-43-1).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxalines are important class of heterocyclic compounds, associated with wider pharmacological applications. 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.Recommanded Product: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

A spiropyran with low pK_a for tracking DNA G-quadruplexes and revealing the dissipation of ΔΨm with senescence using an in-situ switching strategy was written by Tian, Xinrong;Li, Jin;Zhang, Yanhui;Gao, Ying;Afzal, Muhammad Wasim;Wang, Aoli;James, Tony D.;Bai, Yinjuan;Guo, Yuan. And the article was included in Sensors and Actuators, B: Chemical in 2022.SDS of cas: 6639-82-3 This article mentions the following:

The in-situ fluorescence triggering of bioprobes only using endogenous bioforces is an ideal non-destructive real-time detection method, which is of particular interest to improve the accuracy of clin. diagnosis and treatment. We have recently reported a strategy of spiropyran in-situ switching triggered by endogenous biol. forces in vivo to develop optical probes for this purpose. However, such probes, as with all spiropyrans, are sensitive to lysosomal acidity. We here present a spiropyran-based fluorescent probe TANG with low pKa, which can recognize intranuclear DNA G4s in situ without the aid of exogenous light or chems. and is as stable to lysosomal acidity due to a decreased pKa value (4.3). Interestingly, despite the stability to lysosomal pH environment, the TANG spiropyran can be opened in situ by the neg. membrane potential of extranuclear mitochondria (ΔΨm), causing a ratiometric change in fluorescence signals and providing the in-situ and real-time tracking of ΔΨm. Of note, ratiometric imaging using TANG indicates that ΔΨm decreases gradually with cellular senescence, which is to the best of our knowledge the first visualization of such mitochondrion-related aging processes using a ratiometric imaging approach. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3SDS of cas: 6639-82-3).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. 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.SDS of cas: 6639-82-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider