Tag: 200-300

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

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

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

Quadruply Fused Aromatic Heterocycles toward 4 V-Class Robust Organic Cathode-Active Materials was written by Hatakeyama-Sato, Kan;Go, Choitsu;Akahane, Tomoki;Kaseyama, Takahiro;Yoshimoto, Takuji;Oyaizu, Kenichi. And the article was included in Batteries & Supercaps in 2022.SDS of cas: 1910-90-3 This article mentions the following:

Quadruply fused aromatic heterocycles are examined as 4 V-class organic cathode-active materials. A newly synthesized dimethylfluoflavin-substituted polymer displays reversible charge/discharge at high potentials of 3.5 and 4.1 V (vs. Li/Li⁺) as a cathode-active material for organic secondary batteries. The robust redox-active heterocycles enable the long cycle-life (>1000) while maintaining the high potential over 4 V. The linear polymer backbone and radical spin configuration in the heterocycles are the keys to enhancing the voltages and the cycle life. In the experiment, the researchers used many compounds, for example, 6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3SDS of cas: 1910-90-3).

6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.SDS of cas: 1910-90-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Quinoxaline chemistry. Part 8. 2-[anilino]-3-[carboxy]-6(7)-substituted quinoxalines as non classical antifolate agents. Synthesis and evaluation of in vitro anticancer, anti-HIV and antifungal activity was written by Loriga, Mario;Moro, Pierangelo;Sanna, Paolo;Paglietti, Giuseppe;Zanetti, Stefania. And the article was included in Farmaco in 1997.Application of 49679-45-0 This article mentions the following:

Thirty quinoxalines bearing a substituted anilino group on position 2, a carboethoxy or carboxy group on position 3 and a trifluoromethyl group on position 6 or 7 of the heterocycle were prepared to evaluate in vitro anticancer activity. Preliminary screening performed at NCI showed that most derivatives exhibited a moderate to strong growth inhibition activity on various tumor panel cell lines between 10^-5 and 10^-4 molar concentrations Interesting selectivities were also recorded between 10^-8 and 10^-6 M for a few compounds One single compound exhibited good activity against Candida albicans. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Application of 49679-45-0).

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 antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.Application of 49679-45-0

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Synthesis of 2-(Quinoxalin-2-ylamino-benzotriazolyl) Pentanedioic Derivatives as Potential Anti-Folate Agents was written by Briguglio, I.;Piras, S.;Corona, P.;Pirisi, M. A.;Burrai, L.;Boatto, G.;Gavini, E.;Rassu, G.. And the article was included in Journal of Heterocyclic Chemistry in 2016.Reference of 49679-45-0 This article mentions the following:

The chem. properties of quinoxalines and quinoxaline 1,4-dioxides with those of benzotriazole nucleus were combined with the aim to evaluate the resulting biol. properties. Two main new series, including more than 60 compounds, were prepared In the first one, the benzotriazole moiety was linked through the nitrogen atoms 1, 2, or 3, to a glutaric acid substituent to simulate a glutamic moiety. In the second series, the glutaric acid was substituted with acetic acid moiety to evaluate the effects of steric hindrance. Here, we described the multistep chem. processes to obtain all titled quinoxalines starting from com. available diamines. The classical oxidation of selected quinoxalines was unsuccessful and an independent synthetic pathway was explored to obtain new derivatives linked to the benzotriazole moieties starting from synthons bearing N-oxide functionality. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Reference of 49679-45-0).

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. Modifying quinoxaline structure it is possible to obtain a wide variety of biomedical applications, namely antimicrobial activities and chronic and metabolic diseases treatment.Reference of 49679-45-0

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

A theoretical study of a family of new quinoxaline derivatives was written by Pis Diez, Reinaldo;Duchowicz, Pablo R.;Castaneta, Heriberto;Castro, Eduardo A.;Fernandez, Francisco M.;Albesa, Alberto G.. And the article was included in Journal of Molecular Graphics & Modelling in 2006.SDS of cas: 49679-45-0 This article mentions the following:

Hybrid d. functional calculations are performed on a series of 21 new quinoxaline derivatives, which would likely exhibit important biol. activities. Optimized geometries, harmonic vibrational frequencies, and ¹H chem. shifts are reported and compared with exptl. data when available. In addition, m.ps. of 75 derivatives are predicted resorting to the quant. structure-property relationship (QSPR) theory, doing the variable selection by means of the replacement method and using 875 theor. descriptors obtained from Dragon 5 software. The best relationship found has seven descriptors with R = 0.8818 and R_l-10%-o = 0.7705. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0SDS of cas: 49679-45-0).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxalines are important class of heterocyclic compounds, associated with wider pharmacological applications. 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.SDS of cas: 49679-45-0

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Prodrug Approach toward the Development of a PET Radioligand for Imaging the GluN2A Subunits of the NMDA Receptor was written by Gruber, Stefan;Waser, Valerie;Thiel, Zacharias;Ametamey, Simon M.. And the article was included in Organic Letters in 2021.Reference of 532934-95-5 This article mentions the following:

A straightforward synthesis of a F-18-labeled prodrug of AFA233 is reported. The key step in the preparation of [¹⁸F]AFA233-prodrug is the selective deprotection of the tert-Bu protection groups of the quinoxalinedione moiety without cleavage of the tert-butyl-S-acyl-2-thioethyl protection groups on the phosphate esters. The preparation of the nonradioactive prodrug reference compound of AFA233 is reported. In the experiment, the researchers used many compounds, for example, 7-Bromo-5-methylquinoxaline (cas: 532934-95-5Reference of 532934-95-5).

7-Bromo-5-methylquinoxaline (cas: 532934-95-5) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. 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.Reference of 532934-95-5

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The Nitration of 5-Methylquinoxalines in Mixed Acid was written by Marterer, Wolfgang;Prikoszovich, Walter;Wiss, Jacques;Prashad, Mahavir. And the article was included in Organic Process Research & Development in 2003.HPLC of Formula: 532934-95-5 This article mentions the following:

5-Methylquinoxalines are nitrated surprisingly efficiently at the 8 position following a simple nitration protocol with mixed acid at 40-50°. The implications of halogen functionalization at C-7 and modification of the mixed acid conditions on the relative rates of conversion and process safety are discussed. Competing side reactions for 7-halo-5-methylquinoxalines involve hydrolysis at C-7 and halogenation at C-6 or C-8. In the experiment, the researchers used many compounds, for example, 7-Bromo-5-methylquinoxaline (cas: 532934-95-5HPLC of Formula: 532934-95-5).

7-Bromo-5-methylquinoxaline (cas: 532934-95-5) 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. 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.HPLC of Formula: 532934-95-5

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Implications of Promiscuous Pim-1 Kinase Fragment Inhibitor Hydrophobic Interactions for Fragment-Based Drug Design was written by Good, Andrew C.;Liu, Jinyu;Hirth, Bradford;Asmussen, Gary;Xiang, Yibin;Biemann, Hans-Peter;Bishop, Kimberly A.;Fremgen, Trisha;Fitzgerald, Maria;Gladysheva, Tatiana;Jain, Annuradha;Jancsics, Katherine;Metz, Markus;Papoulis, Andrew;Skerlj, Renato;Stepp, J. David;Wei, Ronnie R.. And the article was included in Journal of Medicinal Chemistry in 2012.Application In Synthesis of 6-Bromoquinoxaline-2,3(1H,4H)-dione This article mentions the following:

We have studied the subtleties of fragment docking and binding using data generated in a Pim-1 kinase inhibitor program. Crystallog. and docking data analyses have been undertaken using inhibitor complexes derived from an inhouse surface plasmon resonance (SPR) fragment screen, a virtual needle screen, and a de novo designed fragment inhibitor hybrid. These investigations highlight that fragments that do not fill their binding pocket can exhibit promiscuous hydrophobic interactions due to the lack of steric constraints imposed on them by the boundaries of said pocket. As a result, docking modes that disagree with an observed crystal structure but maintain key crystallog. observed hydrogen bonds still have potential value in ligand design and optimization. This observation runs counter to the lore in fragment-based drug design that all fragment elaboration must be based on the parent crystal structure alone. In the experiment, the researchers used many compounds, for example, 6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3Application In Synthesis of 6-Bromoquinoxaline-2,3(1H,4H)-dione).

6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. 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.Application In Synthesis of 6-Bromoquinoxaline-2,3(1H,4H)-dione

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider