Month: January 2023

Reaction of 6-chloroquinoxaline with potassium amide in liquid ammonia was written by Czuba, Wladyslaw;Poradowska, Henryka. And the article was included in Zeszyty Naukowe Uniwersytetu Jagiellonskiego, Prace Chemiczne in 1979.Quality Control of 6-Chloroquinoxaline This article mentions the following:

Amination of 3.292 g 6-chloroquinoxaline with 4-fold excess KNH₂-NH₃ gave traces of 6-aminoquinoxaline together with 2.141 g 3-amino-6-chloroquinoxazaline and 0.413 g 2,3-diamino-6-chloroquinoxaline. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Quality Control of 6-Chloroquinoxaline).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.Quality Control of 6-Chloroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Synthesis, characterization and biological evaluation of some quinoxaline derivatives: a promising and potent new class of antitumor and antimicrobial agents was written by Al-Marhabi, Aisha R.;Abbas, Hebat-Allah S.;Ammar, Yousry A.. And the article was included in Molecules in 2015.Formula: C8H5BrN2O2 This article mentions the following:

The synthesis of quinoxaline derivatives, e.g., tetrazolo[1,5-a]quinoxalines I (R = Cl, piperidin-1-yl, morpholin-4-yl), N-pyrazoloquinoxalines, 1,2,4-triazinoquinoxalines and 1,2,4-triazoloquinoxalines, was described. All the synthesized compounds were evaluated for their antitumor, antifungal and antibacterial activities. The results indicated that tetrazolo[1,5-a]quinoxalines I showed the highest inhibitory effects towards the tested tumor cell lines, as compared to the reference doxorubicin. Also, most of the synthesized compounds exhibited a good degree of inhibition against tested strains of Gram pos. and neg. bacteria, as well as fungi. In the experiment, the researchers used many compounds, for example, 6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3Formula: C8H5BrN2O2).

6-Bromoquinoxaline-2,3(1H,4H)-dione (cas: 1910-90-3) 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.Formula: C8H5BrN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Quinoxaline chemistry. Part 13: 3-carboxy-2-benzylamino-substituted quinoxalines and N-[4-[(3-carboxyquinoxalin-2-yl)aminomethyl]benzoyl]-L-glutamates: synthesis and evaluation of in vitro anticancer activity was written by Corona, Paola;Vitale, Gabriella;Loriga, Mario;Paglietti, Giuseppe. And the article was included in Farmaco in 2000.Application In Synthesis of Ethyl 3-chloroquinoxaline-2-carboxylate This article mentions the following:

Among a new series of 28 3-carboxy or carbethoxy quinoxalines bearing a substituted benzylamino or N-[4-(aminomethyl)benzoyl]glutamate group on position 2 of the ring and various substituents at C-6, 7 positions, 21 were selected at the National Cancer Institute for evaluation of their in vitro anticancer activity. The results obtained seem to confirm that the carboxy or carbethoxy group on position 3 is not helpful, with a few exceptions, for the anticancer activity. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Application In Synthesis of Ethyl 3-chloroquinoxaline-2-carboxylate).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. 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.Application In Synthesis of Ethyl 3-chloroquinoxaline-2-carboxylate

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Effect of a novel 5-HT3 receptor antagonist 3-methoxy-N-P-tolylquinoxalin-2-carboxamide (QCM-4) on the acute and chronic rodent models of depression was written by Kurhe, Yeshwant Vijay;Radhakrishnan, Mahesh;Gupta, Deepali;Thangaraj, Devodoss. And the article was included in International Journal of Pharmacy and Pharmaceutical Sciences in 2013.Synthetic Route of C11H9ClN2O2 This article mentions the following:

Objective: 5-HT3 receptor the only type of ion channel among the family of serotonergic receptors which is recognized as a potential novel therapeutic target for depression, anxiety and cognition. In the present work was designed to evaluate the antidepressant-like effect of a novel 5-HT3 antagonist 3-methoxy-N-p-tolylquinoxalin-2-carboxamide (QCM-4) in a battery of behavioral acute and chronic rodent models of depression. Methods: Behavioral models with high predictive validities like forced swim test (FST) and tail suspension test (TST) in mice along with mechanistic models including 5-hydroxytryptamine (5-HTP) induced head twich response in mice and reserpine induced hypothermia in rats were used for screening QCM-4. Chronic surgical model of olfactory balbectomy (OBX) was performed and further evaluated by sucrose preference test and open field test (OFT) for anti-depressant like effect of QCM-4. Results: Following were the principle findings in the present research; Firstly, QCM-4 dose dependently reduced the immobility duration in FST and TST. Secondly, in the mechanistic models, QCM-4 dose dependently potentiated 5-HTP induced head twich response and attenuated the reserpine induced hypothermia. Lastely, in the surgical OBX model, QCM-4 reversed the anhedonia and behavioral alterations in animals which was evaluated by increase in the sucrose consumption and reduction in ambulation, fecal contents as well as number of rearings in OFT by QCM-4 treated OBX animals compared to OBX control. Conclusion: The results of the present study, indicates that QCM-4, a novel 5-HT3 receptor antagonist exhibit an anti-depressant like effect. Our further studied will be focused on the chronic unpredictable mild stress induced alterations and mol. mechanism involved in the anti-depressant like action of QCM-4. 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. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. 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.Synthetic Route of C11H9ClN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Ligand-Based Design, Synthesis, and Pharmacological Evaluation of 3-Methoxyquinoxalin-2-carboxamides as Structurally Novel Serotonin Type-3 Receptor Antagonists was written by Mahesh, Radhakrishnan;Devadoss, Thangaraj;Dhar, Arghya Kusum;Venkatesh, Sudali Muthu;Mundra, Sourabh;Pandey, Dilip Kumar;Bhatt, Shvetank;Jindal, Ankur Kumar. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2012.Formula: C11H9ClN2O2 This article mentions the following:

Employing a ligand-based approach, 3-methoxyquinoxalin-2-carboxamides were designed as serotonin type-3 (5-HT₃) receptor antagonists and synthesized from the starting material o-phenylenediamine in a sequence of reactions. The structures of the synthesized compounds were confirmed by spectral data. These carboxamides were investigated for their 5-HT₃ receptor antagonisms in longitudinal muscle myenteric plexus preparations from guinea-pig ileum against a standard 5-HT₃ agonist, 2-methyl-5-HT, and their antagonism activities are expressed as pA₂ values. Some compounds exhibited antagonism greater than that of the standard 5-HT₃ antagonist, ondansetron. 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. 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 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.Formula: C11H9ClN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Synthesis and evaluation of in vitro antiproliferative activity of new ethyl 3-(arylethynyl)quinoxaline-2-carboxylate and pyrido[4,3-b]quinoxalin-1(2H)-one derivatives was written by Hajri, Majdi;Esteve, Marie-Anne;Khoumeri, Omar;Abderrahim, Raoudha;Terme, Thierry;Montana, Marc;Vanelle, Patrice. And the article was included in European Journal of Medicinal Chemistry in 2016.Name: Ethyl 3-chloroquinoxaline-2-carboxylate This article mentions the following:

A novel series is presented of quinoxaline derivatives, i.e. I, from which agents with antiproliferative activity have been identified. Two Et 3-(arylethynyl)quinoxaline-2-carboxylates demonstrated substantial antiproliferative activity against both human non-small cell lung carcinoma (A549) and glioblastoma (U87-MG) cell lines. Pyrido[4,3-b]quinoxalin-1(2H)-ones demonstrated poor activity against A549 and U87-MG cell lines. Three of the derivatives in Et 3-(arylethynyl)quinoxaline-2-carboxylate series demonstrated substantial antiproliferative activity. Two arylethynyl derivatives proved to be the most cytotoxic with an IC₅₀ value of 3.3 μM for both A549 and U87-MG cell lines. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Name: Ethyl 3-chloroquinoxaline-2-carboxylate).

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. 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.Name: Ethyl 3-chloroquinoxaline-2-carboxylate

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

A green synthesis of quinoxalines and 2,3-dihydropyrazines was written by Delpivo, Camilla;Micheletti, Gabriele;Boga, Carla. And the article was included in Synthesis in 2013.Formula: C8H5ClN2 This article mentions the following:

Quinoxaline and dihydropyrazine derivatives were obtained in high yields by simple cyclocondensation of 1,2-diamines with 1,2-dicarbonyl compounds in water. In some cases, the products spontaneously precipitated from the reaction mixture, making it possible to recover and reuse the mother liquor for further condensations. The very mild reaction conditions, the high yields of the products, and the absence of any catalyst make this methodol. an efficient and green route to quinoxalines and dihydropyrazines. 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 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.Formula: C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

A novel near-infrared fluorescent probe with large stokes shifts for sensing extreme acidity and its application in bioimaging was written by Gong, Jin;Liu, Chang;Jiao, Xiaojie;He, Song;Zhao, Liancheng;Zeng, Xianshun. And the article was included in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 2020.Name: 6-Methoxyquinoxaline This article mentions the following:

The authors reported a novel near-IR (NIR) fluorescent probe RQNN (I) with large Stokes shift (98 nm) for monitoring pH under extremely acidic conditions. For the preparation of this probe, a 1,4-diethylpiperazine moiety was introduced in rhodamine scaffold to tune the electron-donating character, and an o-phenylenediamine was introduced in spironolactone to provide larger steric hindrance. The deprotonated-protonated equilibrium between RQNN, RQNN-H⁺ and RQNN-H²⁺ were evaluated in different pH by absorption and emission spectra. As expected, RQNN exhibited lower pk_a values (pk_a1 = 4.83, pk_a2 = 2.99), indicating that the probe can be used in extremely acidic pH. Moreover, RQNN possessed highly selective response to H⁺ over essential metal ions and biol. related redox mols., high photo-stability, rapid response time, and excellent reversibility. Importantly, the probe had excellent cell membrane permeability and was further applied successfully to monitor pH fluctuations in live cells. 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. 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.Name: 6-Methoxyquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Topical mosquito repellents. IX: quinolines, isoquinolines, and quinoxalines was written by Skinner, W. A.;Crawford, H. T.;Tong, H.;Skidmore, D.;Maibach, H. I.. And the article was included in Journal of Pharmaceutical Sciences in 1976.Safety of 6-Chloroquinoxaline This article mentions the following:

Various quinoxalines I, quinolines II, and isoquinolines III were evaluated for their effectiveness as topical mosquito repellents. Several tetrahydroquinolines and isoquinolines also were included. None of the compounds tested was superior to diethyltoluamide. 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. 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.Safety of 6-Chloroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

12H-[1]Benzopyrano[2,3-b]quinoxalinone synthesis was written by Vinot, Nicole;Maitte, Pierre. And the article was included in Journal of Heterocyclic Chemistry in 1982.Reference of 49679-45-0 This article mentions the following:

3-Benzyl-2-quinoxalinoes (I) were obtained by condensation of o-(H₂N)₂C₆H₄ with phenylpyruvic acids. I were easily substituted in position 2, which permitted the preparation of many derivatives; however, cyclization of I into 12H-[1]benzopyrano[2,3-b]quinoxalines failed. This new hetercycle was synthesized from Et-2-phenoxy-3-quinoxalinecarboxylate. 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. 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.Reference of 49679-45-0

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider