Day: February 22, 2023

Synthesis of [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-oxadiazole derivatives as potent antiproliferative agents via a hybrid pharmacophore approach was written by Kaneko, Daiki;Ninomiya, Masayuki;Yoshikawa, Rina;Ono, Yukari;Sonawane, Amol D.;Tanaka, Kaori;Nishina, Atsuyoshi;Koketsu, Mamoru. And the article was included in Bioorganic Chemistry in 2020.Electric Literature of C8H4Cl2N2 This article mentions the following:

A series of [1,2,4]triazolo[4,3-a]quinoxalines I [R¹ = benzyl, anilino, styryl, etc.], EAPB0203 (N-methyl-1-(2-phenethyl)imidazo[1,2-a]quinoxalin-4-amine) incorporated with 1,3,4-oxadiazole/thiadiazoles II [X = O, S; R² = H, Me, Cl, etc.] and imiquimod incorporated with 1,3,4-oxadiazole/thiadiazoles III [Y = O, S; R³ = Me, OH, NH₂] were synthesized and assessed their antiproliferative effects against various cancer cell lines. The 1,3,4-oxadiazole derivatives demonstrated the superior effectiveness compared to imiquimod and EAPB0203. These findings highlight the excellent potential of [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-oxadiazole derivatives as anticancer agents. In the experiment, the researchers used many compounds, for example, 2,3-Dichloroquinoxaline (cas: 2213-63-0Electric Literature of C8H4Cl2N2).

2,3-Dichloroquinoxaline (cas: 2213-63-0) 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.Electric Literature of C8H4Cl2N2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

2,3-Disubstituted Fluorene Scaffold for Efficient Green Phosphorescent Organic Light-Emitting Diodes was written by Wei, Jia-Jia;Yang, Yong-Jian;Liu, Xiang-Yang;Li, Runlai;Li, Shu-an. And the article was included in Chemistry – A European Journal in 2022.Related Products of 105598-27-4 This article mentions the following:

A simple and efficient strategy for the derivatization at the 2- and 3- positions in fluorene unit was explored. By introducing different types of substituents, 2 pairs of 2,3-disubstituted fluorene isomers were designed and used as host materials for phosphorescent organic light-emitting diodes (PHOLEDs). The green PHOLEDs hosted by these fluorene derivatives realize high external quantum efficiencies (EQE) >20% with low efficiency roll-off. The devices hosted by 2TRz3TPA and 2TPA3TRz achieve nearly 24% EQE and 104 lm W^-1 power efficiency. The 2,3-disubstituted fluorene platforms are potentially useful for constructing host materials. In the experiment, the researchers used many compounds, for example, Dipyrazino[2,3-f:2′,3′-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (cas: 105598-27-4Related Products of 105598-27-4).

Dipyrazino[2,3-f:2′,3′-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (cas: 105598-27-4) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. 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.Related Products of 105598-27-4

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Direct Csp²-H difluoromethylation of heterocycle by K₂S₂O₈ was written by Dai, Peng;Jiao, Jian;Wang, Qingqing;Yu, Xiang;Teng, Peng;Zhu, Yuchuan;Gu, Yu-Cheng;Zhang, Wei-Hua. And the article was included in Tetrahedron in 2021.Category: quinoxaline This article mentions the following:

A novel and efficient transition-metal-free C(sp²)-H oxidative difluoromethylation of heterocycles such as 2H-chromen-2-one, quinoxalin-2(1H)-one, quinolin-2(1H)-one, etc. has been reported. It uses stable and nontoxic NaSO₂CF₂H as difluoromethyl source and potassium persulfate as oxidant without the need for metal catalyst. Significantly, the reaction affords difluoromethyl heterocycles RCF₂H (R = 2-oxo-2H-chromen-3-yl, 2-oxo-quinoxalin-3-yl, 2-oxo-quinolin-3-yl, etc.) in moderate to good yields with a broad substrate tolerance. In the experiment, the researchers used many compounds, for example, 2-Quinoxalinol (cas: 1196-57-2Category: quinoxaline).

2-Quinoxalinol (cas: 1196-57-2) 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.Category: quinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Site-specific C-H chalcogenation of quinoxalin-2(1H)-ones enabled by Selectfluor reagent was written by Yuan, Jin-Wei;Zhang, Yang;Huang, Guang-Chao;Ma, Meng-Yao;Yang, Teng-Yu;Yang, Liang-Ru;Zhang, Shou-Ren;Mao, Pu;Qu, Ling-Bo. And the article was included in Organic Chemistry Frontiers in 2021.Recommanded Product: 2-Quinoxalinol This article mentions the following:

A site-specific oxidative C-H chalcogenation of quinoxalin-2(1H)-ones I (R = H, Et, n-Pr, Bn, etc.) with various diaryl diselenides/disulfides Ar(Z)₂Ar (Z = S, Se; Ar = Ph, 4-fluorophenyl, 2-nitrophenyl, etc.) is presented by employing Selectfluor reagent as an oxidant. The reaction proceeds selectively at the C6 position of quinoxalin-2(1H)-ones I, and enables access to a wide array of chalcogenyl quinoxalin-2(1H)-ones II. The merits of the transformation involve excellent substrate and functional compatibility, operational simplicity, and the use of a mild oxidant. The present work offers a fundamental basis for the selective synthesis of functional quinoxalin-2(1H)-ones II from readily available feedstocks. In the experiment, the researchers used many compounds, for example, 2-Quinoxalinol (cas: 1196-57-2Recommanded Product: 2-Quinoxalinol).

2-Quinoxalinol (cas: 1196-57-2) 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.Recommanded Product: 2-Quinoxalinol

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Design and synthesis of quinoxaline-1,3,4-oxadiazole hybrid derivatives as potent inhibitors of the anti-apoptotic Bcl-2 protein was written by Ono, Yukari;Ninomiya, Masayuki;Kaneko, Daiki;Sonawane, Amol D.;Udagawa, Taro;Tanaka, Kaori;Nishina, Atsuyoshi;Koketsu, Mamoru. And the article was included in Bioorganic Chemistry in 2020.Recommanded Product: 2213-63-0 This article mentions the following:

A series of quinoxaline-1,3,4-oxadiazole hybrids I [R = chloro, Ph, 4-methylpiperazin-1-yl, 4-phenylpiperazin-1-yl, etc.; R¹ = hydroxy, amino, 2-phenylethoxy, etc.] were synthesized and assessed for their anticancer potential on human leukemia HL-60 cells. Although these hybrids I exerted significant inhibition of HL-60 cell proliferation, they showed high cytotoxicity on human normal cells (WI-38). Utilizing information from mol. modeling of the hybrids I to the anti-apoptotic Bcl-2 protein, substructures including Ph, piperazine, piperidine and morpholine rings were added to their frameworks. The designed compounds I successfully induced apoptotic response on HL-60 cells with low toxicity on WI-38 cells. Furthermore, RT-PCR anal. demonstrated that these compounds I predominantly inhibited Bcl-2 expression. These findings highlight the great potential for the development of synthetic quinoxaline-1,3,4-oxadiazole hybrid derivatives as proapoptotic anticancer agents. In the experiment, the researchers used many compounds, for example, 2,3-Dichloroquinoxaline (cas: 2213-63-0Recommanded Product: 2213-63-0).

2,3-Dichloroquinoxaline (cas: 2213-63-0) 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.Recommanded Product: 2213-63-0

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Discovery and Characterization of a Novel Dihydroisoxazole Class of α-Amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA) Receptor Potentiators was written by Patel, Nandini C.;Schwarz, Jacob;Hou, Xinjun J.;Hoover, Dennis J.;Xie, Longfei;Fliri, Anton J.;Gallaschun, Randall J.;Lazzaro, John T.;Bryce, Dianne K.;Hoffmann, William E.;Hanks, Ashley N.;McGinnis, Dina;Marr, Eric S.;Gazard, Justin L.;Hajos, Mihaly;Scialis, Renato J.;Hurst, Raymond S.;Shaffer, Christopher L.;Pandit, Jayvardhan;O’Donnell, Christopher J.. And the article was included in Journal of Medicinal Chemistry in 2013.Formula: C14H15N3O This article mentions the following:

Pos. allosteric modulators (“potentiators”) of α-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA) receptors (AMPAR) enhance excitatory neurotransmission and may improve the cognitive deficits associated with various neurol. disorders. The dihydroisoxazole (DHI) series of AMPAR potentiators described herein originated from the identification of one compound by a high-throughput functional activity screen using mouse embryonic stem (mES) cell-derived neuronal precursors. Subsequent structure-based drug design using X-ray crystal structures of the ligand-binding domain of human GluA2 led to the discovery of both PF-04725379, which in tritiated form became a novel ligand for characterizing the binding affinities of subsequent AMPAR potentiators in rat brain homogenate, and PF-04701475 , a prototype used to explore AMPAR-mediated pharmacol. in vivo. Lead series optimization provided a functionally potent compound lacking the potentially bioactivatable aniline within another compound, but retaining desirable in vitro ADME properties. In the experiment, the researchers used many compounds, for example, Piperidin-1-yl(quinoxalin-6-yl)methanone (cas: 154235-83-3Formula: C14H15N3O).

Piperidin-1-yl(quinoxalin-6-yl)methanone (cas: 154235-83-3) 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.Formula: C14H15N3O

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Thioether-functionalized quinone-based resorcin[4]arene cavitands: Electroswitchable molecular actuators was written by Milic, Jovana V.;Schneeberger, Thomas;Zalibera, Michal;Milowska, Karolina Z.;Ong, Quy K.;Trapp, Nils;Ruhlmann, Laurent;Boudon, Corinne;Thilgen, Carlo;Diederich, Francois. And the article was included in Helvetica Chimica Acta in 2019.Synthetic Route of C8H4Cl2N2 This article mentions the following:

The utility of mol. actuators in nanoelectronics requires activation of mech. motion by elec. charge at the interface with conductive surfaces. We functionalized redox-active resorcin[4]arene-quinone cavitands with thioethers as surface-anchoring groups at the lower rim and investigated their propensity to act as electroswitchable actuators that can adopt two different conformations in response to changes in applied potential. Mol. design was assessed by DFT calculations and X-ray anal. Electronic properties were exptl. studied in solution and thin films electrochem., as well as by XPS on gold substrates. The redox interconversion between the oxidized (quinone, Q) and the reduced (semiquinone, SQ) state was monitored by UV-Vis-NIR spectroelectrochem. and EPR spectroscopy. Reduction to the SQ state induces a conformational change, providing the basis for potential voltage-controlled mol. actuating devices. In the experiment, the researchers used many compounds, for example, 2,3-Dichloroquinoxaline (cas: 2213-63-0Synthetic Route of C8H4Cl2N2).

2,3-Dichloroquinoxaline (cas: 2213-63-0) 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. 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 C8H4Cl2N2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Development of an unexpected reaction pathway for the synthesis of 1,2,4-trisubstituted pyrrolo[1,2-a]quinoxalines through palladium-catalyzed cascade reactions was written by Keivanloo, Ali;Soozani, Atena;Bakherad, Mohammad;Mirzaee, Mahdi;Rudbari, Hadi Amiri;Bruno, Giuseppe. And the article was included in Tetrahedron in 2017.SDS of cas: 2213-63-0 This article mentions the following:

The 1,2,4-trisubstituted pyrrolo[1,2-a]quinoxalines I (R = morpholin-4-yl, pyrrolidin-1-yl, piperidin-1-yl; R¹ = diethylaminyl, pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl) are synthesized through multi-component reaction of 3-substituted 2-chloroquinoxalines II, propargyl bromide, and excess secondary amines such as morpholine, piperidine, diethylamine in the presence of a palladium-copper catalytic system. This one-pot process provides an unexpected synthesis of new trisubstituted pyrrolo[1,2-a]quinoxalines I by the introduction of two amine substituents onto the fused pyrrole rings in a single reaction procedure. The synthesized pyrrolo[1,2-a]quinoxaline derivatives I are also screened against the three bacterial strains Micrococcus luteus, Pseudomonas aeruginos, and Bacillus subtilis. According to the obtained results, compounds I (R = piperidin-1-yl, R¹ = morpholin-4-yl; R = R¹ = morpholin-4-yl; R = R¹ = piperidin-1-yl), are active against M. luteus, and compounds I (R = piperidin-1-yl, morpholin-4-yl; R¹ = piperidin-1-yl, morpholin-4-yl) are active against Ps. Aeruginos, and only compound I (R = pyrrolidin-1-yl; R¹ = piperidin-1-yl) are active against all the three bacterial strains. In the experiment, the researchers used many compounds, for example, 2,3-Dichloroquinoxaline (cas: 2213-63-0SDS of cas: 2213-63-0).

2,3-Dichloroquinoxaline (cas: 2213-63-0) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. 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.SDS of cas: 2213-63-0

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

High-Performance Narrowband Pure-Red OLEDs with External Quantum Efficiencies up to 36.1% and Ultralow Efficiency Roll-Off was written by Zou, Yang;Hu, Jiahao;Yu, Mingxin;Miao, Jingsheng;Xie, Ziyang;Qiu, Yuntao;Cao, Xiaosong;Yang, Chuluo. And the article was included in Advanced Materials (Weinheim, Germany) in 2022.Category: quinoxaline This article mentions the following:

High-color-purity blue and green organic light-emitting diodes (OLEDs) have been resolved thanks to the development of B/N-based polycyclic multiple resonance (MR) emitters. However, due to the derivatization limit of B/N polycyclic structures, the design of red MR emitters remains challenging. Herein, a series of novel red MR emitters is reported by para-positioning N-π-N, O-π-O, B-π-B pairs onto a benzene ring to construct an MR central core. These emitters can be facilely and modularly synthesized, allowing for easy fine-tuning of emission spectra by peripheral groups. Moreover, these red MR emitters display excellent photophys. properties such as near-unity photoluminescence quantum yield (PLQY), fast radiative decay rate (kr) up to 7.4 x 107 s-1, and most importantly, narrowband emission with full-width at half-maximum (FWHM) of 32 nm. Incorporating these MR emitters, pure red OLEDs sensitized by phosphor realize state-of-the-art device performances with external quantum efficiency (EQE) exceeding 36%, ultralow efficiency roll-off (EQE remains as high as 25.1% at the brightness of 50 000 cd m^-2), ultrahigh brightness over 130 000 cd m^-2, together with good device lifetime. In the experiment, the researchers used many compounds, for example, Dipyrazino[2,3-f:2′,3′-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (cas: 105598-27-4Category: quinoxaline).

Dipyrazino[2,3-f:2′,3′-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (cas: 105598-27-4) 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. 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.Category: quinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Cobalt(II)-Hexaazatriphenylene Hexacarbonitrile Coordination Compounds Based Cathode Materials with High Capacity and Long Cycle Stability was written by Wang, Yifan;Poldorn, Preeyaporn;Wongnongwa, Yutthana;Jungsuttiwong, Siriporn;Chen, Chong;Yu, Le;Wang, Zhuyi;Shi, Liyi;Zhao, Yin;Yuan, Shuai. And the article was included in Advanced Functional Materials in 2022.Computed Properties of C18N12 This article mentions the following:

Organic cathode materials are plagued by their low cycle stability and poor electronic conductivity, even though they have attracted increasing attention in the context of lithium-ion batteries (LIBs). Herein, a coordination polymer cobalt-hexaazatriphenylene hexacarbonitrile (Co(HAT-CN)) is prepared via a facile solvothermal method, which is composed of the redox-active HAT-CN linker and the Co(II) ion center. The fabricated material shows excellent structural stability and high conductivity Moreover, graphene oxide (GO) is introduced as a substrate, and in-situ loading of Co(HAT-CN) on its surface shows enhanced cycling stability. For Co(HAT-CN)/GO, a high specific capacity of 204 mAh g^-1 can be retained even after 200 cycles at a c.d. of 40 mA g^-1 in a voltage window of 1.2-3.9 V. Ex situ and in situ analyses are applied to probe the reversibility of the pyrazine redox-active center during the cycling process and the lithium storage process. D. functional theory calculations reveal that the high conductivity of Co(HATCN) should be ascribed to the narrow LUMO-HOMO gap (0.61 eV), and strong binding of lithiated mols. In the experiment, the researchers used many compounds, for example, Dipyrazino[2,3-f:2′,3′-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (cas: 105598-27-4Computed Properties of C18N12).

Dipyrazino[2,3-f:2′,3′-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (cas: 105598-27-4) 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.Computed Properties of C18N12

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider