Category: 6272-25-9

Wozniak, Marian; Grzegozek, Maria; Nowak, Krystyna published the artcile< Oxidative amination of some nitroquinoxalines with liquid methylamine/potassium permanganate>, Recommanded Product: 2-Chloro-6-nitroquinoxaline, the main research area is oxidative amination nitroquinoxaline.

5- And 6-nitroquinoxaline and some of their Me and chloro derivatives are aminated in a liquid methylamine solution of potassium permanganate to the corresponding mono- or mono- and bis(methylamino)-substituted compounds The intermediate 5-(methylamino) o-adduct of 6-nitroquinoxaline is detected by 1H NMR. Quantum chem. calculations are used to explain the regioselectivity of the reactions.

Indian Journal of Heterocyclic Chemistry published new progress about Oxidative amination. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Recommanded Product: 2-Chloro-6-nitroquinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Deng, Jing; Feng, Enguang; Ma, Sheng; Zhang, Yan; Liu, Xiaofeng; Li, Honglin; Huang, Huang; Zhu, Jin; Zhu, Weiliang; Shen, Xu; Miao, Liyan; Liu, Hong; Jiang, Hualiang; Li, Jian published the artcile< Design and synthesis of small molecule RhoA inhibitors: a new promising therapy for cardiovascular diseases?>, Category: quinoxaline, the main research area is quinoxaline derivative preparation SAR drug screen RhoA inhibitory; cardiovascular disease.

RhoA is a member of Rho GTPases, a subgroup of the Ras superfamily of small GTP-binding proteins. RhoA, as an important regulator of diverse cellular signaling pathways, plays significant roles in cytoskeletal organization, transcription, and cell-cycle progression. The RhoA/ROCK inhibitors have emerged as a new promising treatment for cardiovascular diseases. However, to date, RhoA inhibitors are macromols., and to our knowledge, small mol.-based inhibitors have not been reported. In this study, a series of first-in-class small mol. RhoA inhibitors have been discovered by using structure-based virtual screening in conjunction with chem. synthesis and bioassay. Virtual screening of ∼200,000 compounds, followed by SPR-based binding affinity assays resulted in three compounds with binding affinities to RhoA at the micromolar level. Compound I was selected for further structure modifications in considering binding activity and synthesis ease. Forty-one new compounds were designed and synthesized accordingly. It was found that eight showed high RhoA inhibition activities with IC50 values of 1.24 to 3.00 μM. A pharmacol. assay indicated that two compounds II and III demonstrated noticeable vasorelaxation effects against PE-induced contraction in thoracic aorta artery rings and served as good leads for developing more potent cardiovascular agents.

Journal of Medicinal Chemistry published new progress about Amination. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Category: quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Rangnekar, D. W.; Tagdiwala, P. V. published the artcile< Synthesis of 6-acetamido-2-substituted quinoxaline derivatives and their use as fluorescent whiteners for polyester fibers>, Application In Synthesis of 6272-25-9, the main research area is quinoxaline acetamido dye polyester; acetamidoquinoxaline fluorescent brightener; polyester disperse dye acetamidoquinoxaline.

6-Nitro-2-chloroquinoxaline  [6272-25-9] was condensed with amines, alcs. and phenols to give 6-nitro-2-substituted quinoxalines. The nitro compounds were reduced to the corresponding amino compounds and then acetylated to yield 6-acetamido-2-substituted quinoxalines. 6-Nitro-2-substituted amino quinoxalines and 6-acetamido-2-substituted quinoxalines were evaluated as disperse dyes and fluorescent brighteners, resp., on polyester fibers.

Dyes and Pigments published new progress about Disperse dyeing. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Application In Synthesis of 6272-25-9.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Shahin, Mai I.; Abou El Ella, Dalal A.; Ismail, Nasser S. M.; Abouzid, Khaled A. M. published the artcile< Design, synthesis and biological evaluation of type-II VEGFR-2 inhibitors based on quinoxaline scaffold>, COA of Formula: C8H4ClN3O2, the main research area is arylaminoquinoxalinone arylaminoquinoxaline ureidoarylaminoquinoxaline preparation VEGFR2 inhibitor; structure arylaminoquinoxalinone arylaminoquinoxaline ureidoarylaminoquinoxaline inhibition VEGFR2 kinase; mol docking arylaminoquinoxalinone arylaminoquinoxaline ATP binding site VEGFR2; calculated lipophilicity solubility absorption CYP 2D6 inhibition arylaminoquinoxalinone arylaminoquinoxaline; Docking study; Kinase; Quinoxaline; Type-II; VEGFR-2.

Arylaminoquinoxalinones I [R = HO; R1 = 4-MeOC6H4NH; R2 = R3NHC(:X)NH, 4-R4C6H4SO2NH, 2-HO2CC6H4CONH, MeCONH; R3 = Ph, 3-ClC6H4, 3-MeC6H4, cyclohexyl; R4 = H, Me; X = O, S], arylaminoquinoxalines I [R = H; R1 = 4-R5C6H4NH; R2 = R3NHC(:X)NH, 4-R4C6H4SO2NH, MeCONH; R3 = Ph, 3-MeC6H4, cyclohexyl; R4 = H, Me; R5 = MeO, Cl; X = O, S] and ureidoarylaminoquinoxalines I [R = H; R1 = 4-(3-R6C6H4NHCONH)C6H4NH; R2 = O2N; R6 = H, Cl] were prepared as ATP-competitive VEGFR-2 inhibitors for potential use as antitumor agents. I (R = HO; R1 = 4-MeOC6H4; R2 = PhNHCONH) was the most effective VEGFR-2 inhibitor of the compounds prepared at a concentration of 10 μM. Mol. docking calculations were performed to rationalize the selectivities of quinoxalines for VEGFR-2; calculated physicochem. properties, absorption, and probabilities of CYP 2D6 inhibition were determined for the compounds

Bioorganic Chemistry published new progress about Biological permeation. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, COA of Formula: C8H4ClN3O2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

McQuaid, Loretta A.; Smith, Edward C. R.; South, Kimberly K.; Mitch, Charles H.; Schoepp, Darryle D.; True, Rebecca A.; Calligaro, David O.; O’Malley, Patrick J.; Lodge, David; Ornstein, Paul L. published the artcile< Synthesis and excitatory amino acid pharmacology of a series of heterocyclic-fused quinoxalinones and quinazolinones>, Quality Control of 6272-25-9, the main research area is amino acid antagonist condensed quinoxalinone; triazoloquinoxalinone amino acid antagonist; tetrazoloquinoxalinone amino acid antagonist; pyrazoloquinazolinone amino acid antagonist.

A series of substituted 1,2,4-triazolo[4,3-a]quinoxalin-4(5H)-ones I (R1 = R2 = Cl, F, R3 = H, alkyl, Ph; R1 = NO2, R2 = H, NO2, R3 = H), tetrazolo[1,5-a]quinoxalin-4(5H)-ones II (R = R2 = Cl, H, NO2; R1 = NO2, R2 = H; R1 = H, R2 = NO2), pyrazolo[1,5-c]quinazolin-5(6H)-ones III, and an imidazo[1,2-a]quinoxalin-4(5H)-one, was synthesized as potent amino acid antagonists. In general, the same heterocycles which demonstrated the best affinity for the AMPA receptor also demonstrated the best affinity for the glycine site on the NMDA receptor complex. 1-Propyl-7,8-dichloro-1,2,4-triazolo[4,3-a]quinoxalin-4(5H)-one, was found to bind with the greatest affinity to the AMPA receptor with an IC50 of 0.83 μM and antagonized 40 μM AMPA-induced depolarization in the cortical slice preparation with an IC50 of 44 μM. 7,8-Dichloro-1,2,4-triazolo[4,3-a]quinoxalin-4(5H)-one and 7,8-dichloroimidazo[1,2-a]quinoxalin-4(5H)-one possessed the best affinity for the glycine site with IC50 values of 0.63 and 1.25 μM, resp. The structure-activity relationship for the heterocyclic compounds did not directly parallel that of known quinoxalinediones (e.g. DNQX and DCQX) at the AMPA receptor nor that of the kynurenic acids at the glycine site on the NMDA receptor complex.

Journal of Medicinal Chemistry published new progress about Excitatory amino acids Role: BIOL (Biological Study). 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Quality Control of 6272-25-9.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Wozniak, Marian; Baranski, Andrzej; Nowak, Krystyna; Poradowska, Henryka published the artcile< Regioselectivity of the amination of some nitroquinoxalines by liquid ammonia/potassium permanganate>, Recommanded Product: 2-Chloro-6-nitroquinoxaline, the main research area is regioselective amination nitroquinoxaline; quinoxaline nitro regioselective amination.

5- And 6-nitroquinoxalines and some of their derivatives are aminated in a liquid NH3 solution of KMnO4 to yield the corresponding 2- and/or 3- and/or 5-amino compounds Quantum-chem. calculations are made to explain the regioselectivity of the amination reactions.

Liebigs Annalen der Chemie published new progress about Amination, regioselective. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Recommanded Product: 2-Chloro-6-nitroquinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Kato, Akira; Fujimoto, Takeshi; Okanda, Junko published the artcile< The ring-opening reaction of benzimidazoles with 2-chloro- or 2,3-dichloro-6-nitroquinoxaline>, Computed Properties of 6272-25-9, the main research area is ring opening benzimidazole chloronitroquinoxaline; quinoxaline chloronitro ring opening benzimidazole.

1-Methylbenzimidazole underwent ring-opening reaction with 2,3-dichloro-6-nitroquinoxaline in the presence of a few drops of water in benzene under reflux to give a mixture of structural isomers, 2-[2′-(N-formyl-N-methyl)amino]anilino-3-chloro- and 2-chloro-3-[2′-(N-formyl-N-methyl)amino]anilino-6-nitroquinoxaline. Similarly, other benzimidazoles afforded ring-opening products. On the reaction of benzimidazoles with 2-chloro-6-nitroquinoxaline, the ring-opening products were obtained as single isomers.

Seikei Daigaku Kogaku Kenkyu Hokoku published new progress about Ring opening. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Computed Properties of 6272-25-9.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Tagdiwala, P. V.; Rangnekar, D. W. published the artcile< Studies on novel pigments>, Formula: C8H4ClN3O2, the main research area is nitroquinoxaline derivative pigment ink; paint pigment nitroquinoxaline derivative.

The reaction of 2-chloro-6-nitroquinoxaline(I) with hydrazine gave 1,2-bis(6-nitroquinoxalin-2-yl)hydrazine (II) [95758-19-3] in 71.4% yield for use as red pigment in printing ink and paint. Similarly the reaction of I with piperazine yielded bright yellow 1,4-bis(6-nitroquinoxalin-2-yl)piperazine (III) [95758-20-6]. Fastness of the pigments to various agents was satisfactory; however, both pigments showed poor fastness when treated with DOP plasticizer. The oil absorption value of II and III was low compared to the com. standard pigments of similar shades.

Paintindia published new progress about Castor oil Role: PRP (Properties). 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Formula: C8H4ClN3O2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Lassagne, Frederic; Dugueperoux, Camille; Roca, Carlos; Perez, Concepcion; Martinez, Ana; Baratte, Blandine; Robert, Thomas; Ruchaud, Sandrine; Bach, Stephane; Erb, William; Roisnel, Thierry; Mongin, Florence published the artcile< From simple quinoxalines to potent oxazolo[5,4-f]quinoxaline inhibitors of glycogen-synthase kinase 3 (GSK3)>, Quality Control of 6272-25-9, the main research area is oxazoloquinoxaline preparation glycogen synthase kinase inhibition kinetic SAR docking.

2,7-Disubstituted oxazolo[5,4-f]quinoxalines were synthesized from 6-amino-2-chloroquinoxaline in four steps (iodination at C5, substitution of the chloro group, amidation and copper-catalyzed cyclization) affording 28 to 44% overall yields. 2,8-Disubstituted oxazolo[5,4-f]quinoxaline was similarly obtained from 6-amino-3-chloroquinoxaline (39% overall yield). For the synthesis of other oxazolo[5,4-f]quinoxalines, amidation was rather performed before substitution; moreover, time-consuming purification steps were avoided between the amines and the final products (38 to 54% overall yields). Finally, a more efficient method involving merging of the last two steps in a sequential process was developed to access more derivatives (37 to 65% overall yields). Most of the oxazolo[5,4-f]quinoxalines were evaluated for their activity on a panel of protein kinases, and a few 2,8-disubstituted derivatives proved to inhibit GSK3 kinase. While experiments showed an ATP-competitive inhibition on GSK3β, structure-activity relationships allowed us to identify 2-(3-pyridyl)-8-(thiomorpholino)oxazolo[5,4-f]quinoxaline as the most potent inhibitor with an IC50 value of about 5 nM on GSK3α.

Organic & Biomolecular Chemistry published new progress about Amidation. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Quality Control of 6272-25-9.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Heilporn, Sylvie; Kaisin, Michel; Flammang, Robert published the artcile< Study of the mass spectral fragmentation processes in dinitroquinoxalines using tandem methodologies>, Product Details of C8H4ClN3O2, the main research area is dinitro quinoxaline mass spectra fragmentation mechanism.

The fragmentations of 11 isomeric dinitroquinoxalines following electron ionization were studied, making use of tandem mass-spectrometry methodologies such as collisional activation (CA), various linked-scanning (LS) experiments, and mass-analyzed ion-kinetic-energy (MIKE) spectrometry. For 5,6- (I) and 6,7-dinitroquinoxaline (II), the most abundant fragment ion at m/z 116 is generated for II by successive losses of NO2·, CO, and NO·, whereas for I it is the result of 2 main competing fragmentation routes. 5,7-Dinitroquinoxaline fragmentation differs significantly, as an abundant and quite characteristic ion at m/z 127 results from consecutive eliminations of NO2· and HNO2. Addnl. substitution of the pyrazine or the benzene ring strongly modifies the reactivity.

European Mass Spectrometry published new progress about Fragmentation reaction. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Product Details of C8H4ClN3O2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider