Tag: M.W=250-300

Carmeli, Mira published the artcileA new efficient route for the formation of quinoxaline N-oxides and N,N’-dioxides using HOFCH3CN, COA of Formula: C8H2Cl4N2, the main research area is quinoxaline oxide dioxide preparation acetonitrile hydrofluoride oxygen transfer.

HOFCH3CN, a very efficient oxygen-transfer agent made readily from fluorine and aqueous acetonitrile, was reacted with various quinoxaline derivatives to give the corresponding mono N-oxides and especially the N,N’-dioxides in very good yields under mild conditions and short reaction times.

Journal of Organic Chemistry published new progress about Oxidation. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, COA of Formula: C8H2Cl4N2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Lee, Sujin published the artcileNanomolar-Potency 1,2,4-Triazoloquinoxaline Inhibitors of the Kidney Urea Transporter UT-A1, SDS of cas: 25983-14-6, the main research area is triazolo quinoxaline analog preparation renal urea transporter inhibitor diuretic.

Urea transporter A (UT-A) isoforms encoded by the Slc14a2 gene are expressed in kidney tubule epithelial cells, where they facilitate urinary concentration UT-A1 inhibition is predicted to produce a unique salt-sparing diuretic action in edema and hyponatremia. Here we report the discovery of 1,2,4-triazoloquinoxalines and the anal. of 37 synthesized analogs. The most potent compound, 8ay, containing 1,2,4-triazolo[4,3-a]quinoxaline-substituted benzenesulfonamide linked by an aryl ether, rapidly and reversibly inhibited UT-A1 urea transport by a noncompetitive mechanism with IC50 ≈ 150 nM; the IC50 was ∼2 μM for the related urea transporter UT-B encoded by the Slc14a1 gene. Mol. modeling suggested a putative binding site on the UT-A1 cytoplasmic domain. In vitro metabolism showing quinoxaline ring oxidation prompted the synthesis of metabolically stable 7,8-difluoroquinoxaline analog 8bl, which when administered to rats produced marked diuresis and reduced urinary osmolality. 8bl has substantially improved UT-A1 inhibition potency and metabolic stability compared with prior compounds

Journal of Medicinal Chemistry published new progress about Diuretics. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, SDS of cas: 25983-14-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Tomoda, Haruhiko published the artcileSynthesis and physical properties of pyrido[1′,2′:1,2]imidazo[4,5-b]quinoxalines, Product Details of C8H2Cl4N2, the main research area is pyridoimidazoquinoxaline preparation; fluorescence substituent effect pyridoimidazoquinoxaline preparation.

A series of 2-, 3-, or 4-substituted pyrido[1′,2′:1,2]imidazo[4,5-b]quinoxalines (PIQs) were synthesized in moderate-to-good yields by the reactions of 2-amino-3-chloroquinoxalines (ACQs) with substituted pyridines, and the structures were established. The reactions of ACQs with 3-phenoxycarbonyl and 3-benzoylpyridines gave the corresponding 2-substituted PIQs, while those with 3-Me, 3-Et, 3-benzyl, 3-Ph, 3-ethoxycarbonyl, and 3-acetylpyridines gave the corresponding 4-substituted PIQs. PIQ derivatives having substituents at the 2,4,8- and/or 9-positions were also studied. The spectroscopic and electrochem. properties of a series of PIQs derivatives were studied. PIQ showed a strong green fluorescence at 481.5 and 505 nm (F = 0.40) in ethanol. The introduction of substituents at the 3 position of PIQ altered the color of the fluorescence from blue to green without deteriorating the high quantum yield of PIQ. All of the derivatives showed strong (blue to orange) fluorescence in both solution and the solid state.

Bulletin of the Chemical Society of Japan published new progress about Fluorescence. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Product Details of C8H2Cl4N2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Sarges, Reinhard published the artcile4-Amino[1,2,4]triazolo[4,3-a]quinoxalines. A novel class of potent adenosine receptor antagonists and potential rapid-onset antidepressants, SDS of cas: 25983-14-6, the main research area is triazoloquinoxaline preparation biol activity; aminotriazolquinoxaline adenosine receptor antagonist; antidepressant aminotriazoloquinoxaline.

A series of 4-amino[1,2,4]triazolo[4,3-a]quinoxalines (I; R = H, alkyl, OMe, etc.; R1 = amino; R2 = H, F, Cl, OMe) have been prepared from 2,3-dichloroquinoxaline II (same R2). E.g., treating II with NH2NH2, followed by cyclization with ortho esters RC(OR3)3 (same R; R3 = alkyl), and subsequent amination, gave I. Many compounds from this class reduce immobility in Porsolt’s behavioral despair model in rats upon acute administration and may therefore have therapeutic potential as novel and rapid acting antidepressant agents. Optimal activity in this test is associated with hydrogen, CF3, or small alkyl groups in the 1-position, with NH2, NH-acetyl, or amines substituted with small alkyl groups in the 4-position, and with hydrogen or 8-halo substituents in the aromatic ring. Furthermore, many I bind avidly, and in some cases very selectively, to adenosine A1 and A2 receptors. A1 affinity of these compounds was measured by their inhibition of tritiated CHA (N6-cyclohexyladenosine) binding in rat cerebral cortex membranes and A2 affinity by their inhibition of tritiated NECA [5′-(N-ethylcarbamoyladenosine] binding to rat striatal homogenate in the presence of cold N6-cyclopentyladenosine. Structure-activity relationship studies show that best A1 affinity is associated with Et, CF3, or C2F5 in the 1-position, NHCHMe2 or NH-cycloalkyl in the 4-position, and with an 8-chloro substituent. Affinity at the A2 receptor is mostly dependent on the presence of an NH2 group in the 4-position and is enhanced by Ph, CF3, or Et in the 1-position. The most selective A1 ligand by a factor of >3000 is 8-chloro-4-(cyclohexylamino)-1-(trifluoromethyl)[1,2,4]triazolo[4,3-a]quinoxaline). The most potent A2 ligand is 4-amino-8-chloro-1-phenyl[1,2,4]triazolo[4,3-a]quinoxaline. Representatives from this series appear to act as antagonists at both A1 and A2 receptors since they antagonize the inhibiting action of CHA on norepinephrine-stimulated cAMP formation in fat cells and they decrease cAMP accumulation induced by adenosine in limbic forebrain slices. Thus certain members of I are among the most potent and A1 or A2 selective non-xanthine adenosine antagonists known.

Journal of Medicinal Chemistry published new progress about Antidepressants. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, SDS of cas: 25983-14-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Zhu, Zhijian published the artcileSynthesis of imidazo[4,5-b]quinoxaline ribonucleosides as linear dimensional analogs of antiviral polyhalogenated benzimidazole ribonucleosides, Product Details of C8H2Cl4N2, the main research area is benzimidazole nucleoside linear dimensional analog preparation; imidazoquinoxaline ribonucleoside preparation virucide cytotoxicity.

We have recently found that 2,5,6-trichloro-1-(β-D-ribofuranosyl)benzimidazole (TCRB) and the corresponding 2-bromo analog have better in vitro activities against HCMV than the clin. used agents ganciclovir and foscarnet. These benzimidazole nucleosides act by a unique mechanism, however, their biol. target has not been completely identified. As an approach to probing the target, we have designed imidazo[4,5-b]quinoxaline nucleosides as linear dimensional analogs of the benzimidazole nucleosides to study the spatial limitation of the binding site in the target enzyme. A convenient route was developed for the synthesis of 2-substituted 6,7-dichloroimidazo[4,5-b]quinoxalines involving a reaction of 2,3,6,7- tetrachloroquinoxaline with ammonia followed by a ring annulation as the key step. This furnished the versatile heterocycle 6,7-dichloroimidazo[4,5-b]quinoxalin-2-one. Ribosylation of 2-substituted imidazo[4,5- b]quinoxalines was influenced by the functional group at the 2-position and the 2-one compound was found to smoothly undergo ribosylation. The 2-one group of the nucleoside was converted into specifically selected 2-substituted compounds Evaluation of the compounds for activity against two herpes viruses and for cytotoxicity showed they were less active and/or more cytotoxic than TCRB. We conclude therefore, that the binding pocket on the protein target of TCRB will tolerate some electronic and size changes.

Journal of the Chinese Chemical Society (Taipei) published new progress about Antiviral agents. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Product Details of C8H2Cl4N2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Arun Kumar, V. A. published the artcileInsights into binding of potential antitumor quinoxaline analogues against Cyclin dependent kinase 2 using docking studies, Recommanded Product: 2,3,6,7-Tetrachloroquinoxaline, the main research area is quinoxaline analog anticancer CDK2 therapeutic target mol docking cancer.

Cyclin-dependent kinases (CDKs) belongs to a family of protein kinases and CDK2 considered as potential anti-cancer target among CDKs. A CDK2 inhibitor is a chem. that inhibits the function of CDKs and prevents over proliferation of cancer cells thus used to treat cancers. Quinoxaline and its derivatives are an important class of benzoheterocycles displaying a broad spectrum of biol. activities which have made them privileged structures in pharmacol. active compounds Modification in their structure has offered a high degree of diversity that has proven useful for the development of new therapeutic agents having improved potency and lesser toxicity. In the present work, attempts were made to identify leading quinoxaline moieties as candidate drugs against CDK2 by carrying out docking experiments with our inhouse synthetic 46 analogs and assigning docking scores. Ten moieties with docking score -5 or above were zoomed in as candidate moieties. Structural features of the above quinoxaline analogs will be presented with a view to arrive at potential drug target for CDK2.

Journal of Chemical, Biological and Physical Sciences published new progress about Antitumor agents. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Recommanded Product: 2,3,6,7-Tetrachloroquinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Yang, Yanchun published the artcileAn Efficient Synthesis of Quinoxalinone Derivatives as Potent Inhibitors of Aldose Reductase, Recommanded Product: 2,3,6,7-Tetrachloroquinoxaline, the main research area is oxoquinoxalinylacetic acid phenoxy anilino preparation aldose reductase inhibitor; quinoxalinone phenoxy anilino preparation aldose reductase inhibitor.

A novel and facile synthesis of quinoxalinone derivatives was developed in which a wide range of 3-chloroquinoxalin-2(1H)-ones as key intermediates can be generated chemo- and regioselectively in good yields from corresponding quinoxaline-2,3(1H,4H)-diones. This new protocol is arguably superior, as it allows the design and preparation of a variety of bioactive quinoxaline-based compounds, which are particularly effective in the treatment of diabetes and its complications. Through this procedure, a new class of quinoxalinone-based aldose reductase inhibitors were synthesized successfully. Most of the inhibitors, with an N1-acetic acid head group and a substituted C3-phenoxy side chain, proved to be potent and selective. Their IC50 values ranged from 11.4 to 74.8 nM. Among them, 2-(3-(4-bromophenoxy)-7-fluoro-2-oxoquinoxalin-1(2H)-yl)acetic acid and 2-(6-bromo-3-(4-bromophenoxy)-2-oxoquinoxalin-1(2H)-yl)acetic acid were the most active. Structure-activity relationship and mol. docking studies highlighted the importance of the ether spacer in the C3-phenoxy side chains, and provided clear guidance on the contribution of substitutions both at the core structure and the side chain to activity.

ChemMedChem published new progress about Molecular docking. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Recommanded Product: 2,3,6,7-Tetrachloroquinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Paulus, Fabian published the artcileN,N’-Dihydrotetraazapentacenes (DHTA) in thin film transistors, HPLC of Formula: 25983-14-6, the main research area is dihydrotetraazapentacene thin film transistor hole mobility field effect.

The synthesis and structural properties of three N,N’-dihydrotetraazapentacenes (DHTA) are described. The different substitution pattern (H, F, Cl) of the dihydrotetraazapentacene body exhibited a significant effect on the optical, electronic and morphol. properties of the derivatives in thin films. The synthesized materials were investigated as active layers in top gate/bottom contact (BC/TG) transistors. The transistor performance of the dichlorinated derivative was almost independent on the processing conditions with an average hole mobility of ∼0.04 cm2 V-1 s-1 and best mobility values ranging from 0.07 to 0.11 cm2 V-1 s-1. Each of the three derivatives was found to exhibit an individual packing motif in solution grown crystals, determined by single crystal x-ray anal. Surprisingly, for all three materials a different polymorph formed in spin cast films explaining the observed morphol. and FET performance.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices published new progress about Crystal structure. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, HPLC of Formula: 25983-14-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Gryko, Daniel T. published the artcileFluorescent dyes with 2-amino-4,7-diazaindole skeleton: synthesis and spectroscopy, Computed Properties of 25983-14-6, the main research area is fluorescence dye amino diazaindole skeleton synthesis spectroscopy nucleophilic substitution; Stokes shift quantum yield.

The reaction of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) with compounds possessing two vicinal chlorine atoms activated toward nucleophilic substitution has been studied. All derivatives bearing a 2,3-dichloropyrazine moiety react with DBU leading to fluorescent dyes. Among others, only 2,3-dichloro-1,4-naphthoquinone reacts giving the expected pentacyclic product albeit in a very low yield and accompanied by the product of hydrolysis. Spectroscopic properties of the synthesized compounds were studied. The dye formed from 5,6-dichloro-2,3-dicyanopyrazine exhibits a very high Stokes shift and strong dependence of the fluorescence quantum yield on solvent polarity.

Bulletin of the Chemical Society of Japan published new progress about Crystal structure. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Computed Properties of 25983-14-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Engelhart, Jens U. published the artcileSubstituted Tetraaza- and Hexaazahexacenes and their N,N’-Dihydro Derivatives: Synthesis, Properties, and Structures, Related Products of quinoxaline, the main research area is hexaazahexacene preparation optical electronic property; dichloroquinoxaline diaminophenazine coupling palladium catalyst; tetraazahexacene preparation optical electronic property; diaminoanthracene dichloroquinoxaline coupling palladium catalyst; amination; cross-coupling; heteroacenes; oxidation; palladium.

The palladium-catalyzed coupling of a substituted o-diaminoanthracene and a substituted o-diaminophenazine to substituted 2,3-dichloroquinoxalines furnishes 10 differently substituted N,N’-dihydrotetraaza- or -hexaazahexacenes I (X = CH, N; R1 = H, Cl; R2 = H, F, Cl; R3 = H, F, Cl, NO2) with the quinoxaline group of the azaacenes carrying fluorine, chlorine, or nitro groups. The N,N’-dihydrotetraazahexacenes with hydrogen, chlorine, and fluorine substituents were oxidized to azaacenes, whereas only the parent N,N’-dihydrohexaazahexacenes, with hydrogen substituents, were oxidized by MnO2. The resultant azaacenes were characterized by their optical and spectroscopic data. In addition, single-crystal X-ray structures have been obtained for the parent tetraazahexacenes and their difluoro and chloro-substituted derivatives I (X = CH; R1 = H, Cl; R2 = H, F, Cl; R3 = H, F, Cl).

Chemistry – A European Journal published new progress about Coupling reaction. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Related Products of quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider