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Literature survey indicates that 2-substituted quinoxaline derivatives possess different pharmacological and biological activities, of which most potent activities are anti-bacterial, anti-fungal, anti-inflammatory, and analgesic activity. In view of above literature, we planned to synthesize novel 2-Substituted quinoxaline derivatives. The final synthesised were characterized by physical (M.P, TLC) and spectral analysis (1HNMR, IR). The 2-substituted quinoxaline nucleus was constructed by condensation of o-phenylene diamine and diethy loxalate in equimolar quantities which upon heating yielded quinoxaline-2, 3-diol moiety. The quinoxaline-2,3-diol was treated with POCl3 to furnish 2,3-di chloro quinoxaline (2). Further the 2-chloro-3-hydrazinoquinoxaline (3) was synthesized by the reaction of 2,3-dichloroquinoxaline (2) and hydrazine hydrate in methanolic medium upon refluxing for 60 min. different Schiff’s bases of 2-chloro-3-hydrazine quinoxaline were obtained by refluxing the appropriate substituted benzaldehyde and 2-chloro-3-hydrazinoquinoxaline (3) in acetic medium for 3 h. All the synthesized compounds were screened for their antibacterial and antifungal activities by using cup plate method against Bacillus subtilis, Bacillus pumilus, Escherichia coli, Pseudomonas aeruginosa, Aspergillus Niger and Candida albicans at 100, 50 ig/mL concentration using ciprofloxacin and clotrimazole as reference standard drugs respectively. Compounds 4e and 4f showed significant activity against Pseudomonas aeruginosa, 4a and 4d showed significant activity against Bacillus subtilis, the compound 4c showed good activity against the organism Bacillus pumilus, whereas the compound 4a shown moderate antifungal activity against Candida albicans. The rest of the compounds showed weak activity when compared to the standard ciprofloxacin and clotrimazole.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N1379 | ChemSpider

 

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Imidazo[1,2-a]quinoxaline compounds for the treatment of cancers as well as pharmaceutical compositions that include these compounds and their uses in therapy. The compound of general formula (I):

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Catch it if you can! Redox-active resorcin[4]arene cavitands with quinone walls can be reversibly reduced to the hydroquinone form, influencing their host-guest complexation strength. Specifically, a top-covered triptycenequinone cavitand forms kinetically stable complexes with cycloalkanes; this complexation is weaker in the reduced hydroquinone form.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N1502 | ChemSpider

 

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Sulfanyl-glycosides have been synthesized by reaction of 2,3-dimercaptoquinoxaline (1) with acetohalo sugars in presence of base to give the thioglycosides-derived quinoxalines 5-7 and 9. Similarly, the acyclic analogs 23-26 were prepared by coupling of 1 with different acyclo-alkylating agents. The preparation of 3-morpholinyl-quinoxalines 10 and 11 allowed the synthesis of 3-glycosylsulfanyl-2-morpholinyl-quinoxalines 12-14 and 17 as well as the acyclic analogs 27-29. Microwave irradiation of the reactants turned out to be preferred over the conventional method for achieving the synthetic goals. This study made an available venue to the synthesis of diverse quinoxaline derivatives.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N1269 | ChemSpider

 

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(Figure Presented) Two new chromogenic and fluorescent probes for anions have been designed, synthesized, and characterized. These probes contain multiple hydrogen bonding donors including hydrazine, hydrazone, and hydroxyl functional groups for potential anion interacting sites. Despite the possible flexible structural framework due to the presence of sp3 carbon linkage, X-ray structure analysis of probe 2 displayed an essentially planar conformation in the solid state owing to strong crystal packing interactions comprising a combination of favorable pi-pi stacking effect and hydrogen bonding to cocrystallized CH3OH molecules. Both probes 1 and 2 display orange color in DMSO solution and show fairly weak fluorescence at room temperature. Binding studies revealed that both probes 1 and 2 show noticeable colorimetric and fluorescent responses only to F-, OAc-, and H2PO4- among the nine anions tested (F -, Cl-, Br-, I-, OAc-, H2PO4-, HSO4-, ClO 4-, and NO3-). The general trend of the sensitivity to anions follows the order of F- > OAc – > H2PO4- > Cl- > Br- ? I- ? HSO4- ? ClO4- ? NO3-. A 1:2 (probe to anion) binding stoichiometry was found for probe 1 with OAc- and H2PO4- and probe 2 with F-, OAc -, and H2PO4-. The binding isotherm of probe 1 to F- was found to be complicated with apparent multiple equilibria occurring in solution. The formation of an aggregated supramolecular complex upon addition of fluoride is proposed to rationalize the observed optical responses and is supported by ESI mass spectrometry and pulsed-field gradient NMR spectroscopy. Data analysis suggests that the binding of probe 1 to F- shows positive homotropic cooperativity.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N1292 | ChemSpider

 

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Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. Formula: C8H4Cl2N2, In a article, mentioned the application of 2213-63-0, Name is 2,3-Dichloroquinoxaline, molecular formula is C8H4Cl2N2

The syntheses, characterizations, and substituent effects on the vase vs kite conformations of 1-17 are described. These compounds are assembled by two-step syntheses from resorcinol (or 2-substituted derivatives) and aldehydes to form octols 18-26 in high yields, followed by 4-fold bridging reactions with quinoxalines 27-29 or pyrazine 30. In the crystal structure of 3-2CH2Cl2, one CH2Cl2 is enclosed in the vase cavity, while a second CH2Cl2 is found surrounded by the four (CH2)4Cl groups. When the 2-position of resorcinol is hydrogen, only the vase form of the cavitands exists at 25 C or higher when quinoxaline bridged, as in 1-7, and at all available temperatures when pyrazine bridged, as in 13. The R and B groups of 1-7 can be varied to control solubility and cavity size without greatly affecting the vase-kite structures. When the 2-position of resorcinol is occupied by a methyl, an ethyl, or a bromine, as in 14-17, only the kite conformation is observed at all available temperatures. When the 2-position is hydrogen and the system is quinoxaline, only the kite conformer is observed at temperatures below -50 C. When the 2-position is CH3, the kite conformer equilibrates with its dimer. When the 2-position is CH3CH2, as in 17, the kite conformer does not form a dimer. The kite C2v, structures under pseudorotation and also dimerize when they contain 2-methylresorcinyl groups to give dimers of D2d symmetry. In some systems, these processes could be differentiated by use of variable-temperature 1H NMR spectra.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N1469 | ChemSpider

 

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In this paper, we report the successful synthesis of new 2-phenyl-3-substituted furo/thieno[2,3-b]quinoxaline derivatives from 2-chloro-3-methoxyquinoxaline and 2-chloro-3-(methylthio)quinoxaline by a three-step approach. The Sonogashira coupling reaction of the title compounds with terminal alkynes afforded 2-methoxy-3-(phenylethynyl)quinoxaline and 2-(methylthio)-3-(phenylethynyl)quinoxaline in good to excellent yields. The iodocyclization of the resulting compounds using ICl in CH2Cl2 afforded 3-iodo-2-phenylfuro[2,3-b]quinoxaline and 3-iodo-2-phenylthieno[2,3-b]quinoxaline. The subsequent palladium-catalyzed Sonogashira, Suzuki, and Heck reactions of the resulting iodo compounds led to the formation of 2,3-disubstituded furo/thieno[2,3-b]quinoxaline in high yields. All compounds were fully characterized by FT-IR, mass, 1H NMR, and 13C NMR spectral data. The synthesized quinoxaline derivatives were also screened against the two bacterial strains Escherichia coli and Micrococcus luteus.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N1272 | ChemSpider

 

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Substituted 1,3-dithiolo- and 1,4-dithiinoquinoxalines are prepared which correspond to the formula: STR1 wherein X represents: STR2 and R 1 and R 2 independently represent hydrogen, halogen, nitro, cyano, alkyl, alkoxy, arylcarbonyl, or an alkoxy carbonyl group.These compounds have been found to exhibit antimicrobial and marine antifouling activity in industrial and commercial applications and compositions containing these compounds are so employed.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N1217 | ChemSpider

 

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X-ray crystal structure of 3*2PhF and 1H NMR complexation studies in solution reveal the strong tendency of cavitand 3 to selectively bind aromatic guests in organic solution.The association constants (Ka) for eight 1:1 caviplexes formed in acetone-d6 were determined.The solvation effect is largely responsible for the relatively low Ka values observed.The orientation assumed by the guests inside the cavity is determined by dipole-dipole interactions between the host and the guest; additional CH3-? interactions are present in the case of 3*3(CH3)2CO.The modification of the structure of 3 by introducing a suitable and furtherly modifiable substituent allowed the synthesis of optically pure chiral cavitand 5. 1H NMR complexation studies of 5 in acetone-d6 reveal that the CH2OH group perching on top of the cavity rim affects the selectivity but not the orientation of the included aromatic guests for the 1:1 caviplexes formed.

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Quinoxaline – Wikipedia,
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Semiquinones (SQ) are generated in photosynthetic organisms upon photoinduced electron transfer to quinones (Q). They are stabilized by hydrogen bonding (HB) with the neighboring residues, which alters the properties of the reaction center. We designed, synthesized, and investigated resorcin[4]arene cavitands inspired by this function of SQ in natural photosynthesis. Cavitands were equipped with alternating quinone and quinoxaline walls bearing hydrogen bond donor groups (HBD). Different HBD were analyzed that mimic natural amino acids, such as imidazole and indole, along with their analogues, pyrrole and pyrazole. Pyrroles were identified as the most promising candidates that enabled the cavitands to remain open in the Q state until strengthening of HB upon reduction to the paramagnetic SQ radical anion provided stabilization of the closed form. The SQ state was generated electrochemically and photochemically, whereas properties were studied by UV/Vis spectroelectrochemistry, transient absorption, and EPR spectroscopy. This study demonstrates a photoredox-controlled conformational switch towards a new generation of molecular grippers.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N1447 | ChemSpider