QUINOXALINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H6N2
Molecular Weight	130.1466
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1=CC=C2N=CC=NC2=C1

InChI

InChIKey=XSCHRSMBECNVNS-UHFFFAOYSA-N

InChI=1S/C8H6N2/c1-2-4-8-7(3-1)9-5-6-10-8/h1-6H

HIDE SMILES / InChI

Molecular Formula	C8H6N2
Molecular Weight	130.1466
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Quantitative structure-activity relationships for small non-peptide antagonists of CXCR2: indirect 3D approach using the frontal polygon method.	2006-01-15	16182534
Synthesis and luminescence properties of U-shaped polycyclic molecules containing syn-facial functionalized quinoxaline rings.	2005-10-27	16235903
Investigation of the separation of heterocyclic aromatic amines by reversed phase ion-pair liquid chromatography coupled with tandem mass spectrometry: the role of ion pair reagents on LC-MS/MS sensitivity.	2005-10-25	15878313
Novel cyclophilin D inhibitors derived from quinoxaline exhibit highly inhibitory activity against rat mitochondrial swelling and Ca2+ uptake/ release.	2005-10	16174436
Efficient solid-phase-based total synthesis of the bisintercalator TANDEM.	2005-09-16	16149796
Proton driven vase-to-kite conformational change in cavitands at an air-water interface monitored by surface SHG.	2005-08-02	16042423
Synthesis of selective SRPK-1 inhibitors: novel tricyclic quinoxaline derivatives.	2005-07-01	15925511
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005-06	15962942
DNA damage induced by a quinoxaline 1,4-di-N-oxide derivative (hypoxic selective agent) in Caco-2 cells evaluated by the comet assay.	2005-05	15817574
Synthesis and characterization of p-phenylenediamine derivatives bearing an electron-acceptor unit.	2005-04-01	15787569
Replacement of active-site residues of quinoline 2-oxidoreductase involved in substrate recognition and specificity.	2005-04	15902470
Quinoxaline 1,4-dioxides induce G2/M cell cycle arrest and apoptosis in human colon cancer cells.	2005-04	15538569
[Studying the efficacy of a series of quinoxaline and azolo[a(b)]quinoxaline derivatives as P2X receptor antagonists].	2005-03-25	15786969
Iridium(III) complexes with orthometalated quinoxaline ligands: subtle tuning of emission to the saturated red color.	2005-03-07	15732974
Discovery of quinazolinone and quinoxaline derivatives as potent and selective poly(ADP-ribose) polymerase-1/2 inhibitors.	2005-02-28	15733846
Part 3: synthesis and biological evaluation of some analogs of the antitumor agents, 2-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}propionic acid, and 2-{4-[(7-bromo-2-quinolinyl)oxy]phenoxy}propionic acid.	2005-02-15	15670915
Functional cross-talk between fatty acid synthesis and nonribosomal peptide synthesis in quinoxaline antibiotic-producing streptomycetes.	2005-02-11	15569690
Novel transient receptor potential vanilloid 1 receptor antagonists for the treatment of pain: structure-activity relationships for ureas with quinoline, isoquinoline, quinazoline, phthalazine, quinoxaline, and cinnoline moieties.	2005-02-10	15689158
[New methyl-quinoxaline derivatives with antimicrobial activity].	2005-02-04	15688781
In vitro activity of new quinoxalin 1,4-dioxide derivatives against strains of Mycobacterium tuberculosis and other mycobacteria.	2005-02	15664491
Water-soluble benzoheterocycle triosmium clusters as potential inhibitors of telomerase enzyme.	2005-02	15621283
On the microscopic theory of polar solvation dynamics.	2005-01-22	15740262
Reactivity and transformation of antibacterial N-oxides in the presence of manganese oxide.	2005-01-15	15707060
Quinoxaline 1,4-dioxide: a versatile scaffold endowed with manifold activities.	2005	16178784
Selective toxicity of a quinoxaline 1,4-di-N-oxide derivative in human tumour cell lines.	2005	15819391
Immunochemical detection of 3-deoxyglucosone in serum.	2004-12-17	15541400
Lewis acid-promoted annulation of O-quinonediimines by allylstannane: a facile synthesis of quinoxaline derivatives.	2004-12-09	15575675
Tyrphostin AGL-2043 eluting stent reduces neointima formation in porcine coronary arteries.	2004-10-01	15364624
The effect of oxythioquinox exposure on normal human mammary epithelial cell gene expression: a microarray analysis study.	2004-09-23	15387888
Hypoxic cells in tumors as a target for cancer therapy.	2004-08-10	15298478
A new family of quinoline and quinoxaline analogues of combretastatins.	2004-07-16	15203159
Occurrence of antimicrobials in the final effluents of wastewater treatment plants in Canada.	2004-07-01	15296302
The influence of intercalator binding on DNA triplex stability: correlation with effects on A-tract duplex structure.	2004-07-01	15227636
Synthesis and anticancer activity evaluation of new 2-alkylcarbonyl and 2-benzoyl-3-trifluoromethyl-quinoxaline 1,4-di-N-oxide derivatives.	2004-07-01	15186857
Zn(II)-induced conformational control of amphiphilic cavitands in langmuir monolayers.	2004-06-21	15179465
Solution-phase synthesis of nucleobase-substituted analogues of triostin A.	2004-05-28	15153026
Lead discovery of quinoxalinediones as an inhibitor of dipeptidyl peptidase-IV (DPP-IV) by high-throughput screening.	2004-05-17	15109673
Co-targeting IGF-1R and c-kit: synergistic inhibition of proliferation and induction of apoptosis in H 209 small cell lung cancer cells.	2004-05-04	15150607
Quinoxaline 1,4-dioxides are novel angiogenesis inhibitors that potentiate antitumor effects of ionizing radiation.	2004-05	15067333
Thermodynamic properties of quinoxaline-1,4-dioxide derivatives: a combined experimental and computational study.	2004-04-16	15074928
[How have we found any new reactions in the field of the heterocyclic chemistry?].	2004-04	15067182
Design and synthesis of novel imidazo[1,2-a]quinoxalines as PDE4 inhibitors.	2004-03-01	14980625
Quinoxaline chemistry. Part XVII. Methyl [4-(substituted 2-quinoxalinyloxy) phenyl] acetates and ethyl N-([4-(substituted 2-quinoxalinyloxy) phenyl] acetyl) glutamates analogs of methotrexate: synthesis and evaluation of in vitro anticancer activity.	2004-03	14987981
Successive determination of thiamine and ascorbic acid in pharmaceuticals by flow injection analysis.	2004-02-18	15127811
Quinoxaline excision: a novel approach to tri- and diquinoxaline cavitands.	2004-02-05	14748586
Metal-assisted light-induced DNA cleavage activity of 2-(methylthio)phenylsalicylaldimine Schiff base copper(II) complexes having planar heterocyclic bases.	2004-02	14729319
Synthesis and Bergman cyclization of a beta-extended porphyrenediyne.	2004-01-21	14737538
Synthesis and biological activity of new quinoxaline antibiotics of echinomycin analogues.	2004-01-19	14698199
Photophysical processes in quinoxaline vapor at low pressure.	2003-11	14583277
Metal-assisted red light-induced efficient DNA cleavage by dipyridoquinoxaline-copper(II) complex.	2003-10-07	14587727

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:18:25 GMT 2025` Edited by `admin` on `Mon Mar 31 19:18:25 GMT 2025`
Record UNII	QM4AR6M6T8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

QUINOXALINE

Systematic Name

English

QUINOXALINE [MI]

Preferred Name

English

Code System Code Type Description

WIKIPEDIA

QUINOXALINE