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108340

Sigma-Aldrich

3-Hydroxy-2-quinoxalinecarboxylic acid

97%

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About This Item

Empirical Formula (Hill Notation):
C9H6N2O3
CAS Number:
Molecular Weight:
190.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

267-268 °C (lit.)

SMILES string

OC(=O)c1nc2ccccc2nc1O

InChI

1S/C9H6N2O3/c12-8-7(9(13)14)10-5-3-1-2-4-6(5)11-8/h1-4H,(H,11,12)(H,13,14)

InChI key

NMOWGWOAPRKWIR-UHFFFAOYSA-N

Application

3-Hydroxy-2-quinoxalinecarboxylic acid was used to study the sorption of ionizable organic compounds to an estuarine sediment. It was used in the preparation of Zinc(II)-quinoxaline complexes which was characterized by X-ray crystallography and fluorescence spectroscopy.

Biochem/physiol Actions

3-Hydroxy-2-quinoxalinecarboxylic acid is an antagonist of excitatory amino acids and possesses anticonvulsant properties. It inhibits the 22Na+ efflux produced in 22Na+-preloaded brain slices by N-methyl-D-aspartate and kainate.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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H Frenk et al.
Brain research, 373(1-2), 222-226 (1986-05-14)
Three compounds reportedly blocking the N-methyl-D-aspartate (NMDA) receptor, namely 2-amino-5-phosphonovalerate, gamma-D-glutamylglycine and 3-hydroxy-2-quinoxalinecarboxylic acid, were injected subdurally onto the cortex of freely moving rats. All 3 compounds effectively suppressed behavioral and electrographic seizure activity induced by strychnine, morphine and picrotoxin
Serdar Badoğlu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 101, 14-21 (2012-10-27)
The mid-IR and Raman spectra of 3-hydroxy-2-quinoxalinecarboxylic acid (3HQC) were recorded. These spectra were interpreted with the help of B3LYP/6-311++G(d,p) calculations and potential energy distribution (PED) analysis. As a result of the calculations, seven tautomers were determined among many stable
U Erez et al.
European journal of pharmacology, 110(1), 31-39 (1985-03-26)
Various aromatic acids have been investigated as putative ligands of excitatory amino acid receptors. 3-Hydroxy-2-quinoxalinecarboxylic acid (HQC), at 1 mM, was found to antagonize the 22Na+ efflux produced in 22Na+-preloaded brain slices by N-methyl-D-aspartate and kainate. The response to glutamate
William D Burgos et al.
Journal of contaminant hydrology, 84(3-4), 107-126 (2006-02-14)
The sorption of 16 ionizable organic compounds (IOCs) to an estuarine sediment was measured in synthetic estuarine water as a function of IOC concentration (1-100 microM) at fixed ionic strength (0.4 M), pH (7.6), and sediment concentration (0.018 g sediment
Cadmium (II) and calcium (II) complexes with N, O-bidentate ligands derived from pyrazinecarboxylic acid.
Barszcz B, et al.
Journal of Thermal Analysis and Calorimetry, 108(3), 971-978 (2012)

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