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108340

3-Hydroxy-2-quinoxalinecarboxylic acid

Name: 3-Hydroxy-2-quinoxalinecarboxylic acid
Brand: ALDRICH

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About This Item

Empirical Formula (Hill Notation):

C₉H₆N₂O₃

CAS Number:

1204-75-7

Molecular Weight:

190.16

NACRES:

NA.22

PubChem Substance ID:

24846662

UNSPSC Code:

12352100

EC Number:

214-877-4

MDL number:

MFCD00006726

Assay:

97%

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Properties

Quality Level

200

assay

97%

mp

267-268 °C (lit.)

functional group

carboxylic acid

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

Description

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000511194

0000136759

0000105271

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Absence of side-effects in the anticonvulsant action of cortically applied antagonists of N-methyl-D-aspartate.

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

A study of the molecular structure and spectroscopic properties of 3-hydroxy-2-quinoxalinecarboxylic acid by experimental methods and quantum chemical calculations.

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

Excited state intramolecular proton transfer (ESIPT) in six-coordinated zinc(ii)-quinoxaline complexes with ligand hydrogen bonds: their fluorescent properties sensitive to axial positions.

Ken-Ichi Sakai et al.

Dalton transactions (Cambridge, England : 2003), 39(8), 1989-1995 (2010-02-12)

Zinc(ii)-quinoxaline complexes, [Zn(hqxc)(2)(py)(2)] and [Zn(hqxc)(2)(DMSO)(2)] (hqxc = 3-hydroxy-2-quinoxalinecarboxylate, py = pyridine, DMSO = dimethyl sulfoxide), were prepared and characterized by X-ray crystallography and fluorescence spectroscopy. In both complexes, the zinc ion is six-coordinated by two equatorial bidentate hqxc ligands with

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Global Trade Item Number

SKU	GTIN
108340-5G	04061838683229