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Sigma-Aldrich

8-Hydroxy-2-quinolinecarboxylic acid

≥98.0% (HPLC)

Synonym(s):

8-Hydroxyquinaldic acid

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About This Item

Empirical Formula (Hill Notation):
C10H7NO3
CAS Number:
1571-30-8
Molecular Weight:
189.17
Beilstein/REAXYS Number:
146082
MDL number:
MFCD00168972
UNSPSC Code:
12352100
PubChem Substance ID:
57651493
NACRES:
NA.22

assay

≥98.0% (HPLC)

form

solid

SMILES string

OC(=O)c1ccc2cccc(O)c2n1

InChI

1S/C10H7NO3/c12-8-3-1-2-6-4-5-7(10(13)14)11-9(6)8/h1-5,12H,(H,13,14)

InChI key

UHBIKXOBLZWFKM-UHFFFAOYSA-N

Related Categories

General description

8-Hydroxy-2-quinolinecarboxylic acid (8HQC) is a tridentate chelating agent. It reacts with 2-aminophenol to form a benzoxazole derivative, which can undergo fluorescence quenching in water, making it a viable candidate for developing a probe for detecting water in aprotic organic solvents. The analysis of mid-IR and Raman spectra of 8HQC shows the presence of seven tautomers.

Application

8-Hydroxy-2-quinolinecarboxylic acid may be used in the preparation of bis (8-hydroxyquinoline-2-carboxylato-Κ3N,O,O′) cobalt (II) trihydrate.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Determination of water content in aprotic organic solvents using 8-hydroxyquinoline based fluorescent probe.
Kim JS, et al.
Bull. Korean Chem. Soc., 27(12), 2058-2058 (2006)
Bis (8-hydroxyquinoline-2-carboxylato-?3N,O,O') cobalt (II) trihydrate.
Okabe N and Muranishi Y.
Acta Crystallographica Section E, Structure Reports Online, 58(7), m352-m353 (2002)
A combined experimental and theoretical study on 8-hydroxy-2-quinolinecarboxylic acid.
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Optics and Spectroscopy, 116(2), 196-206 (2014)
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8-Hydroxyquinaldic acid, the end-metabolite of tryptophan, is well-known metal chelator; however, its role in humans, especially in cancer promotion and progression, has not been fully revealed. Importantly, 8-hydroxyquinaldic acid is the analog of kynurenic acid with evidenced antiproliferative activity towards
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