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55088

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

Quality Level

100

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)
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Molecules (Basel, Switzerland), 25(7) (2020-04-09)
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
A combined experimental and theoretical study on 8-hydroxy-2-quinolinecarboxylic acid.
Badoglu S and Yurdakul S.
Optics and Spectroscopy, 116(2), 196-206 (2014)
Francesco Bellia et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(70), 16690-16705 (2020-07-07)
Metal dysregulation, oxidative stress, protein modification, and aggregation are factors strictly interrelated and associated with neurodegenerative pathologies. As such, all of these aspects represent valid targets to counteract neurodegeneration and, therefore, the development of metal-binding compounds with other properties to
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