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Sigma-Aldrich

Quinaldic acid

98%

Synonym(s):

2-Quinolinecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C10H7NO2
CAS Number:
93-10-7
Molecular Weight:
173.17
Beilstein/REAXYS Number:
126322
EC Number:
202-218-3
MDL number:
MFCD00006752
UNSPSC Code:
12352100
PubChem Substance ID:
24849884
NACRES:
NA.22

assay

98%

form

solid

mp

156-158 °C (lit.)

SMILES string

OC(=O)c1ccc2ccccc2n1

InChI

1S/C10H7NO2/c12-10(13)9-6-5-7-3-1-2-4-8(7)11-9/h1-6H,(H,12,13)

InChI key

LOAUVZALPPNFOQ-UHFFFAOYSA-N

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General description

Quinaldic acid is also referred as quinoline-2-carboxylic acid. Microwave-assisted preparation of substituted anilides of quinaldic acid has been reported. It inhibits the oxidation of pyruvate, α-ketoglutarate, glutamate and citrate in rat liver mitochondria. Quinaldic acid is a metabolite of tryptophan degradation and inhibits the gluconeogenesis in perfused livers.

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, Faceshields, Gloves

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N D Priestley et al.
Bioorganic & medicinal chemistry, 4(7), 1135-1147 (1996-07-01)
Specifically 13C-labeled quinoline-2-carboxylate derivatives were synthesized from quinoline and used to study the biosynthesis of thiostrepton in a strain of Streptomyces laurentii. 13C NMR analysis of thiostrepton recovered after feeding methyl (RS)-[11-13C]-4-(1-hydroxyethyl)quinoline-2-carboxylate or methyl [11-13C]-4-acetylquinoline-2-carboxylate showed conclusively that these compounds
Pavel Bobal et al.
Molecules (Basel, Switzerland), 17(2), 1292-1306 (2012-02-02)
In this study a one step method for the preparation of substituted anilides of quinoline-2-carboxylic acid was developed. This efficient innovative approach is based on the direct reaction of an acid or ester with substituted anilines using microwave irradiation. The
K Jhamandas et al.
Brain research, 529(1-2), 185-191 (1990-10-08)
Certain products of tryptophan metabolism interact with excitatory amino acid receptors to produce or protect against excitotoxicity. In this study, the action of several tryptophan metabolites, yielded by the kynurenine pathway, on cortical cholinergic toxicity was evaluated following focal injection
Zhao-Qing Du et al.
Journal of Cancer, 11(15), 4614-4624 (2020-06-04)
Platelet-derived growth receptor α (PDGFRα) is a key factor in many pathophysiological processes. The expression level of PDGFRα is significantly elevated in the early stage of liver development and maintained at a lower level in adult normal livers. In this
Stereocontrolled synthesis of the quinaldic acid macrocyclic system of thiostrepton.
K C Nicolaou et al.
Angewandte Chemie (International ed. in English), 41(11), 1937-1940 (2002-06-03)
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