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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

Quality Level

200

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

Certificates of Analysis (COA)

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S Fetzner et al.
Biological chemistry Hoppe-Seyler, 374(6), 363-376 (1993-06-01)
Serratia marcecens 2CC-1 utilizes quinaldic acid (quinoline 2-carboxylic acid) as sole source of carbon, nitrogen and energy. Growth of strain 2CC-1 on quinaldic acid as well as on nicotinic acid and hypoxanthine was inhibited completely by the molybdate antagonist tungstate
Mode of action of hypoglycemic agents. 3. Studies on 5-methoxy indole-2-carboxylic acid and quinaldic acid.
J Reed et al.
The Journal of biological chemistry, 245(20), 5297-5303 (1970-10-25)
Total synthesis of thiostrepton, part 2: construction of the quinaldic acid macrocycle and final stages of the synthesis.
K C Nicolaou et al.
Angewandte Chemie (International ed. in English), 43(38), 5092-5097 (2004-09-17)
R M Epand
Medical hypotheses, 9(2), 207-213 (1982-08-01)
Ergothioneine is believed not to be synthesized by man but it accumulates to high concentrations in some mammalian cells as a result of dietary intake. Ergothioneine is known to chelate divalent metal ions with high affinity. Other substances which are
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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