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160660

Sigma-Aldrich

Quinaldic acid

98%

Synonym(s):

2-Quinolinecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C10H7NO2
CAS Number:
Molecular Weight:
173.17
Beilstein:
126322
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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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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