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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:
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)

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Felipe Lombó et al.
Chembiochem : a European journal of chemical biology, 7(2), 366-376 (2006-01-13)
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B R Bochner et al.
Journal of bacteriology, 143(2), 926-933 (1980-08-01)
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Alleyn T Plowright et al.
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Saframycin A (SafA) is a natural product that inhibits human cancer cell proliferation. Its synthetic analog, QAD, is a more potent inhibitor of these cells. SafA does not affect wild-type yeast, but it does inhibit growth of the strain CCY333
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
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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