160660
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
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Assay
98%
form
solid
mp
156-158 °C (lit.)
functional group
carboxylic acid
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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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
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)
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
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
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