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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

Quality Level

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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Alleyn T Plowright et al.
Chemistry & biology, 9(5), 607-618 (2002-05-29)
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
Induction of ornithine decarboxylase activity in mouse urinary bladder by L-tryptophan and some of its metabolites.
M Matsushima et al.
Cancer research, 42(9), 3587-3591 (1982-09-01)
Graham Smith et al.
Acta crystallographica. Section C, Crystal structure communications, 64(Pt 3), o180-o183 (2008-03-07)
The structures of the 1:1 proton-transfer compounds of 4,5-dichlorophthalic acid with 8-hydroxyquinoline, 8-aminoquinoline and quinoline-2-carboxylic acid (quinaldic acid), namely anhydrous 8-hydroxyquinolinium 2-carboxy-4,5-dichlorobenzoate, C(9)H(8)NO(+) x C(8)H(3)Cl(2)O(4)(-), (I), 8-aminoquinolinium 2-carboxy-4,5-dichlorobenzoate, C(9)H(9)N(2)(+) x C(8)H(3)Cl(2)O(4)(-), (II), and the adduct hydrate 2-carboxyquinolinium 2-carboxy-4,5-dichlorobenzoate quinolinium-2-carboxylate monohydrate
Paloma Riquelme et al.
Nature communications, 9(1), 2858-2858 (2018-07-22)
Human regulatory macrophages (Mreg) have shown early clinical promise as a cell-based adjunct immunosuppressive therapy in solid organ transplantation. It is hypothesised that recipient CD4+ T cell responses are actively regulated through direct allorecognition of donor-derived Mregs. Here we show
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

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