174823

Sigma-Aldrich

4-Quinolinecarboxylic acid

97%

Empirical Formula (Hill Notation):
C10H7NO2
CAS Number:
Molecular Weight:
173.17
Beilstein/REAXYS Number:
5224
EC Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level

assay

97%

mp

254-255 °C (lit.)

SMILES string

OC(=O)c1ccnc2ccccc12

InChI

1S/C10H7NO2/c12-10(13)8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H,12,13)

InChI key

VQMSRUREDGBWKT-UHFFFAOYSA-N

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Application

4-Quinolinecarboxylic acid was used in the coupling reaction with diamine linker. A 4-quinolinecarboxylic acid analogue, brequinar sodium was used to inhibit dihydroorotate dehydrogenase and the de novo biosynthesis of pyrimidine.

Packaging

1 g in glass bottle

Biochem/physiol Actions

4-Quinolinecarboxylic acid showed anti-tumor activity against L1210 leukemia and B16 melanoma.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

A J Dobson et al.
Acta crystallographica. Section C, Crystal structure communications, 54 ( Pt 12), 1883-1885 (1999-01-28)
The title acid, C10H7NO2, crystallized in the centrosymmetric space group P2(1)/c with one molecule in the asymmetric unit. There is a single hydrogen bond. O-H...N, with a donor-acceptor distance of 2.596 (1) A. The carboxylic H atom is ordered. The...
Dorothée Duvelleroy et al.
Organic & biomolecular chemistry, 3(20), 3794-3804 (2005-10-08)
Rapid synthesis of quinoline-4-carboxylic acid derivatives has been achieved by reaction of 2-methoxy acrylates or acrylamides with N-arylbenzaldimines in acetonitrile under InCl3 catalysis and microwave irradiation. Isolated yields up to 57% within 3 min have been obtained. The Lewis acid...
The cardiovascular and respiratory effects of 3-hydroxy-2-phenyl cinchoninic acid.
H A WALKER et al.
The Journal of pharmacology and experimental therapeutics, 102(2), 71-78 (1951-06-01)
Afshin Zarghi et al.
Bioorganic & medicinal chemistry, 17(14), 5312-5317 (2009-06-30)
A group of 4-carboxyl quinoline derivatives possessing a methylsulfonyl COX-2 pharmacophore at the para position of the C-2 phenyl ring were designed and synthesized as selective COX-2 inhibitors. In vitro COX-1/COX-2 structure-activity relationships were determined by varying the substituents on...
M-J Chen et al.
European review for medical and pharmacological sciences, 23(10), 4360-4367 (2019-06-08)
The aim of this work was to explore whether lncRNA-MEG3 could serve as a serum biomarker for diagnosing chronic hepatitis B (CHB) and improve the early diagnostic and treatment efficacies. Serum level of lncRNA-MEG3 in CHB patients and healthy controls...

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