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About This Item
Empirical Formula (Hill Notation):
C10H7NO2
CAS Number:
Molecular Weight:
173.17
Beilstein:
5224
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
mp
254-255 °C (lit.)
functional group
carboxylic acid
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.
Biochem/physiol Actions
4-Quinolinecarboxylic acid showed anti-tumor activity against L1210 leukemia and B16 melanoma.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
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
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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
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)
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
A J Dobson et al.
Acta crystallographica. Section C, Crystal structure communications, 55 ( Pt 6), 935-937 (1999-07-17)
The title acid, C10H7NO2.2H2O, crystallized in the non-centrosymmetric space group Cc with one zwitterionic organic molecule and two water molecules in the asymmetric unit. One N-H...O and four O-H...O hydrogen bonds are present in this structure, with donor-acceptor distances ranging
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
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