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Key Documents

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174823

Sigma-Aldrich

4-Quinolinecarboxylic acid

97%

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About This Item

Fórmula empírica (notación de Hill):
C10H7NO2
Número de CAS:
486-74-8
Peso molecular:
173.17
Beilstein/REAXYS Number:
5224
EC Number:
207-640-1
MDL number:
MFCD00006782
UNSPSC Code:
12352100
PubChem Substance ID:
24850356
NACRES:
NA.22

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.

Biochem/physiol Actions

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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He Huang et al.
The Journal of organic chemistry, 74(15), 5476-5480 (2009-07-04)
We developed a simple and convenient copper-catalyzed method for the synthesis of quinoline-2-carboxylate derivatives through sequential intermolecular addition of alkynes onto imines and subsequent intramolecular ring closure by arylation. The efficiency of this system allowed the reactions to be carried
D L Dexter et al.
Cancer research, 45(11 Pt 1), 5563-5568 (1985-11-01)
A novel, substituted 4-quinolinecarboxylic acid (NSC 339768) demonstrated antitumor activity against L1210 leukemia and B16 melanoma in the National Cancer Institute's Developmental Therapeutics Program. An extensive analogue synthesis program was initiated; over 200 derivatives were synthesized and tested for anticancer
Solid-phase synthesis of substituted quinoline and isoquinoline derivatives using heterocyclic N-oxide chemistry.
Tetrahedron Letters, 39(27), 4749-4752 (1998)
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
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