174823
4-Quinolinecarboxylic acid
97%
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About This Item
Empirical Formula (Hill Notation):
C10H7NO2
CAS Number:
Molecular Weight:
173.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-640-1
Beilstein/REAXYS Number:
5224
MDL number:
Assay:
97%
InChI key
VQMSRUREDGBWKT-UHFFFAOYSA-N
InChI
1S/C10H7NO2/c12-10(13)8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H,12,13)
SMILES string
OC(=O)c1ccnc2ccccc12
assay
97%
mp
254-255 °C (lit.)
functional group
carboxylic acid
Quality Level
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
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
Solid-phase synthesis of substituted quinoline and isoquinoline derivatives using heterocyclic N-oxide chemistry.
Tetrahedron Letters, 39(27), 4749-4752 (1998)
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
Murugesan Dinakaran et al.
Medicinal chemistry (Shariqah (United Arab Emirates)), 4(5), 482-491 (2008-09-11)
Thirty four novel 7-fluoro/nitro-1,2-dihydro-5-oxo-8-(sub)-5H-thiazolo[3,2-a]quinoline-4-carboxylic acids were synthesized from 2,4-dichlorobenzoic acid and 2,4-dichloro-5-fluoroacetophenone by multi step reaction, evaluated for in vitro and in vivo antimycobacterial activities against Mycobacterium tuberculosis H37Rv (MTB), multi-drug resistant Mycobacterium tuberculosis (MDR-TB) and Mycobacterium smegmatis (MC2) and
A J Dobson et al.
Acta crystallographica. Section C, Crystal structure communications, 55 ( Pt 7), 1192-1195 (1999-08-13)
The previously undescribed title substance, C10H7NO2.-3H2O, crystallized in the centrosymmetric space group P1 with one zwitterionic organic molecule and three water molecules in the asymmetric unit. One N-H...O and six O-H...O hydrogen bonds are present in this structure, with donor-acceptor
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