4-Quinolinecarboxylic acid

Name: 4-Quinolinecarboxylic acid
Brand: ALDRICH
Price: 52.6 USD

97%

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₇NO₂

CAS Number:

486-74-8

Molecular Weight:

173.17

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24850356

EC Number:

207-640-1

Beilstein/REAXYS Number:

5224

MDL number:

MFCD00006782

Assay:

97%

Key Documents

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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

100

Related Categories

Chemical Building Blocks

Heterocyclic Building Blocks

Chemistry & Biochemicals

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Show Differences

1 of 4

This Item	633658	633453	108340
Sigma-Aldrich 174823 4-Quinolinecarboxylic acid	Sigma-Aldrich 633658 4-Thiazolecarboxylic acid	Sigma-Aldrich 633453 4-Cyanophenylacetic acid	Sigma-Aldrich 108340 3-Hydroxy-2-quinoxalinecarboxylic acid
assay 97%	assay 97%	assay 97%	assay 97%
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 200
mp 254-255 °C (lit.)	mp 195-199 °C (lit.)	mp 150-154 °C (lit.)	mp 267-268 °C (lit.)
functional group carboxylic acid	functional group carboxylic acid	functional group carboxylic acid, nitrile	functional group carboxylic acid

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[1].

Biochem/physiol Actions

4-Quinolinecarboxylic acid showed anti-tumor activity against L1210 leukemia and B16 melanoma[2].

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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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Activity of a novel 4-quinolinecarboxylic acid, NSC 368390 [6-fluoro-2-(2'-fluoro-1,1'-biphenyl-4-yl)-3-methyl-4-quinolinecarb oxylic acid sodium salt], against experimental tumors.

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

A simple and convenient copper-catalyzed tandem synthesis of quinoline-2-carboxylates at room temperature.

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)

Synthesis, antimycobacterial activities and phototoxic evaluation of 5H-thiazolo[3,2-a]quinoline-4-carboxylic acid derivatives.

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

Hydrogen bonding in quinolinium-4-carboxylate trihydrate.

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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