486-74-8

Usage

Uses

Used in Pharmaceutical Industry:
Quinoline-4-carboxylic acid is used as a building block for the synthesis of small therapeutic agent compounds. Its chemical properties allow it to be a key component in the development of new drugs, particularly those targeting various diseases and conditions.
Used in Chemical Synthesis:
As a white to light yellow crystal powder, quinoline-4-carboxylic acid serves as an important intermediate in the synthesis of various chemical compounds. Its versatility in chemical reactions makes it a valuable asset in the field of organic chemistry.

Biochem/physiol Actions

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

Metabolic pathway

The bacterium which is isolated from soil enrichment culture degrades quinoline-4-carboxylic acid to give the two identified metabolites 2-oxo-1,2- dihydroquinoline-4-carboxylic acid and 8-hydroxy-2- oxo-2H-benzopyran-4-carboxylic acid.

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

Upstream product

• 14509-68-3 cinchonan-9-one 
• 110-46-3 isopentyl nitrite 
• 344871-97-2 1-quinolin-4-yl-3-(vinyl-piperidin-4-yl)-propan-1-one 
• 141-52-6 sodium ethanolate 
• 98-95-3 nitrobenzene 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 50-00-0 formaldehyd 
• 4363-95-5 quinoline-4-carboxamide 
• 5467-57-2 2-chloroquinoline-4-carboxylic acid 
• 855166-61-9 2-iodo-quinoline-4-carboxylic acid 
• 5467-61-8 ethyl ester of 2-chlorocinchoninic acid 
• 107-29-9 Acetaldehyde oxime 
• 91-56-5 indole-2,3-dione 
• 118-10-5 Cinchonin 

Downstream Products

• 21233-61-4 quinoline-4-carboxylic acid methyl ester 
• 10447-29-7 ethyl quinoline-4-carboxylate 
• 35035-57-5 4-methoxycarbonyl-1-methyl-quinolinium; iodide 
• 13337-69-4 (RS)-1,2,3,4-tetrahydroquinoline-4-carboxylic acid 
• 157915-68-9 2-amino-quinoline-4-carboxylic acid 
• 15733-89-8 2-hydroxyquinoline-4-carboxylic acid 
• 91799-73-4 quinoline-4-carboxylic acid chloride hydrochloride 
• 73418-16-3 benzyl-(5-quinolin-4-yl-[1,3,4]thiadiazol-2-yl)-amine 
• 73418-19-6 (2-methoxy-phenyl)-(5-quinolin-4-yl-[1,3,4]thiadiazol-2-yl)-amine 
• 73418-17-4 phenyl-(5-quinolin-4-yl-[1,3,4]thiadiazol-2-yl)-amine 
• 73418-18-5 (5-quinolin-4-yl-[1,3,4]thiadiazol-2-yl)-o-tolyl-amine 
• 89391-04-8 2-indol-3-yl-quinoline-4-carboxylic acid 
• 91-22-5 quinoline 

Relevant academic research and scientific papers

Synthesis and biological evaluation of novel 4-(6-substituted quinolin-4-yl)-N-aryl thiazol-2-amine derivatives as potential antimicrobial agents

Cyclocondensation reaction of 4-(2-bromoacetyl)quinolin-1-ium bromide (4a–d) with substituted arylthiourea, (5a–g) afforded 4-(6-substituted quinolin-4-yl)-N-aryl/pyridyl thiazol-2-amine (6a-ab). These newly synthesized derivatives were evaluated for in vitro antibacterial activity against Escherichia coli (NCIM 2574), Proteus mirabilis (NCIM 2388) (Gram-negative strains), Bacillus subtilis (NCIM 2063), Staphylococcus albus (NCIM 2178) (Gram-positive strains) and in vitro antifungal activity against Aspergillus niger (ATCC 504) and Candida albicans (NCIM 3100). Compounds 6a, 6b, 6d, 6f, 6k, and 6l showed moderate to good antibacterial activity against S. albus. Ten derivatives 6c, 6q, 6r, 6s, 6t, 6v, 6w, 6x, 6y, and 6aa, showed moderate to good activity against A. niger. N-[4-(Quinolin-4-yl)-1,3-thiazol-2-yl]pyridin-2-amine presented comparable activity against A. niger with respect to standard drug Rouconazole.

Isoindoline compound, and preparation method, pharmaceutical composition and application thereof

The invention relates to a polysubstituted isoindoline compound represented by a general formula (I), and a preparation method, a pharmaceutical composition and an application thereof. Specifically, as a CRL4CRBNE3 ubiquitin ligase regulator with a novel structure, the polysubstituted isoindoline compound provided by the invention has stronger anti-tumor activity and an anti-tumor spectrum, and can be used for preparing medicines for treating diseases related to CRL4CRBNE3 ubiquitin ligase.

Facile and efficient synthesis of quinoline-4-carboxylic acids under microwave irradiation

A facile and efficient method for the preparation of 2-non-substituted quinoline-4-carboxylic acids is described via the Pfitzinger reaction of isatins with sodium pyruvate following consequent decarboxylation under microwave irradiation.

Preparation of 4,7-diphenyl-1,10-phenanthroline-2,9-dicarboxylic acid catalyzed by iron(III)porphyrins with (diacetoxyiodo)benzene

Using iron(III)porphyrins in combination with (diacetoxyiodo)benzene allows for the conversion of 2,9-bis(bromomethyl)-4,7-diphenyl-1,10-phenanthroline into 4,7-diphenyl-1,10-phenanthroline-2,9-dicarboxylic acid. This method provides a cost-effective and environmentally-friendly oxidation procedure using less toxic PhI(OAc)2 and biologically relevant iron(III)porphyrins. The catalytic activity of five kinds of iron-metallated functional porphyrins were investigated using different oxidants, including air, H2O 2, PhI(OAc)2, PhIO and NaClO. Our results showed that the use of T(p-NO2)PPFeCl with PhI(OAc)2 as the oxidant in the presence of water displays remarkable activity for the desired oxidation reaction. The generality of this method was examined by synthesizing the carboxylic acids of pyridines and quinolines.

Facile, one-step production of niacin (vitamin B3) and other nitrogen-containing pharmaceutical chemicals with a single-site heterogeneous catalyst

Niacin (3-picolinic acid), which is extensively used as vitamin B 3 in foodstuffs and as a cholesterol-lowering agent, along with other oxygenated products of the picolines, 4-methylquinoline, and a variety of pyrimidines and pyridazines, may be produced in a single-step, environmentally benign fashion by combining single-site, open-structure, heterogeneous catalysts witha solid source of active oxygen, namely acetyl peroxyborate (APB), in the absence of an organic solvent. The high activities, selectivities, and the relatively mild conditions employed with this single-site heterogeneous catalyst, coupled with ease of transport, storage, and stability of the solid oxidant, augurs well for the future use of APB in conjunction with other open-structure, single-site catalysts for fine-chemical, pharmaceutical, and agrochemical applications.

Alkaloids from Nitraria komarovii. Structures of nitraridine, dihydronitraridine, and tetrahydronitraridine

Three new alkaloids nitraridine (1), dihydronitraridine (2), and tetrahydronitraridine (3) were isolated from the aerial part of Nitraria komarovii. Their structures were established based on chemical transformations and spectral data. The compounds were synthesized. Spectral properties of the komarovine subgroup of alkaloids were discussed.

Synthesis and reactivity of lithium tri(quinolinyl)magnesates

2-, 3- and 4-Bromoquinolines were converted to the corresponding lithium tri(quinolinyl)magnesates at -10°C when exposed to Bu3MgLi in THF. The resulting organomagnesium derivatives were quenched with various electrophiles or involved in metal-catalyzed coupling reactions with heteroaryl halides to afford functionalized quinolines.

Remarkable effect of nitrogen dioxide for N-hydroxyphthalimide-catalyzed aerobic oxidation of methylquinolines

Aerobic oxidation of methylquinolines was successfully achieved by the use of N-hydroxyphthalimide/Co(OAc)2/Mn(OAc)2 as catalyst in the presence of a small amount of nitrogen dioxide as an initiator.

A new approach to the oxidation of methylquinolines with selenium dioxide

A study of some parameters which influence the oxidation of 2- and 4-methylquinolines with selenium dioxide (or selenious acid) in dioxane has allowed to correct some erroneous opinions of this method and to elaborate a general, simple, fast, and cheap procedure of oxidation of methylquinolines having a methyl group in the position 2 or 4.

The oxidation of aromatic aldehydes to carboxylic acids using hydrogen peroxide in formic acid

Aromatic aldehydes and particularly heteroaromatic aldehydes 1 are efficiently and conveniently oxidized to their corresponding carboxylic acids 2 by hydrogen peroxide in formic acid at 4°C.