18514-85-7

Usage

Uses

Used in Pharmaceutical Industry:
4(1H)-oxocinnoline 3-carboxylic acid is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure allows it to act as an inhibitor of certain enzymes and receptors, making it a valuable target for the development of new therapeutic agents.
Used in Organic Synthesis:
4(1H)-oxocinnoline 3-carboxylic acid is used as a key building block in the synthesis of complex organic molecules. Its carboxylic acid group can participate in various chemical reactions, enabling the formation of diverse chemical entities with potential applications in various fields.
Used in Research and Development:
4(1H)-oxocinnoline 3-carboxylic acid is utilized in research laboratories for studying its potential pharmacological properties. Its ability to inhibit certain enzymes and receptors makes it a valuable tool for understanding the mechanisms of various biological processes and identifying new therapeutic targets.

Upstream product

• 530-85-8 3-(2-nitrophenyl)-2-propynoic acid 
• 40885-82-3 2-(phenylhydrazono)malonic acid 
• 142-04-1 aniline hydrochloride 
• 1044741-83-4 C₁₃H₁₄N₂O₃ 
• 6134-59-4 diethyl 2-(phenylhydrazono)malonate 
• 19288-90-5 2-(phenylhydrazono)-propanedioyl dichloride 

Downstream Products

• 18514-84-6 4(1H)-cinnolon 
• 854888-36-1 (6-nitro-cinnolin-4-yl)-phenyl-amine 
• 5265-43-0 1-Methyl-6-nitro-4-cinnolon 
• 7398-02-9 4-Methoxy-6-nitro-cinnolin 
• 68211-17-6 4-chloro-6-nitrocinnoline 
• 93334-81-7 1-Acetyl-4-cinnolon 
• 854897-28-2 6-amino-1H-cinnolin-4-one 
• 1556-22-5 1-methylcinnolin-4(1H)-one 

Relevant academic research and scientific papers

Novel synthesis of cinnolines and 1-aminoindolines via Cu-catalyzed intramolecular N-arylation of hydrazines and hydrazones prepared from 3-haloaryl-3-hydroxy-2-diazopropanoates

(Chemical Equation Presented) A new and facile access to cinnolines, dihydrocinnolines, and 1-aminoindolines was established by use of diazo functionalities. The hydrazines and hydrazones as cyclization precursors derived from 3-haloaryl-3-hydroxy-2-diazopropanoates, which are prepared by one-pot procedure utilizing phase-transfer catalysis, are successfully converted to the corresponding nitrogen heterocycle by Cu-catalyzed N-arylation. Furthermore, analysis of UV spectra proved that 4-oxo-3-carboxylates predominantly exist not as 4-hydroxycinnoline (enol form) but as cinnolone (keto form).

Pharmacomodulations around the 4-oxo-1,4-dihydroquinoline-3-carboxamides, a class of potent CB2-selective cannabinoid receptor ligands: Consequences in receptor affinity and functionality

CB2 receptor selective ligands are becoming increasingly attractive drugs due to the potential role of this receptor in several physiopathological processes. Thus, the development of our previously described series of 4-oxo-1,4-dihydroquinoline-3-carboxamides was pursued with the aim to further characterize the structure-affinity and structure-functionality relationships of these derivatives. The influence of the side chain was investigated by synthesizing compounds bearing various carboxamido and keto substituents. On the other hand, the role of the quinoline central scaffold was studied by synthesizing several 6-, 7-, or 8-chloro-4-oxo-1,4-dihydroquinolines, as well as 4-oxo-1,4-dihydronaphthyridine and 4-oxo-1,4-dihydrocinnoline derivatives. The effect of these modifications on the affinity and functionality at the CB2 receptor was studied and allowed for the characterization of new selective CB2 receptor ligands.

Solid phase synthesis of 6-acylamino-1-alkyl/aryl-4-oxo-1,4- dihydrocinnoline-3-carboxamides

6-Acylmino-1-alkyl/aryl-4-oxo-1,4-dihydrocinnoline-3-carboxamides were synthesized in parallel from 6-nitro-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid. The latter formed amides with amines bound to polystyrene-based resins via acid-labile linkers. N1 an