5350-94-7

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 7-chloro-4-hydroxy-8-methylquinoline-3-carboxylate is used as a key intermediate in the synthesis of various pharmaceuticals for its potential biological activities. Its presence in the development of antimalarial and antibacterial agents highlights its importance in creating effective treatments for these diseases.
Used in Agrochemical Industry:
Ethyl 7-chloro-4-hydroxy-8-methylquinoline-3-carboxylate also serves as an intermediate in the synthesis of agrochemicals, where its unique structure and functional groups contribute to the creation of effective products for agricultural applications, such as pesticides and herbicides.
Used in Organic Synthesis:
Ethyl 7-chloro-4-hydroxy-8-methylquinoline-3-carboxylate is utilized as a building block in organic synthesis, enabling the development of new compounds with diverse applications across various industries.
Used in Drug Discovery:
Its role in drug discovery is significant, as its unique structure allows for the exploration of new drug candidates with potential therapeutic benefits in treating various diseases and conditions.

InChI:InChI=1/C13H12ClNO3/c1-3-18-13(17)9-6-15-11-7(2)10(14)5-4-8(11)12(9)16/h4-6H,3H2,1-2H3,(H,15,16)

Upstream product

• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 87-60-5 3-chloro-2-methylbenzenamine 
• 58666-10-7 2-[(3-chloro-2-methyl-phenylamino)-methylene]-malonic acid diethyl ester 

Downstream Products

• 405923-50-4 7-chloro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 

Relevant academic research and scientific papers

Investigations on the 4-quinolone-3-carboxylic acid motif. 2. Synthesis and structure-activity relationship of potent and selective cannabinoid-2 receptor agonists endowed with analgesic activity in vivo

Quinolone-3-carboxamides 11 bearing at position 5, 6, 7, or 8 diverse substituents such as halides, alkyl, aryl, alkoxy, and aryloxy groups differing in their steric/electronic properties, were prepared. The new compounds were tested in vitro for CB1 and

Evaluation of 3-carboxy-4(1H)-quinolones as inhibitors of human protein kinase CK2

Due to the emerging role of protein kinase CK2 as a molecule that participates not only in the development of some cancers but also in viral infections and inflammatory failures, small organic inhibitors of CK2, besides application in scientific research, may have therapeutic significance. In this paper, we present a new class of CK2 inhibitors-3-carboxy-4(1H)-quinolones. This class of inhibitors has been selected via receptor-based virtual screening of the Otava compound library. It was revealed that the most active compounds, 5,6,8-trichloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (7) (IC 50 = 0.3 μM) and 4-oxo-1,4-dihydrobenzo[h]quinoline-3-carboxylic acid (9) (IC50 = 1 μM), are ATP competitive (Ki values are 0.06 and 0.28 μM, respectively). Evaluation of the inhibitors on seven protein kinases shows considerable selectivity toward CK2. According to theoretical calculations and experimental data, a structural model describing the key features of 3-carboxy-4(1H)-quinolones responsible for tight binding to CK2 active site has been developed.