120372-85-2

Basic information

• Product Name: 6,7-DIMETHOXY-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 6,7-DIMETHOXY-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER;3-Quinolinecarboxylic acid, 1,4-dihydro-6,7-diMethoxy-4-oxo-, ethyl ester;ethyl 6,7-dimethoxy-4-oxo-1H-quinoline-3-carboxylate;ethyl 4-hydroxy-6,7-dimethoxyquinoline-3-carboxylate
• CAS NO: 120372-85-2
• Molecular Formula: C₁₄H₁₅NO₅
• Molecular Weight: 277.2726
• Mol File: 120372-85-2.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6,7-DIMETHOXY-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-DIMETHOXY-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER(120372-85-2)
• EPA Substance Registry System: 6,7-DIMETHOXY-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER(120372-85-2)

Safety Data

• Hazardous Substances Data: 120372-85-2(Hazardous Substances Data)

Upstream product

• 26717-39-5 [[(3,4-Dimethoxyphenyl)amino]methylene]malonic acid,diethyl ester 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 6315-89-5 3,4-dimethoxyaniline 

Downstream Products

• 347151-53-5 4-(6,7-Dimethoxyquinolin-4-yloxy)phenylcarbamic acid phenyl ester 
• 190728-25-7 4-((6,7-dimethoxyquinolin-4-yl)oxy)aniline 
• 35654-56-9 6,7-dimethoxy-4-chloroquinoline 
• 127285-54-5 1,4-dihydro-6,7-dimethoxy-4-oxoquinoline 
• 294175-27-2 [4-(3-bromo-phenylamino)-6,7-dimethoxy-quinolin-3-yl]-methanol 
• 214470-49-2 4-[(3-bromophenyl)amino]-6,7-dimethoxy-3-quinolinecarboxylic acid 
• 214470-50-5 4-[(3-bromophenyl)amino]-6,7-dimethoxy-3-quinolinecarboxamide 
• 214470-41-4 4-[(3-bromophenyl)amino]-6,7-dimethoxy-3-quinolinecarboxylic acid ethyl ester 
• 1373767-25-9 ethyl 6,7-dimethoxy-4-oxo-2-(3-phenoxyphenyl)-1,4-dihydroquinoline-3-carboxylate 
• 1373767-24-8 ethyl 6,7-dimethoxy-2-(3-methoxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 1373767-23-7 ethyl 2-([1,1'-biphenyl]-3-yl)-6,7-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate 

Relevant articles and documents

A novel series of 4-phenoxyquinolines: Potent and highly selective inhibitors of PDGF receptor autophosphorylation

A novel series of 4-phenoxyquinolines some of which showed potent and highly selective inhibitory activities for PDGF receptor autophosphorylation, was discovered. Interestingly, their structures were very similar to those of the selective inhibitors for EGF receptor autophosphorylation.

Lead optimization of 3-carboxyl-4(1 H)-quinolones to deliver orally bioavailable antimalarials

Malaria is a protozoal parasitic disease that is widespread in tropical and subtropical regions of Africa, Asia, and the Americas and causes more than 800,000 deaths per year. The continuing emergence of multidrug-resistant Plasmodium falciparum drives the ongoing need for the development of new and effective antimalarial drugs. Our previous work has explored the preliminary structural optimization of 4(1H)-quinolone ester derivatives, a new series of antimalarials related to the endochins. Herein, we report the lead optimization of 4(1H)-quinolones with a focus on improving both antimalarial potency and bioavailability. These studies led to the development of orally efficacious antimalarials including quinolone analogue 20g, a promising candidate for further optimization.

Identification of potent and selective inhibitors of PDGF receptor autophosphorylation

We report the structure-activity relationship of quinoline and quinazoline derivatives, which include urea, thiourea, urethane, and acylthiourea groups, as inhibitors of the platelet-derived growth factor (PDGF) receptor autophosphorylation. Our previous studies showed that the quinoline and quinazoline derivatives including urea, thiourea, and carbamate groups were highly potent compounds as the PDGF receptor autophosphorylation inhibitor, but these compounds did not exhibit receptor selectivity between the PDGF receptor and the c-kit receptor. As a result of further synthesis and biological evaluation, we have found that the quinoline and quinazoline-acylthiourea derivatives showed not only good inhibitory activity for the PDGF receptor but also receptor selectivity between the PDGF receptor and the c-kit receptor. Furthermore N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N′-(2- methylbenzoyl)thiourea exhibited potent oral efficacy in in vivo assay using the rat carotid balloon injury model. Therefore, the quinoline and quinazoline-acylthiourea derivatives may be expected to have potential as therapeutic agents for the treatment of restenosis.