63136-61-8

Usage

Uses

Used in Pharmaceutical Industry:
4-Chloro-7-methoxyquinoline is used as a reagent in the synthesis of certain 4-aminoquinoline derivatives, which are employed as antimalarial agents. These derivatives have shown significant activity against malaria-causing parasites, making them valuable in the development of new treatments for this widespread disease.

InChI:InChI=1/C10H8ClN/c1-7-2-3-8-9(11)4-5-12-10(8)6-7/h2-6H,1H3

Upstream product

• 82121-08-2 4-hydroxy-7-methylquinoline 
• 51726-77-3 4-hydroxy-7-methylquinoline-3-carboxylic acid 
• 41460-18-8 ethyl 4-hydroxy-7-methylquinoline-3-carboxylate 
• 19056-83-8 diethyl 2-{[(3-methylphenyl)amino]methylene}propane-1,3-dioate 
• 108-44-1 1-amino-3-methylbenzene 
• 77721-00-7 ethyl 7-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 93919-55-2 7-methylquinolin-4(1H)-one 
• 29027-17-6 2-chloro-3-methylaniline 
• 6291-29-8 8-chloro-4-hydroxy-7-methyl-quinoline-3-carboxylic acid ethyl ester 
• 855764-51-1 8-chloro-4-hydroxy-7-methyl-quinoline-3-carboxylic acid 
• 855871-26-0 8-chloro-7-methyl-quinolin-4-ol 
• 4053-43-4 7-methylquinoline N-oxide 
• 25063-50-7 2,2-dimethyl-5-(m-tolylamino-methylene)-[1,3]dioxane-4,6-dione 

Downstream Products

• 5408-67-3 chloroquine 

Relevant academic research and scientific papers

Nitrogen-containing heterocyclic compound as well as preparation method, pharmaceutical composition and application thereof

The invention provides a nitrogen-containing heterocyclic compound as well as a preparation method, a pharmaceutical composition and application thereof, and particularly provides a compound as shownin a formula I which is described in the specification,

Structure-activity relationships for ferriprotoporphyrin IX association and β-hematin inhibition by 4-aminoquinolines using experimental and ab initio methods

In order to probe structure-activity relationships of association with ferriprotoporphyrin IX (log K) and inhibition of β-hematin formation, a series of 4-aminoquinolines with varying substituents at the 7-position (X) have been synthesized. These have been further elaborated by introduction of two different R groups on the 4-amino nitrogen atom in the form of methyl (R = Me) and ethylamine (R = EtNH2) side chains. Data for a previously investigated series containing an N,N-diethyl-ethylamine side chain were also compared with the findings of this study. Experimentally, log K values for the simple 4-aminoquinoline series (R = H) were found to correlate with the hydrophobicity constant (π) of the group X. The log K values for the series with R = Me and EtNH2 were found to correlate with those of the series with R = H. The log of the 50% β-hematin inhibitory activity (log BHIA50) was found to correlate with log K and either meta (σm) or para (σp) Hammett constants for the series with R = Me and EtNH2, but not the simple series with R = H. To further improve predictability, correlations with ab initio electrostatic parameters, namely Mulliken and CHelpG charges were investigated. The best correlations were found with CHelpG charges which indicated that log K values can be predicted from the charges on atom H-8 and the group X in the quinolinium species computed in vacuum, while log BHIA50 values can be predicted from the CHelpG charges on C-7, C-8 and N-1 for the neutral species in vacuum. These correlations indicate that association and inhibition of β-hematin formation are separately determined. They also suggest that electron withdrawing groups at the 7-position, but not necessarily hydrophobic groups are required for hemozoin inhibition. The upshot is that the correlations imply that considerably more hydrophilic hemozoin inhibitors are feasible.

Novel Hepatitis C virus replicon inhibitors: Synthesis and structure-activity relationships of fused pyrimidine derivatives

The synthesis of several pyrido[2,3-d]pyrimidine and pyrimido[4,5-d] pyrimidine analogs is described with one such analog possessing subnanomolar potency in both genotype 1a and 1b cell culture HCV replicon assays.

Synthesis of ring-substituted 4-aminoquinolines and evaluation of their antimalarial activities

A simple two-step synthesis method was used to make 51 B-ring-substituted 4-hydroxyquinolines allowing analysis of the effect of ring substitutions on inhibition of growth of chloroquine sensitive and resistant strains of Plasmodium falciparum, the dominant cause of malaria morbidity. Substituted quinoline rings other than the 7-chloroquinoline ring found in chloroquine were found to have significant activity against the drug-resistant strain of P. falciparum W2.

Thioquinolone compounds which have useful pharmaceutical activity

Disclosed is a thioquinolone derivative which exhibits highly selective antibacterial activity against Helicobacter pylori.