90225-19-7

Upstream product

• 86-98-6 4,7-dichloroquinoline 
• 17356-08-0 thiourea 
• 86-99-7 7-chloro-4-hydroxylquinoline 
• 1134937-71-5 4-chloro-7-quinolinesulfonamide 
• 181949-61-1 7,7'-dichloro-4,4'-diquinolylsulfide 

Downstream Products

• 874487-44-2 2-(7-chloro-[4]quinolylmercapto)-propionic acid 
• 5429-07-2 2-(7-chloroquinolin-4-ylthio)acetic acid 
• 1089196-56-4 C₂₁H₂₀ClN₃O₄S 
• 306935-50-2 C₁₁H₁₀ClN₃OS 
• 874766-64-0 methyl 2-(7-chloroquinolin-4-ylthio)acetate 

Relevant academic research and scientific papers

N-Acylhydrazones as inhibitors of PDE10A

Cyclic nucleotide phosphodiesterases (PDEs) are represented by a large superfamily of enzymes. A series of hydrazone-based inhibitors was synthesized and shown to be novel, potent, and selective against PDE10A. Optimized compounds of this class were efficacious in animal models of schizophrenia and may be useful for the treatment of this disease.

ANTIMALARIAL QUINOLINES AND METHODS OF USE THEREOF

One aspect of the invention relates to substitute quinolines with antimalarial activity, and compositions and kits comprising at least one of them. Another aspect of the invention relates to methods for the treatment or prevention or both of malaria compr

Synthesis of 4- and 7-quinolinesulfonamides from 4,7-dichloroquinoline

Action of sodium methanethiolate (in boiling DMF) towards 4,7-dichloroquinoline (1) or 7-chloro-1-methyl-4(1H)-quinolinone (11) occured via chlorine ipso-substitution followed by methanethiolato-S-demethylation to yield dithiolate 1A or thiolate 18A, whic

4-N-, 4-S-, and 4-O-chloroquine analogues: Influence of side chain length and quinolyl nitrogen pKa on activity vs chloroquine resistant malaria

Using predictions from heme-quinoline antimalarial complex structures, previous modifications of chloroquine (CQ), and hypotheses for chloroquine resistance (CQR), we synthesize and assay CQ analogues that test structure-function principles. We vary side chain length for both monoethyl and diethyl 4-N CQ derivatives. We alter the pKa of the quinolyl N by introducing alkylthio or alkoxy substituents into the 4 position and vary side chain length for these analogues. We introduce an additional titratable amino group to the side chain of 4-O analogues with promising CQR strain selectivity and increase activity while retaining selectivity. We solve atomic resolution structures for complexes formed between representative 4-N, 4-S, and 4-O derivatives vs μ-oxo dimeric heme, measure binding constants for monomeric vs dimeric heme, and quantify hemozoin (Hz) formation inhibition in vitro. The data provide additional insight for the design of CQ analogues with improved activity vs CQR malaria.