23552-71-8

Upstream product

• 100-01-6 4-nitro-aniline 
• 25551-60-4 N-(4-nitrophenyl)-4-pyridinamine 
• 22752-98-3 N-(4-pyridyl)pyridinium hydrochloride 
• 122-04-3 4-nitro-benzoyl chloride 
• 60172-08-9 N₁-(4-pyridinyl)-1,4-benzenediamine 

Downstream Products

• 1020086-91-2 C₁₉H₁₇N₄O₃⁽¹⁺⁾*Cl^(1-) 
• 23625-78-7 4-[p-(4-pyridylamino)phenylcarbamoyl]aniline 
• 50440-30-7 4-[(6-nitroquinolin-4-yl)amino]-N-[4-(pyridin-4-ylamino)phenyl]benzamide 
• 1020086-93-4 1-methyl-4-{4-[(4-nitroanilino)carbonyl]anilino}pyridinium tosylate 

Relevant academic research and scientific papers

Structure-activity relationships for 4-anilinoquinoline derivatives as inhibitors of the DNA methyltransferase enzyme DNMT1

A series of 4-anilinoquinoline derivatives related to the known inhibitor SGI-1027, containing side chains of varying pKa, were prepared by acid-catalysed coupling of the pre-formed side chains with 4-chloroquinolines. The compounds were evaluated for their ability to reduce the level of DNMT1 protein in HCT116 human colon carcinoma cells by Western blotting. With a very strongly basic N-methylpyridinium side chain, only NHCO-linked compounds were effective, whereas less strongly basic ((diaminomethylene)hydrazono)ethyl or 3-methylpyrimidine-2,4-diamine side chains allowed both NHCO- and CONH-linked compounds to show activity. In contrast, the pKa of the quinoline unit had little apparent influence on activity.

QUINOLINE DERIVATIVES FOR MODULATING DNA METHYLATION

Quinoline derivatives, particularly 4-anilinoquinoline derivatives, are provided. Such quinoline derivatives can be used for modulation of DNA methylation, such as effective inhibition of methylation of cytosine at the C-5 position, for example via selective inhibition of DNA methyltransferase DNMT1. Methods for synthesizing numerous 4-anilinoquinoline derivatives and for modulating DNA methylation are provided. Also provided are methods for formulating and administering these compounds or compositions to treat conditions such as cancer and hematological disorders.