49645-18-3

Upstream product

• 142-84-7 di-n-propylamine 
• 586-78-7 para-nitrophenyl bromide 
• 123-38-6 propionaldehyde 
• 100-01-6 4-nitro-aniline 
• 2217-07-4 N,N-dipropylaniline 
• 350-46-9 4-Fluoronitrobenzene 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 105293-89-8 N,N-dipropyl-para-phenylenediamine 

Relevant academic research and scientific papers

Optimization of WZ4003 as NUAK inhibitors against human colorectal cancer

NUAK, the member of AMPK (AMP-activated protein kinase) family of protein kinases, is phosphorylated and activated by the LKB1 (liver kinase B1) tumor suppressor protein kinase. Recent work has indicated that NUAK1 is a key component of the antioxidant stress response pathway, and the inhibition of NUAK1 will suppress the growth and survival of colorectal tumors. As a promising target for anticancer drugs, few inhibitors of NUAK were developed. With this goal in mind, based on NUAK inhibitor WZ4003, a series of derivatives has been synthesized and evaluated for anticancer activity. Compound 9q, a derivative of WZ4003 by removing a methoxy group, was found to be the most potential one with stronger inhibitory against NUAK1/2 enzyme activity, tumor cell proliferation and inducing apoptosis of tumor cells. By in vivo efficacy evaluations of colorectal SW480 xenografts, 9q suppresses tumor growth more effectively with an excellent safety profile in vivo and is therefore seen as a suitable candidate for further investigation.

Oxidative coupling of N,N-Dialkylanilines using iodic acid and sodium nitrite

A new reagent system, a combination of iodic acid and sodium nitrite has been investigated for oxidative coupling of N,N-disubstituted anilines. A facile para-selective coupling occurs to give benzidines at room temperature in water as a solvent. A tentative mechanism is proposed with some supporting experiments.

CHEMICAL COMPOUNDS

This invention relates to non-steroidal compounds that are or are believed to be modulators of androgen, glucocorticoid, mineralocorticoid, and progesterone receptors, and also to the methods for the making and use of such compounds.

Towards a homologous structural series of solvatochromic π* indicators

Two new π* indicators of solvent dipolarity and polarizability were synthesized and characterized with respect to their solvatochromic and acid-base properties. The new dyes, N,N-dipropyl-p-nitroaniline and N,N-dibutyl-p-nitroaniline, are part of a homolo

New experiments in the reductive N-alkylation and N-peralkylation of aromatic amines

Some secondary and primary aromatic amines were variously N-alkylated and N-peralkylated by the aldehyde-sodium borohydride procedure in acidic aqueous solution. The procedure lends itself to the α-mono and α,α1-dideuterium labelling of the new N-substituent(s).

Aromatic Nucleophilic Substitution of Halobenzenes with Amines under High Pressure

The nucleophilic substitution reactions of aromatic halides having electron-attracting groups on ortho or para position with various primary and secondary amines were accelerated by high pressure to give the corresponding N-substituted anilines in high yields.The bulkiness of amines affects its reactivity to lower the yields of the products.Although the secondary amines are usually less reactive than primary amines, cyclic secondary amines such as morpholine, piperidine, and pyrrolidine were found very reactive. 1,4-Diazabicyclooctane and quinuclidine gave N-quarternary ammonium halides in high yields in contrast to the low reactivity of acyclic tertiary amines.Dichloro- and trichloro-nitrobenzenes also react with diethylamine, pyrrolidine, and morpholine to give mono-, di-, and trisubstitution products depending upon the amount of amine and the position of nitro group in these chlorides.

Nucleophilic Substitution of Aromatic Halides with Amines under High Pressure

The reaction of aromatic chlorides, bromides and iodides with various primary or secondary amines in a tetrahydrofuran solution under high pressure of 6-12 kbar gave the corresponding secondary and tertiary aromatic amines. 1,4-Diazabicyclooctane and quinuclidine gave N-aryl quaternary ammonium halides in high yields in contrast to the low reactivity of acyclic tertiary amines.