769073-20-3

Usage

Uses

Used in Pharmaceutical Industry:
AKOS BAR-2012 is used as a starting material for the synthesis of biphenylmethyl urea derivatives, which act as MCH-R1 antagonists. These antagonists are being developed for the treatment of obesity, targeting the melanin-concentrating hormone receptor 1 (MCH-R1) to regulate energy balance and appetite.
Used in Antimicrobial Research:
AKOS BAR-2012 is also utilized in the synthesis of Pseudomonas aeruginosa virulence factor LasB inhibitors. Pseudomonas aeruginosa is a bacterium that can cause severe infections, particularly in immunocompromised individuals. LasB is a virulence factor responsible for the bacterium's destructive capabilities, and inhibiting it can help in the development of new antimicrobial agents to combat Pseudomonas aeruginosa infections.

Upstream product

• 3959-07-7 4-Bromobenzylamine 
• 5720-07-0 4-methoxyphenylboronic acid 
• 104-86-9 4-chlorobenzylamine 

Downstream Products

• 937724-04-4 (4'-methoxy-4-biphenylmethyl)-{2-[1-(4-methylbenzyl)-4-piperidinyl]ethyl}amine 
• 1383484-24-9 C₂₀H₁₉NO₂S 
• 937724-30-6 C₃₉H₅₁N₃O₆ 
• 937724-25-9 C₃₆H₄₇N₃O₄ 

Relevant academic research and scientific papers

Pd-Catalyzed Suzuki coupling reactions of aryl halides containing basic nitrogen centers with arylboronic acids in water in the absence of added base

The Pd-catalyzed Suzuki coupling reactions of a series of aryl chlorides and aryl bromides containing basic nitrogen centers with arylboronic acids in water in the absence of added base are reported. The reactions proceed either partially or entirely under acidic conditions. After surveying twenty-two phosphorus ligands, high yields of products were obtained with aryl chlorides only when a bulky ligand, 2-(di-tert-butyl-phosphino)-1-phenyl-1H-pyrrole (cataCXiumPtB) was used. In contrast, aryl bromides produced high yields of products in the absence of both added base and added ligand. In order to explore the Suzuki coupling process entirely under acidic conditions, a series of reactions were conducted in buffered acidic media using several model substrates. 4-Chlorobenzylamine, in the presence of cataCXiumPtB, produced high yields of product at buffered pH 6.0; the yields dropped off precipitously at buffered pH 5.0 and lower. The fall-off in yield was attributed to the decomposition of the Pd-ligand complex due to the protonation of the ligand in the more acidic aqueous media. In contrast, in the absence of an added ligand, 4-amino-2-chloropyridine produced quantitative yields at buffered pH 3.5 and 4.5 while 4-amino-2-bromopyridine produced quantitative yields in a series of buffered media ranging from pH 4.5 to 1.5. These substrates are only partially protonated in acidic media and can behave as active Pd ligands in the Suzuki catalytic cycle.

Novel series of substituted biphenylmethyl urea derivatives as MCH-R1 antagonists for the treatment of obesity

We have designed and synthesized two novel series of MCH-R1 antagonists based on a substituted biphenylmethyl urea core. SAR was explored, suggesting that optimal binding with the receptor was achieved when the biphenylmethyl group and the linker were sub