23557-77-9

Upstream product

• 529-28-2 4-iodoanisol 
• 1670-14-0 benzamidine monohydrochloride 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 618-39-3 benzamidin 
• 90-04-0 2-methoxy-phenylamine 
• 100-47-0 benzonitrile 

Downstream Products

• 97627-39-9 [2-(2-Methoxy-phenyl)-3-phenyl-2H-[1,2,4]thiadiazol-(5E)-ylidene]-phenyl-amine 
• 1321177-06-3 N-(2-methoxyphenyl)-3,4-diphenylisoquinolin-1-amine 
• 524923-92-0 1-[1-(2-Methoxy-phenylamino)-1-phenyl-meth-(Z)-ylidene]-3-p-tolyl-thiourea 
• 74638-04-3 N-(phenylcarbamoyl)-N'-(2-methoxyphenyl)benzamidine 
• 18836-13-0 4-methoxy-2-phenyl-1H-benzo[d]imidazole 

Relevant academic research and scientific papers

Direct, Late-Stage Mono-N-arylation of Pentamidine: Method Development, Mechanistic Insight, and Expedient Access to Novel Antiparastitics against Diamidine-Resistant Parasites

A selective mono-N-arylation strategy of amidines under Chan-Lam conditions is described. During the reaction optimization phase, the isolation of a mononuclear Cu(II) complex provided unique mechanistic insight into the operation of Chan-Lam mono-N-arylation. The scope of the process is demonstrated, and then applied to access the first mono-N-arylated analogues of pentamidine. Sub-micromolar activity against kinetoplastid parasites was observed for several analogues with no cross-resistance in pentamidine and diminazene-resistant trypanosome strains and against Leishmania mexicana. A fluorescent mono-N-arylated pentamidine analogue revealed rapid cellular uptake, accumulating in parasite nuclei and the kinetoplasts. The DNA binding capability of the mono-N-arylated pentamidine series was confirmed by UV-melt measurements using AT-rich DNA. This work highlights the potential to use Chan-Lam mono-N-arylation to develop therapeutic leads against diamidine-resistant trypanosomiasis and leishmaniasis.

Oxidative Cyclization Approach to Benzimidazole Libraries

An efficient approach to the parallel synthesis of benzimidazoles from anilines is described. Library approaches to vary the N1 and C2 vectors of benzimidazoles are well established; however, C4-C7 variation has traditionally relied on 1,2-dianiline build

Transition-metal-free three-component reaction: Additive controlled synthesis of sulfonylated imidazoles

Two efficient transition-metal-free highly regioselective pathways for constructing sulfonylated imidazoles via three-component reactions of amidines, ynals, and sodium sulfonates have been developed. The generations of different sulfonylated imidazoles w

Copper-Catalyzed Intramolecular C-H Amination: A New Entry to Substituted Xanthine Derivatives

Catalytic synthesis of xanthines was achieved in the presence of a copper catalyst. The process involves copper-catalyzed intramolecular C-H amination of benzamidines that possess a uracil moiety and produces variously substituted xanthines generally in good to high yields. This work introduces a new, facile approach to polysubstituted xanthine compounds..

Copper catalyzed N-arylation of amidines with aryl boronic acids and one-pot synthesis of benzimidazoles by a Chan-Lam-Evans N-arylation and C-H activation/C-N bond forming process

Mono-N-arylation of benzamidines 1 with aryl boronic acids 2 was effectively achieved in the presence of a catalytic amount of Cu(OAc) 2 and NaOPiv under mild aerobic conditions. Combining this step with an intramolecular direct C-H bond functionalization, catalyzed by the same catalytic system but under oxygen at 120 C, afforded benzimidazoles 3 in good to excellent yields.

Ligand-free copper-catalyzed arylation of amidines

Copper-catalyzed cross-coupling reactions of amidine salts were utilized to synthesize monoarylated amidines in moderate to high yields with ligand-free conditions. DMF was the superior solvent for the N-arylation of benzamidines, while MeCN was used in the formation of N-aryl amidines in moderate to high yield.(Figure Presented)

2,3-Diaryl-5-anilino[1,2,4]thiadiazoles as melanocortin MC4 receptor agonists and their effects on feeding behavior in rats

The melanocortin-4 receptor (MC4) modulates physiological functions such as feeding behavior, nerve regeneration, and drug addiction. Using a high throughput screen based on 125I-NDP-MSH binding to the human MC4 receptor, we discovered 2,3-diar