54184-70-2Relevant academic research and scientific papers
Synthesis of Unsymmetrical Aromatic Azoxy Compounds by Silver-Mediated Oxidative Coupling of Aromatic Amines with Nitrosoarenes
Ding, Weijie,Xu, Shengshi,Yu, Xiaochun,Wang, Shun
supporting information, (2019/02/07)
A silver(I) oxide-mediated synthesis of unsymmetrical aromatic azoxy compounds has been successfully achieved, wherein oxidative coupling reactions between aromatic amines and nitrosoarenes take place in ethanol under air. This reaction has very high economic value because silver(I) oxide is the only oxidant required and no other additive is needed. The resulted silver particles can be easily recovered, while the only other byproduct is water. This new procedure is compatible with various functional groups and proceeds under mild reaction conditions.
Tosyl Hydrazine-Promoted Tandem Condensation and Cyclization of Acyl Azobenzenes Enabling Access to 2H-Indazoles under Metal-Free Aerobic Conditions
Son, Jeong-Yu,Kim, Hyunseok,Baek, Yonghyeon,Um, Kyusik,Ko, Gi Hoon,Han, Gi Uk,Han, Sang Hoon,Lee, Kooyeon,Lee, Phil Ho
, p. 4354 - 4361 (2018/10/02)
Tosyl hydrazine-promoted tandem condensation and cyclization of 2-acyl azobenzenes under metal-free aerobic conditions was demonstrated to give 2-aryl-2H-indazoles having alkyl- or aryl groups at the 3-position in quantitative yields through the release o
Synthesis and biological evaluation of 2H-indazole derivatives: Towards antimicrobial and anti-inflammatory dual agents
Pérez-Villanueva, Jaime,Yépez-Mulia, Lilián,González-Sánchez, Ignacio,Palacios-Espinosa, Juan Francisco,Soria-Arteche, Olivia,Del Rosario Sainz-Espu?es, Teresita,Cerbón, Marco A.,Rodríguez-Villar, Karen,Rodríguez-Vicente, Ana Karina,Cortés-Gines, Miguel,Custodio-Galván, Zeltzin,Estrada-Castro, Dante B.
, (2017/11/20)
Indazole is considered a very important scaffold in medicinal chemistry. It is commonly found in compounds with diverse biological activities, e.g., antimicrobial and anti-inflammatory agents. Considering that infectious diseases are associated to an inflammatory response, we designed a set of 2H-indazole derivatives by hybridization of cyclic systems commonly found in antimicrobial and anti-inflammatory compounds. The derivatives were synthesized and tested against selected intestinal and vaginal pathogens, including the protozoa Giardia intestinalis, Entamoeba histolytica, and Trichomonas vaginalis; the bacteria Escherichia coli and Salmonella enterica serovar Typhi; and the yeasts Candida albicans and Candida glabrata. Biological evaluations revealed that synthesized compounds have antiprotozoal activity and, in most cases, are more potent than the reference drug metronidazole, e.g., compound 18 is 12.8 times more active than metronidazole against G. intestinalis. Furthermore, two 2, 3-diphenyl-2H-indazole derivatives (18 and 23) showed in vitro growth inhibition against Candida albicans and Candida glabrata. In addition to their antimicrobial activity, the anti-inflammatory potential for selected compounds was evaluated in silico and in vitro against human cyclooxygenase-2 (COX-2). The results showed that compounds 18, 21, 23, and 26 display in vitro inhibitory activity against COX-2, whereas docking calculations suggest a similar binding mode as compared to rofecoxib, the crystallographic reference.
