61073-53-8Relevant articles and documents
Synthesis, antiprotozoal activity, and cheminformatic analysis of 2-phenyl-2h-indazole derivatives
Aguilera-Perdomo, Jacobo David,Cortés-Benítez, Francisco,Cortés-Gines, Miguel,Del Angel, Kevin Samael Olascoaga,Pérez-Villanueva, Jaime,Palacios-Espinosa, Juan Francisco,Quintana-Salazar, Edgar A.,Rodríguez-Villar, Karen,Soria-Arteche, Olivia,Yépez-Mulia, Lilián
, (2021/05/28)
Indazole is an important scaffold in medicinal chemistry. At present, the progress on synthetic methodologies has allowed the preparation of several new indazole derivatives with interesting pharmacological properties. Particularly, the antiprotozoal activity of indazole derivatives have been recently reported. Herein, a series of 22 indazole derivatives was synthesized and studied as antiprotozoals. The 2-phenyl-2H-indazole scaffold was accessed by a one-pot procedure, which includes a combination of ultrasound synthesis under neat conditions as well as Cadogan’s cyclization. Moreover, some compounds were derivatized to have an appropriate set to provide structure-activity relationships (SAR) information. Whereas the antiprotozoal activity of six of these compounds against E. histolytica, G. intestinalis, and T. vaginalis had been previously reported, the activity of the additional 16 compounds was evaluated against these same protozoa. The biological assays revealed structural features that favor the antiprotozoal activity against the three protozoans tested, e.g., electron withdrawing groups at the 2-phenyl ring. It is important to mention that the indazole derivatives possess strong antiprotozoal activity and are also characterized by a continuous SAR.
Manganese-Catalyzed Electrochemical Tandem Azidation-Coarctate Reaction: Easy Access to 2-Azo-benzonitriles
Maiti, Debabrata,Mahanty, Kingshuk,De Sarkar, Suman
, p. 1742 - 1747 (2021/04/05)
A one-pot cascade transformation consisting of an electrochemically driven azidation of 2H-indazole followed by coarctate fragmentation is developed to synthesize the 2-azo-benzonitrile motif. This manganese-catalyzed transformation is external-chemical-oxidant-free and operates at ambient temperature under air. This methodology exhibits good functional group tolerance, affording a broad range of substrate scopes of up to 89% isolated yield. Diverse derivatization of the 2-azo-benzonitrile product resulted in other valuable scaffolds.
Metal-free regioselective C-H amination for the synthesis of pyrazole-containing 2H-indazoles
Wang, Kai,Wei, Tingting,Zhang, Yujia,Hou, Jiahao,Bai, Renren,Xie, Yuanyuan
, p. 1787 - 1794 (2021/03/14)
A general and practical regioselective approach for the C-H amination of 2H-indazoles under transition-metal-free conditions was developed. A series of substrates were tested showing eminent functional group tolerance and affording the C-N functionalization products in good to excellent yields. Mechanism studies revealed that a radical process was involved in this transformation.