2369-29-1Relevant articles and documents
Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines
Gillespie, James E.,Morrill, Charlotte,Phipps, Robert J.
supporting information, p. 9355 - 9360 (2021/07/19)
The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactiveN-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the areneorthoposition. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly toortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsymmetrical, selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuableortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.
SAR156497, an exquisitely selective inhibitor of Aurora kinases
Carry, Jean-Christophe,Clerc, Fran?ois,Minoux, Hervé,Schio, Laurent,Mauger, Jacques,Nair, Anil,Parmantier, Eric,Le Moigne, Ronan,Delorme, Cécile,Nicolas, Jean-Paul,Krick, Alain,Abécassis, Pierre-Yves,Crocq-Stuerga, Véronique,Pouzieux, Stéphanie,Delarbre, Laure,Maignan, Sébastien,Bertrand, Thomas,Bjergarde, Kirsten,Ma, Nina,Lachaud, Sylvette,Guizani, Houlfa,Lebel, Rémi,Doerflinger, Gilles,Monget, Sylvie,Perron, Sébastien,Gasse, Francis,Angouillant-Boniface, Odile,Filoche-Rommé, Bruno,Murer, Michel,Gontier, Sylvie,Prévost, Céline,Monteiro, Marie-Line,Combeau, Cécile
supporting information, p. 362 - 375 (2015/03/04)
The Aurora family of serine/threonine kinases is essential for mitosis. Their crucial role in cell cycle regulation and aberrant expression in a broad range of malignancies have been demonstrated and have prompted intensive search for small molecule Auror
SAR study of clubbed [1,2,4]-triazolyl with fluorobenzimidazoles as antimicrobial and antituberculosis agents
Jadhav, Ganesh Rajaram,Shaikh, Mohammad Usman,Kale, Rajesh Prabhakar,Shiradkar, Mahendra Ramesh,Gill, Charansingh Harnamsingh
experimental part, p. 2930 - 2935 (2009/10/02)
In the present study, a series of novel 2-[4-(1H-[1,2,4]-triazol-1-yl)phenyl]-1-substituted-4,6-difluoro-1H-benz o[d]imidazole derivatives are synthesized by the alkylation of 2-[4-(1H-[1,2,4]-triazol-1-yl)phenyl]-4,6-difluoro-1H-benzo[d]imidazole with substituted alkyl and aryl halides. The compounds were evaluated for their preliminary in-vitro antibacterial activity against Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus, and Salmonella typhosa and then were screened for their antitubercular activity against Mycobacterium tuberculosis H37Rv strain by broth microdilution assay method. The antibacterial data suggested that the analogs with electronegative substituents emerged as promising antimicrobials. It was also observed that the promising antimicrobials have proved to be better antimycobacterials. Few of selected analogs are under further evaluation for secondary antitubercular screening, as they have shown better activity compared to rifampin.
