6393-17-5Relevant articles and documents
Thio- and selenosemicarbazones as antiprotozoal agents against Trypanosoma cruzi and Trichomonas vaginalis
álvarez-Márquez, Manuel,Escario, José Antonio,Espinosa-Buitrago, Teresa,Fernández-Bola?os, José G.,Fonseca-Berzal, Cristina,Gómez-Barrio, Alicia,Gómez-Nú?ez, María,Ibá?ez-Escribano, Alexandra,López, óscar,Lacueva-Arnedo, Manuel,Martín-Pérez, Tania,Martínez-Montiel, Mónica,Merino-Montiel, Penélope,Montiel-Smith, Sara
, p. 781 - 791 (2022/03/09)
Herein, we report the preparation of a panel of Schiff bases analogues as antiprotozoal agents by modification of the stereoelectronic effects of the substituents on N-1 and N-4 and the nature of the chalcogen atom (S, Se). These compounds were evaluated towards Trypanosoma cruzi and Trichomonas vaginalis. Thiosemicarbazide 31 showed the best trypanocidal profile (epimastigotes), similar to benznidazole (BZ): IC50 (31)=28.72 μM (CL-B5 strain) and 33.65 μM (Y strain), IC50 (BZ)=25.31 μM (CL-B5) and 22.73 μM (Y); it lacked toxicity over mammalian cells (CC50 > 256 μM). Thiosemicarbazones 49, 51 and 63 showed remarkable trichomonacidal effects (IC50?=16.39, 14.84 and 14.89 μM) and no unspecific cytotoxicity towards Vero cells (CC50 ≥ 275 μM). Selenoisosters 74 and 75 presented a slightly enhanced activity (IC50=11.10 and 11.02 μM, respectively). Hydrogenosome membrane potential and structural changes were analysed to get more insight into the trichomonacidal mechanism.
Copper-Catalyzed Cascade N-Dealkylation/N-Methyl Oxidation of Aromatic Amines by Using TEMPO and Oxygen as Oxidants
Li, Dianjun,Wang, Shihaozhi,Yang, Jiale,Yang, Jinhui
supporting information, p. 6768 - 6772 (2021/12/31)
A novel tandem N-dealkylation and N-methyl aerobic oxidation of tertiary aromatic amines to N-arylformamides using copper and TEMPO has been developed. This methodology suggested an alternative synthetic route from N-methylarylamines to N-arylformamides.
Borane-Trimethylamine Complex as a Reducing Agent for Selective Methylation and Formylation of Amines with CO2
Zhang, Yanmeng,Zhang, He,Gao, Ke
supporting information, p. 8282 - 8286 (2021/10/25)
We report herein that a borane-trimethylamine complex worked as an efficient reducing agent for the selective methylation and formylation of amines with 1 atm CO2 under metal-free conditions. 6-Amino-2-picoline serves as a highly efficient catalyst for the methylation of various secondary amines, whereas in its absence, the formylation of primary and secondary amines was achieved in high yield with high chemoselectivity. Mechanistic studies suggest that the 6-amino-2-picoline-borane catalytic system operates like an intramolecular frustrated Lewis pair to activate CO2.