Synthesis and transformations of new 1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione derivatives

Acridine‐1,8‐diones: Synthesis and Biological Applications

“…The multicomponent Hantzch synthesis of novel 9‐[1‐benzyl‐5‐(alkylsulfonyl)‐1 H ‐2‐imidazolyl]perhydro‐ 1,8‐acridinediones was discovered by Hadizadeh and Mehri [177] . The reaction of 1,3‐dihydroxyacetone dimer, benzylamine hydrochloride and KSCN produced 5‐hydroxymethyl‐2‐mercapto‐1‐benzylmidazole, which was further alkylated and oxidized, reacted with NH 4 OH and dimedone to form respective 1,8‐acridinedione derivatives [Scheme 28] Pyrko [178] displayed synthesis of substituted 1,2,3,4,5,6,7,8,9,10‐decahydroacridine‐1,8‐diones with their various transformations. Hydroxylamine hydrochloride, aldehyde and dimedone were refluxed and generated final products as acridinediones.…”

Synthesis and Early ADME Evaluation of a Novel Scaffold, Tetrahydro-6H-pyrido[3,2-b]azepin-6-one

“…Therefore, compounds 4 were reacted with a large excess of hydroxylamine hydrochloride in the presence of pyridine in refluxing ethanol. 33,34 After four hours of reflux, the oximes 5 were obtained in good to excellent yields (75-99%) by addition of water to the reaction mixture and filtration of the oximes. An azeotropic distillation with toluene removed any residual water.…”

Fe3O4@SiO2 core/shell functionalized by gallic acid: a novel, robust, and water-compatible heterogeneous magnetic nanocatalyst for environmentally friendly synthesis of acridine-1,8-diones

“… 14 Acridines, and especially acridine-1,8-diones, are a significant class of fused heterocycles on account of their ubiquitous presence and wide potential applications in biological and synthetic molecules. 15 Study reports on acridine-1,8-diones show that they have a wide range of medicinal activities, including antimicrobial, 16 antimalarial, 17 antitumor, 18 anticancer, 19 antibacterial, 20 and fungicidal, 21 activities. Besides, they are of interest because of their unique photochemical and electrochemical behavior.…”