89756-75-2Relevant academic research and scientific papers
Synthesis and Antimalarial Properties of 1-Imino Derivatives of 7-Chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and Related Structures
Kesten, Stephen J.,Degnan, Margaret J.,Hung, Jocelyn,McNamara, Dennis J.,Ortwine, Daniel F.,et al.
, p. 3429 - 3447 (2007/10/02)
To improve upon the activity and properties of the 3-aryl-7-chloro-3,4-dihydro-1,9(2H,10H)-acridinediones, a variety of 1-imino derivatives (3) were prepared and shown to be highly active antimalarial agents in both rodents and primates.Among structural modifications prepared, including N10-alkyl and C2-substituted analogs, removal of the C9 oxygen, and introduction of an imino side chain at C9, the imines of the N10-H acridinediones were the most active compounds obtained.The imino derivative of7-chloro-3-(2,4-dichlorophenyl)-3,4-dihydro-1,9(2H,10H)-acridinedione (9aa) proved to be highly active in advanced studies in primates.
3-Acryl-7-chloro-3,4-dihydro-1,9(2H, 19H) acridinedione, 1-hydrazones as potent antimalarial agents (1,2)
Werbel,Hung,McNamara,Ortwine
, p. 363 - 370 (2007/10/02)
A series of 3-aryl-7-dihydro-1,9(2H, 10H)-acridinedione, 1-hydrazones was prepared from the corresponding acridinediones, and examined for antimalarial activity. Potent antimalarial activity against Plasmodium berghei infections in mice was found with aliphatic substituted hydrazones. Among the substituents on the phenyl ring at the 3 position of the acridine moiety particularly high activity was associated with the 4-(trifluoromethyl)phenyl group and the 2,4-dichlorophenyl group. Moreover the ring N-OH function was shown to be necessary for good biological activity. Additional structure activity relationships are also discussed.
