91700-87-7

Upstream product

• 4743-17-3 5-Chloroisatoic anhydride 
• 55579-70-9 5-(2,4-dichloro-phenyl)-cyclohexane-1,3-dione 
• 66896-92-2 4-(2',4'-dichlorophenyl)-3-buten-2-one 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 1504-68-3 ethyl 2,4-dichlorocinnamate 

Downstream Products

• 80092-77-9 7-Chloro-3-(2,4-dichloro-phenyl)-1-[(E)-4-diethylamino-butylimino]-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 144155-58-8 7-Chloro-3-(2,4-dichloro-phenyl)-1-[(E)-3-pyrrolidin-1-yl-propylimino]-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 144155-63-5 7-Chloro-3-(2,4-dichloro-phenyl)-1-[(E)-7-diethylamino-heptylimino]-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 144155-64-6 7-Chloro-3-(2,4-dichloro-phenyl)-1-[(E)-2-(2-hydroxy-ethylamino)-ethylimino]-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 144155-60-2 1-[(E)-2-Butylamino-butylimino]-7-chloro-3-(2,4-dichloro-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 80092-76-8 7-Chloro-3-(2,4-dichloro-phenyl)-1-[(E)-3-dimethylamino-propylimino]-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 80092-75-7 7-Chloro-3-(2,4-dichloro-phenyl)-1-[(E)-2-diethylamino-ethylimino]-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 144155-62-4 7-Chloro-3-(2,4-dichloro-phenyl)-1-[(E)-4-diethylamino-1-methyl-butylimino]-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 80092-76-8 7-chloro-3-(2,4-dichlorophenyl)-1-[[3-(dimethylamino)propyl]imino]-1,3,4,10-tetrahydro-9(2H)acridinone 
• 144155-59-9 1-{(E)-3-[Bis-(2-hydroxy-ethyl)-amino]-propylimino}-7-chloro-3-(2,4-dichloro-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 144155-65-7 1-[(E)-2-Amino-ethylimino]-7-chloro-3-(2,4-dichloro-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 144155-61-3 7-Chloro-3-(2,4-dichloro-phenyl)-1-[(E)-3-diethylamino-2,2-dimethyl-propylimino]-1,3,4,10-tetrahydro-2H-acridin-9-one 

Relevant academic research and scientific papers

A versatile synthesis of acridine-1,9-diones

Alkylation of ethyl 2-(4-oxo-1,4-dihydroquinolin-2-yl)acetate by Michael addition with various alkenes has been carried out. The C-α alkylated intermediates so formed can be cyclized with hot polyphosphoric acid to acridine-1,9-diones.

Synthesis and Antimalarial Properties of 1-Imino Derivatives of 7-Chloro-3-substituted-3,4-dihydro-1,9(2H,10H)-acridinediones and Related Structures

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.

7-Chloro-3-substituted aryl-3,4-dihydro-1,9(2H,10H) and 10 hydroxy acridinedioneimines having antimalarial activity

7-Chloro-3-substituted aryl-3,4-dihydro-1,9-(2H,1OH) and 10-hydroxy-acridinedioneimines and their pharmaceutically acceptable salts and a process for preparing them are disclosed and claimed. The compounds are useful in the treatment of protozoan diseases