53966-34-0

Usage

InChI:InChI=1/C20H13ClF3NO3/c21-13-5-6-15-14(9-13)19(27)18-16(25(15)28)7-11(8-17(18)26)10-1-3-12(4-2-10)20(22,23)24/h1-6,9,11,28H,7-8H2

Upstream product

• 55579-69-6 5-<4-(trifluoromethyl)phenyl>-1,3-cyclohexanedione 
• 552-89-6 2-nitro-benzaldehyde 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 80992-93-4 4-(4-trifluoromethylphenyl)but-3-en-2-one 

Downstream Products

• 91189-77-4 7-chloro-1,3,4,10-tetrahydro-10-hydroxy-1-(4-morpholinylimino)-3-<4-(trifluoromethyl)phenyl>-9(2H)-acridinone 
• 80092-55-3 7-Chloro-1-[(E)-4-diethylamino-butylimino]-10-hydroxy-3-(4-trifluoromethyl-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 102192-51-8 7-Chloro-10-hydroxy-1-(pyridin-2-yl-hydrazono)-3-(4-trifluoromethyl-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 80108-15-2 7-Chloro-10-hydroxy-1-[(E)-3-pyrrolidin-1-yl-propylimino]-3-(4-trifluoromethyl-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 102192-45-0 1-[(1H-Benzoimidazol-2-yl)-hydrazono]-7-chloro-10-hydroxy-3-(4-trifluoromethyl-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 102192-47-2 7-Chloro-10-hydroxy-1-[(5-phenyl-[1,2,4]triazin-3-yl)-hydrazono]-3-(4-trifluoromethyl-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 80108-20-9 7-chloro-1,3,4,10-tetrahydro-10-hydroxy-1-<<2-(2-propenylamino)ethyl>imino>-3-<4-(trifluoromethyl)phenyl>-9(2H)-acridinone 
• 91189-76-3 7-Chloro-1-(dimethyl-hydrazono)-10-hydroxy-3-(4-trifluoromethyl-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 80092-33-7 7-Chloro-1-[(E)-3-dimethylamino-propylimino]-10-hydroxy-3-(4-trifluoromethyl-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 80092-54-2 7-Chloro-1-[(E)-2-diethylamino-ethylimino]-10-hydroxy-3-(4-trifluoromethyl-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 80108-16-3 7-Chloro-1-[(E)-3-diethylamino-propylimino]-10-hydroxy-3-(4-trifluoromethyl-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 
• 90832-34-1 3-(4-Trifluoromethylphenyl)-7-chloro-10-hydroxy-3,4-dihydroacridine-1,9(2H,10H)-dione 1-(N-methyl-N'-piperazinyl)imine 
• 102192-44-9 7-Chloro-10-hydroxy-1-[(E)-1H-[1,2,4]triazol-3-ylimino]-3-(4-trifluoromethyl-phenyl)-1,3,4,10-tetrahydro-2H-acridin-9-one 

Relevant 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

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.

Antimalarial compositions

Antimalarial compositions are disclosed containing as the active ingredient a mixture of a tetrahydroacridone of the general formula I STR1 in which R1 represents methyl, phenyl, p-chlorophenyl, m-chlorophenyl, p-fluorophenyl, p-trifluoromethylphenyl, o-trifluoromethylphenyl or o-chloro-p-trifluoromethylphenyl, R2 represents hydrogen or methyl, and R3 represents fluorine or chlorine, or a salt of such a compound with a physiologically compatible acid or base, with (a) 6-methoxy-α-(5-vinyl-2-quinuclidinyl)-4-quinoline-methanol (Quinine), (b) 7-chloro-4-(diethylamino-1-methyl-butylamino)-quinoline (Chloroquine), (c) α-(2-piperidyl)-2,8-bis(trifluoromethyl)-4-quinolinemethanol (Mefloquine), (d) 8-(4-amino-1-methylbutylamino)-6-methoxy-quinoline (Primaquine), (e) 2,4-diamino-5-p-chlorophenyl-6-ethylpyrimidine (Pyrimethamine), (f) 4,6-diamino-1-(p-chlorophenyl)-1,2-dihydro-2,2-dimethyl-s-triazine (Cycloguanil), (g) 2,4-diamino-5-(3,4,5-trimethoxybenzyl)-pyrimidine (Trimethoprim), (h) N'-(5,6-dimethoxy-4-pyrimidyl)-sulfanilamide (Sulfadoxine), or (i) 4,4'-diaminodiphenylsulfone (Dapsone), or with a salt of a compound sub (a) to (i), with a physiologically compatible acid or base, the mixtures being in a proportion by weight of between 25:1 and 1:300 (tetrahydroacridone to compound sub (a) to (i)) in admixture with a pharmaceutically acceptable carrier and/or adjuvant.

10-Hydroxy-3,4-dihydroacridine-1,9(2H,10H)-diones: a new group of malaricidal and coccidiostatic compounds

2-Nitrobenzaldehydes and 1,3-cyclohexanediones condense in a mixture of hydrocholic acid and glacial acetic acid to 10-hydroxy-3,4-dihydroacridine-1,9(2H,10H)-diones. Many compounds of this group reveal a pronounced coccidiostatic and malaricidal effect i

Tetrahydroacridones having chemotherapeutic action and process for preparing them

Tetrahydroacridones and their salts with physiologically tolerated acids and bases and process for preparing them. The compounds have a valuable chemotherapeutic action and may be used as drugs against protozoan diseases.