Synthesis and biological activity of furoquinolines : 2-aroyl-4-methyl/4,6-dimethyl-3-phenyl-furo [3, 2-c] quinolines

1987 
3-Benzoyl-4-hydroxyquinolines (IIIa,b) were condensed with various W-bromoace-tophrnones in acetone-potassium carbonate to yield the 2-aryol-4-methyl/4,6-dimethyl-3-phenyl furo [3,2-c]-quinolines (Va-d and f-i). Further, Vd and Vi were deme``ylated and the resulting 2-(p-hydroxybenzoyl)-4-mrthyl/4,6-dimethyl-3-phenyl-furo [3,2-c] quinolines (Ve and Vj) on alkylation with various bata-t-aminoalkylchloridehydrochlorides furnished the corresponding 2-[4-(Bets-t-aminoalkoxy) benzoyl]-4-methyl/4,6-dimethyl-3-phenyl-furo [3,2-c] quinolines (VIa-b). The compounds were screened for antifertility, analgesic and anti-inflammatory activities. 2-(p-methoxybenzoyl)- 4,6-dimethyl-3-phenyl-furo [3,2-c] quinoline (V i) was found to be the most potent anti-inflammatory agent exhibiting 63 activity, marginally exceeding the values of phenyl butazone (58) and aspirin (62
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