1999 Volume 47 Issue 11 Pages 1604-1606
Condensation of 2-chloro-3-nitrobenzoic acid with either 5-amino-7-methoxy-2, 2-dimethyl-2H-chromene or 5-amino-2, 2-dimethyl-2H-chromene afforded diphenylamines 14 and 15. Trifluoroacetic anhydride mediated cyclization gave the corresponding acridones 16 and 17, which were subsequently N-methylated and reduced to 11-aminoacronycine and 11-amino-6-demethoxyacronycine.These two amino compounds, which gave stable water soluble salts, were 2- to 3-fold more potent than acronycine or 6-demethoxyacronycine in inhibiting L1210 cell proliferation.