6,9 bis(substituted-amino)benzo [g]isoquinoline-5,10-diones

Details 6,9 bis(substituted-amino)benzo [g]isoquinoline-5,10-diones 6,9 bis(substituted-amino)benzo [g]isoquinoline-5,10-diones

C - Chemistry, Metallurgy

07

D

C07D 221/08 (2006.01) A61K 31/47 (2006.01) A61K 31/495 (2006.01) A61K 31/535 (2006.01) C07D 401/14 (2006.01) C07D 413/14 (2006.01)

Patent

CA 2104582

2104582 9215300 PCTABS00016 A compound according to formula (I), wherein R is C1-C10 alkyl; phenyl or C7-C10 aralkyl; C2-C10 alkyl substituted with one or two substituents selected from the group consisting of OR1 and -NR2R3; C2-C10 alkyl interrupted by one or two oxygen atoms or by a member selected from the group consisting of -NR4 cis -CH=CH, trans-CH=CH- and -C=C-, and optionally substituted with one or two hydroxy (OH) or -NR2R3 groups; and wherein R1 is selected from the group consisting of hydrogen, C1-C6 alkyl, phenyl, C7-C10 aralkyl, -CHO, -COR5-, -COOR5, -S(O2)R5 and C2-C6 alkyl optionally substituted with -NR2R3; R2 and R3 are the same or different and are selected from the group consisting of hydrogen, C1-C10 alkyl, C7-C10 aralkyl, phenyl, C2-C10 alkyl substituted with one or two hydroxy (OH) groups, -CHO, -COR5, -COOR5, and -S(O2)R5, R2 and R3 taken together with the nitrogen atom to which they are bound form an ethyleneimine ring or a 5- or 6-membered aromatic or non-aromatic heterocyclic ring optionally containing another heteroatom selected from the group consisting of sulfur, oxygen and nitrogen, R2 is H and R3 is -C(=NH)NH2 or R2 is -C(=NH)NH2 and R3 is H; R4 is selected from the group consisting of hydrogen, C1-C10 alkyl, C2-C10 hydroxyalkyl, C2-C10 alkyl substituted with -NR2R3, C7-C10 aralkyl, phenyl, -COR5, -COOR5 and -S(O2)R5; R5 is selected from the group consisting of C1-C10 alkyl, C7-C10 aralkyl, .alpha., .beta., or .gamma.-nahpthyl, phenyl, o-, m-, or p-tolyl as free bases and their salts with pharmaceutically acceptable acids, have been found to have cytostatic and anti-tumor activity.

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