860030-12-2Relevant articles and documents
Synthesis of 15H-isoquino[2′,3′:3,4]imidazo[2,1-b]quinazoline- 7,13,15-triones and 14H-isoquino[2′,3′:3,4]imidazo[2,1-b]benzo[g] quinazoline-8,14,16-trione as new polycyclic fused-ring systems
Khodair, Ahmed I.,Gesson, Jean-Pierre,El-Ashry, El-Sayed H.
, p. 2653 - 2665 (2007/10/03)
3-Thioxo-2H-imidazo[1,5-b]isoquinoline-1,5-dione (3) and 2-substituted 3-thioxo-2H-imidazo[1,5-b]isoquinoline-1,5-diones (4a-1) were prepared from the reaction of 2-thiohydantoin (2) and 3-substituted 2-thiohydantoin (5a-l) with 2-formyl benzoic acid (1). Alkylation of 3 under an anhydrous basic conditions afforded 4a-i. The alkylation of 3 in aqueous basic solution afforded 3-(alkyl-mercapto)imidazo[1,5-b]isoquinoline-1,5-diones (7a,b). Reactions of the aromatic amino acids 9a,b and 12 with 7a afforded 2-(2H-1,5-dioxoimidazo[1,5-b] isoquinazolin-3-ylideneamino)benzoic acids (Wa, b) and 3-(2H-1,5-dioxoimidazo[1, 5-b]isoquinazolin-3-ylideneamino)-2-naphthalenecarboxylic acid (13), which were then cyclyzed by heating in acetic anhydride to afford 15H-isoquino[2',3':3,4]- imidazo[2,1-b]quinazoline-7,13,15-triones (11a,b) and 14H-isoquino-[2′, 3′:3,4]imidazo[2,1-b]benzo[g]quinazoline-8,14,16-trione (14). Some of the new compounds were tested for their antitumor activities.
