We report in this study the synthesis of some new N-substituted hexahydro- acridine-1,8-dione compounds including some new N- 2-hydroxypropylhexahydro-acridine-1,8-diones and their tosylatedocta- hydroacridine-1,8-dione derivatives in addition to some bis-hexahydro- acridine-1,8-diones via a one pot reaction technique. Moreover, in vivo anti-inflammatory evaluation for some newly synthesized compounds has been investigated. The highly alkylated bishydroacridine-1,8-dione 5f showed a higher anti- inflammatory potency more than the non-alkylated and the standard employed indomethacin. The structure of all new products has been characterized by IR, 1H-NMR and 13C-NMR.