In this study, hexahydro-6H-indolo[2,3-b]quinoxaline (1) was synthesized by condensation of isatin with 1,2- diaminocyclohexane. It was then reacted with methyl bromoacetate, hydrazine and finally condensed with selected carbonyl compounds to give the hydrazones 4-23. The new compounds have been characterized, screened for biological activity. Some of them showed significant antibacterial and anti-inflammatory activities. In particular, compound 20 showed interesting activities as anti-inflammtory and antibacterial.