A series of 1,4-disubstituted-6-hydroxyperhydro-1,4-diazepine-2,3-diones were designed and synthesized through the reaction of epichlorohydrin with an excess of the appropriate primary amine. The resulting secondary diamine derivatives were allowed to react with diethyl oxalate to afford the target compounds in good yields. Structures of the target compounds were verified on the basis of spectral and elemental methods of analysis. Twelve new derivatives were subjected to preliminary pharmacological screening regarding their CNS depressant activity such as sedative, hypnotic, anticonvulsant as well as muscle relaxant activities, in addition to evaluation of the hypotensive activity of some representative compounds. Most of the tested compounds gave high percentage reduction in spontaneous locomotor activity (SLA) compared with diazepam. Concerning the rota-rod coordination test, mice cannot remain on the rod more than 20 seconds in comparison with the reference drug used indicating a good muscle relaxant activity of the test compounds. Moreover, these compounds gave 100% protection against pentylenetetrazole-induced convulsions with a rapid onset of action. On the other hand, most of the test compounds gave mild to comparable reduction in blood pressure in comparison to that produced by using propranolol. Moreover, the acute toxicity (LD50) test was carried out for only one representative compound.