1,5-BENZODIAZEPINES .8. NOVEL 4H-[1,2,4]TRIAZOLO[4,3-A][1,5]BENZODIAZEPINE DERIVATIVES WITH ANALGESIC OR ANTIINFLAMMATORY ACTIVITY

The reaction of N,N-disubstituted 4-(methylthio)-3H-1,5-benzodiazepin-2-amines 8 with formylhydrazine, acetylhydrazine or benzoylhydrazine afforded the expected N,N-disubstituted 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepin-5-amines 9, along with lower yields of tetracyclic compounds 10. A number of compounds 9 and 10 were tested for their analgesic, anti-inflammatory and anticonvulsant activities, as well as for their acute toxicity and gross behavioral effects. Dipyrone, indomethacin and phenobarbital were used as reference drugs. Some compounds 9 showed statistically significant analgesic or anti-inflammatory properties, depending on the structure. © 1990.