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A series of twelve new 7-chloro-5-[(o- and p-R1)phenyl]-1-R2-3H-[1,4] benzo-diazepin-2-ones, which have possible pharmocological properties were synthesized. The synthesis of all the final compounds was carried out by four steps. The structure of all final products was corroborated by ir, 1H nmr, 13C nmr and ms, and have been obtained in 35-94 percent yield.

7 Chloro 5 (o fluorophenyl) 1,3 dihydro 1 methyl 2H 1,4 benzodiazepin 2 one (ID 540), which was synthesized from 5 chloro 3 (o fluorophenyl) 1 methylindole 2 carbonitrile via 3 steps by a novel process, was evaluated in pharmacologic tests on the central nervous system and in acute toxicity tests. Regarding anticonvulsant activities, ID 540 was more potent than diazepam and medazepam in entetrazole, bemegride, strychnine and maximum electroshock tests in mice. The taming effect of ID 540 was more potent than those of diazepam and medazepam in electroshock and isolation induced fighting mice and in septal rats, but was nearly equipotent to that of diazepam in O.B. rats. ID 540 was more potent or approximately equipotent to diazepam in muscle relaxant activity. However, ID 540 was less potent than diazepam in depression of spontaneous locomotor activity in mice. ID 540 depressed righting reflex, and potentiated hexobarbital and chlorprothixene anesthesias in mice. In the EEG test, ID 540 increased fast activity and depressed hippocampal theta waves and amygdala after discharge in cats. The LD50 of ID 540 in mice was 910 mg/kg p.o., 360 mg/kg i.p., and 1150 mg/kg s.c. Some pharmacologic characteristics of ID 540 are discussed. (26 references.)