5-Phenyl-7-chloro-1H-1,5-benzodiazepine-2,4-(3H,5H)-diones

Abstract

Compounds of the formula ##SPC1## Wherein R 1 is hydroxy-alkyl of 2 to 4 carbon atoms; haloalkyl of 2 to 4 carbon atoms; di(alkyl of 2 to 4 carbon atoms)amino-alkyl of 2 to 4 carbon atoms; γ-piperidino-propyl; alkoxy of 1 to 2 carbon atoms - alkyl of 1 to 4 carbon atoms; (alkoxy of 1 to 2 carbon atoms)carbonyl-alkyl of 1 to 4 carbon atoms; (alkyl of 1 to 2 carbon atoms)mercaptoalkyl of 1 to 4 carbon atoms; .[.straight or branched alkenyl of 3 to 5 carbon atoms;.]. (alkoxy of 1 to 2 carbon atoms)carbonyl-alkenyl of 2 to 4 carbon atoms; or halo-alkenyl of 2 to 4 carbon atoms; The compounds are useful as psychosedatives and anticonvulsives.

We claim: 
     
       1. A compound of the formula ##SPC20## wherein R 1  is hydroxy-alkyl of 2 to 4 carbon atoms; haloalkyl of 2 to 4 carbon atoms; di(alkyl of 2 to 4 carbon atoms)amino-alkyl of 2 to 4 carbon atoms; γ-piperidino-propyl; alkoxy of 1 to 2 carbon atoms-alkyl of 1 to 4 carbon atoms; (alkoxy of 1 to 2 carbon atoms)carbonyl-alkyl of 1 to 4 carbon atoms; (alkyl of 1 to 2 carbon atoms)mercaptoalkyl of 1 to 4 carbon atoms; .[.straight or branched alkenyl of 3 to 5 carbon atoms;.]. (alkoxy of 1 to 2 carbon atoms)carbonyl-alkenyl of 2 to 4 carbon atoms; or halo-alkenyl of 2 to 4 carbon atoms.   
     
     
       2. A compound according to claim 1, wherein R 1  is ω-hydroxy-alkyl of 2 to 3 carbon atoms, γ-chloro-n-propyl, β-di(alkyl of 1 to 2 carbon atoms)amino-ethyl, γ-piperidino-n-propyl, γ-alkoxy of 1 to 2 carbon atoms-alkyl of 1 to 2 carbon atoms, ethoxycarbonyl-methyl, β-ethylmercapto-ethyl, .[.alkenyl of 3 to 5 carbon atoms,.]. γ-methoxycarbonyl-allyl or γ-chloro-allyl. 
     
     
       3. A compound according to claim 1, wherein R 1  is ω-hydroxy-alkyl of 2 to 3 carbon atoms, ω-alkoxy of 1 to 2 carbon atoms-alkyl of 1 to 2 carbon atoms or β-di(alkyl of 1 to 2 carbon atoms)amino-ethyl. 
     
     
       4. A compound according to claim 1, which is 1-(β-hydroxy-ethyl)-5-phenyl-7-chloro-1H-1,5benzodiazepine-2,4-(3H,5H)-dione. 
     
     
       5. A compound according to claim 1, which is 1-(β-methoxy-ethyl)-5-phenyl-7-chloro-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione. 
     
     
       6. A compound according to claim 1, which is 1-methoxymethyl-5-phenyl-7-chloro-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione. 
     
     
       7. A compound according to claim 1, which is 1-(γ-hydroxy-n-propyl)-5-phenyl-7-chloro-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione. 
     
     
       8. A compound according to claim 1, which is 1-(β-dimethylamino-ethyl)-5-phenyl-7-chloro-1H-1,5-benzodiazepine2,4-(3H,5H)-dione.