6-Aza-3H-1,4-benzodiazepines

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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546194, 546312, 544124, 544279, 424256, 42424854, C07D47104

Patent

active

RE0310719

ABSTRACT:
There are produced 6-aza-3H-1,4-benzodiazepines and 6-aza-1,2-dihydro-3H-1,4-benzodiazepines of the formula ##STR1## where R.sub.1 is a halogen, R.sub.2 and R.sub.3 are hydrogen, halogen, trifluoromethyl, nitro, nitrile, hydroxy, lower alkyl, lower alkoxy, R.sub.4 is hydrogen, hydroxyl, hydroxyl acylated with a mono or dicarboxylic aid of 2 to 6 carbon atoms, lower alkoxy, lower alkyl, benzyl, lower aliphatic acyl, carboxy or carb-lower alkoxy, Z is nitrogen or NO, R.sub.5 is hydrogen, lower alkyl, lower alkyl substituted with cycloalkyl of 3 to 6 carbon atoms, lower alkenyl, cycloalkyl of 3 to 6 carbon atoms, lower hydroxyalkyl, benzyl, aliphatic acyl of 2 to 6 carbon atoms aminoalkyl of 2 to 7 carbon atoms, mono or di lower alkyl substituted aminoalkyl of 2 to 7 carbon atoms, lower alkyl substituted with 5 to 7 membered N-heterocyclic ring, containing 0 to 1 additional nitrogen or oxygen atoms, and A is oxygen, sulfur, .dbd.NR.sub.5, .dbd.NOR.sub.5, .dbd.NH--NHR.sub.5 or two hydrogen atoms and the --N(R.sub.5)--C--(.dbd.A)-- can also be in the tautomeric form --N.dbd.C(AR.sub.5) 13 and pharmacologically acceptable salts thereof. The compounds have spasmolytic, antiphlogistic and tranquilizer activity.

REFERENCES:
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patent: 3299053 (1967-01-01), Archer et al.
patent: 3304313 (1967-02-01), McMillan et al.
patent: 3314941 (1967-04-01), Littell et al.
patent: 3371085 (1968-02-01), Reeder et al.
patent: 3422091 (1969-01-01), Archer et al.
patent: 3445458 (1969-05-01), Bell
patent: 3694552 (1972-09-01), Hester
Littell et al., "J. Med. Chem.", vol. 8, pp. 722-724 (1965).

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