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

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

1974-09-19

1977-02-15

Jiles, Henry R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26029359, 2602471L, 2602948C, 2602475GP, 260296H, 424263, 2602949, 260295F, 260295K, 2602472R, 2602472B, 2602472A, C07D47104

Patent

active

040082237

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, =NR.sub.5, =NOR.sub.5, =NH-NHR.sub.5 or two hydrogen atoms and the --N(R.sub.5)--C--(=A)-- can also be in the tautomeric form --N=C(AR.sub.5) 13 and pharmacologically acceptable salts thereof. The compounds have spasmolytic, antiphlogistic and tranquilizer activity.

REFERENCES:
patent: 2893992 (1959-07-01), Sternbach
patent: 3296249 (1961-01-01), Bell
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 (1969-01-14), 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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