2,9-Dihydro-3H-pyrido[3,2-c]-s-triazolo[4,3-a][1,5]-benzodiazepi

Details 2,9-Dihydro-3H-pyrido[3,2-c]-s-triazolo[4,3-a][1,5]-benzodiazepi 2,9-Dihydro-3H-pyrido[3,2-c]-s-triazolo[4,3-a][1,5]-benzodiazepi

1975-04-07

1976-06-29

Rollins, Alton D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424250, 424256, 260295A, 26029359, 424267, C07D47114

Patent

active

039667367

ABSTRACT:
2,9-Dihydro-3H-pyrido[3,2-c]-s-triazolo[4,3-a][1,5]-benzodiazepin-3-ones ##SPC1##
Wherein R' and R" are alkyl of 1 to 3 carbon atoms, inclusive; or the group ##EQU1## together is pyrrolidino, piperidino, 4-methylpiperazino or [4-(2-hydroxyethyl)]piperazino; wherein R.sub.2 and R.sub.3 are hydrogen, chloro, bromo, trifluoromethyl, or alkyl defined as above and wherein R.sub.4 is hydrogen, alkyl as defined above or ##EQU2## in which n is the integer 2 or 3 or R', R" or ##EQU3## are defined as above, are obtained by reacting a compound of the formula 1 ##SPC2##
Wherein R.sub.2, R.sub.3, R', R", or ##EQU4## are defined as above, with phosphorus pentasulfide to give the corresponding 5-thione compound (II); treating II with an alkyl carbazate to obtain the compound of formula III: ##SPC3##
wherein R.sub.2, and R.sub.3 are defined as above and treating III with an alkyl halide of 1 to 3 carbon atoms inclusive, or ##EQU5## in which n, R', R", or ##EQU6## is defined as above, to obtain those compounds of formula IVA in which R.sub.4 is alkyl or ##EQU7## as defined above. The compounds of formula IV (which include compounds III and IVA) and the pharmacologically acceptable acid addition salts thereof have sedative and anti-tussive activity and can be used in mammals.

REFERENCES:
patent: 3850942 (1974-11-01), Hester et al.
patent: 3903105 (1975-09-01), Gall
Hester, Jr.; Jackson B., Chemical Abstracts, vol. 7, 10,980v, (1970).
Hester, Jr.; Jackson B., Chemical Abstracts, vol. 75, 35974w, (1971).

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