Pyridopyrrolo benzheterocycles

Details Pyridopyrrolo benzheterocycles Pyridopyrrolo benzheterocycles

1979-07-09

1980-12-09

Ford, John M.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

424246, 544 99, C07D47114

Patent

active

042386071

ABSTRACT:
##STR1## where X is 0, S, S.fwdarw.O, or SO.sub.2 ; n is 0 or 1; m is 0 or 1; the R's are the same or different and are H or CH.sub.3, and one of them can be C.sub.2 -C.sub.9 alkyl, phenyl, C.sub.7 -C.sub.10 phenylalkyl, furyl, thienyl, pyridyl or substituted phenyl or phenylalkyl; when X is S, and m is 0, one R in the group --RCR-- can be OCH.sub.3 ; when X is S and m is 1, the R in the group (CHR).sub.m can be OCH.sub.3 ; and R.sup.1 is H, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.3 -C.sub.5 alkynyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.2 -C.sub.4 alkoxycarbonyl, trifluoroacetyl, or substituted C.sub.1 -C.sub.4 alkyl where the substituent is C.sub.3 -C.sub.6 cycloalkyl, phenyl or substituted phenyl; and their pharmaceutically suitable salts. The compounds are useful as sedatives; some of them also exhibit antidepressant, antihypertensive and antibacterial activity.
The compounds are prepared by cyclizing compounds of formula II ##STR2## wherein R.sup.2 is R.sup.1 or acyl. The latter compounds are prepared by reacting 4-piperidones with compounds of formula III in the presence of a reducing agent ##STR3## or with compounds of formula VI ##STR4##

REFERENCES:
patent: 4013652 (1977-03-01), Rajagopalan
patent: 4115577 (1978-09-01), Rajagopalan

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