Pyridopyrrolobenzheterocycles

Details Pyridopyrrolobenzheterocycles Pyridopyrrolobenzheterocycles

1978-06-16

1980-01-15

Brust, Joseph Paul

Drug, bio-affecting and body treating compositions

Antigen, epitope, or other immunospecific immunoeffector

Bacterium or component thereof or substance produced by said...

424246, 42424851, 544 14, 546 64, 2602444, 42424854, 42424858, 4242484, 42424855, A61K 31445, C07D41302

Patent

active

041839366

ABSTRACT:
##STR1## where X is O, 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: 3401166 (1968-09-01), Krapcho
patent: 3914421 (1975-10-01), Rajagopalan
patent: 4013652 (1977-03-01), Rajagopalan
patent: 4115577 (1978-09-01), Rajagopalan
Rajagopalan, C.A., 80(1974), 96047w.
Orlova et al., C.A., 84(1976), 59411x.

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