US 4,514,398 AGranted

Disubstituted polymethylene imines

AssigneeAdir

InventorsGilbert Regnier, Alain Dhainaut, Michel Laubie, Jacques Duhault

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Abstract

Polymethylene-imines of the formula: ##STR1## in which: A is a hydrocarbon radical from C.sub.3 to C.sub.5 in a straight or branched chain possibly containing one or two double bonds and possibly substituted by one or more hydroxy radicals; X is CH or nitrogen; n is zero, one or two; Y is oxygen or N--R.sub.1 in which R.sub.1 is hydrogen, alkyl from C.sub.1 to C.sub.5, alkenyl from C.sub.2 to C.sub.5, cycloalkyl or cycloalkenyl from C.sub.3 to C.sub.7, or acetyl; R is hydrogen, alkyl from C.sub.1 to C.sub.5, cycloalkyl from C.sub.5 to C.sub.7 or phenyl optionally substituted by one or more fluorine or chlorine; and B is hydrogen, alkyl from C.sub.1 to C.sub.5, alkenyl from C.sub.2 to C.sub.5, or phenyl, naphthyl, benzofuranyl, benzothienyl, benzodioxolyl, benzodioxanyl, benzodioxinyl, .DELTA.3-chromanyl, thiochromenyl or chromanyl, each optionally substituted by fluorine, chlorine, alkyl or alkoxy from C.sub.1 to C.sub.5 ; or a radical of the formula: ##STR2## in which: R.sub.2, R.sub.3 and R.sub.4 which may be the same or different, each represent hydrogen, or phenyl optionally substituted by fluorine or chlorine. These compounds and physiologically tolerable acid addition salts thereof may be used as medicines especially in the treatment of all kinds of tissular hypoxia.

A compound selected from the group consisting of:

disubstituted polymethylene imines of the formula I:
##STR20## in which:
A is selected from the group consisting of saturated hydrocarbon radicals containing from 3 to 5 carbon atoms inclusive in straight and branched chain, the corresponding unsaturated hydrocarbon radicals containing one and two double bonds, and the corresponding mono- and di-hydroxy (saturated and unsaturated hydrocarbon radicals,
n is selected from the group consisting of zero and the integers 1 and 2;
Y is selected from the group consisting of oxygen and a radical of the formula:
N--R.sub.1 in which R.sub.1 is selected from the group consisting of hydrogen, alkyl and hydroxyalkyl each having from 1 to 5 carbon atoms inclusive, cycloalkyl and cycloalkenyl each having from 3 to 7 carbon atoms inclusive, and acetyl;
R is selected from the group consisting of:
hydrogen, alkyl having from 1 to 5 carbon atoms inclusive, cycloalkyl having from 5 to 7 carbon atoms inclusive, unsubstituted phenyl and phenyl mono- and poly-substituted by a substituent selected from the group consisting of fluorine and chlorine;
and
B is selected from the group consisting of:
hydrogen,
alkyl having from 1 to 5 carbon atoms inclusive,
alkenyl having from 2 to 5 carbon atoms inclusive,
phenyl, naphthyl, benzofuranyl, benzothienyl, benzodioxolyl, benzodioxanyl, benzodioxinyl, .DELTA..sub.3 -chromenyl, thiochromenyl and chromanyl, and all these radicals mono- and poly-substituted by a substituent selected from the group consisting of fluorine and chlorine and alkyl and alkoxy each having from 1 to 5 carbon atoms inclusive, and
a radical of the formula:
##STR21## in which R.sub.2, R.sub.3 and R.sub.4 which are the same or different, are each selected from the group consisting of hydrogen, unsubstituted phenyl and phenyl mono- and poly-substituted by a substituent selected from the group consisting of chlorine and fluorine;
and
physiologically tolerable acid addition salts thereof.

15 more elements

Abstract

Claims8