Pyridazine derivatives
AssigneeSanofi
InventorsRobert Boigegrain, Roger Brodin, Jean P. Kan, Dominique Olliero, Camille G. Wermuth, Jean-Jacques Bourguignon, Paul Worms
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Abstract
The present invention relates to pyridazine derivatives of formula: ##STR1## which are useful as ligands of cholinergic receptors, in particular, receptors of the M.sub.1 type.
Claims8
A compound of formula:
- ##STR345## in which:
- Ar represents a phenyl group substituted by R.sub.1 and R.sub.2 ;
- R.sub.1 and R.sub.2 each independently denotes hydrogen, halogen, trifluoromethyl, hydroxyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkyl;
- R.sub.3 represents C.sub.3 H.sub.7, C.sub.3 -C.sub.7 cycloalkyl or the Ar' radical, Ar' being phenyl substituted by R.sub.1 and R.sub.2 ;
- R.sub.4 represents:
- * a group:
- ##STR346## in which:
- X.sub.1 represents hydrogen or methyl;
- n is 0;
- R.sub.5 represents a C.sub.1 -C.sub.6 linear alkyl group;
- and
- R.sub.6 represents a C.sub.1 -C.sub.6 linear alkyl group;
- * or a group ##STR347## in which Alk is a C.sub.1 -C.sub.6 linear alkylene group, R.sub.5a is hydrogen or a C.sub.1 -C.sub.6 alkyl group and R.sub.6a alkyl group, a benzyl or a C.sub.3 -C.sub.7 cycloalkyl, with the proviso that R.sub.1 and R.sub.2 are not simultaneously H when Alk is --(CH.sub.2).sub.2 --, and that R.sub.4 is the group Alk--N--R.sub.5a R.sub.6a only when R.sub.3 is a C.sub.3 H.sub.7 or a phenyl group;
- or its salts, which are pharmaceutically acceptable or permit suitable separation or crystallization thereof.
3-N-(2-diethylamino 2-methyl propyl) 6-phenyl 5-propyl pyridazinamine or its salts which are pharmaceutically acceptable or permit suitable separation or crystallization thereof.
3-N-(2-diethylamino 2-methyl propyl) 5,6-diphenyl pyridazinamine or its salts which are pharmaceutically acceptable or permit suitable separation or crystallization thereof.
A compound of formula ##STR349## in which:
- Ar represents a phenyl group substituted by R.sub.1 and R.sub.2 ;
- R.sub.1 and R.sub.2 each independently denotes hydrogen, halogen, trifluoromethyl, hydroxyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkyl;
- R.sub.3 represents C.sub.3 -C.sub.7 cycloalkyl or the Ar' radical, Ar' being phenyl substituted by R.sub.1 and R.sub.2 ;
- R.sub.4 represents:
- * a group:
- ##STR350## in which:
- X.sub.1 represents hydrogen or methyl;
- n is 0;
- R.sub.5 represents a C.sub.1 -C.sub.6 linear alkyl group;
- and
- R.sub.6 represents a C.sub.1 -C.sub.6 linear alkyl group;
- * or a group ##STR351## in which Alk is a C.sub.1 -C.sub.6 linear alkylene group, R.sub.5a is hydrogen or a C.sub.1 -C.sub.6 alkyl group and R.sub.6a is a C.sub.1 -C.sub.4 alkyl group, a benzyl or a C.sub.3 -C.sub.7 cycloalkyl, with the proviso that R.sub.1 and R.sub.2 are not simultaneously H when Alk is --(CH.sub.2).sub.2 --, and that R.sub.4 is the group Alk--N--R.sub.5a R.sub.6a only when R.sub.3 is a phenyl group;
- or its salts, which are pharmaceutically acceptable or permit suitable separation or crystallization thereof.
Dependencies are inferred from the claim text.