Substituted 2,3-alkylene bis (oxy)-4,5 (or 5,6) azimido benzamides and derivatives thereof
AssigneeSociete d'Etudes Scientifiques et Industrielles de l'Ile
InventorsMichel Thominet, Gerard Bulteau, Jacques Acher, Claude Collignon
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Abstract
Novel substituted 2,3-alkylene bis (oxy) benzamide azimido compounds and derivatives thereof are disclosed as for example N-(1-allyl-2-pyrrolidylmethyl)-7,8-azimido-1,4-benzodioxane-5-carboxamide and N-(1-allyl-2-pyrrolidylmethyl)-6,7-azimido-1,4-benzodioxane-5-carboxamide. The compounds have anxiolytic, psychostimulant, disinhibiting and thymoanaleptic properties useful therapeutically in the psychofunctional field, particularly in gastro-enterology, cardiology, urology, rheumatology and gynaecology.
Claims3
Substituted 2,3-alkylene bis(oxy)benzamides, their pharmaceutically acceptable acid addition salts, their quaternary ammonium salts, their oxides, and their dextrorotatory and levorotatory isomers, having the formula:
- ##STR68## wherein:
- A is a C.sub.1-3 alkylene group;
- the X, Y, Z, moiety is
- when Y is joined to X to form an unsubstituted azimido group, Z is selected from the group consisting of hydrogen, halogen, nitro, amino and acetamino;
- and
- when Y is joined to Z to form an unsubstituted azimido group, X is selected from the group consisting of hydrogen, halogen, C.sub.1-4 alkoxy, nitro, amino and acetamino;
- R is selected from the group consisting of hydrogen and a group having the formula:
- ##STR69## wherein:
- B is a C.sub.1-3 alkylene group;
- R.sub.1 is a C.sub.1-4 alkyl group or is joined to B to form a pyrrolidinyl group;
- R.sub.2 is a C.sub.1-4 alkyl, C.sub.2-4 alkenyl, cycloalkyl or benzyl group;
- and
- R' is hydrogen, C.sub.1-4 alkyl, adamantyl or benzyl group.
Dependencies are inferred from the claim text.