METHOD OF PREPARING N-(2-PYRROLIDINYL-ALKYL) SUB TITUTED BENZAMIDES AND DERIVATIVES THEREOF

摘要

1466822 Benzamides SOC D'ETUDES SCIENTIFIQUES ET INDUSTRIELLES DE L'ILE DE FRANCE 26 Feb 1975 [5 March 1974 7 Feb 1975] 8095/75 Heading C2C Novel benzamides of the Formula I wherein A is H, C 1-5 alkyl or C 2-5 alkenyl; X is H, C 1-5 alkoxy, C 1-5 alkyl, C 2-5 alkenyloxy or C 2-5 alkenyl; Y is H, halogen, C 1-5 alkyl, C 1-5 alkoxy, amino, alkylamino, dialkylamino, carboxylic acylamino, phthalimido, benzylamino or alkoxycarbonylamino; Z is H, halogen, C 1-5 alkoxy, C 1-5 alkylsulphonyl or NR 1 R 2 , wherein R 1 and R 2 each are H or C 1-5 alkyl or R 1 and R 2 , together with the nitrogen atom to which they are attached, form a saturated heterocyclic ring optionally containing another heteroatom; W is C 1-4 alkylene and m is 1, 2 or 3; and pharmaceutically acceptable acid addition and quaternary ammonium salts thereof are prepared by reacting the appropriate benzoic acids or reactive derivatives thereof with amines of the formula or reactive derivatives thereof, wherein R 3 is H or benzyl, followed if necessary by removal of R 3 when benzyl by reduction. Pharmaceutical compositions contain the above benzamides or acid addition or quaternary ammonium salts thereof together with pharmaceutically acceptable carriers or diluents. The compounds are anti-emetics, anti-ulcer agents and are capable of modifying the central nervous system.