Nouvelles coumarines substituées et leurs procédés de préparation

The invention comprises compounds of formula wherein R1 is hydrogen or a C1-4 alkyl group, R2 is hydrogen or halogen, R3 is hydrogen or, in the 7- or 8-position, halogen or a C1-4 alkyl or nitro group, A is a group -(CH2)nNR4R5, wherein n is 2 to 6, R4 is hydrogen or an alkyl, alkenyl or cycloalkyl group, and R5 is an alkyl alkenyl, cycloalkyl, hydroxyalkyl or aryl group, or R4 and R5 together with the nitrogen atom form a saturated heterocyclic group, and B is a hydrogen atom or, in combination with A, an N1-alkylpiperazino group, and pharmaceutically acceptable salts thereof, and their preparation by condensation of a compound of formula wherein R is an alkyl group, (a) with an amine of formula HNAB, or (b) where B may be hydrogen, with an aminoalcohol of formula NH2(CH2)nOH to give an N-hydroxyalkylamide, converting this to the corresponding N-haloalkylamide, and reacting this with an amine of formula HNR4R5. The compounds of the invention have fibrinolytic, local anaesthetic, anti-inflammatory, analgesic and anti-tussive activity, and may be used in pharmaceutical compositions in combination with a carrier in forms suitable for oral, parenteral or rectal administration, for example as capsules, tablets, ampoules, solutions or suppositories.