abstract |
Racemic and optically active compounds of the formula Q-CnH2n-NH-R wherein Q is where R1 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, trifluoromethyl or amino, R2 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or trifluoromethyl, R1 and R2, together with each other, are methylenedioxy or ethylenedioxy, and A is -O-, -CH2-CH2-, or -NR3- where R3 is hydrogen or alkyl or 1 to 4 carbon atoms, n is an integer from 2 to 6, inclusive, and R is hydrogen, benzyl or where R4 is hydrogen, methyl or ethyl, R5, R6 and R7, which may be identical to or different from each other, are each hydrogen, halogen, hydroxymethyl, trifluoromethyl, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, nitro, cyano, -CONHR3, -CONHOH, -COOR3, R8O-, methylsulfonylmethyl or, when one or two of R5 through R7 are other than halogen or trifluoromethyl, also -NR3R9, where R3 has the meanings defined above, R8 is hydrogen, alkanoyl of 1 to 20 carbon atoms, alkyl of 1 to 4 carbon atoms, or aralkyl, and R9 is hydrogen, lower alkanoyl, methanesulfonyl, carbamoyl, dimethylsulfamoyl, or alkoxycarbonyl of 2 to 5 carbon atoms, and R5 and R6, together with each other, are -O-CH2-O, -O-CH2-CH2-O-, -CH=CH-CH=CH-, -O-CH2-CONH-, -CH2-CH2-COHN- or -O-CO-NH-, and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as vasodilators and CNS-stimulators. |