GB835474A - Pharmaceutical compositions comprising quinolone derivatives - Google Patents

Abstract

1 - Methyl - and 1 - ethyl - 7 - nitro - 4 - quinolone are prepared by reacting dimethyl or diethyl sulphate with 4-hydroxy-7-nitroquinoline in the presence of sodium hydroxide. 4 - Hydroxy - 7 - nitroquinoline is prepared by heating together 3-carboxy-4-hydroxy-7-nitroquinoline and benzophenone. 6 - Chloro - 1 - ethyl - 3 - methyl - 4 - quinolone and 6 - chloro - 1 - methyl - 4 - quinolone are obtained by reacting 6-chloro-4-hydroxy-3-methylquinoline and 6-chloro-4-hydroxyquinoline with a diethyl and dimethyl sulphate respectively. 1 - Ethyl - 3 - methyl - 6 - nitro - 4 - quinolone is prepared by heating together 4-hydroxy-3-methyl - 6 - nitroquinoline, anhydrous potassium carbonate, ethyl iodide and b -ethoxyethanol. Similarly, but using 6-chloro-4-hydroxy - 2,3 - dimethylquinoline there is obtained 6 - chloro - 1 - ethyl - 2,3 - dimethyl - 4 - quinoline and by using 4 - hydroxy - 2,3-dimethyl - 6 - nitro - quinoline and methyl iodide there results 1,2,3-trimethyl-6-nitro-4-quinoline. By using 4-hydroxy-6-nitroquinoline and di-ethyl sulphate, 1-ethyl-6-nitro-4-quinoline is obtained.ALSO:Pharmaceutical and veterinary compositions comprise non-toxic pharmaceutical excipients and one or more compounds of general formula <FORM:0835474/VI/1> wherein the benzene ring "A" bears one or more substituents which may be nitro-groups or halogen atoms, R is an alkyl or alkenyl radical having not more than 4 carbon atoms, R1 and R2 axis hydrogen or an alkyl radical of not more than 4 carbon atoms and may be the same or different. Specified compounds are the following 4-quinolones: 1-methyl-6-nitro and 1 : 3-dimethyl-6-nitro (both preferred), 1-methyl-7-nitro, 1-ethyl-7-nitro, 1-ethyl-3-methyl - 6 - nitro, 1 : 2 : 3 - trimethyl - 6 - nitro, 6 - chloro - 1 - ethyl - 2 : 3 - dimethyl, 6 - chloro - 1 - ethyl - 2 : 3 - dimethyl, 6 - chloro-1 - ethyl - 3 - methyl, 6 - chloro - 1 - methyl. Other known antibacterial agents, e.g. penicillins, sulphonamides, e.g. 2-paminobenzene-sulphonamido - 4 : 6 - dimethylpyrimidine, 1 : 6 - bis - p - chloro - phenyldiguanidohexane, furazolidone, chlortetracycline, oxytetracycline, hydrocortisone acetate. The compositions may be in forms suitable for oral, parenteral and external application, e.g. tablets, pills, dispersable powders and granules, syrups, solutions, dispersions, creams, ointments, finely-divided powders, or premixes with foodstuffs.