GB861527A - New salts of penicillins - Google Patents

Abstract

The invention relates to salts of penicillins with amidine derivatives of formula <FORM:0861527/IV (b)/1> wherein R1 is a phenyl radical which may optionally be substituted by one or more radicals selected from alkyl, alkoxy, alkylthio, dialkylamino, halogen and tetramethylene radicals and R2 and R3, which may be the same or different, are hydrogen or alkyl. The salts have anti-allergic properties and are used medicinally (see Group VI). They are prepared by reacting the amidine derivative or a salt thereof with a penicillin or a salt thereof in an inert diluent such as water. Specified penicillins are penicillin G, penicillin V and p-chlorophenylthiomethyl-penicillin. Suitable salts are the alkali metal salts e.g. potassium salt of the penicillins or the mineral acid salts e.g. phosphates, sulphates and hydrochlorides of the amidines. Examples relate to (a) N-(2:4-dimethylphenyl)-propionamidine salt of phenoxymethylpenicillin; (b) N - (2:4 - dimethylphenyl) - acetamidine salt of phenoxymethylpenicillin; (c) N-(2:4-dimethylphenyl)-isobutyramidine salt of phenoxymethylpenicillin; (d) N-(3: 4-dimethylphenyl)-acetamidine salt of phenoxymethylpenicillin; and (e) N-(3,4-dimethylphenyl)-propionamidine salt of phenoxymethylpenicillin. Other amidines which may be used include 4-(4-methoxyphenyl) - propionamidine, N - (3,4 - dimethylphenyl) - caproamidine, N - (4 - methylthiophenyl) - acetamidine, N - (4 - dimethylaminophenyl) - propionamidine, N - (5 - chloro - 2-methyl phenyl) - acetamidine, N - (5,6,7,8-tetrahydro - 1 - naphthyl - isobutyramidine, N-(3 - chlorophenyl) - acetamidine and N - (2,4-dimethylphenyl) - hexanamidine. Specification 861,526 is referred to.ALSO:A pharmaceutical composition having antibiotic and anti-allergic properties comprises a carrier and one or more penicillin salts with amidines of formula <FORM:0861527/VI/1> wherein R1 is a phenyl radical which may optionally be substituted by one or more radicals selected from alkyl, alkoxy, alkylthio, dialkylamino, halogen and tetramethylene radicals, and R2 and R3, which may be the same or different, are hydrogen or alkyl (see Group IV (b)). Typical examples are the N-(2,4-dimethylphenyl)-propionamidine salt of penicillin V, the N-(2,4-dimethylphenyl)-acetamidine salt of penicillin V, the N-(2,4-dimethylphenyl)-isobutyramidine salt of penicillin V, the N-(3,4-dimethylphenyl)-acetamidine salt of penicillin V and the N-(3,4-dimethylphenyl)-propionamide salt of penicillin V. The compositions may be put up in the form of tablets, aqueous suspensions, dispersible powders or solutions or suspensions in inert non-toxic liquids. Specification 861,526 is referred to.