GB843676A - New biguanide salts - Google Patents

Abstract

The invention comprises salts of bis-biguanides of the formula: <FORM:0843676/IV(b)/1> (where A is a phenyl radical which may be substituted by alkyl, alkoxy or nitro groups or by halogen; R is hydrogen, alkyl or aralkyl; X is a direct linkage or an alkylene radical of not more than 3 carbon atoms; and m is an integer of 2-12, the polymethylene chain -(CH2)m-being optionally interrupted by oxygen atoms and/or by aromatic nuclei), with C6-C26 aliphatic or olefinic acids or their C-substituted monohydroxy, carboxy or ester derivatives. Suitable bis-biguanides are 1:6-di-(N1:N11-p-chlorophenyl- and p-chlorobenzyl-biguanido-N5:N51)-hexane, and those disclosed in Specifications 705,838 and 785,937. Suitable salt-forming acids are arachidic, stearic, palmitic, lauric, oleic, linoleic, linolenic and ricinoleic acids, and esters of a carboxy-substituted C6-26 aliphatic or olefinic acid with a monohydric alcohol or with a partially esterified polyhydric alcohol. The salts of the invention may be obtained by interacting a C6-26 aliphatic or olefinic acid or a C-substituted derivative thereof, or a salt thereof, with a bis-biguanide of the above formula, or a salt thereof. The salts of the invention are useful as antimicrobial and antifungal agents (see Group VI). Specifications 710,105, 815,800 and 815,925 also are referred to.ALSO:Pharmaceutical and veterinary compositions of antimicrobial and antifungal use contain as active agents one or more salts of bis-biguanides, of the formula: <FORM:0843676/VI/1> (where A is a phenyl radical which may be substituted by alkyl, alkoxy or nitro groups or by halogen; R is hydrogen, alkyl or aralkyl; X is a direct linkage or an alkylene radical of not more than 3 carbon atoms; and n is an integer of 2-12, the polymethylene chain -(CH2)n being optionally interrupted by oxygen atoms and/or aromatic nuclei), with C6-C26 aliphatic or olefinic acids or their C-substituted monohydroxy, carboxy or ester derivatives. Suitable compositions are solutions, suspensions, ointments, powders and the like. Other known antimicrobial and antifungal agents may be incorporated in the compositions. Castor oil is used as a solvent for the active agents in examples, and other specified additives are polyoxyethylene sorbitan monooleate, cetostearyl alcohol and Cetrimide. Specifications 705,838, 710,105, 785,937, 815,800 and 815,925 are referred to.