GB765285A - New penicillin compound and its production - Google Patents

Abstract

A penicillin compound stable to acids and therefore suitable for oral administration is p-cresoxymethyl penicillin and which is produced by growing a penicillin producing mould in association with a culture medium and a precursor compound represented by the formula CH3C6H4-O-CH2-R1 where CH3C6H4-O-CH2- is the p-cresoxymethyl radical and R1 represents a carboxylic acid group or functional derivative thereof such as a carboxy, carboxyester, carboxy salt or carboxyamide group; a carbinol; carbinylamine; acetal; or aldehyde group, acidifying the clarified culture medium with a mineral acid to approximately pH2.1, extracting the acidified material with a water-immiscible organic penicillin solvent, e.g. chloroform, butyl acetate or amyl acetate and recovering the p-cresoxymethyl penicillin acid from the organic solvent extract. In the example, the sodium salt is produced by dissolving crude p-cresoxymethyl penicillin in aqueous sodium hydroxide. The potassium salt is produced by extracting a chloroform extract of a fermentation broth with an aqueous buffer at pH 2.1, treating the buffer with butyl acetate and the butyl acetate extract with potassium acetate in butanol. The free acid is obtained by adding a mineral acid such as hydrocarbon to a solution of an alkali metal salt of p-cresoxymethyl penicillin. Specification 643,514 and U.S.A. Specification 2,562,410 are referred to.ALSO:Para cresoxymethyl penicillin acid (see Group IV(b)), which is stable in an acid medium, is administered orally in the form of a tablet, capsule, aqueous suspension or oleaginous suspension. Specification 643,514, [Group IV(b)], and U.S.A. Specification 2,562,410 are referred to.