Penicilline und Verfahren zu ihrer Herstellung

1,168,301. Penicillins. FARBWERKE HOECHST A.G. 2 Jan., 1967 [31 Dec., 1965], No. 77/67. Heading C2A. The invention relates to a method for preparing thienyloxymethyl penicillins of general Formula I wherein R 1 and R 2 each represent H or CH 3 , and physiologically tolerable salts thereof, disclosed in Specification 1,144,227. Preferred is 3-thienyloxymethyl penicillin and the potassium salt thereof. The penicillins are produced by growing a penicillin-producing fungus, e.g. Penicillium chrysogenum, in a conventional culture medium in the presence of a precursor, which is a thienyloxyacetic acid of formula wherein R 1 and R 2 have the above meaning, or a functional derivative thereof, e.g. a salt, alcohol or aldehyde of said acid. The penicillin and excess precursor are extracted from the clarified fermentation broth at pH 1.5 to 2À5 by a water-immiscible organic solvent such as butyl acetate, transferred into an aqueous buffer at pH 6.0 to 8.5 and re-extracted with butyl acetate at pH 1.5 to 2.5. The penicillin and the precursor are fractionally precipitated from the organic solvent extract by the addition of a solid, or preferably dissolved, salt of an aliphatic carboxylic acid containing 1 to 20 carbon atoms, e.g. palmitic, oleic, stearic, oxalic or malonic acids. The carboxylic acid salt may be inorganic (e.g. alkali metal, alkaline earth metal or ammonium) or organic (e.g. an amine salt). The penicillin is obtained in a pure form and may be converted to any desired salt. A pharmaceutical composition for injection or oral administration comprises thienyloxymethyl penicillin of Formula I, or a physiologically tolerable salt thereof, and a carrier.