GB1002883A - New derivatives of 6-amino-penicillanic acid and process for their production - Google Patents

Abstract

Penicillins of the general formula <FORM:1002883/C2/1> their ammonium, alkali metal or alkaline-earth metal salts, and their salts with organic bases, wherein R1 and R2 independently of each other represent monoto tetramethylene radicals or alkylene radicals having at most 4 carbon atoms, which radicals may be substituted by alkyl radicals having at most 3 carbon atoms, halogen atoms and/or oxo radicals, by alkylene radicals having at most 3 carbon atoms, or hydroxyl groups, and may also be directly interconnected, R3 represents a direct linkage or a radical corresponding to the definition of R1 and R2, and R4 represents hydrogen, a halogen atom, a hydroxyl group, a carboxy group, an alkyl radical having at most 3 carbon atoms, an alkoxy radical having at most 3 carbon atoms or a carbalkoxy group having at most 4 carbon atoms or a phenyl radical, may be produced by a process which comprises reacting 6-amino-penicillanic acid with an appropriate acylating agent. Examples describe the preparation of a number of penicillins of the above formula of which the following are typical: adamantyl-(1)-penicillin-sodium salt, the N-ethyl piperidinium salt of 11-nor - camphor - penicillin, decahydronaphthyl - (4a)-penicillin potassium salt, the sodium salt of tricyclo-(4,3,1,13,8)undecyl - (3) - penicillin, and camphene-(4)-penicillin.