GB921252A — New tetracycline derivatives

USPTO Abstract

The invention relates to water-soluble tetracycline derivatives of the formula: -T-CH2-NH-CH(R)-CONR1R2 where T is a radical derived from tetracycline, oxytetracycline, chlortetracycline, demethyl tetracycline or demethyl chlortetracycline by removal of a hydrogen atom and R is hydrogen, alkyl, or substituted alkyl such that the compound RCH(NH2)COOH is a known, naturally occurring amino acid and R1 and R2 may be the same or different and represent hydrogen, alkyl, hydroxyalkyl, aminoalkyl, alkylaminoalkyl or dialkylaminoalkyl or R1 is hydrogen and R2 is amino, which are obtainable by the condensation of a said tetracycline with formaldehyde e.g. as formalin or trioxane and an amide of an a -amino acid of the formula:-R-CH(NH2)-CONR1R2 where R, R1 and R2 are as before. Preferably R is such that RCH(NH2)COOH is glycine, alanine, serine or lysine. Preferred a -amino acid amides are the unsubstituted amides, the N-(b -hydroxyethyl)- and N,N-di(b -hydroxyethyl)amides and the N or N,N mono or dimethyl or ethyl amides of glycine, alanine, serine or lysine. The above compounds may be formulated as pharmaceutical compositions preferably for oral or parenteral administration in association with a pharmaceutical carrier. The compositions may be prepared as tablets, pills or powders which may be encapsulated or the active ingredients may be incorporated in a syrup base or dissolved in water or physiological saline and filled into ampoules.