GB880992A - Compounds of kanamycin and tetracycline type antibiotic - Google Patents

Abstract

Compounds of kanamycin and a tetracycline are produced by reacting 1 mol of kanamycin with one to four moles of (a) formaldehyde or a polymer thereof and (b) one to four mols of tetracycline, 5-oxytetracycline, 7-chlorotetracycline, anhydrotetracycline, 7-bromotetracycline, 6-deoxytetracycline or 6-demethyldeoxytetracycline. The compounds are prepared by adding an aqueous solution of kanamycin to a solution of the tetracycline and formaldehyde in a water-miscible organic solvent such as methanol or ethylene glycol monomethyl ether. The kanamycin may be kanamycin A or B, a naturally produced mixture of A and B or a prepared mixture of A and B. The compounds are monoditri- or tetra- N1-tetracyclylmethyl kanamycins wherein, in the case of tetracycline, the N1-tetracyclylmethyl radical has the formula <FORM:0880992/IV (b)/1> a kanamycin molecule being bound to one to four tetracycline molecules through one to four methylene groups, which are attached both to the nitrogen atom of a primary amino group of kanamycin and to the nitrogen atom of the carboxamido group of the tetracycline. The non-toxic acid addition salts may be prepared from these compounds by conventional means. Specification 817,385 is referred to.