Novel sulphanilamide derivatives and a process for the manufacture thereof

摘要

Novel sulphanilamide derivatives of general formula wherein R represents a pyridazin-3-yl, pyrimidin - (2,4,5 or 6) - yl, pyrazinyl, s - triazinyl, 1,3,4-thiadiazolyl, pyrazol-5-yl, oxazol-2-yl or isoxazol-(3 or 5)-yl groups which may carry one or more C1- 7 alkyl and/or alkoxy groups, n is 2,3 or 4, and X is a hydrogen atom, or, when n = 3, the guanyl group, and pharmaceutically acceptable acid addition salts thereof, are prepared by condensing an N-protected basic amino acid of general formula wherein R1 and R2 each represent a protected amino group, or when n = 3 R2 represents a protected guanidino group, with an appropriate N1 - (heterocyclic) - sulphanilamide, and removing the protecting groups, and, if desired, converting the resulting compound of Formula I into a pharmaceutically acceptable acid addition salt. Suitable protecting groups are the benzyloxycarbonyl, tertbutyloxycarbonyl, formyl, benzyl, dibenzyl, phthalyl, trifluoroacetyl and nitro groups. Also claimed per se are certain derivatives of compounds of Formula I above wherein both the amino groups (where X = H) in the amino acid residue are protected by benzyloxycarbonyl groups, and also 2,6 - dimethoxy - 4 - [N4 - (Na - benzyloxycarbonyl - NG - nitro - L - arginyl) - sulphanilamido] -pyrimidine. Pharmaceutical compositions suitable for oral or parenteral administration in the form of tablets, capsules, elixirs, suspensions, solutions, syrups, or injectables, comprise a compound of Formula I or acceptable acid addition salt thereof in admixture with a compatible pharmaceutical carrier. The active ingredients are stated to possess the antibacterial chemotherapeutic activity of the precursor sulphanilamides.