Tylosin 20-imino-20-deoxo-4"-acyl derivatives, pharmaceutical compositions and method of use

Claim 1

A compound of the formula ##STR10## wherein R 1 is hydrogen or an acyl group selected from alkanoyl of 2 to 5 carbon atoms, palmityl, stearyl, lauryl, oleyl, chloroacetyl, benzoyl, adamantanecarbonyl, cyclopropanecarbonyl, cyclohexanecarbonyl, β-cyclohexylpropionyl, phenylacetyl, phenoxyacetyl, mandelyl, 2-thienylacetyl, alkyl-, aryl- and aralkylsulfonyl, substituted aryl- and aralkylsulfonyl, wherein the substituents on the aryl portions are halogen, nitro and alkoxy groups, succinyl, maleyl, fumaryl, malonyl and phthalyl; R 2 is acyl, wherein acyl is as defined in R 1 ; R 3 is hydrogen or acyl, wherein acyl is as defined in R 1 ; or R 2 and R 3 are together a carbonyl group linking the 3"-and 4"-hydroxyl groups; R 4 is hydrogen or acyl, wherein acyl is as defined in R 1 ; R 5 is selected from the group consisting of ##STR11## wherein n is 0-2, and Q is selected from the gorup consisting of CH 2 , CR 6 R 7 , CHR 6 , CHR 7 , NH,NR 6 , O, S, SO 2 , CHOH, CHOR 6 , CHOR 7 , ##STR12## CHCOOH, CHCOOR 6 , CHCONH 2 , and CHCONR 6 R 7 , wherein R 6 and R 7 may be the same or different each being a member of the group consisting of (C 1-C 6 )alkyl, (C 7-C 10 )aralkyl and (C 6-C 10 )aryl including X-substituted aryl and aralkyl, wherein X is halogen, trifluoromethyl, (C 1-C 6 ) alkoxy, or (C 1-C 6 ) alkylcarbonyl; N--NH--aralkyl, and ##STR13## and the non-toxic pharmaceutically acceptable acid addition salts thereof.