Erythromycin compounds

Claim 1

A compound of the formula ##STR42## wherein X and X' together with the carbon atoms to which they are attached is --C═O or C═NOR, R is selected from the group consisting of a heterocyclic selected from the group consisting of pyrrolyl, pyrrolidinyl, pyridyl, pyrazinyl, pyrimidyl, piperidinyl, piperazinyl, quinuolidinyl, oxazolyl, isoxazolyl, morpholinyl, indolyl, imidazolyl, benzimidazolyl, triazolyl, thiazolyl, azetidinyl and aziridinyl or X is ##STR43## R a and R b are individually selected from the group consisting of a) hydrogen, b) hydrocarbon of up to 18 carbon atoms optionally containing at least one heteroatom selected from the group consisting of --O--, --S-- and nitrogen and optionally substituted by at least one halogen, c) heterocyclic selected from the group consisting of pyrrolyl, pyrrolidinyl, pyridyl, pyrazinyl, pyrimidyl, piperidinyl, piperazinyl, quinuolidinyl, oxazolyl, isoxazolyl, morpholinyl, indolyl, imidazolyl, benzimidazolyl, triazolyl, thiazolyl, azetidinyl and aziridinyl or R a and R b together with the nitrogen atom to which they are attached form a heterocycle selected from the group consisting of pyrrolyl, pyrrolidinyl, pyridyl, pyrazinyl, pyrimidyl, piperidinyl, piperazinyl, quinuolidinyl, oxazolyl, isoxazolyl, morpholinyl, indolyl, imidazolyl, benzimidazolyl, triazolyl, thiazolyl, azetidinyl and aziridinyl or R a and R b form with A a 9-N, 11-O ring, and X' is hydrogen, Y and Y' individually have the meaning of X and X' B is hydrogen or OR 4 , R 4 is hydrogen, or forms with A a carbonate or carbamate, A forms with the carbon which carries it and the carbon in position 10 a double bond, or A is OR', R' 4 is hydrogen or forms with B a carbonate, or A is NR' 5 , R' 4 is hydrogen or forms B a carbonate, or A is NR' 5 , R' 5 is C═O forming with B a carbamate group, R' 6 is hydrogen or alkyl, aralkyl or alkoxy of up to 12 carbon atoms or ##STR44## R 7 and R 8 are individually hydrogen and alkyl or aralkyl of up to 18 carbon atoms, or form together with the nitrogen a heterocycle as defined above, q is an integer between 1 and 6, or A is ##STR45## R 9 and R 10 are hydrogen or alkyl of 1 to 8 carbon atoms, or form together with the nitrogen a heterocycle as defined above, n is an integer between 1 and 6, R 2 is selected from the group consisting of alkyl of 1 to 8 carbon atoms, --COHN 2 , --CONHCOR 11 and --CONHSO 2 R 11 , R 11 is a hydrocarbon of 1 to 18 carbon atoms optionally containing at least one heteroatom, R 3 is in the alpha or beta position and is selected from the group consisting of a) hydrogen, b) alkyl of 1 to 8 carbon atoms, or form together with the nitrogen a heterocycle as defined above, n is an integer between 1 and 6, R 2 is selected from the group consisting of alkyl of 1 to 8 carbon atoms, --CONH 2 , --CONHCOR 11 and --CONHSO 2 R 11 , R 11 is a hydrocarbon of 1 to 18 carbon atoms optionally containing at least one heteroatom, R 3 is in the alpha or beta position and is selected from the group consisting of a) hydrogen, b) alkyl of 1 to 8 carbon atoms, ##STR46## R 12 to R 13 are selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms or form with the nitrogen atom a heterocycle as defined above, n is an integer between 1 and 6 and ##STR47## R 14 and R 15 are individually hydrogen alkyl of 1 to 8 carbon atoms or a heteroatom or alkyl or alkoxy of 1 to 8 carbo atoms, Z is hydrogen or the remainder of a carboxylic acid of 1 to 18 carbon atoms, the oximes that can be represented by X and X' or Y and Y' can be of syn or anti configuration or its non-toxic, pharmaceutically acceptable acid addition salts.