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AssigneeRoussel Uclaf
InventorsRene Heymes, Andre Lutz
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Novel syn isomers of 7-[2-(2-amino-4-thiazolyl)-2-(carboxymethyloxyimino)-acetamido]-ceph-3-eme -4-carboxylic acid compounds of the formula ##STR1## wherein R is selected from the group consisting of alkyl of 1 to 3 carbon atoms and --CH.sub.2 --S--R.sub.1, R.sub.1 is an optionally substituted heterocyclic of 5 to 6 chain components with 1 to 4 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen, A is selected from the group consisting of hydrogen, alkali metal, alkaline earth metal, magnesium, --NH.sub.4, an easily cleavable ester and a non-toxic, pharmaceutically acceptable organic amine, A.sub.1 is selected from the group consisting of alkyl of 1 to 3 carbon atoms, hydrogen, alkali metal, alkaline earth metal, magnesium, --NH.sub.4, an easily cleavable ester and a non-toxic, pharmaceutically acceptable organic amine and non-toxic, pharmaceutically acceptable acid addition salts thereof having antibiotic activity and their preparation and intermediates therefor.
A compound selected from the group consisting of syn isomers of 7-[2-(2-amino-4-thiazolyl)-2-(carboxymethyloxyimino)-acetamido]-ceph-3-eme -4-carboxylic acid compounds of the formula ##STR13## wherein R is --CH.sub.2 --S--R.sub.1, R.sub.1 is a heterocyclic selected from the group consisting of 1-methyl-tetrazolyl, 2-methyl-1,3,4-thiadiazolyl, 3-methyl-1,2,4-thiadiazolyl, 3-methoxy-1,2,4-thiadialzolyl, 1,3,4-thiadiazol-5-yl, 2-amino-1,3,4-thiadiazolyl, 3-hydroxy-carbonylmethyl-1,2,4-thiadiazolyl, 5-methoxy-1,2,4-thiadiazolyl, 4-methyl-5-hydroxycarbonylmethyl-1,3-thiazolyl and 1-dimethylaminoethyl-tetrazol-5-yl A is selected from the group consisting of hydrogen, alkali metal, alkaline earth metal, --NH.sub.4, an easily cleavable ester selected from the group consisting of methoxymethyl, ethoxymethyl, isopropoxymethyl, .alpha.-methoxyethyl, .alpha.-ethoxyethyl, methylthiomethyl, ethylthiomethyl, isopropylthiomethyl, pivaloyloxymethyl, acetoxymethyl, propionyloxymethyl, isobutyryloxymethyl, isovaleryloxymethyl, propionyloxyethyl, isovaleryloxyethyl, 1-acetoxyethyl, 1-acetoxypropyl, 1-acetoxybutyl, 1-acetoxyhexyl and 1-acetoxyheptyl and a non-toxic, pharmaceutically acceptable organic amine, A.sub.1 is selected from the group consisting of alkyl of 1 to 3 carbon atoms, hydrogen, alkali metal, alkaline earth metal, --NH.sub.4, an easily cleavable ester selected from the group consisting of methoxymethyl, ethoxymethyl, isopropoxymethyl, .alpha.-methoxyethyl, .alpha.-ethoxyethyl, methylthiomethyl, ethylthiomethyl, isopropylthiomethyl, pivaloyloxymethyl, isobutyryloxymethyl, acetoxymethyl, propionyloxymethyl, isobutyryloxyethyl, isovaleryloxyethyl, propionyloxyethyl, isovaleryloxyethyl, 1-acetoxyethyl, 1-acetoxypropyl, 1-acetoxybutyl, 1-acetoxyhexyl and 1-acetoxyheptyl and a non-toxic, pharmaceutically acceptable organic amine and a non-toxic, pharmaceutically acceptable addition salt thereof.
Dependencies are inferred from the claim text.