Patent number: 4153693
Abstract: Cephem derivatives of the formula ##STR1## wherein Z is 1,4-dihydro-4-oxo-1-pyridyl or the corresponding group substituted by one or more of alkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms, OH, F, Cl, Br, I, NO.sub.2 and NH.sub.2 ; and R is H, --OCOCH.sub.3 or -S-Het, wherein Het is 3-methyl-1,2,4-thiadiazolyl-5, 5-methyl-1,3,4-oxadiazolyl-2, 5-hydroxymethyl-1,3,4-oxadiazolyl-2, 5-methyl-1,3,4-thiadiazolyl-2, 5-hydroxymethyl-1,3,4-thiadiazolyl-2, tetrazolyl-5, 1-methyltetrazolyl-5, 1,2,3-triazolyl-4, 4-methyl-oxazolyl-2 or 1-oxidopyridinio-2, and the readily cleavable esters thereof and the physiologically acceptable salts thereof, possess anti-bacterial activity and can be prepared by reacting a 3-CH.sub.2 R-7-amino-3-cephem-4-carboxylic acid or a functional derivative thereof with a pyridone acetic acid of the formula Z-CH.sub.2 -COOH or a functional derivative thereof.
Type:
Grant
Filed:
September 6, 1974
Date of Patent:
May 8, 1979
Assignee:
Merck Patent Gesellschaft mit beschrankter Haftung
Inventors:
Rolf Gericke, Werner Rogalski, Rolf Bergmann, Walter Hameister, Helmut Wahlig
Patent number: 4024272
Abstract: Tetracyclic compounds of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each are H or alkyl, R.sup.5 is H, F, Cl, Br, CF.sub.3, OH, alkyl, alkoxy, NO.sub.2, NH.sub.2, alkylamino, dialkylamino or acylamino and X is O, S, SO, SO.sub.2, NH, N-alkyl or N-acyl, alkyl and alkoxy in each case being of 1-3 carbon atoms and acyl in each case being of 1-4 carbon atoms, with the proviso that when R.sup.5 is methoxy and X is a sulfur atom, R.sup.5 is in the 8- or 9-position only, and their physiologically acceptable acid addition salts, possess broad spectrum antibacterial activity, including tetracycline-resistant Gram-positive and Gram-negative organisms.
Type:
Grant
Filed:
August 26, 1975
Date of Patent:
May 17, 1977
Assignee:
Merck Patent Gesellschaft mit beschrankter Haftung
Inventors:
Werner Rogalski, Richard Kirchlechner, Jurgen Seubert, Rudolf Gottschlich, Rosmarie Steinigeweg, Rolf Bergmann, Helmut Wahlig, Joachim Gante