3'-Substituted quinolinium cephalosporins
AssigneeEli Lilly and Company
InventorsWilliam H. W. Lunn, William J. Wheeler
Life of this patent
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Abstract
Broad spectrum cephalosporin antibiotics represented by the formula ##STR1## are provided. In the formula, R represents a 2-aminooxazol-4-yl, 5-amino-1,2,4-oxadiazol-3-yl, or 5-aminoisoxazol-3-yl heterocyclic group; R' is hydrogen, C.sub.1 -C.sub.4 alkyl, a carboxy-substituted alkyl or cycloalkyl group or a C.sub.1 -C.sub.4 alkyl ester or carboxy-protecting ester derivative thereof; or an N-substituted carbamoyl group; and R.sub.1 and R.sub.2 are independently hydrogen or a substituent group, eg. halo, hydroxy, amino, carbamoyl, alkyl, or trifluoromethyl. The antibiotics are useful in a method for treating bacterial infections and can be formulated into pharmaceutical formulations for such use.
Claims13
A compound of the formula ##STR20## wherein R is an amino-substituted heterocyclic of the formulas ##STR21## R' is hydrogen, C.sub.1 -C.sub.4 alkyl, a carboxy-substituted alkyl or carboxy-substituted cycloalkyl group of the formula ##STR22## wherein a and b when taken separately are independently hydrogen or C.sub.1 -C.sub.3 alkyl, and when taken together with the carbon atom to which they are attached form a C.sub.3 -C.sub.7 carbocyclic ring;
- R" is hydroxy, amino, C.sub.1 -C.sub.4 alkoxy, and when R" is hydroxy carboxy-protected esters thereof;
- or R' is an N-substituted carbamoyl group of the formula ##STR23## wherein R'" is C.sub.1 -C.sub.3 alkyl, phenyl, or C.sub.1 -C.sub.3 alkyl substituted by phenyl;
- R.sub.1 and R.sub.2 independently are hydrogen, amino, C.sub.1 -C.sub.4 alkylamino, di-(C.sub.1 -C.sub.4) alkylamino, hydroxy, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 alkyl, cyano, trifluoromethyl, sulfo(--SO.sub.3 H), aminosulfonyl (--SO.sub.2 NH.sub.2), carboxy, C.sub.1 -C.sub.4 alkoxycarbonyl, carbamoyl, thiocarbamoyl, hydroxy-substituted C.sub.1 -C.sub.3 alkyl, formyl, or C.sub.2 -C.sub.4 alkanoyl;
- and the pharmaceutically acceptable non-toxic salts thereof.
Dependencies are inferred from the claim text.