Carbapenem antibiotics
AssigneeBristol-Myers Company
InventorsChoung U. Kim, Peter F. Micso, Jr.
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Abstract
Disclosed are novel carbapenem derivatives characterized by a 2-substituent of the formula ##STR1## in which A represents cyclopentylene, cyclohexylene or C.sub.2 -C.sub.6 alkylene optionally substituted by one or more C.sub.1 -C.sub.4 alkyl groups; R.sup.5 represents either (a) an optionally substituted aliphatic, cycloaliphatic, cycloaliphatic-aliphatic, aryl, araliphatic, heteroaryl, heteroaraliphatic, heterocyclyl or heterocyclyl-aliphatic radical or (b) a divalent phenylene or C.sub.1 -C.sub.4 alkylene group joined to the ##STR2## ring so as to form a bridged polycyclic group; and ##STR3## represents a quaternized nitrogen-containing non-aromatic heterocycle. Such derivatives are useful as potent antibacterial agents.
Claims13
A compound of the formula ##STR135## wherein R.sup.8 is hydrogen and R.sup.1 is hydrogen, ##STR136## or R.sup.1 and R.sup.8 taken together represent ##STR137## A is cyclopentylene, cyclohexylene or C.sub.2 -C.sub.6 alkylene optionally substituted by one or more C.sub.1 -C.sub.4 alkyl groups;
- and ##STR138## wherein Y is hydrogen, C.sub.1 -C.sub.6 alkyl, hydroxy, --SC.sub.1 -C.sub.6 alkyl, carboxyl, carbamoyl, chloro, bromo, iodo, fluoro or phenyl;
- or a pharmaceutically acceptable salt thereof or a benzhydryl, allyl, p-nitrobenzyl, 2-naphthylmethyl, benzyl, trichloroethyl, silyl, phenacyl, p-methoxybenzyl, acetonyl, o-nitrobenzyl, 4-pyridylmethyl, C.sub.1 -C.sub.6 alkyl, pivaloyloxymethyl, acetoxymethyl, phthalidyl, indanyl or methoxymethyl ester.
A compound of the formula ##STR142## wherein R.sup.8 is hydrogen and R.sup.1 is hydrogen, ##STR143## or R.sup.1 and R.sup.8 taken together represent ##STR144## A is cyclopentylene, cyclohexylene or C.sub.2 -C.sub.6 alkylene optionally substituted by one or more C.sub.1 -C.sub.alkyl groups;
- and ##STR145## wherein Y is hydrogen, C.sub.1 -C.sub.6 alkyl, hydroxy, -SC.sub.1 -C.sub.6 alkyl, carboxyl, carbamoyl, chloro, bromo, iodo, fluoro or phenyl;
- or a pharmaceutically acceptable salt thereof or a benzhydryl, allyl, p-nitrobenzyl, 2-naphthylmethyl, benzyl, trichloroethyl, silyl, phenacyl, p-methoxybenzyl, acetonyl, o-nitrobenzyl, 4-pyridylmethyl, C.sub.1 -C.sub.6 alkyl, pivaloyloxymethyl, acetoxymethyl, phthalidyl, indanyl or methoxymethyl ester.
A compound of the formula ##STR149## wherein R.sup.8 is hydrogen and R.sup.1 is hydrogen, ##STR150## or R.sup.1 and R.sup.8 taken together represent ##STR151## A is cyclopentylene, cyclohexylene or C.sub.2 -C.sub.6 alkylene optionally substituted by one or more C.sub.1 -C.sub.4 alkyl groups;
- and ##STR152## pharmaceutically acceptable salt thereof or a benzhydryl allyl, p-nitrobenzyl, 2-naphthylmethyl, benzyl, trichloroethyl, silyl, phenacyl, p-methoxybenzyl, acetonyl, o-nitrobenzyl, 4-pyridylmethyl, C.sub.1 -C.sub.6 alkyl, pivaloyloxymethyl, acetoxymethyl, phthalidyl, indanyl or methoxymethyl ester.
A compound of the formula ##STR156## or a pharmaceutically acceptable salt thereof or a benzhydryl, allyl, p-nitrobenzyl, 2-naphthylmethyl, benzyl, trichloroethyl, silyl, phenacyl, p-methoxybenzyl, acetonyl, o-nitrobenzyl, 4-pyridylmethyl, C.sub.1 -C.sub.6 alkyl, pivaloyloxymethyl, acetoxymethyl, phthalidyl, indanyl or methoxymethyl ester.
Dependencies are inferred from the claim text.