6-, 1- And 2-substituted-1-carbadethiapen-2-em-3-carboxylic acids

Claim 2

A compound having the structure: ##STR86## and the pharmaceutically acceptable salts thereof; wherein R 1 , R 2 , R 6 , R 7 and R 8 are independently selected from the group consisting of hydrogen, (R 1 and R 2 are not hydrogen), substituted and unsubstituted: alkyl, alkenyl, and alkynyl, having from 1-10 carbon atoms; cycloalkyl, cycloalkylalkyl, and alkylcycloalkyl, having 3-6 carbon atoms in the cycloalkyl ring and 1-6 carbon atoms in the alkyl moieties; spirocycloalkyl having 3-6 carbon atoms; phenyl; aralkyl, aralkenyl, and aralkynyl wherein the aryl moiety is phenyl and the alkyl chain has 1-6 carbon atoms; wherein the substituent or substituents relative to the above-named radicals are selected from the group consisting of: amino, mono-, di- and trialkylamino, hydroxyl, alkoxyl, mercapto, alkylthio, phenylthio, sulfamoyl, amidino, guanidino, nitro, chloro, bromo, fluoro, iodo, cyano and carboxy; and wherein the alkyl moieties of the above-recited substituents have 1-6 carbon atoms; when R 6 /R 7 is hydrogen and R 7 /R 6 is 1-hydroxyethyl, then R 8 is not 2-aminoethyl or an N-derivative thereof.

Claim 3

A compound according to claim 1 wherein R 1 and R 2 are selected from alkyl, cycloalkyl, spirocycloalkyl, benzyl or phenyl; and R 6 is H or methyl and R 7 is alkyl, phenyl, aralkyl or hydroxyl-substituted alkyl, phenyl or aralkyl.

Claim 4

A compound according to claim 2 wherein R 1 and R 2 are selected from spirocyclopropyl, methyl, ethyl, isopropyl, t-butyl or phenyl and R 7 is 1-hydroxyethyl, methyl or hydroxymethyl.

Claim 5

A compound having the structure: ##STR87## and the pharmaceutically acceptable salts thereof; wherein R 1 , R 2 , R 6 , and R 7 are independently selected from the group consisting of hydrogen, (R 1 and R 2 are not hydrogen), substituted and unsubstituted: alkyl, alkenyl, and alkynyl, having from 1-10 carbon atoms; cycloalkyl, cycloalkyalkyl, and alkylcycloalkyl, having 3-6 carbon atoms in the cycloalkyl ring and 1-6 carbon atoms in the alkyl moieties; spirocycloalkyl having 3-6 carbon atoms; phenyl; aralkyl, aralkenyl, and aralkynyl wherein the aryl moiety is phenyl and the alkyl chain has 1-6 carbon atoms; wherein the substituent or substituents relative to the above-named radicals are selected from the group consisting of: amino, mono-, di- and trialkylamino, hydroxyl, alkoxyl, mercapto, alkylthio, phenylthio, sulfamoyl, amidino, guanidino, nitro, chloro, bromo, fluoro, iodo, cyano, and carboxy; and wherein the alkyl moieties of the above-recited substituents have 1-6 carbon atoms; when R 6 /R 7 is hydrogen and R 7 /R 6 is 1-hydroxyethyl, then R 8 is not 2-aminoethyl or an N-derivative thereof; R 8 is selected from the group consisting of: ##STR88##

Claim 6

A compound having the structure: ##STR87## and the pharmaceutically acceptable salts thereof; wherein R 1 , R 2 , R 6 , and R 7 are independently selected from the group consisting of hydrogen, (R 1 and R 2 are not hydrogen), substituted and unsubstituted: alkyl, alkenyl, and alkynyl, having from 1-10 carbon atoms; cycloalkyl, cycloalkyalkyl, and alkylcycloalkyl, having 3-6 carbon atoms in the cycloalkyl ring and 1-6 carbon atoms in the alkyl moieties; spirocycloalkyl having 3-6 carbon atoms; phenyl; aralkyl, aralkenyl, and aralkynyl wherein the aryl moiety is phenyl and the alkyl chain has 1-6 carbon atoms; wherein the substituent or substituents relative to the above-named radicals are selected from the group consisting of: amino, mono-, di- and trialkylamino, hydroxyl, alkoxyl, mercapto, alkylthio, phenylthio, sulfamoyl, amidino, guanidino, nitro, chloro, bromo, fluoro, iodo, cyano, and carboxy; and wherein the alkyl moieties of the above-recited substituents have 1-6 carbon atoms; when R 6 /R 7 is hydrogen and R 7 /R 6 is 1-hydroxyethyl, then R 8 is not 2-aminoethyl or an N-derivative thereof; R 8 is selected from the group consisting of: ##STR88##

Claim 7

A compound according to claim 4 wherein R 6 is H or methyl; R 7 is selected from: ##STR89## and R 1 and R 2 are selected from spirocyclopropyl; phenyl; cycloalkyl having 3-6 carbon atoms; alkyl having 1-6 carbon atoms; cyclopropylalkyl having 4-9 carbon atoms.

Claim 8

A compound according to claim 1 selected from the group consisting of: ##STR90##

Claim 9

A compound according to claim 6 wherein the aminoethylthio side chain, ##STR91## is replaced by a member of the group consisting of: ##STR92## n=1, 3, 4, 5 or 6.

Claim 10

A compound having the structure: ##STR93## and the pharmaceutically acceptable salts thereof.

Claim 11

A compound having the structure: ##STR93## and the pharmaceutically acceptable salts thereof.

Claim 12

An antibiotic pharmaceutical composition comprising a therapeutically effective amount of a compound according to any one of claims 1-7 or 8 and a pharmaceutical carrier therefor.