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US 4,227,014 AGranted
4-[(Cycloalkyl or cycloalkenyl substituted)amino, alkylamino or alkenylamino]benzoic acids and salts thereof
AssigneeAmerican Cyanamid Company
InventorRobert G. Shepherd
Life of this patent
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Abstract
This disclosure describes novel 4-[(cycloalkyl or cycloalkenyl substituted)amino, alkylamino or alkenylamino]-benzoic acids, salts and derivatives of these such as cycloalkylamino, cycloalkenylamino, cycloalkyl-alkylamino, cycloalkylalkenylamino, cycloalkenyl-alkylamino, and cycloalkyl-cycloalkylamino benzoic acids and derivatives and suitable salts of these; these compounds are useful as hypolipidemic and antiatherosclerotic agents.
Claims99
A compound of the formula:
- ##STR8## wherein Z is a moiety of the formula:
- ##STR9## wherein R.sub.1 is hydrogen;
- R is hydrogen;
- n is either zero or one;
- Y is a divalent radical selected from the group consisting of unbranched or branced C.sub.1 -C.sub.13 alkylene or alkenylene and is either unsubstituted or substituted with at least one C.sub.1 -C.sub.4 alkyl group;
- and D is selected from the group consisting of C.sub.3 -C.sub.16 cycloalkyl or C.sub.4 -C.sub.17 cycloalkenyl and is either unsubstituted or substituted with at least one C.sub.1 -C.sub.13 alkyl, C.sub.4 -C.sub.8 cycloalkyl, decahydronaphthyl, methylene, ethylidene, or isopropylidine group;
- with the proviso that the total number of carbon atoms in D and Y shall not exceed twenty;
- and with the further proviso that when n is 1, D is not an unsubstituted cyclopropyl nor a cyclopropyl substituted with at least one C.sub.1 -C.sub.13 alkyl;
- and the pharmaceutically acceptable non-toxic acid-addition and cationic salts thereof.
6 more elements
A compound of the formula:
- ##STR10## wherein Z is a moiety of the formula:
- ##STR11## wherein R.sub.1 is hydrogen,
- R is hydrogen;
- Y is a divalent radical selected from the group consisting of branched or unbranched C.sub.1 -C.sub.13 alkylene or alkenylene and is either unsubstituted or substituted with at least one C.sub.1 -C.sub.4 alkyl;
- D is a moiety selected from the group consisting of C.sub.3 -C.sub.8 cycloalkyl and is either unsubstituted or substituted with at least one C.sub.1 -C.sub.3 alkyl, C.sub.3 -C.sub.8 cycloalkyl which is either unsubstituted or substituted with a C.sub.5 -C.sub.7 cycloalkyl, or decahydronaphthyl;
- with the proviso that D is not an unsubstituted cyclopropyl nor a cyclopropyl substituted with at least one C.sub.1 -C.sub.3 alkyl;
- and the pharmaceutically acceptable non-toxic acid-addition and cationic salts thereof.
4 more elements
A compound of the formula:
- ##STR12## wherein R is hydrogen;
- D is a moiety selected from the group consisting of C.sub.4 -C.sub.7 cycloalkyl and is either unsubstituted or substituted with at least one C.sub.4 -C.sub.7 cycloalkyl, and decahydronaphthyl unsubstituted or substituted with at least one C.sub.1 -C.sub.4 alkyl, and the pharmaceutically acceptable non-toxic, acid-addition and cationic salts thereof.
A compound of the formula:
- ##STR13## wherein R is hydrogen;
- D is a moiety selected from the group consisting of C.sub.3 -C.sub.16 cycloalkyl unsubstituted or substituted with at least one C.sub.1 -C.sub.5 alkyl;
- and the pharmaceutically acceptable non-toxic acid-addition and cationic salts thereof.
A compound of the formula:
- ##STR14## wherein R is hydrogen;
- D is a moiety selected from the group consisting of C.sub.4 -C.sub.9 cycloalkenyl, C.sub.4 -C.sub.9 cycloalkenyl substituted with at least one C.sub.1 -C.sub.2 alkyl, and C.sub.5 -C.sub.8 cycloalkyl substituted with a methylene moiety or at least one C.sub.1 -C.sub.2 alkyl;
- Y is a divalent radical selected from the group consisting of branched or unbranched C.sub.1 -C.sub.13 alkylene or alkenylene and is either unsubstituted or substituted with at least one C.sub.1 -C.sub.2 alkyl;
- and the pharmaceutically acceptable non-toxic acid-addition salts thereof.
1 more element
A compound of the formula:
- ##STR16## wherein R is hydrogen;
- D is a moiety selected from the group consisting of C.sub.4 -C.sub.17 cycloalkenyl unsubstituted or substituted with at least one C.sub.1 -C.sub.4 alkyl, and C.sub.4 -C.sub.10 cycloalkyl substituted with a moiety selected from the group consisting of methylene, ethylidene and isopropylidene or at least one C.sub.1 -C.sub.3 alkyl;
- and the pharmaceutically acceptable non-toxic acid-addition and cationic salts thereof.
Dependencies are inferred from the claim text.