(Carboxylalkylenephenyl)phenyloxamides, method for the production thereof and use of same as a medicament
View Patent ↗The invention relates to (carboxylalkylenephenyl)phenyloxamides and their physiologically tolerated salts, and their use as a medicament.
1. A compound of formula I
wherein;
R3 is H, F, Cl, Br, CF 3 , OCF 3 , COOH, COO—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, (C 3 -C 8 )-Cycloalkyl, phenyl, or O-phenyl, wherein the alkyl and phenyl are optionally substituted one or more times by R12;
R1 and R5 are, independently, H, F, Cl, Br, CF 3 , COOH, COO—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, phenyl, or O-phenyl, wherein the alkyl and phenyl are optionally substituted one or more times by R12;
R2 and R4 are, independently, H, F, Cl, Br, CF 3 , COOH, COO—(C 1 -C 6 )-alkyl, or (C 1 -C 6 )-alkyl;
R6 is OH, F, Cl, Br, CN, OCH 3 , OCF 3 , CH 3 , CF 3 , (C 1 -C 6 )-alkyl or O—(C 1 -C 6 )-alkyl,
wherein the alkyl is optionally substituted one or more times by OH, F, Cl, Br or CN;
R7 and R8 are H;
X is a C 2 alkylene substituted by one C 3 alkynyl group;
m is 0, 1, 2, 3 or 4;
and
R9 and R10 are, independently, H, (C 1 -C 6 )-alkyl or phenyl, wherein the alkyl is optionally substituted one or more times by F, Cl or Br, and the phenyl is optionally substituted one or more times by R6;
R12 is F, Cl, Br, CN, OH, O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, NR9R10, COOH, or COO—(C 1 -C 4 )-alkyl;
or a pharmaceutically acceptable salt thereof.
2. A compound of the formula:
wherein;
R3 is H, F, Cl, Br, CF 3 , OCF 3 , COOH, COO—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, (C 3 -C 8 )-Cycloalkyl, phenyl, or O-phenyl, wherein the alkyl and phenyl are optionally substituted one or more times by R12;
R1 and R5 are, independently, H, F, Cl, Br, CF 3 , COOH, COO—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, phenyl, or O-phenyl, wherein the alkyl and phenyl are optionally substituted one or more times by R12;
R2 and R4 are, independently, H, F, Cl, Br, CF 3 , COOH, COO—(C 1 -C 6 )-alkyl, or (C 1 -C 6 )-alkyl;
R6 is OH, F, Cl, Br, CN, OCH 3 , OCF 3 , CH 3 , CF 3 , (C 1 -C 6 )-alkyl or O—(C 1 -C 6 )-alkyl,
wherein the alkyl is optionally substituted one or more times by OH, F, Cl, Br or CN;
R7 and R8 are H; and
X is a C 2 alkylene substituted by one C 3 alkynyl group, where X is linked at position 4 to the ring;
or a pharmaceutically acceptable salt thereof.
3. A compound of the formula:
wherein;
R3 is H, F, Cl, Br, CF 3 , OCF 3 , COOH, COO—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, (C 3 -C 8 )-Cycloalkyl, phenyl, or O-phenyl, wherein the alkyl and phenyl are optionally substituted one or more times by R12;
R1 and R5 are, independently, H, F, Cl, Br, CF 3 , COOH, COO—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, phenyl, or O-phenyl, wherein the alkyl and phenyl are optionally substituted one or more times by R12;
R2 and R4 are, independently, H, F, Cl, Br, CF 3 , COOH, COO—(C 1 -C 6 )-alkyl, or (C 1 -C 6 )-alkyl;
R6 is OH, F, Cl, Br, CN, OCH 3 , OCF 3 , CH 3 , CF 3 , (C 1 -C 6 )-alkyl or O—(C 1 -C 6 )-alkyl,
wherein the alkyl is optionally substituted one or more times by OH, F, Cl, Br or CN;
R7 and R8 are H; and
X is a C 2 alkylene substituted by one C 3 alkynyl group;
or a pharmaceutically acceptable salt thereof.
4. A compound of the formula:
wherein;
R3 is H, F, Cl, Br, CF 3 , OCF 3 , COOH, COO—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, (C 3 -C 8 )-Cycloalkyl, phenyl, or O-phenyl, wherein the alkyl and phenyl are optionally substituted one or more times by R12;
R1 and R5 are, independently, H, F, Cl, Br, CF 3 , COOH, COO—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, phenyl, or O-phenyl, wherein the alkyl and phenyl are optionally substituted one or more times by R12;
R2 and R4 are, independently, H, F, Cl, Br, CF 3 , COOH, COO—(C 1 -C 6 )-alkyl, or (C 1 -C 6 )-alkyl;
R6 is OH, F, Cl, Br, CN, OCH 3 , OCF 3 , CH 3 , CF 3 , (C 1 -C 6 )-alkyl or O—(C 1 -C 6 )-alkyl,
wherein the alkyl is optionally substituted one or more times by OH, F, Cl, Br or CN;
R7 and R8 are H; and
X is a C 2 alkylene substituted by one C 3 alkynyl group, where X is linked at position 4 to the ring;
or a pharmaceutically acceptable salt thereof.