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US 9,518,015 B2Granted
EP1 receptor ligands
AssigneeLaboratorios Del Dr. Esteve, S.A.
InventorsAntoni Torrens Jover, Ramon Mercè Vidal, Francesc Xavier Caldentey Frontera, Antonio David Rodríguez Garrido, Elena Carceller González, Jordi Salas Solana
Life of this patent
Estimating the term…
Abstract
The present invention belongs to the field of EP1 receptor ligands. More specifically it refers to compounds of general formula (I) having great affinity and selectivity for the EP1 receptor. The invention also refers to the process for their preparation, to their use as medicament for the treatment and/or prophylaxis of diseases or disorders mediated by the EP1 receptor as well as to pharmaceutical compositions comprising them.
Claims16
A compound of general formula I:
- wherein:
- W1 is a phenyl ring;
- W2 is a 6-membered heterocyclic ring that contains at least 1 N atom and can additionally contain 1 or 2 heteroatoms selected from the group consisting of N, O, and S;
- wherein said 6-membered heterocyclic ring is aromatic, partially unsaturated or saturated, and which is optionally substituted by one or more R3;
- R1 is -R6-R7;
- each R2 is independently selected from the group consisting of H, halogen, C1-6-alkyl, C1-6-haloalkyl, —O—C1-6-alkyl, —O—C1-6-haloalkyl, hydroxyC1-6-alkyl, CN, —NR14COR15, —NR14SO2R15 and —SO2R15;
- each R3 is independently selected from the group consisting of H, halogen, C1-6-alkyl C1-6-haloalkyl, —O—C1-6-alkyl, —O—C1-6-haloalkyl, hydroxyC1-6-alkyl, —C1-4-alkylene-OR14, —C2-4-alkenylene-COOH, ═O and CN;
- each R4 is independently selected from the group consisting of H and C1-6-alkyl, or both R4 together with the C atom to which they are bonded form a C3-6cycloalkyl;
- R5 is selected from the group consisting of H, halogen, C1-6-haloalkyl, —O—C1-6-alkyl, —O—C1-6-haloalkyl, -OH, C1-6-alkyl, C3-6cycloalkyl and —SO2R15;
- R6 is selected from the group consisting of a direct bond, —C1-4-alkylene-, —O—C1-4-alkylene-and —C2-4-alkenylene-;
- R7 is selected from the group consisting of —CO2H, —SO3H, 5-tetrazolyl, —OPO3H2, —PO3H2, —CONR12R12, —CONH—SO2R12, —NR14CONR14—SO2R15 and —SO2—NHCOR15
- Y is selected from the group consisting of —C2-4-alkylene-, —O—C1-4-alkylene-, —C2-4-alkenylene-, —C1-4-alkylene-O—, —NR13—C1-4-alkylene- and —C1-4-alkylene-NR13—;
- B is selected from the group consisting of C2-6-alkyl, C2-6 alkenyl and Cy, any of them optionally substituted by one or more R8;
- each R8 is independently selected from the group consisting of halogen, C1-6-haloalkyl, —O—C1-6-alkyl, —O—C1-6-haloalkyl, C1-6-alkyl, —OH, —CN, —CH2OR14 and —CONR12R12;
- each R9 is independently selected from the group consisting of CR10 and N;
- each R10 is independently selected from the group consisting of H, halogen, C1-6-alkyl, C1-6-haloalkyl, —O—C1-6-alkyl, —O—C1-6-haloalkyl and hydroxyC1-6-alkyl;
- R11 is CR5 or N,
- each R12 is independently selected from the group consisting of H, C1-6-alkyl, C1-6-haloalkyl, —NR14R14 and C3-6cycloalkyl;
- each R13 is independently selected from the group consisting of H, C1-6-alkyl, C1-6-haloalkyl, and C3-6cycloalkyl;
- each R14 is independently selected from the group consisting of H and C1-6-alkyl;
- each R15 is independently selected from the group consisting of C1-6-alkyl;
- Cy is a 3-6 membered monocyclic or 8-12 membered polycyclic ring which can be carbocyclic or heterocyclic containing 1 to 3 heteroatoms selected from N, O and S and which can be aromatic, partially unsaturated or saturated and wherein one or more C or S atoms in Cy can be oxidized to form CO, SO or SO2;
- with the proviso that when W1 and W2 is a benzimidazole, R6 and R7 are not at the same time respectively a —O—C1-4-alkylene- and a —CO2H or that R7 is not —CONH—SO2R12;
- and the salts and prodrugs thereof.
21 more elements
Dependencies are inferred from the claim text.