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US 9,809,553 B2Granted
Isoquinoline compounds, a process for their preparation, and pharmaceutical compositions containing them
AssigneeLes Laboratoires Servier
InventorsStéfano Chimenti, Christine Courchay, Aimee Dessinges, Françoise Gellibert, Bertrand Goument, Marc Konnert, Jean-Louis Peglion, Christophe Poitevin, Jean-Paul Vilaine, Nicole Villeneuve
Life of this patent
Estimating the term…
Abstract
A compound of formula (I): wherein the substituents are as defined in the description. Medicinal products containing the same which are useful in treating or preventing pathologies which are the result of activation of the RhoA/ROCK pathway and phosphorylation of the myosin light chain.
Claims20
A compound of formula (I):
- wherein:
- X represents —C(═O), —CH(OH)— or —CH2—,
- Ri1 represents a hydrogen atom or a hydroxyl group,
- it being understood that the compound of formula (I) wherein Ri1 represents a hydroxyl group may be represented by the following tautomeric form:
- Ri2 and Ri3, which may be identical or different, each represent a hydrogen atom, a (C1-C6)alkyl group or a halogen atom,
- Ri6, Ri7 and Ri8, which may be identical or different, each represent a hydrogen atom or a halogen atom,
- Ra1 and Ra5, which may be identical or different, each represent a hydrogen atom, a halogen atom, an —O(C1-C6)alkyl group or a (C1-C6)alkyl group,
- Ra2 represents a hydrogen or halogen atom, a hydroxyl group, a —O(C1-C6)alkyl group, a —(C1-C6)alkyl group, a nitrogen-containing heterocycle having from 3 to 7 ring members, or —O—(CH2)m—NR′R″,
- Ra3 represents a hydrogen atom, an —O(C1-C6)alkyl group, a —(C1-C6)alkyl group, a nitrogen-containing heterocycle having from 3 to 7 ring members, or —CRy1Ry2NH(Ry3),
- Ra4 represents a hydrogen atom a halogen atom, an —O(C1-C6)alkyl group, a —(C1-C6)alkyl group, or —CRy1Ry2NH(Ry3),
- it being understood that:
- Ra1, Ra2, Ra3, Ra4 and Ra5 may not simultaneously represent a hydrogen atom,
- Ra3 and Ra4 may not simultaneously represent —CRy1Ry2NH(Ry3),
- Ra1 and Ra2, together with the carbon atoms carrying them, may form a heterocycle having from 4 to 7 ring members chosen from tetrahydrofuran, 1,4-dioxane, tetrahydropyran, tetrahydro-2H-pyran-4-amine and 1-(tetrahydro-2H-pyran-4-yl)methanamine, and
- Ra2 and Ra3, together with the carbon atoms carrying them, may form a hydrocarbon ring having from 4 to 7 ring members chosen from cyclopentane, cyclopentanamine, N-cyclopentylglycinamide and 1-methylcyclopentanamine,
- m is an integer, the value of which is fixed at 1, 2 or 3,
- R′ and R″, which may be identical or different, each represent —(C1-C6)alkyl groups or, together with the nitrogen atom carrying them, form a heterocycle having from 3 to 7 ring members,
- Ry1 represents a hydrogen atom, a —(C1-C6)alkyl group, a —CH2-cyclohexyl group, or a 3-methoxyphenyl group,
- Ry2 represents a hydrogen atom or a —(C1-C6)alkyl group,
- Ry3 represents:
- a hydrogen atom,
- —C(═O)—CHRy4-NHRy5 wherein Ry4 represents a hydrogen atom or a (C1-C6)alkyl group and Ry5 represents a hydrogen atom or a methyl group, or
- a —(C1-C6)alkyl group which may be substituted by a hydroxyl group, an —O(C1-C3)alkyl group, a cyclohexyl group or a methylsulphonyl group,
- or Ry1 and Ry2, together with the carbon atom carrying them, form a cyclopropane, cyclobutane or tetrahydropyran group,
- or Ry2 and Ry3, together with the carbon and nitrogen atoms carrying them, respectively, form a pyrrolidine or piperidine group,
- or an optical isomer thereof, where it exists, an addition salt thereof with a pharmaceutically acceptable acid or a hydrate thereof.
23 more elements
Dependencies are inferred from the claim text.