Heteroaromatic compounds as Vanin inhibitors
AssigneeBoehringer Ingelheim International GmbH
InventorsMartin Thomas Fleck, Cedrickx Godbout, Hannes Fiepko Koolman
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Abstract
The present invention encompasses compounds of the formula I which are suitable for the treatment of diseases related to Vanin, and processes for making these compounds, pharmaceutical preparations containing these compounds, and their methods of use.
Claims35
A compound of the formula I, or a pharmaceutically acceptable salt thereof,
- wherein
- n denotes 1 or 2;
- R1, R2 and R3 are independently from each other selected from the group consisting of C1-4-alkyl optionally substituted by hydroxy, CH3—O—, CH3—SO2—, Phenyl-CH2— optionally substituted by 1 to 3 halogen atoms and 5-6 membered heteroaryl-C1-2-alkyl-;
- or
- R2 and R3 together form a 3-6 membered carbocycle or 4-6 membered heterocyclyl containing one heteroatom selected from the group consisting of N and O;
- or
- R1, R2 and R3 together may form or a bicyclic 5-8 membered carbocycle or a bicyclic 6-8 membered heterocyclyl containing one heteroatom selected from the group consisting of N and O;
- wherein in the definition of R1, R2 and R3 mentioned alkyl, cycloalkyl, heteroaryl and heterocyclyl are optionally substituted by 1 to 3 halogen atoms;
- R4 denotes R4.1R4.2N—, 5-6 membered heteroaryl, NC— or 5-6 membered heterocyclyl;
- or
- R4 denotes a group of formula R4.a or R4.b
- wherein
- X denotes CH2, —NRX or O;
- wherein RX denotes H or C1-3-alkyl;
- R4.a and R4.b independently from each other are optionally substituted by methyl;
- R4.1 is selected from the group consisting of C1-4-alkyl-CO— optionally substituted by 1-3 F-atoms, C3-4-cycloalkyl or C1-2-alkoxy, C3-5-cycloalkyl-CO— substituted with R4.1.1 and R4.1.2, 4-6 membered heterocyclyl-CO— substituted with R4.1.3 and R4.1.4, 4-6 membered heterocyclyl-CH2—CO—, 5-6 membered heteroaryl-CO— optionally substituted by 1 halogen atom, H3C—O— or 1 to 2 methyl, phenyl-CO— substituted with R4.1.5 and R4.1.6, (C1-3-alkyl)(C1-3-alkyl)N—CO— and 5-6 membered heteroaryl;
- wherein
- R4.1.1, R4.1.2 independently from each other are selected from the group consisting of H, —CH3, F, CF3 and CN;
- R4.1.3, R4.1.6 independently from each other are selected from the group consisting of H, —CH3, F, CF3 and —CN;
- R4.1.5, R4.1.6 independently from each other are selected from the group consisting of H, —CH3, F, CF3 and —CN;
- R4.2 is selected from the group consisting of H, C1-4-alkyl, C3-4-cycloalkyl, C3-4-cycloalkyl-C1-2-alkyl- and phenyl-C1-2-alkyl-;
- wherein in the definition of R42 mentioned alkyl, cycloalkyl and phenyl are optionally substituted by 1-3 F-atoms or one C1-2-alkyl-O—;
- R5 denotes H or C1-2-alkyl;
- or
- R4 and R5 together form 4-6 membered heterocyclyl containing 1 heteroatom selected from the group consisting of N and O;
- or a pharmaceutically acceptable salt thereof.
A compound of formula:
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A compound formula:
A compound of formula:
A compound of formula:
- or a pharmaceutically acceptable salt thereof.
A compound of formula:
- or a pharmaceutically acceptable salt thereof.
A compound of formula:
- or a pharmaceutically acceptable salt thereof.
A compound of formula:
- or a pharmaceutically acceptable salt thereof.
A compound of formula:
- or a pharmaceutically acceptable salt thereof.
A compound of formula:
- or a pharmaceutically acceptable salt thereof.
A compound of formula:
- or a pharmaceutically acceptable salt thereof.
A compound of formula:
- or a pharmaceutically acceptable salt thereof.
A compound of formula:
- or a pharmaceutically acceptable salt thereof.
A compound of formula:
- or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.