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US 2011/0212945 A1Published application
Azabiphenylaminobenzoic acid derivatives as dhodh inhibitors
AssigneeAlmirall, S.A.
InventorsJulio Cesar Castro Palomino Laria, Emma Terricabras Belart, Montserrat Erra Sola, Eloisa Navarro Romero, Silvia Fonquerna Pou, Aranzazu Cardus Figueras, Maria Estrella Lozoya Toribio
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Abstract
The present disclosure relates to new azabiphenylaminobenzoic acid derivatives of formula (I); as well as processes for their preparation, pharmaceutical compositions comprising them, and their use in therapy as inhibitors of the dehydroorotate dihydrogenase (DHODH).
Claims32
A compound of formula (I):
- wherein:
- R1 is chosen from a hydrogen atoms, halogen atoms, C1-4 alkyl, C3-4 cycloalkyl, —CF3 and —OCF3,
- R2 is chosen from a hydrogen atoms, halogen atoms and C1-4 alkyl groups,
- R3 is chosen from COOR5, —CONHR5, tetrazolyl, —SO2NHR5 and —CONHSO2R5 groups, wherein R5 is chosen from a hydrogen atom and linear or branched C1-4 alkyl groups,
- R4 is chosen from a hydrogen atom and C1-4 alkyl groups.
- R9 is chosen from a hydrogen atom and phenyl groups,
- G1 represents a group chosen from N and CR6, wherein R6 is chosen from a hydrogen atoms, halogen atoms, C1-4 alkyl groups, C3-4 cycloalkyl groups, C1 alkoxy groups, —CF3, —OCF3, monocyclic N-containing C5-7 heteroaryl groups, monocyclic N-containing C3-7 heterocyclyl groups and C6-10 aryl groups which are optionally substituted with at least one substituents chosen from halogen atoms and C1-4 alkyl groups,
- G2 represents a group chosen from:
- a hydrogen atom, hydroxy groups, halogen atoms, C3-4 cycloalkyl groups, C1-4 alkoxy groups and —NRaRb, wherein
- Ra is chosen from C1-4 alkyl groups, and Rb is chosen from C1-4 alkyl groups and C1-4 alkoxy-C1-4 alkyl groups, or Ra and Rb together with the nitrogen atom to which they are attached form a saturated 6 to 8 membered heterocyclic ring optionally containing one oxygen atom as an additional heteroatom,
- a monocyclic or bicyclic 5 to 10 membered heteroaromatic ring containing one or more nitrogen atoms, which is optionally substituted by at least one substituents chosen from halogen atoms, C1-4 alkyl groups, C1-4 alkoxy groups, C3-4 cycloalkyl groups, C3-4 cycloalkoxy groups, —CF3, —OCF3, and —CONR7R8, wherein R7 and R8 are independently chosen from a hydrogen atom, linear or branched C1-4 alkyl groups, C3-7 cycloalkyl groups, or R7 and R8 together with the nitrogen atom to which they are attached form a group of formula
- wherein n is an integer from 0 to 3, and
- a phenyl group, which is optionally substituted by at least one substituents chosen from halogen atoms, C1-4 alkyl groups, hydroxyl, C1-4 alkoxy groups, C3-4 cycloalkyl groups, C3-4 cycloalkoxy groups, cyano groups, —CF3, —OCF3, —CONR7R8, oxadiazolyl groups, triazolyl groups, pyrazolyl groups and imidazolyl groups, wherein the oxadiazolyl, triazolyl, pyrazolyl and imidazolyl groups are optionally substituted by C1-4 alkyl groups or C3-7 cycloalkyl groups and wherein R7 and R8 are independently chosen from a hydrogen atom, linear or branched C1-4 alkyl groups, and C3-7 cycloalkyl groups, or R7 and R8 together with the nitrogen atom to which they are attached form a group of formula
- wherein n is an integer from 0 to 3
- or, G2 together with R6 forms a non-aromatic C5-10 carbocyclic group or a C6-10 aryl group,
- or a pharmaceutically acceptable salts or N-oxides thereof.
13 more elements
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Dependencies are inferred from the claim text.