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US 7,678,826 B2Granted
Organic compounds for the treatment of inflammatory or allergic conditions
OwnerJake Axford, Urs Baettig +4inventors
InventorsJake Axford, Urs Baettig, Brian Cox, Kamlesh Jagdis Bala, Catherine LeBlanc, David Andrew Sandham
Life of this patent
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Abstract
Compounds of formula (I) in free or pharmaceutically acceptable salt form, where R1, R2, R3, R4, R5, R6, R7, m, n, w, X, and Y have the meanings as indicated in the specification, are useful for treating conditions mediated by the CRTh2 receptor, especially inflammatory or obstructive airways diseases.
Claims7
A compound of formula (I)
- in free or pharmaceutically acceptable salt form,
- wherein
- R1 is selected from R1aS—, R1aO— and R1aNR9—, wherein R1a is
- wherein
- R1b and R1c are independently selected from H, C1-C8-alkyl, and together with the carbon atom to which they are attached form a divalent C3-C8-cycloaliphatic group;
- R2 and R3 are independently selected from H, C1-C8-alkyl, and together with the carbon atom to which they are attached form a divalent C3-C8-cycloaliphatic group;
- R4 and R5 are independently selected from H, halogen, C1-C8-alkyl, C1-C8-haloalkyl, a C3-C15-carbocyclic group, nitro, cyano, SO2R5a, C1-C8-alkylcarbonyl, C1-C8-alkoxycarbonyl, C1-C8-alkoxy, C1-C8-haloalkoxy, —SR5b, carboxy, carboxy-C1-C8-alkyl, amino, amino(C1-C8-alkyl), C1-C8-alkylamino(C1-C8-alkyl), di(C1-C8-alkyl)amino(C1-C8-alkyl), C1-C8-alkylamino, di(C1-C8-alkyl)amino, SO2NR5cR5d, C(O)NR5eR5f, C1-C8-hydroxyalkyl, NR5gSO2R5h, NR5i(CO)R5j, SOR5k, a C6-C15 aromatic carbocyclic group and a 4- to 10-membered heterocyclic group having one or more heteroatoms selected from the group consisting of oxygen, nitrogen and sulphur;
- R5a, R5k and R5b are independently selected from C1-C8-alkyl, C1-C8-hydroxyalkyl, C1-C8 alkylamino(C1-C8-alkyl), di(C1-C8-alkyl)amino(C1-C8-alkyl), C1-C8-cyanoalkyl, a C3-C15-carbocyclic group, C1-C8-haloalkyl and a 4- to 10-membered heterocyclic group having one or more heteroatoms selected from the group consisting of oxygen, nitrogen and sulphur;
- R5c, R5d, R5e and R5f are, independently, H, C1-C8-alkyl, C1-C8-hydroxyalkyl, C1-C8-alkylamino(C1-C8-alkyl), di(C1-C8-alkyl)amino(C1-C8-alkyl), C1-C8-cyanoalkyl, a C3-C15-carbocyclic group, C1-C8-haloalkyl, a 4- to 10-membered heterocyclic group having one or more heteroatoms selected from the group consisting of oxygen, nitrogen and sulphur, or, together with the nitrogen atom to which they are attached, form a C4-C10-heterocyclic group;
- R5g and R5i are independently selected from H, C1-C8-alkyl, C1-C8-hydroxyalkyl, C1-C8-alkylamino(C1-C8-alkyl), di(C1-C8-alkyl)amino(C1-C8-alkyl), C1-C8-cyanoalkyl, a C3-C15-carbocyclic group, C1-C8-haloalkyl and a 4- to 10-membered heterocyclic group having one or more heteroatoms selected from the group consisting of oxygen, nitrogen and sulphur;
- R5h and R5j are independently selected from C1-C8-alkyl, a C3-C15-carbocyclic group, a 4- to 10-membered heterocyclic group having one or more heteroatoms selected from the group consisting of oxygen, nitrogen and sulphur, C1-C8-hydroxyalkyl, amino(C1-C8-alkyl), C1-C8-alkylamino(C1-C8-alkyl), di(C1-C8-alkyl)amino(C1-C8-alkyl) and C1-C8-cyanoalkyl;
- R6 and R7, together with the nitrogen to which they are attached form, a 4- to 10-membered heterocyclic group containing the indicated nitrogen atom as a ring heteroatom and optionally at least one ring heteroatom selected from the group consisting of nitrogen, oxygen and sulphur, which ring is unsubstituted or substituted by C1-C4-alkyl, cyano-C1-C4-alkyl, C1-C8-alkylamino or di(C1-C8-alkylamino);
- R8 is selected from H, C1-C8-alkyl, C3-C15-cycloalkyl, C1-C8-alkyl(C6-C15-aromatic carbocyclic group) and C6-C15-aromatic carbocyclic group;
- R9 is selected from H, C1-C8-alkyl, C3-C15-cycloalkyl, C1-C8-alkyl(C6-C15-aromatic carbocyclic group), and C6-C15-aromatic carbocyclic group;
- X is —CH2—, —CH(C1-C8-alkyl)-, —CO—, —CH(OC1-C8-alkyl)-, —C(halogen)2-, —O—, —S—, —SO— or, —SO2—;
- Y is —O—, —S—, —CH2— or —NR7(C1-C8-alkyl)-;
- m and n are each, independently, an integer selected from 0-3;
- v is an integer selected from 1-3;
- and
- w is an integer selected from 0-3.
17 more elements
Dependencies are inferred from the claim text.