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US 7,030,246 B2Granted
Tetrahydroquinoline derivatives as stat6-modulators, preparation and use thereof
AssigneeAstraZeneca AB
InventorsHåkan Bladh, Thomas Hansson, Grigorios Nikitidis, Carita Nordén, Lars Pettersson, Mikael Varga
Life of this patent
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Abstract
Compounds of formula (I) are modulators of STAT6 signal pathway activity, and can be used in the treatment of atopic dermatitis, urticaria, allergic asthma, allergic rhinitis, a food allergy, allergic conjunctivitis, hayfever, bullous pemphigoid, industrial sensitization, chronic rejection of transplants or COPD
Claims14
compound of formula (I):
- wherein:
- L is CH2, O or S;
- n is 0 or 1;
- W, Y and Z are, independently hydrogen, cyano, nitro, halogen, N3, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkyl, C1-6 haloalkoxy, C1-6 alkylthio, C3-6 cycloalkyl, CO2H, CO2(C1-6 alkyl), CONR5R6, COR10 SO2R12, methylenedioxy, NHCOR11 or heterocyclyl;
- R2 is aryl or heteroaryl optionally substituted by cyano, nitro, halogen, N3, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkyl, C1-6 haloalkoxy, C1-6 alkylthio, C3-6 cycloalkyl, CO2H, CO2(C1-6 alkyl), CONR13 R14, COR15, SO2R16, methylenedioxy, NHCOR17 or heterocyclyl;
- R3 is C1-4 alkyl or C1-4 haloalkyl;
- R4 is CO(C1-4 alkyl) or CO(C1-4 haloalkyl);
- X is O, S, SO, SO2, CR7R8or NR9;
- R5, R6, R7, R8, R13 and R14 are, independently, hydrogen or C1-6 alkyl;
- R9 is hydrogen, C1-6 alkyl or CO(C1-4 alkyl);
- R10, R11, R12, R15, R16 and R17 are, independently, C1-6 alkyl or phenyl;
- or a pharmaceutically acceptable salt thereof;
- or a solvate thereof;
- provided that the compound of formula (I) is not a compound of formula (Iz):
- (Iz)
- wherein
- R1b
- R1d
- R1c
- R4′
- R2
- R9
- H
- H
- H
- n-butyl
- C6H5
- H
- H
- H
- H
- n-propyl
- C6H5
- COCH3
- H
- H
- H
- n-propyl
- C6H5
- H
- H
- H
- H
- Ethyl
- C6H5
- H
- Br
- H
- H
- Methyl
- C6H5
- COCH3
- Methyl
- H
- H
- Methyl
- 4-CH3—C6H4
- H
- Methyl
- Methyl
- H
- Methyl
- 2,4-(CH3)2—C6H3
- H
- H
- H
- H
- Methyl
- C6H5
- H
- NO2
- H
- H
- Methyl
- 4-NO2—C6H4
- COCH3
- NO2
- H
- H
- Methyl
- C6H5
- COCH3
- Cl
- H
- H
- Methyl
- C6H5
- COCH3
- H
- H
- H
- Methyl
- C6H5
- COCH3
- H
- H
- H
- Methyl
- 2,4-Br2—C6H3
- COCH3
- in free base or unsolvated form.
98 more elements
Dependencies are inferred from the claim text.