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US 8,524,715 B2Granted
Phenoxyacetic acid derivatives useful for treating respiratory diseases
AssigneeAstraZeneca AB
InventorsRoger Victor Bonnert, Lilian Alcaraz, Rukhsana Tasneem Mohammed, Anthony Ronald Cook, Stephen Thom, Timothy Jon Luker
Life of this patent
Estimating the term…
Abstract
The invention relates to substituted phenoxyacetic acids as useful pharmaceutical compounds for treating respiratory disorders, pharmaceutical compositions containing them, and processes for their preparation.
Claims11
A compound of formula (I) or a pharmaceutically acceptable salt thereof:
- in which:
- R1 and R2 independently represent a hydrogen atom, halogen, C2-C6 alkenyl, C2-C6 alkynyl, C3-C7 cycloalkyl or a C1-6alkyl group, the latter four groups being optionally substituted by one or more substituents independently selected from halogen, C3-C7 cycloalkyl, NR9R10, OR8, S(O)nR7 (where n is 0, 1 or 2);
- or
- R1 and R2 together can form a 3-8 membered ring optionally containing one or more atoms selected from O, S, NR11 and itself optionally substituted by one or more C1-C3 alkyl or halogen;
- W is halogen, cyano, nitro, SO2R7, SO2NR9R10, OR8, or C1-6alkyl, the latter being optionally substituted by one or more substituents independently selected from halogen, OR8 and NR7R8, S(O)nR5 where n is 0, 1 or 2;
- R3 is one or more substituents independently selected from hydrogen, halogen, CN, nitro, SO2R7, OR8, SR7, SOR7, SO2NR9R10, CONR9R10, NR9R10, NR11SO2R7, NR11CO2R7, NR11COR7 or C1-6alkyl, the latter being optionally substituted by one or more substituents independently selected from halogen, OR8 and NR9R10, S(O)nR7 where n is 0, 1 or 2;
- X represents a bond, or C1-C6 alkyl, optionally substituted by one or more substituents independently selected from halogen, C1-C6 alkyl the latter being optionally substituted by one or more substituents independently selected from halogen, OR6 and NR7R8, S(O)nR5 where n is 0, 1 or 2;
- Y represents a diamine of the following type:—
- R4 and R5 independently represent hydrogen, SO2R7, C(O)R7, CO2R7 and C1-C6 alkyl, the latter being optionally substituted by one or more substituents independently selected from aryl, heteroaryl, halogen, OR8 and NR9R10, S(O)nR7 where n is 0, 1 or 2;
- R4 and R5 are joined together or one of R4 and R5 is joined onto P or Q to form a saturated heterocyclic 3-10 membered ring with, 1 or 2 endocyclic nitrogen atoms;
- P and Q independently represent, C1-C6 alkyl optionally substituted by one or more substituents independently selected from (═O), halogen, OR8 and NR9R10, S(O)nR7 (where n is 0, 1 or 2), C1-C6 alkyl, C3-C6 cycloalkyl, aryl or heteroaryl (the latter two being optionally substituted by one or more substituents independently selected from halogen, OR8 and NR9R10, CONR9R10, S(O)nR7 where n is 0, 1 or 2);
- Z represents a bond, (CR12)n—C(O), (CR12)n—S(O)n, C(O)(CR12)n, or S(O)2(CR12)n, S(O)2N(CR12)n, where n=0, 1 or 2;
- HET represents aryl or heteroaryl;
- R6 represents one or more substituents independently selected from hydrogen, halogen, CN, nitro, COR7, CO2R8, SO2R7, OR8, SR8, SOR7, SO2NR9R10, CONR9R10, NR9R10, NR8SO2R7, NR8CO2R8, NR8COR7, NR8CONR9R10, NR8SO2NR9R10, aryl, heteroaryl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C7 cycloalkyl or C1-6alkyl, the latter four groups being optionally substituted by one or more substituents independently selected from halogen, C3-C7 cycloalkyl, CN, OR8, NR9R10, S(O)nR7 (where n is 0, 1 or 2), CONR9R10, NR8COR7, SO2NR9R10 and NR8SO2R7;
- R7 represents a C1-C6 alkyl, an aryl or a heteroaryl group all of which may be optionally substituted by halogen atoms, OR8, NR14R15;
- R8 represents hydrogen, C1-C6, alkyl, an aryl or a heteroaryl group all of which may be optionally substituted by halogen atoms, OR8, NR14R15;
- R9 and R10 independently represent hydrogen, C3-C7 cycloalkyl or C1-6alkyl, the latter two groups being optionally substituted by one or more substituents independently selected from halogen, C3-C7 cycloalkyl, OR6 and NR14R15, S(O)nR6 (where n=0, 1 or 2), CONR7R8, NR6COR7,SO2NR7R8 and NR6SO2R5;
- or
- R9 and R10 together with the nitrogen atom to which they are attached can form a 3-8 membered saturated heterocylic ring optionally containing one or more atoms selected from 0, S(O)n (where n=0, 1 or 2), NR13, and itself optionally substituted by halogen or C1-3 alkyl;
- R11 represents a hydrogen atom, C(O)R9, C1-C6 alkyl an aryl or a heteroaryl group (the latter three can be optionally substituted by halogen);
- R12 reperesents one or more from hydrogen, or a C1-6alkyl group, the latter being optionally substituted by one or more substituents independently selected from halogen, C3-C7 cycloalkyl, NR14R15, OR8, S(O)nR7 (where n is 0, 1 or 2);
- R13 represent hydrogen, C1-4 alkyl, —COC1-C4 alkyl, COYC1-C4alkyl where Y is O or NR7;
- and
- R14 and R15 independently represent hydrogen, C1-4 alkyl;
- or
- R14 and R15 together with the nitrogen atom to which they are attached can form a 3-8 membered saturated heterocylic ring optionally containing one or more atoms selected from 0, S(O)n (where n=0, 1 or 2), NR13, and itself optionally substituted by halogen or C1-3 alkyl.
23 more elements
Dependencies are inferred from the claim text.