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US 2003/0195215 A1Published application
Compounds effective as beta-2 adrenoreceptor agonists as well pde4-inhibitors
AssigneeAltana Pharma AG
InventorGeert Jan Sterk
Life of this patent
Estimating the term…
Abstract
The compounds of formula I in which Ar1, A, R6, R7, R8 and Ar2 have the meanings as given in the description are novel effective bronchial therapeutics. 1
Claims10
Compounds of formula I
- 41
- in which
- Ar1 represents a phenyl radical of formula (Ia) substituted by R1 and R2 or a dihydrobenzofuranyl radical of formula (Ib) substituted by R3, R4 and R5
- 42
- wherein
- R1 is hydroxyl, halogen, 1-4C-alkoxy or 1-4C-alkoxy which is completely or predominantly substituted by fluorine,
- R2 is hydroxyl, halogen, 1-8C-alkoxy, 3-7C-cycloalkoxy, 3-7C-cycloalkylmethoxy, or 1-4C-alkoxy which is completely or predominantly substituted by fluorine,
- R3 is 1-4C-alkoxy, 3-5C-cycloalkoxy, 3-5C-cycloalkylmethoxy, or 1-4C-alkoxy which is completely or predominantly substituted by fluorine,
- R4 is 1-4C-alkyl and
- R5 is hydrogen or 1-4C-alkyl,
- or wherein
- R4 and R5 together and with inclusion of the two carbon atoms, to which they are bonded, form a spiro-linked 5-, 6- or 7-membered hydrocarbon ring, optionally interrupted by an oxygen or sulphur atom,
- R6 and R7 represent independently from one another hydrogen or 14C-alkyl, or R6 and R7 together and with inclusion of the two carbon atoms, to which they are bonded, form a group selected from
- 43
- A represents —CmH2m—Y—X—CnH2n— or —Y—X—CmH2m—Z—CnH2n—, wherein
- X represents a bond, —O— (oxygen), —S— (sulfur), —NH—, —C(O)—, —S(O)2—, —C(O)—NH—, —NH—C(O)—, —C(S)—NH—, —NH—C(S)—, —NH—C(O)—NH— or —NH—C(S)—NH—,
- Y represents a bond, phenylene, 4-8C-cycloalkylene or azacycloalkylene,
- Z represents —O—, —S—, —S(O)2—, —NH—C(O)—, —C(O)—NH—, —NH—C(S)— or —C(S)—NH—,
- m is an integer from 0 to 4,
- n is an integer from 1 to 4,
- R8 is hydrogen or 1-4C-alkyl,
- Ar2 represents a 8-hydroxy-1H-quinolin-2-on-5-yl radical or a phenyl radical substituted by R9, R10 and R11,
- wherein
- R9 is hydrogen, halogen, hydroxyl, amino, ureido [—NH—C(O)—NH2], formylamino [—NH—C(O)H], 1-4C-alkylcarbonylamino, di-1-4C-alkylaminocarbonyloxy, tolylcarbonyloxy [—OC(O)—C6H4—CH3], hydroxymethyl, 1-4C-alkylcarbonyloxy, 1-4C-alkyl, 1-4C-alkoxy, 1-4C-alkylsulfonylamino, 1-4C-alkylsulfonylmethyl or 1-4C-alkoxy-1-4C-alkyl,
- R10 is hydrogen, halogen, hydroxyl, cyano, trifluoromethyl, tolylcarbonyloxy [—O—C(O)—C6H4—CH3], hydroxymethyl or 1-4C-alkylcarbonyloxy,
- R11 is hydrogen or halogen,
- and the salts of these compounds.
24 more elements
Dependencies are inferred from the claim text.