Back to results
US 5,834,485 AGranted
Quinoline sulfonamides and their therapeutic use
AssigneeChiroscience Limited
InventorsHazel Joan Dyke, John Gary Montana
Life of this patent
Estimating the term…
Abstract
The subject invention pertains to quinolinesulfonamides. The subject compounds can be used to treat disease states, such as those that are associated with proteins that mediate cellular activity, for example, by inhibiting phosphodiesterase IV (PDE IV) or tumor necrosis factor (TNF). The invention also pertains to methods of treating disease states, including those states capable of being modulated by inhibition of PDE IV or TNF.
Claims28
A compound of the general formula (i) ##STR5## wherein R is selected from the group consisting of H, halogen, and alkyl;
- R.sub.1 is selected from the group consisting of OH, alkoxy optionally substituted with one or more halogens, and thioalkyl;
- R.sub.2, R.sub.3, and R.sub.4 are the same or different and are each selected from the group consisting of H, R.sub.7, OR.sub.11, COR.sub.7, C(.dbd.NOR.sub.7)R.sub.7, alkyl-C(.dbd.NOR.sub.7)R.sub.7 alkyl-C(.dbd.NOR)R.sub.7, C(.dbd.NOH)R.sub.7, halogen, CF.sub.3, CN, CO.sub.2 H, CO.sub.2 R.sub.11, CONH.sub.2, CONHR.sub.7, CON(R.sub.7).sub.2, NR.sub.9 R.sub.10, and CONR.sub.12 R.sub.13 where NR.sub.12 R.sub.13 is a heterocyclic ring optionally substituted with one or more R.sub.15 ;
- R.sub.5 is selected from the group consisting of arylalkyl, heteroarylalkyl, S(O).sub.m R.sub.11, and alkyl optionally substituted with one or more substituents selected from the group consisting of hydroxy, alkoxy, CO.sub.2 R.sub.8, SO.sub.2 NR.sub.12 R.sub.13, CONR.sub.12 R.sub.13, CN, NR.sub.9 R.sub.10, COR.sub.11, and S(O).sub.n R.sub.11 ;
- for R.sub.5 and/or R.sub.6, the aryl/heteroaryl portion is optionally substituted with one or more substituents alkyl-R.sub.14 or R.sub.14 ;
- R.sub.6 is selected from the group consisting of aryl, heteroaryl, arylalkyl, and heteroarylalkyl;
- R.sub.7 represents R.sub.11 optionally substituted at any position with one or more R.sub.16 ;
- R.sub.8 is selected from the group consisting of H, alkyl, cycloalkyl, arylalkyl, heteroarylalkyl, and heterocycloalkyl;
- R.sub.9 is selected from the group consisting H, aryl, heteoaryl, heterocyclo, alkyl, cycloalkyl, arylalkyl, heteroarylalkyl, heterocyclalkyl, alkylcarbonyl, alkoxycarbonyl, arylsulphonyl, heteroarylsulphonyl, heterocyclosulphonyl, arylcarbonyl, heteroarylcarbonyl, heterocyclocarbonyl, and alkylsulphonyl;
- R.sub.10 is selected from the group consisting of H, aryl, heteroaryl, heterocyclo, alkyl, cycloalkyl, arylalkyl, heteroarylalkyl, and heterocycloalkyl;
- R.sub.11 is selected from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl, heterocyclo, arylalkyl, heteroarylalkyl, and heterocycloalkyl;
- R.sub.12 and R.sub.13 are the same or different and are each selected from the group consisting of H and R.sub.11, or NR.sub.12 R.sub.13 represents a heterocyclic ring as defined above;
- Rhd 14 is selected from the group consisting of alkyl (optionally substituted by one or more halogens), cycloalkyl, aryl, heteroaryl, heterocyclo, hydroxy, alkoxy (optionally substituted by one or more halogens), thioalkyl, aryloxy, heteroaryloxy, heterocyclooxy, arylalkyloxy, heteroarylalkyloxy, heterocycloalkyloxy, CO.sub.2 R.sub.4, CONR.sub.12 R.sub.13, SO.sub.2 NR.sub.12 R.sub.13, halogen, --CN, --NR.sub.9 R.sub.10, COR.sub.11, S(O).sub.n R.sub.11, and carbonyl oxygen;
- R.sub.15 is selected from the group consisting of alkyl, arylalkyl, and heteroarylalkyl;
- R.sub.16 is selected from the group consisting of alkyl, OH, OR.sub.11, NR.sub.9 R.sub.10, CN, CO.sub.2 H, CO.sub.2 R.sub.11, CONR.sub.12 R.sub.13, and COR.sub.11 ;
- m is an integer of up to 2;
- and
- n=0-2;
- or a pharmaceutically acceptable salt thereof.
15 more elements
Dependencies are inferred from the claim text.