Back to results
US 7,256,196 B1Granted
Purine cytokine inhibitors
AssigneeThe Procter & Gamble Company
InventorsMark Sabat, Michael Philip Clark, Todd Andrew Brugel, Adam Golebiowski, John Charles Van Rens, Biswanath De
Life of this patent
Estimating the term…
Abstract
The present invention relates to 2,8,9-substituted purines which inhibit the extracellular release of inflammatory cytokines, said cytokines responsible for one or more human or higher mammalian disease states. The present invention further relates to compositions comprising said 2,8,9-substituted purines and methods for preventing, abating, or otherwise controlling enzymes which are understood to be the active components responsible for the herein described disease states.
Claims6
A compound chosen from:
- N-8-(2-Chlorophenyl)-9-methyl-N-2-(tetrahydro-pyran-4-yl)-9H-purine-2,8-diamine;
- N-8-(2-Fluorophenyl)-9-methyl-N-2-(tetrahydro-pyran-4-yl)-9H-purine-2,8-diamine;
- N-8-(2-Chlorophenyl)-N-2-(2,6-difluorophenyl)-9-ethyl-9H-purine-2,8-diamine;
- N-8-(2-Chlorophenyl)-N-2-(4-fluorophenyl)-9-methyl-9-H-purine-2,8-diamine;
- N-8-(2-Chlorophenyl)-N-2-(2,4-difluorophenyl)-9-methyl-9H-purine-2,8-diamine;
- N-8-(2-Chlorophenyl)-N-2-(2,4-difluorophenyl)-9-methyl-9H-purine-2,8-diamine;
- N-8-(2-Chlorophenyl)-N-2(2,6-difluorophenyl)-9-isopropyl-9H-purine-2,8-diamine;
- N-8-(2-Chlorophenyl)-2-(2,6-difluorophenyl)-9H-purine-2,8-diamine;
- 3-[8-(2-Chlorophenylamino)-2-(2,6-difluorophenamino)-purin-9-yl]-(S)-2-methyl-butan-2-ol;
- 9-Butyl-N-8-(2-chlorophenyl)-N-2-(2,6-difluorophenyl)-9H-purine-2,8-diamine;
- N-8-(2-Chlorophenyl)-9-cyclopropyl-N-2-(2,6-difluorophenyl)-9H-purine-2,8-diamine;
- 9-tert-Butyl-N-8(2-chlorophenyl)-N-2-(2,6-difluorophenyl)-9H-purine-2,8-diamine;
- N-8-(2-Chloro-4-fluorophenyl)-N-2-(2,6-difluorophenyl)-9-ethyl-9H-purine-2,8-diamine;
- N-8-(2-Chlorophenyl)-N-2-(2,6-difluorophenyl)-9-methyl-9H-purine-2,8-diamine;
- 3-[8-(2-Chlorophenylamino)-9-methyl-9H-purin-2-ylamino]-2-methyl-butan-2-ol;
- [2-(2,6-Difluorophenoxy)-9-ethyl-9H-purin-8-yl]-(fluorophenyl)-amine;
- [2-(2,6-Difluoro-phenoxy)-9-ethyl-9H-purin-8-yl]-o-tolyl-amine;
- (2-Chloro-phenyl)-[2-(2,6-difluoro-phenoxy)-9-ethyl-9H-purin-8-yl]-amine;
- (2-Chlorophenyl)-[2-(2,6-difluoro-4-methylaminomethyl-phenoxy)-9-ethyl-9H-purin-8-yl]-amine;
- [2-(2,6-Difluorophenoxy)-9-ethyl-9H-8-yl]-(2-nitrophenyl)-amine;
- N-[2-(2,6-Difluorophenoxy)-9-ethyl-9H-purin-8-yl]-benzene-1,2-diamine;
- 4-[8-(2-Chlorophenylamino)-9-ethyl-9H-purin-2-yloxy]-3,5-difluoro-N-methyl-benzamide;
- (2-Chlorophenyl)-[9-ethyl-2-(2-fluoro-phenoxy-9H-purin-8-yl]-amine;
- (2-Chloro-5-fluorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amine;
- (2-Chloro-5-methylphenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amine;
- (2,3-Dichlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amine;
- (2-Chloro-5-trifluoromethylphenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amine;
- [2-(2,6-Difluorophenoxy)-9-ethyl-9H-purin-8-yl]-(2-methoxyphenyl)-amine;
- {4-[2-Chlorophenylamino)-9-ethyl-9H-purin-2-yloxy]-3,5-difluorophenyl}-carbamic acid tert-butyl ester;
- [2-(4-Amino-2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-(2-chlorophenyl)-amine;
- 2-[2-(2,6-Difluorophenoxy)-9-ethyl-9H-purin-8-ylamino]-phenol;
- N-{4-[8-(2-Chlorophenylamino)-9-ethyl-9H-purin-2-yloxy]-3,5-difluorophenyl}-acetamide;
- 3-[2-(2,6-Difluorophenoxy)-9-ethyl-9H-purin-8-ylamino]-benzoic acid methyl ester;
- (2,6-Dichlorophenyl)-[2-(2-6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amine;
- and
- 4-[8-(2-Chlorophenylamino)-9-ethyl-9H-purin-2-yloxy]-3,5-difluorobenzamide.
33 more elements
A compound chosen from:
- [8-(2-Chlorobenzyl)-9-ethyl-9H-purin-2-yl]-2,6-difluorophenyl)-amine;
- 2-{(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amino}-N-methyl-acetamide;
- 2-{(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amino}-N,N-dimethyl-acetamide;
- {(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amino}-acetic acid methyl ester;
- {(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amino}-acetic acid;
- {(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amino}-acetic acid tert-butyl ester;
- 2-{(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amino}-ethanol;
- [9-Ethyl-2-(S)-(2-methoxy-1-methyl-ethoxy)-9H-purin-8-yl]-(2-fluoro-phenyl)-methanone;
- (4-Chlorophenyl)-[2-(2-hydroxy-1,2-dimethyl-propylamino)-9-methyl-9H-purin-8-yl]-methanone;
- (2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-methanone;
- 8-(2-chlorobenzenesulfonyl)-2-(2,6-difluorophenoxy)-9-ethyl-9H-purine;
- [2-(2,6-Difluorophenoxy)-9-ethyl-9H-purin-8-yl]-(2-fluorophenyl)-methanone;
- [9-Ethyl-2-(R)-(2-methoxy-1-methyl-ethoxy)-9H-purin-8-yl]-(2-fluorophenyl)-methanone;
- [9-Ethyl-2-(2-methoxy-ethoxy)-9H-purin-8-yl]-(2-fluorophenyl)-methanone;
- (2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-isopropyl-9H-purin-8-yl]-methanone;
- (2-Chlorophenyl)-[9-isopropyl-2-(tetrahydro-pyran-4-yloxy)-9H-purin-8-yl]-methanone;
- 8-(2-Chlorophenyl)-2-(2,6-difluorophenoxy)-9-ethyl-9H-purine;
- 4-[8-(2-Chlorophenylamino)-9-ethyl-9H-purin-2-yloxy]-3,5-difluorobenzoic acid methyl ester;
- 4-[8-(2-Chlorophenylamino)-9-ethyl-9H-purin-2-yloxy]-3,5-difluorobenzoic acid;
- and
- 8-(2-Chloro-phenyl)-2-(2,6-difluoro-phenoxy)-9-ethyl-9H-purine.
18 more elements
A compound chosen from:
- 3-[8(2-Chlorophenyl)-9-methyl-9H-purin-2-ylamino]-2-methyl-butan-2-ol;
- N-8-(2-Chlorophenyl)-N-2-(2,6-difluoro-phenyl)-9-ethyl-9H-purine-2,8-diamine;
- [8-(2-Chlorobenzyl)-9-ethyl-9H-purin-2-yl]-(2,6-difluorophenyl)-amine;
- 3-[8-(2-Chlorobenzylamino)-9-methyl-9H-purin-2-yl]-2-methyl-butan-2-ol;
- N-8-(2-Chlorophenyl)-9-(4-fluoro-phenyl)-N-2-(tetrahydro-pyran-4-yl)-9H-purine-2,8-diamine;
- 2-Chloro-N-[9-methyl-2-(tetrahydro-pyran-4-ylamino)-9H-purin-8-yl]-benzenesulfonamide;
- 2-Chloro-N-[9-methyl-2-(tetrahydro-pyran-4-ylamino)-9H-purin-8-yl]-benzamide;
- 3-[9-(4-Fluorophenyl)-8-(4-fluorophenylamino)-9H-purin-ylamino]-(S)-2-methyl-butan-2-ol;
- 3-[2-(2,6-Difluorophenoxy)-9-ethyl-9H-purin-8-ylamino]-benzoic acid methyl ester;
- 3-{8-[2-(2-chlorophenyl)-ethylamino]-9-methyl-9H-purin-2-ylamino}-2-(S)-methyl-butan-2-ol;
- 3-{8 [(4-Chlorophenyl)-hydroxy-methyl]-9-methyl-9H-purin-2-ylamino}-2-methyl-butan-2-ol;
- 2-Chloro-N-[9-(4-fluorophenyl)-2-(tetrahydro-pyran-4-ylamino)-9H-purin-8-yl]-benzamide;
- 9-(4-Fluorophenyl)-N-2-(tetrahydro-pyran-4-yl)-9H-purine-2,8-diamine;
- 2-Chloro-N-[9-(4-fluorophenyl)-2-(tetrahydro-pyran-4-ylamino)-9H-purin-8-yl]-benzenesulfonamide;
- 6-(2-Chlorophenyl)-3-fluoro-10-(tetrahydro-pyran-4-ylamino)-6H-6,7,8,9,11,11b-pentaaza-benzo [c]fluoren-5-one;
- [8-(2-Chlorophenylamino)-2-(2-hydroxy-1,2-dimethyl-propylamino)-purin-9-yl]-acetic acid methyl ester;
- [8-(2-Chlorophenylamino)-2-(2-hydroxy-1,2-dimethyl-propylamino)-purin-9-yl]-acetic acid;
- 3-[8(2-Chlorophenylamino)-9-(2-hydroxy-ethyl)-9H-purin-2-ylamino]-(S)-2-methyl-butan-2-ol;
- 2-{(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amino}-N-methyl-acetamide;
- 2-{(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amino}-N,N-dimethyl-acetamide;
- 2-{(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amino}-ethanol;
- {(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-8-yl]-amino}-acetic acid tert-butyl ester;
- {(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-purin-8-yl]-amino}-acetic acid;
- and
- {(2-Chlorophenyl)-[2-(2,6-difluorophenoxy)-9-ethyl-9H-purin-yl]-amino}-acetic acid methyl ester.
22 more elements
Dependencies are inferred from the claim text.