Bicyclic heterocyclic compounds, pharmaceutical compositions containing these compounds, their use and process for preparing them

• US 7,910,731 B2
• Filed: 02/26/2008
• Issued: 03/22/2011
• Est. Priority Date: 03/30/2002
• Status: Expired due to Term

• Current Assignee: Boehringer Ingelheim Pharma GmbH & Company Kg (C.H. Boehringer Sohn AG & Co. KG)
• Original Assignee: Boehringer Ingelheim Pharma GmbH & Company Kg (C.H. Boehringer Sohn AG & Co. KG)
• Inventors: Himmelsbach, Frank, Jung, Birgit, Solca, Flavio
• Primary Examiner(s): Sullivan; Daniel M
• Assistant Examiner(s): Nwaonicha; Chukwuma O
• Application Number:
  US12/072,510
• Publication Number:
  US 20090036676A1
• Time in Patent Office: 1,120 Days
• Field of Search: None
• US Class Current: 544/119
• CPC Class Codes: A61P 11/00 Drugs for disorders of the respiratory system
• CPC Class Codes: A61P 11/06 Antiasthmatics
• CPC Class Codes: A61P 11/08 Bronchodilators
• CPC Class Codes: A61P 11/14 Antitussive agents
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: C07D 239/94 Nitrogen atoms
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07D 403/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 405/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 405/14 containing three or more hetero rings
• CPC Class Codes: C07D 413/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 413/14 containing three or more hetero rings
• CPC Class Codes: C07D 491/08 Bridged systems

Abstract

The present invention relates methods for treating disease conditions selected from the list consisting of benign or malignant tumors, diseases of the airways and lungs, diseases of the gastrointestinal tract, the bile duct and the gall bladder by administration to a patient in need thereof of a therapeutically effective amount of a bicyclic heterocyclic groups of general formula

wherein said substituents are as defined herein.

Claims

1. A compound selected from the list consisting of

4-[(3-chloro-4-fluoro-phenyl)amino]-6{-1-[(morpholin-4-yl)carbonyl]-piperidin-4-yloxy}-7-methoxy-quinazoline

2. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-[cis-4-(N-dimethylaminocarbonyl-N-methyl-amino)-cyclohexan-1-yloxy]-7-methoxy-quinazoline or a pharmaceutically acceptable salt thereof.

3. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl) amino]-6-(3-methanesulphonylamino-cyclohexan-1-yloxy)-7-methoxy-quinazoline or a pharmaceutically acceptable salt thereof.

4. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-[cis-4-(N-dimethylaminosulphonyl-N-methyl-amino)-cyclohexan-1-yloxy]-7-methoxy-quinazoline or a pharmaceutically acceptable salt thereof.

5. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-(1-methanesulphonyl-piperidin-4-yloxy)-7-ethoxy-quinazoline or a pharmaceutically acceptable salt thereof.

6. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-(cis-4-{N-[(morpholin-4-yl)carbonyl]-N-methyl-amino}-cyclohexan-1-yloxy)-7-methoxy-quinazoline or a pharmaceutically acceptable salt thereof.

7. The compound of claim 1 defined as 4[(3-ethynyl-phenyl)amino]-6-[1-(2-methoxy-acetyl)-piperidin-4-yloxy]-7-methoxy-quinazoline or a pharmaceutically acceptable salt thereof.

8. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-(1-methylcarbonyl-piperidin-4-yloxy)-7-methoxy-quinazoline or a pharmaceutically acceptable salt thereof.

9. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-{1-[(morpholin-4-yl)carbonyl]-piperidin-4-yloxy}-7-ethoxy-quinazoline or a pharmaceutically acceptable salt thereof.

10. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-[1-(2-methoxy-acetyl)-piperidin-4-yloxy]-7-ethoxy-quinazoline or a pharmaceutically acceptable salt thereof.

11. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-(1-methanesulphonyl-piperidin-4-yloxy)-7-(2-methoxy-ethoxy)-quinazoline or a pharmaceutically acceptable salt thereof.

12. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-{1-[(morpholin-4-yl)carbonyl]-piperidin-4-yloxy}-7-(2-methoxy-ethoxy)-quinazoline or a pharmaceutically acceptable salt thereof.

13. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-[1-(2-methoxy-acetyl)-piperidin-4-yloxy]-7-(2-methoxy-ethoxy)-quinazoline or a pharmaceutically acceptable salt thereof.

14. The compound of claim 1 defined as 4[(3-ethynyl-phenyl)amino]-6-{1-[(morpholin-4-yl)carbonyl]-piperidin-4-yloxy}-7-methoxy-quinazoline or a pharmaceutically acceptable salt thereof.

15. The compound of claim 1 defined as 4-[(3-chloro-4-fluoro-phenyl) amino]-6-[trans-4-(N-methanesulphonyl-N-methyl-amino)-cyclohexan-1-yloxy]-7-methoxy-quinazoline or a pharmaceutically acceptable salt thereof.

16. The compound of claim 1 defined as 4[(3-chloro-4-fluoro-phenyl)amino]-6-(trans-4-{N-[(morpholin-4-yl)carbonyl]-N-methyl-amino}-cyclohexan-1-yloxy)-7-methoxy-quinazoline or a pharmaceutically acceptable salt thereof.

17. The compound of claim 1 defined as 4-{]3-methyl-4-(pyridin-3-yloxy)-phenyl]amino)-6-(1-methanesulphonyl-piperidin-4-yloxy)-7-methoxy-quinazoline-methanesulphonate or a pharmaceutically acceptable salt thereof.