Pyrimidine derivatives for the treatment of viral infections

• US 10,272,085 B2
• Filed: 07/13/2016
• Issued: 04/30/2019
• Est. Priority Date: 04/08/2011
• Status: Active Grant

• Current Assignee: Janssen Sciences Ireland UC (Johnson & Johnson)
• Original Assignee: Janssen Sciences Ireland UC (Johnson & Johnson)
• Inventors: McGowan, David, Raboisson, Pierre Jean-Marie Bernard, Embrechts, Werner, Jonckers, Tim Hugo Maria, Last, Stefaan Julien, Pieters, Serge Maria Aloysius, Vlach, Jaromir
• Primary Examiner(s): Pagano, Alexander R
• Assistant Examiner(s): Sackey, Ebenezer O
• Application Number:
  US15/209,637
• Publication Number:
  US 20170239245A1
• Time in Patent Office: 1,021 Days
• CPC Class Codes: A61K 31/505 Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
• CPC Class Codes: A61K 31/506 not condensed and containing further heterocyclic rings
• CPC Class Codes: A61K 31/513 having oxo groups directly attached to the heterocyclic ring, e.g. cytosine
• CPC Class Codes: A61K 31/5377 not condensed and containing further heterocyclic rings, e.g. timolol
• CPC Class Codes: A61P 31/12 Antivirals
• CPC Class Codes: C07D 239/48 Two nitrogen atoms
• CPC Class Codes: C07D 401/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 403/10 linked by a carbon chain containing aromatic 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 413/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 471/04 Ortho-condensed systems
• CPC Class Codes: C07D 487/04 Ortho-condensed systems
• CPC Class Codes: C07D 495/04 Ortho-condensed systems

Abstract

This invention relates to pyrimidine derivatives, processes for their preparation, pharmaceutical compositions, and their use in treating viral infections such as HCV or HBV.

Claims

1. A method for the treatment of a disorder or disease in a subject in which the modulation of TLR7 and/or TLR8 is involved, said method comprising administering to the subject an effective amount of a compound of formula (I)

7. The method of claim 1 wherein the compound of formula (I) is selected from the group consisting of:

8. The method of claim 1 wherein in the compound of formula (I), R₃ is selected from the group consisting of:

9. The method of claim 1 wherein in the compound of formula (I), R₂ is selected from the group consisting of:

10. The method of claim 1 wherein in the compound of formula (I) is

2. A method for the treatment of viral infections in a subject comprising administering to the subject an effective amount of a compound of formula (I)

11. The method of claim 2 wherein the compound of formula (I) is selected from the group consisting of:

12. The method of claim 2 wherein in the compound of formula (I), R₃ is selected from the group consisting of:

13. The method of claim 2 wherein in the compound of formula (I), R₂ is selected from the group consisting of:

14. The method of claim 2 wherein in the compound of formula (I) is

3. A method for treating viral infection in a subject through modulation of TLR7 and/or TLR8, said method comprising administering to the subject an effective amount of a compound of formula (I)

4. The method of claim 3 wherein the compound of formula (I) is selected from the group consisting of:

15. The method of claim 3 wherein in the compound of formula (I), R₃ is selected from the group consisting of:

16. The method of claim 3 wherein in the compound of formula (I), R₂ is selected from the group consisting of:

17. The method of claim 3 wherein in the compound of formula (I) is

5. A method for modulating TLR7 and/or TLR8, said method comprising contacting said TLR7 and/or TLR8 with a compound of formula (I)

6. The method of claim 5, wherein the compound of formula (I) is selected from the group consisting of:

18. The method of claim 5 wherein in the compound of formula (I), R₃ is selected from the group consisting of:

19. The method of claim 5 wherein in the compound of formula (I), R₂ is selected from the group consisting of:

20. The method of claim 5 wherein in the compound of formula (I) is