Pyrrolo[3,2-d]pyrimidine derivatives for the treatment of viral infections and other diseases

• US 10,385,054 B2
• Filed: 06/26/2014
• Issued: 08/20/2019
• Est. Priority Date: 06/27/2013
• Status: Active Grant

• Current Assignee: Janssen Sciences Ireland Unlimited Company (Johnson & Johnson)
• Original Assignee: Janssen Sciences Ireland Unlimited Company (Johnson & Johnson)
• Inventors: McGowan, David Craig, Pieters, Serge Maria Aloysius, Last, Stefaan Julien, Embrechts, Werner, Jonckers, Tim Hugo Maria, Raboisson, Pierre Jean-Marie Bernard
• Primary Examiner(s): Lundgren, Jeffrey S
• Assistant Examiner(s): Strong, Tori
• Application Number:
  US14/392,214
• Publication Number:
  US 20160168150A1
• Time in Patent Office: 1,881 Days
• Field of Search: None
• CPC Class Codes: A61P 31/00 Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
• CPC Class Codes: A61P 31/12 Antivirals
• CPC Class Codes: A61P 31/14 for RNA viruses
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C07D 487/04 Ortho-condensed systems

Abstract

This invention concerns pyrrolo[3,2-d]pyrimidine derivatives, processes for their preparation, pharmaceutical compositions, and their use in treatment and/or therapy of diseases.

Claims

1. A compound of formula (I)

2. A compound according to claim 1 wherein R₁ is fluorine and R₂ is hydrogen.

3. A compound according to claim 1 having the following chemical structure:

4. A compound as claimed in claim 1, wherein R₂ and R₁ are H.

5. A compound as claimed in claim 4, wherein R₃ is

6. A compound as claimed in claim 1, wherein R₄ is alkylaryl.

7. A compound as claimed in claim 5, wherein R₄ is alkylaryl.

8. A compound as claimed in claim 5, wherein R₄ is selected from the group consisting of

9. A compound as claimed in claim 1, wherein R₄ is C_1-6 alkyl.

10. A compound as claimed in claim 5, wherein R₄ is C_1-6 alkyl.

11. A compound as claimed in claim 1, wherein

R₂ and R₁ are H,

12. A compound as claimed in claim 1 wherein

R₂ and R₁ are H,

R₃ is

13. A compound as claimed in claim 1, wherein

R₂ and R₁ are H,

14. The compound of claim 1, wherein R₃ is methyl phenyl optionally substituted with one or more C_1-6 alkoxy.

15. The compound of claim 1, wherein R₃ is methyl pyridinyl optionally substituted with one or more C_1-6 alkoxy.

17. A pharmaceutical composition comprising a compound according to claim 1 together with one or more pharmaceutically acceptable excipients, diluents or carriers.

18. A pharmaceutical composition comprising a compound as claimed in claim 3 together with one or more pharmaceutically acceptable excipients, diluents or carriers.

19. A method of modulating TLR 7 to treat a viral infection comprising adminstering a therapeutically effective amount of at least one compound as claimed in claim 1.

16. A compound selected from the group consisting of