Azaindoles as respiratory syncytial virus antiviral agents

1. A method of treating a respiratory syncytial viral (RSV) infection comprising administering to warm-blooded animal in need thereof an anti-virally effective amount of a compound of formula I, or a N-oxide, addition salt, quaternary amine, or a stereochemically isomeric form thereof;

wherein each X independently is C or N with at least one X being N;

each Y independently is C or N;

R 1 is present where X═C and each R 1 is independently selected from the group consisting of H, OH, halogen, C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, C 1 -C 6 alkoxy, N(R 6 ) 2 , CO(R 7 ), CH 2 NH 2 , CH 2 OH, CN, C(═NOH)NH 2 , C(═NOCH 3 )NH 2 , C(═NH)NH 2 , CF 3 , OCF 3 , B(OH) 2 and B(O—C 1 -C 6 alkyl) 2 ;

R 1 is absent where X is N;

R 2 is selected from the group consisting of H, halogen, C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, C 1 -C 6 alkoxy, and CO(R 7 );

R 3 is —(CR 8 R 9 ) n —R 10 ;

R 4 is selected from the group consisting of H, C 1 -C 10 alkyl, CH 2 CF 3 C 3 -C 7 cycloalkyl, C 2 -C 10 alkenyl, SO 2 —R 8 , and a 4 to 6 membered saturated ring containing an oxygen atom;

R 5 is present where Y is C, and is selected from the group consisting of H, C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, C 1 -C 6 alkoxy, CO(R 7 ), CF 3 and halogen;

R 5 is absent where Y is N;

R 6 is selected from the group consisting of H, C 1 -C 6 alkyl, COOCH 3 , and CONHSO 2 CH 3 ;

R 7 is selected from the group consisting of OH, O(C 1 -C 6 alkyl), NH 2 , NHSO 2 N(C 1 -C 6 alkyl) 2 , NHSO 2 NHCH 3 , NHSO 2 (C 1 -C 6 alkyl), NHSO 2 (C 3 -C 7 cycloalkyl), and N(C 1 -C 6 -alkyl) 2 ;

n is an integer from 2 to 6;

R 8 and R 9 are each independently selected from the group consisting of H, C 1 -C 10 alkyl, and C 3 -C 7 cycloalkyl; or

R 8 and R 9 taken together form a 4 to 6 membered aliphatic ring that optionally contains a heteroatom selected from the group consisting of N, S, and O;

R 10 is selected from the group consisting of H, C 1 -C 6 alkyl, OH, CN, F, CF 2 H, CF 3 , CONR 8 R 9 , COOR 8 , CONR 8 SO 2 R 9 , CON(R 8 )SO 2 N(R 8 R 9 ), NR 8 R 9 , NR 8 COOR 9 , OCOR 8 , NR 8 SO 2 R 9 , SO 2 NR 8 R 9 , SO 2 R 8 and a 4 to 6 membered saturated ring containing an oxygen atom.

2. A method according to claim 1 wherein R 4 is selected from the group consisting of H, C 1 -C 10 alkyl, C 3 -C 7 cycloalkyl, C 2 -C 10 alkenyl, SO 2 —R 8 , and a 4 to 6 membered saturated ring containing an oxygen atom.

3. A method according to claim 1 wherein each R 1 is independently selected from the group consisting of H and halogen.

4. A method according to claim 1 , wherein R 1 in the para or meta position to N—R 3 is selected from the group consisting of H and halogen, and all other R 1 are H.

5. A method according to claim 1 wherein R 1 is selected from the group consisting of bromo and chloro.

6. A method according to claim 1 , wherein R 2 is selected from the group consisting of H, halogen, and CO(R 7 ).

7. A method according to claim 1 , wherein R 2 is selected from the group consisting of H, I, and CONH 2 .

8. A method according to claim 1 , wherein R 3 comprises a —(CR 8 R 9 ) n chain wherein R 8 and R 9 are H and n is 2-4.

9. A method according to claim 1 , wherein R 10 is selected from the group consisting of F, CF 3 , OH, SO 2 R 8 , and CN, with R 8 being methyl.

10. A method according to claim 1 , wherein R 4 is C 3 -C 7 cycloalkyl.

11. A method according to claim 1 , wherein R 4 is isopropyl.

12. A method according to claim 1 , wherein R 4 is oxetan-3-yl.

13. A method according to claim 1 , wherein the Y in para position to N—R 4 is C and the R 5 on that Y is F.

14. A method according to claim 1 , wherein one Y is N and the other Y are C, the N being in para position to N—R 4 .

15. A method according to claim 1 , wherein at least one R 5 is selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 -alkoxy and halogen, and the other R 5 are H.

16. A method according to claim 1 , wherein all R 5 are H.