Claims
- 1. A compound of formula l:
- 2. A compound according to claim 1, in which R5 is selected from the group consisting of: H, (C1-6)alkyl and (C3-6) cycloalkyl,
said alkyl being optionally substituted with a substituent selected from the group consisting of:
(i) (C3-6 cycloalkyl); (iii) NR5aR5b, wherein R5a and R5b is H or (C1-6)alkyl, said alkyl being optionally substituted with (C1-6)alkoxy, (C6-10)aryl, or 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S, said heterocycle being optionally mono- or di-substituted with (C1-6)alkyl; (iv) OR5c wherein R5c is H, (C1-6) alkyl; (vi) COOR5f, wherein R5c is H or (C1-6)alkyl; (viii) CONR5gR5h wherein R5g and R5h is H or (C1-6)alkyl; or R5g is H and R5h is ((C1-6)alkyl said alkyl being optionally substituted with (C1-6)alkoxy, (C6-10)aryl, or 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S, said heterocycle being optionally mono- or di-substituted with (C1-6)alkyl; or R5 is COR5n wherein R5n is ((C1-6) alkyl; COOR5o wherein R5o is ((C1-6) alkyl; COR5pR5q wherein R5p and R5q is H, OH, ((C1-6)alkoxy, ((C1-6)alkyl, said alkyl being optionally substituted with (CI6)alkoxy, (C6-10)aryl, or 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S, said heterocycle being optionally mono- or di-substituted with (Cl.6)alkyl; and COCH2NR5rR5s wherein R5r and R5s is H or (C1-6)alkyl said alkyl being optionally substituted with (C1-6)alkoxy, (C6-10)aryl, or 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S, said heterocycle being optionally mono- or di-s ubstituted with (C1-6)al kyl.
- 3. A compound according to claim 1, having the following formula:
- 4. A compound according to claim 3, wherein R1 is H, Me, or F.
- 5. A compound according to claim 4, wherein R1 is H or F.
- 6. A compound according to claim 3, wherein R2 is H.
- 7. A compound according to claim 3, wherein R3 is CH3.
- 8. A compound according to claim 3, wherein R4 is Et or cyclopropyl.
- 9. A compound according to claim 8, wherein R4 is Et.
- 10. A compound according to claim 1, wherein W is
- 11. A compound according to claim 1, wherein R5 is selected from the group consisting of: H, (C1-6)alkyl,
said alkyl being optionally substituted with a substituent selected from the group consisting of:
(i) (C3-6 cycloalkyl); (ii) 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S, said heterocycle being optionally substituted with (C1-6)alkyl; (iii) NR5aR5b, wherein R5a and R5b is H; or (C1-6)alkyl; (iv) OR5c wherein R5c is H, (C1-6) alkyl or 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S; (v) OCONR5ddR8e, wherein R5d and R5e are both H; or R5d is H and R5e is (C1-6)alkyl; (vi) COOR5f, wherein R5f is H or (C1-6)alkyl; (vii) CONR5gR5h wherein R5g and R5h is H or (C1-6)alkyl; or R5g is H and R5h is (C3-7)cycloalkyl,
said alkyl and said cycloalkyl being optionally substituted with C00R51 wherein R5I is selected from the group consisting of:
H and (C1-6)alkyl; or CONHNH2; or R5h is NH2 or NHCH2CF3; or R5h is 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S; (viii) COR5l wherein R5l is (C1-6) alkyl or 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S, said heterocycle being optionally substituted with (C1-6)alkyl; (ix) SO2R5m, wherein R5m is (C1-6)alkyl or NH2; and (x) SO3H, or R5 is COR5n wherein R5n is (C1-6) alkyl or 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S, said heterocycle being optionally substituted with (C1-6)alkyl; COOR5o wherein R5o is (C1-6) alkyl; and CONR5pR5q wherein R5p and R5q are H, (C1-6)alkyl, OH or (C1-6)alkoxy.
- 12. A compound according to claim 11, wherein R5 is H or (C1-6)alkyl said alkyl being optionally substituted with a substituent selected from the group consisting of:
(i) (C3-6 cycloalkyl); (ii) 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S, said heterocycle being optionally substituted with (C1-6)alkyl; (iii) NRaR5b, wherein R5 and R5b is H or (C1-6)alkyl; (iv) OH; (vi) COOR5f, wherein R5f is H or (C1-6)alkyl; (vii) CONR5gR5h wherein R5g and R5h are both H; or R5g is H and R5h is NH2; and (viii) COR5l wherein R5l is (C1-6) alkyl or 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S, said heterocycle being optionally substituted with (C1-6)alkyl; or R5 is COR5n wherein R5n is (C1-6) alkyl or 5- or 6-membered heterocycle having 1 to 4 heteroatom selected from O, N, and S, said heterocycle being optionally substituted with (C1-6)alkyl; COOR5o wherein R5o is (C1-6) alkyl; and CONR5pPR5q wherein R5p and R5q is (C1-6)alkyl, or (C1-6)alkoxy.
- 13. A compound according to claim 12, wherein R5 is selected from the group consisting of: H and (C1-6)alkyl said alkyl being optionally substituted with COOH.
- 14. A compound according to claim 1, wherein R8 is each independently H, (C1-4) alkyl.
- 15. A compound according to claim 14, wherein each of R8 is H or CH3.
- 16. A compound according to claim 15, wherein each of R8 is H.
- 17. A compound according to claim 10, wherein W is:
- 18. A compound according to claim 17, wherein R5f is H.
- 19. A compound according to claim 17, wherein R5o is (C1-6)alkyl.
- 20. A compound according to claim 19, wherein R5o is ethyl.
- 21. A compound according to claim 17, wherein R5 is selected from the group consisting of: H, CH3, CH3CH2,
- 22. A compound according to claim 21, wherein R5 is selected from the group consisting of: H, CH3, CH3CH2,
- 23. A compound according to claim 10, wherein W is:
- 24. A compound according to claim 23, wherein R5 is H or CH3.
- 25. A compound according to claim 10, wherein W is
- 26. A compound according to 10, wherein W is:
- 27. A compound according to claim 10, wherein W is:
- 28. A compound according to claim 27, wherein R5 is selected from the group consisting of:
- 29. A compound according t o claim 27, wherein R5 is selected from the group consisting of:
- 30. A compound according to claim 27, wherein R5a and R5b are both (C1-6)alkyl.
- 31. A compound according to claim 30, wherein both R5 and Rb are ethyl.
- 32. A compound according to claim 27, wherein R5 is OH.
- 33. A compound according to claim 27, wherein R5f is H or methyl.
- 34. A compound according to claim 27, wherein R is
- 35. A compound according to claim 27, wherein R5p and R5b are both (C1-6)alkyl.
- 36. A compound according to claim 35, wherein R5p and R5b are both ethyl.
- 37. A compound according to claim 27, wherein when R5p is (C1-6)alkyl, then R5q is OH or (C1-6)alkoxy.
- 38. A compound according to claim 37, wherein R5p is methyl and R5q is (C1-6)alkoxy.
- 39. A compound according to claim 38, wherein R5q is OCH3.
- 40. A compound according to claim 10, wherein W is:
- 41. A compound according to claim 40 in which R5 is (CH2)3COOH and (CH2)3CONHNH2.
- 42. A compound according to claim 10, wherein W is
- 43. A compound according to claim 42, wherein R5 is H or CH3.
- 44. A compound according to claim 1 having the following formula:
- 45. A compound according to claim 1, having the following formula:
- 46. A compound according to claim 1, having the following formula:
- 47. A compound according to claim 1, having the following formula:
- 48. A compound according to claim 1, having the following formula:
- 49. The compound according to claim 1, having the following formula
- 50. The compound according to claim 1, having the following formula:
- 51. The compound according to claim 1, having the following formula:
- 52. The compound according to claim 1 having the following formula:
- 53. The compound according to claim 1 having the following formula:
- 54. The compound according to claim 1 having the following formula:
- 55. The compound according to claim 1 having the following formula:
- 56. The compound according to claim 1 having the following formula:
- 57. A method for the treatment or prevention of HIV infection, comprising administering to a patient an HIV inhibiting amount of a compound of formula 1according to claim 1, or a pharmaceutically acceptable salt thereof.
- 58. A pharmaceutical composition for the treatment or prevention of HIV infection, comprising a compound of formula I, as claimed in claim 1, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.
- 59. A method for treating or preventing HIV infection comprising administering a compound of formula I, as claimed in claim 1, in combination with an antiretroviral drug.
- 60. A method for preventing perinatal transmission of HIV-1 from mother to baby, comprising administering a compound of formula I, as claimed in claim 1, to the mother before giving birth.
- 61. A process for producing a compound of formula I:
- 62. A process, according to claim 61, for producing a compound of formula I, comprising:
b) basifying the product from a).
- 63. A process, according to claim 62, for producing a compound of formula I, comprising:
c) adding R5-X to the product from step b), wherein R5 is as described in claim 1 and X is a leaving group.
- 64. A process for producing a compound of formula l:
- 65. A process according to claim 64, for producing a compound of formula I, comprising:
b) basifying the product from a).
RELATED APPLICATIONS
[0001] Benefit of U.S. Provisional Application Serial No. 60/278,044, filed on Mar. 22, 2001 is hereby claimed.
Provisional Applications (1)
|
Number |
Date |
Country |
|
60278044 |
Mar 2001 |
US |