Claims
- 1. A compound of formula I:
7
- 2. The compound of claim 1 wherein R2 is phenyl, optionally substituted by 1, 2, or 3 substituents independently selected from the group consisting of (C1-C6)alkyl, (C1-C6)alkoxy, hydroxy, halo, nitro, cyano, mercapto, carboxy, halo(C1-C6)alkyl, trifluoromethoxy, (C1-C6)alkanoyl, (C1-C6)alkoxycarbonyl, (C1-C6)alkylthio, and (C1-C6)alkanoyloxy.
- 3. The compound of claim 1 wherein R2 is phenyl.
- 4. The compound of claim 1 wherein R1 is hydrogen.
- 5. The compound of claim 1 wherein R1 is halo.
- 6. The compound of claim 1 wherein R1 and R2 are each halo.
- 7. The compound of claim 1 wherein R1 and R2 are each bromo.
- 8. The compound of claim 1 wherein R3, R4, and R5 are each hydrogen.
- 9. The compound of claim 1 wherein R6 and R7 are each hydrogen.
- 10. The compound of claim 1 wherein R6 is (C1-C6)alkoxy, hydroxy, halo, nitro, cyano, mercapto, carboxy, hydroxy(C1-C6)alkyl, halo(C1-C6)alkyl, trifluoromethoxy, (C1-C6)alkanoyl, (C1-C6)alkoxycarbonyl, (C1-C6)alkylthio, or (C1-C6)alkanoyloxy.
- 11. The compound of claim 1 wherein R7 is (C1-C6)alkoxy, hydroxy, halo, nitro, cyano, mercapto, carboxy, hydroxy(C1-C6)alkyl, halo(C1-C6)alkyl, trifluoromethoxy, (C1-C6)alkanoyl, (C1-C6)alkoxycarbonyl, (C1-C6)alkylthio, or (C1-C6)alkanoyloxy.
- 12. The compound of claim 1 wherein R8 is hydroxy, halo, nitro, cyano, mercapto, carboxy, (C1-C6)alkoxy, —NRaRb, halo(C1-C6)alkyl, trifluoromethoxy, (C1-C6)alkanoyl, (C1-C6)alkoxycarbonyl, (C1-C6)alkylthio, or (C1-C6)alkanoyloxy.
- 13. The compound of claim 1 wherein R8 is (C1-C6)alkyl substituted by 1, 2, or 3 hydroxy, nitro, cyano, mercapto, carboxy, (C1-C6)alkoxy, —NRaRb, trifluoromethoxy, (C1-C6)alkanoyl, (C1-C6)alkoxycarbonyl, (C1-C6)alkylthio, or (C1-C6)alkanoyloxy.
- 14. The compound of claim 1 wherein R8 is (C1-C6)alkyl substituted by hydroxy, nitro, cyano, mercapto, carboxy, (C1-C6)alkoxy, —NRaRb, trifluoromethoxy, (C1-C6)alkanoyl, (C1-C6)alkoxycarbonyl, (C1-C6)alkylthio, or (C1-C6)alkanoyloxy.
- 15. The compound of claim I wherein R8 is halo or trifluoromethyl.
- 16. The compound of claim 1 wherein R8 is trifluoromethyl.
- 17. The compound 5-phenyl-2-[2′-(2″-mercaptobenzimidazol-5″-yl)benzimidazol-5′-yl]benzimidazole; 5-phenyl-2-[2′(2″-trifluoromethylbenzimidazol-5″-yl) benzimidazol-5′-yl]benzimidazole; or 5,6-dibromo-2-[2′-(2″-trifluoromethyl-benzimidazol-5″-yl)benzimidazol-5′-yl]benzimidazole; or a pharmaceutically acceptable salt thereof.
- 18. A pharmaceutical composition comprising a compound of claim 1, in combination with a pharmaceutically acceptable carrier.
- 19. A therapeutic method comprising treating cancer by administering to a mammal in need of such therapy, an effective amount of a compound of claim 1.
- 20. A method comprising inhibiting cancer cells by contacting said cancer cells with an effective amount of a compound of claim 1.
- 21. A compound of formula I:
8
- 22. The compound of claim 21 wherein R1 and R2 are each independently (C1-C6)alkoxy, hydroxy, halo, nitro, cyano, mercapto, carboxy, hydroxy(C1-C6)alkyl, halo(C1-C6)alkyl, trifluoromethoxy, or aryl.
- 23. The compound of claim 21 wherein R1 and R2 taken together are methylenedioxy.
- 24. The compound of claim 21 wherein R1 and R2 are each halo.
- 25. The compound of claim 21 wherein R1 and R2 are each bromo.
- 26. The compound of claim 21 wherein R1 and R2 are each independently phenyl or methoxy.
- 27. The compound of claim 21 wherein R3, R4, and R5 are each hydrogen.
- 28. The compound of claim 21 wherein R6 is (C1-C6)alkoxy, hydroxy, halo, nitro, cyano, mercapto, carboxy, hydroxy(C1-C6)alkyl, halo(C1-C6)alkyl, trifluoromethoxy, (C1-C6)alkanoyl, (C1-C6)alkoxycarbonyl, (C1-C6)alkylthio, or (C1-C6)alkanoyloxy.
- 29. The compound of claim 21 wherein R7 is (C1-C6)alkoxy, hydroxy, halo, nitro, cyano, mercapto, carboxy, hydroxy(C1-C6)alkyl, halo(C1-C6)alkyl, trifluoromethoxy, (C1-C6)alkanoyl, (C1-C6)alkoxycarbonyl, (C1-C6)alkylthio, or (C1-C6)alkanoyloxy.
- 30. The compound of claim 21 wherein R8 is hydrogen.
- 31. The compound of claim 21 wherein R8 is (C1-C6)alkyl.
- 32. The compound of claim 21 wherein R8is aryl, optionally substituted by 1, 2, or 3 substituents independently selected from the group consisting of (C3-C6)cycloalkyl, (C3-C6)cycloalkyl(C1-C6)alkyl, (C3-C6)cycloalkyl(C1-C6)alkoxy, hydroxy, halo, nitro, cyano, mercapto, carboxy, hydroxy(C1-C6)alkyl, halo(C1-C6)alkyl, trifluoromethoxy, (C1-C6)alkanoyl, (C1-C6)alkoxycarbonyl, (C1-C6)alkylthio, and (C1-C6)alkanoyloxy.
- 33. The compound of claim 21 wherein R8 is heteroaryl, optionally substituted by 1, 2, or 3 substituents independently selected from the group consisting of (C1-C6)alkyl, (C3-C6)cycloalkyl, (C3-C6)cycloalkyl(C1-C6)alkyl, (C1-C6)alkoxy, (C3-C6)cycloalkyl(C1-C6)alkoxy, hydroxy, halo, nitro, cyano, mercapto, carboxy, hydroxy(C1-C6)alkyl, halo(C1-C6)alkyl, trifluoromethoxy, (C1-C6)alkanoyl, (C1-C6)alkoxycarbonyl, (C1-C6)alkylthio, and (C1-C6)alkanoyloxy.
- 34. The compound 5,6-dibromo-2-[2′-(benzimidazol-5″-yl)benzimidazol-5′yl] benzimidazole, or a pharmaceutically acceptable salt thereof.
- 35. A pharmaceutical composition comprising a compound of claim 21, in combination with a pharmaceutically acceptable carrier.
- 36. A therapeutic method comprising treating cancer by administering to a mammal in need of such therapy, an effective amount of a compound of claim 21.
- 37. A method comprising inhibiting cancer cells by contacting said cancer cells with an effective amount of a compound of claim 21.
- 38. A therapeutic method comprising treating fungal infection by administering to a mammal afflicted with a fungal infection, an effective antifungal amount of a compound of claim 1 or claim 21.
GOVERNMENT FUNDING
[0001] The invention described herein was made with government support under grant CA-39662 awarded by the National Cancer Institute. The United States Government has certain rights in the invention.
Divisions (1)
|
Number |
Date |
Country |
Parent |
09023147 |
Feb 1998 |
US |
Child |
09484402 |
Jan 2000 |
US |
Continuations (1)
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Number |
Date |
Country |
Parent |
09484402 |
Jan 2000 |
US |
Child |
09796500 |
Feb 2001 |
US |