Claims
- 1. A compound of formula I
- 2. The compound of claim 1 wherein R1 is selected from a group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, hydroxyalkyl, alkylsulfinyl, alkylsulfonyl, carboxyl, haloalkyl, or cyano.
- 3. The compound of claim 2 wherein R1 is selected from a group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, or cyano.
- 4. The compound of claim 1 wherein R2 is selected from the group consisting of substituted or unsubstituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, imidazolyl, triazinyl, pyrazolyl, or pyrrolyl, and wherein said substituents are one to three independently selected from the group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, alkylsulfinyl, alkylsulfonyl, carboxyl, carbamido, haloalkyl, or cyano.
- 5. The compound of claim 3 wherein R2 is substituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, or triazinyl, and wherein said substituents are one or three independently selected from the group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfonyl, or carboxyl.
- 6. The compound of claim 1 wherein R3 is selected from a group consisting of substituted or unsubstituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, imidazolyl, triazinyl, pyrazolyl, or pyrrolyl, and wherein said substituents are one to three independently selected from the group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, alkylsulfinyl, alkylsulfonyl, carboxyl, carbamido, haloalkyl, or cyano.
- 7. The compound of claim 5 wherein R3 is substituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, or triazinyl, and wherein said substituents are one or three independently selected from the group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfonyl, or carboxyl.
- 8. The compound of claim 1 where m is 0 or 1.
- 9. The compound of claim 7 where m is 1.
- 10. The compound of claim 9 where n is 1.
- 11. A pharmaceutical composition comprising: a pharmaceutically acceptable carrier and a compound of the formula
- 12. The pharmaceutical composition of claim 11 wherein R1 is selected from a group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, hydroxyalkyl, alkylsulfinyl, alkylsulfonyl, carboxyl, haloalkyl, or cyano.
- 13. The pharmaceutical composition of claim 12 wherein R1 is selected from a group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, or cyano.
- 14. The pharmaceutical composition of claim 11 wherein R2 is selected from a group consisting of substituted or unsubstituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, imidazolyl, triazinyl, pyrazolyl, or pyrrolyl, and wherein said substituents are one to three independently selected from the group consisting of halogen, alkoxy, amino, alkylamino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, alkylsulfinyl, alkylsulfonyl, carboxyl, carbamido, haloalkyl, or cyano.
- 15. The pharmaceutical composition of claim 13 wherein R2 is substituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, or triazinyl, and wherein said substituents are one or three independently selected from the group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfonyl, or carboxyl.
- 16. The pharmaceutical composition of claim 11 where R3 is a substituted or unsubstituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, imidazolyl, triazinyl, pyrazolyl, or pyrrolyl, and wherein said substituents are one to three independently selected from the group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, alkylsulfinyl, alkylsulfonyl, carboxyl, carbamido, haloalkyl, or cyano.
- 17. The pharmaceutical composition of claim 15 where R3 is a substituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, triazinyl, and wherein said substituents are one or three independently selected from the group consisting of halogen, alkoxy, or, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfonyl, or carboxyl.
- 18. The pharmaceutical composition of claim 11 where m is 0 or 1.
- 19. The pharmaceutical composition of claim 17 where m is 1.
- 20. The pharmaceutical composition of claim 19 where n is 1.
- 21. A method of treating a patient having neoplasia comprising:
- 22. The method of claim 21 wherein R1 is selected from a group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, hydroxyalkyl, alkylsulfinyl, alkylsulfonyl, carboxyl, haloalkyl, or cyano.
- 23. The method of claim 22 wherein R1 is selected from a group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, or cyano.
- 24. The method of claim 21 wherein R2 is selected from a group consisting of substituted or unsubstituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, imidazolyl, triazinyl, pyrazolyl, or pyrrolyl, and wherein said substituents are one to three independently selected from the group consisting of halogen, alkoxy, amino, alkylamino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, alkylsulfinyl, alkylsulfonyl, carboxyl, carbamido, haloalkyl, or cyano.
- 25. The method of claim 23 wherein R2 is substituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, or triazinyl, and wherein said substituents are one or three independently selected from the group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfonyl, or carboxyl.
- 26. The method of claim 21 where R3 is a substituted or unsubstituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, imidazolyl, triazinyl, pyrazolyl, or pyrrolyl, and wherein said substituents are one to three independently selected from the group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, alkylsulfinyl, alkylsulfonyl, carboxyl, carbamido, haloalkyl, or cyano.
- 27. The method of claim 25 where R3 is a substituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, triazinyl, and wherein said substituents are one or three independently selected from the group consisting of halogen, alkoxy, or, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfonyl, or carboxyl.
- 28. The method of claim 21 where m is 0 or 1.
- 29. The method of claim 27 where m is 1.
- 30. The method of claim 29 where n is 1.
- 31. A method for inhibiting the growth of neoplastic cells comprising:
- 32. The method of claim 31 wherein R1 is selected from a group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, hydroxyalkyl, alkylsulfinyl, alkylsulfonyl, carboxyl, haloalkyl, or cyano.
- 33. The method of claim 32 wherein R1 is selected from a group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, or cyano.
- 34. The method of claim 31 wherein R2 is selected from a group consisting of substituted or unsubstituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, imidazolyl, triazinyl, pyrazolyl, or pyrrolyl, and wherein said substituents are one to three independently selected from the group consisting of halogen, alkoxy, amino, alkylamino, dialkylamino, dialkylarninoalkyl, alkylthio, hydroxy, alkylsulfinyl, alkylsulfonyl, carboxyl, carbamido, haloalkyl, or cyano.
- 35. The method of claim 33 wherein R2 is substituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, or triazinyl, and wherein said substituents are one or three independently selected from the group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfonyl, or carboxyl.
- 36. The method of claim 31 where R3 is a substituted or unsubstituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, imidazolyl, triazinyl, pyrazolyl, or pyrrolyl, and wherein said substituents are one to three independently selected from the group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, alkylsulfinyl, alkylsulfonyl, carboxyl, carbamido, haloalkyl, or cyano.
- 37. The method of claim 35 where R3 is a substituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, triazinyl, and wherein said substituents are one or three independently selected from the group consisting of halogen, alkoxy, or, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfonyl, or carboxyl.
- 38. The method of claim 31 where m is 0 or 1.
- 39. The method of claim 37 where m is 1.
- 40. The method of claim 39 where n is 1.
- 41. A method for regulating apoptosis in human cells comprising: exposing the cells to an effective amount of a compound of formula I
- 42. The method of claim 41 wherein R1 is selected from a group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, hydroxyalkyl, alkylsulfinyl, alkylsulfonyl, carboxyl, haloalkyl, or cyano.
- 43. The method of claim 42 wherein R1 is selected from a group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl, or cyano.
- 44. The method of claim 41 wherein R2 is selected from a group consisting of substituted or unsubstituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, imidazolyl, triazinyl, pyrazolyl, or pyrrolyl, and wherein said substituents are one to three independently selected from the group consisting of halogen, alkoxy, amino, alkylamino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, alkylsulfinyl, alkylsulfonyl, carboxyl, carbamido, haloalkyl, or cyano.
- 45. The method of claim 43 wherein R2 is substituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, or triazinyl, and wherein said substituents are one or three independently selected from the group consisting of halogen, alkoxy, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfonyl, or carboxyl.
- 46. The method of claim 41 where R3 is a substituted or unsubstituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, imidazolyl, triazinyl, pyrazolyl, or pyrrolyl, and wherein said substituents are one to three independently selected from the group consisting of halogen, alkoxy, amino, dialkylamino, dialkylaminoalkyl, alkylthio, hydroxy, alkylsulfinyl, alkylsulfonyl, carboxyl, carbamido, haloalkyl, or cyano.
- 47. The method of claim 45 where R3 is a substituted aryl, wherein said aryl group is selected from the group consisting of phenyl, pyridyl, pyrimidyl, pyrazinyl, triazinyl, and wherein said substituents are one or three independently selected from the group consisting of halogen, alkoxy, or, dialkylamino, dialkylaminoalkyl, alkylthio, alkylsulfonyl, or carboxyl.
- 48. The method of claim 41 where m is 0 or 1.
- 49. The method of claim 47 where m is 1.
- 50. The method of claim 49 where n is 1.
Parent Case Info
[0001] This application is a Continuation of prior U.S. application Ser. No. 09/290,540 filed Apr. 12, 1999 entitled “1,3-Disubstituted Indolin-2-Ones for Neoplasia” which is incorporated herein by reference.
Continuations (1)
|
Number |
Date |
Country |
Parent |
09290540 |
Apr 1999 |
US |
Child |
09966003 |
Sep 2001 |
US |