Potent inducers of terminal differentiation and methods of use thereof
Abstract
The present invention provides the compound having the structure: wherein each of R 1 and R 2 are independently the same as or different from each other; when R 1 and R 2 are the same, each is a substituted or unsubstituted arylamino, cycloalkylamino, pyridineamino, piperidino, 9-purine-6-amine, or thiozoleamino group; when R 1 and R 2 are different, R 1 =R 3 —N—R 4 , wherein each of R 3 and R 4 are independently the same as or different from each other and are a hydrogen atom, a hydroxyl group, a substituted or unsubstituted, branched or unbranched alkyl, alkenyl, cycloalkyl, aryl, alkyloxy, aryloxy, arylalkyloxy, or pyridine group, or R 3 and R 4 bond together to form a piperidine group and R 2 is a hydroxylamino, hydroxyl, amino, alkylamino, dialkylamino or alkyloxy group; and n is an integer from about 4 to about 8. The present invention also provides a method of selectively inducing terminal differentiation of neoplastic cells and thereby inhibiting proliferation of such cells. Moreover, the present invention provides a method of treating a patient having a tumor characterized by proliferation of neoplastic cells. Lastly, the present invention provides a pharmaceutical composition and a therapeutically acceptable amount of the compound above.
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1. A compound having the structure:
wherein each of R 1 and R 2 are independently the same as or different from each other; when R 1 and R 2 are the same, each is and are a substituted or unsubstituted cycloalkylamino, pyridineamino, piperidino, 9-purine-6-amine, or thiazoleamino group; when R 1 and R 2 are different, R 1 =R 3 —N—R 4 , wherein each of R 3 and R 4 are independently the same as or different from each other and are a hydrogen atom, a hydroxyl group, a substituted or unsubstituted, branched or unbranched alkyl, alkenyl, cycloalkyl, aryl, alkyloxy, aryloxy, arylalkyloxy, or pyridine group, or R 3 and R 4 bond together to form a piperidine group and R 2 is a hydroxylamino, hydroxyl, amino, alkylamino, or alkyloxy group; and n is an integer from about 4 to about 8.
2. A compound of claim 1 having the structure:
wherein each of R 3 and R 4 are independently the same as or different from each other and are a hydrogen atom, a hydroxyl group, a substituted or unsubstituted, branched or unbranched alkyl, alkenyl, cycloalkyl, aryl, alkyloxy, aryloxy, arylalkyloxy, or pyridine group, or R 3 and R 4 bond together to form a piperidine group; R 2 is a hydroxylamino, hydroxyl, amino, alkylamino, or alkyloxy group; and n is an integer from about 4 5 to about 8 7 ; and R 3 —N—R 4 and R 2 are different.
3. A compound of claim 2 , wherein R 2 is a hydroxylamino, hydroxyl, amino, methylamino, or methoxy group and n is 6.
4. A compound of claim 3 , wherein R 4 is a hydrogen atom and R 3 is a substituted or unsubstituted phenyl group.
5. A compound of claim 4 , wherein the phenyl group is substituted with a methyl, cyano, nitro, trifluoromethyl, amino, aminocarbonyl, metylcyano, chloro, fluoro, bromo, iodo, 2,3-difluoro, 2,4-difluoro, 2,5-difluoro, 3,4-difluoro, 3,5-difluoro, 2,6-difluoro, 1,2,3-trifluoro, 2,3,6-trifluoro, 2,4,6-trifluoro, 3,4,5-trifluoro, 2,3,5,6-tetrafluoro, 2,3,4,5,6-pentafluoro, azido, hexyl, t-butyl, phenyl, carboxyl, hydroxyl, methyoxy methoxy, phenyloxy, benzyloxy, phenylaminooxy, phenylaminocarbonyl, methyoxycarbonyl methoxycarbonyl, methylaminocarbonyl, dimethylamino, dimethylaminocarbonyl, or hydroxylaminocarbonyl group.
6. A compound of claim 3 , wherein R 4 is a hydrogen atom and R 3 is a cyclohexyl group.
7. A compound of claim 3 , wherein R 4 is a hydrogen atom and R 3 is a methyoxy methoxy group.
8. A compound of claim 3 , wherein R 3 and R 4 bond together to form a piperidine group.
9. A compound of claim 3 , wherein R 4 is a hydrogen atom and R 3 is a hydroxyl group.
10. A compound of claim 3 , wherein R 4 is a hydrogen atom and R 3 is a benzyloxy group.
11. A compound of claim 3 2 , wherein R 4 is a hydrogen atom and R 3 is a δ-pyridine γ-pyridine group.
12. A compound of claim 3 2 , wherein R 4 is a hydrogen atom and R 3 is a β-pyridine group.
13. A compound of claim 3 2 , wherein R 4 is a hydrogen atom and R 3 is a α-pyridine group.
14. A compound of claim 3 , wherein R 3 and R 4 are both methyl groups.
15. A compound of claim 3 , wherein R 4 is a methyl group and R 3 is a phenyl group.
16. A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a therapeutically effective amount of the compound of claim 2 .
17. A pharmaceutical composition of claim 16 in combination with an antitumor agent.
18. A compound having the structure:
wherein n is an integer selected from the group consisting of 5 , 6 , 7 and 8 .
19. A pharmaceutical composition comprising a therapeutically effective amount of a compound having the structure:
wherein n is an integer selected from the group consisting of 5 , 6 , 7 and 8 : and a pharmaceutically acceptable carrier.
20. A compound having the structure:
21. A pharmaceutical composition comprising a therapeutically effective amount of a compound having the structure:
and a pharmaceutically acceptable carrier.
22. A compound having the structure:
23. A pharmaceutical composition comprising a compound having the structure:
and a pharmaceutically acceptable carrier.
24. A compound having the structure:
wherein R
3
is hydrogen and R
4
cycloalkyl, aryl, aryloxy, arylalkloxy, or pyridine group, or R
3
and R
4
bond together to form a piperidine group; R
2
is a hydroxylamino group; and n is an integer selected from the group consisting of 5 , 6 , 7 and 8 .Cited by (0)
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