IP Library Granted Patent US 8,329,666
Granted Patent B2
US 8,329,666 · App. 12/755,122 · Granted Dec 11, 2012

Compositions and methods for treating cancer

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Quick Facts
Patent No.
US 8,329,666
App. No.
12/755,122
Granted
Dec 11, 2012
Kind
B2
Abstract

Provided herein are methods of treating cancer comprising administering decitabine in combination with compounds that inhibit the deamination enzyme responsible for the inactivation of decitabine.

Claims (51)

1. A composition comprising decitabine and a compound of formula I:

wherein:

one of R 1 and R 2 is F, and the other is selected from H and F;

one of R 3 and R 4 is H, and the other is selected from H and OH;

where ------- is a covalent bond or absent, and R 4 is absent when ------- is a covalent bond;

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof.

2. The composition of claim 1 , wherein R 1 and R 2 are each F.

3. The composition of claim 2 , wherein said compound of formula I is a compound of formula II:

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof.

4. The composition of claim 3 wherein said compound of formula II is a compound of formula VIII:

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof.

5. The composition of claim 4 wherein said compound is a compound of formula VIII:

6. The composition of claim 2 , wherein said compound of formula I is a compound of formula III:

wherein:

one of R 3 and R 4 is H, and the other is selected from H and OH;

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof.

7. The composition of claim 1 , wherein said compound of formula I is a compound of formula IV:

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof.

8. The composition of claim 7 , wherein said compound of formula IV is a compound of formula V:

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof.

9. The composition of claim 1 , wherein said compound of formula I is a compound of formula VI:

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof.

10. The composition of claim 9 , wherein said compound of formula VI is a compound of formula VII:

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof.

11. A method of treating a cancer being treated with responsive to decitabine comprising:

administering to a subject a composition comprising decitabine; and administering to a subject a composition comprising a compound of formula I:

wherein:

one of R 1 and R 2 is F, and the other is selected from H and F;

one of R 3 and R 4 is H, and the other is selected from H and OH;

where is a covalent bond or absent, and R 4 is absent when is a covalent bond;

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof.

12. The method of claim 11 , wherein said cancer is selected from the group consisting of hematological cancers and solid cancers.

13. The method of claim 12 , wherein said cancer is a hematological cancer selected from the group consisting of myelodysplastic syndrome, acute myeloid leukemia and chronic myeloid leukemia.

14. The method of claim 12 , where the cancer is a solid cancer selected from the group consisting of pancreatic cancer, ovarian cancer, peritoneal cancer, non small cell lung cancer, and metastatic breast cancer.

15. The method of claim 11 , wherein the compound is a compound of formula VIII:

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof.

16. A pharmaceutical composition comprising

(i) decitabine;

(ii) a compound of formula I:

wherein:

one of R 1 and R 2 is F, and the other is selected from H and F;

one of R 3 and R 4 is H, and the other is selected from H and OH;

where is a covalent bond or absent, and R 4 is absent when is a covalent bond;

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof; and

(iii) a pharmaceutically acceptable excipient.

17. The pharmaceutical composition of claim 16 , wherein R 1 and R 2 are each F.

18. A pharmaceutical composition of claim 16 wherein the compound of formula I compound is a compound of formula VIII:

or a pharmaceutically acceptable salt, a C 1-6 alkyl ester, or a C 2-6 alkenyl ester thereof; and a pharmaceutically acceptable excipient.

19. The method according to claim 11 , wherein the composition comprising decitabine and the composition comprising a compound of formula I are simultaneously administered.

20. The method according to claim 11 , wherein the composition comprising decitabine and the composition comprising a compound of formula I are sequentially administered.

21. The method of claim 13 , wherein said hematological cancer is a myelodysplastic syndrome.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2025
From: OTSUKA PHARMACEUTICAL CO., LTD.
To: TAIHO PHARMACEUTICAL CO., LTD.
Reel/Frame 073115/0640 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ADDRESS OF THE ASSIGNEE PREVIOUSLY RECORDED AT REEL: 033794 FRAME: 0804. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Aug 6, 2015
From: OTSUKA PHARMACEUTICAL CO., LTD.
To: OTSUKA PHARMACEUTICAL CO., LTD.
Reel/Frame 036335/0153 →
ASSIGNEE CHANGE OF ADDRESS Recorded Sep 23, 2014
From: EISAI INC.
To: OTSUKA PHARMACEUTICAL CO., LTD.
Reel/Frame 033794/0804 →
CORRECTIVE ASSIGNMENT TO CORRECT THE SUPPORTING LEGAL DOCUMENTATION PREVIOUSLY RECORDED ON REEL 032945 FRAME 0934. ASSIGNOR(S) HEREBY CONFIRMS THE ADDITION OF MISSING PAGES IDENTIFYING THE PROPERTIES ASSIGNED. Recorded Jun 5, 2014
From: EISAI INC.
To: OTSUKA PHARMACEUTICAL CO., LTD.
Reel/Frame 033086/0355 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 22, 2014
From: EISAI INC.
To: OTSUKA PHARMACEUTICAL CO., LTD.
Reel/Frame 032945/0934 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 13, 2010
From: BELYAKOV, SERGEI; DUVALL, BRIDGET; FERRARIS, DANA; HAMILTON, GREGORY; VAAL, MARK
To: EISAI INC.
Reel/Frame 024673/0259 →