IP Library Granted Patent US 8,618,075
Granted Patent B2
US 8,618,075 · App. 13/556,404 · Granted Dec 31, 2013

Certain compounds, compositions and methods

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Quick Facts
Patent No.
US 8,618,075
App. No.
13/556,404
Granted
Dec 31, 2013
Kind
B2
Abstract

The present invention provides certain tetrahydrouridine derivative compounds, pharmaceutical compositions and kits comprising such compounds, and methods of making and using such compounds.

Claims (26)

1. A kit comprising a compound of Formula I, or a pharmaceutically acceptable salt thereof:

wherein the carbon marked by an asterisk may have an (R) or an (S) configuration; and wherein R 1 and R 2 are fluoro.

2. The kit of claim 1 , wherein the compound is represented by Compound 1 a or a pharmaceutically acceptable salt thereof:

3. The kit of claim 1 , wherein the compound is represented by Compound 1 a:

4. The kit of claim 1 , further comprising a second compound which is a cytidine deaminase (CDA) substrate drug selected from the group consisting of 5-azacytidine, gemcitabine, ara-C, tezacitabine, 5-fluoro-2′-deoxycytidine, and cytochlor.

5. The kit of claim 1 , further comprising a second compound which is a CDA substrate drug, wherein the CDA substrate drug is not decitabine.

6. The kit of claim 1 , further comprising a second compound which is a CDA substrate drug, wherein the CDA substrate drug is decitabine.

7. The kit of claim 1 , wherein the compound of Formula I or a pharmaceutically acceptable salt thereof is in a unit dosage form.

8. The kit of claim 1 , further comprising information.

9. A kit comprising a pharmaceutical composition comprising a compound of Formula I, or a pharmaceutically acceptable salt thereof:

wherein the carbon marked by an asterisk may have an (R) or an (S) configuration; and wherein R 1 and R 2 are fluoro; and a pharmaceutically acceptable excipient.

10. The kit of claim 9 , wherein the compound is represented by Compound 1 a or a pharmaceutically acceptable salt thereof:

11. The kit of claim 9 , wherein the compound is represented by Compound 1 a:

12. The kit of claim 9 , further comprising a second compound which is a CDA substrate drug selected from the group consisting of 5-azacytidine, gemcitabine, ara-C, tezacitabine, 5-fluoro-2′-deoxycytidine, and cytochlor.

13. The kit of claim 9 , further comprising a second compound which is a CDA substrate drug, wherein the CDA substrate drug is not decitabine.

14. The kit of claim 9 , further comprising a second compound which is a CDA substrate drug, wherein the CDA substrate drug is decitabine.

15. A method for inhibiting cytidine deaminase, comprising administering to a subject in need a composition comprising a compound of Formula I, or a pharmaceutically acceptable salt thereof:

wherein the carbon marked by an asterisk may have an (R) or an (S) configuration; and wherein R 1 and R 2 are fluoro;

and a pharmaceutically acceptable excipient.

16. The method of claim 15 , wherein the compound is represented by Compound 1 a or a pharmaceutically acceptable salt thereof:

17. The method of claim 15 , wherein the compound is represented by Compound 1 a:

18. A method for inhibiting degradation of a CDA substrate drug by cytidine deaminase, comprising administering to a subject that is undergoing treatment with the CDA substrate drug a composition comprising a compound of Formula I, or a pharmaceutically acceptable salt thereof:

wherein the carbon marked by an asterisk may have an (R) or an (S) configuration; and wherein R 1 and R 2 are fluoro;

and a pharmaceutically acceptable excipient.

19. The method of claim 18 , wherein the compound is represented by Compound 1 a or a pharmaceutically acceptable salt thereof:

20. The method of claim 18 , wherein the compound is represented by Compound 1 a:

Assignments (8)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 12, 2024
From: OTSUKA PHARMACEUTICAL CO., LTD.
To: TAIHO PHARMACEUTICAL CO., LTD.
Reel/Frame 067982/0287 →
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 Apr 30, 2013
From: EISAI CORPORATION OF NORTH AMERICA
To: EISAI INC.
Reel/Frame 030313/0231 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 16, 2013
From: MGI PHARMA, INC.
To: EISAI CORPORATION OF NORTH AMERICA
Reel/Frame 030221/0679 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 16, 2013
From: HAMILTON, GREGORY S.; TSUKAMOTO, TAKASHI; FERRARIS, DANA V.; DUVALL, BRIDGET; LAPIDUS, RENA
To: MGI PHARMA, INC.
Reel/Frame 030221/0682 →