IP Library Granted Patent US 9,913,856
Granted Patent B2
US 9,913,856 · App. 15/174,386 · Granted Mar 13, 2018

Drug formulations

Inventors: Rajashree Joshi-Hangal (Pleasanton, CA); Chunlin Tang (Walnut Creek, CA); Sanjeev Redkar (Hayward, CA); Harish Ravivarapu (Pleasanton, CA)
Assignee: ASTEX PHARMACEUTICALS, INC.
A61K31/7084A61K9/0019A61K9/19A61K31/706A61K31/708A61K31/7052A61K31/7056A61K31/7064A61K47/10A61K47/20
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Quick Facts
Patent No.
US 9,913,856
App. No.
15/174,386
Granted
Mar 13, 2018
Kind
B2
Abstract

The invention provides derivatives of decitabine with superior chemical stability and shelf life, with similar physiological activity. The derivatives are provided in a non-aqueous formulation, which further stabilizes the derivatives. Methods of treating one or more myelodysplastic syndromes, leukemia, or solid tumours using the formulations are described.

Claims (21)

1. A method of inhibiting DNA methylation in a subject, the method comprising administering to the subject in need thereof a therapeutically effective amount of a formulation comprising:

(a) a compound of the formula:

or a pharmaceutically-acceptable salt thereof; in

(b) a substantially anhydrous solvent comprising about 60% to about 70% propylene glycol; about 20% to about 30% glycerin; and about 5% to about 15% ethanol (w/w/w).

2. The method of claim 1 , wherein the administration is subcutaneous administration.

3. The method of claim 1 , wherein the solvent comprises about 65% propylene glycol; about 25% glycerin; and about 10% ethanol (w/w/w).

4. The method of claim 1 , wherein the salt is a sodium salt.

5. The method of claim 1 , wherein the compound or pharmaceutically-acceptable salt thereof is present in the formulation at a concentration of about 80 mg/mL to about 110 mg/mL.

6. The method of claim 1 , wherein the formulation comprises DMSO.

7. The method of claim 1 , wherein the inhibition of DNA methylation in the subject increases expression of a gene in the subject.

8. The method of claim 1 , wherein the inhibition of DNA methylation in the subject decreases angiogenesis in the subject.

9. A formulation comprising:

(a) a compound of the formula:

or a pharmaceutically-acceptable salt thereof; in

(b) a substantially anhydrous solvent comprising about 60% to about 70% propylene glycol; about 20% to about 30% glycerin; and about 5% to about 15% ethanol (w/w/w),

wherein the compound or the pharmaceutically acceptable salt thereof exhibits a decomposition rate that is lower than a corresponding formulation comprising the compound or the pharmaceutically acceptable salt thereof without the substantially anhydrous solvent.

10. The formulation of claim 9 , wherein the compound or the pharmaceutically salt thereof exhibits a solubility in the substantially anhydrous solvent from about 130 mg/mL to about 150 mg/mL.

11. The formulation of claim 9 , wherein the solvent comprises about 65% propylene glycol; about 25% glycerin; and about 10% ethanol (w/w/w).

12. The formulation of claim 9 , wherein the salt is a sodium salt.

13. The formulation of claim 9 , wherein the compound or pharmaceutically-acceptable salt thereof is present in the formulation at a concentration of about 80 mg/mL to about 110 mg/mL.

14. The formulation of claim 9 , wherein the formulation comprises DMSO.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 3, 2016
From: JOSHI-HANGAL, RAJASHREE; TANG, CHUNLIN; REDKAR, SANJEEV; RAVIVARAPU, HARISH
To: ASTEX PHARMACEUTICALS, INC.
Reel/Frame 039920/0677 →
Continuity (3)
Continuation 14241635
Provisional Application 61529081 · Aug 30, 2011
Related Publication 20160346310A1 · Dec 1, 2016