IP Library Granted Patent US 9,730,891
Granted Patent B2
US 9,730,891 · App. 14/879,302 · Granted Aug 15, 2017

Liposomes useful for drug delivery

Inventors: Keelung Hong (San Francisco, CA); Daryl C. Drummond (Lincoln, MA); Dmitri Kirpotin (Revere, MA)
Assignee: IPSEN BIOPHARM LTD.
A61K9/1271A61K9/0019A61K9/127A61K9/1277A61K9/1278A61K31/337A61K31/4375A61K31/475A61K31/4745A61K31/704A61K47/10A61K47/24A61K47/26A61K47/28A61K47/48823C07H13/12Y10S977/773Y10S977/906Y10S977/907
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Quick Facts
Patent No.
US 9,730,891
App. No.
14/879,302
Granted
Aug 15, 2017
Kind
B2
Abstract

The present invention provides liposome compositions containing substituted ammonium and/or polyanion, and optionally with a desired therapeutic or imaging entity. The present invention also provide methods of making the liposome compositions provided by the present invention.

Claims (39)

1. A method of treatment comprising the parenteral administration of a therapeutically effective amount of a liposomal irinotecan pharmaceutical composition comprising irinotecan liposomes to a patient, the irinotecan liposomes comprising irinotecan sucrose octasulfate and one or more phospholipids with a total of 150-500 mg irinotecan base per mmol total liposome phospholipids to a patient.

2. The method of claim 1 , wherein the pharmaceutical composition is intravenously administered.

3. The method of claim 1 , wherein the irinotecan liposomes comprise one or more lipids and the molar ratio of the irinotecan to the one or more lipids in totality is about 0.02-5.

4. The method of claim 1 , wherein the irinotecan liposomes comprise one or more lipids and has a total of about 0.5 mg irinotecan per mg of total lipid in the liposome.

5. The method of claim 1 , wherein the irinotecan liposomes comprise one or more lipids and has a total of about 0.15 to 1.5 moles of irinotecan per mole of total lipid in the liposome.

6. The method of claim 1 , wherein the irinotecan liposomes comprise one or more lipids and has a ratio of about 0.8 mmol irinotecan per 1 g of total lipid in the liposome.

7. The method of claim 1 , wherein the irinotecan liposomes comprise one or more phospholipids and has a total of about 500 mg irinotecan per mmol of total phospholipid in the liposome.

8. The method of claim 1 , wherein the irinotecan liposomes comprise DSPC and cholesterol.

9. The method of claim 1 , wherein the irinotecan liposomes comprise DSPC, cholesterol and PEG-DSPE in a molar ratio of 3:2:0.015.

10. The method of claim 1 , wherein the irinotecan liposomes have a volume-averaged mean of the liposome size of about 110-120 nm determined by quasi-elastic light scattering (QELS) using Gaussian model.

11. The method of claim 1 , having at least one additional characteristic selected from the group consisting of:

a. the pharmaceutical composition is intravenously administered;

b. the liposome comprises one or more lipids and the molar ratio of the irinotecan to the one or more lipids in totality is about 0.2;

c. the irinotecan liposomes comprise one or more lipids and has a total of about 0.5 mg irinotecan per mg of total lipid in the liposome;

d. the irinotecan liposomes comprise one or more lipids and has a total of about 0.15 to 1.5 moles of irinotecan per mole of total lipid in the liposome;

e. the irinotecan liposomes comprise one or more lipids and has a ratio of about 0.8 mmol irinotecan per 1 g of total lipid in the liposome;

f. the irinotecan liposomes comprise one or more phospholipids and has a total of about 500 mg irinotecan per mmol of total phospholipid in the liposome;

g. the irinotecan liposomes comprise DSPC and cholesterol;

h. the irinotecan liposomes comprise DSPC, cholesterol and PEG-DSPE in a molar ratio of 3:2:0.015;

i. the liposome is about 110-120 nm;

j. the irinotecan liposomes comprise about 1.25-2.42 mol irinotecan per g of lipid; and

k. at least 90% of the irinotecan in the pharmaceutical composition is encapsulated in the irinotecan liposomes.

12. A method of treatment comprising the parenteral administration of a therapeutically effective amount of an irinotecan liposome pharmaceutical composition to a patient, the irinotecan liposome pharmaceutical composition comprising irinotecan sucrose octasulfate encapsulated in a liposome comprising DSPC, cholesterol and PEG2000-DSPE in a molar ratio of 3:2:0.015, with about 0.15 to 1.5 moles of irinotecan per mole of total lipid in the liposome.

13. The method of claim 12 , wherein the liposome has a volume-averaged mean of the liposome size of about 110-120 nm determined by quasi-elastic light scattering (QELS) using Gaussian model.

14. The method of claim 12 , wherein the liposome has a total of about 500 mg irinotecan per mmol total phospholipid in the liposome.

15. The method of claim 12 , wherein at least 90% of the irinotecan in the pharmaceutical composition is encapsulated in the liposomes.

16. The method of claim 12 , wherein the liposome has a total of about 0.5 moles of irinotecan per mole of total lipid in the liposome.

17. The method of claim 12 , having at least one additional characteristic selected from the group consisting of:

a. the pharmaceutical composition is intravenously administered;

b. the molar ratio of the irinotecan to the one or more lipids in totality is about 0.02- 5 ;

c. the liposome comprises one or more lipids and has a total of about 0.5 mg irinotecan per mg of total lipid in the liposome;

d. the liposome comprises one or more lipids and has a total of about 0.15 to 1.5 moles of irinotecan per mole of total lipid in the liposome;

e. the liposome comprises one or more lipids and has a ratio of about 0.8 mmol irinotecan per 1 g of total lipid in the liposome;

f. the liposome comprises one or more phospholipids and has a total of about 500 mg irinotecan per mmol of total phospholipid in the liposome;

g. the liposome is about 110-120 nm; and

h. the liposome comprises about 1.25-2.42 mol irinotecan per g of lipid.

18. A method of treatment comprising the intravenous administration of a therapeutically effective amount of an irinotecan liposome pharmaceutical composition to a patient, the irinotecan liposome pharmaceutical composition comprising irinotecan and sucrose octasulfate encapsulated in a liposome comprising DSPC, cholesterol and PEG2000-DSPE in a molar ratio of 3:2:0.015, with a total of about 0.5 moles irinotecan per mole of total lipid in the liposome, and a total of about 500 mg irinotecan per mmol total phospholipid in the liposome.

19. The method of claim 18 , wherein at least 90% of the irinotecan in the pharmaceutical composition is encapsulated in the liposomes.

20. The method of claim 19 , wherein the liposome has a volume-averaged mean of the liposome size of about 110-120 nm determined by quasi-elastic light scattering (QELS) using Gaussian model.

Assignments (6)
CHANGE OF ADDRESS OF ASSIGNEE Recorded May 17, 2017
From: MERRIMACK PHARMACEUTICALS, INC.
To: IPSEN BIOPHARM LTD.
Reel/Frame 042522/0334 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2017
From: MERRIMACK PHARMACEUTICALS, INC.
To: IPSEN BIOPHARM LTD.
Reel/Frame 042377/0696 →
RELEASE OF SECURITY INTEREST Recorded Apr 14, 2017
From: U.S. BANK NATIONAL ASSOCIATION
To: MERRIMACK PHARMACEUTICALS, INC.
Reel/Frame 042254/0349 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 4, 2016
From: HONG, KEELUNG; DRUMMOND, DARYL C.; KIRPOTIN, DMITRI
To: HERMES BIOSCIENCES, INC.
Reel/Frame 037400/0786 →
MERGER Recorded Jan 4, 2016
From: HERMES BIOSCIENCES, INC.
To: MERRIMACK PHARMACEUTICALS, INC.
Reel/Frame 037400/0836 →
SECURITY INTEREST Recorded Dec 28, 2015
From: MERRIMACK PHARMACEUTICALS, INC.
To: U.S. BANK NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 037394/0285 →
Continuity (7)
Continuation 14632422 · Feb 26, 2015
Division 14175365 · Feb 7, 2014
Continuation 13654373 · Oct 17, 2012
Continuation 13416204 · Mar 9, 2012
Continuation 11121294 · May 2, 2005
Provisional Application 60567921 · May 3, 2004
Related Publication 20160030341A1 · Feb 4, 2016