IP Library Granted Patent US 11,571,386
Granted Patent B2
US 11,571,386 · App. 16/981,149 · Granted Feb 7, 2023

Methods for continuous manufacture of liposomal drug products

Inventor: Robert Worsham (Bridgewater, NJ)
Assignee: INSMED INCORPORATED
A61K9/1277A61K31/145A61K31/4174A61K31/4196A61K31/42A61K31/4375A61K31/496A61K31/505A61K31/5025A61K31/65A61K31/7036A61K31/7048A61K38/14B01F23/4105B01F2101/22
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Quick Facts
Patent No.
US 11,571,386
App. No.
16/981,149
Granted
Feb 7, 2023
Kind
B2
Abstract

Provided herein are methods for making liposomal API formulations via continuous in-line diafiltration processes. Also provided herein are liposomal API formulations manufactured by the disclosed methods.

Claims (39)

1. A method for making a liposomal active pharmaceutical ingredient (API) formulation, comprising,

mixing a lipid solution comprising a lipid dissolved in an organic solvent with an aqueous API solution, wherein the lipid solution and aqueous API solution are mixed from two separate streams in an in-line fashion, and wherein a liposomal encapsulated API is formed at the intersection of the two streams,

introducing the liposomal encapsulated API into a first central vessel comprising a first inlet, a second inlet, a first outlet and a second outlet, through the first inlet, wherein the first outlet is in fluid communication with an inlet of a first tangential flow filtration (TFF) unit comprising the inlet and a first and second outlet, wherein the first outlet of the first TFF unit is in fluid communication with the second inlet of the first central vessel and the second outlet of the first TFF unit is a waste (permeate) outlet; and the second outlet of the first central vessel is in fluid communication with an inlet of a second TFF unit comprising the inlet and a first and second outlet, wherein the first outlet of the second TFF unit is a retentate outlet and the second outlet of the second TFF unit is a waste (permeate) outlet;

continuously flowing the liposomal encapsulated API into the first TFF unit for a first period of time, wherein the liposomal encapsulated API enters the first TFF unit through the TFF inlet and exits through the first outlet;

flowing the liposomal encapsulated API from the first central vessel through the inlet of the second TFF unit for a second period of time; and

collecting the liposomal API formulation from the first outlet of the second TFF unit.

2. A method for making a liposomal active pharmaceutical ingredient (API) formulation, comprising,

mixing a lipid solution comprising a lipid dissolved in an organic solvent with an aqueous API solution, wherein the lipid solution and aqueous API solution are mixed from two separate streams in an in-line fashion, and wherein a liposomal encapsulated API is formed at the intersection of the two streams,

introducing the liposomal encapsulated API into a first central vessel comprising an inlet and an outlet, through the inlet, wherein the outlet is in fluid communication with an inlet of a first tangential flow filtration (TFF) unit comprising the inlet and a first and

second outlet, wherein the first outlet of the first TFF unit is in fluid communication with the inlet of a second TFF comprising the inlet and a first and second outlet, and the second outlet of the first TFF unit is a waste (permeate) outlet; and wherein the first outlet of the second TFF unit is a retentate outlet and the second outlet of the second TFF unit is a waste (permeate) outlet;

flowing the liposomal encapsulated API into the first TFF unit for a first period of time, wherein the liposomal encapsulated API enters the first TFF unit through the TFF inlet and exits through the first outlet;

flowing the liposomal encapsulated API from the first outlet of the first TFF through the inlet of the second TFF unit for a second period of time; and

collecting the liposomal API formulation from the first outlet of the second TFF unit.

3. A method for making a liposomal active pharmaceutical ingredient (API) formulation, comprising,

mixing a lipid solution comprising a lipid dissolved in an organic solvent with an aqueous API solution, wherein the lipid solution and aqueous API solution are mixed from two separate streams in an in-line fashion, and wherein liposomal encapsulated API is formed at the intersection of the two streams,

introducing the liposomal encapsulated API into a first central vessel comprising a first inlet, a second inlet, a first outlet and a second outlet, through the first inlet, wherein the first outlet is in fluid communication with an inlet of a first tangential flow filtration (TFF) unit comprising the inlet and a first and second outlet, wherein the first outlet of the first TFF unit is in fluid communication with the second inlet of the first central vessel and the second outlet of the first TFF unit is a waste outlet; and the second outlet of the first central vessel is in fluid communication with a first inlet of a second central vessel, wherein the second central vessel comprises the first inlet, a second inlet, a first outlet and a second outlet, and the first outlet of the second central vessel is in fluid communication with an inlet of a second tangential flow filtration (TFF) unit comprising the inlet and a first and second outlet,

wherein the first outlet of the second TFF unit is in fluid communication with the second inlet of the second central vessel, the second outlet of the second TFF unit is a waste outlet; the second outlet of the second central vessel is in fluid communication with an inlet of a third TFF unit comprising the inlet and a first and second outlet, wherein the first outlet of the third TFF unit is a retentate outlet and the second outlet of the third TFF unit is a waste (permeate) outlet;

continuously flowing the liposomal encapsulated API into the first TFF unit for a first period of time, wherein the liposomal encapsulated API enters the first TFF unit through the TFF inlet and exits through the first outlet;

flowing the liposomal encapsulated API from the first central vessel into the second central vessel for a second period of time;

continuously flowing the liposomal encapsulated API into the second TFF unit from the second central vessel for a third period of time, wherein the liposomal encapsulated API enters the second TFF unit through the TFF inlet and exits through the first outlet;

flowing the liposomal encapsulated API from the second central vessel through the inlet of the third TFF unit for a fourth period of time; and

collecting the liposomal encapsulated API formulation from the first outlet of the third TFF unit.

4. The method of claim 2 , wherein the mixing results in the formation of an API coacervate.

5. The method of claim 2 , wherein a buffer is introduced into the first central vessel through a third inlet prior to the first period of time or during the first period of time.

6. The method of claim 2 , wherein the second TFF unit is a single pass TFF unit (SPTFF).

7. The method of claim 5 , wherein the buffer is a sodium chloride buffer.

8. The method of claim 2 , wherein the lipid comprises a phospholipid.

9. The method of claim 8 , wherein the phospholipid is a phosphatidylcholine.

10. The method of claim 9 , wherein the phosphatidylcholine is dipalmitoyl phosphatidylcholine (DPPC).

11. The method of claim 2 , wherein the lipid comprises cholesterol.

12. The method of claim 2 , wherein the lipid consists of DPPC and cholesterol.

13. The method of claim 2 , wherein the API is an antiinfective.

14. The method of claim 13 , wherein the antiinfective is an aminoglycoside, or a pharmaceutically acceptable salt thereof.

15. The method of claim 14 , wherein the aminoglycoside is amikacin, or a pharmaceutically acceptable salt thereof.

16. The method of claim 15 , wherein the amikacin is amikacin sulfate.

17. The method of claim 14 , wherein the aminoglycoside is AC4437, amikacin, apramycin, arbekacin, astromicin, bekanamycin, boholmycin, brulamycin, capreomycin, dibekacin, dactimicin, etimicin, framycetin, gentamicin, H107, hygromycin, hygromycin B, inosamycin, K-4619, isepamicin, KA-5685, kanamycin, neomycin, netilmicin, paromomycin, plazomicin, ribostamycin, sisomicin, rhodestreptomycin, sorbistin, spectinomycin, sporaricin, streptomycin, tobramycin, verdamicin, vertilmicin, a pharmaceutically acceptable salt thereof, or a combination thereof.

18. The method of claim 16 , wherein the lipid-to-API weight ratio of the collected liposomal API formulation is about 0.7 to 1.

19. The method of claim 16 , wherein the lipid-to-API weight ratio of the collected liposomal API formulation is from about 3:1 to about 0.5:1, from about 2.5:1 to about 0.5:1, from about 2:1 to about 0.5:1, from about 1.5:1 to about 0.5:1, or from about 1:1 to about 0.5:1.

20. The method of claim 19 , wherein lipid consists of DPPC and cholesterol.

Assignments (4)
PATENT SECURITY AGREEMENT Recorded Oct 20, 2022
From: INSMED INCORPORATED
To: BIOPHARMA CREDIT PLC
Reel/Frame 061735/0875 →
SECOND LIEN PATENT SECURITY AGREEMENT Recorded Oct 19, 2022
From: INSMED INCORPORATED
To: ORBIMED ROYALTY & CREDIT OPPORTUNITIES IV, LP
Reel/Frame 061727/0039 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 12, 2022
From: WORSHAM, ROBERT
To: INSMED INCORPORATED
Reel/Frame 061387/0836 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 23, 2021
From: WORSHAM, ROBERT
To: INSMED INCORPORATED
Reel/Frame 055378/0453 →