IP Library Granted Patent US 10,898,446
Granted Patent B2
US 10,898,446 · App. 15/840,540 · Granted Jan 26, 2021

Delivery of hydrophobic active agents from hydrophilic polyether block amide copolymer surfaces

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Quick Facts
Patent No.
US 10,898,446
App. No.
15/840,540
Granted
Jan 26, 2021
Kind
B2
Abstract

Embodiments of the invention include drug delivery coatings and devices including the same. In an embodiment, a drug delivery coating is included herein having a base polymeric layer, the base polymeric layer including a hydrophilic polyether block amide copolymer and having a hydrophilic surface. The drug delivery coating can further include a therapeutic agent layer forming an exterior surface the drug delivery coating, the therapeutic agent layer contacting the hydrophilic surface of the base polymeric layer and having a composition different than the base polymeric layer, the therapeutic agent layer including a particulate hydrophobic therapeutic agent and a cationic agent. Other embodiments are also included herein.

Claims (39)

1. A drug delivery coating for an inflatable balloon comprising

a base polymeric layer, the base polymeric layer comprising a hydrophilic polyether block amide copolymer and having a hydrophilic surface, the base polymeric layer configured to be disposed on the inflatable balloon;

a therapeutic agent layer forming an exterior surface of the drug delivery coating, the therapeutic agent layer disposed on the hydrophilic surface of the base polymeric layer and having a composition different than the base polymeric layer, the therapeutic agent layer comprising

a particulate hydrophobic therapeutic agent; and

a cationic agent;

wherein the therapeutic agent layer is configured on the exterior surface to be transferred from the hydrophilic surface to a target tissue in 15 minutes or less.

2. The drug delivery coating of claim 1 , the hydrophilic polyether block amide copolymer having a water contact angle less than or equal to 80 degrees.

3. The drug delivery coating of claim 1 , the hydrophilic polyether block amide copolymer having a water contact angle less than or equal to 70 degrees.

4. The drug delivery coating of claim 1 , the hydrophilic polyether block amide copolymer having a water contact angle less than or equal to 60 degrees.

5. The drug delivery coating of claim 1 , the hydrophilic polyether block amide copolymer comprising a water absorption at equilibrium at 20 degrees Celsius and 50% relative humidity of greater than 1.0% (ISO 62).

6. The drug delivery coating of claim 1 , the hydrophilic polyether block amide copolymer comprising a water absorption at equilibrium at 20 degrees Celsius and 50% relative humidity of 1.4% or greater (ISO 62).

7. The drug delivery coating of claim 1 , the particulate hydrophobic therapeutic agent and the cationic agent forming coated therapeutic agent particles.

8. The drug delivery coating of claim 1 , the cationic agent selected from the group consisting of cationic lipids, neutral lipids with cationic groups, and cationic polymers.

9. The drug delivery coating of claim 1 , the cationic agent selected from the group consisting of polyethyleneimine and 1,2-dioleoyl-3-trimethylammonium-propane (DOTAP).

10. A drug delivery device comprising a drug delivery coating for an inflatable balloon, the drug delivery device comprising a substrate comprising the inflatable balloon;

a base polymeric layer, the base polymeric layer comprising a hydrophilic polyether block amide copolymer and having a hydrophilic surface, the base polymeric layer configured to be disposed on the inflatable balloon;

a therapeutic agent layer forming an exterior surface of at least a portion of the drug delivery device, the therapeutic agent layer contacting the hydrophilic surface of the substrate, the therapeutic agent layer comprising

a particulate hydrophobic therapeutic agent; and

a cationic agent; and

wherein the therapeutic agent layer is configured on the exterior surface to be transferred from the hydrophilic surface to a target tissue in 15 minutes or less.

11. The drug delivery device of claim 10 , the hydrophilic polyether block amide copolymer having a water contact angle less than or equal to 80 degrees.

12. The drug delivery device of claim 10 , the hydrophilic polyether block amide copolymer comprising a water absorption at equilibrium at 20 degrees Celsius and 50% relative humidity of greater than 1.0% (ISO 62).

13. A method of making a medical device comprising a drug delivery coating for an inflatable balloon, the method comprising:

depositing a base polymeric layer onto at least a portion of the inflatable balloon,

the base polymeric layer comprising a hydrophilic polyether block amide copolymer and having a hydrophilic surface, the base polymeric layer configured to be disposed on the inflatable balloon;

depositing a therapeutic agent layer onto at least a portion of the base polymeric layer, the therapeutic agent layer contacting the surface of the base polymeric layer, the therapeutic agent layer comprising

a particulate hydrophobic therapeutic agent; and

a cationic agent; and

wherein the therapeutic agent layer is configured on the exterior surface to be transferred from the hydrophilic surface to a target tissue in 15 minutes or less.

14. The method of claim 13 , the hydrophilic polyether block amide copolymer having a water contact angle less than or equal to 80 degrees.

15. The method of claim 13 , the hydrophilic polyether block amide copolymer comprising a water absorption at equilibrium at 20 degrees Celsius and 50% relative humidity of greater than 1.0% (ISO 62).

16. The method of claim 13 , wherein the therapeutic agent layer is deposited using a solvent that does not absorb into the hydrophilic polyether block amide copolymer.

17. A drug delivery coating for an inflatable balloon comprising

a base polymeric layer, the base polymeric layer comprising a hydrophilic polyether block amide copolymer and having a hydrophilic surface, the base polymeric layer configured to be disposed on the inflatable balloon;

a therapeutic agent layer forming an exterior surface of the drug delivery coating, the therapeutic agent layer disposed on the hydrophilic surface of the base polymeric layer and having a composition different than the base polymeric layer, the therapeutic agent layer comprising

a particulate hydrophobic therapeutic agent; and

a cationic agent;

wherein the therapeutic agent layer is configured on the exterior surface for delivery to a cell membrane and cellular components within a lipid bilayer in 5 minutes or less.

18. The drug delivery coating of claim 1 , the hydrophilic polyether block amide copolymer having a water contact angle less than or equal to 20 degrees.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 8, 2025
From: SURMODICS, INC.
To: SURMODICS COATINGS, LLC
Reel/Frame 073928/0178 →
RELEASE OF SECURITY INTEREST Recorded Nov 24, 2025
From: MIDCAP FUNDING IV TRUST
To: SURMODICS, INC.; SURMODICS SHARED SERVICES, LLC; SURMODICS HOLDINGS, LLC; SURMODICS COATINGS, LLC; SURMODICS MD, LLC; SURMODICS COATINGS MFG, LLC; SURMODICS IVD, INC.; SURMODICS MD OPERATIONS, LLC; NORMEDIX, INC.
Reel/Frame 073690/0186 →
SECURITY INTEREST Recorded Aug 23, 2024
From: SURMODICS, INC.; SURMODICS SHARED SERVICES, LLC; SURMODICS HOLDINGS, LLC; SURMODICS COATINGS, LLC; SURMODICS MD, LLC; SURMODICS COATINGS MFG, LLC; SURMODICS IVD, INC.; SURMODICS MD OPERATIONS, LLC; NORMEDIX, INC.
To: MIDCAP FUNDING IV TRUST
Reel/Frame 068762/0423 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2018
From: KLOKE, TIMOTHY M.
To: SURMODICS, INC.
Reel/Frame 044685/0476 →