IP Library Granted Patent US 10,441,606
Granted Patent B2
US 10,441,606 · App. 15/887,561 · Granted Oct 15, 2019

Polymers for reversing heparin-based anticoagulation

Inventors: Jayachandran N. Kizhakkedathu (New Westminster, CA); Rajesh A. Shenoi (Vancouver, CA); Cedric J. Carter (Vancouver, CA); Donald E. Brooks (Vancouver, CA)
Assignee: University of British Columbia
A61K31/795A61K9/0014A61K9/06A61K31/765A61K31/785A61K47/34A61M1/3675A61M1/3679B01D15/36C08G73/024C08L71/02A61M2202/0021A61M2202/0413A61M2202/0478C08G2340/00
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Quick Facts
Patent No.
US 10,441,606
App. No.
15/887,561
Granted
Oct 15, 2019
Kind
B2
Abstract

Embodiments presented herein relate to various polymers. Some of the polymer embodiments are heparin binding polymers. Some embodiments of the heparin binding polymers can be employed to bind to heparin for methods such as separating, purifying, removing, and/or isolating heparin and heparin like molecules.

Claims (33)

1. A method of counteracting heparin in a subject, the method comprising:

administering a heparin binding polymer to the subject, wherein the heparin binding polymer comprises:

a core unit, wherein the core unit comprises a C 1-18 alkyl substituted with three or more of —OR 1 ,

wherein each R 1 is independently selected from a polymer segment having monomer units of Formula (III):

wherein n is an integer from 1 to 10,000;

wherein each R 2 is independently selected from a hydrogen, carbon, a cationic moiety, R 1 , and a polymer segment of Formula (IV):

wherein each R 3 is independently selected from an oxygen cationic moiety, a hydroxyl, and a polymer segment of Formula (IV),

wherein m is an integer from 1 to 10,000

wherein each R 4 is independently selected from a C 1-6 alkoxy,

wherein the heparin binding polymer comprises 16 to 25 cationic moieties, wherein the cationic moieties have a positive charge when the heparin binding polymer is at a physiological pH,

wherein the cationic moieties are of Formula (VI):

and wherein the molecular weight of the heparin binding polymer is about 20 kDa to 25 kDa.

2. The method of claim 1 , wherein the core unit is a compound of Formula (V):

3. The method of claim 1 , wherein the polymer segment of Formula (IV):

comprises polyethylene glycol having a size of 400 Da.

4. The method of claim 1 , wherein at least one polymer segment of Formula (IV):

in the heparin binding polymer is polyethylene glycol.

5. The method of claim 1 , further comprising identifying a subject who has received an excess amount of heparin, wherein the identifying occurs before the heparin binding polymer is administered to the subject.

6. The method of claim 1 , wherein the heparin binding polymer is administered subcutaneously.

7. The method of claim 1 , wherein the heparin binding polymer is administered intravenously.

8. The method of claim 1 , wherein the heparin binding polymer binds to heparin selected from at least one of: unfractionated heparin (UFH), low molecular weight heparin (LMWH), ultra-low molecular weight heparin (ULMWH), fondaparinux, idraparinux enoxaparin, dalteparin, tinzaparin, semuloparin, or heparinoid.

9. A method of counteracting heparin in a subject, the method comprising:

administering a heparin binding polymer to the subject, wherein the heparin binding polymer comprises:

a core unit, wherein the core unit comprises a C 1-18 alkyl substituted with three or more of —OR 1 ,

wherein each R 1 is independently selected from a polymer segment having monomer units of Formula (III):

wherein n is an integer from 1 to 10,000;

wherein each R 2 is independently selected from a hydrogen, carbon, a cationic moiety, R 1 , and a polymer segment of Formula (IV):

wherein each R 3 is independently selected from an oxygen cationic moiety, a hydroxyl, and a polymer segment of Formula (IV),

wherein m is an integer from 1 to 10,000

wherein each R 4 is independently selected from a C 1-6 alkoxy,

wherein the heparin binding polymer comprises 4 to 24 cationic moieties, wherein the cationic moieties have a positive charge when the heparin binding polymer is at a physiological pH,

wherein the cationic moieties are of Formula (VI):

and wherein the molecular weight of the heparin binding polymer is about 20 kDa to 25 kDa.

Assignments (4)
RELEASE OF SECURITY INTEREST IN PATENTS, RECORDED ON JANUARY 29, 2019 AT REEL 048373 FRAME 0217 Recorded Sep 22, 2025
From: CRESTLINE DIRECT FINANCE, L.P., AS COLLATERAL AGENT
To: EMPIRE TECHNOLOGY DEVELOPMENT LLC
Reel/Frame 072936/0464 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2019
From: KIZHAKKEDATHU, JAYACHANDRAN N.; SHENOI, RAJESH A.; CARTER, CEDRIC J.; BROOKS, DONALD E.
To: UNIVERSITY OF BRITISH COLUMBIA
Reel/Frame 050016/0126 →
RELEASE OF SECURITY INTEREST Recorded Jul 31, 2019
From: CRESTLINE DIRECT FINANCE, L.P.
To: EMPIRE TECHNOLOGY DEVELOPMENT LLC
Reel/Frame 049924/0794 →
SECURITY INTEREST Recorded Jan 29, 2019
From: EMPIRE TECHNOLOGY DEVELOPMENT LLC
To: CRESTLINE DIRECT FINANCE, L.P.
Reel/Frame 048373/0217 →
Continuity (6)
Continuation 14629408 · Feb 23, 2015
Continuation 14098184 · Dec 5, 2013
Division 13458899 · Apr 27, 2012
Continuation 13504841
Provisional Application 61492299 · Jun 1, 2011
Related Publication 20180214478A1 · Aug 2, 2018