Polymer particles

Patent metadata

Field	Value
Publication number	US-11135167-B2
Application number	US-201916516931-A
Country	US
Kind code	B2
Filing date	Jul 19, 2019
Priority date	Sep 19, 2013
Publication date	Oct 5, 2021
Grant date	Oct 5, 2021

Abstract

Biodegradable, cross-linked polymer particle embolics and methods of making the same are described. The particle embolics can be used as embolization agents.

First claim

We claim:

1. An embolic solution including:
1) polymer particles formed from a solution including at least one negatively charged monomer including at least one functional group, and at least one crosslinker; and at least one positively charged drug; or
2) polymer particles formed from a solution including at least one positively charged monomer including at least one functional group, and at least one crosslinker; and at least one negatively charged drug;
wherein the polymer particles have a spherical diameter between about 40 μm and about 1,200 μm.

2. The embolic solution of claim 1 , wherein the polymer particles are susceptible to degradation through hydrolysis or enzymatic action, and wherein the degradation provides less than about 10% of the polymer particles intact after about 5 days.

3. The embolic solution of claim 1 , wherein the spherical diameter is between about 75 μm and about 1,200 μm.

4. The embolic solution of claim 1 , wherein the crosslinker includes at least two functional groups.

5. The embolic solution of claim 1 , wherein the crosslinker includes at least one linkage susceptible to degradation through hydrolysis or enzymatic action.

6. The embolic solution of claim 1 , wherein the at least one crosslinker is bis-glycidyl amino alcohol,

wherein a, b, c, d, e, and f are each independently 1-20.

7. The embolic solution of claim 5 , wherein the at least one linkage is an ester, a thioester, a carbonate, a peptide cleavable by matrix metalloproteinases, a peptide cleavable by matrix collagenases, a peptide cleavable by matrix elastases, a peptide cleavable by matrix cathepsins, or a combination thereof.

8. The embolic solution of claim 1 , wherein the crosslinker is bis-glycidyl amino alcohol or bi-functionalized methacryloyl-Ala-Pro-Gly-Leu-AEE-methacrylate.

9. The embolic solution of claim 1 , including:
polymer particles formed from a solution including at least one negatively charged monomer including at least one functional group, and at least one crosslinker; and
at least one positively charged drug.

10. The embolic solution of claim 9 , wherein the at least one negatively charged monomer includes an acidic moiety.

11. The embolic solution of claim 9 , wherein the at least one negatively charged monomer includes a carboxylic acid.

12. The embolic solution of claim 10 , wherein the at least one negatively charged monomer is acrylic acid, methacrylic acid, 3-sulfopropyl acrylate, 3-sulfopropyl methacrylate, a derivative thereof, a combination thereof, or a salt thereof.

13. The embolic solution of claim 1 , including:
polymer particles formed from a solution including at least one positively charged monomer including at least one functional group, and at least one crosslinker; and
at least one negatively charged drug.

14. The embolic solution of claim 13 , wherein the at least one positively charged monomer includes a basic moiety.

15. The embolic solution of claim 14 , wherein the at least one positively charged monomer includes an amine.

16. The embolic solution of claim 14 , wherein the at least one positively charged monomer is amino ethyl methacrylate, aminopropyl methacrylate, a derivative thereof, a combination thereof, or a salt thereof.

17. The embolic solution of claim 1 , wherein the composition is sterilized.

18. The embolic solution of claim 1 including a radiopaque contrast agent.

19. The embolic solution of claim 1 including a dye.

20. The embolic solution of claim 1 , wherein the polymer particles have a circularity greater than about 0.9.

Assignees

• Terumo Corp

Inventors

• Cruise Gregory M
• Hincapie Gloria
• Harris Clayton

Classifications

• C08F222/1006

  of polyhydric alcohols or polyhydric phenols · CPC title

• C08F220/38

  Esters containing sulfur · CPC title

• C08F220/382

  and containing oxygen, e.g. 2-sulfoethyl (meth)acrylate · CPC title

• A61L24/001 Primary

  Use of materials characterised by their function or physical properties · CPC title

• A61K9/1635 Primary

  obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates · CPC title