Linear polyester and semi-linear glycidol polymer systems: formulation and synthesis of novel monomers and macromolecular structures

Patent metadata

Field	Value
Publication number	US-10610598-B2
Application number	US-201715663363-A
Country	US
Kind code	B2
Filing date	Jul 28, 2017
Priority date	Jun 15, 2012
Publication date	Apr 7, 2020
Grant date	Apr 7, 2020

Abstract

Disclosed herein are glycidol-based polymers, nanoparticles, and methods related thereto useful for drug delivery. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

First claim

What is claimed is:

1. A polymer comprising repeating units selected from:

and selected from

wherein R 0 is selected from H, alkyl, NH 2 , and R 1 ;
wherein R 1 comprises a crosslinking functionality;
wherein repeating units A1, A2, B1, and B2 account for at least about 50 wgt % of the polymer; and
wherein the ratio of (A1+A2):(B1+B2) is greater than 5.

2. The polymer of claim 1 , further comprising at least one repeating unit formed from a monomer selected from:

or a combination thereof.

3. The polymer of claim 2 , wherein the polymer comprises at least one repeating unit from a monomer selected from:

or a combination thereof, and wherein the polymer is oxidized to form repeating units comprising epoxides or alkynes.

4. The polymer of claim 1 , further comprising crosslinks, wherein the crosslinks comprise

wherein at

least one of is not 0.

5. The polymer of claim 4 , wherein the crosslinks comprise one or more of

or any combination thereof.

6. The polymer of claim 4 , wherein the polymer comprises

7. The polymer of claim 1 , wherein the ratio of (A1+A2): (B1+B2) is greater than 10.

8. The polymer of claim 1 , wherein the ratio of (A1+A2):(B1+B2) is greater than 25.

9. The polymer of claim 1 , wherein the ratio of (A1+A2):(B1+B2) is greater than 50.

10. The polymer of claim 1 , wherein the ratio of (A1+A2):(B1+B2) is greater than 100.

11. The polymer of claim 1 , wherein the degree of branching is less than about 0.25.

12. The polymer of claim 1 , wherein the degree of branching is less than about 0.20.

13. The polymer of claim 1 , wherein the degree of branching is less than about 0.15.

14. The polymer of claim 1 , wherein the degree of branching is less than about 0.10.

15. The polymer of claim 1 , wherein the polymer is formed in a presence of a tin catalyst.

16. The polymer of claim 15 , wherein the tin catalyst is Sn(OTf) 2 .

17. The polymer of claim 15 , wherein the polymer is formed at a temperature between −80° C. and 50° C.

18. A pharmaceutical composition comprising:
(a) the polymer of claim 1 ;
(b) a pharmaceutically active agent and/or biologically active agent; and
(c) a pharmaceutically acceptable carrier.

Assignees

• Univ Vanderbilt

Inventors

• Harth Eva M
• Beezer Dain B
• Li Guangzhao
• Spears Benjamin R
• Stevens David M

Classifications

• A61K47/34 Primary

  Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers (A61K47/10 takes precedence) · CPC title

• C08G65/34

  from hydroxy compounds or their metallic derivatives {(C08G65/26 takes precedence)} · CPC title

• A61K9/5031

  obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poly(lactide-co-glycolide) · CPC title

• C08G65/00

  Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule · CPC title

• C08G65/002

  from unsaturated compounds (unsaturated oxiranes C08G65/14) · CPC title