Compounds and medical devices activated with solvophobic linkers

• US 9,216,226 B2
• Filed: 02/03/2015
• Issued: 12/22/2015
• Est. Priority Date: 02/21/2009
• Status: Active Grant

• Current Assignee: Sofradim Production
• Original Assignee: Sofradim Production
• Inventors: Ladet, Sbastien, Gravagna, Philippe
• Primary Examiner(s): Richter, Johann R
• Assistant Examiner(s): Alley, Genevieve S
• Application Number:
  US14/612,353
• Publication Number:
  US 20150147395A1
• Time in Patent Office: 322 Days
• US Class Current: 1/1
• CPC Class Codes: A61K 47/30 Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
• CPC Class Codes: A61K 47/542 Carboxylic acids, e.g. a fatty acid or an amino acid
• CPC Class Codes: A61K 47/549 Sugars, nucleosides, nucleotides or nucleic acids
• CPC Class Codes: A61K 47/61 the organic macromolecular compound being a polysaccharide or a derivative thereof
• CPC Class Codes: A61K 47/62 the modifying agent being a protein, peptide or polyamino acid
• CPC Class Codes: A61L 2300/00 Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
• CPC Class Codes: A61L 27/26 Mixtures of macromolecular compounds
• CPC Class Codes: A61L 27/48 with macromolecular fillers
• CPC Class Codes: A61L 27/50 Materials characterised by their function or physical properties , e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
• CPC Class Codes: A61L 27/54 Biologically active materials, e.g. therapeutic substances A61L27/227 takes precedence
• CPC Class Codes: A61L 31/14 Materials characterised by their function or physical properties , e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
• CPC Class Codes: A61L 31/16 Biologically active materials, e.g. therapeutic substances A61L31/047 takes precedence
• CPC Class Codes: C08L 101/02 characterised by the presence of specified groups , e.g. terminal or pendant functional groups

Abstract

The present disclosure relates to compounds and medical devices activated with a solvophobic material functionalized with a first reactive member and methods of making such compounds and devices.

Claims

1. A medical device comprising a hydrophilic solvent matrix and a compound including a solvophobic material and a solvophilic material, the solvophobic material is functionalized with a first reactive member, wherein the solvophilic material is positioned within the solvent matrix and the solvophobic material including the first reactive member is positioned outside the solvent matrix.

2. The medical device of claim 1, wherein the first reactive member is an electrophilic group.

3. The medical device of claim 1, wherein the first reactive member is a nucleophilic group.

4. The medical device of claim 1, wherein the first reactive member is an alkyne group.

5. The medical device of claim 1, wherein the first reactive member is an azide group.

6. The medical device of claim 1, wherein the solvent matrix is selected from the group consisting of a solid, a gel and a liquid.

7. The medical device of claim 1, wherein the solvophilic material includes polyamides, hydrophilic polyurethanes, polylactones, polyimides, polylactams, poly-vinyl-pyrrolidone, polyvinyl alcohols, polyacrylic acid, polymethacrylic acid, poly(hydroxyethyl methacrylate), gelatin, dextran, oligosaccharides, chitosan, hyaluronic acid, alginate, chondroitin, mixtures and combinations thereof.

8. The medical device of claim 1, wherein the solvophobic material includes polyethylene, polypropylene, hydrophobic polyurethanes, polyacrylates, polymethacrylates, fluoropolymers, polycaprolactone, polylactide, polyglycolide, phospholipids, and polyureas, poly(ethylene-vinyl acetate), polyvinylchloride, polyesters, polyamides, polycarbonate, polystyrenes, polytetrafluoroethylene, silicones, siloxanes, fatty acids, and chitosan having high degrees of acetylation and mixtures and combinations thereof.

9. The medical device of claim 1, further comprising a bioactive agent functionalized with a second reactive member, said bioactive agent being covalently bound to said solvophobic material by means of said first reactive member covalently bonding with said second reactive member.

10. The medical device of claim 9, wherein the second reactive member is an azide group.

11. The medical device of claim 9, wherein the second reactive member is an alkyne group.

12. The medical device of claim 9, wherein the second reactive member is an alkene group.

13. The medical device of claim 9, wherein the second reactive member is a nucleophilic group.

14. The medical device of claim 9, wherein the second reactive member is an electrophilic group.

15. The medical device of claim 1, wherein the solvophilic material is chitosan.

16. The medical device of claim 15, wherein the solvophilic material is chitosan having a degree of acetylation from 0 to about 30% and the solovophobic material is chitosan having a degree of acetylation greater than about 50%.

17. The medical device of claim 1, wherein the solvophilic material is covalently bonded to the solvophobic material.

18. The medical device of claim 1, wherein the medical device is a fiber.

19. The medical device of claim 18, wherein the fiber is used to form a textile.