COMPOUNDS AND MEDICAL DEVICES ACTIVATED WITH SOLVOPHOBIC LINKERS

• US 20160067344A1
• Filed: 11/13/2015
• Published: 03/10/2016
• Est. Priority Date: 02/21/2009
• Status: Active Grant

• Current Assignee: Sofradim Production
• Original Assignee: Sofradim Production
• Inventors: Ladet, Sbastien, Gravagna, Philippe
• Granted Patent: US 10,632,207 B2
• Time in Patent Office: 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 compound comprising:

a solvophilic material and a solvophobic material, the solvophobic material being functionalized with a first reactive member.

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

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

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

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

30. The compound of claim 1, wherein the solvophilic material comprises a hydrophilic material selected from the group consisting of polyamides, polyurethanes, polylactones, polyimides, polylactams, poly-vinyl-pyrrolidone, polyvinyl alcohols, polyacrylic acid, polymethacrylic acid, poly(hydroxyethyl methacrylate), gelatin, dextran, oligosaccharides, chitosan, hyaluronic acid, alginate, chondroitin, and combinations thereof.

31. The compound of claim 1, wherein the solvophilic material includes chitosan having a degree of acetylation from about 0 to about 30%.

32. The compound 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, chitosan having high degrees of acetylation and combinations thereof.

33. The compound of claim 1, wherein the solvophobic material includes chitosan having a degree of acetylation greater than about 50%.

34. The compound of claim 1, wherein the solvophilic material is chitosan having a degree of acetylation from 0 to about 30% and the solvophobic material is chitosan having a degree of acetylation greater than about 50%.

35. The compound of claim 1, wherein the solvophobic material includes a fatty acid.

36. The compound of claim 35, wherein the fatty acid is a saturated fatty acid selected from the group consisting of butanoic, pentanoic, hexanoic, octanoic, nonanoic, decanoic, dodecanoic, tetradecanoic, hexadecanoic, heptadecanoic, octadecanoic, eicosanoic, docosanoic, tetracosanoic, hexacosanoic, heptacosanoic, and octacosanoic acids.

37. The compound of claim 35, wherein the solvophilic material is a peptide or drug.

38. The compound 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.

39. The compound of claim 38, wherein the first and second reactive members are click reactive members.

40. The compound of claim 39, wherein the first and second click reactive members are selected from azide groups and alkyne groups.

41. The compound of claim 1, wherein the solvophilic material is covalently bonded to the solvophobic material.

6-29. -29. (canceled)

42. A compound comprising:

a solvophilic material covalently bonded to a solvophobic material, the solvophobic material being functionalized with a first click reactive member, wherein the solvophilic material is hydrophilic.

43. The compound of claim 42, wherein the first click reactive member is selected from an azide group and an alkyne group.

44. The compound of claim 42, wherein the solvophilic material includes chitosan having a degree of acetylation from about 0 to about 30%.

45. The compound of claim 42, wherein the solvophobic material includes chitosan having a degree of acetylation greater than about 50%.