Radio-opaque polymer biomaterials

• US 20040086458A1
• Filed: 10/23/2003
• Published: 05/06/2004
• Est. Priority Date: 11/07/1997
• Status: Abandoned Application

• Current Assignee: Rutgers University - Department of Chemistry
• Original Assignee: Rutgers University - Department of Chemistry
• Inventors: Pendharkar, Sanyog M., Bolikal, Durgadas, Kohn, Joachim B.
• Application Number:
  US10/691,749
• Publication Number:
  US 20040086458A1
• Time in Patent Office: Days
• US Class Current: 424/9.45
• CPC Class Codes: A61K 38/00 Medicinal preparations containing peptides peptides containing beta-lactam rings A61K31/00; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, A61K31/00; ergot alkaloids of the cyclic peptide type A61K31/48; containing macromolecular compounds having statistically distributed amino acid units A61K31/74; medicinal preparations containing antigens or antibodies A61K39/00; medicinal preparations characterised by the non-active ingredients, e.g. peptides as drug carriers, A61K47/00
• CPC Class Codes: A61K 49/0438 Organic X-ray contrast-enhancing agent comprising an iodinated group or an iodine atom, e.g. iopamidol
• CPC Class Codes: A61K 49/0442 Polymeric X-ray contrast-enhancing agent comprising a halogenated group
• CPC Class Codes: A61K 49/0447 Physical forms of mixtures of two different X-ray contrast-enhancing agents, containing at least one X-ray contrast-enhancing agent which is a halogenated organic compound
• CPC Class Codes: A61K 9/204 Polyesters, e.g. poly(lactide-co-glycolide)
• CPC Class Codes: A61L 2300/00 Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
• CPC Class Codes: A61L 31/10 Macromolecular materials
• CPC Class Codes: A61L 31/16 Biologically active materials, e.g. therapeutic substances A61L31/047 takes precedence
• CPC Class Codes: A61L 31/18 Materials at least partially X-ray or laser opaque
• CPC Class Codes: C08G 63/672 Dicarboxylic acids and dihydroxy compounds
• CPC Class Codes: C08G 63/6826 Dicarboxylic acids and dihydroxy compounds
• CPC Class Codes: C08G 63/6856 Dicarboxylic acids and dihydroxy compounds
• CPC Class Codes: C08G 64/10 containing halogens
• CPC Class Codes: C08G 64/12 containing nitrogen
• CPC Class Codes: C08G 64/1633 containing halogens
• CPC Class Codes: C08G 64/1641 containing nitrogen
• CPC Class Codes: C08G 64/183 containing polyether sequences
• CPC Class Codes: C08G 65/3317 phenolic
• CPC Class Codes: C08G 69/44 Polyester-amides
• CPC Class Codes: C08K 5/13 Phenols; Phenolates
• CPC Class Codes: C08K 5/20 : Carboxylic acid amides

Abstract

Iodinated and/or brominated derivatives of aromatic dihydroxy monomers are prepared and polymerized to form radio-opaque polymers. The monomers may also be copolymerized with other dihydroxy monomers. The iodinated and brominated aromatic dihydroxy monomers can be employed as radio-opacifying, biocompatible non-toxic additives for other polymeric biomaterials. Radio-opaque medical implants and drug delivery devices for implantation prepared from the polymers of the present invention are also disclosed.

Claims

1. A radio-opaque, biocompatible stent comprising a radio-opaque, biocompatible polymer.

2. The radio-opaque, biocompatible stent of claim 1 wherein said polymer comprises at least one repeating unit derived from a dihydroxy monomer having at least one iodide or bromide substituent.

3. The radio-opaque, biocompatible stent of claim 2 wherein said polymer comprises at least one repeating unit derived from a iodine-substituted dihydroxy monomer.

4. The radio-opaque, biocompatible stent of claim 2 wherein said polymer comprises at least one repeating unit derived from a bromine-substituted dihydroxy monomer.

5. The radio-opaque, biocompatible stent of claim 2 wherein said dihydroxy monomer is an aromatic dihydroxy monomer ring-substituted with at least one bromine or iodine atom.

6. The radio-opaque, biocompatible stent of claim 5 wherein said aromatic dihydroxy monomer is a diphenol compound substituted on at least one ring with at least one bromine or iodine atom.

7. The radio-opaque, biocompatible stent of claim 1 wherein said polymer comprises one or more polymeric blocks selected from the group consisting of iodine-containing polyarylates, iodine-containing polycarbonates, bromine-containing polyarylates, bromine-containing polycarbonates, and combinations of two or more thereof.

8. The radio-opaque, biocompatible stent of claim 7 wherein said polymer further comprises one or more poly(alkylene oxide) blocks.

9. The radio-opaque, biocompatible stent of claim 1 wherein said stent is formed from said polymer.

10. The radio-opaque, biocompatible stent of claim 9 wherein said stent is formed via extrusion, compression molding, injection molding, solvent casting, spin casting, or combinations of two or more thereof.

11. The radio-opaque, biocompatible stent of claim 1 wherein said stent is coated with said polymer.