CA2484177A1 - Biodegradable, anionic polymers derived from the amino acid l-tyrosine - Google Patents

Biodegradable, anionic polymers derived from the amino acid l-tyrosine Download PDF

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Publication number
CA2484177A1
CA2484177A1 CA002484177A CA2484177A CA2484177A1 CA 2484177 A1 CA2484177 A1 CA 2484177A1 CA 002484177 A CA002484177 A CA 002484177A CA 2484177 A CA2484177 A CA 2484177A CA 2484177 A1 CA2484177 A1 CA 2484177A1
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Prior art keywords
group
polymer
carbon atoms
alkylaryl
biologically
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CA002484177A
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French (fr)
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CA2484177C (en
Inventor
Joachim B. Kohn
Durgadas Bolikal
George L. Brode
Sylvie I. Ertel
Shuiyun Guan
John Kemnitzer
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Rutgers State University of New Jersey
Original Assignee
Rutgers, The State University Of New Jersey
Joachim B. Kohn
Durgadas Bolikal
George L. Brode
Sylvie I. Ertel
Shuiyun Guan
John Kemnitzer
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Publication of CA2484177A1 publication Critical patent/CA2484177A1/en
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Publication of CA2484177C publication Critical patent/CA2484177C/en
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L27/58—Materials at least partially resorbable by the body
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L17/00—Materials for surgical sutures or for ligaturing blood vessels ; Materials for prostheses or catheters
    • A61L17/06—At least partially resorbable materials
    • A61L17/10—At least partially resorbable materials containing macromolecular materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/14—Macromolecular materials
    • A61L27/18—Macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/04—Macromolecular materials
    • A61L31/06—Macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L31/148—Materials at least partially resorbable by the body
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P41/00—Drugs used in surgical methods, e.g. surgery adjuvants for preventing adhesion or for vitreum substitution
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/001—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof by chemical synthesis
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/66—Polyesters containing oxygen in the form of ether groups
    • C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/672—Dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/6856—Dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/6858—Polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/04—Aromatic polycarbonates
    • C08G64/045—Aromatic polycarbonates containing aliphatic unsaturation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/04—Aromatic polycarbonates
    • C08G64/06—Aromatic polycarbonates not containing aliphatic unsaturation
    • C08G64/08—Aromatic polycarbonates not containing aliphatic unsaturation containing atoms other than carbon, hydrogen or oxygen
    • C08G64/12—Aromatic polycarbonates not containing aliphatic unsaturation containing atoms other than carbon, hydrogen or oxygen containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/16—Aliphatic-aromatic or araliphatic polycarbonates
    • C08G64/1608—Aliphatic-aromatic or araliphatic polycarbonates saturated
    • C08G64/1625—Aliphatic-aromatic or araliphatic polycarbonates saturated containing atoms other than carbon, hydrogen or oxygen
    • C08G64/1641—Aliphatic-aromatic or araliphatic polycarbonates saturated containing atoms other than carbon, hydrogen or oxygen containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/18—Block or graft polymers
    • C08G64/183—Block or graft polymers containing polyether sequences
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
    • C08G69/10—Alpha-amino-carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/44—Polyester-amides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2022—Organic macromolecular compounds
    • A61K9/2031—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, polyethylene oxide, poloxamers
    • A61K9/204—Polyesters, e.g. poly(lactide-co-glycolide)

Abstract

A polymer with a hydrolytically labile backbone and having structure (VIII) wherein R9 is an alkyl, aryl or alkylaryl group with up to 18 carbon atoms having a pendent carboxylic acid group or the benzyl ester thereof; R12 is an alkyl, aryl or alkylaryl group with up to 18 carbon atoms having a pendent carboxylic acid ester group selected from straight and branched alkyl and alkylaryl esters containing up to 18 carbon atoms and ester derivatives of biologically and pharmaceutically active compounds covalently bonded thereto, provided that the ester group is not a benzyl group or a group that is removed by hydrogenolysis; each R7 is independently an alkylene group containing up to four carbon atoms; A is selected from: (a) and (b) wherein R8 is selected from saturated and unsaturated, substituted and unsubstituted alkyl, aryl and alkylaryl groups containing up to 18 carbon atoms; k is between about 5 and about 3,000; and x and f independently range from zero to less than one.

Claims (13)

1. A polymer with a hydrolytically unstable polymer backbone comprising monomeric repeating units having the structure:
wherein R9 is an alkyl, aryl or alkylaryl group with up to 18 carbon atoms having a pendent carboxylic acid group or the benzyl ester thereof.
2. The polymer of claim 1, wherein R9 has a structure selected from the group consisting of:
wherein R2 is hydrogen or a benzyl group and a and b are independently 0, 1 or 2.
3. The polymer of claim 1, wherein said pendent group of R9 is a benzyl carboxylate group.
4. The polymer of claim 1, further comprising monomeric repeating units having the structure:
wherein R12 is an alkyl, aryl or alkylaryl group with up to 18 carbon atoms having a pendent carboxylic acid ester group selected from the group consisting of straight and branched alkyl and alkylaryl esters containing up to 18 carbon atoms and ester derivatives of biologically and pharmaceutically active compounds covalently bonded to said polymer, provided that said ester group is not a benzyl group or a group that is removed by hydrogenolysis.
5. The polymer of claim 4, wherein R9 and R12 has a structure selected from the group consisting of:
wherein R1 is selected from the group consisting of straight and branched alkyl and alkylaryl groups containing up to 18 carbon atoms and derivatives of biologically and pharmaceutically active compounds covalently bonded to said polymer; and c and d are independently 0, 1 or 2.
6. A block copolymer comprising the polymer of claim 1 or claim 4, block copolymerized with poly(alkylene oxide) repeating units, each poly(alkylene oxide) repeating unit comprising between about 5 and about 3,000 alkylene oxide groups containing up to 4 carbon atoms.
7. A medical device comprising the polymer of claim 1 or claim 4, adapted for implantation into the body of an animal.
8. The medical device of claim 7, wherein the device is in the form of a suture, bone implant, vascular graft or stent.
9. A method for site-specific or systemic drug delivery comprising implanting in the body of a patient in need thereof an implantable drug delivery device comprising a therapeutically effective amount of a biologically or pharmaceutically active compound in combination with the polymer of claim 1 or claim 4.
10. A controlled drug delivery system comprising a biologically or pharmaceutically active agent physically coated with the polymer of claim 1 or claim 4.
11. A controlled drug delivery system comprising a biologically or pharmaceutically active agent physically embedded or dispersed into a polymeric matrix formed from the polymer of claim 1 or claim 4.
12. A method of regulating cellular attachment, migration and proliferation on a polymeric substrate comprising contacting living cells, tissues or biological fluids containing living cells with the polymer of claim 1 or claim 4.
13. The method of claim 12, wherein said polymer is in the form of a polymeric tissue scaffold.
CA2484177A 1997-11-07 1998-11-07 Biodegradable, anionic polymers derived from the amino acid l-tyrosine Expired - Lifetime CA2484177C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US6465697P 1997-11-07 1997-11-07
US60/064656 1997-11-07
US09/056,050 1998-04-07
US09/056,050 US6120491A (en) 1997-11-07 1998-04-07 Biodegradable, anionic polymers derived from the amino acid L-tyrosine
CA002309278A CA2309278C (en) 1997-11-07 1998-11-07 Biodegradable, anionic polymers derived from the amino acid l-tyrosine

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CA002309278A Division CA2309278C (en) 1997-11-07 1998-11-07 Biodegradable, anionic polymers derived from the amino acid l-tyrosine

Publications (2)

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CA2484177A1 true CA2484177A1 (en) 1999-05-20
CA2484177C CA2484177C (en) 2010-03-30

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CA002309278A Expired - Lifetime CA2309278C (en) 1997-11-07 1998-11-07 Biodegradable, anionic polymers derived from the amino acid l-tyrosine
CA2484177A Expired - Lifetime CA2484177C (en) 1997-11-07 1998-11-07 Biodegradable, anionic polymers derived from the amino acid l-tyrosine

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CA002309278A Expired - Lifetime CA2309278C (en) 1997-11-07 1998-11-07 Biodegradable, anionic polymers derived from the amino acid l-tyrosine

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US (2) US6120491A (en)
EP (3) EP1908490B1 (en)
JP (2) JP4481488B2 (en)
AT (3) ATE403463T1 (en)
AU (1) AU730549B2 (en)
CA (2) CA2309278C (en)
DE (3) DE69841453D1 (en)
ES (2) ES2227895T3 (en)
WO (1) WO1999024107A1 (en)

Families Citing this family (175)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6746482B2 (en) * 1994-10-17 2004-06-08 Baxter International Inc. Method for producing medical devices and devices so produced
US6120491A (en) * 1997-11-07 2000-09-19 The State University Rutgers Biodegradable, anionic polymers derived from the amino acid L-tyrosine
ATE273341T1 (en) * 1997-11-07 2004-08-15 Univ Rutgers STRICTLY ALTERNATING POLY(ALKYLENE OXIDE) COPOLYMERS
US6623521B2 (en) 1998-02-17 2003-09-23 Md3, Inc. Expandable stent with sliding and locking radial elements
AU761458B2 (en) 1998-04-13 2003-06-05 Rutgers, The State University The construction of copolymer libraries
US8133421B2 (en) * 1999-02-23 2012-03-13 Warsaw Orthopedic, Inc. Methods of making shaped load-bearing osteoimplant
US20070233272A1 (en) * 1999-02-23 2007-10-04 Boyce Todd M Shaped load-bearing osteoimplant and methods of making same
US7807211B2 (en) 1999-09-03 2010-10-05 Advanced Cardiovascular Systems, Inc. Thermal treatment of an implantable medical device
US20070032853A1 (en) 2002-03-27 2007-02-08 Hossainy Syed F 40-O-(2-hydroxy)ethyl-rapamycin coated stent
AU784226B2 (en) * 1999-12-31 2006-02-23 Rutgers, The State University Pharmaceutical formulation for regulating the timed release of biologically active compounds based on a polymer matrix
US7521061B2 (en) * 1999-12-31 2009-04-21 Rutgers, The State University Of New Jersey Pharmaceutical formulation for regulating the timed release of biologically active compounds based on a polymer matrix
JP4917726B2 (en) * 1999-12-31 2012-04-18 ルトガーズ、ザ ステイト ユニバーシティ オブ ニュージャージー Pharmaceutical formulation for sustained release comprising polymer mixture and active compound
US6953560B1 (en) 2000-09-28 2005-10-11 Advanced Cardiovascular Systems, Inc. Barriers for polymer-coated implantable medical devices and methods for making the same
US7807210B1 (en) 2000-10-31 2010-10-05 Advanced Cardiovascular Systems, Inc. Hemocompatible polymers on hydrophobic porous polymers
US6780424B2 (en) * 2001-03-30 2004-08-24 Charles David Claude Controlled morphologies in polymer drug for release of drugs from polymer films
US8741378B1 (en) 2001-06-27 2014-06-03 Advanced Cardiovascular Systems, Inc. Methods of coating an implantable device
US6695920B1 (en) 2001-06-27 2004-02-24 Advanced Cardiovascular Systems, Inc. Mandrel for supporting a stent and a method of using the mandrel to coat a stent
US7682669B1 (en) 2001-07-30 2010-03-23 Advanced Cardiovascular Systems, Inc. Methods for covalently immobilizing anti-thrombogenic material into a coating on a medical device
US8303651B1 (en) 2001-09-07 2012-11-06 Advanced Cardiovascular Systems, Inc. Polymeric coating for reducing the rate of release of a therapeutic substance from a stent
US7271234B2 (en) * 2002-04-24 2007-09-18 Rutgers, The State University Of New Jersey Polyarylates for drug delivery and tissue engineering
US8591951B2 (en) * 2002-05-15 2013-11-26 Joachim B. Kohn Tri-block copolymers for nanosphere-based drug delivery
US20060182752A1 (en) * 2003-05-15 2006-08-17 Rutgers, The State University Tri-block polymers for nanosphere-based drug or gene delivery
US7217426B1 (en) 2002-06-21 2007-05-15 Advanced Cardiovascular Systems, Inc. Coatings containing polycationic peptides for cardiovascular therapy
US7056523B1 (en) 2002-06-21 2006-06-06 Advanced Cardiovascular Systems, Inc. Implantable medical devices incorporating chemically conjugated polymers and oligomers of L-arginine
US7794743B2 (en) 2002-06-21 2010-09-14 Advanced Cardiovascular Systems, Inc. Polycationic peptide coatings and methods of making the same
US7033602B1 (en) 2002-06-21 2006-04-25 Advanced Cardiovascular Systems, Inc. Polycationic peptide coatings and methods of coating implantable medical devices
US8506617B1 (en) 2002-06-21 2013-08-13 Advanced Cardiovascular Systems, Inc. Micronized peptide coated stent
US7491234B2 (en) 2002-12-03 2009-02-17 Boston Scientific Scimed, Inc. Medical devices for delivery of therapeutic agents
US7758880B2 (en) 2002-12-11 2010-07-20 Advanced Cardiovascular Systems, Inc. Biocompatible polyacrylate compositions for medical applications
US7776926B1 (en) 2002-12-11 2010-08-17 Advanced Cardiovascular Systems, Inc. Biocompatible coating for implantable medical devices
US7074276B1 (en) 2002-12-12 2006-07-11 Advanced Cardiovascular Systems, Inc. Clamp mandrel fixture and a method of using the same to minimize coating defects
US20050251267A1 (en) * 2004-05-04 2005-11-10 John Winterbottom Cell permeable structural implant
US7758881B2 (en) 2004-06-30 2010-07-20 Advanced Cardiovascular Systems, Inc. Anti-proliferative and anti-inflammatory agent combination for treatment of vascular disorders with an implantable medical device
US20060002968A1 (en) 2004-06-30 2006-01-05 Gordon Stewart Anti-proliferative and anti-inflammatory agent combination for treatment of vascular disorders
US8435550B2 (en) 2002-12-16 2013-05-07 Abbot Cardiovascular Systems Inc. Anti-proliferative and anti-inflammatory agent combination for treatment of vascular disorders with an implantable medical device
US6916868B2 (en) * 2003-01-23 2005-07-12 Integra Lifesciences Corporation Selective modification of pendent functionalities of polymers
US7279174B2 (en) 2003-05-08 2007-10-09 Advanced Cardiovascular Systems, Inc. Stent coatings comprising hydrophilic additives
US20050118344A1 (en) 2003-12-01 2005-06-02 Pacetti Stephen D. Temperature controlled crimping
US7785512B1 (en) 2003-07-31 2010-08-31 Advanced Cardiovascular Systems, Inc. Method and system of controlled temperature mixing and molding of polymers with active agents for implantable medical devices
JP5186109B2 (en) * 2003-09-25 2013-04-17 ラトガース，ザ ステート ユニバーシティ Polymer products that are essentially radiopaque for embolization treatment
US7198675B2 (en) 2003-09-30 2007-04-03 Advanced Cardiovascular Systems Stent mandrel fixture and method for selectively coating surfaces of a stent
US9114198B2 (en) 2003-11-19 2015-08-25 Advanced Cardiovascular Systems, Inc. Biologically beneficial coatings for implantable devices containing fluorinated polymers and methods for fabricating the same
US8192752B2 (en) 2003-11-21 2012-06-05 Advanced Cardiovascular Systems, Inc. Coatings for implantable devices including biologically erodable polyesters and methods for fabricating the same
WO2005062868A2 (en) * 2003-12-19 2005-07-14 Osteotech, Inc. Tissue-derived mesh for orthopedic regeneration
US7435788B2 (en) 2003-12-19 2008-10-14 Advanced Cardiovascular Systems, Inc. Biobeneficial polyamide/polyethylene glycol polymers for use with drug eluting stents
JP2007519492A (en) * 2004-01-30 2007-07-19 オステオテック，インコーポレイテッド Stacked implant for spinal fusion
US8685431B2 (en) 2004-03-16 2014-04-01 Advanced Cardiovascular Systems, Inc. Biologically absorbable coatings for implantable devices based on copolymers having ester bonds and methods for fabricating the same
US8778014B1 (en) 2004-03-31 2014-07-15 Advanced Cardiovascular Systems, Inc. Coatings for preventing balloon damage to polymer coated stents
US8293890B2 (en) 2004-04-30 2012-10-23 Advanced Cardiovascular Systems, Inc. Hyaluronic acid based copolymers
US7820732B2 (en) 2004-04-30 2010-10-26 Advanced Cardiovascular Systems, Inc. Methods for modulating thermal and mechanical properties of coatings on implantable devices
US9561309B2 (en) 2004-05-27 2017-02-07 Advanced Cardiovascular Systems, Inc. Antifouling heparin coatings
US7563780B1 (en) 2004-06-18 2009-07-21 Advanced Cardiovascular Systems, Inc. Heparin prodrugs and drug delivery stents formed therefrom
US20050287184A1 (en) 2004-06-29 2005-12-29 Hossainy Syed F A Drug-delivery stent formulations for restenosis and vulnerable plaque
US7763065B2 (en) 2004-07-21 2010-07-27 Reva Medical, Inc. Balloon expandable crush-recoverable stent device
US8357391B2 (en) 2004-07-30 2013-01-22 Advanced Cardiovascular Systems, Inc. Coatings for implantable devices comprising poly (hydroxy-alkanoates) and diacid linkages
US7494665B1 (en) 2004-07-30 2009-02-24 Advanced Cardiovascular Systems, Inc. Polymers containing siloxane monomers
WO2006023130A2 (en) * 2004-08-12 2006-03-02 Surmodics, Inc. Biodegradable controlled release bioactive agent delivery device
AU2004322702B2 (en) * 2004-08-13 2011-08-25 Rutgers, The State University Radiopaque polymeric stents
EP1923075B1 (en) 2004-08-13 2015-11-11 Rutgers, The State University Radiopaque polymeric stents
US7648727B2 (en) 2004-08-26 2010-01-19 Advanced Cardiovascular Systems, Inc. Methods for manufacturing a coated stent-balloon assembly
US7244443B2 (en) 2004-08-31 2007-07-17 Advanced Cardiovascular Systems, Inc. Polymers of fluorinated monomers and hydrophilic monomers
US8110211B2 (en) 2004-09-22 2012-02-07 Advanced Cardiovascular Systems, Inc. Medicated coatings for implantable medical devices including polyacrylates
US8603634B2 (en) 2004-10-27 2013-12-10 Abbott Cardiovascular Systems Inc. End-capped poly(ester amide) copolymers
US7390497B2 (en) 2004-10-29 2008-06-24 Advanced Cardiovascular Systems, Inc. Poly(ester amide) filler blends for modulation of coating properties
EP1816987A4 (en) 2004-11-09 2011-03-09 Proxy Biomedical Ltd Tissue scaffold
US8609123B2 (en) 2004-11-29 2013-12-17 Advanced Cardiovascular Systems, Inc. Derivatized poly(ester amide) as a biobeneficial coating
US7892592B1 (en) 2004-11-30 2011-02-22 Advanced Cardiovascular Systems, Inc. Coating abluminal surfaces of stents and other implantable medical devices
US8292944B2 (en) 2004-12-17 2012-10-23 Reva Medical, Inc. Slide-and-lock stent
US7604818B2 (en) 2004-12-22 2009-10-20 Advanced Cardiovascular Systems, Inc. Polymers of fluorinated monomers and hydrocarbon monomers
US7419504B2 (en) 2004-12-27 2008-09-02 Advanced Cardiovascular Systems, Inc. Poly(ester amide) block copolymers
US8007775B2 (en) 2004-12-30 2011-08-30 Advanced Cardiovascular Systems, Inc. Polymers containing poly(hydroxyalkanoates) and agents for use with medical articles and methods of fabricating the same
US7795467B1 (en) 2005-04-26 2010-09-14 Advanced Cardiovascular Systems, Inc. Bioabsorbable, biobeneficial polyurethanes for use in medical devices
US8778375B2 (en) 2005-04-29 2014-07-15 Advanced Cardiovascular Systems, Inc. Amorphous poly(D,L-lactide) coating
US7823533B2 (en) 2005-06-30 2010-11-02 Advanced Cardiovascular Systems, Inc. Stent fixture and method for reducing coating defects
US8021676B2 (en) 2005-07-08 2011-09-20 Advanced Cardiovascular Systems, Inc. Functionalized chemically inert polymers for coatings
US7785647B2 (en) 2005-07-25 2010-08-31 Advanced Cardiovascular Systems, Inc. Methods of providing antioxidants to a drug containing product
US7735449B1 (en) 2005-07-28 2010-06-15 Advanced Cardiovascular Systems, Inc. Stent fixture having rounded support structures and method for use thereof
US7914574B2 (en) 2005-08-02 2011-03-29 Reva Medical, Inc. Axially nested slide and lock expandable device
US9149378B2 (en) 2005-08-02 2015-10-06 Reva Medical, Inc. Axially nested slide and lock expandable device
US20070050009A1 (en) * 2005-08-30 2007-03-01 Aiden Flanagan Bioabsorbable stent
US20070141105A1 (en) * 2005-10-07 2007-06-21 Cambrex Bio Science Walkersville, Inc. Engineered Biological Matrices
AU2012202056B2 (en) * 2005-11-03 2012-10-18 Medtronic, Inc. Resorbable phenolic polymers
WO2007056134A2 (en) * 2005-11-03 2007-05-18 Tyrx Pharma Inc. Resorbable phenolic polymers
US8007526B2 (en) * 2005-12-01 2011-08-30 Bezwada Biomedical, Llc Difunctionalized aromatic compounds and polymers therefrom
US7935843B2 (en) 2005-12-09 2011-05-03 Bezwada Biomedical, Llc Functionalized diphenolics and absorbable polymers therefrom
US7976891B1 (en) 2005-12-16 2011-07-12 Advanced Cardiovascular Systems, Inc. Abluminal stent coating apparatus and method of using focused acoustic energy
US7867547B2 (en) 2005-12-19 2011-01-11 Advanced Cardiovascular Systems, Inc. Selectively coating luminal surfaces of stents
US8287914B2 (en) 2006-01-12 2012-10-16 Rutgers, The State University Of New Jersey Biomimetic hydroxyapatite synthesis
WO2007084725A2 (en) 2006-01-19 2007-07-26 Osteotech, Inc. Injectable and moldable bone substitute materials
WO2009113972A2 (en) 2006-02-08 2009-09-17 Tyrx Pharma, Inc. Temporarily stiffened mesh prostheses
US8591531B2 (en) * 2006-02-08 2013-11-26 Tyrx, Inc. Mesh pouches for implantable medical devices
US8315700B2 (en) * 2006-02-08 2012-11-20 Tyrx, Inc. Preventing biofilm formation on implantable medical devices
US20070196428A1 (en) 2006-02-17 2007-08-23 Thierry Glauser Nitric oxide generating medical devices
US7713637B2 (en) 2006-03-03 2010-05-11 Advanced Cardiovascular Systems, Inc. Coating containing PEGylated hyaluronic acid and a PEGylated non-hyaluronic acid polymer
US8222308B2 (en) * 2006-04-07 2012-07-17 The University Of Queensland Porous polymer structures
AU2007236549B2 (en) * 2006-04-07 2011-11-03 The University Of Melbourne Porous polymer blend structures
US8304012B2 (en) 2006-05-04 2012-11-06 Advanced Cardiovascular Systems, Inc. Method for drying a stent
US8069814B2 (en) 2006-05-04 2011-12-06 Advanced Cardiovascular Systems, Inc. Stent support devices
US7985441B1 (en) 2006-05-04 2011-07-26 Yiwen Tang Purification of polymers for coating applications
US7775178B2 (en) 2006-05-26 2010-08-17 Advanced Cardiovascular Systems, Inc. Stent coating apparatus and method
US9561351B2 (en) 2006-05-31 2017-02-07 Advanced Cardiovascular Systems, Inc. Drug delivery spiral coil construct
US8568764B2 (en) 2006-05-31 2013-10-29 Advanced Cardiovascular Systems, Inc. Methods of forming coating layers for medical devices utilizing flash vaporization
US8703167B2 (en) 2006-06-05 2014-04-22 Advanced Cardiovascular Systems, Inc. Coatings for implantable medical devices for controlled release of a hydrophilic drug and a hydrophobic drug
US8778376B2 (en) 2006-06-09 2014-07-15 Advanced Cardiovascular Systems, Inc. Copolymer comprising elastin pentapeptide block and hydrophilic block, and medical device and method of treating
US8114150B2 (en) 2006-06-14 2012-02-14 Advanced Cardiovascular Systems, Inc. RGD peptide attached to bioabsorbable stents
US8603530B2 (en) 2006-06-14 2013-12-10 Abbott Cardiovascular Systems Inc. Nanoshell therapy
US8048448B2 (en) 2006-06-15 2011-11-01 Abbott Cardiovascular Systems Inc. Nanoshells for drug delivery
US8017237B2 (en) 2006-06-23 2011-09-13 Abbott Cardiovascular Systems, Inc. Nanoshells on polymers
US7875697B2 (en) * 2006-06-29 2011-01-25 Medtronic, Inc. Poly(orthoester) polymers, and methods of making and using same
US9265865B2 (en) * 2006-06-30 2016-02-23 Boston Scientific Scimed, Inc. Stent having time-release indicator
US9028859B2 (en) 2006-07-07 2015-05-12 Advanced Cardiovascular Systems, Inc. Phase-separated block copolymer coatings for implantable medical devices
US8703169B1 (en) 2006-08-15 2014-04-22 Abbott Cardiovascular Systems Inc. Implantable device having a coating comprising carrageenan and a biostable polymer
CN101541355B (en) 2006-10-17 2012-08-08 雷瓦医药公司 N-substituted monomers and polymers
US20100166854A1 (en) * 2006-10-30 2010-07-01 Rutgers, The State University Of New Jersey Electrospun matrices for delivery of hydrophilic and lipophilic compounds
US9023114B2 (en) 2006-11-06 2015-05-05 Tyrx, Inc. Resorbable pouches for implantable medical devices
JP2010508915A (en) 2006-11-06 2010-03-25 タイレックス・ファーマ・インコーポレイテッド Mesh pouch for implantable medical devices
US8597673B2 (en) 2006-12-13 2013-12-03 Advanced Cardiovascular Systems, Inc. Coating of fast absorption or dissolution
US7704275B2 (en) 2007-01-26 2010-04-27 Reva Medical, Inc. Circumferentially nested expandable device
AU2008210329B2 (en) 2007-01-31 2013-11-28 Rutgers, The State University Of New Jersey Controlled release of actives in skin
CA2682190C (en) * 2007-03-29 2015-01-27 Tyrx Pharma, Inc. Biodegradable, polymer coverings for breast implants
EP2150119B1 (en) * 2007-05-02 2018-04-11 Tyrx, Inc. Dihydroxybenzoate polymers and uses thereof
US8147769B1 (en) 2007-05-16 2012-04-03 Abbott Cardiovascular Systems Inc. Stent and delivery system with reduced chemical degradation
US9056155B1 (en) 2007-05-29 2015-06-16 Abbott Cardiovascular Systems Inc. Coatings having an elastic primer layer
AU2008265586B2 (en) 2007-06-21 2013-05-02 Medtronic, Inc. Phenyl ester side chains to increase polymer resorptivity
US8109904B1 (en) 2007-06-25 2012-02-07 Abbott Cardiovascular Systems Inc. Drug delivery medical devices
US8048441B2 (en) 2007-06-25 2011-11-01 Abbott Cardiovascular Systems, Inc. Nanobead releasing medical devices
US20100248389A1 (en) * 2007-09-20 2010-09-30 University Of Utah Research Foundation Electrochemical deposition of polymers on metal substrates
EP2211773A4 (en) 2007-11-30 2015-07-29 Reva Medical Inc Axially-radially nested expandable device
ITMI20072427A1 (en) 2007-12-24 2009-06-25 I P S Internat Products & Ser POLYMAL POLYMERIC MATRICES WITH IMMEDIATE DEGRADATION FOR SOLID PRODUCTS FOR ORAL USE WITH MODIFIED RELEASE AND METHOD FOR ITS PREPARATION
WO2009105692A1 (en) 2008-02-21 2009-08-27 Rutgers, The State University Of New Jersey Compositions and methods for treating ophthalmic diseases
US8940315B2 (en) * 2008-04-18 2015-01-27 Medtronic, Inc. Benzodiazepine formulation in a polyorthoester carrier
US8956642B2 (en) * 2008-04-18 2015-02-17 Medtronic, Inc. Bupivacaine formulation in a polyorthoester carrier
WO2010006046A1 (en) * 2008-07-10 2010-01-14 Tyrx Pharma, Inc. Nsaid delivery from polyarylates
WO2010033995A1 (en) 2008-09-22 2010-03-25 Tyrx Pharma, Inc. Linear polyesteramides from aminophenolic esters
EP2331014B1 (en) 2008-10-10 2017-08-09 Reva Medical, Inc. Expandable slide and lock stent
JP5694940B2 (en) * 2008-10-11 2015-04-01 ラトガース，ザ ステート ユニバーシティ オブ ニュー ジャージー Phase separated biocompatible polymer composition for medical use
US20100215716A1 (en) * 2009-02-23 2010-08-26 Biomet Manufacturing Corp. Compositions and methods for coating orthopedic implants
US9839628B2 (en) 2009-06-01 2017-12-12 Tyrx, Inc. Compositions and methods for preventing sternal wound infections
EP2437724B1 (en) 2009-06-01 2015-09-30 Tyrx, Inc. Compositions and methods for preventing sternal wound infections
EP2459617A4 (en) * 2009-07-31 2016-06-08 Univ Rutgers Bioresorbable polymers synthesized from monomer analogs of natural metabolites
US8409279B2 (en) 2009-10-01 2013-04-02 Lipose Corporation Breast implant implantation method and apparatus
CA3029961C (en) 2009-10-11 2021-06-22 Rutgers, The State Of University Of New Jersey Biocompatible polymers for medical devices
US8685433B2 (en) 2010-03-31 2014-04-01 Abbott Cardiovascular Systems Inc. Absorbable coating for implantable device
JP5809237B2 (en) 2010-04-10 2015-11-10 レヴァ メディカル、 インコーポレイテッドＲｅｖａ Ｍｅｄｉｃａｌ， Ｉｎｃ． Expandable slide lock stent
JP6031033B2 (en) 2010-08-25 2016-11-24 タイレックス・インコーポレイテッドＴｙｒｘ Ｉｎｃ． New coatings for medical devices
US9725689B2 (en) 2010-10-08 2017-08-08 Terumo Bct, Inc. Configurable methods and systems of growing and harvesting cells in a hollow fiber bioreactor system
US8883861B2 (en) 2010-11-01 2014-11-11 Rutgers, The State University Of New Jersey Iminic monomers and polymers thereof
EP2637713B1 (en) 2010-11-12 2016-04-20 Tyrx, Inc. Anchorage devices comprising an active pharmaceutical ingredient
US8961948B2 (en) 2011-01-17 2015-02-24 Rutgers, The State University Of New Jersey Molecular surface design of tyrosine-derived polycarbonates for attachment of biomolecules
JP2014516604A (en) 2011-03-24 2014-07-17 シー・アール・バード・インコーポレーテッド Immobilization and protection of implanted medical devices
AU2012283875B2 (en) 2011-07-20 2016-05-12 Medtronic, Inc. Drug eluting mesh to prevent infection of indwelling transdermal devices
US8834772B2 (en) 2011-12-07 2014-09-16 Biomet Manufacturing, Llc Antimicrobial methacrylate cements
EP3312155B1 (en) 2012-02-03 2020-08-05 Rutgers, The State University of New Jersey Polymeric biomaterials derived from phenolic monomers and their medical uses
US11472918B2 (en) 2012-02-03 2022-10-18 Rutgers, The State University Of New Jersey Polymeric biomaterials derived from phenolic monomers and their medical uses
WO2014137454A1 (en) 2013-03-07 2014-09-12 Tyrx, Inc. Methods and compositions to inhibit the assemblage of microbial cells irreversibly associated with surfaces of medical devices
US9408732B2 (en) 2013-03-14 2016-08-09 Reva Medical, Inc. Reduced-profile slide and lock stent
CN105682685B (en) 2013-08-07 2019-04-23 新泽西鲁特格斯州立大学 From the polymeric biomaterials comprising carboxylic acid and the monomer of phenolic compounds and its medical usage
WO2015069305A1 (en) 2013-11-08 2015-05-14 Tyrx, Inc. Antimicrobial compositions and methods for preventing infection in surgical incision sites
CN105992816B (en) 2013-11-16 2018-04-17 泰尔茂比司特公司 Cell amplification in bioreactor
JP6783143B2 (en) 2014-03-25 2020-11-11 テルモ ビーシーティー、インコーポレーテッド Passive replenishment of medium
US10293044B2 (en) 2014-04-18 2019-05-21 Auburn University Particulate formulations for improving feed conversion rate in a subject
CA2945925C (en) 2014-04-18 2023-06-20 Auburn University Particulate vaccine formulations for inducing innate and adaptive immunity
JO3394B1 (en) 2014-07-04 2019-10-20 Osteo Pharma B V Compositions and products for use in the treatment of bone fractures and defects
CN106715676A (en) 2014-09-26 2017-05-24 泰尔茂比司特公司 Scheduled feed
CN107108863B (en) 2014-12-23 2021-03-19 新泽西鲁特格斯州立大学 Biocompatible diphenoliodide monomers and polymers
US10774030B2 (en) 2014-12-23 2020-09-15 Rutgers, The State University Of New Jersey Polymeric biomaterials derived from phenolic monomers and their medical uses
WO2017004592A1 (en) 2015-07-02 2017-01-05 Terumo Bct, Inc. Cell growth with mechanical stimuli
US10583199B2 (en) 2016-04-26 2020-03-10 Northwestern University Nanocarriers having surface conjugated peptides and uses thereof for sustained local release of drugs
EP3464565A4 (en) 2016-05-25 2020-01-01 Terumo BCT, Inc. Cell expansion
US11104874B2 (en) 2016-06-07 2021-08-31 Terumo Bct, Inc. Coating a bioreactor
US11685883B2 (en) 2016-06-07 2023-06-27 Terumo Bct, Inc. Methods and systems for coating a cell growth surface
JP7393945B2 (en) 2017-03-31 2023-12-07 テルモ ビーシーティー、インコーポレーテッド cell proliferation
US11624046B2 (en) 2017-03-31 2023-04-11 Terumo Bct, Inc. Cell expansion
US10793670B2 (en) * 2017-06-07 2020-10-06 Medtronic, Inc. Synthesis of tyrosine derived polyarylates
US10767006B2 (en) * 2017-06-07 2020-09-08 Medtronic, Inc. Hydrogenation of tyrosine derived polyarylates

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU466760B2 (en) * 1972-03-14 1975-11-06 Takeda Chemical Industries Ltd. Process for producing peptide
DE3136025A1 (en) * 1981-09-11 1983-03-24 Hoechst Ag, 6000 Frankfurt "POLYMERS ETHYLENOXID-PROPYLENOXID- OR ETHYLENOXID-BUTYLENOXID-ETHERCARBONAEUREN, METHOD FOR THE PRODUCTION AND USE THEREOF"
US5216115A (en) * 1990-06-12 1993-06-01 Rutgers, The State University Of New Jersey Polyarylate containing derivatives of the natural amino acid L-tyrosine
US5198507A (en) * 1990-06-12 1993-03-30 Rutgers, The State University Of New Jersey Synthesis of amino acid-derived bioerodible polymers
US5587507A (en) * 1995-03-31 1996-12-24 Rutgers, The State University Synthesis of tyrosine derived diphenol monomers
US5099060A (en) * 1990-06-12 1992-03-24 Rutgers, The State University Of New Jersey Synthesis of amino acid-derived bioerodible polymers
JP3946250B2 (en) * 1995-03-31 2007-07-18 ラトガーズ，ザ・ステート・ユニバーシィティ Improved synthesis of tyrosine-derived diphenol monomers.
US5877224A (en) * 1995-07-28 1999-03-02 Rutgers, The State University Of New Jersey Polymeric drug formulations
US5658995A (en) * 1995-11-27 1997-08-19 Rutgers, The State University Copolymers of tyrosine-based polycarbonate and poly(alkylene oxide)
US6120491A (en) * 1997-11-07 2000-09-19 The State University Rutgers Biodegradable, anionic polymers derived from the amino acid L-tyrosine
US6319492B1 (en) * 1996-11-27 2001-11-20 Rutgers, The State University Copolymers of tyrosine-based polyarylates and poly(alkylene oxides)
US6048521A (en) * 1997-11-07 2000-04-11 Rutgers, The State University Copolymers of tyrosine-based polyarlates and poly(alkylene oxides)
CA2281614C (en) * 1997-02-18 2008-11-18 Rutgers, The State University Of New Jersey Monomers derived from hydroxy acids and polymers prepared therefrom
ATE273341T1 (en) * 1997-11-07 2004-08-15 Univ Rutgers STRICTLY ALTERNATING POLY(ALKYLENE OXIDE) COPOLYMERS
US8313763B2 (en) * 2004-10-04 2012-11-20 Tolmar Therapeutics, Inc. Sustained delivery formulations of rapamycin compounds
DK1824460T3 (en) * 2004-11-10 2015-01-19 Tolmar Therapeutics Inc Stabilized polymeric delivery system

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