CA2215281C - Improved synthesis of tyrosine-derived diphenol monomers - Google Patents

Improved synthesis of tyrosine-derived diphenol monomers Download PDF

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Publication number
CA2215281C
CA2215281C CA002215281A CA2215281A CA2215281C CA 2215281 C CA2215281 C CA 2215281C CA 002215281 A CA002215281 A CA 002215281A CA 2215281 A CA2215281 A CA 2215281A CA 2215281 C CA2215281 C CA 2215281C
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CA
Canada
Prior art keywords
water
diphenol
carbodiimide
organic phase
immiscible organic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
CA002215281A
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English (en)
French (fr)
Other versions
CA2215281A1 (en
Inventor
Joachim B. Kohn
Kimberly Ann Hooper
Stephen J. Brocchini
Arthur L. Schwartz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rutgers State University of New Jersey
Original Assignee
Rutgers State University of New Jersey
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rutgers State University of New Jersey filed Critical Rutgers State University of New Jersey
Publication of CA2215281A1 publication Critical patent/CA2215281A1/en
Application granted granted Critical
Publication of CA2215281C publication Critical patent/CA2215281C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • 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
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA002215281A 1995-03-31 1996-03-29 Improved synthesis of tyrosine-derived diphenol monomers Expired - Lifetime CA2215281C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/414,339 1995-03-31
US08/414,339 US5587507A (en) 1995-03-31 1995-03-31 Synthesis of tyrosine derived diphenol monomers
PCT/US1996/004387 WO1996030331A1 (en) 1995-03-31 1996-03-29 Improved synthesis of tyrosine-derived diphenol monomers

Publications (2)

Publication Number Publication Date
CA2215281A1 CA2215281A1 (en) 1996-10-03
CA2215281C true CA2215281C (en) 2004-02-24

Family

ID=23641027

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002215281A Expired - Lifetime CA2215281C (en) 1995-03-31 1996-03-29 Improved synthesis of tyrosine-derived diphenol monomers

Country Status (5)

Country Link
US (3) US5587507A (enExample)
EP (1) EP0824513B1 (enExample)
CA (1) CA2215281C (enExample)
DE (1) DE69609415T2 (enExample)
WO (1) WO1996030331A1 (enExample)

Families Citing this family (138)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6048521A (en) * 1997-11-07 2000-04-11 Rutgers, The State University Copolymers of tyrosine-based polyarlates and poly(alkylene oxides)
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)
AU729552B2 (en) * 1997-02-18 2001-02-01 Rutgers, The State University Monomers derived from hydroxy acids and polymers prepared therefrom
ES2207840T3 (es) * 1997-06-27 2004-06-01 Integra Lifesciences I, Ltd. Procedimiento de polimerizacion bifasico.
US7514074B2 (en) 1997-07-14 2009-04-07 Osiris Therapeutics, Inc. Cardiac muscle regeneration using mesenchymal stem cells
DE69825619T2 (de) * 1997-11-07 2005-09-01 Rutgers, The State University Strikt alternierende poly(alkylenoxid)copolymere
US6602497B1 (en) 1997-11-07 2003-08-05 Rutgers, The State University Strictly alternating poly(alkylene oxide ether) copolymers
US6623521B2 (en) 1998-02-17 2003-09-23 Md3, Inc. Expandable stent with sliding and locking radial elements
US7713297B2 (en) * 1998-04-11 2010-05-11 Boston Scientific Scimed, Inc. Drug-releasing stent with ceramic-containing layer
CA2328830C (en) * 1998-04-13 2012-07-24 Rutgers, The State University The construction of copolymer libraries
US20070233272A1 (en) * 1999-02-23 2007-10-04 Boyce Todd M Shaped load-bearing osteoimplant and methods of making same
US8133421B2 (en) * 1999-02-23 2012-03-13 Warsaw Orthopedic, Inc. Methods of making shaped load-bearing osteoimplant
US6103255A (en) 1999-04-16 2000-08-15 Rutgers, The State University Porous polymer scaffolds for tissue engineering
JP2003519164A (ja) * 1999-12-31 2003-06-17 ルトガーズ、ザ ステイト ユニバーシティ ポリマーマトリクスに基づく生理活性化合物徐放調節用医薬製剤
CA2395892C (en) * 1999-12-31 2014-06-03 Rutgers, The State University Pharmaceutical formulation composed of a polymer blend and an active compound for time-controlled release
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
WO2002020663A2 (en) 2000-09-06 2002-03-14 Ap Pharma, Inc. Degradable polyacetal polymers
WO2003002243A2 (en) 2001-06-27 2003-01-09 Remon Medical Technologies Ltd. Method and device for electrochemical formation of therapeutic species in vivo
AU2003234231A1 (en) * 2002-04-24 2003-11-10 Rutgers New polyarylates for drug delivery and tissue engineering
ES2270171T3 (es) * 2002-05-15 2007-04-01 Rutgers, The State University Polimeros tribloques para la administracion de un agente o de un medicamento a base de nanosferas.
US20060182752A1 (en) * 2003-05-15 2006-08-17 Rutgers, The State University Tri-block polymers for nanosphere-based drug or gene delivery
US8591951B2 (en) * 2002-05-15 2013-11-26 Joachim B. Kohn Tri-block copolymers for nanosphere-based drug delivery
US9107751B2 (en) 2002-12-12 2015-08-18 Warsaw Orthopedic, Inc. Injectable and moldable bone substitute materials
US20050251267A1 (en) * 2004-05-04 2005-11-10 John Winterbottom Cell permeable structural implant
US6916868B2 (en) * 2003-01-23 2005-07-12 Integra Lifesciences Corporation Selective modification of pendent functionalities of polymers
US7488343B2 (en) * 2003-09-16 2009-02-10 Boston Scientific Scimed, Inc. Medical devices
US8685367B2 (en) * 2003-09-25 2014-04-01 Rutgers, The State University of of New Jersey Inherently radiopaque polymeric products for embolotherapy
US7368169B2 (en) * 2003-12-01 2008-05-06 Rutgers, The State University Of New Jersey Hydrazide compounds with angiogenic activity
EP1701672A4 (en) 2003-12-19 2011-04-27 Osteotech Inc TISSUE-BASED MESH FOR BONE REGENERATION
EP1708652A4 (en) * 2004-01-30 2011-08-24 Warsaw Orthopedic Inc STACK IMPLANTS AT THE SPINAL FUSION
US8137397B2 (en) 2004-02-26 2012-03-20 Boston Scientific Scimed, Inc. Medical devices
US20060100696A1 (en) * 2004-11-10 2006-05-11 Atanasoska Ljiljana L Medical devices and methods of making the same
CN1997686B (zh) * 2004-07-08 2010-06-30 雷瓦医药公司 用于医疗应用的侧链可结晶聚合物
US8703113B2 (en) 2004-07-08 2014-04-22 Reva Medical Inc. Side-chain crystallizable polymers for medical applications
US7763065B2 (en) 2004-07-21 2010-07-27 Reva Medical, Inc. Balloon expandable crush-recoverable stent device
US20060034769A1 (en) * 2004-08-13 2006-02-16 Rutgers, The State University Radiopaque polymeric stents
JP4768736B2 (ja) * 2004-08-13 2011-09-07 レヴァ メディカル、 インコーポレイテッド 多重使用のための本質的に放射線不透過性の生体吸収性ポリマー
EP1955716B1 (en) 2004-08-13 2014-04-30 Rutgers, The State University Radiopaque polymeric stents
EP1923075B1 (en) 2004-08-13 2015-11-11 Rutgers, The State University Radiopaque polymeric stents
US8292944B2 (en) 2004-12-17 2012-10-23 Reva Medical, Inc. Slide-and-lock stent
US20060276910A1 (en) * 2005-06-01 2006-12-07 Jan Weber Endoprostheses
US9149378B2 (en) 2005-08-02 2015-10-06 Reva Medical, Inc. Axially nested slide and lock expandable device
US7914574B2 (en) 2005-08-02 2011-03-29 Reva Medical, Inc. Axially nested slide and lock expandable device
ES2692073T3 (es) 2005-11-03 2018-11-30 Tyrx, Inc. Polímeros fenólicos resorbibles
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
US8840660B2 (en) 2006-01-05 2014-09-23 Boston Scientific Scimed, Inc. Bioerodible endoprostheses and methods of making the same
US8287914B2 (en) 2006-01-12 2012-10-16 Rutgers, The State University Of New Jersey Biomimetic hydroxyapatite synthesis
US8089029B2 (en) 2006-02-01 2012-01-03 Boston Scientific Scimed, Inc. Bioabsorbable metal medical device and method of manufacture
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
MX2008010126A (es) 2006-02-08 2010-02-22 Tyrx Pharma Inc Protesis de malla temporalmente rigidizadas.
US20070224235A1 (en) 2006-03-24 2007-09-27 Barron Tenney Medical devices having nanoporous coatings for controlled therapeutic agent delivery
US8187620B2 (en) 2006-03-27 2012-05-29 Boston Scientific Scimed, Inc. Medical devices comprising a porous metal oxide or metal material and a polymer coating for delivering therapeutic agents
AU2007236550B2 (en) * 2006-04-07 2012-09-13 The University Of Melbourne Porous polymer structures
EP2010597B1 (en) * 2006-04-07 2015-06-17 The University of Queensland Porous polymer blend structures
US8048150B2 (en) 2006-04-12 2011-11-01 Boston Scientific Scimed, Inc. Endoprosthesis having a fiber meshwork disposed thereon
US8815275B2 (en) 2006-06-28 2014-08-26 Boston Scientific Scimed, Inc. Coatings for medical devices comprising a therapeutic agent and a metallic material
US8771343B2 (en) 2006-06-29 2014-07-08 Boston Scientific Scimed, Inc. Medical devices with selective titanium oxide coatings
US7875697B2 (en) 2006-06-29 2011-01-25 Medtronic, Inc. Poly(orthoester) polymers, and methods of making and using same
JP2009545407A (ja) 2006-08-02 2009-12-24 ボストン サイエンティフィック サイムド，インコーポレイテッド 三次元分解制御を備えたエンドプロテーゼ
ATE508708T1 (de) 2006-09-14 2011-05-15 Boston Scient Ltd Medizinprodukte mit wirkstofffreisetzender beschichtung
WO2008034066A1 (en) 2006-09-15 2008-03-20 Boston Scientific Limited Bioerodible endoprostheses and methods of making the same
US8052744B2 (en) 2006-09-15 2011-11-08 Boston Scientific Scimed, Inc. Medical devices and methods of making the same
US7955382B2 (en) 2006-09-15 2011-06-07 Boston Scientific Scimed, Inc. Endoprosthesis with adjustable surface features
ATE490794T1 (de) 2006-09-15 2010-12-15 Boston Scient Scimed Inc Biologisch erodierbare endoprothese mit biostabilen anorganischen schichten
WO2008034030A2 (en) * 2006-09-15 2008-03-20 Boston Scientific Limited Magnetized bioerodible endoprosthesis
WO2008034031A2 (en) 2006-09-15 2008-03-20 Boston Scientific Limited Bioerodible endoprostheses and methods of making the same
CA2663762A1 (en) 2006-09-18 2008-03-27 Boston Scientific Limited Endoprostheses
RU2470040C2 (ru) 2006-10-17 2012-12-20 Ратджерс, Те Стейт Юниверсити Оф Нью Джерси N-замещенные мономеры и полимеры
EP2079416A4 (en) * 2006-10-30 2012-06-27 Univ Rutgers ELECTROSPIN MATRICES FOR DISPENSING HYDROPHILIC AND LIPOPHILLE COMPOUNDS
US9023114B2 (en) 2006-11-06 2015-05-05 Tyrx, Inc. Resorbable pouches for implantable medical devices
JP2010508915A (ja) 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 埋込型医療機器のためのメッシュパウチ
US7981150B2 (en) 2006-11-09 2011-07-19 Boston Scientific Scimed, Inc. Endoprosthesis with coatings
US8728170B1 (en) 2006-12-28 2014-05-20 Boston Scientific Scimed, Inc. Bioerodible nano-fibrous and nano-porous conductive composites
ES2356274T3 (es) 2006-12-28 2011-04-06 Boston Scientific Limited Endoprótesis biodegradables y procedimientos de fabricación de las mismas.
US7704275B2 (en) 2007-01-26 2010-04-27 Reva Medical, Inc. Circumferentially nested expandable device
NZ578693A (en) 2007-01-31 2011-08-26 Univ Rutgers Controlled release of actives in skin
US8070797B2 (en) 2007-03-01 2011-12-06 Boston Scientific Scimed, Inc. Medical device with a porous surface for delivery of a therapeutic agent
US8431149B2 (en) 2007-03-01 2013-04-30 Boston Scientific Scimed, Inc. Coated medical devices for abluminal drug delivery
JP5400029B2 (ja) 2007-03-29 2014-01-29 タイレックス・インコーポレイテッド 乳房インプラント用生体分解性ポリマーカバー材
US8067054B2 (en) 2007-04-05 2011-11-29 Boston Scientific Scimed, Inc. Stents with ceramic drug reservoir layer and methods of making and using the same
WO2008137807A1 (en) 2007-05-02 2008-11-13 Tyrx Pharma, Inc. Dihydroxybenzoate polymers and uses thereof
US7976915B2 (en) 2007-05-23 2011-07-12 Boston Scientific Scimed, Inc. Endoprosthesis with select ceramic morphology
US8002823B2 (en) 2007-07-11 2011-08-23 Boston Scientific Scimed, Inc. Endoprosthesis coating
US7942926B2 (en) 2007-07-11 2011-05-17 Boston Scientific Scimed, Inc. Endoprosthesis coating
JP2010533563A (ja) 2007-07-19 2010-10-28 ボストン サイエンティフィック リミテッド 吸着抑制表面を有する内部人工器官
US7931683B2 (en) 2007-07-27 2011-04-26 Boston Scientific Scimed, Inc. Articles having ceramic coated surfaces
US8815273B2 (en) 2007-07-27 2014-08-26 Boston Scientific Scimed, Inc. Drug eluting medical devices having porous layers
WO2009018340A2 (en) 2007-07-31 2009-02-05 Boston Scientific Scimed, Inc. Medical device coating by laser cladding
JP2010535541A (ja) 2007-08-03 2010-11-25 ボストン サイエンティフィック リミテッド 広い表面積を有する医療器具用のコーティング
US8052745B2 (en) 2007-09-13 2011-11-08 Boston Scientific Scimed, Inc. Endoprosthesis
US7938855B2 (en) 2007-11-02 2011-05-10 Boston Scientific Scimed, Inc. Deformable underlayer for stent
US8029554B2 (en) 2007-11-02 2011-10-04 Boston Scientific Scimed, Inc. Stent with embedded material
US8216632B2 (en) 2007-11-02 2012-07-10 Boston Scientific Scimed, Inc. Endoprosthesis coating
US7988721B2 (en) 2007-11-30 2011-08-02 Reva Medical, Inc. Axially-radially nested expandable device
US20090192554A1 (en) * 2008-01-29 2009-07-30 Confluent Surgical, Inc. Bioabsorbable block copolymer
CA2716185C (en) 2008-02-21 2017-03-21 Rutgers, The State University Of New Jersey Compositions and methods for treating ophthalmic diseases
CN101959929B (zh) * 2008-03-27 2013-05-01 泰尔茂株式会社 生物体吸收性材料及使用其的生物体内留置物
US8956642B2 (en) 2008-04-18 2015-02-17 Medtronic, Inc. Bupivacaine formulation in a polyorthoester carrier
US8940315B2 (en) 2008-04-18 2015-01-27 Medtronic, Inc. Benzodiazepine formulation in a polyorthoester carrier
WO2009131911A2 (en) 2008-04-22 2009-10-29 Boston Scientific Scimed, Inc. Medical devices having a coating of inorganic material
WO2009132176A2 (en) 2008-04-24 2009-10-29 Boston Scientific Scimed, Inc. Medical devices having inorganic particle layers
US7998192B2 (en) 2008-05-09 2011-08-16 Boston Scientific Scimed, Inc. Endoprostheses
WO2009149093A1 (en) 2008-06-02 2009-12-10 University Of Medicine And Dentistry Of New Jersey Tissue engineered fibrocartilage replacement
US8236046B2 (en) 2008-06-10 2012-08-07 Boston Scientific Scimed, Inc. Bioerodible endoprosthesis
EP2303350A2 (en) 2008-06-18 2011-04-06 Boston Scientific Scimed, Inc. Endoprosthesis coating
US8652525B2 (en) * 2008-07-10 2014-02-18 Tyrx, Inc. NSAID delivery from polyarylates
US7985252B2 (en) 2008-07-30 2011-07-26 Boston Scientific Scimed, Inc. Bioerodible endoprosthesis
CA2737769C (en) 2008-09-22 2014-02-04 Medtronic, Inc. Linear polyesteramides from aminophenolic esters
US8382824B2 (en) 2008-10-03 2013-02-26 Boston Scientific Scimed, Inc. Medical implant having NANO-crystal grains with barrier layers of metal nitrides or fluorides
US7947071B2 (en) 2008-10-10 2011-05-24 Reva Medical, Inc. Expandable slide and lock stent
WO2010042918A1 (en) 2008-10-11 2010-04-15 Rutgers, The State University Of New Jersey Biocompatible polymers for medical devices
US8231980B2 (en) 2008-12-03 2012-07-31 Boston Scientific Scimed, Inc. Medical implants including iridium oxide
WO2010101901A2 (en) 2009-03-02 2010-09-10 Boston Scientific Scimed, Inc. Self-buffering medical implants
US8071156B2 (en) 2009-03-04 2011-12-06 Boston Scientific Scimed, Inc. Endoprostheses
US8287937B2 (en) 2009-04-24 2012-10-16 Boston Scientific Scimed, Inc. Endoprosthese
US9839628B2 (en) 2009-06-01 2017-12-12 Tyrx, Inc. Compositions and methods for preventing sternal wound infections
WO2011014859A1 (en) 2009-07-31 2011-02-03 Rutgers, The State University Of New Jersey Biocompatible polymers for medical devices
US8409279B2 (en) 2009-10-01 2013-04-02 Lipose Corporation Breast implant implantation method and apparatus
CA2777234C (en) 2009-10-11 2019-02-26 Rutgers, The State University Of New Jersey Biocompatible polymers for medical devices
WO2011119573A1 (en) 2010-03-23 2011-09-29 Boston Scientific Scimed, Inc. Surface treated bioerodible metal endoprostheses
US8523936B2 (en) 2010-04-10 2013-09-03 Reva Medical, Inc. Expandable slide and lock stent
EP2609162B1 (en) 2010-08-25 2018-12-12 Tyrx, Inc. Novel medical device coatings
US8883861B2 (en) 2010-11-01 2014-11-11 Rutgers, The State University Of New Jersey Iminic monomers and polymers thereof
US9585988B2 (en) 2010-11-12 2017-03-07 Tyrx, Inc. Anchorage devices comprising an active pharmaceutical ingredient
WO2013013123A1 (en) 2011-07-20 2013-01-24 Tyrx, Inc. Drug eluting mesh to prevent infection of indwelling transdermal devices
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
WO2014159337A1 (en) 2013-03-14 2014-10-02 Reva Medical, Inc. Reduced - profile slide and lock stent
CN105431178A (zh) 2013-11-08 2016-03-23 泰尔克斯公司 用于防止手术切口部位感染的抗微生物组合物及方法
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
AU2015370426B2 (en) 2014-12-23 2019-09-12 Rutgers, The State University Of New Jersey Biocompatible iodinated diphenol monomers and polymers
US11058653B2 (en) 2016-10-26 2021-07-13 Washington University Compositions comprising desaminotyrosine and uses thereof to enhance type I interferon stimulation
US11116640B2 (en) 2017-02-13 2021-09-14 Rutgers, The State University Of New Jersey Polymer filament reinforced scaffold for partial meniscus regeneration
US10442757B2 (en) * 2017-06-07 2019-10-15 Medtronic, Inc. Synthesis of tyrosine derived diphenol monomers

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4638045A (en) * 1985-02-19 1987-01-20 Massachusetts Institute Of Technology Non-peptide polyamino acid bioerodible polymers
US4980449A (en) 1988-07-14 1990-12-25 Rutgers, The State University Polyiminocarbonate synthesis
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
US5099060A (en) * 1990-06-12 1992-03-24 Rutgers, The State University Of New Jersey Synthesis of amino acid-derived bioerodible polymers
US5198507A (en) * 1990-06-12 1993-03-30 Rutgers, The State University Of New Jersey Synthesis of amino acid-derived bioerodible polymers
IE921942A1 (en) * 1992-06-16 1993-12-29 Gary A Siwruk John S Eynon Liquid phase synthesis of peptides and peptide derivatives

Also Published As

Publication number Publication date
US5587507A (en) 1996-12-24
WO1996030331A1 (en) 1996-10-03
US5670602A (en) 1997-09-23
USRE37795E1 (en) 2002-07-16
EP0824513A1 (en) 1998-02-25
DE69609415T2 (de) 2001-01-25
DE69609415D1 (de) 2000-08-24
EP0824513A4 (enExample) 1998-02-25
CA2215281A1 (en) 1996-10-03
EP0824513B1 (en) 2000-07-19

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