ATE494012T1 - Stabilisierte polymer-thiol-reagenzien - Google Patents

Stabilisierte polymer-thiol-reagenzien

Info

Publication number
ATE494012T1
ATE494012T1 AT05855832T AT05855832T ATE494012T1 AT E494012 T1 ATE494012 T1 AT E494012T1 AT 05855832 T AT05855832 T AT 05855832T AT 05855832 T AT05855832 T AT 05855832T AT E494012 T1 ATE494012 T1 AT E494012T1
Authority
AT
Austria
Prior art keywords
thiol reagents
stabilized polymer
polymer thiol
reagents
disclosed
Prior art date
Application number
AT05855832T
Other languages
English (en)
Inventor
Samuel Mcmanus
Antoni Kozlowski
Original Assignee
Nektar Therapeutics
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=36440883&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ATE494012(T1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Nektar Therapeutics filed Critical Nektar Therapeutics
Application granted granted Critical
Publication of ATE494012T1 publication Critical patent/ATE494012T1/de

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms
    • C07D213/71—Sulfur atoms to which a second hetero atom is attached
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/415—1,2-Diazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/56—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
    • A61K47/59—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes
    • A61K47/60—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes the organic macromolecular compound being a polyoxyalkylene oligomer, polymer or dendrimer, e.g. PEG, PPG, PEO or polyglycerol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C323/11—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/12—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Polyethers (AREA)
  • Medicinal Preparation (AREA)
  • Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
AT05855832T 2004-12-21 2005-12-21 Stabilisierte polymer-thiol-reagenzien ATE494012T1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US63982304P 2004-12-21 2004-12-21
US70596805P 2005-08-04 2005-08-04
PCT/US2005/047337 WO2006069388A2 (en) 2004-12-21 2005-12-21 Stabilized polymeric thiol reagents

Publications (1)

Publication Number Publication Date
ATE494012T1 true ATE494012T1 (de) 2011-01-15

Family

ID=36440883

Family Applications (1)

Application Number Title Priority Date Filing Date
AT05855832T ATE494012T1 (de) 2004-12-21 2005-12-21 Stabilisierte polymer-thiol-reagenzien

Country Status (12)

Country Link
US (5) US7851565B2 (de)
EP (1) EP1827501B2 (de)
JP (1) JP5243041B2 (de)
KR (1) KR101320936B1 (de)
CN (1) CN101111267B (de)
AT (1) ATE494012T1 (de)
AU (1) AU2005318984B2 (de)
CA (1) CA2591233C (de)
DE (1) DE602005025805D1 (de)
ES (1) ES2357089T5 (de)
MX (1) MX2007007471A (de)
WO (1) WO2006069388A2 (de)

Families Citing this family (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7947261B2 (en) 2003-05-23 2011-05-24 Nektar Therapeutics Conjugates formed from polymer derivatives having particular atom arrangements
EP1586334A1 (de) * 2004-04-15 2005-10-19 TRASTEC scpa G-CSF Konjugate mit PEG
ATE494012T1 (de) * 2004-12-21 2011-01-15 Nektar Therapeutics Stabilisierte polymer-thiol-reagenzien
US20070092482A1 (en) * 2005-08-04 2007-04-26 Bossard Mary J Conjugates of a G-CSF moiety and a polymer
CN103054798B (zh) 2005-08-31 2021-03-16 阿布拉科斯生物科学有限公司 用于制备稳定性增加的水难溶性药物的组合物和方法
WO2007027941A2 (en) 2005-08-31 2007-03-08 Abraxis Bioscience, Llc. Compositions and methods for preparation of poorly water soluble drugs with increased stability
KR100819064B1 (ko) 2006-12-19 2008-04-04 (재)대구경북과학기술연구원 생분자 고정화 링커
EP2014256A1 (de) 2007-07-12 2009-01-14 Straumann Holding AG Verbundmaterial zur Knochenreparatur
MX2010001955A (es) * 2007-08-20 2010-03-10 Enzon Pharmaceuticals Inc Enlazadores polimericos que contienen porciones de disulfuro-piridilo.
WO2009052148A1 (en) 2007-10-15 2009-04-23 California Institute Of Technology Functionalized polymers using protected thiols
ES2523030T3 (es) * 2008-02-18 2014-11-20 Jiangsu Hengrui Medicine Co., Ltd. Un conjugado del G-CSF modificado por un polímero hidrosoluble
WO2009143412A2 (en) * 2008-05-23 2009-11-26 Enzon Pharmaceuticals, Inc. Polymeric systems containing intracellular releasable disulfide linker for the delivery of oligonucleotides
JP2013501224A (ja) * 2009-07-31 2013-01-10 エンドサイト，インク． 葉酸を標的とした診断及び処置
JP2019043961A (ja) * 2010-04-20 2019-03-22 オクタファルマ・アーゲー 医薬タンパク質の新規な安定化剤
EP2561070B1 (de) * 2010-04-20 2015-06-03 Octapharma AG Neuer Stabilisator für pharmazeutische Proteine
CN101885841B (zh) * 2010-07-02 2012-05-16 清华大学 一种可与巯基发生加成反应且成键水解稳定的高分子
WO2012021791A2 (en) * 2010-08-13 2012-02-16 Scidose Llc Aqueous formulation with improved stability
UA116217C2 (uk) 2012-10-09 2018-02-26 Санофі Пептидна сполука як подвійний агоніст рецепторів glp1-1 та глюкагону
JP2016503771A (ja) 2012-12-21 2016-02-08 サノフイ エキセンジン−４誘導体
ES2860173T3 (es) 2013-11-19 2021-10-04 Purdue Research Foundation Método de selección de pacientes para inflamación
EP3080149A1 (de) 2013-12-13 2016-10-19 Sanofi Duale glp-1-/glucagon-rezeptoragonisten
WO2015086729A1 (en) 2013-12-13 2015-06-18 Sanofi Dual glp-1/gip receptor agonists
TW201609796A (zh) 2013-12-13 2016-03-16 賽諾菲公司 非醯化之艾塞那肽－４（ｅｘｅｎｄｉｎ－４）胜肽類似物
EP3080150B1 (de) 2013-12-13 2018-08-01 Sanofi Exendin-4-peptidanaloga als duale glp-1/gip-rezeptoragonisten
TW201625670A (zh) 2014-04-07 2016-07-16 賽諾菲公司 衍生自ｅｘｅｎｄｉｎ－４之雙重ｇｌｐ－１／升糖素受體促效劑
TW201625668A (zh) 2014-04-07 2016-07-16 賽諾菲公司 作為胜肽性雙重ｇｌｐ－１／昇糖素受體激動劑之艾塞那肽－４衍生物
TW201625669A (zh) 2014-04-07 2016-07-16 賽諾菲公司 衍生自艾塞那肽－４（Ｅｘｅｎｄｉｎ－４）之肽類雙重ＧＬＰ－１／升糖素受體促效劑
US9932381B2 (en) 2014-06-18 2018-04-03 Sanofi Exendin-4 derivatives as selective glucagon receptor agonists
AR105319A1 (es) 2015-06-05 2017-09-27 Sanofi Sa Profármacos que comprenden un conjugado agonista dual de glp-1 / glucagón conector ácido hialurónico
AR105284A1 (es) 2015-07-10 2017-09-20 Sanofi Sa Derivados de exendina-4 como agonistas peptídicos duales específicos de los receptores de glp-1 / glucagón
WO2019040507A1 (en) * 2017-08-21 2019-02-28 Prevail Therapeutics, Inc. MODIFIED LYSOSOMIAL ENZYMES
AU2019305215A1 (en) * 2018-07-20 2021-02-25 Hercules Llc Water soluble or dispersible composition
CN115785473B (zh) * 2022-12-20 2023-08-18 上海赛翠克环保科技有限公司 端异硫脲基三羟甲基丙烷芯树枝状聚合物及其制备方法和缓蚀应用

Family Cites Families (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1365481A (en) † 1968-07-15 1974-09-04 Ciba Geigy Uk Ltd Process for keratinous fabric
DE2138448A1 (de) † 1968-07-15 1972-02-17 IWS Nominee Co Ltd , London, Ciba Geigy AG, Basel (Schweiz) Behandlung von keratinhaltigen Materialien
GB1379203A (en) † 1970-12-14 1975-01-02 Ciba Geigy Ag Textile finishing
DE2238940A1 (de) † 1972-08-08 1974-02-21 Bayer Ag Permanent antistatische acrylnitrilpolymerisate
GB1435085A (en) † 1972-09-01 1976-05-12 Ciba Geigy Ag Keratinous textiles and fibres
US3948820A (en) † 1972-11-02 1976-04-06 Horizons Incorporated Curable polyphosphazene copolymers and terpolymers
CH902673A4 (de) † 1973-06-21 1974-12-13
EP0370445A3 (de) 1988-11-23 1990-07-04 Ciba-Geigy Ag Polytetrahydrofurandithiole und deren Verwendung
EP0429395B1 (de) † 1989-11-21 1995-03-29 Ciba-Geigy Ag Härtbare Epoxidharz-Stoffgemische enthaltend einen latenten Härter, ein Amin und ein Thiol
US5516703A (en) * 1993-08-20 1996-05-14 The University Of Utah Coating of hydrophobic surfaces to render them protein resistant while permitting covalent attachment of specific ligands
US5446090A (en) * 1993-11-12 1995-08-29 Shearwater Polymers, Inc. Isolatable, water soluble, and hydrolytically stable active sulfones of poly(ethylene glycol) and related polymers for modification of surfaces and molecules
US5932462A (en) * 1995-01-10 1999-08-03 Shearwater Polymers, Inc. Multiarmed, monofunctional, polymer for coupling to molecules and surfaces
US5580923A (en) * 1995-03-14 1996-12-03 Collagen Corporation Anti-adhesion films and compositions for medical use
US6306584B1 (en) * 1997-01-21 2001-10-23 President And Fellows Of Harvard College Electronic-property probing of biological molecules at surfaces
JPH1138544A (ja) * 1997-07-16 1999-02-12 Konica Corp ハロゲン化銀写真感光材料及びその処理方法
JP4574007B2 (ja) * 1998-04-28 2010-11-04 メルク・セローノ・ソシエテ・アノニム ポリオール−ｉｆｎ−ベータ複体
US7053150B2 (en) 2000-12-18 2006-05-30 Nektar Therapeutics Al, Corporation Segmented polymers and their conjugates
TW593427B (en) * 2000-12-18 2004-06-21 Nektar Therapeutics Al Corp Synthesis of high molecular weight non-peptidic polymer derivatives
AU2003210564B2 (en) 2002-01-18 2008-10-23 Biogen Ma Inc. Polyalkylene glycol with moiety for conjugating biologically active compound
CN1511861A (zh) * 2002-12-26 2004-07-14 北京键凯科技有限公司 聚乙二醇-脂肪酸衍生物及其药物结合物
KR101025143B1 (ko) 2002-12-31 2011-04-01 넥타르 테라퓨틱스 가수분해상으로 안정한 말레이미드－종결 중합체
AU2003300139B2 (en) 2002-12-31 2008-08-28 Nektar Therapeutics Maleamic acid polymer derivatives and their bioconjugates
MXPA05007348A (es) * 2003-01-06 2005-10-05 Nektar Therapeutics Al Corp Derivados de polimeros solubles en agua tiol-selectivos.
JP4109559B2 (ja) † 2003-02-19 2008-07-02 独立行政法人科学技術振興機構 オリゴヌクレオチドとポリエチレンオキシドのコンジュゲート
EP1609491B1 (de) 2004-06-16 2008-02-06 Straumann Holding AG Abdeckmembran
ATE494012T1 (de) 2004-12-21 2011-01-15 Nektar Therapeutics Stabilisierte polymer-thiol-reagenzien
US20070092482A1 (en) † 2005-08-04 2007-04-26 Bossard Mary J Conjugates of a G-CSF moiety and a polymer
US8293869B2 (en) † 2005-12-16 2012-10-23 Nektar Therapeutics Polymer conjugates of GLP-1
AU2010217733A1 (en) 2009-02-27 2011-09-15 Openlane, Inc. Wholesale virtual inventory and retail lead generation

Also Published As

Publication number Publication date
AU2005318984B2 (en) 2011-12-01
KR101320936B1 (ko) 2013-10-23
ES2357089T3 (es) 2011-04-18
US7851565B2 (en) 2010-12-14
ES2357089T5 (es) 2014-02-24
CA2591233C (en) 2014-10-07
US20130280206A1 (en) 2013-10-24
US9308274B2 (en) 2016-04-12
US8217123B2 (en) 2012-07-10
US8492488B2 (en) 2013-07-23
EP1827501A2 (de) 2007-09-05
US20120258985A1 (en) 2012-10-11
WO2006069388A3 (en) 2007-05-31
CN101111267B (zh) 2012-12-05
US20060135586A1 (en) 2006-06-22
JP5243041B2 (ja) 2013-07-24
CA2591233A1 (en) 2006-06-29
JP2008524338A (ja) 2008-07-10
EP1827501B1 (de) 2011-01-05
US20110112277A1 (en) 2011-05-12
CN101111267A (zh) 2008-01-23
US20140256951A1 (en) 2014-09-11
WO2006069388A2 (en) 2006-06-29
EP1827501B2 (de) 2013-11-20
AU2005318984A1 (en) 2006-06-29
US8765883B2 (en) 2014-07-01
MX2007007471A (es) 2007-07-20
DE602005025805D1 (de) 2011-02-17
KR20070088727A (ko) 2007-08-29

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