EA020069B1 - Жидкая лекарственная форма конъюгата - Google Patents
Жидкая лекарственная форма конъюгата Download PDFInfo
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- EA020069B1 EA020069B1 EA201070315A EA201070315A EA020069B1 EA 020069 B1 EA020069 B1 EA 020069B1 EA 201070315 A EA201070315 A EA 201070315A EA 201070315 A EA201070315 A EA 201070315A EA 020069 B1 EA020069 B1 EA 020069B1
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- EA
- Eurasian Patent Office
- Prior art keywords
- pharmaceutical composition
- composition according
- aqueous pharmaceutical
- polymer
- conjugate
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- 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
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/04—Immunostimulants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K17/00—Carrier-bound or immobilised peptides; Preparation thereof
- C07K17/02—Peptides being immobilised on, or in, an organic carrier
- C07K17/08—Peptides being immobilised on, or in, an organic carrier the carrier being a synthetic polymer
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Immunology (AREA)
- Epidemiology (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Genetics & Genomics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Neurology (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Neurosurgery (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
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| EP07115047 | 2007-08-27 | ||
| PCT/EP2008/061232 WO2009027437A1 (en) | 2007-08-27 | 2008-08-27 | Liquid formulation of g-csf conjugate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA201070315A1 EA201070315A1 (ru) | 2010-08-30 |
| EA020069B1 true EA020069B1 (ru) | 2014-08-29 |
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| EA201070315A EA020069B1 (ru) | 2007-08-27 | 2008-08-27 | Жидкая лекарственная форма конъюгата |
Country Status (24)
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| EP (2) | EP2197919B1 (enExample) |
| JP (2) | JP5570988B2 (enExample) |
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| BR (1) | BRPI0815975B8 (enExample) |
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| CY (1) | CY1115908T1 (enExample) |
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| ES (1) | ES2476915T3 (enExample) |
| HR (1) | HRP20140590T1 (enExample) |
| IL (1) | IL204190A (enExample) |
| MX (1) | MX2010002448A (enExample) |
| NZ (1) | NZ583276A (enExample) |
| PL (1) | PL2197919T3 (enExample) |
| PT (1) | PT2197919E (enExample) |
| RS (1) | RS53404B (enExample) |
| SI (1) | SI2197919T1 (enExample) |
| UA (1) | UA98001C2 (enExample) |
| WO (1) | WO2009027437A1 (enExample) |
| ZA (1) | ZA201000798B (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT2525787T (pt) * | 2010-01-19 | 2017-12-18 | Hanmi Science Co Ltd | Formulações líquidas para conjugado de g-csf de longa ação |
| CN102892780B (zh) | 2010-03-17 | 2015-07-29 | 通益制药有限公司 | 获得生物活性的重组人g-csf的方法 |
| EP2384759A1 (en) | 2010-05-06 | 2011-11-09 | Suomen Punainen Risti Veripalvelu | Sulphated hyaluronic acid in combination with G-CSF for use in mobilising blood stem cells |
| CN108368512B (zh) * | 2016-04-18 | 2020-03-27 | 江苏恒瑞医药股份有限公司 | 一种重组人粒细胞集落刺激因子的制备方法 |
| IT201700108526A1 (it) * | 2017-09-28 | 2019-03-28 | Alfasigma Spa | Composizioni orali per il trattamento del refluso gastroesofageo. |
| EA202092623A1 (ru) * | 2018-05-04 | 2021-02-01 | Илькоген Илач Санайи Ве Тиджарет А.Ш. | СТАБИЛЬНЫЙ СОСТАВ НА ОСНОВЕ G-CSF, СЛИТОГО С ГИБРИДНЫМ Fc |
| KR102375269B1 (ko) * | 2021-01-27 | 2022-03-17 | 한미약품 주식회사 | 단백질 액상 제제 및 이의 제조방법 |
| CN114224853B (zh) * | 2022-01-04 | 2022-09-23 | 山东新时代药业有限公司 | 聚乙二醇化重组人粒细胞刺激因子注射用冻干制剂 |
| US20260053742A1 (en) * | 2022-08-19 | 2026-02-26 | Evive Biotechnology (Shanghai) Ltd | Formulations comprising g-csf and uses thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1260230A1 (en) * | 2000-02-29 | 2002-11-27 | Chugai Seiyaku Kabushiki Kaisha | Preparations stabilized over long time |
| WO2005039620A1 (de) * | 2003-10-20 | 2005-05-06 | Hexal Biotech Forschungs Gmbh | Stabile wässrige g-csf-haltige zusammensetzungen |
| WO2006074467A2 (en) * | 2005-01-10 | 2006-07-13 | Neose Technologies, Inc. | Glycopegylated granulocyte colony stimulating factor |
| WO2007099145A1 (de) * | 2006-03-01 | 2007-09-07 | Bioceuticals Arzneimittel Ag | G-csf-flüssigformulierung |
Family Cites Families (59)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1479268A (en) | 1973-07-05 | 1977-07-13 | Beecham Group Ltd | Pharmaceutical compositions |
| US4179337A (en) | 1973-07-20 | 1979-12-18 | Davis Frank F | Non-immunogenic polypeptides |
| CH596313A5 (enExample) | 1975-05-30 | 1978-03-15 | Battelle Memorial Institute | |
| US4414147A (en) | 1981-04-17 | 1983-11-08 | Massachusetts Institute Of Technology | Methods of decreasing the hydrophobicity of fibroblast and other interferons |
| US5675941A (en) | 1983-12-09 | 1997-10-14 | Dykmans; Maximiliaan J. | Method and apparatus for constructing prestressed structures utilizing a membrane and floating dome assembly |
| US4496689A (en) | 1983-12-27 | 1985-01-29 | Miles Laboratories, Inc. | Covalently attached complex of alpha-1-proteinase inhibitor with a water soluble polymer |
| JP2524586B2 (ja) | 1985-06-26 | 1996-08-14 | シタス コーポレイション | ポリマ−接合を利用する医薬組成物用蛋白質の可溶化 |
| US4810643A (en) | 1985-08-23 | 1989-03-07 | Kirin- Amgen Inc. | Production of pluripotent granulocyte colony-stimulating factor |
| US6004548A (en) | 1985-08-23 | 1999-12-21 | Amgen, Inc. | Analogs of pluripotent granulocyte colony-stimulating factor |
| KR0133561B1 (ko) | 1988-05-13 | 1998-04-21 | 스티븐 엠. 오드레 | 과립구 군체 자극인자의 정제방법 |
| US5218092A (en) | 1988-09-29 | 1993-06-08 | Kyowa Hakko Kogyo Co., Ltd. | Modified granulocyte-colony stimulating factor polypeptide with added carbohydrate chains |
| WO1990006952A1 (fr) | 1988-12-22 | 1990-06-28 | Kirin-Amgen, Inc. | Facteur de stimulation de colonies de granulocytes modifies chimiquement |
| US6166183A (en) | 1992-11-30 | 2000-12-26 | Kirin-Amgen, Inc. | Chemically-modified G-CSF |
| GB9107846D0 (en) | 1990-04-30 | 1991-05-29 | Ici Plc | Polypeptides |
| DE4014750A1 (de) | 1990-05-08 | 1991-11-14 | Boehringer Mannheim Gmbh | Muteine des granulozyten-stimulierenden faktors (g-csf) |
| US5399345A (en) | 1990-05-08 | 1995-03-21 | Boehringer Mannheim, Gmbh | Muteins of the granulocyte colony stimulating factor |
| US6565841B1 (en) | 1991-03-15 | 2003-05-20 | Amgen, Inc. | Pulmonary administration of granulocyte colony stimulating factor |
| DE4126983A1 (de) * | 1991-08-15 | 1993-02-18 | Boehringer Mannheim Gmbh | Verfahren zur herstellung von humanprotein-enthaltenden, konservierten arzneimitteln fuer infusions- oder injektionszwecke |
| AU677789B2 (en) | 1992-07-02 | 1997-05-08 | Collagen Corporation | Biocompatible polymer conjugates |
| WO1994005332A2 (en) | 1992-09-01 | 1994-03-17 | Berlex Laboratories, Inc. | Glycolation of glycosylated macromolecules |
| WO1994028024A1 (en) | 1993-06-01 | 1994-12-08 | Enzon, Inc. | Carbohydrate-modified polymer conjugates with erythropoietic activity |
| US5874075A (en) | 1993-10-06 | 1999-02-23 | Amgen Inc. | Stable protein: phospholipid compositions and methods |
| DE69521880T2 (de) | 1994-02-08 | 2002-01-03 | Amgen Inc., Thousand Oaks | Orales verabreichungssystem von chemischmodifizierten proteinen g-csf |
| JP4011106B2 (ja) | 1994-02-23 | 2007-11-21 | 協和醗酵工業株式会社 | 血小板増殖促進剤 |
| US5824784A (en) | 1994-10-12 | 1998-10-20 | Amgen Inc. | N-terminally chemically modified protein compositions and methods |
| CN1273589C (zh) | 1996-02-15 | 2006-09-06 | 诺沃奇梅兹有限公司 | 多肽缀合 |
| JP2001507215A (ja) | 1997-01-16 | 2001-06-05 | サイテル コーポレイション | 組換え糖タンパク質のインビトロでの実用的なシアリル化 |
| JP4011124B2 (ja) | 1997-06-06 | 2007-11-21 | 協和醗酵工業株式会社 | 化学修飾ポリペプチド |
| US6540672B1 (en) * | 1998-12-09 | 2003-04-01 | Novo Nordisk A/S | Medical system and a method of controlling the system for use by a patient for medical self treatment |
| FR2796071B1 (fr) | 1999-07-08 | 2001-09-07 | Hoechst Marion Roussel Inc | Procede de purification de facteur de stimulation de colonies de granulocytes |
| US6555660B2 (en) | 2000-01-10 | 2003-04-29 | Maxygen Holdings Ltd. | G-CSF conjugates |
| KR100773323B1 (ko) | 2000-01-10 | 2007-11-05 | 맥시겐 홀딩스 리미티드 | 지-씨에스에프 접합체 |
| JP2004528001A (ja) | 2000-05-12 | 2004-09-16 | ネオーズ テクノロジーズ， インコーポレイテッド | インビトロにおけるフコシル化組換えグリコペプチド |
| ME00673B (me) | 2000-05-15 | 2011-12-20 | Hoffmann La Roche | Nova farmaceutska smjesa |
| IL152804A0 (en) | 2000-05-16 | 2003-06-24 | Bolder Biotechnology Inc | Methods for refolding proteins containing free cysteine residues |
| KR100396983B1 (ko) | 2000-07-29 | 2003-09-02 | 이강춘 | 고반응성의 가지 달린 고분자 유도체 및 고분자와 단백질또는 펩타이드의 접합체 |
| JP5490972B2 (ja) | 2000-08-04 | 2014-05-14 | 中外製薬株式会社 | タンパク質注射製剤 |
| KR20030027077A (ko) | 2000-09-01 | 2003-04-03 | 쥬가이 세이야쿠 가부시키가이샤 | 장기 안정화 용액 제제 |
| US7265085B2 (en) | 2001-10-10 | 2007-09-04 | Neose Technologies, Inc. | Glycoconjugation methods and proteins/peptides produced by the methods |
| ES2411007T3 (es) | 2001-10-10 | 2013-07-04 | Novo Nordisk A/S | Remodelación y glicoconjugación de péptidos |
| US7265084B2 (en) | 2001-10-10 | 2007-09-04 | Neose Technologies, Inc. | Glycopegylation methods and proteins/peptides produced by the methods |
| US7157277B2 (en) | 2001-11-28 | 2007-01-02 | Neose Technologies, Inc. | Factor VIII remodeling and glycoconjugation of Factor VIII |
| SI21102A (sl) | 2001-12-19 | 2003-06-30 | LEK, tovarna farmacevtskih in kemi�nih izdelkov, d.d. | Postopek za izolacijo biološko aktivnega granulocitne kolonije stimulirajočega dejavnika |
| DE10209821A1 (de) | 2002-03-06 | 2003-09-25 | Biotechnologie Ges Mittelhesse | Kopplung von Proteinen an ein modifiziertes Polysaccharid |
| SI21273A (sl) | 2002-07-31 | 2004-02-29 | LEK farmacevtska dru�ba d.d. | Priprava inkluzijskih teles z visokim deležem pravilno zvitega prekurzorja heterolognega proteina |
| MXPA06001358A (es) | 2003-08-08 | 2006-05-15 | Fresenius Kabi Gmbh | Conjugados de hidroxialquil almidon y g-csf. |
| WO2005014655A2 (en) | 2003-08-08 | 2005-02-17 | Fresenius Kabi Deutschland Gmbh | Conjugates of hydroxyalkyl starch and a protein |
| CN1878570B (zh) | 2003-11-04 | 2010-10-06 | 力奇制药公司 | 包含粒细胞集落形成刺激因子的稳定的药物组合物 |
| CN1897812B (zh) | 2003-12-03 | 2011-08-17 | 生物种属学股份公司 | 糖聚乙二醇化的粒细胞集落刺激因子 |
| NZ548123A (en) * | 2004-01-08 | 2010-05-28 | Novo Nordisk As | O-linked glycosylation of peptides |
| ES2390885T3 (es) | 2004-03-11 | 2012-11-19 | Fresenius Kabi Deutschland Gmbh | Conjugados de hidroxialquilalmidón y una proteína |
| JP5191729B2 (ja) | 2004-03-11 | 2013-05-08 | フレゼニウス・カビ・ドイチュラント・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | 還元的アミノ化によって製造される、ヒドロキシアルキルデンプンとタンパク質とのコンジュゲート |
| DE102004036909B4 (de) | 2004-07-29 | 2007-04-05 | Infineon Technologies Ag | Halbleiterbasisbauteil mit Verdrahtungssubstrat und Zwischenverdrahtungsplatte für einen Halbleiterbauteilstapel sowie Verfahren zu deren Herstellung |
| WO2006097944A2 (en) | 2005-03-17 | 2006-09-21 | Zenotech Laboratories Limited | Process for the purification of recombinant granulocyte-colony stimulating factor |
| KR20080027291A (ko) * | 2005-06-01 | 2008-03-26 | 맥시겐 홀딩스 엘티디 | 피이지화된 지-씨에스에프 폴리펩타이드 및 그 제조방법 |
| EP1762250A1 (en) | 2005-09-12 | 2007-03-14 | Fresenius Kabi Deutschland GmbH | Conjugates of hydroxyalkyl starch and an active substance, prepared by chemical ligation via thiazolidine |
| ITMI20061624A1 (it) | 2006-08-11 | 2008-02-12 | Bioker Srl | Mono-coniugati sito-specifici di g-csf |
| HRP20130382T1 (hr) | 2007-04-03 | 2013-05-31 | Biogenerix Ag | Postupci lijeäśenja pomoä†u glikopegiliranog g-csf |
| US8207112B2 (en) * | 2007-08-29 | 2012-06-26 | Biogenerix Ag | Liquid formulation of G-CSF conjugate |
-
2008
- 2008-08-27 MX MX2010002448A patent/MX2010002448A/es unknown
- 2008-08-27 KR KR1020107004576A patent/KR20100052501A/ko not_active Ceased
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- 2008-08-27 EP EP08787525.8A patent/EP2197919B1/en active Active
- 2008-08-27 NZ NZ583276A patent/NZ583276A/en not_active IP Right Cessation
- 2008-08-27 CN CN200880104971A patent/CN101827864A/zh active Pending
- 2008-08-27 PL PL08787525T patent/PL2197919T3/pl unknown
- 2008-08-27 ES ES08787525.8T patent/ES2476915T3/es active Active
- 2008-08-27 RS RS20140361A patent/RS53404B/sr unknown
- 2008-08-27 CN CN201510065114.9A patent/CN104689333B/zh not_active Expired - Fee Related
- 2008-08-27 PT PT87875258T patent/PT2197919E/pt unknown
- 2008-08-27 DK DK08787525.8T patent/DK2197919T3/da active
- 2008-08-27 US US12/675,749 patent/US8546328B2/en active Active
- 2008-08-27 DE DE202008017456U patent/DE202008017456U1/de not_active Expired - Lifetime
- 2008-08-27 SI SI200831235T patent/SI2197919T1/sl unknown
- 2008-08-27 EA EA201070315A patent/EA020069B1/ru not_active IP Right Cessation
- 2008-08-27 EP EP12194213.0A patent/EP2578235A3/en not_active Withdrawn
- 2008-08-27 HR HRP20140590AT patent/HRP20140590T1/hr unknown
- 2008-08-27 BR BRPI0815975A patent/BRPI0815975B8/pt not_active IP Right Cessation
- 2008-08-27 CA CA2696594A patent/CA2696594C/en not_active Expired - Fee Related
- 2008-08-27 UA UAA201003493A patent/UA98001C2/uk unknown
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1260230A1 (en) * | 2000-02-29 | 2002-11-27 | Chugai Seiyaku Kabushiki Kaisha | Preparations stabilized over long time |
| WO2005039620A1 (de) * | 2003-10-20 | 2005-05-06 | Hexal Biotech Forschungs Gmbh | Stabile wässrige g-csf-haltige zusammensetzungen |
| WO2006074467A2 (en) * | 2005-01-10 | 2006-07-13 | Neose Technologies, Inc. | Glycopegylated granulocyte colony stimulating factor |
| WO2007099145A1 (de) * | 2006-03-01 | 2007-09-07 | Bioceuticals Arzneimittel Ag | G-csf-flüssigformulierung |
Non-Patent Citations (2)
| Title |
|---|
| PIEDMONTE ET AL.: "Formulation of Neulasta(R) (pegfilgrastim)". ADVANCED DRUG DELIVERY REVIEWS, ELSEVIER BV, AMSTERDAM, NL, vol. 60, no. 1, 11 August 2007 (2007-08-11), pages 50-58, XP022370571, ISSN: 0169-409X, page 4, section "The stability of PEG-r-metHuG-CSF as a function of pH", page 51, column 1, paragraph 2, page 51, column 2, paragraph 1, page 57, section "Conclusion", figure 3 * |
| SCHNEIDER ARMIN ET AL.: "A role for G-CSF (granulocyte-colony stimulating factor) in the central nervous system". CELL CYCLE, vol. 4, no. 12, December 2005 (2005-12), pages 1753-1757, XP002501967, ISSN: 1538-4101, abstract * |
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