RU2010117016A - Хитозановая композиция - Google Patents
Хитозановая композиция Download PDFInfo
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- RU2010117016A RU2010117016A RU2010117016/13A RU2010117016A RU2010117016A RU 2010117016 A RU2010117016 A RU 2010117016A RU 2010117016/13 A RU2010117016/13 A RU 2010117016/13A RU 2010117016 A RU2010117016 A RU 2010117016A RU 2010117016 A RU2010117016 A RU 2010117016A
- Authority
- RU
- Russia
- Prior art keywords
- chitosan
- crosslinkable
- hydrogel
- crosslinking agent
- composition according
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract 15
- 229920001661 Chitosan Polymers 0.000 claims abstract 37
- 239000000017 hydrogel Substances 0.000 claims abstract 12
- 239000003431 cross linking reagent Substances 0.000 claims abstract 10
- 238000004132 cross linking Methods 0.000 claims abstract 6
- 238000000034 method Methods 0.000 claims abstract 6
- 230000006196 deacetylation Effects 0.000 claims abstract 4
- 238000003381 deacetylation reaction Methods 0.000 claims abstract 4
- 125000000524 functional group Chemical group 0.000 claims abstract 4
- 206010046543 Urinary incontinence Diseases 0.000 claims abstract 2
- 239000000370 acceptor Substances 0.000 claims abstract 2
- 125000003277 amino group Chemical group 0.000 claims abstract 2
- 239000007864 aqueous solution Substances 0.000 claims abstract 2
- 230000001588 bifunctional effect Effects 0.000 claims abstract 2
- 239000012620 biological material Substances 0.000 claims abstract 2
- 238000004113 cell culture Methods 0.000 claims abstract 2
- 239000002537 cosmetic Substances 0.000 claims abstract 2
- 238000012377 drug delivery Methods 0.000 claims abstract 2
- 150000002118 epoxides Chemical class 0.000 claims abstract 2
- 150000002148 esters Chemical class 0.000 claims abstract 2
- 239000000499 gel Substances 0.000 claims abstract 2
- 230000000399 orthopedic effect Effects 0.000 claims abstract 2
- 238000010992 reflux Methods 0.000 claims abstract 2
- 229960005486 vaccine Drugs 0.000 claims abstract 2
- 230000029663 wound healing Effects 0.000 claims abstract 2
- 239000000427 antigen Substances 0.000 claims 2
- 102000036639 antigens Human genes 0.000 claims 2
- 108091007433 antigens Proteins 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 239000000853 adhesive Substances 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000005553 drilling Methods 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 239000000677 immunologic agent Substances 0.000 claims 1
- 229940124541 immunological agent Drugs 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
-
- 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
- A61K47/61—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 the organic macromolecular compound being a polysaccharide or a derivative thereof
-
- 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
- A61K47/69—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 conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
- A61K47/6903—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 conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being semi-solid, e.g. an ointment, a gel, a hydrogel or a solidifying gel
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/06—Macromolecular compounds, carriers being organic macromolecular compounds, i.e. organic oligomeric, polymeric, dendrimeric molecules
- A61K51/065—Macromolecular compounds, carriers being organic macromolecular compounds, i.e. organic oligomeric, polymeric, dendrimeric molecules conjugates with carriers being macromolecules
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/12—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by a special physical form, e.g. emulsion, microcapsules, liposomes, characterized by a special physical form, e.g. emulsions, dispersions, microcapsules
- A61K51/1213—Semi-solid forms, gels, hydrogels, ointments, fats and waxes that are solid at room temperature
-
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
-
- 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
- A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin
-
- 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
- A61L27/20—Polysaccharides
-
- 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
- A61L27/52—Hydrogels or hydrocolloids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- 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
-
- 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
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Optics & Photonics (AREA)
- General Chemical & Material Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Transplantation (AREA)
- Immunology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Physics & Mathematics (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Urology & Nephrology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
1. Сшиваемая хитозановая композиция, содержащая хитозан со степенью деацетилирования 30-75%, где хитозан деацетилирован случайным образом, и сшивающий агент, где молярное отношение сшивающего агента к хитозану составляет 0,2:1 или менее в пересчете на число функциональных групп в сшивающем агенте и число диацетилированных аминогрупп в хитозане. ! 2. Сшиваемая хитозановая композиция по п.1, где хитозан имеет степень деацетилирования 35-55%. ! 3. Сшиваемая хитозановая композиция по п.1, где хитозан перед сшиванием имеет среднюю молекулярную массу 10-500 кДа. ! 4. Сшиваемая хитозановая композиция по п.1, где сшивающий агент является бифункциональным. ! 5. Сшиваемая хитозановая композиция по любому из пп.1-4, где сшивающий агент имеет функциональные группы, выбранные из сложных эфиров, акцепторов Михаэля, эпоксидов и их комбинаций. ! 6. Способ получения хитозанового гидрогеля, включающий получение сшиваемой хитозановой композиции по любому из пп.1-6 в водном растворе, сшивание композиции и выделение полученного хитозанового гидрогеля. ! 7. Способ по п.6, где сшивание выполняют при pH 6-10. ! 8. Хитозановый гидрогель, получаемый способом по п.6 или 7. ! 9. Хитозановый гидрогель по п.8 в форме дробленого геля. ! 10. Хитозановый гидрогель по п.8 или 9 для применения в качестве вакцины, в доставке лекарственных средств, в наращивании тканей, в качестве каркаса клеточных культур, для инкапсулирования жизнеспособных клеток, в устройствах для заживления ран, в ортопедии, в качестве биоматериала, для лечения недержания мочи или везикоуретерального рефлюкса, в вискохирургии, в обеспечении живыми клетками организма хозяина, в качестве косметического ср
Claims (12)
1. Сшиваемая хитозановая композиция, содержащая хитозан со степенью деацетилирования 30-75%, где хитозан деацетилирован случайным образом, и сшивающий агент, где молярное отношение сшивающего агента к хитозану составляет 0,2:1 или менее в пересчете на число функциональных групп в сшивающем агенте и число диацетилированных аминогрупп в хитозане.
2. Сшиваемая хитозановая композиция по п.1, где хитозан имеет степень деацетилирования 35-55%.
3. Сшиваемая хитозановая композиция по п.1, где хитозан перед сшиванием имеет среднюю молекулярную массу 10-500 кДа.
4. Сшиваемая хитозановая композиция по п.1, где сшивающий агент является бифункциональным.
5. Сшиваемая хитозановая композиция по любому из пп.1-4, где сшивающий агент имеет функциональные группы, выбранные из сложных эфиров, акцепторов Михаэля, эпоксидов и их комбинаций.
6. Способ получения хитозанового гидрогеля, включающий получение сшиваемой хитозановой композиции по любому из пп.1-6 в водном растворе, сшивание композиции и выделение полученного хитозанового гидрогеля.
7. Способ по п.6, где сшивание выполняют при pH 6-10.
8. Хитозановый гидрогель, получаемый способом по п.6 или 7.
9. Хитозановый гидрогель по п.8 в форме дробленого геля.
10. Хитозановый гидрогель по п.8 или 9 для применения в качестве вакцины, в доставке лекарственных средств, в наращивании тканей, в качестве каркаса клеточных культур, для инкапсулирования жизнеспособных клеток, в устройствах для заживления ран, в ортопедии, в качестве биоматериала, для лечения недержания мочи или везикоуретерального рефлюкса, в вискохирургии, в обеспечении живыми клетками организма хозяина, в качестве косметического средства, в качестве придающего объем агента, в качестве загустителя, в качестве добавки в пищевой промышленности, в качестве клея, в качестве смазывающих веществ или в качестве вспомогательной жидкости при сверлении.
11. Фармацевтическая композиция, содержащая хитозановый гидрогель по п.8 или 9 и фармацевтически активный ингредиент.
12. Иммунологический агент, содержащий хитозановый гидрогель по п.8 или 9 и антиген, где антиген возможно ковалентно связан с хитозаном.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US98362307P | 2007-10-30 | 2007-10-30 | |
| US60/983,623 | 2007-10-30 | ||
| PCT/EP2008/064737 WO2009056602A1 (en) | 2007-10-30 | 2008-10-30 | Chitosan composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2010117016A true RU2010117016A (ru) | 2011-12-10 |
| RU2482133C2 RU2482133C2 (ru) | 2013-05-20 |
Family
ID=40427543
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2010117016/13A RU2482133C2 (ru) | 2007-10-30 | 2008-10-30 | Хитозановая композиция |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US8703924B2 (ru) |
| EP (1) | EP2209813A1 (ru) |
| JP (1) | JP5725862B2 (ru) |
| KR (1) | KR101545506B1 (ru) |
| CN (1) | CN101903408B (ru) |
| AU (1) | AU2008320877B2 (ru) |
| BR (1) | BRPI0817895A2 (ru) |
| CA (1) | CA2704162C (ru) |
| MX (1) | MX2010004836A (ru) |
| NZ (1) | NZ584996A (ru) |
| RU (1) | RU2482133C2 (ru) |
| WO (1) | WO2009056602A1 (ru) |
| ZA (1) | ZA201003041B (ru) |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006026731A1 (en) * | 2004-08-30 | 2006-03-09 | Spineovations, Inc. | Method of treating spinal internal disk derangement |
| US20100004700A1 (en) * | 2008-03-05 | 2010-01-07 | Neville Alleyne | Method of treating tissue with a suspenson of tricalcium hydroxyapatite microspheres |
| US8469961B2 (en) * | 2008-03-05 | 2013-06-25 | Neville Alleyne | Methods and compositions for minimally invasive capsular augmentation of canine coxofemoral joints |
| US9234100B2 (en) | 2009-02-20 | 2016-01-12 | Uniboard Canada Inc. | Chitosan-based adhesives and uses thereof |
| JP5936536B2 (ja) * | 2009-03-16 | 2016-06-22 | ユニバーシティー オブ メンフィス リサーチ ファウンデーション | 傷に剤を届けるための組成物および方法 |
| US8617132B2 (en) | 2009-10-06 | 2013-12-31 | Regents Of The University Of Minnesota | Bioresorbable embolization microspheres |
| US20110236582A1 (en) | 2010-03-29 | 2011-09-29 | Scheuing David R | Polyelectrolyte Complexes |
| US9474269B2 (en) * | 2010-03-29 | 2016-10-25 | The Clorox Company | Aqueous compositions comprising associative polyelectrolyte complexes (PEC) |
| US9309435B2 (en) | 2010-03-29 | 2016-04-12 | The Clorox Company | Precursor polyelectrolyte complexes compositions comprising oxidants |
| BR112012028194A2 (pt) * | 2010-05-04 | 2017-08-08 | Viscogel Ab | composição, e, processo para preparação da composição |
| FR2975706B1 (fr) * | 2011-05-26 | 2017-07-21 | Ifremer (Institut Francais De Rech Pour L'exploitation De La Mer) | Extraction de chitines en une seule etape par hydrolyse enzymatique en milieu acide |
| GB201116050D0 (en) | 2011-09-16 | 2011-11-02 | Ntnu Technology Transfer As | Ionic gel |
| US9867909B2 (en) | 2011-09-30 | 2018-01-16 | Sofradim Production | Multilayer implants for delivery of therapeutic agents |
| US20130096082A1 (en) * | 2011-10-11 | 2013-04-18 | Baxter Healthcare S.A. | Hemostatic compositions |
| US8889655B2 (en) | 2012-07-20 | 2014-11-18 | Aegis Women's Health Technologies | Compositions and methods for preventing infectious diseases in females |
| EP2911676B1 (en) * | 2012-10-29 | 2020-05-20 | The Board of Trustees of the University of Arkansas | Novel mucosal adjuvants and delivery systems |
| RU2526183C1 (ru) * | 2013-02-28 | 2014-08-20 | Федеральное государственное унитарное предприятие Научно-производственный центр "Фармзащита" Федерального медико-биологического агентства (ФГУП НПЦ "Фармзащита" ФМБА России) | Гемостатическая противоожоговая ранозаживляющая композиция |
| WO2014142915A1 (en) | 2013-03-14 | 2014-09-18 | University Of Memphis Research Foundation | Methods for producing a biodegradable chitosan composition and uses thereof |
| CN105142399B (zh) * | 2013-03-14 | 2018-06-12 | 金珂生物医疗公司 | 生物相容的和生物可吸收的衍生的壳聚糖组合物 |
| GB2514597A (en) * | 2013-05-30 | 2014-12-03 | Medtrade Products Ltd | Degradable haemostat composition |
| GB2514592A (en) * | 2013-05-30 | 2014-12-03 | Medtrade Products Ltd | Degradable haemostat composition |
| JP6428611B2 (ja) * | 2013-06-06 | 2018-11-28 | 凸版印刷株式会社 | 針状体 |
| GB201316082D0 (en) | 2013-09-09 | 2013-10-23 | Viscogel Ab | Chitosan composition |
| US9192692B2 (en) | 2013-10-24 | 2015-11-24 | Medtronic Xomed, Inc. | Chitosan stenting paste |
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| Publication number | Publication date |
|---|---|
| KR101545506B1 (ko) | 2015-08-19 |
| US20100316715A1 (en) | 2010-12-16 |
| JP5725862B2 (ja) | 2015-05-27 |
| JP2011500955A (ja) | 2011-01-06 |
| US8703924B2 (en) | 2014-04-22 |
| ZA201003041B (en) | 2011-07-27 |
| BRPI0817895A2 (pt) | 2015-03-31 |
| EP2209813A1 (en) | 2010-07-28 |
| NZ584996A (en) | 2012-07-27 |
| CA2704162C (en) | 2016-04-12 |
| WO2009056602A1 (en) | 2009-05-07 |
| MX2010004836A (es) | 2010-10-20 |
| AU2008320877B2 (en) | 2013-03-14 |
| RU2482133C2 (ru) | 2013-05-20 |
| CA2704162A1 (en) | 2009-05-07 |
| KR20100083836A (ko) | 2010-07-22 |
| CN101903408A (zh) | 2010-12-01 |
| AU2008320877A1 (en) | 2009-05-07 |
| CN101903408B (zh) | 2013-08-14 |
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