RU2568998C2 - Композиция для получения сшитой гиалуроновой кислоты и способ получения сшитой гиалуроновой кислоты - Google Patents
Композиция для получения сшитой гиалуроновой кислоты и способ получения сшитой гиалуроновой кислоты Download PDFInfo
- Publication number
- RU2568998C2 RU2568998C2 RU2013153007/13A RU2013153007A RU2568998C2 RU 2568998 C2 RU2568998 C2 RU 2568998C2 RU 2013153007/13 A RU2013153007/13 A RU 2013153007/13A RU 2013153007 A RU2013153007 A RU 2013153007A RU 2568998 C2 RU2568998 C2 RU 2568998C2
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- RU
- Russia
- Prior art keywords
- hyaluronic acid
- crosslinked hyaluronic
- composition
- producing
- crosslinked
- Prior art date
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- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 title claims abstract description 129
- 229920002674 hyaluronan Polymers 0.000 title claims abstract description 128
- 229960003160 hyaluronic acid Drugs 0.000 title claims abstract description 127
- 239000000203 mixture Substances 0.000 title claims abstract description 50
- 238000000034 method Methods 0.000 title claims abstract description 8
- 238000004132 cross linking Methods 0.000 claims abstract description 17
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 17
- 239000007864 aqueous solution Substances 0.000 claims abstract description 11
- 238000000227 grinding Methods 0.000 claims abstract description 7
- 239000000725 suspension Substances 0.000 claims abstract description 4
- 230000008961 swelling Effects 0.000 claims abstract description 4
- 238000005406 washing Methods 0.000 claims abstract description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 7
- SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical group C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 claims description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 102000004190 Enzymes Human genes 0.000 abstract description 9
- 108090000790 Enzymes Proteins 0.000 abstract description 9
- 230000000694 effects Effects 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- 239000012266 salt solution Substances 0.000 abstract 1
- 238000002156 mixing Methods 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 229940088598 enzyme Drugs 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 230000017423 tissue regeneration Effects 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 6
- WCDDVEOXEIYWFB-VXORFPGASA-N (2s,3s,4r,5r,6r)-3-[(2s,3r,5s,6r)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@@H]1C[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](C(O)=O)O[C@@H](O)[C@H](O)[C@H]1O WCDDVEOXEIYWFB-VXORFPGASA-N 0.000 description 5
- 239000012670 alkaline solution Substances 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 229940014041 hyaluronate Drugs 0.000 description 5
- 108010003272 Hyaluronate lyase Proteins 0.000 description 4
- 102000001974 Hyaluronidases Human genes 0.000 description 4
- 230000002051 biphasic effect Effects 0.000 description 4
- 229960002773 hyaluronidase Drugs 0.000 description 4
- 230000005923 long-lasting effect Effects 0.000 description 4
- 102000002274 Matrix Metalloproteinases Human genes 0.000 description 3
- 108010000684 Matrix Metalloproteinases Proteins 0.000 description 3
- 230000001939 inductive effect Effects 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 239000012267 brine Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229920002385 Sodium hyaluronate Polymers 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 229920001222 biopolymer Polymers 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- KIUKXJAPPMFGSW-MNSSHETKSA-N hyaluronan Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)C1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H](C(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-MNSSHETKSA-N 0.000 description 1
- 229940099552 hyaluronan Drugs 0.000 description 1
- VJVOFLWZDWLHNR-MRCUWXFGSA-N icosan-9-yl (z)-docos-13-enoate Chemical compound CCCCCCCCCCCC(CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC VJVOFLWZDWLHNR-MRCUWXFGSA-N 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229940010747 sodium hyaluronate Drugs 0.000 description 1
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- 230000030968 tissue homeostasis Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Genetics & Genomics (AREA)
- Materials Engineering (AREA)
- Biotechnology (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicinal Preparation (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020130032956A KR101869988B1 (ko) | 2013-03-27 | 2013-03-27 | 점탄성 히알루론산 가교물 제조용 조성물, 및 이를 이용하여 얻은 히알루론산 가교물 |
| KR10-2013-0032956 | 2013-03-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2013153007A RU2013153007A (ru) | 2015-06-10 |
| RU2568998C2 true RU2568998C2 (ru) | 2015-11-20 |
Family
ID=51594442
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2013153007/13A RU2568998C2 (ru) | 2013-03-27 | 2013-11-29 | Композиция для получения сшитой гиалуроновой кислоты и способ получения сшитой гиалуроновой кислоты |
Country Status (10)
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20160268291A1 (en) * | 2015-03-13 | 2016-09-15 | Kabushiki Kaisha Toshiba | Semiconductor device and manufacturing method of semiconductor device |
| KR101720426B1 (ko) * | 2015-09-01 | 2017-04-14 | (주)시지바이오 | 히알루론산 조성물 및 그의 제조방법 |
| KR102392812B1 (ko) * | 2018-07-06 | 2022-04-29 | 주식회사 엘지화학 | 높은 점탄성 및 응집성을 동시에 갖는 히알루론산 필러 |
| CA3106381C (en) * | 2018-07-10 | 2024-02-13 | Lg Chem, Ltd. | Hyaluronic acid filler having high lift capacity and low injection force |
| WO2020130685A1 (ko) | 2018-12-21 | 2020-06-25 | 주식회사 엘지화학 | 우수한 필링 특성을 갖는 히알루론산 하이드로겔을 포함하는 필러 |
| KR102395184B1 (ko) * | 2020-03-10 | 2022-05-10 | (주)메디톡스 | 단일상도 아니고 이성상도 아닌 히알루론산 가교체, 및 이의 용도 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5827937A (en) * | 1995-07-17 | 1998-10-27 | Q Med Ab | Polysaccharide gel composition |
| RU2398566C2 (ru) * | 2004-05-05 | 2010-09-10 | Ку-Мед Аб | Применение вязкоупругой композиции по новому назначению |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69622575T2 (de) * | 1995-11-15 | 2003-02-13 | Seikagaku Corp., Tokio/Tokyo | Photovernetztes hyaluronsäuregel und verfahren zu dessen herstellung |
| FR2811996B1 (fr) * | 2000-07-19 | 2003-08-08 | Corneal Ind | Reticulation de polysaccharide(s), preparation d'hydrogel(s) ; polysaccharide(s) et hydrogel(s) obtenus,leurs utilisations |
| EP1818344A4 (en) * | 2004-11-15 | 2012-04-18 | Shiseido Co Ltd | METHOD FOR SYNTHESIZING RETICULATED HYALURONIC ACID GEL |
| KR100852944B1 (ko) * | 2007-02-15 | 2008-08-19 | (주)아모레퍼시픽 | 화학적으로 가교된 히알루론산 하이드로겔 나노입자의제조방법 |
| CN101244290A (zh) * | 2007-11-30 | 2008-08-20 | 顾其胜 | 一种用于组织填充的交联透明质酸微粒凝胶的制备方法 |
| CN101538377A (zh) * | 2008-03-20 | 2009-09-23 | 上海昊海生物科技有限公司 | 一种交联透明质酸凝胶及其制备方法 |
| CN101759881A (zh) * | 2008-10-08 | 2010-06-30 | 上海建华精细生物制品有限公司 | 一种医用交联透明质酸钠凝胶衍生产品及其制备方法 |
| CN101724164B (zh) * | 2008-10-31 | 2011-12-14 | 科妍生物科技股份有限公司 | 交联透明质酸的制造方法 |
| CN102188712A (zh) * | 2010-03-04 | 2011-09-21 | 上海其胜生物制剂有限公司 | 一种可注射用凝胶微粒的制备方法 |
| CN102120833A (zh) * | 2011-01-10 | 2011-07-13 | 深圳市资福药业有限公司 | 一种透明质酸盐凝胶颗粒及其制备方法 |
| CN102952275A (zh) * | 2011-08-19 | 2013-03-06 | 上海建华精细生物制品有限公司 | 一种双相技术运用的透明质酸凝胶及其制备方法 |
-
2013
- 2013-03-27 KR KR1020130032956A patent/KR101869988B1/ko active Active
- 2013-11-13 TW TW102141213A patent/TWI522134B/zh active
- 2013-11-14 MY MYPI2013702159A patent/MY169325A/en unknown
- 2013-11-15 TR TR2013/13318A patent/TR201313318A2/tr unknown
- 2013-11-26 MX MX2013013828A patent/MX366526B/es active IP Right Grant
- 2013-11-28 BR BR102013030668A patent/BR102013030668B1/pt active IP Right Grant
- 2013-11-29 CN CN201310631346.7A patent/CN104072814A/zh active Pending
- 2013-11-29 CN CN201811531607.7A patent/CN110078978A/zh active Pending
- 2013-11-29 AR ARP130104435A patent/AR093689A1/es active IP Right Grant
- 2013-11-29 RU RU2013153007/13A patent/RU2568998C2/ru active
- 2013-12-02 IN IN3773MU2013 patent/IN2013MU03773A/en unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5827937A (en) * | 1995-07-17 | 1998-10-27 | Q Med Ab | Polysaccharide gel composition |
| RU2398566C2 (ru) * | 2004-05-05 | 2010-09-10 | Ку-Мед Аб | Применение вязкоупругой композиции по новому назначению |
Also Published As
| Publication number | Publication date |
|---|---|
| BR102013030668A8 (pt) | 2018-05-08 |
| AR093689A1 (es) | 2015-06-17 |
| MY169325A (en) | 2019-03-21 |
| MX366526B (es) | 2019-07-11 |
| MX2013013828A (es) | 2014-09-26 |
| BR102013030668A2 (pt) | 2015-08-04 |
| IN2013MU03773A (enrdf_load_stackoverflow) | 2015-08-07 |
| TR201313318A2 (tr) | 2014-10-21 |
| BR102013030668B1 (pt) | 2020-04-07 |
| RU2013153007A (ru) | 2015-06-10 |
| TW201436827A (zh) | 2014-10-01 |
| KR101869988B1 (ko) | 2018-06-21 |
| CN110078978A (zh) | 2019-08-02 |
| TWI522134B (zh) | 2016-02-21 |
| CN104072814A (zh) | 2014-10-01 |
| KR20140117956A (ko) | 2014-10-08 |
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| PD4A | Correction of name of patent owner | ||
| PC43 | Official registration of the transfer of the exclusive right without contract for inventions |
Effective date: 20180213 |