CN105348401A - 用于制造羟乙基淀粉衍生物的方法 - Google Patents
用于制造羟乙基淀粉衍生物的方法 Download PDFInfo
- Publication number
- CN105348401A CN105348401A CN201510909616.5A CN201510909616A CN105348401A CN 105348401 A CN105348401 A CN 105348401A CN 201510909616 A CN201510909616 A CN 201510909616A CN 105348401 A CN105348401 A CN 105348401A
- Authority
- CN
- China
- Prior art keywords
- value
- temperature
- hydroxyethyl starch
- solution
- described solution
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims abstract description 43
- 229920001612 Hydroxyethyl starch Polymers 0.000 title claims abstract description 26
- 229940050526 hydroxyethylstarch Drugs 0.000 title claims abstract description 26
- 235000019426 modified starch Nutrition 0.000 title claims description 19
- 238000004519 manufacturing process Methods 0.000 title abstract description 14
- -1 cyanide compound Chemical class 0.000 claims abstract description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000010438 heat treatment Methods 0.000 claims abstract description 13
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 137
- 229910052742 iron Inorganic materials 0.000 claims description 76
- 150000001875 compounds Chemical class 0.000 claims description 34
- 229920002472 Starch Polymers 0.000 claims description 17
- 235000019698 starch Nutrition 0.000 claims description 17
- 239000008107 starch Substances 0.000 claims description 17
- 239000002253 acid Substances 0.000 claims description 13
- 150000002386 heptoses Chemical class 0.000 claims description 11
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 claims description 9
- 238000006467 substitution reaction Methods 0.000 claims description 9
- JMANVNJQNLATNU-UHFFFAOYSA-N glycolonitrile Natural products N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 claims description 6
- 230000000536 complexating effect Effects 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- KWMLJOLKUYYJFJ-UHFFFAOYSA-N 2,3,4,5,6,7-Hexahydroxyheptanoic acid Chemical group OCC(O)C(O)C(O)C(O)C(O)C(O)=O KWMLJOLKUYYJFJ-UHFFFAOYSA-N 0.000 abstract description 6
- 239000000243 solution Substances 0.000 description 82
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 12
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 12
- 229910021645 metal ion Inorganic materials 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 229920002307 Dextran Polymers 0.000 description 7
- 238000007669 thermal treatment Methods 0.000 description 6
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 5
- 235000011121 sodium hydroxide Nutrition 0.000 description 5
- 239000008215 water for injection Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- 229920001353 Dextrin Polymers 0.000 description 3
- 239000004375 Dextrin Substances 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 3
- 229930006000 Sucrose Natural products 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 208000007502 anemia Diseases 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229910001447 ferric ion Inorganic materials 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000012488 sample solution Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000005720 sucrose Substances 0.000 description 3
- 238000000108 ultra-filtration Methods 0.000 description 3
- DHDHJYNTEFLIHY-UHFFFAOYSA-N 4,7-diphenyl-1,10-phenanthroline Chemical compound C1=CC=CC=C1C1=CC=NC2=C1C=CC1=C(C=3C=CC=CC=3)C=CN=C21 DHDHJYNTEFLIHY-UHFFFAOYSA-N 0.000 description 2
- 229920002261 Corn starch Polymers 0.000 description 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000012482 calibration solution Substances 0.000 description 2
- KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 description 2
- 239000002026 chloroform extract Substances 0.000 description 2
- 239000008120 corn starch Substances 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 235000019425 dextrin Nutrition 0.000 description 2
- FWZTTZUKDVJDCM-CEJAUHOTSA-M disodium;(2r,3r,4s,5s,6r)-2-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;iron(3+);oxygen(2-);hydroxide;trihydrate Chemical compound O.O.O.[OH-].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Na+].[Na+].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 FWZTTZUKDVJDCM-CEJAUHOTSA-M 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 235000013924 ferrous gluconate Nutrition 0.000 description 2
- 238000001631 haemodialysis Methods 0.000 description 2
- 230000000322 hemodialysis Effects 0.000 description 2
- 150000002505 iron Chemical class 0.000 description 2
- 150000004698 iron complex Chemical class 0.000 description 2
- 229940032961 iron sucrose Drugs 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229940127554 medical product Drugs 0.000 description 2
- 238000011045 prefiltration Methods 0.000 description 2
- 230000029058 respiratory gaseous exchange Effects 0.000 description 2
- 238000001542 size-exclusion chromatography Methods 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000012498 ultrapure water Substances 0.000 description 2
- 229940035081 venofer Drugs 0.000 description 2
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 description 1
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 description 1
- 102000003951 Erythropoietin Human genes 0.000 description 1
- 108090000394 Erythropoietin Proteins 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- 239000004368 Modified starch Substances 0.000 description 1
- 206010058116 Nephrogenic anaemia Diseases 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- 238000011026 diafiltration Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000010437 erythropoiesis Effects 0.000 description 1
- 229940105423 erythropoietin Drugs 0.000 description 1
- 239000004222 ferrous gluconate Substances 0.000 description 1
- 229960001645 ferrous gluconate Drugs 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 229940050410 gluconate Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- MVFCKEFYUDZOCX-UHFFFAOYSA-N iron(2+);dinitrate Chemical compound [Fe+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O MVFCKEFYUDZOCX-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- VRIVJOXICYMTAG-IYEMJOQQSA-L iron(ii) gluconate Chemical compound [Fe+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O VRIVJOXICYMTAG-IYEMJOQQSA-L 0.000 description 1
- 208000017169 kidney disease Diseases 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229940126601 medicinal product Drugs 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- OXCMYAYHXIHQOA-UHFFFAOYSA-N potassium;[2-butyl-5-chloro-3-[[4-[2-(1,2,4-triaza-3-azanidacyclopenta-1,4-dien-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol Chemical compound [K+].CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=2C(=CC=CC=2)C2=N[N-]N=N2)C=C1 OXCMYAYHXIHQOA-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000003642 reactive oxygen metabolite Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910000648 terne Inorganic materials 0.000 description 1
- 229910021642 ultra pure water Inorganic materials 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/08—Ethers
- C08B31/12—Ethers having alkyl or cycloalkyl radicals substituted by heteroatoms, e.g. hydroxyalkyl or carboxyalkyl starch
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K33/00—Medicinal preparations containing inorganic active ingredients
- A61K33/24—Heavy metals; Compounds thereof
- A61K33/26—Iron; Compounds 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
-
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/08—Ethers
- C08B31/10—Alkyl or cycloalkyl ethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/18—Oxidised starch
- C08B31/185—Derivatives of oxidised starch, e.g. crosslinked oxidised starch
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Nutrition Science (AREA)
- Obesity (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11170761.8 | 2011-06-21 | ||
| EP11170761A EP2537866A1 (en) | 2011-06-21 | 2011-06-21 | Hydroxyethyl starch derivatives, method for manufacturing the same and therapeutical uses thereof |
| CN201280029882.3A CN103649128B (zh) | 2011-06-21 | 2012-06-21 | 用于制造羟乙基淀粉衍生物的方法 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201280029882.3A Division CN103649128B (zh) | 2011-06-21 | 2012-06-21 | 用于制造羟乙基淀粉衍生物的方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105348401A true CN105348401A (zh) | 2016-02-24 |
Family
ID=44799422
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510909616.5A Pending CN105348401A (zh) | 2011-06-21 | 2012-06-21 | 用于制造羟乙基淀粉衍生物的方法 |
| CN201280029882.3A Active CN103649128B (zh) | 2011-06-21 | 2012-06-21 | 用于制造羟乙基淀粉衍生物的方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201280029882.3A Active CN103649128B (zh) | 2011-06-21 | 2012-06-21 | 用于制造羟乙基淀粉衍生物的方法 |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US9181353B2 (enExample) |
| EP (2) | EP2537866A1 (enExample) |
| JP (2) | JP6370217B2 (enExample) |
| CN (2) | CN105348401A (enExample) |
| BR (1) | BR112013032901A2 (enExample) |
| CA (1) | CA2837784C (enExample) |
| CY (1) | CY1121976T1 (enExample) |
| DK (1) | DK2723774T3 (enExample) |
| ES (1) | ES2733767T3 (enExample) |
| HK (1) | HK1220218A1 (enExample) |
| HR (1) | HRP20191173T1 (enExample) |
| HU (1) | HUE044428T2 (enExample) |
| LT (1) | LT2723774T (enExample) |
| MX (1) | MX337682B (enExample) |
| PL (1) | PL2723774T3 (enExample) |
| PT (1) | PT2723774T (enExample) |
| RS (1) | RS59021B1 (enExample) |
| SI (1) | SI2723774T1 (enExample) |
| SM (1) | SMT201900430T1 (enExample) |
| TR (1) | TR201909574T4 (enExample) |
| TW (1) | TWI564010B (enExample) |
| WO (1) | WO2012175608A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6616725B2 (ja) * | 2016-03-31 | 2019-12-04 | 日本製紙株式会社 | 塗工紙用澱粉 |
| SG11202107050RA (en) | 2019-01-10 | 2021-07-29 | Pharmacosmos Holding As | Treating iron deficiency in subjects at risk of cardiovascular adverse events and iron for the management of atrial fibrillation |
| EA202191858A1 (ru) | 2019-06-12 | 2021-11-12 | Фармакосмос Холдинг А/С | Лечение дефицита железа у субъектов с риском нежелательных явлений со стороны сердечно-сосудистой системы и железо для лечения фибрилляции предсердий |
| CA3226771A1 (en) | 2021-08-03 | 2023-02-09 | Pharmacosmos Holding A/S | Iron complex compounds for subcutaneous use in therapy of iron deficiency in companion animals |
| CN117547549A (zh) * | 2023-11-09 | 2024-02-13 | 黑龙江八一农垦大学 | 适用于犬arf的腹膜透析液与助清除剂的制备方法 |
| WO2026017901A1 (en) | 2024-07-18 | 2026-01-22 | Malian Biologicals Gmbh | Iron supplementation in neurodevelopmental or psychiatric disorder |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3639588A (en) * | 1966-10-22 | 1972-02-01 | Fisons Pharmaceuticals Ltd | Pharmaceutical compositions containing ferric hydroxide complexed with dextran or dextrin heptonic acids |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4370476A (en) * | 1979-07-17 | 1983-01-25 | Usher Thomas C | Dextran polycarboxylic acids, ferric hydroxide complexes |
| GB8902894D0 (en) * | 1989-02-09 | 1989-03-30 | Fisons Plc | Compositions |
| JPH0566372A (ja) * | 1991-09-10 | 1993-03-19 | Fukui Megane Kogyo Kk | 金属製眼鏡フレーム部品の製造方法 |
| JPH0776524A (ja) * | 1993-07-13 | 1995-03-20 | Takeda Chem Ind Ltd | 動物用抗貧血剤 |
| DK172860B1 (da) | 1998-03-25 | 1999-08-16 | Pharmacosmos Holding As | Jerndextranforbindelse til anvendelse som komponent i et terapeutisk middel til forebyggelse af eller behandling af jernman |
| DK173138B1 (da) | 1998-11-20 | 2000-02-07 | Pharmacosmos Holding As | Fremgangsmåde til fremstilling af en jerndextranforbindelse, jerndextranforbindelse fremstillet efter fremgangsmåden, farma |
| 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 |
| JP5178836B2 (ja) * | 2007-08-17 | 2013-04-10 | アクゾ ノーベル ナムローゼ フェンノートシャップ | グルタミン酸ｎ，ｎ−二酢酸のアルカリ金属塩、そのような塩の調製プロセス及びその使用 |
| TWI469965B (zh) * | 2008-12-22 | 2015-01-21 | Ono Pharmaceutical Co | 乙炔基吲哚化合物 |
| JP5397991B2 (ja) * | 2009-04-01 | 2014-01-22 | 学校法人東京農業大学 | 乳酸菌を用いたビタミンｂ１２の定量方法 |
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2011
- 2011-06-21 EP EP11170761A patent/EP2537866A1/en not_active Withdrawn
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2012
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- 2012-06-21 CN CN201510909616.5A patent/CN105348401A/zh active Pending
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- 2012-06-21 SI SI201231627T patent/SI2723774T1/sl unknown
- 2012-06-21 PL PL12737229T patent/PL2723774T3/pl unknown
- 2012-06-21 WO PCT/EP2012/061958 patent/WO2012175608A1/en not_active Ceased
- 2012-06-21 DK DK12737229.0T patent/DK2723774T3/da active
- 2012-06-21 BR BR112013032901A patent/BR112013032901A2/pt not_active Application Discontinuation
- 2012-06-21 HR HRP20191173TT patent/HRP20191173T1/hr unknown
- 2012-06-21 HU HUE12737229 patent/HUE044428T2/hu unknown
- 2012-06-21 CN CN201280029882.3A patent/CN103649128B/zh active Active
- 2012-06-21 JP JP2014516345A patent/JP6370217B2/ja active Active
- 2012-06-21 RS RS20190850A patent/RS59021B1/sr unknown
- 2012-06-21 PT PT12737229T patent/PT2723774T/pt unknown
- 2012-06-21 LT LTEP12737229.0T patent/LT2723774T/lt unknown
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2015
- 2015-10-26 US US14/922,897 patent/US9631032B2/en active Active
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2016
- 2016-07-12 HK HK16108112.8A patent/HK1220218A1/zh unknown
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2018
- 2018-03-27 JP JP2018059264A patent/JP2018100424A/ja active Pending
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2019
- 2019-07-03 CY CY20191100704T patent/CY1121976T1/el unknown
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3639588A (en) * | 1966-10-22 | 1972-02-01 | Fisons Pharmaceuticals Ltd | Pharmaceutical compositions containing ferric hydroxide complexed with dextran or dextrin heptonic acids |
Non-Patent Citations (2)
| Title |
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| NINA TERNES ET AL.: ""Iron availability and complex stability of iron hydroxyethyl starch and iron dextran—a comparative in vitro study with liver cells and macrophages"", 《NEPHROL DIAL TRANSPLANT》 * |
| 尹志刚主编: "《有机化学（第1版）》", 28 February 2010, 河南科学技术出版社 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2837784A1 (en) | 2012-12-27 |
| US20140128594A1 (en) | 2014-05-08 |
| JP6370217B2 (ja) | 2018-08-08 |
| DK2723774T3 (da) | 2019-07-15 |
| TWI564010B (zh) | 2017-01-01 |
| CN103649128B (zh) | 2016-02-10 |
| BR112013032901A2 (pt) | 2017-01-24 |
| MX2013015075A (es) | 2014-04-14 |
| SMT201900430T1 (it) | 2019-09-09 |
| CA2837784C (en) | 2019-10-15 |
| ES2733767T3 (es) | 2019-12-02 |
| RS59021B1 (sr) | 2019-08-30 |
| WO2012175608A1 (en) | 2012-12-27 |
| PT2723774T (pt) | 2019-07-15 |
| LT2723774T (lt) | 2019-08-12 |
| US20160046733A1 (en) | 2016-02-18 |
| TR201909574T4 (en) | 2019-08-21 |
| CN103649128A (zh) | 2014-03-19 |
| SI2723774T1 (sl) | 2019-08-30 |
| MX337682B (es) | 2016-03-15 |
| EP2537866A1 (en) | 2012-12-26 |
| EP2723774A1 (en) | 2014-04-30 |
| JP2014520188A (ja) | 2014-08-21 |
| JP2018100424A (ja) | 2018-06-28 |
| HRP20191173T1 (hr) | 2019-10-04 |
| HUE044428T2 (hu) | 2019-10-28 |
| US9631032B2 (en) | 2017-04-25 |
| HK1220218A1 (zh) | 2017-04-28 |
| CY1121976T1 (el) | 2020-10-14 |
| PL2723774T3 (pl) | 2019-10-31 |
| US9181353B2 (en) | 2015-11-10 |
| TW201315474A (zh) | 2013-04-16 |
| EP2723774B1 (en) | 2019-04-03 |
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