DE19952073A1 - Verfahren zur Herstellung von nanopartikulären Chitosanen oder Chitosan-Derivaten - Google Patents
Verfahren zur Herstellung von nanopartikulären Chitosanen oder Chitosan-DerivatenInfo
- Publication number
- DE19952073A1 DE19952073A1 DE1999152073 DE19952073A DE19952073A1 DE 19952073 A1 DE19952073 A1 DE 19952073A1 DE 1999152073 DE1999152073 DE 1999152073 DE 19952073 A DE19952073 A DE 19952073A DE 19952073 A1 DE19952073 A1 DE 19952073A1
- Authority
- DE
- Germany
- Prior art keywords
- chitosan
- chitosans
- nanoparticulate
- acid
- preparation
- 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.)
- Ceased
Links
- 229920001661 Chitosan Polymers 0.000 title claims abstract description 103
- 238000000034 method Methods 0.000 title claims abstract description 33
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 239000003607 modifier Substances 0.000 claims abstract description 20
- 239000002245 particle Substances 0.000 claims abstract description 16
- 239000003960 organic solvent Substances 0.000 claims abstract description 10
- 238000001556 precipitation Methods 0.000 claims abstract description 8
- 230000002378 acidificating effect Effects 0.000 claims abstract description 5
- 239000012736 aqueous medium Substances 0.000 claims abstract description 3
- -1 Alkyl glycosides Chemical class 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 13
- 239000002537 cosmetic Substances 0.000 claims description 9
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
- 150000002191 fatty alcohols Chemical class 0.000 claims description 8
- 229930182470 glycoside Natural products 0.000 claims description 6
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 5
- 238000005119 centrifugation Methods 0.000 claims description 4
- 238000000502 dialysis Methods 0.000 claims description 4
- 238000004108 freeze drying Methods 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- 239000004310 lactic acid Substances 0.000 claims description 2
- 235000014655 lactic acid Nutrition 0.000 claims description 2
- 239000002105 nanoparticle Substances 0.000 abstract description 9
- 238000005054 agglomeration Methods 0.000 abstract description 2
- 230000002776 aggregation Effects 0.000 abstract description 2
- 229940045110 chitosan Drugs 0.000 description 64
- 239000000047 product Substances 0.000 description 18
- 239000000243 solution Substances 0.000 description 15
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 14
- 235000014113 dietary fatty acids Nutrition 0.000 description 14
- 239000000194 fatty acid Substances 0.000 description 14
- 229930195729 fatty acid Natural products 0.000 description 14
- 150000004665 fatty acids Chemical class 0.000 description 11
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- 150000003839 salts Chemical class 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000003995 emulsifying agent Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
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- 150000002148 esters Chemical class 0.000 description 5
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229920000223 polyglycerol Polymers 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000003929 acidic solution Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 3
- 229920002101 Chitin Polymers 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- FLASNYPZGWUPSU-SICDJOISSA-N chitosan Chemical class O([C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)N)O[C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)N)O[C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)N)O[C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)N)O[C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)N)O[C@H]1[C@H](O)[C@H]([C@@H](O[C@@H]1CO)O[C@@H]1[C@H](O[C@@H](O[C@@H]2[C@H](O[C@@H](O)[C@H](N)[C@H]2O)CO)[C@H](N)[C@H]1O)CO)NC(=O)OC)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N FLASNYPZGWUPSU-SICDJOISSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
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- 239000002563 ionic surfactant Substances 0.000 description 3
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- 238000003756 stirring Methods 0.000 description 3
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- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
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- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
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- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
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- 229940105329 carboxymethylcellulose Drugs 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
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- 150000002338 glycosides Chemical class 0.000 description 2
- 239000000416 hydrocolloid Substances 0.000 description 2
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- 239000004005 microsphere Substances 0.000 description 2
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- 238000006384 oligomerization reaction Methods 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 238000000108 ultra-filtration Methods 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- BZANQLIRVMZFOS-ZKZCYXTQSA-N (3r,4s,5s,6r)-2-butoxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound CCCCOC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O BZANQLIRVMZFOS-ZKZCYXTQSA-N 0.000 description 1
- HOVAGTYPODGVJG-UVSYOFPXSA-N (3s,5r)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol Chemical compound COC1OC(CO)[C@@H](O)C(O)[C@H]1O HOVAGTYPODGVJG-UVSYOFPXSA-N 0.000 description 1
- 229940114069 12-hydroxystearate Drugs 0.000 description 1
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- RMTFNDVZYPHUEF-XZBKPIIZSA-N 3-O-methyl-D-glucose Chemical compound O=C[C@H](O)[C@@H](OC)[C@H](O)[C@H](O)CO RMTFNDVZYPHUEF-XZBKPIIZSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 244000005894 Albizia lebbeck Species 0.000 description 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-M Aminoacetate Chemical compound NCC([O-])=O DHMQDGOQFOQNFH-UHFFFAOYSA-M 0.000 description 1
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- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 229920001612 Hydroxyethyl starch Polymers 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- HGMADQPCPDASBR-UHFFFAOYSA-N OCCN1CCN(CC(O)=O)C1 Chemical class OCCN1CCN(CC(O)=O)C1 HGMADQPCPDASBR-UHFFFAOYSA-N 0.000 description 1
- 229920000805 Polyaspartic acid Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
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- 239000000205 acacia gum Substances 0.000 description 1
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- 125000002252 acyl group Chemical group 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 229960000250 adipic acid Drugs 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
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- 235000006708 antioxidants Nutrition 0.000 description 1
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- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 229920001222 biopolymer Polymers 0.000 description 1
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- PYIDGJJWBIBVIA-UYTYNIKBSA-N lauryl glucoside Chemical compound CCCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O PYIDGJJWBIBVIA-UYTYNIKBSA-N 0.000 description 1
- 229940048848 lauryl glucoside Drugs 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
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- 239000002609 medium Substances 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/51—Nanocapsules; Nanoparticles
- A61K9/5107—Excipients; Inactive ingredients
- A61K9/513—Organic macromolecular compounds; Dendrimers
- A61K9/5161—Polysaccharides, e.g. alginate, chitosan, cellulose derivatives; Cyclodextrin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/736—Chitin; Chitosan; Derivatives thereof
-
- 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
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/51—Nanocapsules; Nanoparticles
- A61K9/5192—Processes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
- C08J3/14—Powdering or granulating by precipitation from solutions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
- C08L5/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/413—Nanosized, i.e. having sizes below 100 nm
-
- 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
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2305/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2301/00 or C08J2303/00
- C08J2305/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Nanotechnology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Biophysics (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- Medical Informatics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Cosmetics (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicinal Preparation (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1999152073 DE19952073A1 (de) | 1999-10-29 | 1999-10-29 | Verfahren zur Herstellung von nanopartikulären Chitosanen oder Chitosan-Derivaten |
| JP2001535447A JP2003514046A (ja) | 1999-10-29 | 2000-10-20 | ナノ粒子状キトサンまたはキトサン誘導体の製造方法 |
| EP00972819A EP1237988A1 (fr) | 1999-10-29 | 2000-10-20 | Procede de preparation de chitosanes ou de derives de chitosane nanoparticulaires |
| PCT/EP2000/010330 WO2001032751A1 (fr) | 1999-10-29 | 2000-10-20 | Procede de preparation de chitosanes ou de derives de chitosane nanoparticulaires |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1999152073 DE19952073A1 (de) | 1999-10-29 | 1999-10-29 | Verfahren zur Herstellung von nanopartikulären Chitosanen oder Chitosan-Derivaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19952073A1 true DE19952073A1 (de) | 2001-07-12 |
Family
ID=7927259
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1999152073 Ceased DE19952073A1 (de) | 1999-10-29 | 1999-10-29 | Verfahren zur Herstellung von nanopartikulären Chitosanen oder Chitosan-Derivaten |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1237988A1 (fr) |
| JP (1) | JP2003514046A (fr) |
| DE (1) | DE19952073A1 (fr) |
| WO (1) | WO2001032751A1 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10139853A1 (de) * | 2001-08-14 | 2003-03-06 | Beiersdorf Ag | Erhöhung von Thermostabilität und Verbesserung der Fließeigenschaften von chitosanhaltigen Formulierungen |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10014529A1 (de) | 2000-03-23 | 2001-09-27 | Cognis Deutschland Gmbh | Desodorierende Zubereitungen mit nanoskaligen Chitosanen und/oder Chitosanderivaten |
| GB0126923D0 (en) | 2001-11-09 | 2002-01-02 | Procter & Gamble | Chitosan compositions |
| PL196686B1 (pl) * | 2002-02-07 | 2008-01-31 | Abbott Lab De Costa Rica Ltd | Sposób oczyszczania chitozanu z białek |
| EP1384404A1 (fr) * | 2002-07-23 | 2004-01-28 | The Procter & Gamble Company | Composition de soins des cheveux |
| US20040176477A1 (en) * | 2003-03-06 | 2004-09-09 | The Procter & Gamble Company | Chitosan powder |
| AU2003271241A1 (en) * | 2003-03-31 | 2004-10-25 | Boris Olegovich Maier | Chitosan product, method for the production thereof, methods for producing chitosan product derivatives and compositions based thereon |
| FR2859479B1 (fr) * | 2003-09-05 | 2008-09-19 | Oligocaps Lab | Granule de chitosan utilisable a des fins dietetiques , alimentaires ou phytosanitaires |
| US7536962B2 (en) | 2005-04-19 | 2009-05-26 | Kamterter Ii, L.L.C. | Systems for the control and use of fluids and particles |
| US8308075B2 (en) | 2005-04-19 | 2012-11-13 | Kamterter Products, Llc | Systems for the control and use of fluids and particles |
| US7311050B2 (en) | 2005-04-19 | 2007-12-25 | Kamterter Ii, L.L.C. | Systems for the control and use of fluids and particles |
| FR2888581B1 (fr) * | 2005-07-12 | 2010-05-14 | Univ Claude Bernard Lyon | Nouveau procede de preparation de nanoparticules de chitine |
| RU2313538C2 (ru) * | 2005-08-04 | 2007-12-27 | Борис Олегович Майер | Хитозановый продукт, способ его получения (варианты) |
| CN100572399C (zh) * | 2006-09-19 | 2009-12-23 | 宁波新芝生物科技股份有限公司 | 一种超微化几丁聚糖产品的加工方法 |
| AT506334B1 (de) | 2008-01-22 | 2010-12-15 | Chemiefaser Lenzing Ag | Verfahren zur behandlung cellulosischer formkörper |
| US7943597B2 (en) | 2008-04-08 | 2011-05-17 | Cypress Pharmaceutical, Inc. | Phosphate-binding chitosan and uses thereof |
| CN102803587B (zh) | 2010-03-25 | 2015-09-30 | 连津格股份公司 | 纤维素纤维的用途 |
| US8877907B2 (en) | 2010-06-07 | 2014-11-04 | The Johns Hopkins University | Molecularly imprinted polymers |
| CN107356657A (zh) * | 2017-07-12 | 2017-11-17 | 桐城师范高等专科学校 | 一种壳聚糖纳米微粒的制备及其在农药残留检测中的应用 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997033624A1 (fr) * | 1996-03-14 | 1997-09-18 | Schering Aktiengesellschaft | Microparticules, procede permettant de les produire et leur utilisation pour les diagnostics effectues a l'aide d'ultrasons |
| EP0860166A1 (fr) * | 1996-07-29 | 1998-08-26 | Universidade De Santiago De Compostela | Application de nanoparticules a base de polymeres hydrophiles en tant que formes pharmaceutiques |
| DE19810965A1 (de) * | 1998-03-13 | 1999-09-16 | Aventis Res & Tech Gmbh & Co | Nanopartikel, Verfahren zu ihrer Herstellung und ihre Verwendung |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH039925A (ja) * | 1989-06-08 | 1991-01-17 | Kanebo Ltd | 微小キトサン粒子の製造法 |
| JP2905092B2 (ja) * | 1994-06-03 | 1999-06-14 | 大日精化工業株式会社 | キトサン微粒子の製造方法 |
| JPH0930957A (ja) * | 1995-07-18 | 1997-02-04 | Oji Paper Co Ltd | 湿布材料 |
| JPH09221502A (ja) * | 1996-02-14 | 1997-08-26 | Mitsubishi Chem Corp | キトサンナノスフェア及びその製造法 |
| EP1144105B1 (fr) * | 1998-12-11 | 2002-09-25 | Henkel Kommanditgesellschaft auf Aktien | Procede de production de dispersions de nanoparticules |
| WO2000047177A1 (fr) * | 1999-02-09 | 2000-08-17 | Cognis Deutschland Gmbh | Utilisation de nanoparticules de chitosanes et/ou de derives de chitosanes |
-
1999
- 1999-10-29 DE DE1999152073 patent/DE19952073A1/de not_active Ceased
-
2000
- 2000-10-20 WO PCT/EP2000/010330 patent/WO2001032751A1/fr not_active Ceased
- 2000-10-20 JP JP2001535447A patent/JP2003514046A/ja active Pending
- 2000-10-20 EP EP00972819A patent/EP1237988A1/fr not_active Withdrawn
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997033624A1 (fr) * | 1996-03-14 | 1997-09-18 | Schering Aktiengesellschaft | Microparticules, procede permettant de les produire et leur utilisation pour les diagnostics effectues a l'aide d'ultrasons |
| EP0860166A1 (fr) * | 1996-07-29 | 1998-08-26 | Universidade De Santiago De Compostela | Application de nanoparticules a base de polymeres hydrophiles en tant que formes pharmaceutiques |
| DE19810965A1 (de) * | 1998-03-13 | 1999-09-16 | Aventis Res & Tech Gmbh & Co | Nanopartikel, Verfahren zu ihrer Herstellung und ihre Verwendung |
Non-Patent Citations (1)
| Title |
|---|
| JP 09030957 A, in Derwent, AN:97-161406/15 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10139853A1 (de) * | 2001-08-14 | 2003-03-06 | Beiersdorf Ag | Erhöhung von Thermostabilität und Verbesserung der Fließeigenschaften von chitosanhaltigen Formulierungen |
| DE10139853B4 (de) * | 2001-08-14 | 2004-10-07 | Beiersdorf Ag | Verwendung von Chitosan enthaltenden kosmetischen und/oder dermatologischen Formulierungen |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1237988A1 (fr) | 2002-09-11 |
| JP2003514046A (ja) | 2003-04-15 |
| WO2001032751A1 (fr) | 2001-05-10 |
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| OP8 | Request for examination as to paragraph 44 patent law | ||
| 8127 | New person/name/address of the applicant |
Owner name: COGNIS DEUTSCHLAND GMBH & CO. KG, 40589 DUESSELDOR |
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| 8131 | Rejection |