CA2412804C - Gels formed by the interaction of polyvinylpyrrolidone with chitosan derivatives - Google Patents
Gels formed by the interaction of polyvinylpyrrolidone with chitosan derivatives Download PDFInfo
- Publication number
- CA2412804C CA2412804C CA2412804A CA2412804A CA2412804C CA 2412804 C CA2412804 C CA 2412804C CA 2412804 A CA2412804 A CA 2412804A CA 2412804 A CA2412804 A CA 2412804A CA 2412804 C CA2412804 C CA 2412804C
- Authority
- CA
- Canada
- Prior art keywords
- composition
- gel
- poly
- chitosan
- vinyl lactam
- 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.)
- Expired - Lifetime
Links
- 229920001661 Chitosan Polymers 0.000 title claims abstract description 60
- 229920000036 polyvinylpyrrolidone Polymers 0.000 title claims description 37
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 title claims description 37
- 239000001267 polyvinylpyrrolidone Substances 0.000 title claims description 36
- 239000000499 gel Substances 0.000 title description 101
- 230000003993 interaction Effects 0.000 title description 2
- 239000000203 mixture Substances 0.000 claims abstract description 52
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 49
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 30
- 239000007864 aqueous solution Substances 0.000 claims description 17
- 239000000243 solution Substances 0.000 claims description 17
- 239000000758 substrate Substances 0.000 claims description 17
- 229920000642 polymer Polymers 0.000 claims description 15
- 239000002537 cosmetic Substances 0.000 claims description 12
- 239000004615 ingredient Substances 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 9
- 239000011149 active material Substances 0.000 claims description 7
- 238000012856 packing Methods 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 5
- 238000012377 drug delivery Methods 0.000 claims description 5
- 239000003205 fragrance Substances 0.000 claims description 5
- 229920001519 homopolymer Polymers 0.000 claims description 5
- BLFLLBZGZJTVJG-UHFFFAOYSA-N benzocaine Chemical compound CCOC(=O)C1=CC=C(N)C=C1 BLFLLBZGZJTVJG-UHFFFAOYSA-N 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- 229920001897 terpolymer Polymers 0.000 claims description 4
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 claims description 4
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 claims description 3
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004599 antimicrobial Substances 0.000 claims description 3
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- 235000013922 glutamic acid Nutrition 0.000 claims description 3
- 239000004220 glutamic acid Substances 0.000 claims description 3
- 150000002814 niacins Chemical class 0.000 claims description 3
- 235000001968 nicotinic acid Nutrition 0.000 claims description 3
- 229940079889 pyrrolidonecarboxylic acid Drugs 0.000 claims description 3
- 229960003600 silver sulfadiazine Drugs 0.000 claims description 3
- UEJSSZHHYBHCEL-UHFFFAOYSA-N silver(1+) sulfadiazinate Chemical compound [Ag+].C1=CC(N)=CC=C1S(=O)(=O)[N-]C1=NC=CC=N1 UEJSSZHHYBHCEL-UHFFFAOYSA-N 0.000 claims description 3
- QCHFTSOMWOSFHM-WPRPVWTQSA-N (+)-Pilocarpine Chemical compound C1OC(=O)[C@@H](CC)[C@H]1CC1=CN=CN1C QCHFTSOMWOSFHM-WPRPVWTQSA-N 0.000 claims description 2
- VCCNKWWXYVWTLT-CYZBKYQRSA-N 7-[(2s,3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one Chemical compound C1=C(O)C(OC)=CC=C1C(OC1=C2)=CC(=O)C1=C(O)C=C2O[C@H]1[C@H](O[C@H]2[C@@H]([C@H](O)[C@@H](O)[C@H](C)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 VCCNKWWXYVWTLT-CYZBKYQRSA-N 0.000 claims description 2
- 229930000680 A04AD01 - Scopolamine Natural products 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- STECJAGHUSJQJN-GAUPFVANSA-N Hyoscine Natural products C1([C@H](CO)C(=O)OC2C[C@@H]3N([C@H](C2)[C@@H]2[C@H]3O2)C)=CC=CC=C1 STECJAGHUSJQJN-GAUPFVANSA-N 0.000 claims description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims description 2
- STECJAGHUSJQJN-UHFFFAOYSA-N N-Methyl-scopolamin Natural products C1C(C2C3O2)N(C)C3CC1OC(=O)C(CO)C1=CC=CC=C1 STECJAGHUSJQJN-UHFFFAOYSA-N 0.000 claims description 2
- 229930193140 Neomycin Natural products 0.000 claims description 2
- SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical compound [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 claims description 2
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- QCHFTSOMWOSFHM-UHFFFAOYSA-N SJ000285536 Natural products C1OC(=O)C(CC)C1CC1=CN=CN1C QCHFTSOMWOSFHM-UHFFFAOYSA-N 0.000 claims description 2
- 239000004098 Tetracycline Substances 0.000 claims description 2
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims description 2
- 229960005274 benzocaine Drugs 0.000 claims description 2
- FLKYBGKDCCEQQM-WYUVZMMLSA-M cefazolin sodium Chemical compound [Na+].S1C(C)=NN=C1SCC1=C(C([O-])=O)N2C(=O)[C@@H](NC(=O)CN3N=NN=C3)[C@H]2SC1 FLKYBGKDCCEQQM-WYUVZMMLSA-M 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- DLNKOYKMWOXYQA-UHFFFAOYSA-N dl-pseudophenylpropanolamine Natural products CC(N)C(O)C1=CC=CC=C1 DLNKOYKMWOXYQA-UHFFFAOYSA-N 0.000 claims description 2
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- IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 claims description 2
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- 235000019366 oxytetracycline Nutrition 0.000 claims description 2
- DLNKOYKMWOXYQA-APPZFPTMSA-N phenylpropanolamine Chemical compound C[C@@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-APPZFPTMSA-N 0.000 claims description 2
- 229960000395 phenylpropanolamine Drugs 0.000 claims description 2
- 229960001416 pilocarpine Drugs 0.000 claims description 2
- 229920006254 polymer film Polymers 0.000 claims description 2
- STECJAGHUSJQJN-FWXGHANASA-N scopolamine Chemical compound C1([C@@H](CO)C(=O)O[C@H]2C[C@@H]3N([C@H](C2)[C@@H]2[C@H]3O2)C)=CC=CC=C1 STECJAGHUSJQJN-FWXGHANASA-N 0.000 claims description 2
- 229960002646 scopolamine Drugs 0.000 claims description 2
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 claims description 2
- 229960002180 tetracycline Drugs 0.000 claims description 2
- 235000019364 tetracycline Nutrition 0.000 claims description 2
- 229930101283 tetracycline Natural products 0.000 claims description 2
- 150000003522 tetracyclines Chemical class 0.000 claims description 2
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- 229960003500 triclosan Drugs 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 9
- YKPUWZUDDOIDPM-SOFGYWHQSA-N capsaicin Chemical compound COC1=CC(CNC(=O)CCCC\C=C\C(C)C)=CC=C1O YKPUWZUDDOIDPM-SOFGYWHQSA-N 0.000 claims 4
- 229960002504 capsaicin Drugs 0.000 claims 2
- 235000017663 capsaicin Nutrition 0.000 claims 2
- 238000005266 casting Methods 0.000 claims 2
- 150000003873 salicylate salts Chemical class 0.000 claims 2
- 102000008186 Collagen Human genes 0.000 claims 1
- 108010035532 Collagen Proteins 0.000 claims 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims 1
- 229920001436 collagen Polymers 0.000 claims 1
- 239000010408 film Substances 0.000 claims 1
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- 229920006264 polyurethane film Polymers 0.000 claims 1
- 239000002759 woven fabric Substances 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
- 239000007788 liquid Substances 0.000 description 9
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 239000011780 sodium chloride Substances 0.000 description 7
- 229920002101 Chitin Polymers 0.000 description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 6
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- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical group O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
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- -1 N-acetylamino group Chemical group 0.000 description 3
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- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- HAPZIXGMIWJCJF-UHFFFAOYSA-N pyrrolidine-1-carboxylic acid;sodium Chemical compound [Na].OC(=O)N1CCCC1 HAPZIXGMIWJCJF-UHFFFAOYSA-N 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229940125723 sedative agent Drugs 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 229940127230 sympathomimetic drug Drugs 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
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- IMCGHZIGRANKHV-AJNGGQMLSA-N tert-butyl (3s,5s)-2-oxo-5-[(2s,4s)-5-oxo-4-propan-2-yloxolan-2-yl]-3-propan-2-ylpyrrolidine-1-carboxylate Chemical compound O1C(=O)[C@H](C(C)C)C[C@H]1[C@H]1N(C(=O)OC(C)(C)C)C(=O)[C@H](C(C)C)C1 IMCGHZIGRANKHV-AJNGGQMLSA-N 0.000 description 1
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- 238000004448 titration Methods 0.000 description 1
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Classifications
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- 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
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
-
- 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
- A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
-
- 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
-
- 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
- A61K8/0208—Tissues; Wipes; Patches
-
- 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
- A61K8/0212—Face masks
-
- 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
- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8176—Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/16—Emollients or protectives, e.g. against radiation
-
- 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
-
- 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
- A61K2800/59—Mixtures
- A61K2800/594—Mixtures of polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Birds (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Dermatology (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Biomedical Technology (AREA)
- Toxicology (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Materials For Medical Uses (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/610,398 | 2000-07-05 | ||
| US09/610,398 US6379702B1 (en) | 2000-07-05 | 2000-07-05 | Gels formed by the interaction of polyvinylpyrrolidone with chitosan derivatives |
| PCT/US2001/014724 WO2002002079A1 (en) | 2000-07-05 | 2001-05-08 | Gels formed by the interaction of polyvinylpyrrolidone with chitosan derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2412804A1 CA2412804A1 (en) | 2002-01-10 |
| CA2412804C true CA2412804C (en) | 2010-11-30 |
Family
ID=24444855
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2412804A Expired - Lifetime CA2412804C (en) | 2000-07-05 | 2001-05-08 | Gels formed by the interaction of polyvinylpyrrolidone with chitosan derivatives |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6379702B1 (https=) |
| EP (1) | EP1299086A4 (https=) |
| JP (1) | JP2004501956A (https=) |
| AU (2) | AU5960101A (https=) |
| CA (1) | CA2412804C (https=) |
| MX (1) | MXPA02012669A (https=) |
| RU (1) | RU2273471C2 (https=) |
| WO (1) | WO2002002079A1 (https=) |
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| US20030153985A1 (en) * | 1997-04-26 | 2003-08-14 | Lee Yong Chan | Medical implant |
| US20060029675A1 (en) * | 2004-07-26 | 2006-02-09 | Kci Licensing, Inc. | Method for coating substrate with antimicrobial agent and product formed thereby |
| US20070021697A1 (en) * | 2004-07-26 | 2007-01-25 | Kci Licensing, Inc. | System and method for use of agent in combination with subatmospheric tissue treatment |
| BR0009511A (pt) | 1999-04-02 | 2004-06-08 | Kinetic Concepts Inc | Combinação terapêutica destinada a promover cura de feridas em mamas |
| US20070014837A1 (en) * | 1999-04-02 | 2007-01-18 | Kci Licensing, Inc. | System and method for use of agent in combination with subatmospheric pressure tissue treatment |
| DE10158712A1 (de) * | 2001-11-29 | 2003-06-26 | Umwelttechnik Georg Fritzmeier | Zusammensetzung zur Behandlung der Hautoberfläche |
| US7846141B2 (en) | 2002-09-03 | 2010-12-07 | Bluesky Medical Group Incorporated | Reduced pressure treatment system |
| GB0224986D0 (en) | 2002-10-28 | 2002-12-04 | Smith & Nephew | Apparatus |
| EP1594421A4 (en) * | 2003-01-17 | 2006-02-08 | Psinergi Corp | ARTIFICIAL NUCLEUS PULPOSUS AND METHOD AT ITS INJECTION |
| US20050074407A1 (en) * | 2003-10-01 | 2005-04-07 | Sonotech, Inc. | PVP and PVA as in vivo biocompatible acoustic coupling medium |
| US20050112151A1 (en) * | 2003-11-20 | 2005-05-26 | Horng Liou L. | Skin adherent hydrogels |
| US20050191270A1 (en) * | 2004-02-27 | 2005-09-01 | Hydromer, Inc. | Anti-infectious hydrogel compositions |
| RU2270646C2 (ru) * | 2004-04-02 | 2006-02-27 | Общество с ограниченной ответственностью "Фолиум" | Перевязочное средство |
| US8062272B2 (en) | 2004-05-21 | 2011-11-22 | Bluesky Medical Group Incorporated | Flexible reduced pressure treatment appliance |
| US7909805B2 (en) | 2004-04-05 | 2011-03-22 | Bluesky Medical Group Incorporated | Flexible reduced pressure treatment appliance |
| US10058642B2 (en) | 2004-04-05 | 2018-08-28 | Bluesky Medical Group Incorporated | Reduced pressure treatment system |
| GB0409446D0 (en) | 2004-04-28 | 2004-06-02 | Smith & Nephew | Apparatus |
| US20060127316A1 (en) * | 2004-12-14 | 2006-06-15 | Sonotech, Inc. | Polyols and PVP as in vivo biocompatible acoustic coupling media |
| AU2012244076B2 (en) * | 2005-01-31 | 2014-01-23 | Synovis Life Technologies, Inc. | Surgical Fastener Buttress Materials |
| US20060173470A1 (en) * | 2005-01-31 | 2006-08-03 | Oray B N | Surgical fastener buttress material |
| US20060193777A1 (en) * | 2005-02-25 | 2006-08-31 | Southall Michael D | Method of screening compounds for potential efficacy for the treatment of signs of aging |
| US20060193814A1 (en) * | 2005-02-25 | 2006-08-31 | Eduardo Ruvolo | Compositions for the treatment of signs of aging |
| US20060193818A1 (en) * | 2005-02-25 | 2006-08-31 | Southall Michael D | Compositions containing amines and use thereof |
| US8221046B2 (en) | 2005-02-25 | 2012-07-17 | Johnson & Johnson Consumer Companies, Inc. | Compositions containing amines and use thereof |
| US8278359B2 (en) * | 2005-02-25 | 2012-10-02 | Johnson & Johnson Consumer Companies, Inc. | Compositions containing amines and use thereof to treat acne or reduce the appearance of oil or pores on the skin |
| US7964582B2 (en) * | 2005-03-21 | 2011-06-21 | J&J Consumer Companies, Inc. | Methods of treating skin and mucosal tissue atrophy using compositions including tensioning polymers |
| US8157467B2 (en) * | 2005-03-21 | 2012-04-17 | Johnson & Johnson Consumer Companies, Inc. | Device for administering fluid compositions including tensioning polymers |
| US7547434B2 (en) * | 2005-09-09 | 2009-06-16 | Johnson & Johnson Consumer Companies, Inc. | Compositions and methods for mitigating skin irritation |
| US20070166344A1 (en) * | 2006-01-18 | 2007-07-19 | Xin Qu | Non-leaching surface-active film compositions for microbial adhesion prevention |
| US20080233075A1 (en) * | 2007-03-22 | 2008-09-25 | Marina Sokolinsky | Cosmetic composition for skin tightening |
| EP2987510B1 (en) | 2007-11-21 | 2020-10-28 | T.J. Smith & Nephew Limited | Suction device and dressing |
| GB0722820D0 (en) | 2007-11-21 | 2008-01-02 | Smith & Nephew | Vacuum assisted wound dressing |
| HUE043133T2 (hu) | 2007-11-21 | 2019-07-29 | Smith & Nephew | Sebkötözés |
| US20130096518A1 (en) | 2007-12-06 | 2013-04-18 | Smith & Nephew Plc | Wound filling apparatuses and methods |
| GB0723875D0 (en) | 2007-12-06 | 2008-01-16 | Smith & Nephew | Wound management |
| US11253399B2 (en) | 2007-12-06 | 2022-02-22 | Smith & Nephew Plc | Wound filling apparatuses and methods |
| CL2008000156A1 (es) | 2008-01-18 | 2008-08-01 | Igloo Zone Chile S A | Gel estable hidrofilo en base a un polimero para aplicacion topica porque comprende quitosano disuelto en un solvente; proceso para obtener el gel para uso topico antes mencionado; uso del gel. |
| GB0803564D0 (en) | 2008-02-27 | 2008-04-02 | Smith & Nephew | Fluid collection |
| CZ302405B6 (cs) * | 2008-05-16 | 2011-05-04 | Univerzita Tomáše Bati ve Zlíne | Hydrogel pro krytí ran a zpusob jeho prípravy |
| GB0902816D0 (en) | 2009-02-19 | 2009-04-08 | Smith & Nephew | Fluid communication path |
| BRPI1006185A2 (pt) | 2009-04-13 | 2019-09-24 | Vanangamudi Subramaniam Sulur | "creme medicinal preparado utilizando creme de sulfadiazina de prata e quitosana e seu processo de preparação" |
| US8835528B2 (en) * | 2009-05-13 | 2014-09-16 | Synolyne Pharma | Adhesive composition |
| US9061095B2 (en) | 2010-04-27 | 2015-06-23 | Smith & Nephew Plc | Wound dressing and method of use |
| GB201011173D0 (en) | 2010-07-02 | 2010-08-18 | Smith & Nephew | Provision of wound filler |
| EP2643412B1 (en) | 2010-11-25 | 2016-08-17 | Smith & Nephew PLC | Composition i-ii and products and uses thereof |
| GB201020005D0 (en) | 2010-11-25 | 2011-01-12 | Smith & Nephew | Composition 1-1 |
| CN102166370A (zh) * | 2010-11-29 | 2011-08-31 | 吴克 | 护创敷贴及其制备工艺 |
| US8846725B2 (en) * | 2011-01-24 | 2014-09-30 | Quadex Pharmaceuticals, Llc | Highly penetrating compositions and methods for treating pathogen-induced disordered tissues |
| US20150159066A1 (en) | 2011-11-25 | 2015-06-11 | Smith & Nephew Plc | Composition, apparatus, kit and method and uses thereof |
| JP6183831B2 (ja) | 2012-10-23 | 2017-08-23 | 義之 小山 | ハイドロゲル形成材 |
| US20160120706A1 (en) | 2013-03-15 | 2016-05-05 | Smith & Nephew Plc | Wound dressing sealant and use thereof |
| EP2968647B1 (en) | 2013-03-15 | 2022-06-29 | Smith & Nephew plc | Wound dressing sealant and use thereof |
| EP3087990B1 (en) * | 2013-12-24 | 2020-05-06 | Greenever | Gel-forming powder comprising sulfamonomethoxine and chitosan for treating wounds |
| EA026104B1 (ru) * | 2015-04-02 | 2017-03-31 | Общество С Ограниченной Ответственностью "Тектум" | Кровоостанавливающее и ранозаживляющее средство |
| RU2589840C1 (ru) * | 2015-06-01 | 2016-07-10 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Башкирский государственный университет" | Гидрофильный гель для раневого покрытия |
| US11850298B2 (en) | 2019-06-28 | 2023-12-26 | L'oreal | Anti-aging compositions and skin masks containing anti-aging compositions |
| US20210077375A1 (en) * | 2019-09-13 | 2021-03-18 | The Boots Company Plc | Concentrated cosmetic composition |
| RU2746709C1 (ru) * | 2020-10-23 | 2021-04-19 | Федеральное государственное бюджетное учреждение «Национальный медицинский исследовательский центр хирургии имени А.В. Вишневского» Министерства здравоохранения Российской Федерации (ФГБУ "НМИЦ хирургии им. А.В.Вишневского" Минздрава России) | Способ получения антимикробного геля |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2627419C3 (de) | 1976-06-18 | 1979-10-11 | Wella Ag, 6100 Darmstadt | Mittel zur Festigung der Frisur |
| US4202881A (en) | 1976-06-18 | 1980-05-13 | Wella Ag | Hair shampoo and conditioning lotion |
| US4323557A (en) | 1979-07-31 | 1982-04-06 | Minnesota Mining & Manufacturing Company | Pressure-sensitive adhesive containing iodine |
| US4291015A (en) | 1979-08-14 | 1981-09-22 | Key Pharmaceuticals, Inc. | Polymeric diffusion matrix containing a vasodilator |
| GR79380B (https=) | 1982-09-28 | 1984-10-22 | Johnson & Johnson Prod Inc | |
| US4642267A (en) | 1985-05-06 | 1987-02-10 | Hydromer, Inc. | Hydrophilic polymer blend |
| US4646730A (en) | 1986-05-23 | 1987-03-03 | Johnson & Johnson Products, Inc. | Color stabilized hydrogel dressing and process |
| US4931282A (en) | 1987-11-25 | 1990-06-05 | Minnesota Mining And Manufacturing Company | Pressure-sensitive medical sealant |
| RU2040253C1 (ru) * | 1988-12-23 | 1995-07-25 | Велла АГ | Производные 2-амино-6-хлор-4-нитрофенола и содержащее их средство для окрашивания волос |
| US5156601A (en) | 1991-03-20 | 1992-10-20 | Hydromer, Inc. | Tacky, hydrophilic gel dressings and products therefrom |
| US5276079A (en) * | 1991-11-15 | 1994-01-04 | Minnesota Mining And Manufacturing Company | Pressure-sensitive poly(n-vinyl lactam) adhesive composition and method for producing and using same |
| US5420197A (en) * | 1994-01-13 | 1995-05-30 | Hydromer, Inc. | Gels formed by the interaction of polyvinylpyrrolidone with chitosan derivatives |
| US5578661A (en) * | 1994-03-31 | 1996-11-26 | Nepera, Inc. | Gel forming system for use as wound dressings |
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2000
- 2000-07-05 US US09/610,398 patent/US6379702B1/en not_active Expired - Lifetime
-
2001
- 2001-05-08 AU AU5960101A patent/AU5960101A/xx active Pending
- 2001-05-08 CA CA2412804A patent/CA2412804C/en not_active Expired - Lifetime
- 2001-05-08 RU RU2003103087/15A patent/RU2273471C2/ru not_active IP Right Cessation
- 2001-05-08 MX MXPA02012669A patent/MXPA02012669A/es active IP Right Grant
- 2001-05-08 JP JP2002506701A patent/JP2004501956A/ja not_active Abandoned
- 2001-05-08 AU AU2001259601A patent/AU2001259601B8/en not_active Ceased
- 2001-05-08 WO PCT/US2001/014724 patent/WO2002002079A1/en not_active Ceased
- 2001-05-08 EP EP01933154A patent/EP1299086A4/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| AU2001259601B2 (en) | 2005-08-11 |
| AU5960101A (en) | 2002-01-14 |
| MXPA02012669A (es) | 2003-10-06 |
| EP1299086A4 (en) | 2009-05-27 |
| RU2273471C2 (ru) | 2006-04-10 |
| EP1299086A1 (en) | 2003-04-09 |
| AU2001259601B8 (en) | 2005-12-08 |
| US6379702B1 (en) | 2002-04-30 |
| WO2002002079A1 (en) | 2002-01-10 |
| CA2412804A1 (en) | 2002-01-10 |
| JP2004501956A (ja) | 2004-01-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |
Effective date: 20210510 |