CA2257850A1 - Stabilized hinokitiol and compositions containing same - Google Patents
Stabilized hinokitiol and compositions containing same Download PDFInfo
- Publication number
- CA2257850A1 CA2257850A1 CA002257850A CA2257850A CA2257850A1 CA 2257850 A1 CA2257850 A1 CA 2257850A1 CA 002257850 A CA002257850 A CA 002257850A CA 2257850 A CA2257850 A CA 2257850A CA 2257850 A1 CA2257850 A1 CA 2257850A1
- Authority
- CA
- Canada
- Prior art keywords
- hinokitiol
- composition
- microcapsules
- cosmetic
- preservative
- 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.)
- Abandoned
Links
- FUWUEFKEXZQKKA-UHFFFAOYSA-N beta-thujaplicin Chemical compound CC(C)C=1C=CC=C(O)C(=O)C=1 FUWUEFKEXZQKKA-UHFFFAOYSA-N 0.000 title claims abstract description 103
- TUFYVOCKVJOUIR-UHFFFAOYSA-N alpha-Thujaplicin Natural products CC(C)C=1C=CC=CC(=O)C=1O TUFYVOCKVJOUIR-UHFFFAOYSA-N 0.000 title claims abstract description 51
- 229930007845 β-thujaplicin Natural products 0.000 title claims abstract description 51
- 239000000203 mixture Substances 0.000 title claims description 63
- 239000003094 microcapsule Substances 0.000 claims abstract description 24
- 239000002537 cosmetic Substances 0.000 claims abstract description 23
- 239000003755 preservative agent Substances 0.000 claims abstract description 19
- 230000002335 preservative effect Effects 0.000 claims abstract description 16
- 229920002683 Glycosaminoglycan Polymers 0.000 claims abstract description 10
- 108010035532 Collagen Proteins 0.000 claims abstract description 6
- 102000008186 Collagen Human genes 0.000 claims abstract description 6
- 229920001436 collagen Polymers 0.000 claims abstract description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 6
- 239000011159 matrix material Substances 0.000 claims abstract description 5
- 239000000839 emulsion Substances 0.000 claims description 12
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 239000000516 sunscreening agent Substances 0.000 claims description 8
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- 230000000475 sunscreen effect Effects 0.000 claims description 7
- 239000002085 irritant Substances 0.000 claims description 6
- 239000004408 titanium dioxide Substances 0.000 claims description 5
- 239000006071 cream Substances 0.000 claims description 4
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- 239000006210 lotion Substances 0.000 claims description 4
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- 229920001287 Chondroitin sulfate Polymers 0.000 claims description 2
- SQDAZGGFXASXDW-UHFFFAOYSA-N 5-bromo-2-(trifluoromethoxy)pyridine Chemical compound FC(F)(F)OC1=CC=C(Br)C=N1 SQDAZGGFXASXDW-UHFFFAOYSA-N 0.000 claims 1
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- -1 phthalate ester Chemical class 0.000 description 14
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- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 229940008099 dimethicone Drugs 0.000 description 4
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- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
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- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 3
- 235000014150 Myroxylon pereirae Nutrition 0.000 description 3
- 244000302151 Myroxylon pereirae Species 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- 229960001631 carbomer Drugs 0.000 description 3
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- 238000002845 discoloration Methods 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 230000007794 irritation Effects 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
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- 239000013641 positive control Substances 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 2
- 235000015438 Cola nitida Nutrition 0.000 description 2
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- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 2
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 2
- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- VYGQUTWHTHXGQB-FFHKNEKCSA-N Retinol Palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-FFHKNEKCSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- 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 2
- 235000018936 Vitellaria paradoxa Nutrition 0.000 description 2
- 241001135917 Vitellaria paradoxa Species 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 235000019169 all-trans-retinol Nutrition 0.000 description 2
- 229940121363 anti-inflammatory agent Drugs 0.000 description 2
- 239000002260 anti-inflammatory agent Substances 0.000 description 2
- 235000013871 bee wax Nutrition 0.000 description 2
- 239000012166 beeswax Substances 0.000 description 2
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 229940085262 cetyl dimethicone Drugs 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
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- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 235000019301 disodium ethylene diamine tetraacetate Nutrition 0.000 description 2
- SFNALCNOMXIBKG-UHFFFAOYSA-N ethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCO SFNALCNOMXIBKG-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 description 2
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- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 description 2
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- AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol Chemical compound C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 description 2
- 229940057910 shea butter Drugs 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
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- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 2
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- XMAYWYJOQHXEEK-OZXSUGGESA-N (2R,4S)-ketoconazole Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1OC[C@@H]1O[C@@](CN2C=NC=C2)(C=2C(=CC(Cl)=CC=2)Cl)OC1 XMAYWYJOQHXEEK-OZXSUGGESA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
- FFTVPQUHLQBXQZ-KVUCHLLUSA-N (4s,4as,5ar,12ar)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide Chemical compound C1C2=C(N(C)C)C=CC(O)=C2C(O)=C2[C@@H]1C[C@H]1[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]1(O)C2=O FFTVPQUHLQBXQZ-KVUCHLLUSA-N 0.000 description 1
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- A—HUMAN NECESSITIES
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- 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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
- A61K8/65—Collagen; Gelatin; Keratin; Derivatives or degradation products thereof
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- A—HUMAN NECESSITIES
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- 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
- A61K8/735—Mucopolysaccharides, e.g. hyaluronic acid; Derivatives thereof
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- A—HUMAN NECESSITIES
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- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
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- A—HUMAN NECESSITIES
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- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
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- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
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- 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
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
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- A—HUMAN NECESSITIES
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- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
- A61K2800/524—Preservatives
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- A—HUMAN NECESSITIES
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- 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
- A61K2800/74—Biological properties of particular ingredients
- A61K2800/75—Anti-irritant
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1658—Proteins, e.g. albumin, gelatin
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- 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
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5036—Polysaccharides, e.g. gums, alginate; Cyclodextrin
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- 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
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5052—Proteins, e.g. albumin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Inorganic Chemistry (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/662,870 | 1996-06-12 | ||
US08/662,870 US5811114A (en) | 1996-06-12 | 1996-06-12 | Stabilized hinokitiol and compositions containing same |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2257850A1 true CA2257850A1 (en) | 1997-12-18 |
Family
ID=24659581
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002257850A Abandoned CA2257850A1 (en) | 1996-06-12 | 1997-06-09 | Stabilized hinokitiol and compositions containing same |
Country Status (7)
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6017549A (en) * | 1997-09-30 | 2000-01-25 | E-L Management Corp. | Non-irritating cosmetic and pharmaceutical compositions |
US6685965B1 (en) * | 1997-10-22 | 2004-02-03 | Industria E Comercio De Cosmeticos Natura Ltda. | Process for stabilizing levogyre ascorbic acid (laa), a stable aqueous laa composition, a process for preparing a stable topical solution, an emulsion, a vitamin product, and a method for cosmetic, pharmaceutical or nutritional treatment |
JP4087938B2 (ja) * | 1998-02-04 | 2008-05-21 | 高砂香料工業株式会社 | ヒノキチオ−ル類の分岐サイクロデキストリン包接化合物からなる抗菌剤およびそれを含有する組成物 |
JP3134068B2 (ja) * | 1999-02-03 | 2001-02-13 | 株式会社トピックス | ヒノキチオール含有芳香抗菌剤の製造方法 |
US6217913B1 (en) * | 1999-07-15 | 2001-04-17 | Fatemeh Mohammadi | Cosmetic compositions with gorgonian extract |
JP2002179549A (ja) * | 2000-12-12 | 2002-06-26 | Kishohin Kagaku Kaiho Kenkyusho:Kk | 皮膚外用剤 |
US6680062B2 (en) * | 2001-10-05 | 2004-01-20 | Color Access, Inc. | Anti-irritating rosacea treatment |
US20040120915A1 (en) * | 2002-12-19 | 2004-06-24 | Kaiyuan Yang | Multifunctional compositions for surface applications |
US7211249B2 (en) * | 2003-03-17 | 2007-05-01 | Color Access, Inc. | Heat-generating composition for topical application to skin |
GB2388581A (en) | 2003-08-22 | 2003-11-19 | Danisco | Coated aqueous beads |
JP2007503293A (ja) * | 2003-08-22 | 2007-02-22 | ダニスコ エイ/エス | マイクロカプセル |
DK1656026T3 (da) | 2003-08-22 | 2014-07-14 | Dupont Nutrition Biosci Aps | Sammensætning, der omfatter et bakteriocin og et ekstrakt fra en plante fra læbeblomstfamilien |
US20070027152A1 (en) * | 2005-07-27 | 2007-02-01 | Clark Kathleen L | Topical anti-pruritic compositions and methods of action of same |
EP2184998A2 (en) * | 2007-07-24 | 2010-05-19 | Marrone Bio Innovations, Inc. | Hinokitiol as a plant pesticide |
US9717818B2 (en) | 2009-05-08 | 2017-08-01 | Medline Industries, Inc. | Absorbent articles having antimicrobial properties and methods of manufacturing the same |
US9180112B2 (en) * | 2010-03-23 | 2015-11-10 | Ermis Labs, LLC | Dermal compositions containing gorgonian extract |
JP5642002B2 (ja) * | 2011-03-28 | 2014-12-17 | 株式会社コーセー | ベシクル含有組成物、それを含有する化粧料又は皮膚外用剤 |
US20180235864A1 (en) * | 2015-08-06 | 2018-08-23 | Laboratori Derivati Organici Spa | Compositions comprising dermatan sulfate and chondroitin sulfate and use thereof in cosmetological compositions |
FR3064179B1 (fr) * | 2017-03-24 | 2021-07-16 | Greenpharma Sas | Agent conservateur contenant de l'hinokitiol avec au moins un acide et compositions preservees par ledit agent |
MX2023011729A (es) * | 2021-04-07 | 2023-10-12 | Unilever Ip Holdings B V | Composicion cosmetica que comprende hinokitiol. |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
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JPS5335145B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1973-02-09 | 1978-09-26 | ||
JPS5985279A (ja) * | 1982-11-08 | 1984-05-17 | Seiwa Kasei Kk | 動・植物の黒・褐変防止方法 |
JPS6438203A (en) * | 1987-08-05 | 1989-02-08 | Aomori Prefecture | Natural wood protective colorant |
US5268174A (en) * | 1988-09-29 | 1993-12-07 | Kabushiki Kaisha Sangi | Antimicrobial hydroxyapatite powders containing hinokitiol, protamine or sorbic acid |
US5395620A (en) * | 1989-01-31 | 1995-03-07 | Coletica | Biodegradable microcapsules having walls composed of crosslinked atelocollagen and polyholoside |
JP2795879B2 (ja) * | 1989-03-16 | 1998-09-10 | 株式会社アルソア央粧 | 化粧品用防腐剤 |
JPH03133334A (ja) * | 1989-10-19 | 1991-06-06 | Takara Nenryo Kogyo Kk | 防腐性組成物およびそれを含有する防腐性氷 |
DE69130719T2 (de) * | 1990-08-17 | 1999-05-20 | Hagiwara, Yoshihide, Takarazuka, Hyogo | Aktive antioxidierende Substanz und ihre Verwendung |
EP0500946B1 (en) * | 1990-09-14 | 1998-01-07 | Otsuka Pharmaceutical Co., Ltd. | Detergent composition |
JP2777680B2 (ja) * | 1991-08-22 | 1998-07-23 | 富田製薬株式会社 | 抗微生物及び防虫効果を有する塩味調味料及びその製造方法 |
JPH05105898A (ja) * | 1991-09-25 | 1993-04-27 | Sumitomo Seika Chem Co Ltd | 植物精油中の酸性油の分離方法 |
JPH0586396A (ja) * | 1991-09-25 | 1993-04-06 | Jiyumoku Chiyuushiyutsu Seibun Riyou Gijutsu Kenkyu Kumiai | ヒノキチオールの精製方法 |
DE4202964A1 (de) * | 1992-02-01 | 1993-08-05 | Wella Ag | Haar- und koerperbehandlungsmittel |
AU666713B2 (en) * | 1992-03-13 | 1996-02-22 | Otsuka Pharmaceutical Co., Ltd. | Method of treating infectious disease, method of preventing putrefaction of cosmetic, and antibacterial/antifungal agent and cosmetic |
JPH0690661A (ja) * | 1992-09-09 | 1994-04-05 | Sumitomo Seika Chem Co Ltd | ヒノキチオール含有鮮度保持材 |
JP2640899B2 (ja) * | 1992-11-20 | 1997-08-13 | 耕平 森 | もろみ漬物の防腐方法及び防腐もろみ漬物 |
CN1045589C (zh) * | 1992-12-09 | 1999-10-13 | 协和发酵工业株式会社 | N-酰基谷氨酰胺衍生物 |
JPH06277019A (ja) * | 1993-03-31 | 1994-10-04 | Gunze Ltd | 紅麹含有保存剤およびそれを利用した食品、飼料の製造法 |
-
1996
- 1996-06-12 US US08/662,870 patent/US5811114A/en not_active Expired - Fee Related
-
1997
- 1997-06-09 JP JP10501709A patent/JP2000512294A/ja active Pending
- 1997-06-09 AU AU33794/97A patent/AU3379497A/en not_active Abandoned
- 1997-06-09 EP EP97929825A patent/EP0952852A1/en not_active Withdrawn
- 1997-06-09 WO PCT/US1997/009835 patent/WO1997047289A1/en not_active Application Discontinuation
- 1997-06-09 CA CA002257850A patent/CA2257850A1/en not_active Abandoned
- 1997-06-12 ZA ZA9705204A patent/ZA975204B/xx unknown
Also Published As
Publication number | Publication date |
---|---|
EP0952852A4 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1999-11-03 |
WO1997047289A1 (en) | 1997-12-18 |
EP0952852A1 (en) | 1999-11-03 |
AU3379497A (en) | 1998-01-07 |
ZA975204B (en) | 1997-12-31 |
US5811114A (en) | 1998-09-22 |
JP2000512294A (ja) | 2000-09-19 |
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Legal Events
Date | Code | Title | Description |
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FZDE | Discontinued | ||
FZDE | Discontinued |
Effective date: 20020610 |