WO2011124241A2 - Mikrobiologisch stabile anwendungsfreundliche zubereitungen - Google Patents
Mikrobiologisch stabile anwendungsfreundliche zubereitungen Download PDFInfo
- Publication number
- WO2011124241A2 WO2011124241A2 PCT/EP2010/005375 EP2010005375W WO2011124241A2 WO 2011124241 A2 WO2011124241 A2 WO 2011124241A2 EP 2010005375 W EP2010005375 W EP 2010005375W WO 2011124241 A2 WO2011124241 A2 WO 2011124241A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- benzethonium chloride
- methylisothiazolinone
- pct
- peg
- cosmetic
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 37
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 claims abstract description 34
- 229960001950 benzethonium chloride Drugs 0.000 claims abstract description 34
- 239000002537 cosmetic Substances 0.000 claims abstract description 26
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 claims abstract description 26
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 claims abstract description 25
- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000003755 preservative agent Substances 0.000 claims abstract description 15
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229960005323 phenoxyethanol Drugs 0.000 claims abstract description 12
- 229940081510 piroctone olamine Drugs 0.000 claims abstract description 12
- ROLNTYULJXVURI-SFHVURJKSA-N (2S)-5-(diaminomethylideneamino)-2-(3-oxotetradecylamino)pentanoic acid Chemical compound CCCCCCCCCCCC(=O)CCN[C@@H](CCCN=C(N)N)C(=O)O ROLNTYULJXVURI-SFHVURJKSA-N 0.000 claims description 24
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- XTJKNGLLPGBHHO-HNNXBMFYSA-N (2s)-5-(diaminomethylideneamino)-2-(dodecanoylamino)pentanoic acid Chemical compound CCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCCN=C(N)N XTJKNGLLPGBHHO-HNNXBMFYSA-N 0.000 claims 1
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- 239000002781 deodorant agent Substances 0.000 description 4
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
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- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 1
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- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
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- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
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- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 229960000368 sulisobenzone Drugs 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
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- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000001585 thymus vulgaris Substances 0.000 description 1
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- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 description 1
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- UMQCZSNKDUWJRI-UHFFFAOYSA-M tris(2-hydroxyethyl)-octadecylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](CCO)(CCO)CCO UMQCZSNKDUWJRI-UHFFFAOYSA-M 0.000 description 1
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Classifications
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
- A01N47/44—Guanidine; Derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
- A61K31/198—Alpha-amino acids, e.g. alanine or edetic acid [EDTA]
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4412—Non condensed pyridines; Hydrogenated derivatives thereof having oxo groups directly attached to the heterocyclic ring
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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
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
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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
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
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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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
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- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
-
- 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
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- 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
- A61K2800/52—Stabilizers
- A61K2800/524—Preservatives
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Definitions
- the invention encompasses benzethonium chloride, methylisothiazolinone, piroctonolamine and / or lauroylethylarginate in cosmetic or dermatological preparations which comprise no further preservatives with phenol groups, in particular free from
- the packaging could have a preservative effect, but this type of preservation is very expensive.
- Some manufacturers refuse plastic tubes, because they attract after pressing out the contents of air and thus germs. However, the small opening of a tube is less inviting to germs than the large surface of a crucible. Some companies therefore use aluminum tubes because this prevents air from being drawn. Cosmetics are increasingly being filled into dispensers because they are particularly hygienic due to their construction.
- Bacteria and yeasts need water and a neutral environment to multiply. Massage oils or soaps with their high pH value therefore need not be preserved. If, however, water is at the top of the ingredients list for a cream, lotion or shower gel, it usually requires adequate preservation.
- the essential oils of numerous medicinal plants such as thyme, cloves or rosemary act against bacteria.
- the art is to add the oils for each product
- CONFIRMATION COPY Preservatives are responsible for killing bacteria, yeasts and fungi.
- Known allergens are formaldehyde and substances that release formaldehyde in the product.
- the organohalogen compounds which include many preservatives, also have great allergic potential.
- Cosmetic preparations must be formulated long-term stable against microbial contamination and still have a very good skin compatibility.
- parabens in particular 4-hydroxybenzoic acid and its esters, methylparaben, ethylparaben, propylparaben, isopropylparaben, butylparaben, isobutylparaben, phenylparaben.
- Phenoxetol ® known for the preservation of cosmetic products.
- auxiliaries for microbial stabilization are benzethonium chloride, lauroylethylarginate, octopirox and methylisothiazolinone.
- Benzethonium chloride benzyl-dimethyl- (4- ⁇ 2- [4- (1, 1, 3,3-tetramethylbutyl) -phenoxy] -ethoxy ⁇ -ethyl) -ammonium chloride, of the structure
- Grapefruit seed extracts can be used in cleaning agents but also in medicines (spermicides, lozenges against angina). Grapefruit seed extracts can be used in cleaning agents but also in medicines (spermicides, lozenges against angina). Grapefruit seed extracts can be used in cleaning agents but also in medicines (spermicides, lozenges against angina). Grapefruit seed extracts can be used in cleaning agents but also in medicines (spermicides, lozenges against angina). Grapefruit seed extracts can
- PCT 209-092 + 2010-041 In cosmetics, the use of benzethonium chloride is known, as described, for example, in WO 2007015243 A1, WO 2004034964 A1, EP 1310234 A1, WO 2002008377 A1.
- Preservative used in cosmetic preparations are preferservative used in cosmetic preparations.
- Aminate-G (INCI: glycerol and ethyl lauroyl arginate HCl) shows a large antimicrobial spectrum and is useful i.a. as an additive in food FDA tested (see for example WO
- Piroctone Olamine 1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2 (1 / -) -pyridone, also referred to as octopirox, is an antimicrobial used as a preservative and has e.g. B. is used in shampoos as anti-dandruff. Octopirox is good
- Methylisothiazolinone (2-methyl-2H-isothiazol-3-one (MIT)) is a class of compounds with high microbicidal activity, which is mainly used for the preservation of technical products and only a few cosmetic products.
- methylisothiazolinone is described, for example, in US Pat. No. 6,511,673 or EP 1,488,699 A1 in combination with parabens or phenoxyethanol.
- PCT 209-092 + 2010-041 Furthermore, a simple replacement or avoidance of parabens and / or phenoxyethanol is not readily possible without sacrificing stability and performance.
- biofilm-forming Staphylococcus epidermidis strains on implants in medicine are particularly problematic. These infections are difficult to treat with conventional antibiotics.
- a biofilm dissolving and / or inhibiting effect in addition to antimicrobial efficacy significantly enhances the efficiency of a preservative.
- the object is therefore to provide cosmetic or dermatological preparations which have sufficient microbiological long-term stability. Additional object is that these preparations are formulated skin, hair and user-friendly and have a low skin irritation potential
- the invention encompasses benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate in cosmetic or dermatological preparations which comprise no further preservatives, in particular no compositions with
- Phenol groups include, in particular free of parabens and / or phenoxyethanol.
- the proportion of benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate is preferably in the range of 0.01 to 5 wt.%, In particular in the range of 0.1 to 2 wt.%, Based on the total mass of the preparation to choose.
- Benzethonium chloride, methylisothiazolinone, Piroctone olamine and / or Lauroylethylarginat be included.
- benzethonium chloride and / or Lauroylethylarginat included.
- Lauroylethylarginat instead of parabens and / or phenoyethanol have sufficient microbial stability.
- Microplate scale examined. The measurement results of the active substances investigated are related to the positive control (PK1). Neither ethylparaben nor methylparaben showed efficacy. In comparison, benzethonium chloride,
- Methylisothiazolinone Piroctone Olamine and Lauroylethylarginat a very good biofilm-inhibiting activity.
- benzethonium chloride for benzethonium chloride
- the conventional antibacterial agents distinguishes the bacteriostatic and the bactericidal effect. In the latter, the bacteria are killed by the drug. The bacteriostatic effect, however, prevents the proliferation of bacteria.
- the preservatives used in cosmetic formulations to prevent bacterial contamination are usually among the bactericidal agents.
- the use of classic antimicrobial agents affects the skin flora and, on the other hand, resistance developments are increasingly being observed in recent years.
- the anti-biofilm agents do not directly interfere with the bacterial metabolism, but merely prevent or dissolve the formation of the bacteria-protecting biofilm.
- Staphylococcus epidermidis (syn., Staphylococcus albus, Micrococcus epidermidis, Staphylococcus saprophyticus) is a gram-positive, plasma-coagulase-negative, saprophagic bacterium that colonizes human skin and mucous membranes. Furthermore, it is found on foods and also settles on polymeric surfaces (e.g., packaging). But in
- PCT 209-092 + 2010-041 S. epidermidis has a wide spectrum of antibiotic resistance. This is especially true against penicillin and ethicillin. The proportion of resistant strains is now 70%.
- the preparations according to the invention are preferably paraben and / or
- Phenoxyethanolza still have sufficient microbial stability.
- Paraben-free or phenoxyethanol-free means that the proportion of parabens and / or phenoxyethanol is less than 1% by weight, based on the total mass of the preparation.
- the proportion of parabens and phenoxyethanol is 0% by weight.
- the cosmetic preparations according to the invention may further cosmetic
- Excipients and other active ingredients such as are commonly used in such preparations, for.
- substances for preventing the foaming, dyes and color pigments, thickeners, moisturizing and / or moisturizing substances fats, oils, waxes or other conventional constituents of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives provided that the additive does not impair the required properties in terms of microbiological stability and skin and hair compatibility.
- the preparations according to the invention can advantageously be in the form of aqueous gels, aqueous-alcoholic solutions, O / W or W / O emulsions of soft, semi-soft or solid consistency, microemulsions, W / O / W or O / W / O emulsions.
- ideal aqueous gels, aqueous-alcoholic solutions, O / W or W / O emulsions of soft, semi-soft or solid consistency, microemulsions, W / O / W or O / W / O emulsions.
- Forms of application in this context are face creams, serums, make-up, foundation, body lotions, body milks, hand cream, deodorant scooter, deodorant stick, deodorant aerosol, deodorant sprayer.
- rinse-off products such as shampoos, shower gels or hand wash gels are also preferred.
- PCT 209-092 + 2010-041 The following examples show inventive cosmetic preparations with good microbial stability.
- the numbers are parts by weight based on the total mass of the preparation. W / O emulsions,
- PCT 209-092 + 2010-041 Glycerin 5.0 7.5 10.0 3.0 1, 0
- PCT 209-092 + 2010-041 Carbomer - - 0.2 - 0.1
- Titanium dioxide 2.5 1, 2 0.15 -
- Glyceryl stearate citrate 1.0 0.75 0.1 0.5 0.3
- PCT 209-092 + 2010-041 Dicaprylyl ether 0 0 0 10 0
- Citric acid 0.0050 0 0 0 0 0
- Polyglyceryl-10 Stearate 0.7 0 1, 8 1 1
- Phenylbenzimidazolesulfonic acid 0 0 0 0 2
- Polyquaternium 7 0.4 0.3
- PEG-3 distearates 1, 5 1, 5 1, 5 1, 5 1, 5 1, 5 1, 5 1, 5 1, 5
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Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2010800659254A CN102821744A (zh) | 2010-03-29 | 2010-09-02 | 微生物稳定的易应用的制剂 |
JP2012551499A JP2013518831A (ja) | 2010-03-29 | 2010-09-02 | 微生物学的に安定で、容易に適用可能な調製物 |
EP10757713A EP2552388A2 (de) | 2010-03-29 | 2010-09-02 | Mikrobiologisch stabile anwendungsfreundliche zubereitungen |
BR112012023903A BR112012023903A2 (pt) | 2010-03-29 | 2010-09-02 | preparações de aplicação favorável, microbiologicamente estáveis |
US13/583,174 US20130059929A1 (en) | 2010-03-29 | 2010-09-02 | Microbiologically stable, easily applicable preparations |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102010013274A DE102010013274A1 (de) | 2010-03-29 | 2010-03-29 | Mikrobiologisch stabile anwendungsfreundliche Zubereitungen |
DE102010013274.8 | 2010-03-29 |
Publications (2)
Publication Number | Publication Date |
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WO2011124241A2 true WO2011124241A2 (de) | 2011-10-13 |
WO2011124241A3 WO2011124241A3 (de) | 2012-07-05 |
Family
ID=44624862
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2010/005375 WO2011124241A2 (de) | 2010-03-29 | 2010-09-02 | Mikrobiologisch stabile anwendungsfreundliche zubereitungen |
Country Status (7)
Country | Link |
---|---|
US (1) | US20130059929A1 (de) |
EP (1) | EP2552388A2 (de) |
JP (1) | JP2013518831A (de) |
CN (1) | CN102821744A (de) |
BR (1) | BR112012023903A2 (de) |
DE (1) | DE102010013274A1 (de) |
WO (1) | WO2011124241A2 (de) |
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WO2013093823A3 (en) * | 2011-12-20 | 2013-08-22 | Vyome Biosciences Pvt Ltd | Topical oil composition for the treatment of fungal infections |
US20140005131A1 (en) * | 2010-12-23 | 2014-01-02 | Beiersdorf Ag | Active ingredient combinations of glucosyl glycerides and one or more preservatives |
WO2012167900A3 (de) * | 2011-06-07 | 2014-01-30 | Beiersdorf Ag | Kosmetische oder dermatologische emulsionszubereitungen mit verbesserter parfumfreisetzung |
WO2012167902A3 (de) * | 2011-06-07 | 2014-01-30 | Beiersdorf Ag | Kosmetische oder dermatologische zubereitungen mit verbesserter mikrobiologischer stabilität |
WO2012167905A3 (de) * | 2011-06-07 | 2014-01-30 | Beiersdorf Ag | Polyethylenglykol-freie kosmetische oder dermatologische zubereitungen |
WO2012167906A3 (de) * | 2011-06-07 | 2014-01-30 | Beiersdorf Ag | Kosmetische oder dermatologische zubereitungen mit verbesserten rheologischen eigenschaften |
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US10548835B2 (en) | 2014-04-30 | 2020-02-04 | Kimberly-Clark Worldwide, Inc. | Methods of reducing the signs of skin aging |
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US11260020B2 (en) | 2014-04-30 | 2022-03-01 | Kimberly-Clark Worldwide, Inc. | Topical compositions and methods for reducing oxidative stress |
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Cited By (15)
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US20140005131A1 (en) * | 2010-12-23 | 2014-01-02 | Beiersdorf Ag | Active ingredient combinations of glucosyl glycerides and one or more preservatives |
WO2012167906A3 (de) * | 2011-06-07 | 2014-01-30 | Beiersdorf Ag | Kosmetische oder dermatologische zubereitungen mit verbesserten rheologischen eigenschaften |
WO2012167900A3 (de) * | 2011-06-07 | 2014-01-30 | Beiersdorf Ag | Kosmetische oder dermatologische emulsionszubereitungen mit verbesserter parfumfreisetzung |
WO2012167902A3 (de) * | 2011-06-07 | 2014-01-30 | Beiersdorf Ag | Kosmetische oder dermatologische zubereitungen mit verbesserter mikrobiologischer stabilität |
WO2012167905A3 (de) * | 2011-06-07 | 2014-01-30 | Beiersdorf Ag | Polyethylenglykol-freie kosmetische oder dermatologische zubereitungen |
EP2739715A2 (de) * | 2011-08-02 | 2014-06-11 | Kimberly-Clark Worldwide, Inc. | Antimikrobielle reinigungszusammensetzungen |
EP2739715A4 (de) * | 2011-08-02 | 2015-01-28 | Kimberly Clark Co | Antimikrobielle reinigungszusammensetzungen |
US9232790B2 (en) | 2011-08-02 | 2016-01-12 | Kimberly-Clark Worldwide, Inc. | Antimicrobial cleansing compositions |
WO2013093823A3 (en) * | 2011-12-20 | 2013-08-22 | Vyome Biosciences Pvt Ltd | Topical oil composition for the treatment of fungal infections |
US10232047B2 (en) | 2011-12-20 | 2019-03-19 | Vyome Biosciences Private Limited | Topical oil composition for the treatment of fungal infections |
EP2793833B1 (de) | 2011-12-20 | 2020-06-24 | Vyome Therapeutics Limited | Topische ölzusammensetzung zur behandlung von pilzinfektionen |
US10548835B2 (en) | 2014-04-30 | 2020-02-04 | Kimberly-Clark Worldwide, Inc. | Methods of reducing the signs of skin aging |
US10646430B2 (en) | 2014-04-30 | 2020-05-12 | Kimberly-Clark Worldwide, Inc. | Topical compositions for stimulating adipogenesis and lipogenesis to reduce the signs of skin aging |
US11154491B2 (en) | 2014-04-30 | 2021-10-26 | Kimberly-Clark Worldwide, Inc. | Use of Undaria extract to reduce signs of skin aging |
US11260020B2 (en) | 2014-04-30 | 2022-03-01 | Kimberly-Clark Worldwide, Inc. | Topical compositions and methods for reducing oxidative stress |
Also Published As
Publication number | Publication date |
---|---|
EP2552388A2 (de) | 2013-02-06 |
JP2013518831A (ja) | 2013-05-23 |
CN102821744A (zh) | 2012-12-12 |
BR112012023903A2 (pt) | 2016-08-02 |
WO2011124241A3 (de) | 2012-07-05 |
US20130059929A1 (en) | 2013-03-07 |
DE102010013274A1 (de) | 2011-11-17 |
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