EP2563479A2 - Préparation microbiologiquement stable et d'utilisation aisée, contenant des épaississants - Google Patents
Préparation microbiologiquement stable et d'utilisation aisée, contenant des épaississantsInfo
- Publication number
- EP2563479A2 EP2563479A2 EP10757714A EP10757714A EP2563479A2 EP 2563479 A2 EP2563479 A2 EP 2563479A2 EP 10757714 A EP10757714 A EP 10757714A EP 10757714 A EP10757714 A EP 10757714A EP 2563479 A2 EP2563479 A2 EP 2563479A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- benzethonium chloride
- preparations
- methylisothiazolinone
- preparation
- cosmetic
- 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
- 238000002360 preparation method Methods 0.000 title claims abstract description 56
- 239000002562 thickening agent Substances 0.000 title description 21
- 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 32
- 229960001950 benzethonium chloride Drugs 0.000 claims abstract description 32
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 claims abstract description 27
- 239000002537 cosmetic Substances 0.000 claims abstract description 26
- 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 19
- 239000000126 substance Substances 0.000 claims abstract description 18
- 229940081510 piroctone olamine Drugs 0.000 claims abstract description 15
- 230000008719 thickening Effects 0.000 claims abstract description 12
- 230000001953 sensory effect Effects 0.000 claims abstract description 7
- 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
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 6
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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
- SDSHANKXUIMGJQ-UHFFFAOYSA-N 3-ethyl-1,2-thiazol-4-one Chemical compound CCC1=NSCC1=O SDSHANKXUIMGJQ-UHFFFAOYSA-N 0.000 claims 1
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- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 6
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- PKPOVTYZGGYDIJ-UHFFFAOYSA-N dioctyl carbonate Chemical compound CCCCCCCCOC(=O)OCCCCCCCC PKPOVTYZGGYDIJ-UHFFFAOYSA-N 0.000 description 4
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- AGNTUZCMJBTHOG-UHFFFAOYSA-N 3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)CO AGNTUZCMJBTHOG-UHFFFAOYSA-N 0.000 description 3
- 229920001817 Agar Polymers 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 3
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- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 2
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- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- 206010002383 Angina Pectoris Diseases 0.000 description 1
- SGHZXLIDFTYFHQ-UHFFFAOYSA-L Brilliant Blue Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SGHZXLIDFTYFHQ-UHFFFAOYSA-L 0.000 description 1
- 229920013683 Celanese Polymers 0.000 description 1
- PTHCMJGKKRQCBF-UHFFFAOYSA-N Cellulose, microcrystalline Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC)C(CO)O1 PTHCMJGKKRQCBF-UHFFFAOYSA-N 0.000 description 1
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- 240000000560 Citrus x paradisi Species 0.000 description 1
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- VZRKEAFHFMSHCD-UHFFFAOYSA-N Ethyl 3-(N-butylacetamido)propionate Chemical compound CCCCN(C(C)=O)CCC(=O)OCC VZRKEAFHFMSHCD-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
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- 206010020751 Hypersensitivity Diseases 0.000 description 1
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- XPJVKCRENWUEJH-UHFFFAOYSA-N Isobutylparaben Chemical compound CC(C)COC(=O)C1=CC=C(O)C=C1 XPJVKCRENWUEJH-UHFFFAOYSA-N 0.000 description 1
- CMHMMKSPYOOVGI-UHFFFAOYSA-N Isopropylparaben Chemical compound CC(C)OC(=O)C1=CC=C(O)C=C1 CMHMMKSPYOOVGI-UHFFFAOYSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 1
- 229930182555 Penicillin Natural products 0.000 description 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 241001147691 Staphylococcus saprophyticus Species 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
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- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000007815 allergy Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000003214 anti-biofilm Effects 0.000 description 1
- 229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000037358 bacterial metabolism Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 description 1
- 229940067596 butylparaben Drugs 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 1
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- LVYZJEPLMYTTGH-UHFFFAOYSA-H dialuminum chloride pentahydroxide dihydrate Chemical compound [Cl-].[Al+3].[OH-].[OH-].[Al+3].[OH-].[OH-].[OH-].O.O LVYZJEPLMYTTGH-UHFFFAOYSA-H 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- DLAHAXOYRFRPFQ-UHFFFAOYSA-N dodecyl benzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1 DLAHAXOYRFRPFQ-UHFFFAOYSA-N 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 210000003811 finger Anatomy 0.000 description 1
- 239000004872 foam stabilizing agent Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 210000005224 forefinger Anatomy 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 150000008131 glucosides Chemical class 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 239000008269 hand cream Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000001900 immune effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229940113094 isopropylparaben Drugs 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000007937 lozenge Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 229940078812 myristyl myristate Drugs 0.000 description 1
- 229960001679 octinoxate Drugs 0.000 description 1
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 1
- 229960000601 octocrylene Drugs 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229940031709 peg-30-dipolyhydroxystearate Drugs 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- GJLNWLVPAHNBQN-UHFFFAOYSA-N phenyl 4-hydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OC1=CC=CC=C1 GJLNWLVPAHNBQN-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000013641 positive control Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 description 1
- 229940066675 ricinoleate Drugs 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 125000005624 silicic acid group Chemical class 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 244000005714 skin microbiome Species 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000600 sorbitol 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
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical class [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 210000003813 thumb Anatomy 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61Q17/005—Antimicrobial preparations
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
-
- 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
-
- 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
-
- 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)
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- 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
- A61K8/49—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
- 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
-
- 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
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- 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
- A61K8/732—Starch; Amylose; Amylopectin; Derivatives thereof
-
- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
-
- 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
- A61K2800/48—Thickener, Thickening system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Definitions
- the invention includes cosmetic or dermatological preparations with
- Benzethonium chloride methylisothiazolinone, Piroctone olamine and / or lauroylethylarginate and one or more thickening substances.
- Multi-component systems such as solutions, emulsions or suspensions are frequently adjusted or thickened to higher viscosities for reasons of economy or performance or for reasons of stability.
- e.g. can be achieved by increasing the viscosity of the external or internal phase of emulsions or suspensions that the time to demixing of the components of such a system can be significantly extended, which manifests itself in an extension of the storage time.
- the temperature behavior of the polymers is an important property.
- polymers exhibit high viscosity at low temperatures and low viscosity at high temperatures.
- such polymers are often desirable which thicken above certain temperatures but remain pumpable and processible at low temperatures in solution, i. are also easy to use.
- thickeners are, for example, cellulose ethers and others
- Cellulose derivatives e.g., carboxymethyl cellulose, hydroxyethyl cellulose
- gelatin starch and starch derivatives
- sodium alginates e.g., fatty acid polyethylene glycol esters, agar-agar, tragacanth or dextrins.
- the thickeners mentioned show a variety of disadvantages in the application.
- fatty acid polyethylene glycol ester tends to be in the presence of water
- Thickening agents of natural origin for example agar-agar or tragacanth
- agar-agar or tragacanth have, depending on their origin, highly fluctuating composition, so that a
- Cosmetic or dermatological preparations can be easily characterized with regard to these sensor criteria.
- 0.4 g of a formulation stored at 25 ° C is applied between thumb and forefinger.
- the formulation is gently squeezed and the fingers apart.
- the process is performed 3 times at a speed of 2 movements per second.
- the length of the tip or the length of the product thread formed is evaluated.
- Spray application for clogging the spray devices
- preservatives are the compounds known as 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, lauroiethyiarginate, 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
- 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 among others. 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 known as octopirox, is an antimicrobial that is used as a preservative and z.
- B. is used in shampoos as anti-dandruff.
- Octopirox is well tolerated by the skin and physiologically indifferent.
- 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.
- compositions are microbially stable, skin, hair and user-friendly formulated.
- the invention encompasses cosmetic or dermatological preparations
- Benzethonium chloride methylisothiazolinone, Piroctone olamine and / or Lauroylethylarginat in combination with one or more thickening substances.
- 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.
- Thickening substances also called thickeners, are substances or compounds which cause a change in the viscosity of the preparations they contain compared to the same preparation without the thickener.
- Preferred thickeners are selected from the group of fatty alcohols or
- Hydroxyfettalkohole having 12 to 22 and preferably 16 to 18 carbon atoms and partial glycerides, fatty acids or hydroxy fatty acids. Preference is given to a combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates. Suitable thickeners are
- Aerosil types hydrophilic silicic acids
- polysaccharides in particular xanthan gum, guar guar, agar agar, carageenan, alginates and tyloses
- xanthan gum guar guar
- agar agar agar
- carageenan alginates and tyloses
- Carboxymethylcellulose and hydroxyethylcellulose also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, ammonium acryloyldimethyltaurate / VP copolymer, polyacrylates, (eg Carbopols and Pemulen types from Goodrich, Sigma's Synthalene TM, Keltrol grades from Kelco, Sepigel types from Seppic; Salcare types of Allied Colloids), polyacrylamides, polymers, polyvinyl alcohol and polyvinylpyrrolidone.
- polyacrylates eg Carbopols and Pemulen types from Goodrich, Sigma's Synthalene TM, Keltrol grades from Kelco, Sepigel types from Seppic; Salcare types of Allied Colloids
- metal salts of fatty acids e.g. Magnesium, aluminum and / or zinc stearate or ricinoleate are preferably used.
- thickeners for surfactant-containing preparations in particular those which have a proportion of Anionentensiden, fatty acid amides and / or ethoxylated fatty acid esters and / or ethoxylated fatty alcohols can be preferably used.
- thickeners are suitable cationic polymers, such as cationic cellulose derivatives, such as quaternized hydroxyethyl cellulose, referred to under the name Polymer JR 400 TM available from Amerchol is cationic starch, copolymers of
- Wheat polypeptides polyethylenimine, cationic silicone polymers, e.g. Amodimethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine (Cartaretine TM / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (Merquat TM 550 / Chemviron), polyamino-polyamides, e.g. described in FR 2252840 A and their crosslinked water-soluble polymers, cationic chitin derivatives such as quaternized chitosan, optionally microcrystalline distributed, condensation products of dihaloalkylene, such as.
- cationic silicone polymers e.g. Amodimethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine (Cartaretine TM / Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride (M
- Dibromobutane with bis-dialkylamines e.g. Bis-dimethylamino-1, 3-propane, cationic guar gum, e.g. Jaguar TM CBS, Jaguar TM C-17, Jaguar TM C-16 from Celanese, quaternized ammonium salt polymers, e.g. Mirapol TM A-15, Mirapol TM AD-1, Mirapol TM AZ-1 from Miranol.
- bis-dialkylamines e.g. Bis-dimethylamino-1, 3-propane
- cationic guar gum e.g. Jaguar TM CBS, Jaguar TM C-17, Jaguar TM C-16 from Celanese
- quaternized ammonium salt polymers e.g. Mirapol TM A-15, Mirapol TM AD-1, Mirapol TM AZ-1 from Miranol.
- thickeners are anionic, zwitterionic, amphoteric and nonionic polymers, such as, for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers,
- Methyl vinyl ether / maleic anhydride copolymers and their esters uncrosslinked and polyols crosslinked with polyols, acrylamidopropyltrimethylammonium chloride / acrylate copolymers, octylacrylamide / methyl methacrylate tert.butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / dimethylaminoethyl methacrylate / vinylcaprolactam Terpolymers and optionally derivatized cellulose ethers; microchstalline cellulose and silicones.
- Particularly preferred thickeners include xanthan gum, carageenan, alginates and tyloses, carboxymethyl cellulose, microcrystalline cellulose and hydroxyethyl cellulose, polyacrylates (e.g., Carbopols TM and Pemulen types from Noveon).
- the thickeners can be used in combination with the substances according to the invention, benzethonium chloride, methylisothiazolinone, piroctone olamine and / or
- Lauroylethylarginat use in the preparation without this to the lengthiness, i. pull to the strings that leads to formulations.
- Methylisothiazolinone, Piroctone Olamine and / or Lauroylethylarginat enabled are examples of agents which are not actually known to have a viscosity or tackiness.
- agents which are not actually known to have a viscosity or tackiness affect the sliding properties of the entire formulation in such a way that the adhesion of the compositions containing them to surfaces is positively influenced.
- the adhesion to the surfaces in the dispenser systems is positively influenced, so that a pumpability can be ensured over a wide temperature range.
- Vitamin E acetate 1, 0 1, 0
- the "threading” is to be classified in the preparation B according to the invention as "not pulling threads”.
- benzethonium chloride, methylisothiazolinone, piroctone olamine and / or lauroylethylarginate can advantageously be used in cosmetic or dermatological preparations comprising one or more thickening substances for improving the
- sensory properties of the preparation can be used.
- Lauroylethylarginat instead of parabens and / or phenoyethanol have sufficient microbial stability.
- biofilm inhibition at 0h as well as the biofilm-dissolving effect at 24h by a color reaction in the
- 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. Resistance development is therefore excluded.
- 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
- S. epidermidis has a wide spectrum of antibiotic resistance. This is especially true against penicillin and methicilfin. The proportion of resistant strains is now 70%.
- 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 foaming, dyes and color pigments, thickeners, moisturizing and / or moisturizing substances fats, oils, waxes or other conventional ingredients 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 may 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.
- the numbers are parts by weight based on the total mass of the preparation.
- Triglycerol diisostearate 1 0 0.5 0.25 2.0 3.0
- PEG-30 dipolyhydroxystearate - 0.5 0.25 - 3.0
- cyclic silicone oil (cyclomethicone) 12.5 15 22.0 20.0 15.5 linear silicone oil (dimethicone) 5.0 13.0 5.0 12.0 15.0 hydrogenated polyisobutene 0.5 0.75 1, 0 2 , 0 0.25
- cyclic silicone oil 12.5 15 8.0 20.0 17.5 linear silicone oil (dimethicone) 5.0 13.0 5.0 12.0 15.0 hydrogenated polyisobutene 0.5 0.75 1, 0 2 , 0 0.25
- cyclic silicone oil 12.5 15 25.0 10.0 7.5 linear silicone oil (dimethicone) 5.0 15.0 5.0 12.0 15.0
- Glyceryl sterate citrate 1 0 1, 5 1, 5 0.5 0.25
- Cetyl stearyl alcohol 2.5 5 0.5 2.0 1, 5
- Titanium dioxide 2.5 1, 2 0.15 ⁇
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Abstract
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102010013272A DE102010013272A1 (de) | 2010-03-29 | 2010-03-29 | Mikrobiologisch stabile anwendungsfreundliche Zubereitung mit Verdickern |
| PCT/EP2010/005377 WO2011124243A2 (fr) | 2010-03-29 | 2010-09-02 | Préparation microbiologiquement stable et d'utilisation aisée, contenant des épaississants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2563479A2 true EP2563479A2 (fr) | 2013-03-06 |
Family
ID=44586108
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP10757714A Ceased EP2563479A2 (fr) | 2010-03-29 | 2010-09-02 | Préparation microbiologiquement stable et d'utilisation aisée, contenant des épaississants |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP2563479A2 (fr) |
| DE (1) | DE102010013272A1 (fr) |
| WO (1) | WO2011124243A2 (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102010007958A1 (de) * | 2010-02-12 | 2011-08-18 | Beiersdorf AG, 20253 | Wirkstoffkombinationen aus Acylarginaten und quaternären Ammoniumverbindungen |
| WO2012055855A1 (fr) * | 2010-10-29 | 2012-05-03 | Laboratorios Miret, S.A. | Préparations concentrées de lae et leur utilisation |
| DE102012219641A1 (de) * | 2012-10-26 | 2014-04-30 | Beiersdorf Ag | Zweiphasen Produkt |
| CN113736572B (zh) * | 2021-08-17 | 2023-07-25 | 纳爱斯浙江科技有限公司 | 一种结构化织物留香组合物及其制备方法 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LU68901A1 (fr) | 1973-11-30 | 1975-08-20 | ||
| IE60024B1 (en) * | 1987-02-03 | 1994-05-18 | Stiefel Laboratories Ltd | Microemulsions |
| US5728662A (en) * | 1996-07-05 | 1998-03-17 | Dotolo Research Corporation | Gel hand cleaner |
| US5997893A (en) * | 1998-01-20 | 1999-12-07 | Ethicon, Inc. | Alcohol based anti-microbial compositions with cosmetic appearance |
| WO2000018364A1 (fr) * | 1998-09-25 | 2000-04-06 | Kao Corporation | Compositions pour cavite buccale |
| US6511673B1 (en) | 2000-05-10 | 2003-01-28 | Rohm And Haas Company | Microbicidal composition |
| AU2001268953A1 (en) | 2000-07-21 | 2002-02-05 | Novozymes A/S | Antimicrobial compositions |
| MXPA04001169A (es) * | 2001-08-09 | 2005-02-17 | Miret Lab | Nuevos sistemas de conservacion y su uso en preparaciones cosmeticas. |
| US8388986B2 (en) * | 2001-08-09 | 2013-03-05 | Laboratorios Miret S.A. | Use of cationic surfactants in cosmetic preparations |
| US6652842B2 (en) | 2001-11-13 | 2003-11-25 | Noville, Inc. | Deodorant compositions comprising diglycerol |
| EP1621076B1 (fr) | 2002-01-31 | 2013-05-22 | Rohm And Haas Company | Association microbicide synergique |
| JP2006512304A (ja) | 2002-05-20 | 2006-04-13 | ウィリアム, オー. クリング, | 皮膚洗浄剤組成物及び使用方法 |
| ES2291908T5 (es) * | 2003-06-23 | 2011-05-25 | Colgate-Palmolive Company | Composiciones dentífricas estables. |
| EA015815B1 (ru) | 2005-08-02 | 2011-12-30 | Сол-Джел Текнолоджиз Лтд. | Покрытие из оксида металла для водонерастворимых ингредиентов |
| US9555167B2 (en) | 2006-12-11 | 2017-01-31 | 3M Innovative Properties Company | Biocompatible antimicrobial compositions |
| GB2447478A (en) * | 2007-03-14 | 2008-09-17 | Reckitt Benckiser Inc | Aqueous topical compositions with antimicrobial benefit |
| DE102007045241A1 (de) * | 2007-04-20 | 2008-10-23 | Beiersdorf Ag | Stabilisierte kosmetische Zubereitungen mit Piroctone Olamine |
| EP2153813A1 (fr) * | 2008-08-15 | 2010-02-17 | Lonza, Inc. | Mélanges synergiques de conservateurs |
| DE102009022444A1 (de) * | 2009-05-23 | 2010-01-07 | Clariant International Limited | Zusammensetzung enthaltend Sorbitanmonocaprylat und antimikrobielle Wirkstoffe |
| DE102009034115A1 (de) * | 2009-07-20 | 2011-01-27 | Beiersdorf Ag | Kosmetische Zubereitung mit einem Gehalt an Acylarginaten |
| DE102010007958A1 (de) * | 2010-02-12 | 2011-08-18 | Beiersdorf AG, 20253 | Wirkstoffkombinationen aus Acylarginaten und quaternären Ammoniumverbindungen |
-
2010
- 2010-03-29 DE DE102010013272A patent/DE102010013272A1/de not_active Ceased
- 2010-09-02 WO PCT/EP2010/005377 patent/WO2011124243A2/fr not_active Ceased
- 2010-09-02 EP EP10757714A patent/EP2563479A2/fr not_active Ceased
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2011124243A2 * |
Also Published As
| Publication number | Publication date |
|---|---|
| DE102010013272A1 (de) | 2011-09-29 |
| WO2011124243A3 (fr) | 2013-01-31 |
| WO2011124243A2 (fr) | 2011-10-13 |
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