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WO2007071474A1 - Action longue duree amelioree d'antitranspirants - Google Patents

Action longue duree amelioree d'antitranspirants Download PDF

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Publication number
WO2007071474A1
WO2007071474A1 PCT/EP2006/067561 EP2006067561W WO2007071474A1 WO 2007071474 A1 WO2007071474 A1 WO 2007071474A1 EP 2006067561 W EP2006067561 W EP 2006067561W WO 2007071474 A1 WO2007071474 A1 WO 2007071474A1
Authority
WO
WIPO (PCT)
Prior art keywords
preparation
use according
aluminum
antiperspirant
emulsion
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
Application number
PCT/EP2006/067561
Other languages
German (de)
English (en)
Inventor
Lara Terstegen
Katrin Wilke
Stefan Biel
Roger Wepf
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beiersdorf AG
Original Assignee
Beiersdorf AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Beiersdorf AG filed Critical Beiersdorf AG
Priority to EP06807392A priority Critical patent/EP1962777A1/fr
Publication of WO2007071474A1 publication Critical patent/WO2007071474A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26—Aluminium; Compounds 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids

Definitions

  • the invention relates to the use of aluminum-based antiperspirant active in cosmetic preparations for increasing filaggrin expression in the sweat gland Ausfganges of humans and the use of aluminum-based antiperspirant active ingredients for the preparation of preparations for application to the human skin to increase filaggrin expression in the sweat glands - Execution.
  • a cosmetic and / or dermatological antiperspirant formulation having an enhanced antiperspirant effect, and in particular one which contributes to the stabilization and / or maintenance of the antiperspirant effect of an antiperspirant after sweating and / or skin cleansing.
  • the invention encompasses the use of aluminum-based antiperspirant active substances in cosmetic formulations according to claim 1 or for its preparation according to claim 2.
  • a cosmetic preparation comprising aluminum-based antiperspirant active ingredients and at least one organic solvent selected from group 1 dissolves, 1 '-Oxydi-2-propanol, Hexylsalicilat and / or methyl ethyl tetradecanoate the tasks set.
  • antiperspirant effect of cosmetic preparations, in particular antiperspirants, comprising these aluminum-based AT agents, preferably aluminum chlorohydrates, is enhanced on account of the synergistic blockage processes described above.
  • the preparations according to the invention lead to the stabilization and / or maintenance of the antiperspirant effect of an antiperspirant even after sweating and / or skin cleansing.
  • Figure 1 shows a comparison of filaggrin expression and cornification of ACH-treated and untreated executions marked by stars in the figures in two subjects. In each case the marking of filaggrin is shown as well as the entire epidermis for a better overview. On the left the filaggrin expression of ACH-treated executions and on the right the filaggrin expression of untreated acrosyringia of the same subjects are shown.
  • preparations according to the invention comprising small amounts of organic solvents for increasing the expression of filaggrin in the sweat gland process of human beings and for enhancing the antiperspirant effect of cosmetic preparations, in particular antiperspirants, is therefore predestined.
  • AT active agents such as aluminum salts, preferably ACH, preferably in the range of 10 wt.% To 25 wt.%, Based on the total mass of the preparation, with small amounts of organic solvents, those complexing components in the ACH on the Skin stabilize the filaggrin expression especially stimulate.
  • the organic solvents are preferably selected from the group 1, 1'-oxydi-2-propanol, hexyl salicilate and / or methyl ethyl tetradecanoate,
  • the combination of the preparation according to the invention, based on emulsion, containing at least one organic solvent, preferably 1, 1'-oxydi-2-propanol, hexyl salicilate and / or methyl ethyl tetradecanoate, with a roll-on packaging shows also astonishing advantages over the AT agents of the prior art Technology.
  • the organic solvents affect the emulsion structure after application to the skin and may be e.g. cause a faster breakdown of the emulsion or an improved release of ACH from the emulsion.
  • the solvents thus do not act as plasticizers or solubilizers but as so-called “emulsion breakers", which results in an improved release of the antiperspirant active substance and thus leads to the advantageous properties described above, such as increasing filaggrin expression, increased keratinization rate, enhancement of anti-perspirant activity. Transpirant Sign and improved long-term antiperspirant effect.
  • the organic solvents are also wetting aids, which improve the application, for example, of an emulsion to the spherical surface of a roll-on packaging, so that more product is applied with the same application time than with an AT agent without the organic solvent.
  • ACH preferably in the range from 10% by weight to 25% by weight, based on the total mass of the preparation
  • organic solvents the solvent or solvents being selected from group 1, 1 '-Oxydi-2-propanol, preferably in a proportion of 0.01 wt.% To 0.5 wt.%, Hexylsalicilat, preferably in the range of 0.01 wt.% To 0.1 wt.% And / or Methylethyltetradecanoat , preferably in the range from 0.001% by weight to 0.01% by weight, in each case based on the total mass of the preparations.
  • organic solvents in particular selected from the group 1, 1 '- oxydi-2-propanol, Hexylsalicilat and / or Methylethyltetradecanoat
  • Such a preparation preferably based on emulsion, in particular as OVW emulsion, comprising aluminum-based antiperspirant active ingredients, in particular ACH, and small amounts, ie of up to 1, 5 wt.%, Particularly up to 0.5 wt.% Of organic Solvents, in particular selected from the group 1, 1 '-Oxydi-2-propanol, Hexylsalicilat and / or Methylethyltetradecanoat, is therefore particularly preferably according to the invention.
  • the described process the greatly increased keratinization rate of the cells of the sweat gland duct, can be achieved even better in aqueous systems by adjusting the spreading behavior of the product such that the average decrease in the contact angle after application to the skin is> 1 ° ⁇ s ' 1 ( see Figure 2), as the formulations of the invention allow.
  • Figure 2 shows the investigation of the spreading behavior of two AT products according to the invention with pure ACH solution (ACH concentration in each case 10%). The spreading behavior of the products can thus be adjusted so that the mean decrease in the contact angle after application to the skin is> 1 ° ⁇ s -1 .
  • FIG. 3 shows the investigation of the emulsion structure of an AT product according to the invention based on an O / W system.
  • extended lamellar phases can also be observed, which form a continuous structure.
  • a cosmetic preparation preferably based on an O / W system, comprising not only aluminum-based antiperspirant active ingredients but also lamellar lipid phases, is preferred according to the invention.
  • Filaggrin is a protein or rather a group of isoform proteins that are formed during the process of keratinization in the stratum granulosum from profilaggrin.
  • the gene coding for profilaggrin is known and sequenced. It is located on the short arm of chromosome 21, among other genes that code for proteins that are important for the cornification process. The expression of these genes may also be regulated together.
  • Profilaggrin and filaggrin are histidine-rich cationic proteins. The latter binds to various intermediate filaments such as cytokeratin, vimentin and desmin.
  • Filaggrin is a keratin-associated filament protein that is only expressed in differentiated keratinocytes during terminal differentiation of the cells by proteolysis and dephosphorylations in the mature Filaggrinform processed.
  • formulations according to the invention is shown to be skin-enhancing.
  • the aluminum-based antiperspirant active it is advantageous to use acidic aluminum salts in aqueous solution.
  • concentration ranges described relate to the so-called active contents of the antiperspirant complexes, in the case of the aluminum compounds to anhydrous complexes. Preference is also beyond the use of so-called.
  • Activated Aluminiumchlorohydraten The following list of advantageous antiperspirant active agents should in no way be limiting:
  • Aluminum salts of the empirical empirical formula [Al 2 (OH) n Cl n ] (at m + n 6):
  • Aluminum-zirconium salts such as, for example, Al-Zr-tetrachlorohydrex glycine (35% aq. Sol.), are suitable aluminum-based antiperspirant active substances according to the invention.
  • the antiperspirant active ingredients are used in the formulations according to the invention in an amount of 1% by weight to 35% by weight, preferably from 1% by weight to 30% by weight, in particular 10% by weight to 25% by weight, based in each case on Total mass of the preparation used.
  • compositions with ACH preferably in the range from 10% by weight to 25% by weight, based on the total mass of the preparation, is particularly advantageous.
  • preparations according to the invention may also be added with deodorants.
  • the usual cosmetic deodorants are based on different active principles.
  • antimicrobial substances in cosmetic deodorants the bacterial flora on the skin can be reduced.
  • only the odor causing microorganisms should be effectively reduced.
  • the sweat flow itself is not affected, in the ideal case, only the microbial decomposition of the sweat is temporarily stopped.
  • the combination of astringents with antimicrobial substances in one and the same composition is also common.
  • odor maskers such as the common perfume ingredients, odor absorbers, for example the layer silicates described in DE 40 09 347, of these in particular montmorillonite, kaolinite, INt, beidellite, nontronite, saponite, hectorite, bentonite , Smectite, furthermore, for example, zinc salts of ricinoleic acid.
  • Germ-inhibiting agents are also suitable for incorporation into the preparations according to the invention.
  • Advantageous substances are, for example, 2,4,4'-trichloro-2'-hydroxydiphenyl ether (Irgasan), 1, 6-di- (4-chlorophenylbiguanido) hexane (chlorhexidine), 3,4,4'-trichlorocarbanilide, quaternary ammonium compounds , Clove oil, mint oil, thyme oil, triethyl citrate, farnesol (3,7,1 1-trimethyl-2,6,10-dodecatriene-1-ol) and in DE 37 40 186, DE 39 38 140, DE 42 04 321 DE 42 29 707, DE 42 29 737, DE 42 37 081, DE 43 09 372, DE 43 24 219 described effective agents. Also, sodium bicarbonate is advantageous to use.
  • the preparations according to the invention reduce the sweat flow (measured according to FDA guidelines) by 50-80%.
  • a somewhat reduced sweat flow reduction can also be observed after heavy sweating or body cleansing, without the product being applied again beforehand.
  • this welding flux reduction has been observed in cosmetic preparations comprising one or more organic solvents, especially if these are selected from the group 1, 1 '-Oxydi-2-propanol, Hexylsalicilat and / or methyl ethyltetradecanoat.
  • Emulsions are often used as cosmetic or medical preparations. Emulsions are generally understood to mean heterogeneous systems which consist of two liquids that are immiscible or only slightly miscible with one another, which are usually referred to as phases. In emulsions, one of the two liquid phases is dispersed in the form of very fine droplets in the other liquid.
  • micellar phases ie phases in which the inner phase is dispersed in the form of drops in the outer phase
  • bicontinuous structures in which no independent liquid droplets are observed, but continuous, lamellar structures of the inner phase, passing through the surrounding phase
  • this also influences the contact angle that this emulsion forms when applied to technical or biological surfaces and how this contact angle changes over time.
  • the spreading behavior of the product according to the invention can be adjusted so that the average decrease in the contact angle after application to the skin is> 1 ° ⁇ s ' 1 . This is essentially due to the lamellar emulsion structure which is achieved according to the invention.
  • the two liquids are water and oil and oil droplets are finely distributed in water, then it is an oil-in-water emulsion (O / W emulsion, eg milk).
  • O / W emulsion oil-in-water emulsion
  • the basic character of an O / W emulsion is characterized by the water.
  • a water-in-oil emulsion (W / O emulsion, eg butter) is the reverse principle, with the basic character being determined by the oil.
  • W / O, O / W or W / O / W emulsions are relevant.
  • the preparation of the invention is based on O / W emulsions.
  • emulsion systems which in addition to micellar phases also have pronounced lamellar phase portions.
  • the penetration depth of aluminum into the humane armpit skin was determined on cryostat sections of axillary punches on the one hand by means of morine staining and subsequent fluorescence microscopy (for Morin staining see Quatrale RP, Coble DW et al., J. Soc.Coact.Chem. (1981), 32: 107-136). on the other hand examined in cryo-scanning electron microscope with attached EDX-Detekor (for EDX detection on frozen biological samples see Tobler M, Zierold K et al., Pancreas (1992) 7: 686-97). Filaggrin expression was assessed by immunofluorescent labeling on cryostat and plastic sections of axillary biopsies. The increased differentiation of the epidermis was detected on ultrathin sections in the transmission electron microscope.
  • filaggrin is limited to the area of the execution and not to be found in the area of the surrounding epidermis. It indicates increased keratinization in the duct, which could then also be demonstrated by transmission electron microscopy on the same specimens (for correlative detection in CLSM and TEM see Biel SS, Kawaschinski K et al., J. Microsc. (2003) 212: 91-99) and thus impressively demonstrates the use according to the invention.
  • the cosmetic and dermatological preparations according to the invention may comprise cosmetic adjuvants such as are conventionally used in such preparations, e.g. Preservatives, bactericides, UV filters, antioxidants, water-soluble vitamins, minerals, suspended solid particles, perfumes, foaming inhibitors, dyes, pigments that have a coloring effect, thickeners, moisturizing and / or moisturizing substances or other common ingredients a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers or silicone derivatives.
  • cosmetic adjuvants such as are conventionally used in such preparations, e.g. Preservatives, bactericides, UV filters, antioxidants, water-soluble vitamins, minerals, suspended solid particles, perfumes, foaming inhibitors, dyes, pigments that have a coloring effect, thickeners, moisturizing and / or moisturizing substances or other common ingredients a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers or silicone derivatives.
  • the preparations according to the invention preferably also comprise 2-octyldodecanol, avocado oil and / or chitosan ,
  • the preparations furthermore preferably comprise glycerol monoisostearate, polyoxyethylene 20-cetyl stearyl ether, polyethylene glycol 21 stearyl ether, polypropylene glycol 15 stearyl ether, polyethylene glycol 2-stearyl ether and / or polyoxyethylene 20-isocetyl ether.
  • the preparations are preferably produced and used in an optically appealing transparent manner.
  • Example formulations translucent microemulsions and microemulsion gels

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne l'utilisation d'une substance active antitranspirante à base d'aluminium dans des préparations cosmétiques, en vue d'augmenter l'expression de la filaggrine dans le canal de sortie des glandes sudoripares de l'être humain. La préparation cosmétique augmentant l'action antitranspirante comprend des substances actives antitranspirantes à base d'aluminium, de préférence de l'hydrochlorure d'aluminium, et un ou plusieurs solvants organiques choisis dans le groupe ci-après : 1,1'-oxydi-2-propanol, hexylsalicilate et/ou méthyléthyltétradécanoate.
PCT/EP2006/067561 2005-12-16 2006-10-19 Action longue duree amelioree d'antitranspirants Ceased WO2007071474A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP06807392A EP1962777A1 (fr) 2005-12-16 2006-10-19 Action longue duree amelioree d'antitranspirants

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102005060788.8 2005-12-16
DE102005060788A DE102005060788A1 (de) 2005-12-16 2005-12-16 Verbesserte Langzeitwirkung von Antitranspirantien

Publications (1)

Publication Number Publication Date
WO2007071474A1 true WO2007071474A1 (fr) 2007-06-28

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PCT/EP2006/067561 Ceased WO2007071474A1 (fr) 2005-12-16 2006-10-19 Action longue duree amelioree d'antitranspirants

Country Status (3)

Country Link
EP (1) EP1962777A1 (fr)
DE (1) DE102005060788A1 (fr)
WO (1) WO2007071474A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2442779A1 (fr) 2009-06-16 2012-04-25 Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House Utilisation d'un antitranspirant
CN103655459A (zh) * 2013-12-19 2014-03-26 中国药科大学 一种多功能微乳凝胶制剂及其制备工艺
DE102012223553A1 (de) 2012-12-18 2014-06-18 Beiersdorf Ag Verwendung von Aluminiumsalzen gegen Stress-Schwitzen
WO2019206489A1 (fr) 2018-04-27 2019-10-31 Beiersdorf Ag Préparation à action anti-transpirante comprenant des sels de métal alcalino-terreux
WO2019206466A1 (fr) 2018-04-27 2019-10-31 Beiersdorf Ag Préparation à action anti-transpirante comprenant des sels de métal alcalino-terreux et des acides carboxyliques

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5261239A (en) * 1975-11-11 1977-05-20 Lion Dentifrice Co Ltd Antiperspirant cosmetics
US5487887A (en) * 1993-10-28 1996-01-30 Bristol-Myers Squibb Company Clear antiperspirant roll-on compositions
WO1998043604A1 (fr) * 1997-03-27 1998-10-08 Colgate-Palmolive Company Composition antisudorale en bille transparente a base aqueuse
WO1999056716A1 (fr) * 1998-05-01 1999-11-11 The Procter & Gamble Company Compositions antisudorifiques a base de 1,2-hexanediol
WO2000053151A2 (fr) * 1999-03-10 2000-09-14 Colgate-Palmolive Company Composition de baton cosmetique
WO2002003927A2 (fr) * 2000-07-07 2002-01-17 Cognis Deutschland Gmbh & Co. Kg Aerosols
WO2002049591A2 (fr) * 2000-12-21 2002-06-27 Beiersdorf Ag Lingettes anti-transpiration
WO2002069923A1 (fr) * 2001-03-05 2002-09-12 The Procter & Gamble Company Compositions antitranspiration et desodorisantes de type anhydre a base d'agent solide hydrosoluble agissant sur la peau et de glycerine
JP2002363054A (ja) * 2001-06-05 2002-12-18 Maruzen Pharmaceut Co Ltd フィラグリン合成促進剤、角質層保湿機能改善・増強剤および角質層遊離アミノ酸量増加剤
EP1364651A1 (fr) * 2002-05-24 2003-11-26 Sebapharma GmbH & Co. KG Composition pharmaceutique dégonflant la peau
WO2004108104A2 (fr) * 2003-05-30 2004-12-16 Colgate-Palmolive Company Creme antiperspirante exempte de suspension et d'elastomere

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5135747A (en) * 1991-05-17 1992-08-04 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Deodorant/antiperspirant products with fragrance and encapsulated odor counteractant
US5575990A (en) * 1993-10-28 1996-11-19 Bristol-Myers Squibb Company Antiperspirant roll-on compositions
GB9604340D0 (en) * 1996-02-29 1996-05-01 Unilever Plc Antiperspirant aerosol composition and method of making same
US6180121B1 (en) * 1998-03-05 2001-01-30 Colgate-Palmolive Company Fragrance enhancing compositions for cosmetic products
GB9819991D0 (en) * 1998-09-14 1998-11-04 Unilever Plc Antiperspirant composition and method
DE102004049282A1 (de) * 2004-10-09 2006-04-20 Beiersdorf Ag Kosmetische oder dermatologische Formulierung enthaltend Chitosan

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5261239A (en) * 1975-11-11 1977-05-20 Lion Dentifrice Co Ltd Antiperspirant cosmetics
US5487887A (en) * 1993-10-28 1996-01-30 Bristol-Myers Squibb Company Clear antiperspirant roll-on compositions
WO1998043604A1 (fr) * 1997-03-27 1998-10-08 Colgate-Palmolive Company Composition antisudorale en bille transparente a base aqueuse
WO1999056716A1 (fr) * 1998-05-01 1999-11-11 The Procter & Gamble Company Compositions antisudorifiques a base de 1,2-hexanediol
WO2000053151A2 (fr) * 1999-03-10 2000-09-14 Colgate-Palmolive Company Composition de baton cosmetique
WO2002003927A2 (fr) * 2000-07-07 2002-01-17 Cognis Deutschland Gmbh & Co. Kg Aerosols
WO2002049591A2 (fr) * 2000-12-21 2002-06-27 Beiersdorf Ag Lingettes anti-transpiration
WO2002069923A1 (fr) * 2001-03-05 2002-09-12 The Procter & Gamble Company Compositions antitranspiration et desodorisantes de type anhydre a base d'agent solide hydrosoluble agissant sur la peau et de glycerine
JP2002363054A (ja) * 2001-06-05 2002-12-18 Maruzen Pharmaceut Co Ltd フィラグリン合成促進剤、角質層保湿機能改善・増強剤および角質層遊離アミノ酸量増加剤
EP1364651A1 (fr) * 2002-05-24 2003-11-26 Sebapharma GmbH & Co. KG Composition pharmaceutique dégonflant la peau
WO2004108104A2 (fr) * 2003-05-30 2004-12-16 Colgate-Palmolive Company Creme antiperspirante exempte de suspension et d'elastomere

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Title
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DATABASE WPI Week 200348, Derwent World Patents Index; AN 2003-508265, XP002413330 *

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2442779A1 (fr) 2009-06-16 2012-04-25 Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House Utilisation d'un antitranspirant
EP2442779B1 (fr) * 2009-06-16 2013-11-06 Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House Utilisation anti-transpirante
DE102012223553A1 (de) 2012-12-18 2014-06-18 Beiersdorf Ag Verwendung von Aluminiumsalzen gegen Stress-Schwitzen
WO2014095475A1 (fr) 2012-12-18 2014-06-26 Beiersdorf Ag Utilisation de sels d'aluminium pour lutter contre la transpiration due au stress
CN103655459A (zh) * 2013-12-19 2014-03-26 中国药科大学 一种多功能微乳凝胶制剂及其制备工艺
WO2019206489A1 (fr) 2018-04-27 2019-10-31 Beiersdorf Ag Préparation à action anti-transpirante comprenant des sels de métal alcalino-terreux
WO2019206466A1 (fr) 2018-04-27 2019-10-31 Beiersdorf Ag Préparation à action anti-transpirante comprenant des sels de métal alcalino-terreux et des acides carboxyliques

Also Published As

Publication number Publication date
DE102005060788A1 (de) 2007-06-28
EP1962777A1 (fr) 2008-09-03

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