EP2841050A1 - Formulierung enthaltend caprylsäureethanolamid und/oder caprinsäureethanolamid in kombination mit einem aluminiumsalz und ihre verwendung - Google Patents

Formulierung enthaltend caprylsäureethanolamid und/oder caprinsäureethanolamid in kombination mit einem aluminiumsalz und ihre verwendung

Info

Publication number
EP2841050A1
EP2841050A1 EP13715174.2A EP13715174A EP2841050A1 EP 2841050 A1 EP2841050 A1 EP 2841050A1 EP 13715174 A EP13715174 A EP 13715174A EP 2841050 A1 EP2841050 A1 EP 2841050A1
Authority
EP
European Patent Office
Prior art keywords
aluminum
sodium
formulation according
formulation
isostearates
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.)
Withdrawn
Application number
EP13715174.2A
Other languages
German (de)
English (en)
French (fr)
Inventor
Mike Farwick
Oliver Springer
Matthias MENTEL
Stefan Bergfried
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.)
Evonik Operations GmbH
Original Assignee
Evonik Industries 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 Evonik Industries AG filed Critical Evonik Industries AG
Publication of EP2841050A1 publication Critical patent/EP2841050A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier 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
    • A61Q17/005Antimicrobial preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26Aluminium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/02Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/10Anti-acne agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/006Antidandruff preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52Stabilizers
    • A61K2800/524Preservatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/592Mixtures of compounds complementing their respective functions
    • A61K2800/5922At least two compounds being classified in the same subclass of A61K8/18

Definitions

  • the invention relates to a formulation containing Caprylchureethanolamid and / or Caprinklareethanolamid in combination with an aluminum salt and their use.
  • Antimicrobial agents are widely used in cosmetic deodorants or antiperspirants, anti-dandruff and anti-acne formulations, foot care and intimate hygiene products, as well as oral hygiene and dental care products.
  • Body odor arises especially when the initially odorless sweat is decomposed by microorganisms on the skin. Only the microbial decomposition products cause the unpleasant smell of sweat. This arises especially where there is a high density of sweat glands and also a high density of odoriferous germs is present, such. under the armpits in the genital area or on the feet. The responsible for this germs are common but not exclusively to the genus Corynebacterium.
  • Corynebacteria and propionibacteria live on the skin, partly in the pores, in sweat glands and passages as well as in the oral cavity. Likewise come
  • acne is caused by uncontrolled proliferation of the anaerobic skin bacterium Propionibacterium acnes.
  • Candida albicans is responsible for the formation of thrush, dandruff is brought, inter alia, in connection with the fungus Malassezia furfur.
  • microorganisms play an important role, eg in the development of caries and dental plaque.
  • the most important causative agent of dental caries is, for example, Streptococcus mutans.
  • the most important strategies for the control of body odor are odor masking (by fragrances), odor absorption, control of the microorganisms involved in the formation of odors by antimicrobial substances as well as the influence of the
  • WO201 1032924 describes the use of certain amides comprising caproic acid isopropanolamide, caprylic acid isopropanolamide,
  • Caprylic acid monoethanolamide caprylic acid diethanolamide and caprylic acid N-methylethanolamide for reducing the growth of microorganisms and as a component of cosmetic formulations, and among many other compounds which can be additionally used include aluminum salts such as aluminum chlorohydrate, aluminum zirconium tetrachlorohydrex GLY, aluminum zirconium pentachlorohydrate and alum in front.
  • the object of the invention was to provide an active substance combination which has outstanding properties with respect to its antimicrobial activity, in particular on the skin of living beings and thus is particularly suitable for use in cosmetic applications.
  • caprylic acid ethanolamide and / or capric acid ethanolamide (C8 or 10-MEA) with ACH has a synergistic effect in deodorant applications.
  • the present invention therefore provides formulations containing at least one compound of the general formula (I) Formula (I), where
  • R 1 -C 7 H 15 or -C 9 H 19
  • Another object of the invention is the use of the formulation according to the invention for reducing the growth of microorganisms, in particular on a surface, as well as for the reduction of human body odor.
  • An advantage of the present invention is that the formulations are stable in non-polar and polar (especially alcoholic or aqueous) systems, since under the required conditions no hydrolysis or alcoholysis take place. Another advantage is that the effectiveness in the entire pH range of the possible cosmetic formulations is largely constant.
  • Another advantage is that the formulations have good skin tolerance.
  • Another advantage is that they contribute to the reduction of the ACH content in antiperspirants.
  • aluminum chlorohydrate in connection with the present invention, the salts of the general empirical formula Al n CI (3n -m ) (OH) m , in particular AI 2 CI (OH) 5 , understood.
  • formulations according to the invention which are characterized in that the aluminum salt is selected from the group comprising, preferably consisting of:
  • Dichlorohydrate Aluminum Dichlorohydrex PEG, Aluminum Dichlorohydrex PG, Aluminum Dilinoleate, Aluminum Dimyristate, Aluminum Distearate, Aluminum
  • Glycinate Aluminum Hydrogenated Tallow Glutamate, Aluminum Hydroxy Bis-Methylene Bis-Di-t-butylphenyl Phosphate, Aluminum Iron Calcium Magnesium
  • Germanium Silicates Aluminum Iron Calcium Magnesium Zirconium Silicate
  • Sesquichlorohydrex PG Aluminum Starch Octenylsuccinate, Aluminum Stearate, Aluminum Stearates, Aluminum Stearoyl Glutamate, Aluminum Sucrose Octasulfate, Aluminum Sulfate, Aluminum Triformate, Aluminum Triphosphate, Aluminum
  • Tristearate Aluminum Undecylenoyl Collagen Amino Acids, Aluminum Zinc Oxide, Aluminum Zirconium Trichlorohydrate, Aluminum Zirconium Trichlorohydrex GLY, Aluminum Zirconium Tetrachlorohydrate, Aluminum Zirconium Tetrachlorohydrex GLY, Aluminum Zirconium Tetrachlorohydrex PEG, Aluminum Zirconium Tetrachlorohydrex PG, Aluminum Zirconium Pentachlorohydrate, Aluminum Zirconium Pentachlorohydrex GLY, Aluminum Zirconium Octachlorohydrate, Aluminum Zirconium Octachlorohydrex GLY, Ammonium Alum, Ammonium Silver Zinc Aluminum Silicate, Calcium Aluminum Borosilicate, Cobalt Aluminum Oxide, Magnesium / Aluminum / Hydroxide / Carbonate, Magnesium Aluminum Silicate, Magnesium / Aluminum / Zinc / Hydroxide / Carbonate, Potassium Alum, Potassium Aluminum Polyacrylate, Silver Magn
  • Preferred formulations according to the invention are those which are cosmetic or pharmaceutical formulations.
  • Cosmetic or pharmaceutical formulations according to the invention may be used as skin care, face care, head care, personal care, intimate care, foot care, hair care, nail care, dental care, lip care or skin care
  • hair care products are shampoos, hair conditioners, hair conditioners, hair fluid, hair gel, hair tonic, hair wax, hair lacquer, hair spray, hair cream, hair mousse, hair balm, anti-dandruff shampoo.
  • personal care products are shampoos, hair conditioners, hair conditioners, hair fluid, hair gel, hair tonic, hair wax, hair lacquer, hair spray, hair cream, hair mousse, hair balm, anti-dandruff shampoo.
  • personal care products are shampoos, hair conditioners, hair conditioners, hair fluid, hair gel, hair tonic, hair wax, hair lacquer, hair spray, hair cream, hair mousse, hair balm, anti-dandruff shampoo.
  • personal care products are examples of personal care products.
  • shower bath cream bath, cream gel, shower oil, shower gel, wash gel, scrub, cleansing lotion, facial mask, face lotion, face scrub, eye cream, night cream, cleansing mask, lotion pads, cleansing wipes, cleansing lotion,
  • lip care products are lip balm, lip cream, lip balm.
  • the cosmetic or pharmaceutical formulations according to the invention may e.g. contain at least one additional component selected from the group of
  • UV light protection filters
  • Hydrotropes (or polyols),
  • Disinfectant detergent heavy-duty detergent, mild detergent, wool detergent,
  • preferred formulations according to the invention are characterized in that in the formulation less than 80% by weight, preferably less than 40% by weight, in particular less than 20% by weight, of compounds of the general formula (II) Formula (II), wherein
  • R 2 organic radical with a chain length of less than 7 or greater 9
  • R 1 and R 2 of the general formula (I) and (II) are independent of one another, preferably R 1 and R 2 in the general formula (I) and (II) are identical.
  • Formulations according to the invention are characterized in particular in that they contain from 0.001% by weight to 20% by weight, preferably from 0.01% by weight to 10% by weight, particularly preferably from 0.1% by weight to 5% by weight. % of at least one compound of general formula (I) based on the total formulation.
  • Formulations according to the invention are in particular characterized in that they contain from 0.01 to 50% by weight, preferably from 0.1% by weight to 35% by weight, particularly preferably from 1.0% by weight to 20% by weight, at least of an aluminum salt based on the entire formulation.
  • the formulations of the invention can be used as a variety of formulations for household, industrial, pharmaceutical and cosmetic applications. They are particularly useful as effective components in deodorants, which may be in the form of aerosol sprays, pump sprays, roll-on formulations, deodorant sticks, W / O or O / W emulsions (e.g., creams or lotions) or wipes.
  • deodorants which may be in the form of aerosol sprays, pump sprays, roll-on formulations, deodorant sticks, W / O or O / W emulsions (e.g., creams or lotions) or wipes.
  • the active compounds / active substance combinations known from the prior art, such as, for example, can be used in these formulations.
  • triclosan triclosan
  • Propylene glycol, ethanol, zinc ricinoleate, cyclodextrins, silver and its salts or zinc oxide are not limited to use in deodorants, but may be advantageous wherever a control of microorganisms or their growth is desired, such as in intimate hygiene products, anti-acne or anti-dandruff products in the form of the usual leave-on or rinse-off
  • Formulations may be present, e.g. Creams, lotions, shampoos,
  • foot care products are understood not only to be applied directly to the skin compositions, but the term includes, for example, also deodorant shoe inserts.
  • the formulations according to the invention may optionally also contain known antiacne agents, e.g. Dibenzoyl peroxide, salicylic acid,
  • Anti-dandruff agents such as e.g. Climbazole, zinc pyrethione, selenium compounds (e.g. selenium sulfide), piroctone olamine (octopirox) or plant extracts. Also in the field of oral hygiene products, the inventive
  • Formulations are used, in which case in particular the use in mouthwashes or toothpastes recommended.
  • Another object of the invention is the use of at least one of the formulations according to the invention for reducing the growth of
  • the number of microorganisms in the formulation itself can be reduced. This corresponds to the basic idea of a preservative.
  • the use according to the invention is carried out on a surface.
  • the surface in the use according to the invention is preferably the surface of a human or animal body part, in particular the skin, the hair or the teeth, the use on the skin being particularly preferred.
  • microorganisms such as bacteria, especially Corynebacterium xerosis, Corynebacterium jeikeium, Corynebacterium minutissimum, Propionibacterium acnes, Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus sobrinus and Streptococcus mutans.
  • fungi including yeasts
  • yeasts such as representatives of the genera Microsporum, Epidermiphyton, Trichphyton, as well as Candida albicans or Malassezia furfur.
  • Microorganisms to grampositive, especially coryneform bacteria, as well as in particular also to the aforementioned species is preferred.
  • the surface on which the use takes place is the
  • Such articles preferably come into contact several times daily directly or indirectly through humans or animals.
  • the surface of such objects undergoes a contact by the aforementioned contact
  • Floors such as carpets, tiles, laminates, parquet, cork flooring, marble, stone and porcelain stoneware floors
  • Household ceramics such as WCs, sinks, bidets, shower trays, bathtubs, doorknobs, armatures,
  • Household tools such as washing machines, dryers, dishwashers, rinsing off
  • Ceramic or stainless steel furniture such as tables, chairs, shelves, shelves, windows,
  • Tools such as surgical instruments, vacuum cleaner. Machines, pipelines, tanks and equipment for transport, processing and
  • Yet another object of the invention is the use of at least one formulation according to the invention for the reduction of human body odor. Yet another object of the invention is the use of at least one formulation according to the invention for reducing the whitening effect.
  • Comparative formulation to which the reduced whitening effect refers is used in particular a formulation based solely on the aluminum salt, which has the same sweat-odor-inhibiting effect quantitatively as the formula reduced in the whitening effect.
  • Another object of the invention is a method for the reduction of
  • Figure 2 Photographic documentation of the Weisseln effect after converting the RGB color image into a binary (black and white) image. Left: Formulation A, right: Formulation B.
  • Figure 3 Parameter L * in the CIELAB color space. Deoken Test Formulation A, Deoken Test Formulation B on the right.
  • test products were applied after drying the armpits in a standardized form and with a defined amount of 5 pump surges (about 0.7-0.8 g). Each subject applied two test products, one under the right arm and one under the left arm.
  • TEGO ® Care 165 (Glyceryl Stearate, PEG-100
  • TEGOSOFT ® MM Myristyl Myristate 1 .0 1 .0
  • TEGOSOFT ® CR (Cetyl Ricinoleate) 1 .0 1 .0
  • Aerosil R 972 (Silica Dimethyl Silylate) 1 .0 1 .0
  • Deodorant Test Formulations In percent by mass. To prepare the formulations, customary formulation methods known to those skilled in the art were used. In each case 0.2 g of the Deostatt test formulations (Table 1) were applied to black sponge rubber side by side by twice brushing (back and forth) the respective Deouxes over a distance of about 10 cm. About six hours after
  • NATROSOL 250HHR ® hydroxyethyl cellulose 0.75
  • Tegin M ® pellets (Glyceryl Stearate) 1 .50
  • LACTIL ® Sodium Lactate, Sodium PCA, Glycine
  • TEGODEO ® LYS Zinc Ricinoleate; Lysine;
  • ISOLAN ® GPS polyglyceryl-4 diisostearate /
  • Aerosil R 972 (Silica Dimethyl Silylate) 2.00
  • TEGODEO ® LYS Zinc Ricinoleate; Lysine;
  • Rewoderm ® LI 63 PEG-30 Glyceryl Cocoate 12:50
  • TEGODEO ® LYS Zinc Ricinoleate; Lysine;
  • Citric Acid 50% in water
  • TEGODEO ® CW 90 Zinc Ricinoleate
  • Neutral TE tetrahydroxypropyl ethylene diamine

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dermatology (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicinal Preparation (AREA)
EP13715174.2A 2012-04-27 2013-03-28 Formulierung enthaltend caprylsäureethanolamid und/oder caprinsäureethanolamid in kombination mit einem aluminiumsalz und ihre verwendung Withdrawn EP2841050A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE201210206999 DE102012206999A1 (de) 2012-04-27 2012-04-27 Formulierung enthaltend Caprylsäureethanolamid und/oder Caprinsäureethanolamid in Kombination mit einem Aluminiumsalz und ihre Verwendung
PCT/EP2013/056670 WO2013160065A1 (de) 2012-04-27 2013-03-28 Formulierung enthaltend caprylsäureethanolamid und/oder caprinsäureethanolamid in kombination mit einem aluminiumsalz und ihre verwendung

Publications (1)

Publication Number Publication Date
EP2841050A1 true EP2841050A1 (de) 2015-03-04

Family

ID=48083134

Family Applications (1)

Application Number Title Priority Date Filing Date
EP13715174.2A Withdrawn EP2841050A1 (de) 2012-04-27 2013-03-28 Formulierung enthaltend caprylsäureethanolamid und/oder caprinsäureethanolamid in kombination mit einem aluminiumsalz und ihre verwendung

Country Status (7)

Country Link
US (1) US20150118173A1 (zh)
EP (1) EP2841050A1 (zh)
JP (1) JP2015520735A (zh)
CN (1) CN104284651A (zh)
BR (1) BR112014026906A2 (zh)
DE (1) DE102012206999A1 (zh)
WO (1) WO2013160065A1 (zh)

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DE102013215435A1 (de) * 2013-08-06 2015-02-12 Evonik Industries Ag Formulierung enthaltend Caprylsäureethanolamid und/oder Caprinsäureethanolamid in Kombination mit einem Tensid
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US10398633B2 (en) 2014-10-27 2019-09-03 Conopco, Inc. Anhydrous antiperspirant compositions
BR112018005766B1 (pt) 2015-11-06 2021-07-13 Unilever Ip Holdings B.V. Produtos antitranspirantes em aerossol
ES2747499T3 (es) 2015-11-06 2020-03-10 Unilever Nv Composiciones antitranspirantes
EP3370684B1 (en) 2015-11-06 2019-06-19 Unilever PLC Aerosol antiperspirant product
US10285920B2 (en) 2016-01-07 2019-05-14 Avon Products, Inc. Extended release fragrance compositions
KR101665321B1 (ko) * 2016-04-27 2016-10-12 (주)네오팜 항노화용 조성물
ES2795627T3 (es) 2016-07-19 2020-11-24 Evonik Degussa Gmbh Empleo de ésteres de poliol para la producción de revestimientos de material sintético porosos
BR112019011696B1 (pt) 2016-12-14 2022-09-06 Colgate-Palmolive Company Composição antitranspirante/desodorante, método para redução de perspiração aparente e uso de uma combinação de um ativo antitranspirante e um sal de ácido graxo
EP3538059B1 (en) 2016-12-14 2021-03-03 Colgate-Palmolive Company Aluminum-free antiperspirant/deodorant compositions
RU2717826C1 (ru) * 2016-12-14 2020-03-26 Колгейт-Палмолив Компани Композиции антиперспиранта/дезодоранта, не содержащие алюминия
CN106749373B (zh) * 2016-12-29 2020-06-26 同济大学 一种橡胶添加剂及其制备和应用
JP7049868B2 (ja) * 2017-09-21 2022-04-07 ライオン株式会社 制汗剤組成物
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Also Published As

Publication number Publication date
CN104284651A (zh) 2015-01-14
US20150118173A1 (en) 2015-04-30
BR112014026906A2 (pt) 2017-07-11
WO2013160065A1 (de) 2013-10-31
JP2015520735A (ja) 2015-07-23
DE102012206999A1 (de) 2013-10-31

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