US 2015O1 18173A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2015/0118173 A1 Farwick et al. (43) Pub. Date: Apr. 30, 2015 (54) FORMULATION COMPRISING CAPRYLIC (30) Foreign Application Priority Data ACD ETHANOLAMIDE AND/OR CAPRIC ACD ETHANOLAMIDE IN COMBINATION Apr. 27, 2012 (DE) ......................... 102O122069992 WITH AN ALUMNIUM SALT AND ITS USE Publication Classification (71) Applicant: EVONIK INDUSTRIES AG, Essen (DE) (51) Int. Cl. A61O 1700 (2006.01) (72) Inventors: Mike Farwick, Essen (DE); Oliver A61O5/00 (2006.01) Springer, Wesel (DE); Matthias A61O 15/00 (2006.01) Mentel, Dortmund (DE); Stefan A61O 19/00 (2006.01) Bergfried, Essen (DE) A618/26 (2006.01) A618/42 (2006.01) (73) Assignee: EVONIK INDUSTRIES AG, Essen (52) U.S. Cl. (DE) CPC ................ A61O 17/005 (2013.01); A61K 8/26 (2013.01); A61K 8/42 (2013.01); A61O 15/00 (21) Appl. No.: 14/397,379 (2013.01); A61O 19/00 (2013.01); A61O5/006 (2013.01); A61 K 2800/5922 (2013.01) (22) PCT Filed: Mar. 28, 2013 (57) ABSTRACT (86) PCT NO.: PCT/EP2013/056670 The invention relates to a formulation comprising caprylic S371 (c)(1), acid ethanolamide and/or capric acid ethanolamide in com (2) Date: Oct. 27, 2014 bination with an aluminium salt and to its use. Patent Application Publication Apr. 30, 2015 Sheet 1 of 3 US 201S/O118173 A1 Xxxxxxxxxxxxxxxxxxxxxxxx ----- Xxxxxxxxxxxxxxxxxxxxxxxxxx CD O C CD CD SE O C O s B EEE& EEE s & & E. D & L XYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYYY MEA 2% is ACH 2% & MEA 2+ACH 2% Figure 1 Patent Application Publication Apr. 30, 2015 Sheet 2 of 3 US 201S/O118173 A1 Patent Application Publication Apr. 30, 2015 Sheet 3 of 3 US 201S/O118173 A1 Figure 3 US 2015/01 18173 A1 Apr. 30, 2015 FORMULATION COMPRISING CAPRYLC regards its antimicrobial effect, in particular on the skin of ACD ETHANOLAMIDE AND/OR CAPRIC living beings and thus in particular for use in cosmetic appli ACIDETHANOLAMIDE IN COMBINATION cations. WITH AN ALUMNIUM SALT AND ITS USE DESCRIPTION OF THE INVENTION FIELD OF THE INVENTION 0010 Surprisingly, it has been found that the combination 0001. The invention relates to a formulation comprising described below of caprylic acid ethanolamide and/or capric caprylic acid ethanolamide and/or capric acid ethanolamide acid ethanolamide (C8- or 10-MEA) with ACH has a syner in combination with an aluminium salt and to its use. gistic effect in deodorant applications. 0011. The present invention therefore provides formula PRIOR ART tions comprising at least one compound of the general for 0002 Antimicrobial active ingredients are used widely in mula (I) cosmetic deodorants or antiperspirants, antidandruff and antiacne formulations, footcare and intimate hygiene compo sitions and also oral hygiene and dental care products. formula (I) 0003 Body odour is formed primarily when the initially odourless perspiration is decomposed by microorganisms on --~-l. the skin. Only the microbial degradation products cause the H unpleasant Sweat odour. This arises in particular wherever there is a high density of Sweat glands and also a high density of odour-producing microbes, such as for example in the where armpits, in intimate areas or on the feet. The microbes respon sible for this, however, often do not belong exclusively to the R'—C, His or—CoHo genus Corynebacterium. 0012 and an aluminium salt. 0004 Our natural skin flora includes many different bac 0013 The invention further provides the use of the formu teria, including staphylococci, certain streptococci, occasion lation according to the invention for reducing the growth of ally enterococci, corynebacteria and propionibacteria. They microorganisms, in particular on a Surface, and also for reduc live on the skin, sometimes in the pores, in Sweat glands and ing human body odour. Sweatducts, and also in the oral cavity. A variety of fungi also 0014. It is an advantage of the present invention that the occur on the skin. formulations are stable in nonpolar and polar (in particular 0005 Certain skin disorders are also connected with alcoholic or aqueous) systems since no hydrolysis or alco excessive growth of undesired microorganisms on the skin. holysis take place under the required conditions. Thus, acne interalia is caused by uncontrolled multiplication 0015. It is also an advantage that the effectiveness is of the anaerobic skin bacterium Propionibacterium acnes. largely constant over the entire pH range of the possible Candida albicans is responsible for the formation of thrush, cosmetic formulations. dandruff is associated interalia with the fungus Pilz. Malasse 0016. It is a further advantage that the formulations have Zia furfur: good skin compatibility. 0006. In the area of oral hygiene, microorganisms play an 0017. It is another advantage that they contribute to reduc essential role e.g. in the formation of caries and plaque. The ing the ACH content in antiperspirants. most important cause of dental caries is for example Strepto 0018. The use according to the invention, in cases where it COCC tiS initita F2S. is a use on a living species, is exclusively a cosmetic and a 0007. The most important strategies for controlling body non-therapeutic use. odour are odour masking (by means of fragrances), odour 0019. Unless stated otherwise, all of the stated percent absorption, control of the microorganisms involved in odour ages (%) are percentages by mass. In connection with the formation by means of antimicrobial Substances, and the present invention, the term “aluminium chlorohydrate' is influencing of the sebaceous gland activity by means of anti understood as meaning the salts of the general empirical perspirants. Of particular importance here are antiperspirants formula AlCl(OH), in particular AlCl(OH)s. containing aluminium chlorohydrate (ACH), although these 0020 Preference is given in particular to formulations have the disadvantage that they leave behind traces of use on according to the invention which are characterized in that the clothing. aluminium salt is selected from the group comprising, pref 0008 WO2011032924 describes the use of certain amides erably consisting of including caproic acid isopropanolamide, caprylic acid iso aluminium acetate, aluminium behenate, aluminium ben propanolamide, capric acid isopropanolamide, lauric acid Zoate, aluminium bromohydrate, aluminium butoxide, alu isopropanolamide, caprylic acid monoethanolamide, minium calcium Sodium silicate, aluminium caprylate, alu caprylic acid diethanolamide and caprylic acid N-methyl minium capryloyl hydrolyzed collagen, aluminium chloride, ethanolamide for reducing the growth of microorganisms and aluminium chlorohydrate, aluminium chlorohydrex, alu as a constituent of cosmetic formulations and proposes, minium chlorohydrex PEG, aluminium chlorohydrex PG, among many other compounds which can additionally be aluminium citrate, aluminium diacetate, aluminium diben co-used, also aluminium salts such as aluminium chlorohy Zoate/stearate hydroxide, aluminium dicetyl phosphate, alu drate, aluminium zirconium tetrachlorohydrex GLY, alu minium dichlorohydrate, aluminium dichlorohydrex PEG, minium Zirconium pentachlorohydrate and alum. aluminium dichlorohydrex PG, aluminium dilinoleate, alu 0009. It was an object of the invention to provide an active minium dimyristate, aluminium distearate, aluminium glyci ingredient combination which has excellent properties as nate, aluminium hydrogenated tallow glutamate, aluminium US 2015/01 18173 A1 Apr. 30, 2015 hydroxy bis-methylene bis-di-t-butylphenyl phosphate, alu self-tanning compositions, foot lotion, foot spray, body minium iron calcium magnesium germanium silicates, alu lotion, body gel, body spray, body milk, body Scrub, body oil, minium iron calcium magnesium Zirconium silicates, alu body butter. minium iron silicates, aluminium isopropoxide, aluminium 0023 Examples of lipcare products are lip balm, lip isostearate, aluminium isoStearates/laurates/palmitates, alu cream, lipcare stick. minium isostearates/laurates/stearates, aluminium isostear 0024. The cosmetic or pharmaceutical formulations ates/myristates, aluminium isostearates/palmitates, alu according to the invention can contain e.g. at least one addi minium isoStearates/stearates, aluminium isostearyl glyceryl tional component, selected from the group of phosphate, aluminium laccate, aluminium lactate, aluminium emollients, lanolate, aluminium/magnesium hydroxide Stearate, alu emulsifiers, minium magnesium oxide, aluminium methionate, alu thickenerS/viscosity regulators/stabilizers, minium myristate, aluminium myristates/palmitates, alu UV light protection filters, minium PCA, aluminium phenolsulphonate, aluminium antioxidants, sesquichlorohydrate, aluminium sesquichlorohydrex PEG, hydrotropes (or polyols), aluminium sesquichlorohydrex PG, aluminium starch octe solids and fillers, nylsuccinate, aluminium Stearate, aluminium Stearates, alu film formers, minium Stearoyl glutamate, aluminium Sucrose octasulphate, pearlescent additives, aluminium Sulphate, aluminium triformate, aluminium triph deodorant and antiperspirant active ingredients, osphate, aluminium tristearate, aluminium undecylenoyl col insect repellents, lagen amino acids, aluminium Zinc oxide, aluminium Zirco Self-tanning agents, nium trichlorohydrate, aluminium Zirconium trichlorohydrex preservatives, GLY, aluminium Zirconium tetrachlorohydrate, aluminium conditioners, zirconium tetrachlorohydrex GLY,