FR2838346A1 - Cosmetic or dermatological composition useful for skin cleansing and/or care comprises a haloalkynyl carbamate and caprylyl glycol - Google Patents

Abstract

Cosmetic or dermatological composition comprises 0.00005-0.005 wt.% of a haloalkynyl carbamate (I) and 0.005-0.05 wt.% caprylyl glycol (II). Cosmetic or dermatological composition comprises 0.00005-0.005 wt.% of a haloalkynyl carbamate of formula (I) and 0.005-0.05 wt.% caprylyl glycol (II). A = halo; R = H, 1-20C alkyl, 1-20C hydroxyalkyl, 5-12C aryl or aralkyl; m, n = 1-3. An Independent claim is also included for use of (I) to potentiate the antifungal effects of (II) in cosmetic or dermatological compositions.

Description

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The present invention relates to a cosmetic and / or dermatological composition for topical use containing an alkynyl carbamate and at least one antimicrobial agent in a physiologically acceptable medium.

Most cosmetic or dermatological products contain elements promoting the growth of micro-organisms such as water, carbon sources, various nutrients such as vitamins, or even amino acids, at a pH close to neutrality.

These products are therefore likely to be contaminated during their manufacture (primary contamination), but also during their use by the consumer (secondary contamination) especially when gripping potted products with the fingers. Such development of microorganisms would rapidly render the compositions unfit for use. To avoid this phenomenon, it is necessary to protect the compositions both against the microorganisms that can develop inside the compositions and against those that the user can introduce into them by manipulating them.

It is thus common to introduce into cosmetic or dermatological compositions chemical preservatives in order to fight against the development and proliferation of microorganisms and to maintain a good microbiological quality throughout the lifetime of the product. However, these compounds have disadvantages related either to their chemical structure or to the amount necessary to obtain the desired effect.

Most of the time it is necessary to combine an antibacterial preservative and an antifungal preservative to provide broad spectrum protection. But if the antibacterial preservatives used in cosmetics are relatively few in number, antifungal preservatives are even more rare and all have well-known disadvantages.

Among the antifungal preservatives most commonly used, mention may be made of organic acids and their derivatives, and more particularly the esters of parahydroxybenzoic acid also called Parabens. However, these are not

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 active on bacteria and their effectiveness is exerted only at an acid pH generally incompatible with the skin. The formalin liberators are also known: imidazolidinyl urea or diazolidinyl urea, for example, but although very effective, they pose problems of intolerance on human skin such as irritations or allergies, and more particularly on the skin. sensitive skins. It is the same for alcohols or polyols, such as ethanol or glycols, especially when they are present at relatively high levels. Finally, azole antifungals are suspected of triggering resistance to pathogenic fungi.

The current trend is therefore to reduce the amount of preservatives used in the cosmetic or dermatological compositions, which results in a decrease in the stability of the products and their shelf life.

In this context, there remains a real need for cosmetic or dermatological compositions containing preservative systems in a quantity such that they do not cause undesirable effects, while having an acceptable efficacy on the stability of the products with respect to the contamination. by microorganisms, as well as a broad antimicrobial spectrum. The compositions of the present invention meet this need.

The Applicant has surprisingly found that the combination of a haloalkynyl carbamate at a very low dose with certain antimicrobial agents makes it possible to obtain compositions showing no degradation by the microorganisms and not having the undesirable effects generally associated with the preservatives. . The antimicrobial effect of the agent is potentiated by the presence of the haloalkynyl carbamate.

Alkynyl carbamates are known antifungals and already used in cosmetics.

Thus, patent application EP-1 005 851 describes cosmetic compositions containing alkynyl carbamates associated with certain polyols to treat desquamative and inflammatory disorders of the scalp. WO-99/49730 discloses a method for solubilizing alkynyl carbamates with a mixture of aromatic alcohol and

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 of 5,5-dimethylhydantoin. Finally, the application WO-2000/78140 describes the combination of an alkynyl carbamate and a flavonoid antioxidant extracted from woody plants to improve the preservation of wood. Alkynyl carbamates are also used as preservatives in moisturizing compositions (WO-2000/25732). In all these documents, the described compositions contain alykynyl carbamates at doses usually used and for which the disadvantages indicated above are present.

To the knowledge of the Applicant, the alkynyl carbamates have never been incorporated in cosmetic or dermatological compositions at very low doses and combined with other preservatives in order to lead to a protection of the formula against microorganisms.

dans laquelle :
A désigne un atome d'halogène, par exemple un atome de fluor, de chlore, de brome, ou d'iode,
R désigne un atome d'hydrogène, un groupement alkyle de 1 à 20 atomes de carbone linéaire ou ramifié, un groupement hydroxyalkyle de 1 à 20 atomes de carbone linéaire ou ramifié, un groupement aryle mono ou bicyclique de
5 à 12 atomes de carbones, ou un groupement arylalkyle, m et n représentent indépendamment un entier compris entre 1 et 3, et de 0,005 % à 0,05 % en poids par rapport au poids total de la composition de caprylyl glycol. Thus, the present invention relates to cosmetic or dermatological compositions containing from 0.00005% to 0.005% by weight, relative to the total weight of the composition, of a haloalkynyl carbamate of formula (I):

in which :
A denotes a halogen atom, for example a fluorine, chlorine, bromine or iodine atom,
R denotes a hydrogen atom, a linear or branched alkyl group of 1 to 20 carbon atoms, a linear or branched hydroxyalkyl group of 1 to 20 carbon atoms, a mono or bicyclic aryl group of
5 to 12 carbon atoms, or an arylalkyl group, m and n independently represent an integer of between 1 and 3, and from 0.005% to 0.05% by weight relative to the total weight of the caprylyl glycol composition.

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 Among the alkyl groups, there may be mentioned, for example, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, isobutyl, pentyl, hexyl, octyl, nonyl, decyl, undecyl, dodecyl and eicosyl groups.

Examples of aryl groups that may be mentioned include phenyl, biphenyl and naphthyl groups.

Examples of arylalkyl groups that may be mentioned are benzyl and phenethyl groups.

Preferably, in the preferred compounds of formula (I), the one or both integers m or n represent 1.

A preferred R group is the linear or branched alkyl group of 1 to 20 carbon atoms, preferably 1 to 6 carbon atoms, and most preferably the butyl group.

A compound of formula (I) which is particularly suitable for the implementation of the present invention is 3-iodo-2-propynyl butylcarbamate (IPBC), used alone or in the form of a commercial raw material. We can choose in particular the GLYCACIL 2000 # marketed by LONZAGROUP.

In an advantageous aspect of the invention, the haloalkynyl carbamate is present in an amount ranging from 0.001% to 0.002% by weight relative to the total weight of the composition.

Caprylyl glycol is a vicinal diol also called 1,2-octanediol.

In the compositions according to the present invention, caprylyl glycol is present at a level where it has only a very low level of anti-fungal activity.

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 More particularly it may be present in an amount of between 0.001% and 0.003% by weight, relative to the total weight of the composition.

Another aspect of the invention relates to the use of a haloalkynyl carbamate of formula (I) as defined above, and in particular 3-iodo-2-propynyl butylcarbamate, to potentiate the antimicrobial, and more particularly anti-fungal, effects. caprylyl glycol.

This use finds an application more specifically in the cosmetic or dermatological field. In particular, the compositions may be used for cleaning and / or care of the skin.

The compositions used according to the invention are intended for topical application to the skin and / or its integuments and therefore contain a physiologically acceptable medium, that is to say, compatible with cutaneous tissues such as the skin, the scalp, eyelashes, eyebrows, hair, nails and / or mucous membranes. This physiologically acceptable medium may more particularly consist of water and optionally of a physiologically acceptable organic solvent chosen, for example, from lower alcohols containing from 1 to 8 carbon atoms and in particular from 1 to 6 carbon atoms, such as ethanol, isopropanol, propanol, butanol; polyethylene glycols having from 6 to 80 ethylene oxide units; polyols such as propylene glycol, isoprene glycol, butylene glycol, glycerine, sorbitol.

The compositions according to the invention may be in any of the galenical forms conventionally used for topical application and especially in the form of aqueous, hydroalcoholic, oil-in-water (O / W) or water-in-oil ( E / H) or multiple (triple: W / H / E or H / E / H), aqueous gels, or dispersions of a fatty phase in an aqueous phase using spherules, these spherules being polymeric nanoparticles such as nanospheres and nanocapsules, or lipid vesicles of ionic and / or nonionic type (liposomes, niosomes, oleosomes). These compositions are prepared according to the usual methods.

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 In addition, the compositions used according to the invention may be more or less fluid and have the appearance of a white or colored cream, an ointment, a milk, a lotion, a serum, a paste, a foam or a biphase. They may optionally be applied to the skin in the form of an aerosol. They may also be in solid form, for example in the form of a stick.

When the composition used according to the invention comprises an oily phase, it preferably contains at least one oil. It may also contain other fatty substances.

As oils that can be used in the composition of the invention, mention may be made, for example, of: hydrocarbon-based oils of animal origin, such as perhydrosqualene; hydrocarbon-based oils of vegetable origin, such as liquid triglycerides of fatty acids containing from 4 to 10 carbon atoms, for instance triglycerides of heptanoic or octanoic acids or, for example, sunflower, corn or soybean oils, squash, grape seed, sesame, hazelnut, apricot, macadamia, arara, sunflower, castor oil, avocado, triglycerides of caprylic / capric acids such as those sold by Stearineries Dubois or those sold under the names Miglyol 810,812 and 818 by the company Dynamit Nobel, jojoba oil, shea butter oil; esters and synthetic ethers, in particular of fatty acids, such as the oils of formulas R 1 COOR 2 and R 1 OR 2 in which R 1 represents the residue of a fatty acid comprising from 8 to 29 carbon atoms, and R 2 represents a hydrocarbon-based chain, branched or unbranched, containing from 3 to 30 carbon atoms, such as, for example, purcellin oil, isononyl isononanoate, isopropyl myristate, 2-ethylhexyl palmitate, octyl-2 stearate dodecyl, octyl-2-dodecyl erucate, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octyl hydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, heptanoates, octanoates, decanoates of fatty alcohols; polyol esters, such as propylene glycol dioctanoate, neopentyl glycol diheptanoate and diethylene glycol diisononanoate; and pentaerythritol esters such as pentaerythrityl tetraisostearate;

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 linear or branched hydrocarbons of mineral or synthetic origin, such as paraffin oils, volatile or not, and their derivatives, petroleum jelly, polydecenes, hydrogenated polyisobutene such as parleam oil; fatty alcohols having from 8 to 26 carbon atoms, such as cetyl alcohol, stearyl alcohol and their mixture (cetylstearyl alcohol), octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol, oleic alcohol or linoleic alcohol; partially fluorinated hydrocarbon oils and / or silicone oils such as those described in document JP-A-2-295912; silicone oils such as volatile or non-volatile polymethylsiloxanes (PDMS) with a linear or cyclic silicone chain, which are liquid or pasty at room temperature, in particular cyclopolydimethylsiloxanes (cyclomethicones) such as cyclohexasiloxane; polydimethylsiloxanes comprising alkyl, alkoxy or phenyl groups, during or at the end of the silicone chain, groups having from 2 to 24 carbon atoms; phenyl silicones such as phenyltrimethicones, phenyldimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenyldimethicones, diphenylmethyldiphenyltrisiloxanes, 2-phenylethyltrimethylsiloxysilicates, and polymethylphenylsiloxanes; - their mixtures.

By hydrocarbon oil is meant in the list of oils mentioned above, any oil predominantly comprising carbon and hydrogen atoms, and optionally ester, ether, fluoro, carboxylic acid and / or alcohol groups.

The other fatty substances that may be present in the oily phase are, for example, fatty acids containing from 8 to 30 carbon atoms, such as stearic acid, lauric acid, palmitic acid and oleic acid; waxes such as lanolin, beeswax, carnauba or candelilla wax, paraffin waxes, lignite waxes or microcrystalline waxes, ceresin or ozokerite, synthetic waxes such as polyethylene waxes, waxes Fischer-Tropsch; silicone resins such as trifluoromethyl-C1-4-alkyldimethicone and trifluoropropyldimethicone; and silicone elastomers such as the products sold under the names

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   KSG by Shin-Etsu under the names Trefil, BY29 or EPSX by the company Dow Corning or under the names Gransil by the company Grant Industries.

These fatty substances may be chosen in a varied manner by those skilled in the art in order to prepare a composition having the desired properties, for example of consistency or texture.

According to a particular embodiment of the invention, the composition according to the invention is a water-in-oil (W / O) or oil-in-water (O / W) emulsion. The proportion of the oily phase of the emulsion may range from 5 to 80% by weight, and preferably from 5 to 50% by weight relative to the total weight of the composition.

The emulsions generally contain at least one emulsifier chosen from amphoteric, anionic, cationic or nonionic emulsifiers, used alone or as a mixture, and optionally a co-emulsifier. The emulsifiers are suitably selected according to the emulsion to be obtained (W / O or O / W). The emulsifier and the co-emulsifier are generally present in the composition, in a proportion ranging from 0.3 to 30% by weight, and preferably from 0.5 to 20% by weight relative to the total weight of the composition.

For W / O emulsions, examples of emulsifiers that may be mentioned include dimethicone copolyols such as the mixture of cyclomethicone and dimethicone copolyol, sold under the name DC 5225 C by Dow Corning, and alkyl dimethicone copolyols such as Laurylmethicone copolyol sold under the name "Dow Corning 5200 Formulation Aid" by the company Dow Corning and cetyl dimethicone copolyol sold under the name Abil EM 90R by the company Goldschmidt. It is also possible to use, as surfactant of W / O emulsions, a crosslinked solid elastomeric organopolysiloxane comprising at least one oxyalkylenated group, such as those obtained according to the procedure of Examples 3,4 and 8 of US-A-5,412,004 and examples of US-A-5,811,487, in particular

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 the product of Example 3 (synthetic example) of US-A-5,412,004. and such as that sold under the reference KSG 21 by Shin Etsu.

For O / W emulsions, mention may be made, for example, as emulsifiers, of nonionic emulsifiers such as oxyalkylenated (more particularly polyoxyethylenated) fatty acid esters of glycerol; esters of oxyalkylenated fatty acids and sorbitan; oxyalkylenated fatty acid esters (oxyethylenated and / or oxypropylenated); oxyalkylenated fatty alcohol ethers (oxyethylenated and / or oxypropylenated); sugar esters such as sucrose stearate; and mixtures thereof such as the mixture of glyceryl stearate and PEG-40 stearate.

In known manner, the cosmetic or dermatological composition of the invention may also contain adjuvants customary in the cosmetic or dermatological field, such as active agents, antioxidants, hydrophilic or lipophilic gelling agents, solvents, perfumes, fillers, UV filters, odor absorbers, dyestuffs, plant extracts, salts. The amounts of these various adjuvants are those conventionally used in the field under consideration, and for example from 0.01 to 20% of the total weight of the composition. These adjuvants, depending on their nature, can be introduced into the fatty phase, into the aqueous phase and / or into the lipid spherules.

As active agents which may be used in the composition of the invention, there may be mentioned, for example, desquamating agents, moisturizing agents, depigmenting or pro-pigmenting agents, anti-glycation agents, NO-synthase inhibitors, inhibitors of 5a-reductase, inhibitors of lysyl and / or prolyl hydroxylase, agents stimulating the synthesis of dermal or epidermal macromolecules and / or preventing their degradation, agents stimulating proliferation of fibroblasts or keratinocytes and / or differentiation of keratinocytes, antimicrobial agents acting against acne germs, muscle relaxants, tensing agents, anti-pollution or anti-radical agents, soothing agents, lipolytic active agents or having a favorable activity, direct or indirect, on the decrease of adipose tissue, the

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 agents acting on microcirculation, and agents acting on the energetic metabolism of cells.

As fillers which can be used in the composition of the invention, mention may be made, for example, besides the pigments, the silica powder; talc, polyamide particles and especially those sold under the name ORGASOL by the company Atochem; polyethylene powders; micro-spheres based on acrylic copolymers, such as those made of ethylene glycol dimethacrylate / lauryl methacrylate copolymer sold by Dow Corning under the name Polytrap; expanded powders such as hollow microspheres and in particular the microspheres sold under the name Expancel by the company Kemanord Plast or under the name MICROPEARL F 80 ED by the company Matsumoto, silicone resin microbeads such as those sold under the name Tospearl by Toshiba Silicone, and their blends. These fillers may be present in amounts ranging from 0 to 20% by weight and preferably from 1 to 10% by weight relative to the total weight of the composition.

According to a preferred embodiment of the invention, the composition used according to the invention contains at least one UV filter (or sunscreen) which may be a chemical filter or a physical filter or a mixture of such filters.

By way of illustration and in a nonlimiting manner, mention may be made of the following families (the names correspond to the CTFA nomenclature of the filters): anthranilates, in particular menthyl anthranilate; benzophenones, in particular benzophenone-1, benzophenone-3, benzophenone-5, benzophenone-6, benzophenone-8, benzophenone-9, benzophenone-12, and preferentially benzophenone-3 (oxybenzone), or Benzophenone-4 (Uvinul MS40 available from BASF); benzylidenecamphers, in particular 3-benzylidenecamphor, benzylidenecamphosulfonic acid, camphoric benzalkonium methosulphate, polyacrylamidomethylbenzylidene camphor, terephthalylidene di-camphorsulfonic acid, and preferentially 4-methylbenzylidene camphor (Eusolex 6300 available from Merck );

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 benzimidazoles, in particular benzimidazilate (Neo Heliopan AP available from Haarmann and Reimer), or phenylbenzimidazole sulfonic acid (Eusolex 232 available from Merck); benzotriazoles, in particular trisiloxane drometzol, or methylene bis-benzotriazolyltetramethylbutylphenol (Tinosorb M available from Ciba); cinnamates, in particular cinoxate, DEA methoxycinnamate, diisopropyl methylcinnamate, dimethoxycinnamate glyceryl ethylhexanoate, isopropyl methoxycinnamate, isoamyl cinnamate, and preferably ethocrylene (Uvinul N35 available from BASF), octyl methoxycinnamate (Parsol MCX available from Hoffmann La Roche), or octocrylene (Uvinul 539 available from BASF); dibenzoylmethanes, especially butyl methoxydibenzoylmethane (Parsol 1789); imidazolines, especially ethylhexyl dimethoxybenzylidene dioxoimidazoline; PABAs, in particular ethyl dihydroxypropyl PABA, ethylhexyldimethyl PABA, glyceryl PABA, PABA, PEG-25 PABA, and preferentially diethylhexylbutamido-triazone (Uvasorb HEB available from 3V Sigma), ethylhexyltriazone (Uvinul Tl 50 available from BASF), or ethyl PABA (benzocaine); salicylates, especially dipropylene glycol salicyclate, ethylhexyl salicylate, homosalate, or TEA salicylate; triazines, in particular anisotriazine (Tinosorb S available from Ciba); drometrizole trisiloxane, zinc oxide and titanium dioxide.

The amount of filters depends on the desired end use. It may range, for example, from 1% to 20% by weight and better still from 2% to 10% by weight relative to the total weight of the composition.

The examples which follow serve to illustrate the invention without, however, being limiting in nature. The compounds are, as the case may be, listed in chemical names or in names
CTFA (International Cosmetic Ingredient Dictionary and Handbook).

 Example 1: Evidence of antifungal activity The test described here allows the quantitative determination of the activity of a molecule with respect to molds.

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 The microorganisms used are molds of the Aspergillus niger type (American Type Culture Collection N 6275), grown on Malt agar.

 Method: One week before the start of the test, transplant the microbial strain to the malt agar medium and incubate in an oven at 35 ° C.

On the day of the test, weigh 20 grams of the product containing the raw material (s) to be evaluated in a sterile pill box. Inoculate at 1% with a microbial suspension titrating at 108 germs per ml: gives a concentration of 106 in the product.

Incubate the contaminated sample in an oven at 22 ° C.

After 7 days of incubation, take 1 gram of product, make decimal dilutions in the Eugon LT100 broth and spread these dilutions on the surface of Petri dishes containing Eugon LT100 agar. Put the incubators at 35 C.

Count colonies on boxes containing more than 20 and fewer than 200 colonies.

 Results: The protocol described above was applied to a conventional cosmetic formulation, namely an aqueous gel of carbopol, containing the compound (s) object of the present invention. It consists of the following ingredients: Acrylic acid / crosslinked alkyl acrylate polymer 0.9% Sodium hydroxide 0.35% Antimicrobial agent to be tested x% Water q.s. 100%

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The results obtained are grouped in the following table:

<Tb>
<tb> Number <SEP> of <SEP> germs
<tb> Agent <SEP> antimicrobial <SEP> to <SEP> test <SEP> after <SEP> 7d <SEP> bear.
<tb> after <SEP> 7 <SEP> days. <September>
<Tb>

IPBC * <SEP> (0.0012 <SEP>%) <SEP> 2.8 <SEP> x <SEP> 10 '<SEP>
<tb> Caprylyl <SEP> Glycol <SEP> (0.025 <SEP>%) <SEP> 3.0 <SEP> x <SEP> 10 <SEP>'<SEP>
<tb> Caprylyl <SEP> Glycol <SEP> (0.025 <SEP>% <SEP> + <SEP> IPBC <SEP> 0.0012 <SEP>%) <SEP><<SEP> 200 '<SEP>
<Tb>
* <200 means that the lower sensitivity limits of the method no longer allow counting
The raw material used is GLYCACIL 2000 marketed by the company LONZA and containing 6% of IPBC. It is used at a concentration of
0.02%.

The results above demonstrate the potentiating effect of the IPBC used in very small quantities on the antifungal activity of caprylyl glycol. The effect is much more important than the simple addition of the observed effects of IPBC and caprylyl glycol separately.

EXAMPLE 2 O / W Emulsion Sorbitan Tristearate 0.9% Vaseline Oil 4% Isoparaffin 10.5% Cyclomethicone 5% Glyceryl Stearate (TEGIN from GOLDSCHMIDT) 3% Cetyl Alcohol 4% PEG-40 Stearate 2% Sodium Stearate 1 , 2% Caprylyl glycol 0.02% IPBC 0.0012%

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 Water qs 100% The above composition is prepared in a conventional manner by those skilled in the art and leads to a care cream not requiring special precautions for storage.

Example 3: O / W Emulsion Sorbitan Tristearate 0.9% Vaseline Oil 4% Isoparaffin 10.5% Cyclomethicone 5% Glyceryl Stearate (TEGIN from GOLDSCHMIDT) 3% Cetyl Alcohol 4% PEG-40 Stearate 2% Sodium Stearate 1 , 2% Caprylyl glycol 0.025% IPBC 0.001% Water qs 100% The above composition is prepared in a conventional manner by those skilled in the art and leads to a cream of care not requiring special precautions for storage.

Claims (8)

R denotes a hydrogen atom, a linear or branched alkyl group of 1 to 20 carbon atoms, a linear or branched hydroxyalkyl group of 1 to 20 carbon atoms, a mono or bicyclic aryl group of A denotes a halogen atom, for example a fluorine, chlorine, bromine or iodine atom,  in which :

 1. Cosmetic or dermatological composition containing from 0.00005% to 0.005% by weight, relative to the total weight of the composition, of a haloalkynyl carbamate of formula (I): 5 to 12 carbon atoms, or an arylalkyl group, m and n independently represent an integer of between 1 and 3, and from 0.005% to 0.05% by weight relative to the total weight of the caprylyl glycol composition. 2. Composition according to claim 1 characterized in that the haloalkynyl carbamate of formula (I) is 3-iodo-2-propynyl butylcarbamate. 3. Composition according to one of the preceding claims characterized in that the haloalkynyl carbamate is present in an amount ranging from 0.001% to 0.002% by weight, relative to the total weight of the composition. 4. Composition according to one of the preceding claims characterized in that the caprylyl glycol is present in an amount of between 0.001% and 0.003% by weight, relative to the total weight of the composition. <Desc / Clms Page number 16> R denotes a hydrogen atom, a linear or branched alkyl group of 1 to 20 carbon atoms, a linear or branched hydroxyalkyl group of 1 to 20 carbon atoms, a mono or bicyclic aryl group of A denotes a halogen atom, for example a fluorine, chlorine, bromine or iodine atom,  in which :

5. Use of a haloalkynyl carbamate of formula (I) 5 to 12 carbon atoms, or an arylalkyl group, m and n independently represent an integer between 1 and 3, to potentiate the antifungal effects of caprylyl glycol in cosmetic or dermatological compositions. 6. Use according to claim 5 characterized in that the haloalkynyl carbamate of formula (I) is 3-iodo-2-propynyl butylcarbamate. 7. Use according to any one of claims 5 and 6 characterized in that the haloalkynyl carbamate is used in an amount between 0.00005% and 0.005% by weight relative to the total weight of the composition. 8. Cosmetic use of a composition according to one of claims 1 to 4 for the cleaning and / or care of the skin.