DE19826499A1 - Use of lactone, thiolactone and/or dithiolactone derivatives - Google Patents

Abstract

Lactone, thiolactone and/or dithiolactone derivatives (I) are useful dermatological and cosmetic formulations as antibacterial, antimycotic, antiviral or antiparasitic agents. The use of lactone and/or thiolactone and/or dithiolactone derivatives of formula (I) is claimed as antibacterial, antimycotic, antiviral or antiparasitic agents. n = 1-20; m = 0 or 1; X, Y = independently O or S; The ring contains 0-4 double bonds; R<1>, R<2>, R<3> = independently H, 1-16 alkyl, 5-10C cycloalkyl or 4-10C homo- or heteroaryl, which contains O, N and/or S heteroatoms; Or R<1> and R<2> or R<2> and R<3> together form 1-16C alkylene with 1-4 double and/or triple bonds; R<4> = H, 1-20C alkyl, 5-10C cycloalkyl or 4-10C homo- or heteroaryl, which contain O, N and/or S heteroatoms.

Description

The present invention relates to the use of known substances as ge substances effective against bacteria, mycota, viruses, parasites and protozoa. In be In particular embodiments, the present invention relates to cosmetic and derma tological preparations containing such substances.

The healthy warm-blooded organism, especially the healthy human skin, is populated with a variety of non-pathogenic microorganisms. This so-called Mi Kroflora of the skin is not only harmless, it provides an important defense against opportunistic or pathogenic germs.

Bacteria are prokaryotic unicellular organisms. They can be roughly shaped (Ball, cylinder, curved cylinder) and after the construction of their cell wall (gram positive, gram negative). The subdivisions also carry the Physiology of organisms bill. So there are aerobic, anaerobic and facultative anaerobic bacteria. Some individuals are pathogenic germs of medical importance, others are completely harmless.

Substances effective against bacteria have been known for some time. The term "Antibiotics" for example, which does not affect all antimicrobial substances is reversible, can be dated to the year 1941, although the first insights into the Penicillin were found as early as 1929. Antibiotics in today's sense are not suitable for all medical, especially not cosmetic applications, because often the warm-blooded organism, e.g. the sick patient, in users metabolism is impaired in some way.

An object of the present invention was therefore the state of the art in this To enrich direction, in particular to provide substances that are are effective against gram-positive and / or gram-negative bacteria without using  the use of the substances has an unacceptable adverse effect on health of the user would be connected.

Gram-negative germs are, for example, Escherichia coli, Pseudomonas species and Enterobacteriaceen, such as Citrobacter.

Gram-positive germs also play a role in cosmetics and dermatology. With impure Skin, for example, are bacterial secondary infections of, among other influences etiological importance. One of the main microorganisms related with blemished skin is Propionibacterium acnes.

Impure skin and / or comedones affect the well-being of those affected even in mild cases. Since practically everyone or every youth of impure skin ir is affected, there is a need for many people to do so was able to remedy.

It was therefore a particular object of the present invention to counter impure ones Find skin or Propionibacterium acnes active substance or combination of substances.

In a further embodiment, the present invention relates to cosmetic des odorants. Such formulations serve to eliminate body odor, which ent stands when the odorless fresh sweat decomposes by microorganisms becomes. The usual cosmetic deodorants have different active principles underlying.

Both liquid deodorants, for example aerosol, are known and customary sprays, roll-ons and the like as well as solid preparations, for example deodorant sticks te ("sticks"), powder, powder sprays, intimate cleansers, etc.

In so-called antiperspirants, astringents - mainly aluminum salts such as aluminum hydroxychloride (aluminum chlorohydrate) - the formation of sweat and be connected. Apart from the denaturation of the skin proteins, they work there for substances used, depending on their dosage, drastically in the heat in the armpit region and should only be used in exceptional cases the.  

By using antimicrobial substances in cosmetic deodorants, the Bacterial flora on the skin can be reduced. Ideally, only the smell causing microorganisms can be effectively reduced. In practice, however emphasized that the entire microflora of the skin can be affected. Of the Sweat flow itself is not affected by this, ideally only the microbial one Decomposition of sweat temporarily stopped.

Also the combination of astringents with antimicrobial substances in one and the same composition is common. The disadvantages of both classes of active ingredients cannot be completely eliminated in this way.

Finally, body odor can also be masked by fragrances, a method which least suits the aesthetic needs of the consumer as the Mixture of body odor and perfume smells rather unpleasant.

However, most cosmetic deodorants, like most Kos Metika as a whole, scented, even if it contains deodorizing agents. Perfuming can also serve to improve consumer acceptance of a cosmetic To increase the product or to give a product a certain flair.

Perfuming cosmetic agents containing active ingredients, in particular cosmetic des odorants, however, is often problematic because of active ingredients and perfume stock parts occasionally react with one another and render each other ineffective.

Deodorants should meet the following conditions:

• 1) They should cause reliable deodorization.
• 2) The natural biological processes of the skin must not be caused by the deodorant tien be affected.
• 3) The deodorants must be used in the event of an overdose or other be harmless when used.
• 4) They should not accumulate on the skin after repeated use.
• 5) They should be easy to incorporate into common cosmetic formulations.

Another object of the present invention was therefore cosmetic deodorant tien develop that do not have the disadvantages of the prior art. In particular in particular, the deodorants should largely protect the microflora of the skin, the number  of the microorganisms that are responsible for body odor, selectively redu adorn.

Furthermore, it was an object of the invention to develop cosmetic deodorants which are characterized by good skin tolerance. Under no circumstances should they deodorizing principles accumulate on the skin.

Another task was to develop cosmetic deodorants, which with a the greatest possible variety of common cosmetic auxiliaries and additives harmony ren, especially those with a deodorant or antiperspirant effect Formulations of significant perfume ingredients.

Yet another object of the invention was to provide cosmetic deodorants to give way, over a longer period of time, of the order of magnitude of at least half a day, are effective without their effects noticeably after leaves.

Finally, an object of the present invention was deodorant cosmetic Develop principles that are as universal as possible in a wide variety of dosage forms Shapes of cosmetic deodorants can be incorporated without any or few special dosage forms.

In contrast, fungi, also called fungi, mycota or mycobionten, are among the Bacteria to eucaryotes. Eucaryotes are living things whose cells (eucytes) in the Contrary to those of the so-called procaryotes (procytes) via a through nucleus shell and nuclear membrane separated from the rest of the cytoplasm. The cell nucleus contains the genetic information stored in chromosomes.

Representatives of the mycobionts include, for example, yeasts (Protoascomycetes), Mold (Plectomycetes), powdery mildew (Pyrenomycetes), downy mildew (Phyco mycetes) and the mushrooms (Basidiomycetes).

Fungi, not even the Basidiomycetes, are not plant organisms, but they do like this a cell wall, vacuoles filled with cell juice and a microscopic one that is clearly visible Plasma flow. They contain no photosynthetic pigments and are C-hetero troph. They grow under aerobic conditions and gain energy through oxidation  organic substances. However, some representatives, such as yeasts, are facultative active anaerobes and capable of generating energy through fermentation processes.

Dermatomycoses are diseases in which certain types of fungi, especially dermatos phytes, penetrate the skin and hair follicles. The symptoms of dermatomycoses For example, vesicles, exfoliation, rhagades and erosion are usually associated with Itching or allergic eczema.

Dermatomycoses can essentially be divided into the following four groups:
Dermatophytia (e.g. epidermophytia, favus, microsporie, trichophytia), yeast mycoses (e.g. pityriasis and other pityrospomm-related mycoses, candida infections, blastomycosis, Busses-Buschke disease, torulose, Piedra alba, torulopsidosis, trichospo rose), mold mycoses (e.g. aspergillosis, cephalosporidosis, phyoomycosis and scopular lopsidosis), system mycoses (e.g. chromomycosis, coccidlomycosis, histoplasmosis).

Pathogenic and facultatively pathogenic germs include, for example, from Group of the yeast Candida species (e.g. Candida albicans) and those of the Pityro family sporum. Pityrosporum species, especially Pityrospomm ovale, are for skin diseases genes such as pityriasis versicolor, seborrhea in the forms Seborrhoea oleosa and Sebor rhoea sicca, which are mainly expressed as seborrhea capitis (= dandruff), se blame borrheic eczema and pityrosporum folliculitis. A beta Pityrosporum ovale's involvement in the development of psoriasis is recognized by experts discussed.

All areas of human skin can be affected by dermatomycoses. Dermatophytia almost exclusively affect skin, hair and nails. Hefemycoses can Mucous membranes and internal organs are also affected, system mycoses extend regularly on whole organ systems.

The areas of the body that are affected by clothing, Jewelry or shoes can accumulate moisture and heat. So the foot belongs mushroom to the best known and most widespread dermatomycoses. Especially fungal diseases of the finger and toenail areas continue to be uncomfortable.

Furthermore, super infections of the skin by fungi and bacteria are not uncommon.  

Those with an existing primary infection, i.e. H. the normal germ colonization of the skin, incoming new infection with high bacterial counts of one or more often physiological Pathogens, for example staphylococci, but often also unphysiological pathogens for example, Candida albicans, can be an adverse effect when encountered Trigger "superinfection" of the affected skin. The normal microflora of the skin (or of another body organ) is literally overwhelmed by the secondary pathogen chert.

Such superinfections can, depending on the germ in question, turn into green cases in unpleasant skin symptoms (itching, unsightly appearance). In unfavorable cases, they can extensive destruction of the skin, in the worst case even in the death of the pa peaked.

Superinfections of the type described above are e.g. B. often in the full screen of AIDS secondary diseases occurring. In itself - at least in low germ densities - un Overgrow harmful, but possibly also extremely pathogenic, germs this way the healthy skin flora. With AIDS, however, there are also other bodies organs affected by superinfections.

Such superinfections are also common in a large number of dermatological diseases kungen, z. B. atopic eczema, neurodermatitis, acne, seborrheic dermatitis or Psoriasis observed. Also many medical and therapeutic measures, e.g. B. the Rad or chemotherapy of tumor diseases, caused as a side effect ne, drug-induced immunosuppression or systemic antibiotics action, as well as external chemical or physical influences (e.g. environmental ver dirt, smog), promote the occurrence of super infections inside and outside organs, especially the skin and mucous membranes.

In individual cases, it is easily possible to treat superinfections with antibiotics fight, but mostly such substances have the disadvantage of unpleasant ne effects. For example, patients are often allergic to penicillins, which is why appropriate treatment would be prohibited in such a case.  

Furthermore, topically administered antibiotics have the disadvantage that they do not affect the skin flora only rid of the secondary pathogen, but also the physiological skin flora severely impair the natural healing process in this way is braked.

The object of the present invention was to overcome the disadvantages of the prior art sided and substances and preparations containing such substances available the use of which can cure superinfections, the physiological skin flora does not suffer any significant losses.

Protozoa are parasitic single-celled organisms with clearly delineated cell nuclei, which reproduce sexually (by double or quadruple division and budding), or but gender (Gameto, Gamonto and Autogamy). The food intake the environment occurs through permeation as well as through pinosis or phagocytosis. The mei Protozoa can besides vegetative, mostly mobile states (so-called trophozoites) under unfavorable circumstances also cysts as permanent form train men.

Depending on the type and apparatus of locomotion, protozoa are divided into four different groups:

• (a) Mastigophora (flagellates with flagella)
• (b) Sarcodina / Rhizopoda (amoeboid movement pattern through plasma protrusion gene)
• (c) Sporozoa (meandering or sliding movement pattern)
• (d) Ciliata / Ciliophora (cilia or flagellation)

Parasitic protozoa are common in subtropical and tropical areas through stinging and sucking insects, but also dirt and smear infection as transmitted through the food chain.

Some medically and dermatologically relevant protozoonoses are: trichomoniasis (caused by Trichomonas vaginalis), Lamblia dormancy (caused by Lamblia intesti nalis), visceral and cutaneous and mucosal leishmaniasis (causes, for example by Leishmania donovanii, L.tropica, L.brasiliensis, L-mexicana, L.diffusa or L. pifa noi), trypanosmiasis (caused by different types of trypanosoma), amoeba clock and amebiasis (caused, for example, by different types of Entamoeba, iodine  moeba butschlii or Naegleria fowleri), coccidosis (by Isospora belli) and Balanti denruhr (caused by Balantidium coli).

Medical and dermatological phenomena caused by protozoonoses adversely affect human well-being. It therefore exists a significant need for the affected people to remedy this condition. A It was therefore the object of the present invention to act against protozoa to find zipien.

Parasites [παρασ℩τοζ = Greek table mate, esp. Parasite] are one or more cells plants or animals that are on (= ectoparasites) or in (= endoparasites) nourish their creatures at their expense, with (= pathogenic parasites) or without (= apathogenic parasites) causing symptoms. The Le Incidentally, it is either aprophytic or purely parasitic, possibly only as a pe periodic, temporary or stationary parasite. The development of parasites is on egg NEN or more different host organisms bound, the human Zwi may be a host or end host

Helmin are examples of medically and dermatologically significant parasites then, which are subdivided into Trematodae, Cestodae and Nematodae. The Helmet pants that impair human well-being are, for example, Bilhar ziosis, (caused by Schistosoma species), tapeworm infestation from the intestine and others internal organs (caused by e.g. Taenia species and Echinococcus-Ar ten), Ascariasis (caused by Ascaris lumbriooides), Enterobiasis (caused by Enterobium vermicularis), Paragonimiasis (caused by Paragonium species), Filari ose (caused, for example, by Wucheria bancrofti) and other nematode bees fall (for example caused by Trichuris trichura or Trichinella spiralis).

In addition, there are a large number of parasitic species on or in humans and animals Insect species or arachnids, the medical and dermatological changes against the host organisms. In this regard, for the impairment of the Parasitosis responsible for human well-being are, for example, Accro dermatitis (caused by cereal mites, e.g. Pediculoides ventricosus), Scabies (caused by Sarcoptes scabii), fly and / or fly larvae (caused by Glossina, Stomoxys, Tabanus, Chrysops, Lucilia, Chrysomya, Cochliamya, Wohlfartia, Cordylobia or Dermatobia species), mosquito  and / or mosquito larvae infestation (caused, for example, by Aedes-Culex, Anophe les, Phlebotomus Culicuides, Sumilium or Haemagoges species), tick infestation (caused, for example, by Argas persicus and other Argas species, Ornithodorus erraticus and other Ornithodorus species, Orobius- Rhiphocephalus-, Dermacentor-, Haemaphysalis, Amblyomma, Ixodes species), Porocephalose (caused by Po rocephalus species), flea infestation (caused, for example, by Pulex irritans, Ctenoce phalides canis, Xenopsylla cheopsis, Nosophyllus fasciatus or Sarcopsylla pene trans), lice infestation (caused, for example, by Phthirius pubis, Pediculosus huma nus or Pediculosus captits), bug infestation (caused, for example, by Cimex lectularius, Cimex hemipterus, Panstrongylus megistus, Rhodnius prolixus, Triatoma dimidata, Triatoma infestans, Triatoma sordida or Triatoma brasiliensis) and mites infestation (caused, for example, by Demodex folliculorum and other Demodex-Ar as well as by Dermamyskus species, Glyciphagus domesticus, Pyemotes species, Sar coptes species or Trombicula species).

It is of additional importance that those living on or in an organism Parasites in turn are carriers of bacteria, mycota, protozoa and viruses can, the health and well-being of the host organism, such as the People, can permanently impair. There was therefore a need to Parasitosis to find effective principles of action, the medical or dermato are able to improve logical appearance. To satisfy this need was hence another object of the present invention.

In contrast to the prokaryotic and eukaryotic cellular organisms Viruses biological structures that require a host cell for biosynthesis. Extra Cellular viruses (also called "virions") consist of a single or double stranded Nucleic acid sequence (DNA or RNA) and a protein coat (called capsid), ge optionally surrounded by an additional lipid-containing envelope (envelope). The totality nucleic acid and capsid is also called nucleocapsid. The classification of the Viruses were classically based on clinical criteria, but nowadays mostly after their structure, their morphology, but especially according to the nucleic acid sequence.

Medically important virus types are, for example, influenza viruses (family of the Or thomyxoviridae), lyssaviruses (e.g. rabies, family of rhabdoviruses) enteroviruses (e.g. Hepatitis A, Picornaviridae family), hepadnaviruses (e.g. Hepatitis B, family of Hepadnaviridae).  

There are no virucides, meaning virus-killing substances in the actual sense, because viruses do not have their own metabolism. For this reason it was also discussed whether viruses should be classified as living beings. Pharmacological interventions without In any case, damage to the unaffected cells is difficult. Possible effect mechanisms nisms in the fight against viruses are primarily the disruption of their replication, e.g. B. by blocking the enzymes important for replication that are present in the host cell The release of the viral nucleic acids into the host cell can also be prevented become. In the context of the disclosure presented herewith, terms such as "antiviral" or "effective against viruses", "virucidal" or similar the property of a Understood substance, a single or multicellular organism from harmful consequences protect against a viral infection, be it prophylactic or therapeutic of what the actual mechanism of action of the substance is in individual cases.

However, the prior art lacks substances which are active against viruses, which, moreover, do not harm the host organism or do so to an acceptable degree.

An object of the present invention was therefore to remedy this problem, ie Finding substances effectively preforms a single or multicellular organism harmful consequences of a viral infection, be it prophylactic or therapeutic protect.

It has been found, surprisingly, and the solution to these problems is that the use of lactones and / or thiolactones and / or dithiolactones of the formula

wherein n is a number between 1 and 20, m is either 0 or 1 and X and Y independently of one another are oxygen or sulfur and
which have 0 to 4 double bonds within the ring,
being either
R ¹ , R ² and R ³ are selected independently of one another from the group hydrogen and / or branched or unbranched alkyl groups with 1 to 16 carbon atoms and / or cycloalkyl groups with 5 to 10 carbon atoms and / or homo- and / or heteroaryl groups with 4 to 10 Carbon atoms, in which the or the teroatoms are selected from the group oxygen, nitrogen and sulfur, or
R ¹ and R ² or R ² and R ³ are selected independently of one another from the group of alkylene radicals having 1 to 16 carbon atoms which contain 1 to 4 double and / or triple bonds and
R ^{4 is} a hydrogen and / or a branched or unbranched alkyl radical having 1 to 20 carbon atoms and / or a cycloalkyl radical having 5 to 10 carbon atoms and / or a homo- and / or heteroaryl radical having 4 to 10 carbon atoms, in which the hetero atom or atoms are selected from the group consisting of oxygen, nitrogen and sulfur,
in cosmetic, dermatological and medical preparations and as antibacterial, antimycotic, antiviral or antiparasitic active ingredients remedies the disadvantages of the prior art.

R ¹ is advantageously selected from the group consisting of hydrogen and / or branched or unbranched alkyl groups having 1 to 6 carbon atoms.

R ² is further advantageously selected from the group consisting of hydrogen and / or branched or unbranched alkyl groups having 1 to 12 carbon atoms.

In addition, R ³ are advantageously selected from the group consisting of hydrogen and / or branched or unbranched alkyl groups having 1 to 14 carbon atoms and R ^{4 is} independently selected from the group consisting of hydrogen and / or branched or unbranched alkyl groups having 1 to 12 carbon atoms.

It is particularly advantageous to use the lactones and / or thiolac according to the invention clays and / or dithiolactones (one or more compounds) from the group of the γ- To choose butyrolactones and δ-valerolactones. Γ- are very particularly preferred Butyrolactones.  

It has surprisingly been found that the lactones according to the invention and / or thiolactones and / or dithiolactones the growth of gram-positive and prevent gram-negative bacteria, mycobionts, parasites, protozoa and viruses.

In particular, the lactones and / or thiolactones and / or di according to the invention thiolactone enables yeast growth, especially of the Pityrosporum species, namely Pityrosporum ovale.

It has also been found that the lactones and / or thio lactones and / or dithiolactones the formation of seborrheic phenomena, esp special dandruff, prevent as well as existing seborrheic appearance Eliminate debris, especially dandruff.

In addition, the lactones and / or thiolactones and / or Dithiolactone enables the growth of parasites and protozoa, especially demo to prevent dex folliculorum, or to prefer the various forms of rosacea bend or eliminate them.

The lactones and / or thiolactones and / or dithiolactones according to the invention are suitable is also excellent for use as a deodorant in cosmetics deodorants and against impure skin, mild forms of acne or propio nibacterium acnes.

Finally, it has been found that the lactones and / or thio lactones and / or dithiolactones spoilage of organic matter, especially kos metallic and dermatological preparations, through infestation with gram-positive and prevent gram-negative bacteria, mycobionts, parsites, protozoa and viruses when added to these preparations.

According to the invention there is therefore also a method for controlling mycobionts characterized in that lactones and / or thiolactones and / or dithiolactones are opposed if necessary, in a suitable cosmetic or dermatological carrier with which area contaminated by mycobionts, as well as a ver drive to protect organic products from infestation with mycobionts, thereby characterized in that these organic products lactones and / or thiolactones and / or dithiolactones are added in an effective amount.  

It was also surprising that the lactones and / or thiolactones according to the invention and / or dithiolactones are particularly effective against the development of Dandruff responsible germ Pityrospomm oval and related germs. A preferred embodiment of the present invention are therefore against head dung formulations to be used, for example antidandruff shampoos.

According to the lactones and / or thiolactones and / or dithiolactones be preferably used in cosmetic or dermatological compositions Content of 0.005 to 50.0% by weight, in particular 0.01 to 20.0% by weight, based on the total weight of the composition is preferred. The contain advantageously Compositions 0.02 to 10.0% by weight, particularly preferably 0.02 to 5.0% by weight on the lactones and / or thiolactones and / or dithiolactones according to the invention, very particularly advantageously 0.5 to 3.0% by weight, in each case based on the total weight the composition.

It is also advantageous instead of pure lactones and / or thiolactones according to the invention and / or dithiolactones to use such substances, which in turn are characterized by a Characterize content of compounds of the invention.

The lactones and / or thiolactones and / or dithiolactones according to the invention leave easily in common cosmetic or dermatological formulations work in, advantageous in pump sprays, aerosol sprays, creams, ointments, tinctures, Lotions, nail care products (e.g. nail polishes, nail polish remover, nail balms) and the same.

The lactones and / or thiolac according to the invention are very particularly advantageously tone and / or dithiolactones in the form of anti-dandruff shampoos.

It is also possible and possibly advantageous to use the lactones according to the invention and / or to combine thiolactones and / or dithiolactones with other active ingredients, for example with other antimicrobial, antimycotic or antiviral substances fen.  

It is advantageous to buffer the compositions according to the invention. Advantageous is a pH range of 3.5-7.5. It is particularly favorable to keep the pH in a range to choose from 4.0-6.5.

The cosmetic and / or dermatological formulations according to the invention can NEN be composed as usual and for the treatment of the skin and / or hair in the sense of a dermatological treatment or a treatment in the sense of care serving cosmetics. But you can also use make-up products in the decorative Cosmetics are used.

The cosmetic and / or dermetological agents according to the invention are used formulations onto the skin in the manner customary for cosmetics and dermatics and / or the hair is applied in sufficient quantity.

Cosmetic and dermatological preparations in the form are advantageous a sunscreen. These additionally advantageously contain at least a UVA filter and / or at least one UVB filter and / or at least one anor ganic pigment.

Cosmetic preparations according to the invention for protecting the skin against UV rays len can be in various forms, such as z. B. usually for this Type of preparations are used. So you can z. B. a solution, an emul water-in-oil (W / O) or oil-in-water (O / W) type, or a multiple Emulsion, for example of the water-in-oil-in-water (W / O / W) type, a gel, a Hy drodispersion, a solid stick or an aerosol.

The cosmetic preparations according to the invention can be cosmetic auxiliaries contain, as they are usually used in such preparations, for. B. Kon preservatives, bactericides, antioxidants, perfumes, agents for preventing the Foaming, dyes, pigments that have a coloring effect, thickening agent tel, surface-active substances, emulsifiers, softening substances, moist Tende and / or moisturizing substances, fats, oils, waxes or other usual Be constituents of a cosmetic formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.  

If the cosmetic or dermatological preparation is a solution or lotion, the following can be used as solvents:

• - water or aqueous solutions;
• - Oils, such as triglycerides of capric or caprylic acid, but preferably castor oil;
• - Fats, waxes and other natural and synthetic fat bodies, preferably Esters of fatty acids with alcohols of low C number, e.g. B. with isopropanol, propy lenglycol or glycerin, or esters of fatty alcohols with lower C- alkanoic acids Number or with fatty acids;
• - Alcohols, diols or polyols of low C number, and their ethers, preferably Ethanol, isopropanol, propylene glycol, glycerin, ethylene glycol, ethylene glycol mono ethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or mono butyl ether, diethylene glycol monomethyl or monoethyl ether and analog Pro products.

Mixtures of the abovementioned solvents are used in particular. Water can also be a component of alcoholic solvents.

According to the invention, all of the cosmetic and / or cosmetic agents can be used as favorable antioxidants suitable or customary antioxidants used in matological applications become.

The antioxidants are advantageously selected from the group consisting of amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g. anserine), carotenoids, carotenes (e.g. α-carotene, β-carotene, lycopene) and their derivatives, lipoic acid and their derivatives (e.g. dihydroliponic acid ), Aurothio gluoose, propylthiouracil and other thiols (e.g. thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl) , Palmitoyl, oleyl, γ-linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and sulfoximine compounds (e.g. B. Buthioninsulfoximine, Homocysteinsulfoximin, Buthioninsulfone, Penta-, Hexa-, Heptathion insulfoximine) in very low tolerable doses (e.g. B. pmol to µmol / kg), further (metal) chelators (e.g. α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (e.g. citric acid, lactic acid, ap rock acid), humic acid, Bile acid, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. γ-linolenic acid, linoleic acid, oleic acid), folic acid and their derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g. asoorbyl palmitate, Mg - ascorbyl phosphate, ascorbate acetate), tocopherols and derivatives (e.g. vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) as well as konyferyl benzoate of benzoin, rutinic acid and its derivatives, ferulic acid and their derivatives, butylated hydroxytoluene, butylated hydroxyanisole, nor dihydroguajak resin acid, nordihydroguajaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, zinc and its derivatives (e.g. ZnO, ZnSO ₄ ) selenium and its derivative ate (e.g. selenium methionine), stilbene and their derivatives (e.g. B. stilbene oxide, trans-stilbene oxide) and the derivatives suitable according to the invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active substances.

The amount of antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05 to 20% by weight, in particular 1 to 10 wt .-%, based on the total weight of the preparation.

If vitamin E and / or its derivatives are the antioxidant (s) advantageous, their respective concentrations in the range from 0.001 to 10% by weight, based on the total weight of the formulation.

If vitamin A or vitamin A derivatives or carotenes or their derivatives the or the antioxidants are advantageous, their respective concentrations from the Range from 0.001 to 10% by weight, based on the total weight of the formulation, to choose.

Emulsions according to the invention are advantageous and contain z. B. the fats mentioned, Oils, waxes and other fat bodies, as well as water and an emulsifier as usual is usually used for such a type of formulation.

Gels according to the invention usually contain low C number alcohols, e.g. B. Ethanol, isopropanol, 1,2-propanediol, glycerin and water or a ge above named oil in the presence of a thickening agent used in oily alcoholic gels  preferably silicon dioxide or an aluminum silicate, in the case of aqueous alcoholic or al alcoholic gels is preferably a polyacrylate.

Fixed pins according to the invention contain e.g. B. natural or synthetic waxes, Fatty alcohols or fatty acid esters. Lip care sticks and desodorie are preferred rendering pens ("deodorant sticks").

As a propellant for cosmetic sprayable from aerosol containers according to the invention or dermatological preparations are the usual known volatile, ver liquid blowing agents, e.g. B. hydrocarbons (propane, butane, isobutane) suitable can be used alone or in a mixture with one another. Compressed air is also available to use partially.

Of course, the skilled person knows that there are non-toxic propellants per se, the reason would also be suitable for the present invention, but nevertheless due to be environmental effect or other accompanying circumstances should, especially fluorocarbons and chlorofluorocarbons (CFCs).

The preparations according to the invention can preferably also contain substances absorb the UV radiation in the UVB range, the total amount of the filter sub punch z. B. 0.1 wt .-% to 30 wt .-%, preferably 0.5 to 10 wt .-%, in particular whose 1 to 6 wt .-%, based on the total weight of the preparation, to kos To provide metallic preparations that protect the skin from the entire load Protect the realm of ultraviolet radiation. You can also use it as a sunscreen to serve.

The UVB filters can be oil-soluble or water-soluble. As oil-soluble substances such. B. To name:

• - 3-Benzylidene camphor and its derivatives, e.g. B. 3- (4-methylbenzylidene) camphor,
• - 4-aminobenzoic acid derivatives, preferably 4- (dimethylamino) benzoic acid (2- ethylhexyl) ester, 4- (dimethylamino) benzoic acid amyl ester,
• Esters of cinnamic acid, preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4- Isopentyl methoxy cinnamate;
• Esters of salicylic acid, preferably salicylic acid (2-ethylhexyl) ester, salicylic acid (4-isopropylbenzyl) ester, salicylic acid homomethyl ester;  
• Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2- Hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophe non;
• Esters of benzalmalonic acid, preferably 4-methoxybenzalmalonic acid di (2- ethylhexyl) ester;
• - 2,4,6-TrianiIino- (p-carbo-2'-ethyl-1'-hexyloxy) -1,3,5-triazine

The following are advantageous as water-soluble substances:

• - 2-Phenylbenzimidazole-5-sulfonic acid and its salts, e.g. B. sodium, potassium or Triethanolammonium salts,
• - Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxy benzophenone-5-sulfonic acid and its salts;
• - Sulfonic acid derivatives of 3-benzylidene camphor, such as. B. 4- (2-Oxo-3-bornylidene methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bornylidenemethyl) sulfonic acid and their salts.

The list of the UVB filters mentioned, which can be used according to the invention, should of course not be limiting.

It can also be advantageous to use UVA filters in preparations according to the invention usually put in cosmetic and / or dermatological preparations are included. Such substances are preferably derivatives of Dibenzoylmethane, especially by 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) pro pan-1,3-dione and 1-phenyl-3- (4'-isopropylphenyl) propane-1,3-dione. Also prepare conditions containing these combinations are the subject of the invention. They can equal amounts of UVA filter substances are used, which for UVB filters substances were named.

Cosmetic and / or dermatological preparations according to the invention can also contain inorganic pigments that are commonly used in cosmetics to protect the Skin against UV rays. These are oxides of titanium, Zinc, iron, zirconium, silicon, manganese, aluminum, cerium and mixtures there from, as well as variations in which the oxides are the active agents. Especially it is preferably pigments based on titanium dioxide. It can be used for the amounts mentioned above combinations are used.  

Cosmetic preparations for hair care are, for example to shampoo, preparations used when rinsing the hair before or after shampooing, before or after permanent waving, before or after dyeing Coloring or discoloration of the hair can be used to make preparations for blow drying or inserting the hair, preparations for dyeing or bleaching, for a hairdressing and treatment lotion, a hair lacquer or permanent waving agent.

The cosmetic preparations contain active ingredients and auxiliaries, as are more common Use wisely for this type of hair care and treatment be det.

Preservatives, surface-active substances, substances serve as auxiliary substances to prevent foaming, emulsifiers, thickeners, fats, oils, waxes, organic solvents, bactericides, perfumes, dyes or pigments, the up it is possible to dye the hair or the preparation itself, electrolytes, preparations against greasing the hair.

Cosmetic preparations containing a shampoo or a washing, showering or bath preparation, preferably contain at least one anionic, non-ionic or amphoteric surface-active substance or mixtures thereof, min at least a lactone in an aqueous medium and auxiliary agents, as is usually the case be used.

Examples of surface-active substances which are advantageously used according to the invention can be conventional soaps, e.g. B. Fatty acid salts of sodium, alkyl sul fate, alkyl ether sulfates, alkane and alkylbenzenesulfonates, sulfoacetates, sulfobetaines, Sarcosinates, amidosulfobetaines, sulfosuccinates, sulfosuccinic acid semiesters, alkyl ether carboxylates, protein fatty acid condensates, alkyl betaines and amido betaines, fat acid alkanolamides, polyglycol ether derivatives.

The surface-active substance can be in a concentration between 1% by weight and 50 wt .-% in the shampoo, or the washing, shower or bath accessories horse riding, present.  

Is the cosmetic or dermatological preparation in the form of a lotion, which rinsed and z. B. before or after decolorization, before or after shampooing, between two shampooing steps, before or after the permanent wave treatment is used, it is z. B. to aqueous or aqueous-alcoholic Lö solutions, which may contain surface-active substances, preferably not ionic or cationic surface-active substances, the concentration of which is between 0.1 and 10% by weight, preferably between 0.2 and 5% by weight. This Cosmetic or dermatological preparation can also use an aerosol with the usual represent the tools used for this.

A cosmetic preparation in the form of a lotion that is not rinsed off, in particular special a lotion for inlaying the hair, a lotion that is used to blow-dry the hair used, a styling and treatment lotion, generally represents an aqueous, alcoholic or aqueous-alcoholic solution and contains at least one cationi cal, anionic, non-ionic or amphoteric polymer or mixtures of same, as well as at least one lactone. The amount of lactones and / or used Thiolactone and / or dithiolactone is e.g. B. between 0.1 and 10 wt .-%, preferred between 0.1 and 3% by weight.

Cosmetic and dermatological preparations for the treatment and care of the Hair containing at least one lactone according to the invention can be used as an emulsion NEN which are of the non-ionic or anionic type. Non-ionic emul In addition to water, ions contain oils or fatty alcohols, for example polyethoxy lated or polypropoxylated, or mixtures of the two organi components. These emulsions may contain cationic surfaces Chenactive substances. Anionic emulsions are preferably of the soap type and contain at least one ethoxylated or propoxylated orga African compound with an anionic or non-ionic character.

Cosmetic and dermatological preparations for the treatment and care of the hair can be present as gels in addition to at least one lactone according to the invention and solvents usually used for this purpose also have organic thickeners tel, e.g. B. gum arabic, xanthan gum, sodium alginate, cellulose derivatives, preferred as methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypro pylcellulose, hydroxypropylmethylcellulose or inorganic thickeners, e.g. B. Aluminum silicates such as bentonite, or a mixture of polyethylene glycol  and polyethylene glycol stearate or distearate. The thickener is in the gel e.g. B. in an amount between 0.1 and 30% by weight, preferably between 0.5 and 15% by weight %, contain.

The amount of the dialkyl-substituted acetic acid according to the invention is preferably ren in an agent intended for the hair 0.01 wt .-% to 10 wt .-%, in particular 0.5 wt .-% to 5 wt .-%, based on the total weight of the preparations.

The following examples are intended to illustrate the embodiments of the present invention clear. The data always refer to% by weight, unless other types gifts are made.  

example 1

Example 2

Example 3

Example 4

Example 5

Example 6

Example 7

Example 8

Example 9

Example 10

Example 11

Example 12

Example 13

Example 14

Example 15

Example 16

Example 17

Example 18

Example 19

Example 20

Example 21

Example 22

The liquid phase obtained by mixing the respective components together together with a propane-butane mixture (2: 7) in a ratio of 39: 61 in aerosol filled containers.  

Example 23

Example 24

Example 25

Example 26

Claims (12)

1. Use of lactones and / or thiolactones and / or dithiolactones of the formula
wherein n is a number between 1 and 20, m is either 0 or 1 and X and Y independently of one another are oxygen or sulfur and
which have 0 to 4 double bonds within the ring, either
R ¹ , R ² and R ³ are selected independently of one another from the group hydrogen and / or branched or unbranched alkyl groups with 1 to 16 carbon atoms and / or cycloalkyl groups with 5 to 10 carbon atoms and / or homo- and / or heteroaryl groups with 4 to 10 Carbon atoms, in which the or the teroatoms are selected from the group oxygen, nitrogen and sulfur, or
R ¹ and R ² or R ² and R ³ are selected independently of one another from the group of alkylene radicals having 1 to 16 carbon atoms which contain 1 to 4 double and / or triple bonds and
R ^{4 is} a hydrogen and / or a branched or unbranched alkyl radical with 1 to 20 carbon atoms and / or a cycloalkyl radical with 5 to 10 carbon atoms and / or a homo- and / or heteroaryl radical with 4 to 10 carbon atoms, in which the hetero atom or atoms are selected from the group consisting of oxygen, nitrogen and sulfur,
as antibacterial, antimycotic, antiviral or antiparasitic agents. 2. Use according to claim 1, characterized in that R ^{1 is} selected from the group hydrogen and / or branched or unbranched alkyl groups having 1 to 6 carbon atoms. 3. Use according to any one of the preceding claims, characterized in that R ^{2 is} selected from the group hydrogen and / or branched or unbranched alkyl groups having 1 to 12 carbon atoms. 4. Use according to any one of the preceding claims, characterized in that R ^{3 is} selected from the group hydrogen and / or branched or unbranched alkyl groups having 1 to 14 carbon atoms and R ^{4 is} independently selected from the group hydrogen and / or branched or unbranched alkyl groups with 1 to 12 carbon atoms. 5. Use according to claim 1, characterized in that the lactone (a or more compounds) is selected from the group of γ-butyrolactones and δ-valerolactones. 6. Use of lactones and / or thiolactones and / or dithiolactones after one of the preceding claims for combating seborrheic fever in particular to combat dandruff. 7. Use of lactones and / or thiolactones and / or dithiolactones after one of claims 1 to 5 against blemished skin, mild forms of acne or pro pionibacterium acnes and against mild and moderate forms of rosacea or Demodex folliculorum. 8. Use of lactones and / or thiolactones and / or dithiolactones after one of claims 1 to 5 for combating body odor and / or coryneformer Bacteria. 9. Use of lactones and / or thiolactones and / or dithiolactones after one of claims 1 to 5 for combating atopic eczema, especially super infected eczema and / or Staphylococcus aureus. 10. Use of lactones and / or thiolactones and / or dithiolactones after one of claims 1 to 5 for combating macos and dermatomycoses and / or for controlling yeasts and fungi, in particular Candida spec.   11. Use of lactones and / or thiolactones and / or dithiolactones after one of claims 1 to 5 for preventing the spoilage of organic matter, ins special cosmetic and dermatological preparations, through the infestation with gram-positive and gram-negative bacteria, mycobionts, viruses, parasites and proto zoom. 12. Cosmetic, dermatological and medical preparations containing lactones and / or thiolactones and / or dithiolactones of the formula
wherein n is a number between 1 and 20, m is either 0 or 1 and X and Y independently of one another are oxygen or sulfur and
which have 0 to 4 double bonds within the ring, either
R ¹ , R ² and R ³ are selected independently of one another from the group hydrogen and / or branched or unbranched alkyl groups with 1 to 16 carbon atoms and / or cycloalkyl groups with 5 to 10 carbon atoms and / or homo- and / or heteroaryl groups with 4 to 10 Carbon atoms, in which the or the teroatoms are selected from the group oxygen, nitrogen and sulfur, or
R ¹ and R ² or R ² and R ³ are selected independently of one another from the group of alkylene radicals having 1 to 16 carbon atoms which contain 1 to 4 double and / or triple bonds and
R ^{4 is} a hydrogen and / or a branched or unbranched alkyl radical having 1 to 20 carbon atoms and / or a cycloalkyl radical having 5 to 10 carbon atoms and / or a homo- and / or heteroaryl radical having 4 to 10 carbon atoms, in which the hetero atom or atoms are selected from the group of oxygen, nitrogen and sulfur.