Hair preparation for the treatment of dandruff

Details Hair preparation for the treatment of dandruff Hair preparation for the treatment of dandruff

2002-08-15

2003-12-16

Dodson, Shelley A. (Department: 1616)

Drug, bio-affecting and body treating compositions

Preparations characterized by special physical form

Cosmetic, antiperspirant, dentifrice

C424S400000, C424S070100, C514S852000

Reexamination Certificate

active

06663875

ABSTRACT:

BACKGROUND OF THE INVENTION
The present invention relates to cosmetic preparations, in particular antidandruff compositions and deodorizing cosmetic compositions, comprising Z-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-O-(2,4-dichlorobenzyl)ethanone oxime or salts thereof from inorganic and organic acids, in, particular Z-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-O-(2,4-dichlorobenzyl)ethanone oxime nitrate (oxiconazole nitrate).
The fungicidal effectiveness of Z-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-O-(2,4-dichlorobenzyl)ethanone oxime nitrate (oxiconazole nitrate) is, as described in the publication Arzneim.-Forsch./Drug Res. 29 (II), No.10 (1979), p. 1510 ff, known.
The use of oxiconazole nitrate in broad-spectrum antimycotics for the curative treatment of dermatological disorders is described in U.S. Pat. No. 5,648,389. The compositions described therein for the treatment of acne comprise, in addition to an antimicrobial active ingredient, one or more hydroxy acid(s) and a water-soluble zinc compound.
WO 96/29045 proposes compositions for the treatment of scalp dermatitis consisting of a combination of cytotoxic agents, for example zinc pyrithione or selenium sulfide and a fungicide, for example oxiconazole.
It has now been found that Z-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-O-(2,4-dichlorobenzyl)ethanone oxime and salts thereof, in particular the nitrate, can be used as antidandruff agents in cosmetic preparations.
SUMMARY OF THE INVENTION
Surprisingly it has been found that said cosmetic preparations can be free of other active substances. In particular they can be free of cytotoxic agents like zinc pyrithione or selenium sulfide.
The invention provides cosmetic preparations comprising Z-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-O-(2,4-dichlorobenzyl)ethanone oxime or salts thereof. In this connection, suitable salts are, preferably, the nitrate, chloride, bromide, perchlorate or acetate. Particular preference is given to the nitrate.
The Z-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-O-(2,4-dichlorobenzyl)-ethanone oxime and salts thereof to be used in the cosmetic preparations can, for example be prepared by a process as described in the publication Arzneim.-Forsch./Drug Res. 29 (II), No.10 (1979), p. 1510 ff.
In particular the invention relates to cosmetic preparations which are free of cytotoxic agents like zinc pyrithione or selenium sulfide.
For the use according to the invention of said compounds, a very wide variety of cosmetic preparations are suitable, in particular shampoos. Examples of further preparations which are suitable in accordance with the invention and which may be mentioned are the following hair care and styling compositions: hair rinses, hair treatments, hair regenerators, hair lotions, water-wave lotions, hair sprays, styling creams, styling gels, hair oils, hair pomades or hair brilliantines. Accordingly, these are all preparations which, depending on their actual intended use, are applied to the hair and the scalp for a shorter or longer period. By adding the compounds according to the invention, the dandruff treatment is effected.
The shampoos can be a clear liquid, opaque liquid (with a pearlescent effect), creamy or gel-like.
The washing raw materials which form the basis of these shampoos can be of an ionic, cationic, nonionic and amphoteric nature, and also be present in combinations of these substances. The total amount of surfactants used in the compositions according to the invention can be between 5% by weight and 70% by weight, preferably between 10% by weight and 40% by weight, particularly preferably between 12% by weight and 35% by weight, based on the finished composition.
Examples of anionic detersive substances of this type which may be mentioned are:
C
10
-C
20
-alkyl- and -alkylenecarboxylates, alkyl ether carboxylates, fatty alcohol sulfates, fatty alcohol ether sulfates, alkylolamide sulfates and sulfonates, fatty acid alkylolamide polyglycol ether sulfates, alkanesulfonates and hydroxyalkanesulfonates, olefinsulfonates, acyl esters of isethionates, &agr;-sulfo fatty acid esters, alkylbenzenesulfonates, alkylphenol glycol ether sulfonates, sulfosuccinates, sulfosuccinic monoesters and diesters, fatty alcohol ether phosphates, protein-fatty acid condensation products, alkyl monoglyceride sulfates and sulfonates, alkyl glyceride ether sulfonates, fatty acid methyltaurides, fatty acid sarcosinates and sulforicinoleates. These compounds and mixtures thereof are used in the form of their water-soluble or water-dispersible salts, for example the sodium, potassium, magnesium, ammonium, mono-, di- and triethanolammonium and analogous alkylammonium salts.
The proportion by weight of the anionic surfactants in the compositions according to the invention is in the range from 7% to 30%, preferably 10% to 25%, particularly preferably 12% to 22%.
Suitable cationic surfactants are, for example, quaternary ammonium salts, such as di(C
10
-C
24
-alkyl)dimethylammonium chloride or bromide, preferably di(C
12
-C
18
-alkyl)dimethylammonium chloride or bromide; C
10
-C
24
-alkyldimethylethylammonium chloride or bromide; C
10
-C
24
-alkyl-trimethylammonium chloride or bromide, preferably cetyltrimethyl-ammonium chloride or bromide and C
20
-C
22
-alkyltrimethylammonium chloride or bromide; C
10
-C
24
-alkyldimethylbenzylammonium chloride or bromide, preferably C
12
-C
18
-alkyldimethylbenzylammonium chloride; N—(C
10-C
18
-alkyl)-pyridinium chloride or bromide, preferably N—(C
12
-C
16
-alkyl)pyridinium chloride or bromide; N—(C
10
-C
18
-alkyl)isoquinolinium chloride, bromide or monoalkyl sulfate; N—(C
12
-C
18
-alkyloylcolamino-formylmethyl)pyridinium chloride; N—(C
12
-C
18
-alkyl)-N-methylmorpholinium chloride, bromide or monoalkyl sulfate; N—(C
12
-C
18
-alkyl)-N-ethylmorpholinium chloride, bromide or monoalkyl sulfate; C
16
-C
18
-alkyl-pentaoxethylammonium chloride; diisobutylphenoxyethoxyethyl-dimethyl-benzylammonium chloride; distearoylethylhydroxyethylmonium methosulfate; dicocoylethylhydroxyethylmonium methosulfate; salts of N,N-diethylamino-ethylstearylamide and -oleylamide with hydrochloric acid, acetic acid, lactic acid, citric acid, phosphoric acid; N-acylamidoethyl-N,N-diethyl-N-methylammonium chloride, bromide or monoalkyl sulfate and N-acylaminoethyl-N,N-diethyl-N-benzylammonium chloride, bromide or monoalkyl sulfate, where acyl is preferably stearyl or oleyl.
The proportion by weight of the cationic surfactants in the compositions according to the invention is in the range from 0.05% to 10%, preferably 0.05% to 5%, particularly preferably 0.1% to 3%.
Suitable nonionic surfactants which can be used as detersive substances are, for example: fatty alcohol ethoxylates (alkylpolyethylene glycols); alkylphenol polyethylene glycols; alkyl mercaptan polyethylene glycols; fatty amine ethoxylates (alkylaminopolyethylene glycols); fatty acid ethoxylates (acylpolyethylene glycols); polypropylene glycol ethoxylates (Pluronic); fatty acid alkylolamides (fatty acid amide polyethylene glycols); alkyl polyglycosides, N-alkyl-, N-alkoxypolyhydroxy fatty acid amide, in particular N-methyl-fatty acid glucamide, sucrose esters; sorbitol esters,and esters of sorbitol polyglycol ethers.
The proportion by weight of nonionic surfactants in the compositions according to the invention is in the range from 1 to 20%, preferably 2 to 10%, particularly preferably 3 to 7%.
Examples of suitable amphoteric surfactants are: lauro- and coco-amphoacetates, N—(C
12
-C
18
-alkyl)-&bgr;-aminopropionates and N—(C
12
-C
18
-alkyl)-&bgr;-iminodipropionates as alkali metal and mono-, di- and trialkylammonium salts; N-acylamidoalkyl-N,N-dimethylacetobetaine, preferably N—(C
8
-C
18
-acyl)amidopropyl-N,N-dimethylaceto-betaine; C
12
-C
18
-alkyldimethylsulfopropylbetaine; amphoteric surfactants based on imidazoline (commercial name: Miranol®, Steinapon®), preferably the sodium salt of 1-(&bgr;-carboxymethyloxyethyl)-1-(carboxymethyl)-2-lauryl-imidazolinium; amine oxide, e.g. C
12
-C
18
-alkyldimethylamine oxide, fatty acid amidoalkyldimethylamine oxide.
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