Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
  • A61K8/66—Enzymes
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/73—Polysaccharides
  • A61K8/738—Cyclodextrins
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/10—Preparations for permanently dyeing the hair

Definitions

• the present invention relates to a hair composition in which a substance to be oxidized, an enzyme which utilizes oxygen as a substrate and does not produce hydrogen peroxide, and a cyclodextrin compound are compounded and, more particularly, it relates to a hair composition having a good stability with a lapse of time and being suitably able to be used as a reactive hairdye (a single preparation type) , a permanent-waving preparation of a single preparation type , a depilatory of a single preparation type, etc.
• the present inventors have carried out an intensive study for achieving the above-mentioned object and, as a result, have found that , when a cyclodextrin compound is compounded with a hair composition wherein a substance to be oxidized and an oxidase which is an enzyme generating no hydrogen peroxide and utilizes oxygen as substrates are compounded, the said substance to be oxidized and the said oxidase are included in the said cyclodextrin compound whereby generation of insoluble aggregates, etc. as the time goes by is suppressed as shown in the examples mentioned later and stability with a lapse of time of the said hair composition is significantly improved.
• the present invention has been accomplished consequently.
• K is a hydrogen atom, NH 2 , OH or any of C 1 , 6 linear or branched alkyl group, alkenyl group and alkoxy group
• L is OH or NH 2
• K is located at 5-, 6- or 7-position in the ring and is located at ortho- position to L.
• each of the above-mentioned substances to be oxidized may be used solely or two or more thereof may be used jointly.
• a component used as a substance to be oxidized are thioglycolic acid, thioglycolate, cysteine, hydroxy ⁇ ysteine, dihydroxycysteine, acetylated cysteine and sodium sulfite. Each of them may be used solely or two or more thereof may be used jointly. Due to its object for use, the above-mentioned coloring substance is not compounded with those preparations .
• a permanent-waving preparation it is appropriate to compound in an amount of 0.01-40% or, particularly, 0.1-20% to the total composition while, in the case of a depilatory, it is appropriate to compound in an amount of 0.01-50% or, particularly, 0.1-30% to the total composition.
• the compounding amount of the substance to be oxidized is too small, it may be necessary to use a large amount of the composition for achieving the effect of the compounding sufficiently while, when the amount is too much, the compounding amount of oxidase naturally becomes small whereby the action by oxidation in use is hardly available and, moreover, stabilization may be sometimes difficult.
• WO 99/36034, WO 99/36035, WO 99/36036, WO 99/36037, WO 99/36038, WO 99/36039, WO 99/36040, WO 99/36041, WO 99/36042, WO 99/36043, WO 99/36044, WO 99/36045 and WO 99/36046 in the name of L'Oreal discloses different kind of oxidizing dyes (developed substances or oxidation bases) and coupling components (coupling agents) which can also be used according to the present invention and which are hereby incorporated by reference.
• para-phenylenediamines of the above formula ( 3 ) the following are especially preferred: para-phenylenediamine, paratoluylenediamine, 2-isopropyl para-phenylenediamine, 2- ⁇ -hydroxyethyl para-phenylenediamine, 2- ⁇ -hydroxyethyloxy para-phenylenediamine, 2,6-dimethyl para-phenylenediamine, 2,6-diethyl para-phenylenediamine, 2 , 3-dimethyl para- phenylenediamine, N,N-bis- ( ⁇ -hydroxyethyl) para- phenylenediamine, 2-chloro para-phenylenediamine, 2- ⁇ - acetylaminoethyloxy para-phenylenediamine and their addition salts with an acid.
• compositions described for instance in the patents GB-PS 1026978 and GB-PS 1153196 can in particular be mentioned: 2,5-diamino pyridine, 2- ( 4-methoxyphenyl)amino 3-amino pyridine, 2, 3-diamino 6- methoxy pyridine, 2- ( ⁇ -methoxyethyl) amino 3-amino 6-methoxy pyridine, 3,4-diamino pyridine and the addition salts thereof.
• pyrazolo- [ 1, 5-a] - pyrimidines of the formula (6) shown below their addition salts with an acid or base and their tautomeric forms when a tautomeric equilibrium exists:
• pyrazolo- [ 1 , 5-a] -pyrimidines of the above formula (6) the following can be mentioned in particular: pyrazolo- [ 1 , 5-a] -pyrimidine-3 , 7-diamine; 2,5-dimethyl pyrazolo- [ 1 , 5-a] -pyrimidine-3 , 7-diamine; pyrazolo- [ 1 , 5-a] -pyrimidine-3 , 5-diamine;
• meta-aminophenol or meta-aminophenols applicable as coupling agents in the ready-to-use dye composition according to the invention is/are preferably selected from compounds of the following formula (7) and acid addition salts thereof:
• R 26 and R 27 which are identical or differ, each represents a hydrogen atom, C 1 -C 4 alkyl or a halogen atom selected from chlorine, bromine and fluorine.
• a halogen atom selected from chlorine, bromine and fluorine.
• the meta-diphenols of the above formula (9) the following can in particular be mentioned: 1 , 3-dihydroxy-benzene, 2-methyl-l,3-dihydroxy-benzene, 4-chloro-l , 3-dihydroxy- benzene, 2-chloro-l , 3-dihydroxybenzene, and acid addition salts thereof .
• Ri represents a hydrogen atom or C 1 -C 4 -alkyl
• D represents a nitrogen atom or a group -CH
• R 19 and R 20 which are identical or differ, each represents a hydrogen atom, a C 1 -C 4 alkyl group, which can be substituted with one of the groups -CN, -OH or -NH 2 or together with a carbon atom in the benzene ring form an optionally oxygen-containing or nitrogen-containing heterocyclic group, which can be substituted with one or more C 1 -C 4 alkyl groups; or a 4'- aminophenyl group,
• R 32 represents a hydrogen atom or a C 1 -C 4 alkyl group, or R 32 together with a carbon atom in the benzene ring forms a heterocyclic group, which optionally includes an oxygen atom and/or is substituted with one or more C 1 -C 4 alkyl groups
• R 33 represents a hydrogen atom or a halogen atom such as bromine, chlorine, iodine or fluorine,
• X " represents an anion, preferably selected from chloride, methylsulphate and acetate,
• the oxidase used in the present invention is that which uses oxygen as a substrate and does not generate hydrogen peroxide.
• an oxidase of a four-electron reduced type has been known and its examples are catechol oxidase, amine oxidase and laccase. Each of them may be used solely or two or more thereof may be used jointly.
• Particularly preferred enzymes are laccases and related enzymes, the term "laccases and related enzymes" including enzymes comprised by the enzyme classification E.C. 1.10.3.2
• bilirubin oxidase enzymes comprised by the enzyme classification E.C. 1.3.3.5 and mono-phenol mono-oxygenase enzymes comprised by the enzyme classification E.C. 1.14.99.1.
• the laccase may also be from a plant such as Rhus sp. , e.g. Rhus vernlclfera ,
• Oxidases yielding peroxide are typically used in combination with a peroxidase to remove or at least reduce the peroxide produced.
• Suitable oxidases include glucose oxidase (E.C. 1.1.3.4), hexose oxidase (E.C. 1.1.3.5), L-amino-acid oxidase (E.C. 1.4.3.2), xylitol oxidase, galactose oxidase (E.C. 1.1.3.9), pyranose oxidase (E.C. 1.1.3.10) and alcohol oxidase (E.C. 1.1.3.13).
• the compounding amount of the cyclodextrin compound in the composition it is preferred to compound 0.1-75% or, particularly preferably, 0.5-60% to the total composition.
• the compounding amount is too small, the effect by compounding of the cyclodextrin compound may not be well achieved while , when it is too much, there is a tendency that an increase in the effect proportional to an increase in the compounding amount is not resulted.
• alcohol such as ethanol, propanol, n-butanol, sec-butanol and isopropanol
• aromatic alcohol such as benzyl alcohol, phenoxyethanol and 2-benzyloxyethanol
• polyhydric alcohol such as ethylene glycol, propylene glycol, butylene glycol and glycerol
• aqueous ether such as methyl cellosolve, ethyl cellosolve, butyl cellosolve, methyl carbitol and ethyl carbitol
• cyclic ketone such as propylene carbonate, N-methylpyrrolidone, N-ethylpyrrolidone and N- hexylpyrrolidone
• formamide derivative such as N-cyclohexyl formamide and N,N-dibutyl formamide
• acid such as glycolic acid and levulinic acid.
• the original liquid was prepared by a conventional method according to the above formulation to prepare an original liquid for a permanent-waving preparation.
• the original liquid was charged in an aerosol can and clinched In vacuo and 2.0 kg of LPG (a propellant) were charged so as to make the ratio of the original liquid to the gas 95:5 (by weight ) whereupon a permanent-waving preparation of an aerosol type of a single preparation type was prepared.
• This permanent-waving preparation of a single preparation type was preserved at room temperature for six months, its appropriate amount was applied to 1.0 g of normal hair and the hair was wound on a curler, allowed to stand for 30 minutes, washed with water and shampooed.
• Example 20 Depilatory of a Single Preparation Type (Foamy) Compounding Components Compounding Amount (wt%) (Original Liquid) Thioglycolic acid 5.0
• the original liquid was prepared by a conventional method according to the above formulation to prepare an original liquid for a depilatory.
• the original liquid was charged in an aerosol can and clinched In vacuo and 2.0 kg of LPG (a propellant) were charged so as to make the ratio of the original liquid to the gas 95:5 (by weight) whereupon a depilatory of an aerosol type of a single preparation type was prepared.
• LPG a propellant
• Toluene-2,5-diamine sulfate 1 m-Phenylenediamine hydrochloride 0.1 m-Aminophenol 0.8
• ordinary containers such as aluminum can or tin-plated can with direct-jet nozzle or piston type nozzle may be used or a double container such as a bag-in type or an EXXEL type may be used as well.
• the above hairdye was preserved at room temperature for six months , its appropriate amount was applied to 1.0 g of white hair and the hair was allowed to stand for 20 minutes, washed with water and shampooed.
• the hair treated as such was dried using a drier whereupon the white hair was dyed in dark brown color and its shade was the same as that immediately after being prepared.

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• Epidemiology (AREA)
• Cosmetics (AREA)

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• 1999
  • 1999-06-30 JP JP18696199A patent/JP4488125B2/ja not_active Expired - Fee Related
• 2000
  • 2000-06-22 WO PCT/JP2000/004090 patent/WO2001000144A2/en not_active Application Discontinuation
  • 2000-06-22 AU AU55677/00A patent/AU5567700A/en not_active Abandoned
  • 2000-06-22 EP EP00940802A patent/EP1189576A2/en not_active Withdrawn

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