CN100464741C - Aqueous-alcoholic depigmenting gel containing a phenolic derivative and a retinoid - Google Patents
Aqueous-alcoholic depigmenting gel containing a phenolic derivative and a retinoid Download PDFInfo
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- CN100464741C CN100464741C CNB2003801058870A CN200380105887A CN100464741C CN 100464741 C CN100464741 C CN 100464741C CN B2003801058870 A CNB2003801058870 A CN B2003801058870A CN 200380105887 A CN200380105887 A CN 200380105887A CN 100464741 C CN100464741 C CN 100464741C
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Abstract
The invention relates to a depigmenting composition for cosmetic or pharmaceutical application, comprising a phenolic derivative, a retinoid, especially a dispersed retinoid, and optionally a sunscreen in the form of an aqueous-alcoholic gel, to the process for preparing it and to its use in cosmetics and dermatology.
Description
The present invention relates to a kind of depigmentation compositions that is used for cosmetics or medicinal application, comprise amphyl, biostearin (particularly dispersive biostearin) and optional sunscreen, be the gel form of aqueous alcohol (aqueous-alcoholic).
By said composition, this gel provides has stability and harmless compositions.
In the therapeutic agent of in treatment skin is excessively painted, advising, amphyl for example hydroquinone has been used many decades as the most effective active agent with its derivant. and it is to derive from the plain effect of the skin depigmentation of observing under the rubber industry operational circumstances that the treatment of these reagent is used, and wherein the part in these products is used as antioxidant.So, many researchs have been confirmed their independent uses or have been united effectiveness [the Jorge L.Sanchez of use with other depigmentation reagent, M.D. with Miguel Vazquez, M.D.International Journal of DermatologyJan-Feb 1982 the 21st volume, the 55-58 page or leaf]. find that also they are indispensable in fact active agents in treatment is excessively painted, so in many industrial products, exist. hydroquinone has been the theme of various patent applications, particularly US 3 856 934, wherein hydroquinone and tretinoin and corticoid combination is as depigmentation compositions.
But especially there are two major defects in the amphyl for example introducing of hydroquinone.
At first, containing amphyl (for example hydroquinone) degrades separately or with the batching of the combination of other active substance usually. particularly, known that hydroquinone is responsive for oxidation and heat, caused rendeing a service reduction, the quick brown stain of batching and sometimes even the layering or be separated of causing preparing burden.
Find that this problem is the obstacle that acquisition contains the compositions of several active agents, particularly amphyl and biostearin.
In the prior art, sulphite is generally used for reducing this phenomenon, but they are not enough to overcome this shortcoming. they also can damage the viscosity of electrolyte sensitivity batching, thereby the deposition that causes active agent (for example biostearin). particularly, be generally used for providing the CBP (carbomer) of minimum viscosity to be subjected to the electrolytical influence of sulphite, so be enough to obtain the good stability of biostearin no longer separately.
In addition, for quicken amphyl dissolving, for example hydroquinone effect in the preparation of compositions process usually of amphyl through being heated, particularly in the standard emulsion, this phenomenon causes and has quickened browning phenomenon.
By amphyl for example hydroquinone separately or with second shortcoming that the existence of other active agent combination causes be their high zest.
Because zest, the hydroquinone of high concentration can cause the sick and ochronosis phenomenon of the excessive melanin pigmentation of late coming.
[" N-acetyl 4Scysteaminylphenol as a new type of depigmenting agent " JimbowK.Arch.Dermatol.1991 October may appear in local excitation and dermatitis behind life-time service high concentration hydroquinone; 127 (10): 1528-1534].
The treatment of carrying out with hydroquinone may be accompanied by stimulation, may cause the excessive melanin pigmentation disease of late coming.The concentration of hydroquinone is depended in the appearance of this stimulation.Concentration for 10%, this stimulation is higher, and during with 5% dosage, this stimulation significantly reduces, and when 2% concentration, be considered to non-existent basically [" Les agents chimiques depigmentants (depigmentation chemical reagent) " JP.Ortonne Ann.Dermatol.Venerol.1986,113:733-736].
Therefore the compositions of selecting can play main effect aspect the toleration of compositions that these effects and improvement contain two kinds of potential stimulus active substances reducing.
Therefore, the problem of Ti Chuing is to obtain a kind of compositions that contains amphyl and biostearin here, and therefore they guarantee remaining unchanged of batching along with the time is physically stable.This product must also have good dressing effect and have minimum zest.
The gel that the applicant has been surprised to find the aqueous alcohol that contains proper excipient has obtained the good result aspect physics and chemical stability.This gel also provides in stability, particularly to the excellent balance between stability, effectiveness, innocuousness and the cosmetic of temperature and oxidation.
The applicant has developed a kind of method for preparing the present composition, and said composition can prepare under cool condition, does not need heating, therefore makes to avoid amphyl to be exposed to the effect of heat.
Therefore the present invention relates to a kind of depigmentation compositions, wherein in physiologically acceptable medium, contain amphyl, biostearin (particularly dispersive biostearin) and the sunscreen chosen wantonly, it is characterized in that said composition is the gel form of aqueous alcohol.
A kind of aqueous gel represented in term " gel of aqueous alcohol ", and it contains alcohol, at least a gellant and randomly contains the mutually fatty of small scale (maximum 15%).
All proportions is expressed as the percentage by weight based on the said composition gross weight here.
Preferably contain the alcohol of 1-30% according to compositions of the present invention, preferred 2-20%, the alcohol of 4-15% more especially.
In the alcohol that can mention, comprise to indefiniteness ethanol, isopropyl alcohol and butanols.
Can preferably contain one or more following components according to compositions of the present invention:
A) CBP,
B) another kind of gellant,
C) antioxidant,
D) chelating agen.
Gel type composition according to aqueous alcohol of the present invention provides the advantages of good skin toleration. and said composition is also than the easier coating of viscosity emulsion with stay pleasant pure and fresh sensation.
More especially, the present invention is a kind of gel that is used for the aqueous alcohol of the depigmentation, comprises one or more following components:
The amphyl of-0.01-10%,
The biostearin of-0.0001-5%,
The sunscreen of-0-30%,
The CBP of-0.01-10% and/or other gellant,
The antioxidant of-0.01-2% and
The chelating agen of-0.01-1%.
Preferred composition according to the present invention comprises:
-4.00% amphyl,
-0.10% biostearin,
-20.00% ethanol,
-0.40% CBP,
-0.60% another kind of gellant,
-0.40% sulphite and
-0.10% EDTA.
Particularly preferred compositions according to the present invention comprises:
-4.00% 4-BHA,
-0.10% biostearin,
-5.00% ethanol,
-0.60% CBP,
-0.40% another kind of gellant,
-0.40% sulphite and
-0.10% EDTA.
In CBP, the indefiniteness example that can mention comprises Carbopol 981 and the Carbopol ETD 2020 that is sold by BF Goodrich company.
In other possible gellant, the indefiniteness example that can mention comprises xanthan gum, and for example Keltrol T is sold by Kelco company; Acrylate/acrylic acid C10-C30 Arrcostab cross-linked copolymer, for example by BF Goodrich company with Pemulen TR1 or Carbopol1382 product sold; Hydroxypropyl cellulose, for example by Aqualon company with Natrosol HHX250 product sold; And acrylamide/acryloyl group dimethyl sodium taurocholate copolymer and 2-Methylpentadecane and PS, sell with Simulgel 600 by SEPPIC company.
In antioxidant, the indefiniteness example that can mention comprises ascorbic acid and salt, tocopherol and sulphite for example sodium metabisulfite or sodium sulfite.
The example of the chelating agen that can mention comprises ethylenediaminetetraacetic acid (EDTA), calcium disodium edathamil and sodium ethylene diamine tetracetate.
The amphyl that can mention the indefiniteness example comprise hydroquinone, 4-BHA and hydroquinone single-benzyl ether.
Term " biostearin " expression and retinoic acid receptors (RAR) and/or with the bonded any chemical compound of tretinoin X (retinoic X) receptor (RXR), and their precursor and derivant.
Preferably, biostearin is the chemical compound that is selected from benzo naphthalene type (benzonaphthalene-based) biostearin of patent application EP 0 199 636 descriptions.Adapalene (adapalene) (6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid) and their precursor and/or derivant are particularly preferred.Also can use retinoic acid (tretinoin) and Accutane.
Precursor or matrix biology represented in the middle of it in term " biostearin precursor ", with and precursor.
Their metabolic derivative and chemical derivative represented in term " biostearin derivant ".
Term " sunscreen " a kind of chemical sunscreen of expression or physical sunscreen material and their mixture, the indefiniteness example that can mention comprises for example for example octocrylene, methoxy cinnamic acid ethyl hexyl ester, ethylhexyl salicylate, Ah Fu (avobenzone), oxybenzone, Ecamsule (ecamsule) and drometrizole trisiloxanes (drometrizole trisitoxane) of titanium dioxide and zinc oxide and chemical sunscreen of physical sunscreen material.
Every kind of sunscreen can add with the 0.001-20 weight % concentration based on composition total weight.
Obviously, in the present composition, the amount of active agent will depend on the combination of selection and therefore depend on the quality of required processing especially.
Said composition can also contain in cosmetics or medicine additive commonly used, for example nertralizer, wetting agent and/or cosolvent, softening agent, tranquilizer, antiseptic or pH correction agent, or their mixture.
Obviously, one skilled in the art will know that how to select these additive compound and/or their consumption, feasible advantageous property according to compositions of the present invention can or can not affect adversely substantially.
These additives can exist with the 0.001-20 weight % based on composition total weight in the present composition.
The example of the nertralizer that can mention comprises amine alkali, for example triethanolamine, diethanolamine or trimethylamine.
The example of the pH correction agent that can mention is a citric acid.
The wetting agent that can mention and/or the example of cosolvent comprise glycerol, sorbitol, propylene glycol and PEG400.
Can also contain the fatty phase of 0.01-15% according to compositions of the present invention, comprise softening agent basically.The indefiniteness example of the softening agent that can mention comprises mineral oil, for example Primol 352, Marcol 82, Marcol 172 and the Marcol 352 that is sold by Esso company; Vegetable oil, for example Semen pruni armeniacae oil, Petiolus Trachycarpi oil, soybean oil, Semen Ricini oil, Oleum Helianthi; Ester, for example different n-nonanoic acid hexadeca-octadecyl alcohol ester (cetearyl), for example by Cognis France company with Ceitol SN product sold, diisopropyl adipate, for example by ISF company with Ceraphyl 230 product solds, isopropyl palmitate, for example by Croda company with Crodamol IPP product sold, the caprylic/capric triglyceride, for example by Huls/LambertRiviere company with Miglyol 812 product solds; Silicone oil, polydimethylsiloxane for example, for example by Dow Corning company with Dow Corning 200 Fluid product solds, or ring dimethyl siloxane, for example by Dow Corning company with Dow Corning 244 Fluid product solds.
The ataractic indefiniteness example that can mention comprises allantoin and Talcum.
The indefiniteness example of the antiseptic that can mention comprises benzalkonium chloride, phenyl phenol, benzyl alcohol, diazolidinyl urea and p-Hydroxybenzoate, or their mixture.
Purpose of the present invention also relates to the above-mentioned composition as medical product.
Purpose of the present invention also relates to a kind of method for compositions of gel form that is used to prepare aqueous alcohol of at room temperature carrying out, and may further comprise the steps:
A) preparation comprise water, gellant and optional chelating agen batching mutually, keep stirring it even fully up to this mixture;
B) in randomly preparing burden the adding of nertralizer solution mutually;
C) preparation comprises the first active phase of amphyl and alcohol, and it is kept stirring up to dissolving fully;
D) preparation comprises the second mutually active of biostearin and optional wetting agent, and it is kept stirring up to the smooth uniform dispersion of acquisition;
E) with above-mentioned each active be mixed into independently mutually batching mutually in, stir up to mixing fully.
In a preferred embodiment, purpose of the present invention also relates to a kind of method for compositions of gel form that is used to prepare aqueous alcohol of at room temperature carrying out, and may further comprise the steps successively:
A) preparation comprise water, chelating agen and gellant batching mutually, keep stirring it even fully up to this mixture;
B) in preparing burden the adding of nertralizer solution mutually;
C) preparation comprises amphyl and the first pure active phase in independent beaker, and it is carried out magnetic agitation up to dissolving fully;
D) preparation comprises the second mutually active of biostearin and wetting agent in independent beaker, and it is stirred up to obtaining smooth uniform dispersion;
E) with above-mentioned each active be mixed into independently mutually batching mutually in, stir up to mixing fully.
Where necessary, can detect the natural pH and the correction of this mixture and add optional additive with nertralizer solution in one of above-mentioned preparation process, this depends on their chemical property.
Therefore, in a specific embodiments of the inventive method, be dissolved in advance in the water antioxidant step (b) be added into afterwards fat mutually in.
In last specific embodiments of the inventive method, step (e) afterwards fat be added in the gel that is obtained mutually.
According to the physicochemical characteristics of sunscreen, those skilled in the art can introduce sunscreen in one of above-mentioned steps.
One group of component of term " batching phase " expression is introduced the mixture that obtains in single-phase together.
Term " active phase " expression contains the batching phase of one or more active agents.
The invention still further relates to the purposes of above-mentioned new compositions in cosmetics and dermatology.
Compositions of the present invention is particularly suitable for treating and/or preventing the dermatosis relevant with pigment disease, for example melasma, chloasma, lentigo, senile plaque, vitiligo, freckle, the late coming hyperpigmentation that caused by scratch, burn, scar (scar), dermatosis or contact allergy; Gene-determined hyperpigmentation, metabolism or medicine hyperpigmentation, melanoma or any other hyperpigmentation damage.
Compositions of the present invention also is applied in the cosmetics, especially for the photoinduction or chronic the wearing out that prevent and/or resist illeffects and/or the opposing skin and the epidermis (integument) of daylight.
Compositions of the present invention also is used for health and hair health care.
The invention still further relates to a kind of non-therapeutic cosmetic treatment method of beautifying skin and/or improving its appearance of being used to, it is characterized in that with comprise amphyl, the aqueous alcohol gel of biostearin (particularly dispersive biostearin) and optional sunscreen is administered on skin and/or its epidermis.
Following batching embodiment is used to illustrate compositions of the present invention, but does not limit its scope.The embodiment of explanation present composition stability has also been described.
Batching embodiment
In the compositions below (embodiment 1-6), various components in proportions are based on the percentage by weight of composition total weight.
Embodiment 1:
Raw material | % |
Hydroquinone | 4.00 |
Adapalene | 0.10 |
Ethanol | 20.00 |
EDTA | 0.10 |
Carbopol?980 | 0.40 |
Acrylate/acrylic acid C10-C30 Arrcostab cross-linked copolymer | 0.60 |
Sodium metabisulfite | 0.20 |
Sodium sulfite | 0.20 |
Propylene glycol | 5.00 |
Glycerol | 5.00 |
Phenyl phenol | 1.00 |
10% aqueous solution of trimethylamine | 4.00 |
Citric acid | (in right amount to pH5-7) |
Purified water | In right amount to 100 |
Embodiment 2:
Raw material | % |
Hydroquinone | 4.00 |
Adapalene | 0.10 |
Ethanol | 20.00 |
EDTA | 0.10 |
Carbopol?980 | 0.30 |
Carbopol?981 | 0.30 |
Xanthan gum | 0.40 |
Sodium metabisulfite | 0.20 |
Sodium sulfite | 0.20 |
Phenyl phenol | 1.00 |
Propylene glycol | 5.00 |
Glycerol | 5.00 |
10% aqueous solution of trimethylamine | 4.00 |
Citric acid | (in right amount to pH5-7) |
Purified water | In right amount to 100 |
Embodiment 3:
Raw material | % |
Hydroquinone | 4.00 |
Adapalene | 0.10 |
Ethanol | 20.00 |
EDTA | 0.10 |
Carbopol?980 | 0.60 |
Xanthan gum | 0.40 |
Sodium metabisulfite | 0.20 |
Sodium sulfite | 0.20 |
Phenyl phenol | 1.00 |
Propylene glycol | 5.00 |
Glycerol | 5.00 |
10% aqueous solution of trimethylamine | 4.00 |
Citric acid | (in right amount to pH5-7) |
Purified water | In right amount to 100 |
Embodiment 4:
Raw material | % |
Hydroquinone | 2.00 |
Retinoic acid | 0.10 |
Ethanol | 30.00 |
Sodium ethylene diamine tetracetate | 0.10 |
Carbopol?981 | 0.50 |
Carbopol?1382 | 0.50 |
Sodium metabisulfite | 0.20 |
Sodium sulfite | 0.20 |
Propylene glycol | 5.00 |
Glycerol | 5.00 |
Triethanolamine | (in right amount to pH5-7) |
Purified water | In right amount to 100 |
Embodiment 5:
Raw material | % |
The 4-BHA | 5.00 |
Retinoic acid | 0.10 |
Ethanol | 5.00 |
Calcium disodium edathamil | 0.10 |
Carbopol?ETD?2020 | 0.40 |
Hydroxypropyl cellulose | 1.00 |
Sodium metabisulfite | 0.20 |
Sodium sulfite | 0.20 |
Propylene glycol | 5.00 |
Polyethylene Glycol E400 | 5.00 |
10% aqueous solution of trimethylamine | 4.00 |
Citric acid | (in right amount to pH5-7) |
Purified water | In right amount to 100 |
Embodiment 6:
Raw material | % |
Hydroquinone | 4.00 |
Adapalene | 0.10 |
Ethanol | 20.00 |
EDTA | 0.10 |
Carbopol?981 | 0.60 |
Xanthan gum | 0.40 |
Sodium metabisulfite | 0.20 |
Sodium sulfite | 0.20 |
Liquid paraffin | 10.00 |
Phenyl phenol | 1.00 |
Propylene glycol | 5.00 |
Glycerol | 5.00 |
10% aqueous solution of trimethylamine | 4.00 |
Citric acid | (in right amount to pH5-7) |
Purified water | In right amount to 100 |
Embodiment 7:
Raw material | % |
Hydroquinone | 4.00 |
Adapalene | 0.10 |
Ethanol | 20.00 |
EDTA | 0.10 |
Carbopol?1382 | 0.60 |
Xanthan gum | 0.40 |
Sodium metabisulfite | 0.20 |
Sodium sulfite | 0.20 |
Liquid paraffin | 10.00 |
Ah Fu (Avobenzene) | 2.00 |
Titanium dioxide | 2.00 |
Phenyl phenol | 1.00 |
Propylene glycol | 5.00 |
Glycerol | 5.00 |
10% aqueous solution of trimethylamine | 4.00 |
Citric acid | (in right amount to pH5-7) |
Purified water | In right amount to 100 |
Embodiment 8:
Raw material | % |
Mequinol | 5.00 |
Retinoic acid | 0.10 |
Ethanol | 15.00 |
Calcium disodium edathamil | 0.10 |
Carbopol?ETD?2020 | 0.40 |
Hydroxypropyl cellulose | 1.00 |
Ecamsule | 1.00 |
Sodium metabisulfite | 0.20 |
Sodium sulfite | 0.20 |
Propylene glycol | 5.00 |
Polyethylene Glycol E400 | 5.00 |
Citric acid | (in right amount to pH5-7) |
Purified water | In right amount to 100 |
Batching embodiment 1-8 can use once or twice up to reaching the complete depigmentation effect every day, is used for the treatment of lentigo, chloasma or melasma.
Claims (19)
1. depigmentation compositions, it comprises 4-BHA, adapalene and optional sunscreen in physiology's acceptable medium, it is characterized in that it is the gel of aqueous alcohol.
2. the compositions of claim 1 is characterized in that described adapalene is dispersive adapalene.
3. claim 1 or 2 compositions is characterized in that the gel of described aqueous alcohol contains the alcohol of 1-30%.
4. claim 1 or 2 compositions is characterized in that described alcohol is ethanol.
5. claim 1 or 2 compositions is characterized in that the gel of described aqueous alcohol also contains one or more following components:
A) CBP,
B) another kind of gellant,
C) antioxidant,
D) chelating agen.
6. claim 1 or 2 compositions is characterized in that the gel of described aqueous alcohol contains:
-4.00% 4-BHA,
-0.10% adapalene,
-20.00% ethanol,
-0.40% CBP,
-0.60% another kind of gellant,
-0.40% sulphite and
-0.10% EDTA.
7. claim 1 or 2 compositions is characterized in that the gel of described aqueous alcohol contains:
-4.00% 4-BHA,
-0.10% adapalene,
-5.00% ethanol,
-0.60% CBP,
-0.40% another kind of gellant,
-0.40% sulphite and
-0.10% EDTA.
8. claim 1 or 2 compositions is characterized in that it contains chemical sunscreen or physical sunscreen material.
9. claim 1 or 2 compositions is characterized in that its also optional nertralizer that comprises.
10. claim 1 or 2 compositions is characterized in that its also optional wetting agent that comprises.
11. the compositions of claim 1 or 2 is characterized in that it also optionally comprises fatty phase.
12. the compositions of claim 1 or 2, it is as medical product.
13. a method for compositions that is used to prepare claim 1 is characterized in that comprising the following steps of at room temperature carrying out:
A) preparation comprise water, gellant and optional chelating agen batching mutually, keep stirring it even fully up to this mixture;
B) in randomly preparing burden the adding of nertralizer solution mutually;
C) preparation comprises the first mutually active of 4-BHA and alcohol, keeps stirring up to dissolving it complete;
D) preparation comprises the second mutually active of adapalene and optional wetting agent, and it is kept stirring up to the smooth uniform dispersion of acquisition;
E) with above-mentioned each active be mixed into independently mutually batching mutually in, stir up to mixing fully.
14. the method for claim 13, it is characterized in that be dissolved in advance in the water antioxidant step (b) add afterwards the batching mutually in.
15. the method for claim 13 or 14, it is characterized in that step (e) afterwards fat be added in the gel that is obtained mutually.
16. each compositions is used for the treatment of and/or prevents purposes in the dermopathic medicine relevant with pigment disease in preparation among the claim 1-11.
17. each compositions is used to prevent and/or resist illeffects and/or the opposing photoinduction or the chronic aged cosmetic use of daylight among the claim 1-11.
18. one kind is used to the non-therapeutic cosmetic treatment method that beautifies skin and/or improve its appearance, it is characterized in that the gel that will comprise the aqueous alcohol of 4-BHA, adapalene and optional sunscreen is administered on skin and/or its epidermis.
19. the method for claim 18 is characterized in that described adapalene is dispersive adapalene.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0215750 | 2002-12-12 | ||
FR0215750 | 2002-12-12 |
Publications (2)
Publication Number | Publication Date |
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CN1726017A CN1726017A (en) | 2006-01-25 |
CN100464741C true CN100464741C (en) | 2009-03-04 |
Family
ID=35925129
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CNB2003801058870A Expired - Fee Related CN100464741C (en) | 2002-12-12 | 2003-12-03 | Aqueous-alcoholic depigmenting gel containing a phenolic derivative and a retinoid |
Country Status (3)
Country | Link |
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CN (1) | CN100464741C (en) |
AR (1) | AR042363A1 (en) |
ZA (1) | ZA200504037B (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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CN101249095B (en) * | 2007-10-08 | 2011-08-31 | 重庆医药工业研究院有限责任公司 | Preparation of emulsifiable paste for containing decoloring agent, tretinoin and skinniness steroids |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1476717A (en) * | 1975-01-17 | 1977-06-16 | Johnson & Johnson | Tretinoin in a gel vehicle for acne treatment |
US4185100A (en) * | 1976-05-13 | 1980-01-22 | Johnson & Johnson | Topical anti-inflammatory drug therapy |
WO1990014833A1 (en) * | 1989-06-07 | 1990-12-13 | Bazzano Gail S | Slow release vehicles for minimizing skin irritancy of topical compositions |
US5194247A (en) * | 1989-08-24 | 1993-03-16 | Xina Nair | Synergistic skin depigmentation composition |
CN1226819A (en) * | 1996-03-01 | 1999-08-25 | 庄臣消费者有限公司 | Topical compositions comprising an oil-in-water emulsion and retinoid |
-
2003
- 2003-12-03 CN CNB2003801058870A patent/CN100464741C/en not_active Expired - Fee Related
- 2003-12-11 AR ARP030104563 patent/AR042363A1/en not_active Application Discontinuation
-
2005
- 2005-05-19 ZA ZA200504037A patent/ZA200504037B/en unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1476717A (en) * | 1975-01-17 | 1977-06-16 | Johnson & Johnson | Tretinoin in a gel vehicle for acne treatment |
US4185100A (en) * | 1976-05-13 | 1980-01-22 | Johnson & Johnson | Topical anti-inflammatory drug therapy |
WO1990014833A1 (en) * | 1989-06-07 | 1990-12-13 | Bazzano Gail S | Slow release vehicles for minimizing skin irritancy of topical compositions |
US5194247A (en) * | 1989-08-24 | 1993-03-16 | Xina Nair | Synergistic skin depigmentation composition |
CN1226819A (en) * | 1996-03-01 | 1999-08-25 | 庄臣消费者有限公司 | Topical compositions comprising an oil-in-water emulsion and retinoid |
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Publication number | Publication date |
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AR042363A1 (en) | 2005-06-15 |
ZA200504037B (en) | 2006-04-26 |
CN1726017A (en) | 2006-01-25 |
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