WO2003099254A1 - Cosmetic compositions containing salts of malonic acid - Google Patents
Cosmetic compositions containing salts of malonic acid Download PDFInfo
- Publication number
- WO2003099254A1 WO2003099254A1 PCT/EP2003/005477 EP0305477W WO03099254A1 WO 2003099254 A1 WO2003099254 A1 WO 2003099254A1 EP 0305477 W EP0305477 W EP 0305477W WO 03099254 A1 WO03099254 A1 WO 03099254A1
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- WO
- WIPO (PCT)
- Prior art keywords
- weight
- malonic acid
- salt
- composition
- skin
- Prior art date
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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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0208—Tissues; Wipes; Patches
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/362—Polycarboxylic acids
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/12—Face or body powders for grooming, adorning or absorbing
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
Definitions
- the invention concerns cosmetic compositions containing salts of malonic acid, and use of these compositions to control the signs of skin aging.
- a soft, supple and flexible skin has a marked cosmetic appeal and is an attribute of normal functioning epidermis.
- the epidermis can become folded, ridged or furrowed to form wrinkles. These signal loss of youthful appearance and herald the transition to old age. Exposure to excessive doses of sunlight accelerates the transition process.
- the outer layer of the epidermis known as the stratum corneum can become dry and flaky following exposure to cold weather or excessive contact with detergents or solvents. Loss of skin moisture thereby results and the skin begins to lose the soft, supple and flexible characteristics.
- Emollients such as fats, phospholipids and sterols have in the past been used to soften wrinkled or dry skin. These emollients are only partially effective as a remedy for skin in poor condition.
- U.S. Patent 4,424,234 (Alderson et al . ) discloses skin treatment compositions incorporating alpha-hydroxycaproic acid and alpha-hydroxycaprylic acid or mixtures thereof in compositions that have a pH value of less than 7, usually from 2 to 4. Yu and Van Scott have patented widely in this area.
- U.S. Patent 4,105,782 reports amines or ammonium salts of alpha-hydroxy carboxylic acids in the treatment of acne or dandruff.
- Patent 4,197,316 these compounds are suggested for the treatment of dry skin.
- U.S. Patent 4,234,599 discloses the use of alpha-hydroxy carboxylic acids, their esters or amine salts in the treatment of keratoses. More recently, U.S. Patent 5,091,171 focused attention on these compounds as being effective against age spots, wrinkles and aging related skin changes.
- a cosmetic composition which includes:
- composition exhibits a Flexibility Value greater than 1 i the Porcine Skin Test.
- a cosmetic composition including:
- composition exhibits a Flexibility Value greater than 1 in the Porcine Skin Test; and applying the cosmetic composition to the skin.
- salts of malonic acid are at least as effective as alpha-hydroxy carboxylic acids in combating the signs of skin aging. Most particularly, salts of malonic acid have shown significant activity in improving the softness, suppleness and flexibility of skin.
- malonate salts are those which impart to the composition a positive Flexibility Value of at least 1, preferably at least 1.1 relative to water in the Porcine Skin Test.
- This test utilizes a thermo-mechanical analyzer with a 20 gram load to a one-cm diameter disc of Porcine Skin from which the immediate deflection is recorded in mm. Water serves as a control. Skin samples are measured before and 24 hours after one, two and three treatments. These treatments consist of 150 ⁇ l of each composition being applied to the skin for five minutes, then removed without rinsing. Thereafter, drying is performed at 21 °C and less than 10% relative humidity.
- Data transformation consists of determining the ratio of the deflection value after three applications of the test composition to the deflection value of the water standard. The ratio is defined as the Flexibility Value.
- a wide variety of counter cations to the malonate anions may be utilized in forming the salt.
- Malonate salts may either be the half or fully neutralized malonic acid or combinations thereof, as represented by general formulas (I) and (II) :
- X is a cationic counterion
- Suitable cationic counterions include those of alkali and alkaline earth metals. Representative examples include the cations of lithium, sodium, potassium, magnesium, calcium, ammonium and combinations thereof.
- quaternized nitrogen cations having from 1 to 1,000, preferably from 1 to 20, and optimally from 3 to 12 carbon atoms.
- Illustrative are those cations derived from amines which include triethanolamine, diethanolamine, propanolamine, monoethanolamine, methylamine, ethylamine, propylamine, isopropylamine, butylamine, isobutylamine, t-butylamine, pentylamine, isopentylamine, hexylamine, cyclohexylamine, cyclopentylamine, norbornylamine, octylamine, ethylhexylamine, nonylamine, decylamine, pyrrolidone, amino acids (lysine, arginine, alanine, glutamine, histidine, glycine) , 2-amino-2-methyl-l-propanol,
- Typical malonate salts derived from these preferred materials include ammonium malonate, diammonium malonate, dimethylethanolammonium malonate, bis (dimethylethanolammonium) malonate, tris (hydroxymethyl) methane ammonium malonate, and di [tris (hydroxymethyl ) methane ammonium] malonate .
- Amounts of the malonic acid salt may range from about 0.0001% to about 30%, preferably from about 0.1% to about
- the present invention can utilize as the active ingredient salt I, salt II or mixtures of these salts.
- the molar ratio of mono-salt I to di-salt II may range from about 1000:1 to about 1:1000, preferably from about 10:1 to about 1:500, more preferably from about 2:1 to about 1:200, optimally from about 1:1 to about 1:20.
- compositions of this invention will also include a cosmetically acceptable carrier.
- Amounts of the carrier may range from 1% to 99.9%, preferably from about 70% to about 95%, optimally from about 80% to about 90%.
- the useful carriers are water, emollients, fatty acids, fatty alcohols, humectants, thickeners and combinations thereof.
- the carrier may be aqueous, anhydrous or an emulsion.
- the compositions are aqueous, especially water and oil emulsions of the W/O or O/W or triplex W/O/W variety. Water when present may be in amounts ranging from about 5% to about 95%, preferably from about 20% to about 70%, optimally from about 35% to about 60% by weight.
- Emollient materials may serve as cosmetically acceptable carriers. These may be in the form of silicone oils, synthetic esters and hydrocarbons. Amounts of the emollients may range anywhere from about 0.1% to about 95%, preferably between about 1% and about 50% by weight.
- Silicone oils may be divided into the volatile and nonvolatile variety.
- volatile refers to those materials which have a measurable vapor pressure at ambient temperature.
- Volatile silicone oils are preferably chosen from cyclic (cyclomethicone) or linear polydimethylsiloxanes containing from 3 to 9, preferably from 4 to 5 , silicon atoms.
- Non-volatile silicone oils useful as an emollient material include polyalkyl siloxanes, polyalkylaryl siloxanes and polyether siloxane copolymers .
- the essentially non-volatile polyalkyl siloxanes useful herein include, for example,
- polydimethyl siloxanes having viscosities from about 1 x 10 to about 4 x 10 " m 2 /s at 25°C.
- Non-volatile silicones are emulsifying and non-emulsifying silicone elastomers. Representative of this category is Dimethicone/Vinyl Dimethicone Crosspolymer available as Dow Corning 9040, General Electric SFE 839, and Shin-Etsu KSG-18. Silicone waxes such as Silwax WS-L (Dimethicone Copolyol Laurate) may also be useful.
- ester emollients are:
- Ether-esters such as fatty acid esters of ethoxylated fatty alcohols.
- Ethylene glycol mono and di-fatty acid esters diethylene glycol mono- and di-fatty acid esters, polyethylene glycol (200-6000) mono- and di-fatty acid esters, propylene glycol mono- and di-fatty acid esters, polypropylene glycol 2000 monooleate, polypropylene glycol 2000 monostearate, ethoxylated propylene glycol monostearate, glyceryl mono- and di-fatty acid esters, polyglycerol poly- fatty esters, ethoxylated glyceryl mono-stearate, 1, 3 -butylene glycol monostearate, 1,3-butylene glycol distearate, polyoxyethylene polyol fatty acid ester, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters are satisfactory polyhydric alcohol esters. Particularly useful are pentaerythritol , trimethylolpropane and neopenty
- Wax esters such as beeswax, spermaceti wax and tribehenin wax.
- Sterols esters of which cholesterol fatty acid esters are examples thereof.
- Hydrocarbons which are suitable cosmetically acceptable carriers include petrolatum, mineral oil, C 11 -C 13 isoparaffins, polyalphaolefins, and especially isohexadecane, available commercially as Permethyl 101A from Presperse Inc.
- Fatty acids having from 10 to 30 carbon atoms may also be suitable as cosmetically acceptable carriers.
- Illustrative of this category are pelargonic, lauric, myristic, palmitic, stearic, isostearic, hydroxystearic, oleic, linoleic, ricinoleic, arachidic, behenic and erucic acids.
- Fatty alcohols having from 10 to 30 carbon atoms are another useful category of cosmetically acceptable carrier.
- Illustrative of this category are stearyl alcohol, lauryl alcohol, myristyl alcohol and cetyl alcohol.
- Humectants of the polyhydric alcohol-type can be employed as cosmetically acceptable carriers.
- Typical polyhydric alcohols include glycerol, polyalkylene glycols and more preferably alkylene polyols and their derivatives, including propylene glycol, dipropylene glycol, polypropylene glycol, polyethylene glycol and derivatives thereof, sorbitol, hydroxypropyl sorbitol, hexylene glycol, 1,3-butylene glycol, isoprene glycol, 1, 2 , 6-hexanetriol , ethoxylated glycerol, propoxylated glycerol and mixtures thereof.
- the amount of humectant may range anywhere from 0.5% to 50%, preferably between 1% and 15% by weight of the composition.
- Thickeners can be utilized as part of the cosmetically acceptable carrier of compositions according to the present invention.
- Typical thickeners include crosslinked acrylates
- cellulosic derivatives include sodium carboxymethylcellulose, hydroxypropyl methocellulose, hydroxypropyl cellulose, hydroxyethyl cellulose, ethyl cellulose and hydroxymethyl cellulose.
- Natural gums suitable for the present invention include guar, xanthan, sclerotium, carrageenan, pectin and combinations of these gums .
- Inorganics may also be utilized as thickeners, particularly clays such as bentonites and hectorites, fumed silicas, and silicates such as magnesium aluminum silicate (Veegum®) .
- Amounts of the thickener may range from 0.0001% to 10%, usually from 0.001% to 1%, optimally from 0.01% to 0.5% by weight .
- Cosmetic compositions of the present invention may be in any form. These forms may include lotions, creams, roll-on formulations, sticks, mousses, aerosol and non-aerosol sprays and fabric (e.g. nonwoven textile) -applied formulations.
- Surfactants may also be present in cosmetic compositions of the present invention. Total concentration of the surfactant when present may range from about 0.1% to about 40%, preferably from about 1% to about 20%, optimally from about 1% to about 5% by weight of the composition.
- the surfactant may be selected from the group consisting of anionic, nonionic, cationic and amphoteric actives.
- Particularly preferred nonionic surfactants are those with a
- C 10 -C 20 fatty alcohol or acid hydrophobe condensed with from 2 to 100 moles of ethylene oxide or propylene oxide per mole of hydrophobe; C 2 -C ⁇ o alkyl phenols condensed with from 2 to
- alkylene oxide 20 moles of alkylene oxide; mono- and di-fatty acid esters of ethylene glycol; fatty acid monoglyceride; sorbitan, mono- and di- C ⁇ -C 2 o fatty acids; and polyoxyethylene sorbitan as well as combinations thereof.
- Alkyl polyglycosides and saccharide fatty amides are also suitable nonionic surfactants.
- Preferred anionic surfactants include soap, alkyl ether sulfates and sulfonates, alkyl sulfates and sulfonates, alkylbenzene sulfonates, alkyl and dialkyl sulfosuccinates,
- Sunscreen actives may also be included in compositions of the present invention. Particularly preferred are such materials as ethylhexyl p-methoxycinnamate, available as
- Inorganic sunscreen actives may be employed such as microfine titanium dioxide, zinc oxide, polyethylene and various other polymers. Amounts of the sunscreen agents when present may generally range from 0.1% to 30%, preferably from 2% to 20%, optimally from 4% to 10% by weight.
- Preservatives can desirably be incorporated into the cosmetic compositions of this invention to protect against the growth of potentially harmful microorganisms.
- Suitable traditional preservatives for compositions of this invention are alkyl esters of para-hydroxybenzoic acid.
- Other preservatives which have more recently come into use include hydantoin derivatives, propionate salts, and a variety of quaternary ammonium compounds.
- Cosmetic chemists are familiar with appropriate preservatives and routinely choose them to satisfy the preservative challenge test and to provide product stability.
- compositions of the present invention may include vitamins .
- Illustrative vitamins are Vitamin A (retinol) , Vitamin B 2 , Vitamin B 6 , Vitamin C, Vitamin E and Biotin. Derivatives of the vitamins may also be employed.
- Vitamin C derivatives include ascorbyl tetraisopalmitate, magnesium ascorbyl phosphate and ascorbyl glycoside .
- Derivatives of Vitamin E include tocopheryl acetate, tocopheryl palmitate and tocopheryl linoleate. DL-panthenol and derivatives may also be employed.
- Total amount of vitamins when present in compositions according to the present invention may range from 0.001% to 10%, preferably from 0.01% to 1%, optimally from 0.1% to 0.5% by weight.
- Another type of useful substance can be that of an enzyme such as oxidases, proteases, lipases and combinations. Particularly preferred is superoxide dismutase, commercially available as Biocell SOD from the Brooks Company, USA.
- Skin lightening compounds may be included in the compositions of the invention.
- Illustrative substances are placental extract, lactic acid, niacinamide, arbutin, kojic acid, ferulic acid, resorcinol and derivatives including 4- substituted resorcinols and combinations thereof. Amounts of these agents may range from about 0.1% to about 10%, preferably from about 0.5% to about 2% by weight of the compositions .
- Desquamation promoters may be present.
- Illustrative are the alpha-hydroxycarboxylic acids and beta-hydroxycarboxylic acids.
- the term "acid” is meant to include not only the free acid but also salts and C 1 -C 30 alkyl or aryl esters thereof and lactones generated from removal of water to form cyclic or linear lactone structures.
- Representative acids are glycolic, lactic and malic acids.
- Salicylic acid is representative of the beta-hydroxycarboxylic acids. Amounts of these materials when present may range from about 0.01% to about 15% by weight of the composition.
- compositions of this invention may optionally be included in compositions of this invention.
- Illustrative are green tea, chamomile, licorice and extract combinations thereof.
- the extracts may either be water soluble or water-insoluble carried in a solvent which respectively is hydrophilic or hydrophobic. Water and ethanol are the preferred extract solvents .
- ком ⁇ онентs including Ceramide 1, Ceramide 3, Ceramide 3B and Ceramide 6) as well as pseudoceramides may also be utilized for many compositions of the present invention may also be excluded. Amounts of these materials may range from about 0.000001% to about 10%, preferably from about 0.0001% to about 1% by weight.
- compositions of the present invention may also be included in compositions of the present invention.
- Each of these substances may range from about 0.05% to about 5%, preferably between 0.1% and 3% by weight.
- the term “comprising” is meant not to be limiting to any subsequently stated elements but rather to encompass non- specified elements of major or minor functional importance. In other words the listed steps, elements or options need not be exhaustive. Whenever the words "including" or
- a typical cosmetic cream according to the present invention is outlined under Table I. TABLE I
- a water-in-oil topical liquid make-up foundation utilizing the malonate salts of the present invention is described in Table II below.
- Illustrated herein is a skin cream incorporating the malonate salts of the present invention.
- a relatively anhydrous composition according to the present invention is reported in Table V.
- Example 6 An aerosol packaged foaming cleanser suitable for the present invention is outlined in Table VI .
- An aerosol is prepared using 92% by weight of the concentrate in Table VI and 8% propellant, the latter being a combination of dimethylether, isobutane and propane.
- An adhesive cosmetic patch may also be formulated according to the present invention.
- An adhesive hydrogel is prepared by mixing 30 grams of 2-acrylamido-2-methylpropane sulphonic acid monomer in 20 grams distilled water and 5 grams of a 1% aqueous solution of methylene-bis-acrylamide . The solution is then activated with 0.4% magnesium persulphate catalyst. Shortly after mixing the catalyst with the hydrogel solution, 0.1 grams ammonium malonate in 5 ml water is added. The resultant solution is coated onto a 50/50 blend of polypropylene and hydrophilic polyester and allowed to solidify. The resulting deposited hydrogel is warmed for 24 hours at 40°C in a hot air oven. Final water content of the hydrogel is 50%. A polystyrene backing layer is laid over the adhesive hydrogel .
- a disposable, single use personal towelette product is described according to the present invention.
- a 70/30 polyester/rayon non-woven towelette is prepared with a weight of 1.8 grams and dimensions of 15 cm by 20 cm. Onto this towelette is impregnated a composition as outlined in Table VII below.
- a variety of carboxylic acid salts were evaluated to determine their response in a Porcine Skin Test .
- Table IX records Flexibility Values as measured on the cosmetic cream formulation detailed under Table I (utilizing different Phase D actives) . Flexibility Value for the malonate salt formulated cream was higher than either the base cream or a glycolate salt formulated cream. The results demonstrate that a softer, suppler and more flexible skin is achieved by use of malonates.
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- Gerontology & Geriatric Medicine (AREA)
- Dispersion Chemistry (AREA)
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- Cosmetics (AREA)
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Abstract
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2004506779A JP2005531568A (en) | 2002-05-29 | 2003-05-22 | Cosmetic composition containing a salt of malonic acid |
EP03730112A EP1509197A1 (en) | 2002-05-29 | 2003-05-22 | Cosmetic compositions containing salts of malonic acid |
KR10-2004-7019166A KR20050007562A (en) | 2002-05-29 | 2003-05-22 | Cosmetic compositions containing salts of malonic acid |
MXPA04011904A MXPA04011904A (en) | 2002-05-29 | 2003-05-22 | Cosmetic compositions containing salts of malonic acid. |
AU2003240709A AU2003240709B2 (en) | 2002-05-29 | 2003-05-22 | Cosmetic compositions containing salts of malonic acid |
CA002486905A CA2486905A1 (en) | 2002-05-29 | 2003-05-22 | Cosmetic compositions containing salts of malonic acid |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US38383702P | 2002-05-29 | 2002-05-29 | |
US60/383,837 | 2002-05-29 | ||
US45533003P | 2003-03-17 | 2003-03-17 | |
US60/455,330 | 2003-03-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2003099254A1 true WO2003099254A1 (en) | 2003-12-04 |
Family
ID=29587035
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2003/005477 WO2003099254A1 (en) | 2002-05-29 | 2003-05-22 | Cosmetic compositions containing salts of malonic acid |
Country Status (10)
Country | Link |
---|---|
EP (1) | EP1509197A1 (en) |
JP (1) | JP2005531568A (en) |
KR (1) | KR20050007562A (en) |
CN (1) | CN1665479A (en) |
AR (1) | AR039908A1 (en) |
AU (1) | AU2003240709B2 (en) |
CA (1) | CA2486905A1 (en) |
MX (1) | MXPA04011904A (en) |
TW (1) | TW200404573A (en) |
WO (1) | WO2003099254A1 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004082652A1 (en) * | 2003-03-17 | 2004-09-30 | Unilever Plc | Terpenoid fragrance components stabilized with malonic acid salts |
JP2006241021A (en) * | 2005-03-01 | 2006-09-14 | National Food Research Institute | Antiallergic agent |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7897800B2 (en) * | 2006-02-03 | 2011-03-01 | Jr Chem, Llc | Chemical compositions and methods of making them |
AU2006337161B2 (en) * | 2006-02-03 | 2012-06-07 | Obagi Cosmeceuticals Llc | Anti-aging treatment using copper and zinc compositions |
Citations (12)
Publication number | Priority date | Publication date | Assignee | Title |
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US4294852A (en) * | 1973-11-01 | 1981-10-13 | Johnson & Johnson | Skin treating compositions |
JPS60185710A (en) * | 1984-03-05 | 1985-09-21 | Kao Corp | Bath preparation of weak acidity |
EP0450598A2 (en) * | 1990-04-03 | 1991-10-09 | The Rockefeller University | Inhibitors of the advanced glycosylation of proteins and methods of use therefor |
DE4321753A1 (en) * | 1993-06-30 | 1995-01-12 | Beiersdorf Ag | Deodorant cosmetics containing alpha,omega-alkanedicarboxylic acids |
JPH08268828A (en) * | 1995-03-31 | 1996-10-15 | Shiseido Co Ltd | Pack cosmetic |
WO1997007777A1 (en) * | 1995-08-15 | 1997-03-06 | Robert Eric Montgomery | Peroxidase-activating oral compositions |
US5641495A (en) * | 1994-10-19 | 1997-06-24 | Kao Corporation | Skin cosmetic containing ceramides of pseudoceramides and dicarboxylic acids and dicarboxylic acid salts |
WO1997033560A1 (en) * | 1996-03-14 | 1997-09-18 | Schering-Plough Healthcare Products, Inc. | Sunless tanning composition and method |
JPH10175844A (en) * | 1996-10-18 | 1998-06-30 | Shiseido Co Ltd | Degradation promoter of desmosome |
EP0969089A1 (en) * | 1998-06-29 | 2000-01-05 | F. Hoffmann-La Roche Ag | Phytase formulation |
WO2000061107A1 (en) * | 1999-04-13 | 2000-10-19 | The Procter & Gamble Company | Antimicrobial |
WO2002030378A2 (en) * | 2000-10-11 | 2002-04-18 | Warner-Lambert Company Llc | Tooth whitening composition and method employing dicarboxylic acid whitening agent |
-
2003
- 2003-05-22 MX MXPA04011904A patent/MXPA04011904A/en unknown
- 2003-05-22 KR KR10-2004-7019166A patent/KR20050007562A/en not_active Application Discontinuation
- 2003-05-22 CN CN03816020XA patent/CN1665479A/en active Pending
- 2003-05-22 AU AU2003240709A patent/AU2003240709B2/en not_active Ceased
- 2003-05-22 JP JP2004506779A patent/JP2005531568A/en not_active Withdrawn
- 2003-05-22 CA CA002486905A patent/CA2486905A1/en not_active Abandoned
- 2003-05-22 EP EP03730112A patent/EP1509197A1/en not_active Withdrawn
- 2003-05-22 WO PCT/EP2003/005477 patent/WO2003099254A1/en not_active Application Discontinuation
- 2003-05-29 AR ARP030101893A patent/AR039908A1/en not_active Application Discontinuation
- 2003-05-29 TW TW092114572A patent/TW200404573A/en unknown
Patent Citations (12)
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US4294852A (en) * | 1973-11-01 | 1981-10-13 | Johnson & Johnson | Skin treating compositions |
JPS60185710A (en) * | 1984-03-05 | 1985-09-21 | Kao Corp | Bath preparation of weak acidity |
EP0450598A2 (en) * | 1990-04-03 | 1991-10-09 | The Rockefeller University | Inhibitors of the advanced glycosylation of proteins and methods of use therefor |
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Also Published As
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AU2003240709B2 (en) | 2006-03-02 |
TW200404573A (en) | 2004-04-01 |
EP1509197A1 (en) | 2005-03-02 |
CN1665479A (en) | 2005-09-07 |
KR20050007562A (en) | 2005-01-19 |
CA2486905A1 (en) | 2003-12-04 |
MXPA04011904A (en) | 2005-03-31 |
AR039908A1 (en) | 2005-03-09 |
JP2005531568A (en) | 2005-10-20 |
AU2003240709A1 (en) | 2003-12-12 |
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