CA1187486A - Allantoin collagen amino acid compositions - Google Patents
Allantoin collagen amino acid compositionsInfo
- Publication number
- CA1187486A CA1187486A CA000399963A CA399963A CA1187486A CA 1187486 A CA1187486 A CA 1187486A CA 000399963 A CA000399963 A CA 000399963A CA 399963 A CA399963 A CA 399963A CA 1187486 A CA1187486 A CA 1187486A
- Authority
- CA
- Canada
- Prior art keywords
- allantoin
- collagen amino
- amino acid
- collagen
- complexes
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/72—Two oxygen atoms, e.g. hydantoin
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
-
- 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
- A61K8/65—Collagen; Gelatin; Keratin; Derivatives or degradation products thereof
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/74—Biological properties of particular ingredients
- A61K2800/75—Anti-irritant
-
- 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
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
- A61Q1/06—Lipsticks
-
- 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
- A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
-
- 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
- A61Q19/007—Preparations for dry skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
ABSTRACT OF DISCLOSURE
Allantoin collagen amino acid complexes are disclosed. Medicinal and cosmetic compositions contai-ning allantoin collagen amino acid complexes are also disclosed. Topical compositions of the present inven-tion exhibit advantageous moisture absorptive properties.
Allantoin collagen amino acid complexes are disclosed. Medicinal and cosmetic compositions contai-ning allantoin collagen amino acid complexes are also disclosed. Topical compositions of the present inven-tion exhibit advantageous moisture absorptive properties.
Description
'7 ~
ALL~NTOI~7 COLL,AGEN A~DNO ACID COMPOSITIONS
Background of -the Invertion AlL~ntoin possesses soothing, keratolytic, moisturizing and 5 anti-irritant properties. Allantoin has been complexed with individual c~mino acids in the past. Allantoin and complexes of sulfur containing ~ino acids such as methionine are disclosed in U.S. Patent No. 3,107,252. Allantoin pantothenic acid complexes are disclosed in U.S. Patent No. 3,275,643. Allantoin biotin complexes are disclosed 10 in U.S. Patent No. 3,290,3240 Allan-toin glycine complexes are disclosed in U.S. Patent NoO 3,927,021. Allantoin complexes with basic amino acids are disclosed in U.S. Patent No. 4,038,287. The complexes disclosed in the foregoing patents are useful in medicinal and cosmetic compositions. A need exists, however, for allantoin 15 collagen amino acid complexes in order to combine the beneficial properties of allantoin with the amino acids derived from animal protein, i.e., collagen.
Description oE the Invention The present invention relates to complexes of allantoin and collagen c~ino acids. Al~u~inum salts of allan-toin and collagen amino acid complexes c~re also provicled by the inven-tion, as are medicinal 5 cmd co~m~tic compositlons containing the complexes of the invention.
Al:lantoin stimulates cell proliferation. It is also mildly keratolytic and a protein dispersant. Allantoin has soothing, pain-relieving properties as well as moisturizing properties.
Collagen is a protein rnade up of amino acids joined in a chain by lO peptide linkages. Collagen amino acids useful in the present invention are derived from animal protein, and have the following typical amino acid composition:
P~nNO ACID ~ PRESENT
~lanine 8 - 11 Arginine 7.8 - 9 Aspartic Acid 5.7 - 9 Cystine/cysteine 0.1 - 0.9 Glycine 20 - 30.5 Glutamic Acid 10 ~ 11.7 Histidine 0.7 - 1 ~Iydrox~71sine 0.7 - 1.2 Hydrox~7proline 12.1 - 14.5 Iso-leucine 1.3 - l.8 Leucine 2.8 - 3.5 Lysine 3.9 - 5.2 Methionine 0.7 - 0.9 Phenylalanine 1.1 - 2.6 Proline 13.8 - 18 Serine 2.9 - 4.1 Threonine 1.8 - 2.6 Tyrosine 0.2 - 1 Valine 2.1 - 3.4 Collagen amino acids useful in the present invention c~re highly refined hydrolysa-tes. 1'hat is, collagen derived from a variety of different sources is hydroly~ed by conventional techniques with either acid, alkali or enzyme hydrolysis to produce collagen amino acids of the foregoing composikion having a molecular weight of from about 100,000 to about 200,000. l'he hydroly~ed collagen amino aci~s useful in this invention are lic~lids having a pH of about 5 to about 6.5 which contain at least about 70%, by weight, free amino acids and 5 about 38% to ~2%, by weight protein.
Special reaction conditions are not required -to form the desired complexes. ~ procedure may be used in which alk~ntoin or aluminum salts oE allantoin are combined ~ith liquid collagen amino acids and uniformly mixed to form a wet mass. The wet mass is then drled at lO 180 to 210F. until the product is dry and has a relatively constant weight. Drying usually occurs in from four to six hours, and may be accomplished with any suitable means, including spray drying. m e dry complexes are powders having a melting point of about 220 to 223C.
According to the present invention, allantoin or aluminum salts 15 of allantoin may be combined with collagen amino acids in a weight ratio of from about 50 to about 80 parts of allantoin or its aluminum salts to about 20 to about 50 parts of collagen amino acids.
It has been found that the allantoin collagen amino acid complexes are remarkably beneficial when used in phclrmaceutical or 20 eosmetic compositions for topical application. For example, the complexes exhibi-t moisture absorptive properties which are greater than would have been expected from a mere addition of allantoin with collagen amino acids. m is greater than additive effect exists over a range of relative humidity, and can be demonstratecl by comparing 25 moisture absorption isotherm~s for allantoin and for eollagen amino aeids with the moisture isotherm of the allantoin eollagen amino aeids of this invention.
Topical application of pharmaceutical and eosmetic compositions containing from abut 0.5 to about 5~, by weight of the allantoin 30 collagen amino acid complexes have been found useful for a variety of applications. It has been found, for example, that on applieation of topieal eompositions containing the cc)mplexes of the invention that a portion of the allantoin collagen amino aeid eomplex penetrates the skin providing moisture to the stratum corneum. At the same time, the 35 portion of -the allantoin collagen amino acid which does not penetrate the skin but remains on the skin surface exerts hygroscopic properties and provides moisture to the skin surface. The complex also provides '7 ~
de-briding or sluffing action on dead skin cells fostering healing of minor skin abrasions or lacerations and providing a smoo-th, rnildly astringent, but yet comfortable moist skin feeling. This dual effect on and beneath the skin surface is of significant benefit in a wide variety of cosmetic and pharmaceutical compositions, and ernphasizes the ~mexpected nature of the :invention.
The following examples demonstrate the preparation of the complexes of this invention as well as compositions con-taining the complexes. The examples are illustrative only, and not intended to limit the scope of the invention.
F~MPLE 1 80 g. allantoin are thoroughly mixed with 20 g. collagen amino acids to form a uniform wet mass~ The resultant mixture is then dried at 180 to 210F. Eor several hours forming a white powder. I;Llantoin collagen amino acid complex is formed whlch is soluble to the extent 15 of 3 to 4%, by weight, in water and 1 to 2% in 95%, by volume, alcohol.
EX~LE 2 70 g. allantoin are thoroughly rnLxed with 30 g. collagen amino acids to form a uniform wet mass. m e resultant mixture is then dried 20 at 180 to 210F. for several hours forming a white po~7der. 2;Llantoin collagen arnino acid complex is formed which is soluble to the extent of 2 to 3~, by weight, in water, and 1 to 2% in 95%, by volume, alcohol.
50 g. alLantoin are thoroughly rnixed with 50 g. collagen amino acids to form a uniform wet rnass. The resultant r~ixture is then clried at 180 to 210 F. for several hours forming a whlte powder.
Allantoin collagen arnino acid complex is formed which is soluble to the extent of 1%, by weight, in water, and 0.5% in 95%, by vo:Lume, 30 alcohol.
Ehl~PLE 4 80 g. of alurninum chlorhydroxy allantoinate are thoroughly mixed with 20 g. collagen amino acids to Eorm a uniform wet mass. The resultant rnixture is then dried in 180 to 210F. for several hours 35 forming a white powder. Allantoin collagen amino acid complex is formed which is sol~ble to the extent of 3 to 4~, by weigh-t, in water, and 1 to 2% in 95%, by volume, alcohol.
~XAMPIE 5 70 g. of aluminum chlorhydroxy allantoinate are -thoroughly mixed with 30 g. collagen amino acids to form a uniform wet mass. The resu~tant mixture is then dried at 180 to 210F. for several hours forming a white pcwder. AlL~ntoin collagen amino acid complex is 5 formed which is soluble to the extent of 2 to 3%, by weight, in water, c~ld 1 to 2~ in 95%, by volume alcohol.
50 g. of aluminum chlorhydroxy allantoinate are thoroughly mixed with 50 g. of collagen amino acids to Eorm a uniform wet mass. The lO resultant mixture is then dried at 180 to 210F. for several hours forming a white powder. Allantoin collagen amino acid complex is formed which is soluble to -the extent of 1%, by weight, in ~ater, and 0.5% in 95%, by volume, alcohol.
ExAMæIE 7 80 gO aluminum dihydroxy allantoinate are thoroughly mixed with 20 g. collagen amino acids to form a uniform wet mass. The resultant mlxture is then dried at 180 to 210F. for several hours forming a white powder. Allantoin colL~gen anLino complex is formed which is soluble to the extent of 3 to 4%, by weight, in water, and 1 to 2% in 20 95~O~ by volume, alcohol.
EX}U~'LE 8 70 g. of aluminum dihydroxy allantoinate are thoroughly mixed with 30 g. collagen amino acids to form a uniform wet mass. The resultant mixture is then dried at 180 to 210F. for several hours 25 forming a white po-~der. Al]antoin collagen amino acid complex is formed which is soluble to the extent of 2 to 3%, by weight, in water, and 1 to 2% in 95%, by volume, alcohol.
EX~MPLE 9 50 g. of aluminum dihydroxy allantoinate are thoroughly mixed 30 with 50 g. collagen amino acid to form a uniform wet mass. The resultant mixture is then dried at 180 to 210F. for several hours forming a white powder. Allantoin collagen amino acid complex is formed which is soluble to the extent of 1%, by weight, in water, and 0.5% in 95%, by volume, alcohol.
The followhlg formulations were made to de~,onstrate the useful-ness o:E allantoin collagen amino acid complexes.
DRY SKIN l~TICN
INGREDIENTS ~IGHT PERCENT
Myrj 52 1.5 Ceraphyl 368 5 Span 65 0~3 Super Hartolan 0.5 Cetyl Alcohol 0.75 Glyceral Monos-tearate 5 Tegosept P 0.1 Silicone 200 Po]ymer JR 400 0.25 Propylene Glycol 4.8 Deionized Water 70 Germall 115 0.1 Tegosept M 0.2 Allantoin 0.1 Car.kopol 941 2.5 disp. 0.1 Menthol 0.05 Verley Aldehyde 4390 HA 0.25 Ethyl Vanillin 0.002 Ethylene Brasilyate 0.001 Deionized Water 6 Allantoin collagen Amino Acid complex of Example 1 4 LIPSTICK
INGREDIENT WEIGHT PERCENT
Westol 350 15.0 Castor Oil 5.9 K7061 D&C R~!d ~21 0.1 A6205 Red Iron Oxide 1.73 t~5305 D&C Orange #5 1.2 C14-034 D&C ~ed #21 Al. Lake 0.98 #6607 D&C Red #7 0.750 1985R Umber 0.450 K7081 D&C Orange #17 0.3 K7040 D&C Red #19 0.250 Titanium Dioxide 328 Westol 350 17.2 Modulan 2.9 Novol 9,7 Ceraphyl 50 8.8 Ceraphyl 424 7.3 Candelilla Wax 16.4 Carnauba WAX 0.9 Beeswax~ o 9 Multiwax 445 1.9 Silicone Copolymer FO755 0.9 Tenox II 0.1 Tegosept P 0.1 Tegosept B 0.1 Allantoin 0.1 Germ~nll 115 0.01 Alpha Tocopherol Acetate 0.1 Crotein IPX 0.1 Nopsol A7d 1000/200 0.1 Wheat Germ Oil 0.1 Al L~ntoin Collagen Amino Acid Complex of Exa~,ple 1 Perfu~,e Oil FL5995 0.2 Vanilla (50%3 0.1 LIP G~SS
INGREDIENT WEIOEIT PERCENT
Tegosept B .15 Snowhite Petrolatum 31.9 Acetylated ~anolin 36.9 LaZlolin Oil 15.2 Paraffin ~ax 5.6 Acetyla-ted Glycerldes 4 Octyl Dimethyl Paba 0.5 Tenox VI 0.1 Tegosept P 0.1 Sncwhite Petrolat~n 4.75 D&C Red #6 0.01 Citrus Floral Essence FS272 0.25 Allantoin Collagen Amino Acid Complex of Example 1 0.25 NIGHT CKE~M
INGREDIENT WEIGHT PERCENT
~Iydrosylated Lanolin 0.5 l~hite Beeswax 7.4 Lanolin 26.4 Lanolin Alcohol Yellow Petrolatum 25 Sorbitan Sesquioleate 2.7 Mineral Oil 14.6 Tegosept P 0.1 Tegosept M 0~3 Sodium Borate USP 0.5 Deionized Water 19.6 L~mon #1 0.4 Viamin A Palmitate 0.05 ~nidazolydinyl Urea 0.1 Allantoin Collagen lmino Acid Complex of Example 2 0.5 ~SC~R~
INGRE`DIENT WEIG~IT PERCENT
Bees~x 24.4 Lanolin Wax 15 Mbkon White F1.ake 1.5 Ozokerite Wax 3 Carnauba Wax 0.5 C10-13 Isoparaffin 48.
Lecithin 1.0 Tegosept P 0.1 Silica 1.30 Magnesium Trisilicate 3.5 Hydrolyzed Animal Protein 0.5 Alum m um Dihydroxy A11.antoinate 0.2 Alk~ntoin Pro~einate 0.2 Imidazolidi~Yl Urea 0.01 33-134 Black I.ron Oxide 0.2 Allantoin Collagen Amino ~cid Complex of Example 3 0.5 EYE STICK
INGREDIENT WEIOEF~ PERCENT
-Stearyl Heptc~noate 0.9 Ozokerite Wax 6 Candelilla Wax 2.5 Carnauba Wax 3.0 Mineral Oil 85.13 Tegosept P 0.1 Tegosept B 0.1 Vitamin A&D 1000/200 0.01 Alpha Tocopheryl Acetate 0.1 Cetearyl Octanoate 0.9 Imidazolydinyl Urea 0.01 A6205 Red O~ide .1% Westol 350 0.5 Carotene (0.1~ in ~PM) 0.25 Allantoin Collagen Amino Acid Complex of Exclmple 1 0.5 ~ a~
PRESSED P~DER
:~lGREDIE~rr WEI~-IT PERCENT
Allantoin Colla~en ~mino Acid Complex oE
Exc~mple 1 0 5 #2673 Cosmetic Brcwn 0.3 ~2817R Brcwn Iron O~ide 0.5 C1624 Cosmetic Yellow 0.3 ~15002 Cosmetic Red 0.3 Titanium Di.oxide #328 2 Talc 36.6 Perfume Isoproypl Myristate 3 Magnesium Carbonate 2.6 Zinc Stearate 3 BHA 0.05 Tegosept M 0.1 Captan 0.1
ALL~NTOI~7 COLL,AGEN A~DNO ACID COMPOSITIONS
Background of -the Invertion AlL~ntoin possesses soothing, keratolytic, moisturizing and 5 anti-irritant properties. Allantoin has been complexed with individual c~mino acids in the past. Allantoin and complexes of sulfur containing ~ino acids such as methionine are disclosed in U.S. Patent No. 3,107,252. Allantoin pantothenic acid complexes are disclosed in U.S. Patent No. 3,275,643. Allantoin biotin complexes are disclosed 10 in U.S. Patent No. 3,290,3240 Allan-toin glycine complexes are disclosed in U.S. Patent NoO 3,927,021. Allantoin complexes with basic amino acids are disclosed in U.S. Patent No. 4,038,287. The complexes disclosed in the foregoing patents are useful in medicinal and cosmetic compositions. A need exists, however, for allantoin 15 collagen amino acid complexes in order to combine the beneficial properties of allantoin with the amino acids derived from animal protein, i.e., collagen.
Description oE the Invention The present invention relates to complexes of allantoin and collagen c~ino acids. Al~u~inum salts of allan-toin and collagen amino acid complexes c~re also provicled by the inven-tion, as are medicinal 5 cmd co~m~tic compositlons containing the complexes of the invention.
Al:lantoin stimulates cell proliferation. It is also mildly keratolytic and a protein dispersant. Allantoin has soothing, pain-relieving properties as well as moisturizing properties.
Collagen is a protein rnade up of amino acids joined in a chain by lO peptide linkages. Collagen amino acids useful in the present invention are derived from animal protein, and have the following typical amino acid composition:
P~nNO ACID ~ PRESENT
~lanine 8 - 11 Arginine 7.8 - 9 Aspartic Acid 5.7 - 9 Cystine/cysteine 0.1 - 0.9 Glycine 20 - 30.5 Glutamic Acid 10 ~ 11.7 Histidine 0.7 - 1 ~Iydrox~71sine 0.7 - 1.2 Hydrox~7proline 12.1 - 14.5 Iso-leucine 1.3 - l.8 Leucine 2.8 - 3.5 Lysine 3.9 - 5.2 Methionine 0.7 - 0.9 Phenylalanine 1.1 - 2.6 Proline 13.8 - 18 Serine 2.9 - 4.1 Threonine 1.8 - 2.6 Tyrosine 0.2 - 1 Valine 2.1 - 3.4 Collagen amino acids useful in the present invention c~re highly refined hydrolysa-tes. 1'hat is, collagen derived from a variety of different sources is hydroly~ed by conventional techniques with either acid, alkali or enzyme hydrolysis to produce collagen amino acids of the foregoing composikion having a molecular weight of from about 100,000 to about 200,000. l'he hydroly~ed collagen amino aci~s useful in this invention are lic~lids having a pH of about 5 to about 6.5 which contain at least about 70%, by weight, free amino acids and 5 about 38% to ~2%, by weight protein.
Special reaction conditions are not required -to form the desired complexes. ~ procedure may be used in which alk~ntoin or aluminum salts oE allantoin are combined ~ith liquid collagen amino acids and uniformly mixed to form a wet mass. The wet mass is then drled at lO 180 to 210F. until the product is dry and has a relatively constant weight. Drying usually occurs in from four to six hours, and may be accomplished with any suitable means, including spray drying. m e dry complexes are powders having a melting point of about 220 to 223C.
According to the present invention, allantoin or aluminum salts 15 of allantoin may be combined with collagen amino acids in a weight ratio of from about 50 to about 80 parts of allantoin or its aluminum salts to about 20 to about 50 parts of collagen amino acids.
It has been found that the allantoin collagen amino acid complexes are remarkably beneficial when used in phclrmaceutical or 20 eosmetic compositions for topical application. For example, the complexes exhibi-t moisture absorptive properties which are greater than would have been expected from a mere addition of allantoin with collagen amino acids. m is greater than additive effect exists over a range of relative humidity, and can be demonstratecl by comparing 25 moisture absorption isotherm~s for allantoin and for eollagen amino aeids with the moisture isotherm of the allantoin eollagen amino aeids of this invention.
Topical application of pharmaceutical and eosmetic compositions containing from abut 0.5 to about 5~, by weight of the allantoin 30 collagen amino acid complexes have been found useful for a variety of applications. It has been found, for example, that on applieation of topieal eompositions containing the cc)mplexes of the invention that a portion of the allantoin collagen amino aeid eomplex penetrates the skin providing moisture to the stratum corneum. At the same time, the 35 portion of -the allantoin collagen amino acid which does not penetrate the skin but remains on the skin surface exerts hygroscopic properties and provides moisture to the skin surface. The complex also provides '7 ~
de-briding or sluffing action on dead skin cells fostering healing of minor skin abrasions or lacerations and providing a smoo-th, rnildly astringent, but yet comfortable moist skin feeling. This dual effect on and beneath the skin surface is of significant benefit in a wide variety of cosmetic and pharmaceutical compositions, and ernphasizes the ~mexpected nature of the :invention.
The following examples demonstrate the preparation of the complexes of this invention as well as compositions con-taining the complexes. The examples are illustrative only, and not intended to limit the scope of the invention.
F~MPLE 1 80 g. allantoin are thoroughly mixed with 20 g. collagen amino acids to form a uniform wet mass~ The resultant mixture is then dried at 180 to 210F. Eor several hours forming a white powder. I;Llantoin collagen amino acid complex is formed whlch is soluble to the extent 15 of 3 to 4%, by weight, in water and 1 to 2% in 95%, by volume, alcohol.
EX~LE 2 70 g. allantoin are thoroughly rnLxed with 30 g. collagen amino acids to form a uniform wet mass. m e resultant mixture is then dried 20 at 180 to 210F. for several hours forming a white po~7der. 2;Llantoin collagen arnino acid complex is formed which is soluble to the extent of 2 to 3~, by weight, in water, and 1 to 2% in 95%, by volume, alcohol.
50 g. alLantoin are thoroughly rnixed with 50 g. collagen amino acids to form a uniform wet rnass. The resultant r~ixture is then clried at 180 to 210 F. for several hours forming a whlte powder.
Allantoin collagen arnino acid complex is formed which is soluble to the extent of 1%, by weight, in water, and 0.5% in 95%, by vo:Lume, 30 alcohol.
Ehl~PLE 4 80 g. of alurninum chlorhydroxy allantoinate are thoroughly mixed with 20 g. collagen amino acids to Eorm a uniform wet mass. The resultant rnixture is then dried in 180 to 210F. for several hours 35 forming a white powder. Allantoin collagen amino acid complex is formed which is sol~ble to the extent of 3 to 4~, by weigh-t, in water, and 1 to 2% in 95%, by volume, alcohol.
~XAMPIE 5 70 g. of aluminum chlorhydroxy allantoinate are -thoroughly mixed with 30 g. collagen amino acids to form a uniform wet mass. The resu~tant mixture is then dried at 180 to 210F. for several hours forming a white pcwder. AlL~ntoin collagen amino acid complex is 5 formed which is soluble to the extent of 2 to 3%, by weight, in water, c~ld 1 to 2~ in 95%, by volume alcohol.
50 g. of aluminum chlorhydroxy allantoinate are thoroughly mixed with 50 g. of collagen amino acids to Eorm a uniform wet mass. The lO resultant mixture is then dried at 180 to 210F. for several hours forming a white powder. Allantoin collagen amino acid complex is formed which is soluble to -the extent of 1%, by weight, in ~ater, and 0.5% in 95%, by volume, alcohol.
ExAMæIE 7 80 gO aluminum dihydroxy allantoinate are thoroughly mixed with 20 g. collagen amino acids to form a uniform wet mass. The resultant mlxture is then dried at 180 to 210F. for several hours forming a white powder. Allantoin colL~gen anLino complex is formed which is soluble to the extent of 3 to 4%, by weight, in water, and 1 to 2% in 20 95~O~ by volume, alcohol.
EX}U~'LE 8 70 g. of aluminum dihydroxy allantoinate are thoroughly mixed with 30 g. collagen amino acids to form a uniform wet mass. The resultant mixture is then dried at 180 to 210F. for several hours 25 forming a white po-~der. Al]antoin collagen amino acid complex is formed which is soluble to the extent of 2 to 3%, by weight, in water, and 1 to 2% in 95%, by volume, alcohol.
EX~MPLE 9 50 g. of aluminum dihydroxy allantoinate are thoroughly mixed 30 with 50 g. collagen amino acid to form a uniform wet mass. The resultant mixture is then dried at 180 to 210F. for several hours forming a white powder. Allantoin collagen amino acid complex is formed which is soluble to the extent of 1%, by weight, in water, and 0.5% in 95%, by volume, alcohol.
The followhlg formulations were made to de~,onstrate the useful-ness o:E allantoin collagen amino acid complexes.
DRY SKIN l~TICN
INGREDIENTS ~IGHT PERCENT
Myrj 52 1.5 Ceraphyl 368 5 Span 65 0~3 Super Hartolan 0.5 Cetyl Alcohol 0.75 Glyceral Monos-tearate 5 Tegosept P 0.1 Silicone 200 Po]ymer JR 400 0.25 Propylene Glycol 4.8 Deionized Water 70 Germall 115 0.1 Tegosept M 0.2 Allantoin 0.1 Car.kopol 941 2.5 disp. 0.1 Menthol 0.05 Verley Aldehyde 4390 HA 0.25 Ethyl Vanillin 0.002 Ethylene Brasilyate 0.001 Deionized Water 6 Allantoin collagen Amino Acid complex of Example 1 4 LIPSTICK
INGREDIENT WEIGHT PERCENT
Westol 350 15.0 Castor Oil 5.9 K7061 D&C R~!d ~21 0.1 A6205 Red Iron Oxide 1.73 t~5305 D&C Orange #5 1.2 C14-034 D&C ~ed #21 Al. Lake 0.98 #6607 D&C Red #7 0.750 1985R Umber 0.450 K7081 D&C Orange #17 0.3 K7040 D&C Red #19 0.250 Titanium Dioxide 328 Westol 350 17.2 Modulan 2.9 Novol 9,7 Ceraphyl 50 8.8 Ceraphyl 424 7.3 Candelilla Wax 16.4 Carnauba WAX 0.9 Beeswax~ o 9 Multiwax 445 1.9 Silicone Copolymer FO755 0.9 Tenox II 0.1 Tegosept P 0.1 Tegosept B 0.1 Allantoin 0.1 Germ~nll 115 0.01 Alpha Tocopherol Acetate 0.1 Crotein IPX 0.1 Nopsol A7d 1000/200 0.1 Wheat Germ Oil 0.1 Al L~ntoin Collagen Amino Acid Complex of Exa~,ple 1 Perfu~,e Oil FL5995 0.2 Vanilla (50%3 0.1 LIP G~SS
INGREDIENT WEIOEIT PERCENT
Tegosept B .15 Snowhite Petrolatum 31.9 Acetylated ~anolin 36.9 LaZlolin Oil 15.2 Paraffin ~ax 5.6 Acetyla-ted Glycerldes 4 Octyl Dimethyl Paba 0.5 Tenox VI 0.1 Tegosept P 0.1 Sncwhite Petrolat~n 4.75 D&C Red #6 0.01 Citrus Floral Essence FS272 0.25 Allantoin Collagen Amino Acid Complex of Example 1 0.25 NIGHT CKE~M
INGREDIENT WEIGHT PERCENT
~Iydrosylated Lanolin 0.5 l~hite Beeswax 7.4 Lanolin 26.4 Lanolin Alcohol Yellow Petrolatum 25 Sorbitan Sesquioleate 2.7 Mineral Oil 14.6 Tegosept P 0.1 Tegosept M 0~3 Sodium Borate USP 0.5 Deionized Water 19.6 L~mon #1 0.4 Viamin A Palmitate 0.05 ~nidazolydinyl Urea 0.1 Allantoin Collagen lmino Acid Complex of Example 2 0.5 ~SC~R~
INGRE`DIENT WEIG~IT PERCENT
Bees~x 24.4 Lanolin Wax 15 Mbkon White F1.ake 1.5 Ozokerite Wax 3 Carnauba Wax 0.5 C10-13 Isoparaffin 48.
Lecithin 1.0 Tegosept P 0.1 Silica 1.30 Magnesium Trisilicate 3.5 Hydrolyzed Animal Protein 0.5 Alum m um Dihydroxy A11.antoinate 0.2 Alk~ntoin Pro~einate 0.2 Imidazolidi~Yl Urea 0.01 33-134 Black I.ron Oxide 0.2 Allantoin Collagen Amino ~cid Complex of Example 3 0.5 EYE STICK
INGREDIENT WEIOEF~ PERCENT
-Stearyl Heptc~noate 0.9 Ozokerite Wax 6 Candelilla Wax 2.5 Carnauba Wax 3.0 Mineral Oil 85.13 Tegosept P 0.1 Tegosept B 0.1 Vitamin A&D 1000/200 0.01 Alpha Tocopheryl Acetate 0.1 Cetearyl Octanoate 0.9 Imidazolydinyl Urea 0.01 A6205 Red O~ide .1% Westol 350 0.5 Carotene (0.1~ in ~PM) 0.25 Allantoin Collagen Amino Acid Complex of Exclmple 1 0.5 ~ a~
PRESSED P~DER
:~lGREDIE~rr WEI~-IT PERCENT
Allantoin Colla~en ~mino Acid Complex oE
Exc~mple 1 0 5 #2673 Cosmetic Brcwn 0.3 ~2817R Brcwn Iron O~ide 0.5 C1624 Cosmetic Yellow 0.3 ~15002 Cosmetic Red 0.3 Titanium Di.oxide #328 2 Talc 36.6 Perfume Isoproypl Myristate 3 Magnesium Carbonate 2.6 Zinc Stearate 3 BHA 0.05 Tegosept M 0.1 Captan 0.1
Claims (2)
1. Complexes of allantoin and collagen amino acid.
2. Complexes of allantoin and collagen amino acids in a weight ratio of from about 3 to about 80 parts of allantoin or its aluminum salts to about 20 to about 50 parts of collagen amino acids.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28736481A | 1981-07-27 | 1981-07-27 | |
| US287,364 | 1988-12-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1187486A true CA1187486A (en) | 1985-05-21 |
Family
ID=23102575
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000399963A Expired CA1187486A (en) | 1981-07-27 | 1982-03-31 | Allantoin collagen amino acid compositions |
Country Status (4)
| Country | Link |
|---|---|
| CA (1) | CA1187486A (en) |
| DE (1) | DE3224988A1 (en) |
| FR (1) | FR2510563A1 (en) |
| GB (1) | GB2105727B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU562620B2 (en) * | 1982-02-24 | 1987-06-18 | Charles Of The Ritz Group Ltd. | Allantoin-hydrolyzed animal protein product |
| US4996044A (en) * | 1985-03-21 | 1991-02-26 | Revlon, Inc. | Lipstick formulation and method |
| JP2520262B2 (en) * | 1987-08-21 | 1996-07-31 | 春幸 川原 | Patch test material |
| US5449519C1 (en) * | 1994-08-09 | 2001-05-01 | Revlon Consumer Prod Corp | Cosmetic compositions having keratolytic and anti-acne activity |
| DE4429747A1 (en) * | 1994-08-22 | 1996-02-29 | Willige Zimzik Elfriede | Cosmetic ointment and cream bases |
-
1982
- 1982-03-31 CA CA000399963A patent/CA1187486A/en not_active Expired
- 1982-06-09 GB GB08216733A patent/GB2105727B/en not_active Expired
- 1982-07-03 DE DE19823224988 patent/DE3224988A1/en not_active Withdrawn
- 1982-07-26 FR FR8212989A patent/FR2510563A1/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| GB2105727B (en) | 1985-04-17 |
| DE3224988A1 (en) | 1983-02-10 |
| FR2510563A1 (en) | 1983-02-04 |
| GB2105727A (en) | 1983-03-30 |
| FR2510563B3 (en) | 1984-06-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4416873A (en) | Combined allantoin-hydrolyzed animal protein skin preparation | |
| US5449519A (en) | Cosmetic compositions having keratolytic and anti-acne activity | |
| US5153230A (en) | Topical skin cream composition | |
| EP0948309B1 (en) | Spray-dryed powder comprising at least one protein and one hydrolysed starch and its use for topical compositions | |
| US4829092A (en) | Glycerol and diglycerol mixtures for skin moisturizing | |
| AU737402B2 (en) | Combination of erythrulose and a reducing sugar with self-tanning properties | |
| US5141741A (en) | Anti-sunburn skin-care preparation | |
| US5075102A (en) | Suntan accelerator composition | |
| GB2144992A (en) | Antiperspirants | |
| AU750027B2 (en) | Use of ectoine or ectoine derivatives in cosmetic formulations | |
| JPS61236708A (en) | Cosmetic | |
| JP2002020225A (en) | Humectant composition | |
| GB2159408A (en) | Humectant | |
| US5443855A (en) | Cosmetics and pharmaceuticals containing extensins and related methods | |
| US3231472A (en) | Method of increasing water-absorbing ability of human skin and composition therefor | |
| JP2568288B2 (en) | N-alkoxyalkylamides and cosmetic treatment composition using the same | |
| US4374766A (en) | Combined allantoin-hydrolyzed animal protein product and method | |
| CA1187486A (en) | Allantoin collagen amino acid compositions | |
| EP0533408B2 (en) | Cosmetics and pharmaceuticals containing extensins | |
| JP3513872B2 (en) | External preparation for skin | |
| JPS61145109A (en) | Cosmetic | |
| JPH11199425A (en) | Cosmetic | |
| US6616923B1 (en) | Aqueous compositions for facial cosmetics | |
| JPS58128310A (en) | Skin conditioner | |
| KR100428431B1 (en) | Cosmetic composition containing silk protein |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |