CA1333570C - Topically applicable preparations for treatment of presbyderma - Google Patents
Topically applicable preparations for treatment of presbydermaInfo
- Publication number
- CA1333570C CA1333570C CA000595234A CA595234A CA1333570C CA 1333570 C CA1333570 C CA 1333570C CA 000595234 A CA000595234 A CA 000595234A CA 595234 A CA595234 A CA 595234A CA 1333570 C CA1333570 C CA 1333570C
- Authority
- CA
- Canada
- Prior art keywords
- acid
- composition
- azelaic
- weight
- presbyderma
- 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 - Fee Related
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
- A61K31/23—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
-
- 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
- A61K8/33—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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
Abstract
The invention relates to the use of topically applicable preparations containing alpha,omega-n-alkanedicarboxylic acids with 7 to 13 carbon atoms, their physiologically compatible salts or their esters cleavable by means of enzymes of the skin, as active ingredients for treatment of presbyderma.
Description
-It is known that the skin, with increasing age, tends to become drier, more wrinkled, more sallow, less elastic and mechanically less resilient.
With increasing age, a multiplicity of pigmented and nonpigmented spots occur on the skin, such as, for example, brown, gray or sallow old age spots, comedones, enlargements of sebaceous glands, keratoderma and persistent or permanent vascular dilations, especially also of the cutaneous vessels, as a result of prolonged effect of the sun. Very often corns, calluses and onychogryposes occur on the feet with increasing age as a result of chronic mechanical stress.
Although these abnormal changes of the skin from the viewpoint of their origin are completely different from the above-mentioned skin diseases, i.e., acne, roscea, etc., in a surprising way they can be very successfully used with topically applicable preparations, containing as active ingredients, alpha,omega-n-alkanedicarboxylic acids with 7 to 13 carbon atoms, their physiologically acceptable salts or their esters cleavable by means of skin enzymes, which was not possible by means of previously known methods of treatment to a satisfactory degree.
It was already mentioned that such topically applicable preparations and their production are known.
But, on the other hand, it is also possible to make new preparations suited to the special requirements of presbyderma (Am. Perfumer 77, 1962, 49; Z. Gerontol.
1976, 377; Drug Cosmet. Ind. 119, 1976, 54; Bristol Myers Nutr. Symp. 1986, 35).
The production of such topical preparations takes place in the usual way by the active ingredients with suitable additives being converted into the desired application form such as, for example, a solution, a milk, a lotion, a cream, an ointment or a paste. In the preparation thus formulated the concentration of active - 1~33S70 ingredient depends on the form of application.
Preferably a concentration of 5 to 30% by weight of active ingredient is used.
The milk, lotion or cream (oil/water emulsions) and the ointment (water/oil emulsions) can be produced in the standard way by use of standard emulsifiers (Kirk othmer: Encyclopedia of Chemical Technology, 3rd edition, 1979; John Wiley & Sons, New York, Vol 8, pages 900-930, and Dr. Otto-Albrecht Neumueller: Roempps Chemie Lexikon, 7th edition, 1973; Franckh'sche Verlagshandlung Stuttgart, pages 1009-1013). The waxes, emulsifier and other additives are the same as standardly used (Dr. Otto-Albrecht Neumueller: Roempps Chemie Lexikon, 7th edition, 1973; Franchk'sche Verlagshandlung Stuttgart, pages 1427 and 1428).
The topical preparation according to the invention can consist of hydrophilic and/or lipophilic active ingredients, fatty phase, oil/water emulsifier, aqueous phase and preservatives.
As hydrophilic and/or lipophilic additives, moisture-holding factors (hydrocomplexes), such as, for example, propylene glycol, glycerol, polyethylene glycols, vital complexes (such as, for example, placenta extracts), enzymes, herbal extracts (such as, for example, hamamelis extract or chamomile extract) or proteins (such as, for example, collagen) can be used.
As an oily phase or as a fatty phase in the oil/water emulsion suitable agents are hydrocarbons such as, for example, squalene, vaseline, paraffins or stearin, or waxes, such as, for example, beeswax or animal or vegetable oils, such as olive oil, peanut oil, fine bone oil, almond oil, jojoba oil, lanolin or sunflower oil.
Suitable oil/water emulsifiers are, for example, stearyl alcohol, polyoxyethylene stearates (such as, for example, MYRJ(R)), complex emulsifiers (such as, for example, Amphoterin(R)) and sorbitan fatty acid esters - 1333~70 (such as, for example, Tween 80(R)), carboxyvinyl polymers (such as, for example, Carbopol(R)), fatty alcohols such as, for example, cetyl alcohol, myristyl alcohol or mixed esters (such as, for example, Dehymuls(R)). The aqueous phase can additionally also contain buffer substances, such as, for example, disodium salt of ethylenediamine-N,N,N'N'-tetraacetic acid and preservatives, such as benzoic acid, chloroquinaldol, Parabens or benzalkonium chloride.
The emulsion additionally is mixed with active ingredient that is preferably micronized (grain size, preferably 1 to 20 microns) and optionally also with aromatic substances such as, for example, those of the Crematest(R) series and stirred to homogeneous distribution.
Concentrations in other compositions will be analo~ous and can be readily determined in fully conventional fashion. Typically, such compositions will be a~ministered directly to the affected skin of a mammal, including humans, as appropriate, most typically 1-2 times per day.
Alpha,omega-n-alkanedicarboxylic acids with 7 to 13 carbon atoms, their physiologically compatible salts or their esters cleavable by means of skin enzymes are used as active ingredients.
The dicarboxylic acids used according to the invention include especially pimelic acid, suberic acid, azelaic acid (1,7-heptanedicarboxylic acid), sebacic acid, 1,9-nonanedicarboxylic acid, 1,10-decanedicarboxylic acid and 1,11-undecanedicarboxylic acid.
The dicarboxylic acid esters cleavable by means of skin enzymes include, for example, the 2,3-dihydroxypropyloxy esters of these substances Such cleavable esters would be known to or easily determinable with only routine experimentation by one of 1333~7~
ordinary skill in the art.
The physiologically compatible salts include alkali metal salts, such as sodium and potassium salts, further salts with basic amino compounds and organic amines, such as, for example, arginine, lysine or N-methylglucamine. These are well known in the art and can be fully conventionally prepared, as per, e.g., USP
4,661,559 noted above.
Azelaic acid is used as the dicarboxylic acid in a preferred embodiment.
It is often advantageous additionally to add to the agents according to the invention about 1 to 4% by weight of a keratolytically active substance, such as, for example, salicylic acid or resorcinol relative to the total weight of the agent.
The following embodiment serves to explain the invention in greater detail.
Without further elaboration, it is believed that one skilled in the art can, using the preceding description, utilize the present invention to its fullest extent. The following preferred specific embodiments are, therefore, to be construed as merely illustrative, and not limitative of the remainder of the disclosure in any way whatsoever.
In the foregoing and in the following examples, all temperatures are set forth uncorrected in degrees Celsius and unless otherwise indicated, all parts and percentages are by weight.
Example 17 patients with various changes of the facial skin caused by old age and 4 patients with abnormalities of the 15 extremities caused by old age were treated twice a day with a cream containing:
% by weight Azelaic acid 20.0%
Benzoic acid 0.1%
Salicylic acid 2.0%
Ascorbic acid 1.0%
Glycerol monostearate 2.0%
Cetyl alcohol 3.0%
Polyethylene (20) sorbitan monaleate 5.0%
Sodium lauryl sulfate 10.0%
Ethanolamine lauryl sulfate 1.0%
Olive oil 2.0%
Bidistilled water -- produce according to DE-A 36 23 862 53.9%
After 6 months treatment the cream was applied only once per day or sporadically over a long period.
.
13~35~ ~
For documentation of the treatment results the body parts were photographed before, during and after the treatment.
Detailed information is given in the following table on the patients treated.
Table Patient Patient's Start of Age at Sex Last No. initials Treatment Treatment Treatment 1 Z.M. 11/21/77 55 F 10/9/87 2 R.M. 10/8/82 70 F 1/14/88 3 B.A. 10/9/80 81 F 12/19/80 4 C.M. 1/5/84 63 F 1/18/88 S D.P. 6/9/87 49 F 1/18/88 6 S.T. 5/24/85 66 F 1/12/88 7 B.C. 3/4/85 58 M 1/12/88 8 O.Q. 10/27/83 66 M 1/20/88 9 M.M. 5/29/85 71 F 10/9/87 F.M. 5/10/83 56 F 1/12/88 11 G.L. 5/14/87 65 M 2/11/88 12 L.L. 9/19/86 54 F 1/12/88 13 S.C. 5/24/85 65 F 1/29/88 14 B.P. 3/12/85 59 M 2/11/88 D.P. 11/8/83 72 M 12/10/87 16 G.G. 6/27/85 79 M 2/11/88 17 D.P. 4/20/85 63 M 2/9/88 18 M.V. 11/26/85 48 F 2/12/88 19 Z.F. 9/10/82 64 F 12/10/87 P.C. 6/26/82 56 M 7/29/87 21 A.M. 9/22/87 61 F 1/18/88 M = male F = female Patients 1 to 4 suffered from a lentigo maligna. It was shown that in the case of this disease a healing could not be achieved but also unaffected areas of the skin, if they were regularly treated with the cream, in comparison with untreated parts of the skin, showed a very distinctly improved condition. After treatment they were substantially more elastic, smoother, less wrinkled and no longer appeared sallow but pink. Cornifications (keratoses) and other spots caused by effect of the sun were completely or almost completely eliminated after treatment was completed.
Patients S to 11, before treatment, had skin areas with obstinate vascular dilation, especially those of the skin vessels close to the surface (vasodilations and telangiectasias caused by old age). These skin anomalies lS also were able to be eliminated entirely or largely by the treatment. Additionally in patients 8 and 11 large comedones and sebaceous enlargements (sebacious hyperplasias) were able to be eliminated by treatment. Good to very good treatment results were also obtained in those patients who had keratoses caused by prolonged exposure to the sun (patients 12 to 16), seborrhoeic dermatoses (17), calluses (patient 18), eczemas on the hand and foot (patients 18 and 19) as well as curvature of the toenails (patients 20 and 21).
The very distinctly improved condition of the treated skin parts observed in patients 1 to 4 was also observed in the other patients, whose skin seemed to "rejuvenated".
g ~ _
With increasing age, a multiplicity of pigmented and nonpigmented spots occur on the skin, such as, for example, brown, gray or sallow old age spots, comedones, enlargements of sebaceous glands, keratoderma and persistent or permanent vascular dilations, especially also of the cutaneous vessels, as a result of prolonged effect of the sun. Very often corns, calluses and onychogryposes occur on the feet with increasing age as a result of chronic mechanical stress.
Although these abnormal changes of the skin from the viewpoint of their origin are completely different from the above-mentioned skin diseases, i.e., acne, roscea, etc., in a surprising way they can be very successfully used with topically applicable preparations, containing as active ingredients, alpha,omega-n-alkanedicarboxylic acids with 7 to 13 carbon atoms, their physiologically acceptable salts or their esters cleavable by means of skin enzymes, which was not possible by means of previously known methods of treatment to a satisfactory degree.
It was already mentioned that such topically applicable preparations and their production are known.
But, on the other hand, it is also possible to make new preparations suited to the special requirements of presbyderma (Am. Perfumer 77, 1962, 49; Z. Gerontol.
1976, 377; Drug Cosmet. Ind. 119, 1976, 54; Bristol Myers Nutr. Symp. 1986, 35).
The production of such topical preparations takes place in the usual way by the active ingredients with suitable additives being converted into the desired application form such as, for example, a solution, a milk, a lotion, a cream, an ointment or a paste. In the preparation thus formulated the concentration of active - 1~33S70 ingredient depends on the form of application.
Preferably a concentration of 5 to 30% by weight of active ingredient is used.
The milk, lotion or cream (oil/water emulsions) and the ointment (water/oil emulsions) can be produced in the standard way by use of standard emulsifiers (Kirk othmer: Encyclopedia of Chemical Technology, 3rd edition, 1979; John Wiley & Sons, New York, Vol 8, pages 900-930, and Dr. Otto-Albrecht Neumueller: Roempps Chemie Lexikon, 7th edition, 1973; Franckh'sche Verlagshandlung Stuttgart, pages 1009-1013). The waxes, emulsifier and other additives are the same as standardly used (Dr. Otto-Albrecht Neumueller: Roempps Chemie Lexikon, 7th edition, 1973; Franchk'sche Verlagshandlung Stuttgart, pages 1427 and 1428).
The topical preparation according to the invention can consist of hydrophilic and/or lipophilic active ingredients, fatty phase, oil/water emulsifier, aqueous phase and preservatives.
As hydrophilic and/or lipophilic additives, moisture-holding factors (hydrocomplexes), such as, for example, propylene glycol, glycerol, polyethylene glycols, vital complexes (such as, for example, placenta extracts), enzymes, herbal extracts (such as, for example, hamamelis extract or chamomile extract) or proteins (such as, for example, collagen) can be used.
As an oily phase or as a fatty phase in the oil/water emulsion suitable agents are hydrocarbons such as, for example, squalene, vaseline, paraffins or stearin, or waxes, such as, for example, beeswax or animal or vegetable oils, such as olive oil, peanut oil, fine bone oil, almond oil, jojoba oil, lanolin or sunflower oil.
Suitable oil/water emulsifiers are, for example, stearyl alcohol, polyoxyethylene stearates (such as, for example, MYRJ(R)), complex emulsifiers (such as, for example, Amphoterin(R)) and sorbitan fatty acid esters - 1333~70 (such as, for example, Tween 80(R)), carboxyvinyl polymers (such as, for example, Carbopol(R)), fatty alcohols such as, for example, cetyl alcohol, myristyl alcohol or mixed esters (such as, for example, Dehymuls(R)). The aqueous phase can additionally also contain buffer substances, such as, for example, disodium salt of ethylenediamine-N,N,N'N'-tetraacetic acid and preservatives, such as benzoic acid, chloroquinaldol, Parabens or benzalkonium chloride.
The emulsion additionally is mixed with active ingredient that is preferably micronized (grain size, preferably 1 to 20 microns) and optionally also with aromatic substances such as, for example, those of the Crematest(R) series and stirred to homogeneous distribution.
Concentrations in other compositions will be analo~ous and can be readily determined in fully conventional fashion. Typically, such compositions will be a~ministered directly to the affected skin of a mammal, including humans, as appropriate, most typically 1-2 times per day.
Alpha,omega-n-alkanedicarboxylic acids with 7 to 13 carbon atoms, their physiologically compatible salts or their esters cleavable by means of skin enzymes are used as active ingredients.
The dicarboxylic acids used according to the invention include especially pimelic acid, suberic acid, azelaic acid (1,7-heptanedicarboxylic acid), sebacic acid, 1,9-nonanedicarboxylic acid, 1,10-decanedicarboxylic acid and 1,11-undecanedicarboxylic acid.
The dicarboxylic acid esters cleavable by means of skin enzymes include, for example, the 2,3-dihydroxypropyloxy esters of these substances Such cleavable esters would be known to or easily determinable with only routine experimentation by one of 1333~7~
ordinary skill in the art.
The physiologically compatible salts include alkali metal salts, such as sodium and potassium salts, further salts with basic amino compounds and organic amines, such as, for example, arginine, lysine or N-methylglucamine. These are well known in the art and can be fully conventionally prepared, as per, e.g., USP
4,661,559 noted above.
Azelaic acid is used as the dicarboxylic acid in a preferred embodiment.
It is often advantageous additionally to add to the agents according to the invention about 1 to 4% by weight of a keratolytically active substance, such as, for example, salicylic acid or resorcinol relative to the total weight of the agent.
The following embodiment serves to explain the invention in greater detail.
Without further elaboration, it is believed that one skilled in the art can, using the preceding description, utilize the present invention to its fullest extent. The following preferred specific embodiments are, therefore, to be construed as merely illustrative, and not limitative of the remainder of the disclosure in any way whatsoever.
In the foregoing and in the following examples, all temperatures are set forth uncorrected in degrees Celsius and unless otherwise indicated, all parts and percentages are by weight.
Example 17 patients with various changes of the facial skin caused by old age and 4 patients with abnormalities of the 15 extremities caused by old age were treated twice a day with a cream containing:
% by weight Azelaic acid 20.0%
Benzoic acid 0.1%
Salicylic acid 2.0%
Ascorbic acid 1.0%
Glycerol monostearate 2.0%
Cetyl alcohol 3.0%
Polyethylene (20) sorbitan monaleate 5.0%
Sodium lauryl sulfate 10.0%
Ethanolamine lauryl sulfate 1.0%
Olive oil 2.0%
Bidistilled water -- produce according to DE-A 36 23 862 53.9%
After 6 months treatment the cream was applied only once per day or sporadically over a long period.
.
13~35~ ~
For documentation of the treatment results the body parts were photographed before, during and after the treatment.
Detailed information is given in the following table on the patients treated.
Table Patient Patient's Start of Age at Sex Last No. initials Treatment Treatment Treatment 1 Z.M. 11/21/77 55 F 10/9/87 2 R.M. 10/8/82 70 F 1/14/88 3 B.A. 10/9/80 81 F 12/19/80 4 C.M. 1/5/84 63 F 1/18/88 S D.P. 6/9/87 49 F 1/18/88 6 S.T. 5/24/85 66 F 1/12/88 7 B.C. 3/4/85 58 M 1/12/88 8 O.Q. 10/27/83 66 M 1/20/88 9 M.M. 5/29/85 71 F 10/9/87 F.M. 5/10/83 56 F 1/12/88 11 G.L. 5/14/87 65 M 2/11/88 12 L.L. 9/19/86 54 F 1/12/88 13 S.C. 5/24/85 65 F 1/29/88 14 B.P. 3/12/85 59 M 2/11/88 D.P. 11/8/83 72 M 12/10/87 16 G.G. 6/27/85 79 M 2/11/88 17 D.P. 4/20/85 63 M 2/9/88 18 M.V. 11/26/85 48 F 2/12/88 19 Z.F. 9/10/82 64 F 12/10/87 P.C. 6/26/82 56 M 7/29/87 21 A.M. 9/22/87 61 F 1/18/88 M = male F = female Patients 1 to 4 suffered from a lentigo maligna. It was shown that in the case of this disease a healing could not be achieved but also unaffected areas of the skin, if they were regularly treated with the cream, in comparison with untreated parts of the skin, showed a very distinctly improved condition. After treatment they were substantially more elastic, smoother, less wrinkled and no longer appeared sallow but pink. Cornifications (keratoses) and other spots caused by effect of the sun were completely or almost completely eliminated after treatment was completed.
Patients S to 11, before treatment, had skin areas with obstinate vascular dilation, especially those of the skin vessels close to the surface (vasodilations and telangiectasias caused by old age). These skin anomalies lS also were able to be eliminated entirely or largely by the treatment. Additionally in patients 8 and 11 large comedones and sebaceous enlargements (sebacious hyperplasias) were able to be eliminated by treatment. Good to very good treatment results were also obtained in those patients who had keratoses caused by prolonged exposure to the sun (patients 12 to 16), seborrhoeic dermatoses (17), calluses (patient 18), eczemas on the hand and foot (patients 18 and 19) as well as curvature of the toenails (patients 20 and 21).
The very distinctly improved condition of the treated skin parts observed in patients 1 to 4 was also observed in the other patients, whose skin seemed to "rejuvenated".
g ~ _
Claims (20)
1. A composition for topically treating presbyderma, comprising: a pharmacologically effective amount of an alpha,omega-n-C7-13-alkanedicarboxylic acid, an ester thereof cleavable by a skin enzyme or a pharmacologically acceptable salt thereof; and a pharamacologically acceptable carrier.
2. The composition of claim 1, in liquid or semisolid form.
3. The composition of claim 2, in lotion, cream or ointment form.
4. The composition of claim 1, comprising a water-in-oil emulsion.
5. The composition of claim 1, comprising an oil-in-water emulsion.
6. The composition of claim 1, wherein the concentration of said acid, ester or salt comprises 5-30% by weight based on the total weight of the composition.
7. The composition of claim 1, wherein said acid is pimelic acid, suberic acid, azelaic acid, sebacic acid, l,9-nonanedicarboxylic acid, l,10-decanedicarboxylic acid or l,11-undecanedicarboxylic acid.
8. The composition of claim 1, wherein the acid component of said salt is pimelic acid, suberic acid, azelaic acid, sebacic acid, l,9-nonanedicarboxylic acid, 1,10-decanedicarboxylic acid or 1,11-undecanedicarboxylic acid.
9. The composition of claim 8, wherein the salt component is Na, K or a cation of an organic amine.
10. The composition of claim 1, wherein the acid component of said ester is pimelic acid, suberic acid, azelaic acid, sebacic acid, l,9-nonanedicarboxylic acid, l,10-decanedicarboxylic acid or l,ll-undecanedicarboxylic acid.
11. The composition of claim 10, wherein the ester component is a 2,3-dihydroxypropyloxy radical.
12. The composition of claim 7, wherein the acid is azelaic acid.
13. The composition of claim 8, wherein the acid is azelaic acid.
14. The composition of claim 10, wherein the acid is azelaic acid.
15. The composition of claim 1, wherein the acid is azelaic acid.
16. The composition of claim 7, wherein the concentration of said acid comprises 5-30% by weight of the composition.
17. The composition of claim 8, wherein the concentration of said salt comprises 5-30% by weight of the composition .
18. The composition of claim 1, further comprising about 1-4% by weight of a keratolytically active substance.
19. The composition of claim 18, wherein the keratolytically active substance is salicylic acid or resorcinol.
20. Use of a composition according to any one of claims 1 to 19, for treating presbyderma.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3811081.4 | 1988-03-30 | ||
| DE3811081A DE3811081A1 (en) | 1988-03-30 | 1988-03-30 | USE OF TOPIC APPLICABLE PREPARATIONS FOR THE TREATMENT OF AGING SKIN |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1333570C true CA1333570C (en) | 1994-12-20 |
Family
ID=6351224
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000595234A Expired - Fee Related CA1333570C (en) | 1988-03-30 | 1989-03-30 | Topically applicable preparations for treatment of presbyderma |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5385943A (en) |
| EP (2) | EP0336880A3 (en) |
| JP (1) | JPH0222211A (en) |
| CA (1) | CA1333570C (en) |
| DE (1) | DE3811081A1 (en) |
| DK (1) | DK154789A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8658812B2 (en) | 2003-01-08 | 2014-02-25 | Cognis Ip Management Gmbh | Wax dispersions |
Families Citing this family (71)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3941582A1 (en) * | 1989-12-14 | 1991-06-20 | Schering Ag | PHARMACEUTICAL PREPARATIONS |
| EP0571063A1 (en) * | 1989-12-14 | 1993-11-24 | Schering Aktiengesellschaft | Pharmaceutical preparations |
| GB2270625A (en) * | 1992-09-14 | 1994-03-23 | Michael Victor Rodrigues | Ingrown toenail lubricant dispenser |
| GB9220670D0 (en) * | 1992-09-30 | 1992-11-11 | Unilever Plc | Cosmetic composition |
| US5547989A (en) * | 1994-08-19 | 1996-08-20 | Schering-Plough Healthcare Products, Inc. | Compositions for treating corns and calluses |
| DE4435188A1 (en) * | 1994-09-30 | 1996-04-04 | Beiersdorf Ag | Use of alpha, omega-alkanedicarboxylic acids against superinfections |
| JP3854326B2 (en) * | 1995-10-27 | 2006-12-06 | 株式会社ノエビア | Collagenase inhibitor |
| US5621008A (en) * | 1995-10-27 | 1997-04-15 | Avon Products, Inc. | N-acyl-ethylene-triacetic acids |
| JP3583239B2 (en) * | 1996-01-25 | 2004-11-04 | 花王株式会社 | External preparation for skin |
| US5834513A (en) * | 1996-04-25 | 1998-11-10 | Avon Products, Inc. | Oxa diacids and related compounds for treating skin conditions |
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|---|---|---|---|---|
| DE1286692B (en) * | 1961-02-14 | 1969-01-09 | Kolmar Laboratories | Cosmetic, pharmaceutical or protective preparations for application to the skin and bases for ointments |
| US4294852A (en) * | 1973-11-01 | 1981-10-13 | Johnson & Johnson | Skin treating compositions |
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| DE2608221B1 (en) * | 1976-02-28 | 1977-07-21 | Beiersdorf Ag | COSMETIC AGENT FOR SMOOTHING THE SKIN |
| IT1114950B (en) * | 1977-12-30 | 1986-02-03 | Porro Marcella | COMPOSITIONS FOR ACNE TREATMENT AND THERAPY |
| US4386104A (en) * | 1977-04-19 | 1983-05-31 | Nazzaro Porro Marcella | Process for the treatment of acne |
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| FR2581542B1 (en) * | 1985-05-07 | 1988-02-19 | Oreal | TOPICAL COMPOSITIONS FOR THE TREATMENT OF SKIN BASED ON SALICYLIC ACID DERIVATIVES |
| FR2613622B1 (en) * | 1987-04-09 | 1990-05-25 | Cariel Leon | PHARMACEUTICAL AND / OR COSMETIC COMPOSITION WITH REGULATORY ACTIVITY OF SKIN PIGMENTATION |
| US4885282A (en) * | 1987-07-02 | 1989-12-05 | Thornfeldt Carl R | Treatment of hyperhidrosis, ichthyosis and wrinkling |
-
1988
- 1988-03-30 DE DE3811081A patent/DE3811081A1/en not_active Withdrawn
-
1989
- 1989-03-29 EP EP89730083A patent/EP0336880A3/en not_active Withdrawn
- 1989-03-29 JP JP1075252A patent/JPH0222211A/en active Pending
- 1989-03-29 EP EP19920113162 patent/EP0513862A3/en not_active Withdrawn
- 1989-03-30 CA CA000595234A patent/CA1333570C/en not_active Expired - Fee Related
- 1989-03-30 DK DK154789A patent/DK154789A/en not_active Application Discontinuation
-
1993
- 1993-04-07 US US08/043,955 patent/US5385943A/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8658812B2 (en) | 2003-01-08 | 2014-02-25 | Cognis Ip Management Gmbh | Wax dispersions |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0336880A2 (en) | 1989-10-11 |
| EP0513862A2 (en) | 1992-11-19 |
| EP0513862A3 (en) | 1993-05-05 |
| DK154789D0 (en) | 1989-03-30 |
| EP0336880A3 (en) | 1990-01-31 |
| US5385943A (en) | 1995-01-31 |
| DE3811081A1 (en) | 1989-10-12 |
| JPH0222211A (en) | 1990-01-25 |
| DK154789A (en) | 1989-10-01 |
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