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US3118810A - Treatment of human dermatoses with dibenzothiophene - Google Patents

Treatment of human dermatoses with dibenzothiophene Download PDF

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Publication number
US3118810A
US3118810A US845649A US84564959A US3118810A US 3118810 A US3118810 A US 3118810A US 845649 A US845649 A US 845649A US 84564959 A US84564959 A US 84564959A US 3118810 A US3118810 A US 3118810A
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Prior art keywords
dibenzothiophene
dermatoses
treatment
cosmetic
formulation
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Expired - Lifetime
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US845649A
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Vonkennel Josef
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Parbel of Florida Inc
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Parbel of Florida Inc
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Priority to US845649A priority Critical patent/US3118810A/en
Priority to ES0261325A priority patent/ES261325A1/en
Priority to GB33257/60D priority patent/GB916562A/en
Priority to DER28841A priority patent/DE1200477B/en
Application granted granted Critical
Publication of US3118810A publication Critical patent/US3118810A/en
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    • 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
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • 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
    • A61K8/4986—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with sulfur as the only hetero atom

Definitions

  • dibenzothiophene is highly therapeutic in the treatment of skin disorders.
  • This compound which is known also as dior biphenylene sulphide has the following graphic formula This compound is available, as for example from Konriken Bayer Leverkusen in West Germany, and can be made by any one of the following processes:
  • the compound has a melting point of 9698 C., a boiling point of 332333 C. and a sulfur content of approximately 17.3%.
  • dibenzothiophene is especially effective in the treatment of such skin affections as acne, seborrhea, and related dermatoses of the pilo-sebaceous system.
  • the dibenzothiophene'besides its high curative properties is anti-inflammatory, is disinfecting and promotes normal keratinization.
  • dibenzothiophene due to its high degree of compatibility, lends itself admirably to compounding in the preparation of stable creams and lotions, and may be incorporated into cosmetic powders, such as compact face powders, to be employed not only as a medicinal product but also as a cosmetic one.
  • Dibenzothiophene has little or no odor, so that blending with cosmetic bases with pleasant fragrant eifects can be easily achieved.
  • dibenzothiophene in concentrations of as low as 1% by Weight are therapeutically effective for healing skin disorders.
  • Dibenzothiophene can be employed in high concentrations, since it can be tolerated by human beings without side effects. However, for practical purposes, the concentration should not exceed A preferred concentration of dibenzothiophene is about 5% by weight.
  • Example 1 A specific example of a formulation for a cream is as follows:
  • the vitamin oil soap has the composition Grams Vitamin oil 360 50% sol. of KOH 162 Water 42 36
  • the ingredients in the above formulation have the following general description Manufactured by In the above formulationof Example 1, the active therapeutic ingredient is dibenzothiophene.
  • the Tegosept M and Tegosept P inhibit bacterial and fungicidal growth in the cream and, therefore, are preservatives for the cream.
  • the Lanogen C, Lanette O, Cetiol V and'Comperlan are emulsifiers for the cream and along with the olive oil, sorbitol, vitamin, vitamin oil soap have a soothingetfect on the skin.
  • the mercuric sulfide imparts a pink tint to the composition and therefore enhances its pleasing appearance and causes the composition to blend with the color of the skin.
  • This mercuric sulfide can be dispensed withvor replaced by other types of tintingagents.
  • the vitamin oil soap can be prepared as follows: Mix the vitamin oil with the alcohol and .add the solution of KOH, stirring very well. The heat developed in a batch of 5 kilos is so great that no additional heating is necessary. The soap is then dissolved in distilled water.
  • the main composition is prepared as follows: The necessary quantity of vitamin oil soap, i.e., 1 2 grams, freshly prepared as described, is dissolved by heat in of the quantity of water prescribed for the formulation of Example 1, i.e., 32 grams. Any water lost hy-evaporation during this procedureis replenished. To the mixture of vitamin oil soap and water formed, there is added the solution of sorbitol and after the Tegosept"M has been added, the resulting admixture is heated-up to 60 C. and will constitute the Water phase referred to 'hereinafter.
  • the cream produced by the above formula is stable, nongreasy, readily absorbable, and easily washable, has a pleasant odor and has good cosmetic properties. It has been found to be safe and efficacious in the treatment of skin disorders, and especially those listed above.
  • the affected skin areas are washed thoroughly and a thin film of the preparation is applied during the day and before bedtime without rubbing and primarily to the areas affected. This mode of application is continued every day and at every bedtime until the skin disorder is corrected.
  • Example 2 The dibenzothiophcne can also be incorporated into a liquid base to form a lotion.
  • the formulation for this lotion is as follows:
  • Cellosize is hydroxyethylcellulose.
  • the dibenzothiophcne is the active medicinal ingredient.
  • the hexachlorophene serves as a mild antiseptic. have an astringent, drying effect.
  • the titanium dioxide, red oxide, and yellow 'iron oxide are pigments to impart to the lotion a flesh tint.
  • the Cellosize controls viscosity and aids in stabilizing the suspension.
  • the zinc oxide is an additional medicament.
  • the lotion produced by the formulation of Example 2 is a stable, pleasant smelling, cosmetically acceptable preparation, which can be dispensed conveniently from a plastic squeeze bottle or from a glass bottle.
  • the lotion can be applied in the manner described in connection with the formulation of Example 1, and is safe and highly efiicacious for skin disorders, especially for those of the character described.
  • Example 3 The dibenzothiophcne lends itself admirably to incorporation into various desirable cosmetic bases having good compatibility for use by women in the daytime, as in the manner of ordinary cosmetics, to form a composi- The alcohol and bentonite tion serving as a combined cosmetic and medicinal preparation.
  • the dibenzothiophene can be incorporated into a cosmetic powder base having the following formulation.
  • pigments are calculated for 97.8 kilos of the powder mixture consisting of zinc stearate, zinc oxide, talc and kaolin.
  • the pigments may be procured, for example, from Feuerbach, West Germany.
  • the powder may be applied to the face or other exposed parts of a womans afiiicted skin as in the manner of ordinary cosmetic or face powder, such as compact face powder.
  • the powder is applied every day until the skin disorder has been cured.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Cosmetics (AREA)

Description

United States Patent 3,118,810 TREATMENT OF HUMAN DERMATOSES WITH 7 DIBENZOTHIOPHENE Josef Vonkennel, Cologne, Germany, assignor, by mesne assignments, to Helena Rubinstein, Inc, New York, N.Y., a corporation of New York No Drawing. Filed Oct. 12, 1959, 'Ser. 'No. 845,649 3 Claims. (Cl. 167-58) The present invention relates to the treatment .of human skin disorders.
It has been found in accordance with the present invention that dibenzothiophene is highly therapeutic in the treatment of skin disorders. This compound which is known also as dior biphenylene sulphide has the following graphic formula This compound is available, as for example from Farbenfabriken Bayer Leverkusen in West Germany, and can be made by any one of the following processes:
(1) Heat a mixture of diphenyl, sulfur and aluminum chloride at a temperature of 110 C.-115 C. The reaction proceeds with the generation of hydrogen sulfide. After 8-10 hours, the temperature is increased to 230 C.- 240 C. The dibenzothiophene is obtained with a yield of 80% by distillation. The material can be purified by crystallization from ethyl alcohol.
(2) Boil diphenylene sulfoxide with sodium or potassium amide.
(3) Heat dioxy-diphenyl with phosphorus pentasulfide.
(4) Heat diphenylene disulfide with copper at 250 C.
The compound has a melting point of 9698 C., a boiling point of 332333 C. and a sulfur content of approximately 17.3%.
It has been found in accordance with the present invention that dibenzothiophene is especially effective in the treatment of such skin affections as acne, seborrhea, and related dermatoses of the pilo-sebaceous system. In the treatment of such skin disorders, the dibenzothiophene'besides its high curative properties, is anti-inflammatory, is disinfecting and promotes normal keratinization.
Also, dibenzothiophene, due to its high degree of compatibility, lends itself admirably to compounding in the preparation of stable creams and lotions, and may be incorporated into cosmetic powders, such as compact face powders, to be employed not only as a medicinal product but also as a cosmetic one. Dibenzothiophene has little or no odor, so that blending with cosmetic bases with pleasant fragrant eifects can be easily achieved.
It has been found in accordance with the present invention, that preparations containing dibenzothiophene in concentrations of as low as 1% by Weight are therapeutically effective for healing skin disorders. Dibenzothiophene can be employed in high concentrations, since it can be tolerated by human beings without side effects. However, for practical purposes, the concentration should not exceed A preferred concentration of dibenzothiophene is about 5% by weight.
Example 1 A specific example of a formulation for a cream is as follows:
Grams Lanogen C 8.0 Lanette O 4.0 Olive oil 8.0 Cetiol V 8.0 Comperlan 100 3.0 Dibenzothiophene 5.0
Alcohol ice Water 48.0 Sorbitol 70% sol 4.2 Vitamin oil soap 12.0 Perfume 1.0 Mercuric sulfide 0.125 Tegosept M 0.1 Tegosept P 0.2
In the above formulation, the vitamin oil soap has the composition Grams Vitamin oil 360 50% sol. of KOH 162 Water 42 36 The ingredients in the above formulation have the following general description Manufactured by In the above formulationof Example 1, the active therapeutic ingredient is dibenzothiophene. The Tegosept M and Tegosept P inhibit bacterial and fungicidal growth in the cream and, therefore, are preservatives for the cream. The Lanogen C, Lanette O, Cetiol V and'Comperlan are emulsifiers for the cream and along with the olive oil, sorbitol, vitamin, vitamin oil soap have a soothingetfect on the skin. The mercuric sulfide imparts a pink tint to the composition and therefore enhances its pleasing appearance and causes the composition to blend with the color of the skin. This mercuric sulfide can be dispensed withvor replaced by other types of tintingagents.
Method of preparation.-The vitamin oil soap can be prepared as follows: Mix the vitamin oil with the alcohol and .add the solution of KOH, stirring very well. The heat developed in a batch of 5 kilos is so great that no additional heating is necessary. The soap is then dissolved in distilled water.
The main composition is prepared as follows: The necessary quantity of vitamin oil soap, i.e., 1 2 grams, freshly prepared as described, is dissolved by heat in of the quantity of water prescribed for the formulation of Example 1, i.e., 32 grams. Any water lost hy-evaporation during this procedureis replenished. To the mixture of vitamin oil soap and water formed, there is added the solution of sorbitol and after the Tegosept"M has been added, the resulting admixture is heated-up to 60 C. and will constitute the Water phase referred to 'hereinafter.
Lanogen C, Lanette 0, olive oil, Cetiol 'V, Comperlan 100 and the dibenzothiophene are brought together and heated up :to .60 C. .to form a melted mixture. The mercuric sulfide is triturated with a little of this melted mixture and added to the bulk of the melted mixture and the Tegosept P is added. The waxes produced by this procedure are added slowly to the Water phase prepared as described above and the admixture is stirred. The balance of water (16 grams) is added to this admixture as soon as it has cooled off and perfume is added at 30 C. The resulting admixture is then homogenized.
The cream produced by the above formula is stable, nongreasy, readily absorbable, and easily washable, has a pleasant odor and has good cosmetic properties. It has been found to be safe and efficacious in the treatment of skin disorders, and especially those listed above.
In the use of the preparation, the affected skin areas are washed thoroughly and a thin film of the preparation is applied during the day and before bedtime without rubbing and primarily to the areas affected. This mode of application is continued every day and at every bedtime until the skin disorder is corrected.
Example 2 The dibenzothiophcne can also be incorporated into a liquid base to form a lotion. The formulation for this lotion is as follows:
In the above formulation, Cellosize is hydroxyethylcellulose.
In the formulation of Example 2, the dibenzothiophcne is the active medicinal ingredient. The hexachlorophene serves as a mild antiseptic. have an astringent, drying effect. The titanium dioxide, red oxide, and yellow 'iron oxide are pigments to impart to the lotion a flesh tint. The Cellosize controls viscosity and aids in stabilizing the suspension. The zinc oxide is an additional medicament.
Method of Preparation.--In the compounding of the lotion of Example 2, the following procedure is followed.
(1) Prepare a suspension of Bentonite, U.S.P., in water.
(2) Prepare a solution of Cellosize in water.
(3) Disolve the perfume and the hexachlorophene in the alcohol.
(4) Mix the titanium dioxide, zinc oxide, red oxide and yellow iron oxide together with the dibenzothiophene and micronize.
The preparations of the different steps are brought together as follows:
Mix together glycerin and the bentonite suspension of step 1 and add to the resulting mixture the alcohol solution of perfume and hexachlorophene. Mix in the micronized powders of step 4 and add gradually under continuous mixing, the Cellosize solution. Homogenize the resulting admixture.
The lotion produced by the formulation of Example 2 is a stable, pleasant smelling, cosmetically acceptable preparation, which can be dispensed conveniently from a plastic squeeze bottle or from a glass bottle. The lotion can be applied in the manner described in connection with the formulation of Example 1, and is safe and highly efiicacious for skin disorders, especially for those of the character described.
Example 3 The dibenzothiophcne lends itself admirably to incorporation into various desirable cosmetic bases having good compatibility for use by women in the daytime, as in the manner of ordinary cosmetics, to form a composi- The alcohol and bentonite tion serving as a combined cosmetic and medicinal preparation. For example, the dibenzothiophene can be incorporated into a cosmetic powder base having the following formulation.
Parts by Weight Zinc stearate 11.2 Zinc oxide 11.2 T alc 63.0 Kaolin 12.4 Mineral oil 2.2
With the above formulation is incorporated either one of the following flesh colored pigments according to the The above amounts of pigments are calculated for 97.8 kilos of the powder mixture consisting of zinc stearate, zinc oxide, talc and kaolin. The pigments may be procured, for example, from Feuerbach, West Germany.
Method of prepm'ali0/z.-In the preparation of the formulation for the dibenzothiophcne with the cosmetic powder base, the powders consisting of the zinc stearate, zinc oxide, talc and kaolin are mixed together, the pigments are added and the resulting mixture is stirred thoroughly for mixing. To 97.8 kilos of the powder mixture to which the pigments in the amounts indicated have been added, there is thoroughly admixed 2.2 kilos of mineral oil. The dibenzothiophcne is micronized, put through a sieve and added to the finished powder mixture in the proportions of 5 parts of dibenzothiophcne to 95 parts of the powder mixture. If necessary, the finished product may be put through a sieve and pressed into the form of a compact face powder.
The powder may be applied to the face or other exposed parts of a womans afiiicted skin as in the manner of ordinary cosmetic or face powder, such as compact face powder. The powder is applied every day until the skin disorder has been cured.
While the invention has been described with particular reference to specific embodiments, it is to be understood that it is not to be limited thereto but is to be construed broadly and restricted solely by the scope of the appended claims.
What is claimed is:
1. The process of treating acne, seborrhea and related dermatoses of the pilo-sebaceous system, which comprises applying to the affected skin areas a preparation containing dibenzothiophcne as the curative agent.
2. The process of treating acne, seborrhea and related dermatoses of the pilo-sebaceous system, which comprises applying to the affected skin areas a preparation containing dibenzothiophcne in the amount of the least 1% as the effective curative agent.
3. The process of treating acne, seborrhea and related dermatoses of the pilo-sebaceous system, which comprises applying to the affected skin areas a preparation containing dibenzothiophcne in the amount of about 5% as the effective curative agent.
References Cited in the file of this patent UNITED STATES PATENTS 2,250,480 Gump July 29, 1941 ,9 Tyron Apr. 6, 1948 2,665,234 Goodhue Jan. 5, 1954 (Other references on following page) 5 6 OTHER REFERENCES Klauder: J. Soc. Cosmetic Chemists, 7:2, September k 1 8 h Ed k c R h N 1956, pp. 443-459. t a Watkins: U.S.A.F. Med. Journal, August 1957, pp. 1950, pp. 1336-1341. 1135 1 51 Lesser: Drug and Cosmetic Industry, 70:3, March 5 Lubowe: Drug and Cosmetic Industry, 81:5, November 1952, pp. 320-1, 4204, esp. p. 422. 1 P-

Claims (1)

1. THE PROCESS OF TREATING ACNE, SEBORRHEA AND RELATED DERMATOSES OF THE PILO-SEBACEOUS SYSTEM, WHICH COMPRISES APPLYING TO THE AFFECTED SKIN AREAS A PREPARATION CONTAINING DIBENZOTHIOPHENE AS THE CURATIVE AGENT.
US845649A 1959-10-12 1959-10-12 Treatment of human dermatoses with dibenzothiophene Expired - Lifetime US3118810A (en)

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US845649A US3118810A (en) 1959-10-12 1959-10-12 Treatment of human dermatoses with dibenzothiophene
ES0261325A ES261325A1 (en) 1959-10-12 1960-09-27 Treatment of human dermatoses with dibenzothiophene
GB33257/60D GB916562A (en) 1959-10-12 1960-09-28 Therapeutic or cosmetic preparation
DER28841A DE1200477B (en) 1959-10-12 1960-10-04 Skin care products

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DE (1) DE1200477B (en)
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3324004A (en) * 1963-05-31 1967-06-06 Del Lab Compact powder antiperspirant containing polyoxyethylene lauryl ether
US3810996A (en) * 1972-03-14 1974-05-14 G Sutliff Cosmetic preparation
US3846556A (en) * 1971-03-29 1974-11-05 Oreal Water-in-oil emulsions, cosmetic products made therefrom and method of making said cosmetic products

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2250480A (en) * 1939-03-18 1941-07-29 Burton T Bush Inc Dihydroxy hexachloro diphenyl methane and method of producing the same
US2438955A (en) * 1944-10-02 1948-04-06 Allied Chem & Dye Corp Insecticide comprising mono-alkylated diphenylene sulfides and method of using same
US2665234A (en) * 1951-07-26 1954-01-05 Phillips Petroleum Co Dibenzothiophenes as fungicides

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2250480A (en) * 1939-03-18 1941-07-29 Burton T Bush Inc Dihydroxy hexachloro diphenyl methane and method of producing the same
US2438955A (en) * 1944-10-02 1948-04-06 Allied Chem & Dye Corp Insecticide comprising mono-alkylated diphenylene sulfides and method of using same
US2665234A (en) * 1951-07-26 1954-01-05 Phillips Petroleum Co Dibenzothiophenes as fungicides

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3324004A (en) * 1963-05-31 1967-06-06 Del Lab Compact powder antiperspirant containing polyoxyethylene lauryl ether
US3846556A (en) * 1971-03-29 1974-11-05 Oreal Water-in-oil emulsions, cosmetic products made therefrom and method of making said cosmetic products
US3810996A (en) * 1972-03-14 1974-05-14 G Sutliff Cosmetic preparation

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Publication number Publication date
GB916562A (en) 1963-01-23
DE1200477B (en) 1965-09-09
ES261325A1 (en) 1960-12-01

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