EP2582350A2 - Breitspektrum-sonnenschutzzusammensetzung aus 2-hydroxy-sulfobetain aus cinnamidoalkyl-amin - Google Patents

Breitspektrum-sonnenschutzzusammensetzung aus 2-hydroxy-sulfobetain aus cinnamidoalkyl-amin

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Publication number
EP2582350A2
EP2582350A2 EP11746609.4A EP11746609A EP2582350A2 EP 2582350 A2 EP2582350 A2 EP 2582350A2 EP 11746609 A EP11746609 A EP 11746609A EP 2582350 A2 EP2582350 A2 EP 2582350A2
Authority
EP
European Patent Office
Prior art keywords
cinnamidoalkyl
sunscreen
uva
composition according
uvb
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.)
Withdrawn
Application number
EP11746609.4A
Other languages
English (en)
French (fr)
Inventor
Arun Harachandra Jawale
Vaishali Amol Jumde
Archana Kishor Desai
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Galaxy Surfactants Ltd
Original Assignee
Galaxy Surfactants Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Galaxy Surfactants Ltd filed Critical Galaxy Surfactants Ltd
Priority claimed from PCT/IB2011/001371 external-priority patent/WO2012001474A2/en
Publication of EP2582350A2 publication Critical patent/EP2582350A2/de
Withdrawn legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Definitions

  • the present invention relates to sunscreen compositions having high UV-A protection.
  • sunscreen compositions comprising 2-hydroxy sulfobetaine of cinnamidoalkyl amine compound, having higher UV-A protection and enhanced photostability.
  • UV radiation having a wavelength from about 280 nm to about 320 nm (UV-B) is harmful to human skin, causing sunburns that are detrimental to the development of a good sun tan and accounts for severe damages like skin cancer.
  • This UV-B radiation must be screened from the skin. It is also important to have a protection from the rays of the region between about 320 nm and about 400 nm, the UV-A region, since the rays of this region can also cause damage like photoageing and wrinkles.
  • UV-A radiation with a wavelength between 320 nm and 400 nm has only a negligible biological action and that, accordingly, the UV-B rays are responsible for most light-induced damage to human skin.
  • UV-A radiation is much more harmful than UV-B radiation with regard to the triggering of photodynamic, specifically phototoxic, reactions and chronic changes in the skin.
  • UV-B noxious action can be enhanced by the presence of UV-A (Willis et al.: Journal of Investigative Dermatology vol. 59, 416, 1972).
  • sunscreen actives have been used in personal care products. It is desirable that the sunscreen active or active system provide broad spectrum UV protection, particularly protection against both UV-A and UV-B radiation.
  • sunscreen product Consumers consider many factors when purchasing a sunscreen product, such as, the sunburn protection factor (SPF), how durable the product is after applying it over the skin, the shelf life of the product, product form (i.e., lotions, gels, creams, and sprays) and product cost.
  • SPF sunburn protection factor
  • product form i.e., lotions, gels, creams, and sprays
  • product cost i.e., lotions, gels, creams, and sprays
  • UV filters are oil-soluble e.g. Butyl Methoxydibenzoylmethane, Ethylhexyl Methoxycinnamate, Octocrylene, and 4-Methylbenzylidene Camphor.
  • water-soluble UV filters like, Benzophenone-4 and salts of Phenylbenzimidazole Sulfonic Acid.
  • Ethylhexyl Methoxycinnamate and the salts of Phenylbenzimidazole Sulfonic Acid are among the oil-soluble and water-soluble UV-filters respectively which are effective and widely used UV-B filters and their use as UV-filters has already been reported in patents. Salts of Phenylbenzimidazole Sulfonic Acid is described in German Reichspatent No. 676 103.
  • UV-A protection of the sunscreen formulations As described in the beginning, the crucial aspect that is now considered by the consumers is the UV-A protection of the sunscreen formulations. From effectiveness and cost point of view, these formulations should have high UV-A protection along with good SPF. However, in all cases of the prior art where Phenylbenzimidazole Sulfonic Acid and Ethylhexyl Methoxycinnamate is used, the effect achieved falls a long way short of that which is desired.
  • Dibenzoylmethane compounds are one class of sunscreen compounds which provide broad spectrum UV protection and are approved for global use.
  • Butyl Methoxydibenzoylmethane (Avobenzone) is the widely used dibenzoylmethane compound known to accomplish the requirement of UV-A protection. It is the most frequently used UV-A filter world-wide. Unfortunately, it tends to photodegrade upon exposure to UV radiation thereby reducing their UV-A efficacy.
  • it since it is a very desirable component of many sunscreening products, considerable effort has been devoted to studies of these instabilities.
  • Combinations of some other sunscreening active agents with Avobenzone have been reported to enhance the photostability of Avobenzone, while combinations with certain other ingredients such as Ethylhexyl Methoxycinnamate reportedly decreases the avobenzone photostability due to a bimolecular reaction between the two photoactive compounds leading to the rapid photodegradation of both.
  • US Patent No.6,071,501 assigned to P&G states that combinations of Dibenzoylmethane derivatives and Ethylhexyl p-Methoxycinnamate are not photostable, unless the molar ratio of the Methoxycinnamate to the Dibenzoylmethane is in the range of 0.15: 1 to 1 :1.
  • US Patent No.6,090,369 assigned to Stewart proposes a stable sunscreen composition that contains Avobenzone, Ethylhexyl Methoxycinnamate and either Titanium Dioxide or Zinc Oxide; Octocrylene is an optional component.
  • US Patent No.5,989,528 assigned to P&G have disclosed a sunscreen composition with high stability comprising a safe and effective amount of Dibenzoylmethane active (e.g. Avobenzone), a safe and effective amount of stabilizing agent (e.g. Octocrylene), a safe and effective amount of a UV-B sunscreen (e.g. 2-Phenylbenzimidazole-5-Sulfonic Acid, Zinc Oxide, Titanium Dioxide, etc.) and a suitable carrier.
  • Dibenzoylmethane active e.g. Avobenzone
  • stabilizing agent e.g. Octocrylene
  • UV-B sunscreen e.g. 2-Phenylbenzimidazole-5-Sulfonic Acid, Zinc Oxide, Titanium Dioxide, etc.
  • US Patent No.7,309,481 assigned to Tanning Research discloses a photostable sunscreen composition comprising a triplet combination of Avobenzone, Octocrylene and Oxybenzone and containing no diesters or polyesters of naphthalene dicarboxylic acid and substantially free of any optimizing agents such as diols and polyols.
  • a photostable and high SPF composition can be achieved by combining at least 4.5 wt.-% of Butyl Methoxydibenzoylmethane with at least 2 wt.-% of polysilicones-15 and at least 2 wt.% Phenylbenzimidazole Sulfonic Acid in the presence of a phosphate ester surfactant.
  • Phenylbenzimidazole Sulfonic Acid itself is very insoluble in water (0.25% w/w); therefore it must be neutralized with a hard base, such as for example but not limited to sodium hydroxide or potassium hydroxide, or with amines, such as for example but not limited to triethanolamine or aminomethylpropanol or trishydroxyaminomethane, in order to render the UV filter soluble in a cosmetic or pharmacological preparation.
  • a hard base such as for example but not limited to sodium hydroxide or potassium hydroxide
  • amines such as for example but not limited to triethanolamine or aminomethylpropanol or trishydroxyaminomethane
  • Crystal formation starts at pH 7.0; generally, the pH of a cosmetic formulation comprising Phenylbenzimidazole Sulfonic Acid has to remain above 6.8 in order to prevent the free acid from recrystallising (W. Johncock, Cosmetic & Toiletries Magazine, September 1999, pages 75-82). This restriction has prevented the use of Phenylbenzimidazole Sulfonic Acid in formulations with pH at or below 7.0, in particular in the many cosmetic or pharmacological preparations formulations with a pH from 5.5 to 7.0 and 6.0 to 7.0.
  • sunscreen compositions containing 2-hydroxy sulfobetaine of cinnamidoalkyl amine compound provides enhanced UVA protection.
  • the present invention provides a photostable cosmetic composition for protection against UVA and UVB radiation of wavelengths between 280 and 400 nm, which comprises, in a cosmetically acceptable vehicle
  • UVA-sunscreen agents selected from the group consisting of Butyl Methoxydibenzoylmethane/Avobenzone, Benzophenone-3, Benzophenone-4, Benzophenone-5, Disodium Phenyl Dibenzimidazole Tetrasulfonate, Drometrizoletrisiloxane, Terephthalyidene Dicamphor Sulfonic Acid, bis- Ethylhexyloxyphenol Methoxyphenyl Triazine, Methylene bis Benzotriazolyl Tetramethylbutylphenol, and Diethylaminohydroxybenzoylhexylbenzoate in the range 0.5 to 5%;
  • UVB-sunscreen agent selected from the group consisting of Ethylhexyl Salicylate, Homosalate, Isoamyl p-Methoxy cinnamate, Octocrylene, 4- Methylbenzylidene Camphor, 3-Benzylidene camphor, Benzylidene Camphor Sulfonic Acid, Camphor Benzalkonium Methosulfate, Polyacrylamidomethyl Benzylidene Camphor, Ethylhexyl Triazone, Diethylhexyl Butamido Triazone and Polysilicon-15 in the range 0.5 to 10%; and
  • Ri is a substituent, selected from hydrogen, halo, -OH, -NH 2 , -N0 2 , -OCH3, -N(CH 3 ) 2 , alkyl groups containing from 1 to 6 carbon atoms, alkoxy groups containing from 1 to 6 carbon atoms, alkylamino or N,N-dialkylamino groups containing from 1 to 6 carbon atoms;
  • R 2 is selected from hydrogen, alkyl group containing from 1 to 12 carbon atoms
  • R 3 and R4 are independently selected from benzyl, alkyl group containing from 1 to 12 carbon atoms,
  • n is an integer from 1 to 6
  • UVB sunscreen agents exclude Ethylhexyl Methoxycinnamate and Phenylbenzimidazole Sulfonic Acid.
  • the present invention provides a photostable cosmetic composition for protection against UVA and UVB radiation of wavelengths between 280 and 400 nm, which comprises, in a cosmetically acceptable vehicle
  • UVA-sunscreen agents selected from the group consisting of Butyl Methoxydibenzoylmethane/A vobenzone, Benzophenone-3 , Benzophenone-4, Benzophenone-5, Disodium Phenyl Dibenzimidazole Tetrasulfonate, Drometrizoletrisiloxane, Terephthalyidene Dicamphor Sulfonic Acid, bis- Ethylhexyloxyphenol Methoxyphenyl Triazine, Methylene bis Benzotriazolyl Tetramethylbutylphenol, and Diethylaminohydroxybenzoylhexylbenzoate in the range 0.5 to 5%;
  • UVB-sunscreen agent selected from the group consisting of Ethylhexyl Salicylate, Homosalate, Isoamyl p-Methoxy cinnamate, Octocrylene, 4- Methylbenzylidene Camphor, 3-Benzylidene camphor, Benzylidene Camphor Sulfonic Acid, Camphor Benzalkonium Methosulfate, Polyacrylamidomethyl Benzylidene Camphor, Ethylhexyl Triazone, Diethylhexyl Butamido Triazone and Polysilicon-15 in the range 0.5 to 10% and
  • R] is a substituent, selected from hydrogen, halo, -OH, -NH 2 , -N0 2 , -OCH3, -N(CH 3 ) 2 , alkyl groups containing from 1 to 6 carbon atoms, alkoxy groups containing from 1 to 6 carbon atoms, alkylamino or ⁇ , ⁇ -dialkylamino groups containing from 1 to 6 carbon atoms;
  • R 2 is selected from hydrogen, alkyl group containing from 1 to 12 carbon atoms
  • R 3 and R4 are independently selected from benzyl, alkyl group containing from 1 to 12 carbon atoms,
  • n is an integer from 1 to 6
  • UVB sunscreen agents exclude Ethylhexyl Methoxycinnamate and Phenylbenzimidazole Sulfonic Acid.
  • 2-hydroxy sulfobetaine of cinnamidoalkyl amine compound of the present invention is a substantive, water-soluble, UV-B absorbing sunscreen active having general formula:
  • the preferred 2-hydroxy sulfobetaine of cinnamidoalkyl amine compound is 3-(N-p- Methoxycinnamidopropyl, ⁇ , ⁇ -Dimethyl Ammonium)-2-Hydroxypropane- 1 -Sulphonate having the formula:
  • UV-filter substance is preferably selected from conventional UVA and UVB and/or broad spectrum UV-filter substances known to be added into topical compositions such as cosmetic or dermatological sun care products.
  • Such UV-filter substances comprise all groups which absorb light predominantly in the range of wavelengths 400 nm to 320 nm (UVA) and 320 nm to 280 nm (UVB) and which are or can be used as cosmetically acceptable UV-filter substances.
  • UV-filter substances are e.g. listed in the PCPC Cosmetic Ingredient Dictionary & Handbook, 13th Edition (2010) or "The Encyclopedia of Ultraviolet Filters” (ISBN: 978-1-932633-25-2) by Nadim A. Shaath.
  • the UVA-absorbing sunscreen agents are chosen in particular from Dibenzoylmethane compounds.
  • UVA-absorbing Dibenzoylmethane compound used in the present invention include, but are not limited to, those selected from the group consisting of 2-Methyldibenzoylmethane, 4- Methyldibenzoylmethane, 4-Isopropyldibenzoylmethane, 4-tert-Butyldibenzoylmethane, 2,4- Dimethyldibenzoylmethane, 2,5-Dimethyldibenzoylmethane, 4,4'-
  • Other Dibenzoylmethane compounds described as UV-A filters are disclosed in U.S. Pat. Nos.
  • Preferred UVA-absorbing Dibenzoylmethane compounds include those selected from the group consisting of 4-tert-Butyl-4'-Methoxydibenzoylmethane, 4- Isopropyldibenzoylmethane, and mixtures thereof.
  • a more preferred UVA-absorbing Dibenzoylmethane compound is 4-tert-Butyl-4'-Methoxydibenzoylmethane.
  • the sunscreen active 4-tert-Butyl-4'-Methoxydibenzoylmethane, which is also known as Butyl Methoxydibenzoylmethane or Avobenzone having the formula
  • UVB-sunscreen agents are chosen from Ethylhexyl Salicylate, Homosalate, Isoamyl p- Methoxy cinnamate, Octocrylene, 4-Methylbenzylidene Camphor, 3-Benzylidene camphor, Benzylidene Camphor Sulfonic Acid.
  • Camphor Benzalkonium Methosulfate Polyacrylamidomethyl Benzylidene Camphor, Ethylhexyl Triazone, Diethylhexyl Butamido Triazone and Polysilicon-15.
  • the preferred p-aminobenzoic acid derivative is PABA, Ethyl PABA, Ethyl Dihydroxypropyl PABA, Ethylhexyl Dimethyl PABA sold under the name "Escalol 507" by ISP, DimethylPABAminopropyl Laurdimonium Tosylate sold by the name "Escalol HP-610" by ISP, Glyceryl PABA, PEG-25 PABA sold under the name "Uvinul P25" by BASF,
  • the preferred Salicylic derivative is Homosalate sold under the name "Eusolex HMS” by Rona/EM Industries, Ethylhexyl Salicylate sold under the name “Neo Heliopan TS” by Haarmann&Reimer, Dipropyleneglycol Salicylate sold under the name “Dipsal” by Scher, TEA Salicylate sold under the name “Neo Heliopan TS” by Haarmann&Reimer, and Isopropylbenzyl Salicylate
  • the preferred Cinnamic derivative is Ethylhexyl Methoxycinnamate and Methoxycinnamidopropyl Laurdimonium Tosylate sold in particular under the trademarks "GalSORB OMC(HP)” and “Galaxy TosyQuat” respectively by Galaxy Surfactants Ltd., Isopropyl Methoxycinnamate, Isoamyl p-Methoxycinnamate sold under the trademark "Neo Heliopan E 1000" by Haarmann&Reimer, Cinoxate.
  • ⁇ , ⁇ .-Diphenylacrylate derivative is Octocrylene sold in particular under the trademark "GalSORB Octocrylene” by Galaxy Surfactants Ltd., Etocrylene sold in particular under the trademark "Uvinul N35" by BASF,
  • the preferred Benzophenone derivative is Benzophenone-1 sold under the trademark "Uvinul 400" by BASF, Benzophenone-2 sold under the trademark “Uvinul D50” by BASF, Benzophenone-3 or Oxybenzone sold under the trademark “GalSORB Benzophenone-3” by Galaxy Surfactants Ltd., Benzophenone-4 sold under the trademark “GalSORB Benzophenone-4" by Galaxy Surfactants Ltd., Benzophenone-5, Benzophenone-6 sold under the trademark "Helisorb 1 1 " by Norquay, Benzophenone-8 sold under the trademark "Spectra-Sorb UV-24” by American Cyanamid, Benzophenone-9 sold under the trademark "Uvinul DS-49" by BASF, Benzophenone- 12,
  • the preferred Benzylidenecamphor derivative is 4-Methylbenzylidene Camphor manufactured under the name "Neo Heliopan MBC” by Haarmann&Reimer, 3-Benzylidene camphor manufactured under the name “Mexoryl SD” by Chimex, Benzylidene Camphor Sulfonic Acid manufactured under the name “Mexoryl SL” by Chimex, Camphor Benzalkonium Methosulfate manufactured under the name "Mexoryl SO” by Chimex, Terephthalyidene Dicamphor Sulfonic Acid manufactured under the name "Mexoryl SX” by Chimex, Polyacrylamidomethyl Benzylidene Camphor manufactured under the name "Mexoryl SW” by Chimex,
  • the preferred Triazine derivative is bis-Ethylhexyloxyphenol Methoxyphenyl Triazine, sold under the trademark "Tinosorb S” by Ciba Specialty Chemicals, Ethylhexyl Triazone sold in particular under the trademark “Uvinul T150” by BASF, Diethylhexyl Butamido Triazone sold under the trademark “Uvasorb HEB” by Sigma 3V, 2,4,6-tris(Diisobutyl 4'- Aminobenzalmalonate)-s-Triazine,
  • the preferred Phenylbenzotriazole derivative is Drometrizoletrisiloxane sold under the name "Mexoryl XL” by Chimex, Methylene bis-Benzotriazolyl Tetramethylbutylphenol sold in the solid form under the trademark "Mixxim BB/100” by Fairmount Chemical or in the micronized form in aqueous dispersion under the trademark "Tinosorb M” by
  • the preferred Anthranilic derivative is Menthyl Anthranilate, sold under the trademark "Neo Heliopan MA” by Haarmann &Reimer,
  • the preferred Imidazole Derivative is Phenylbenzimidazole Sulfonic Acid, sold under the name "Neo Heliopan Hydro” by Haarmann&Reimer, Disodium Phenyl Dibenzimidazole Tetrasulfonate, sold under the name "Neo Heliopan AP” by Haarmann&Reimer, Ethylhexyl Dimethoxybenzylidene Dioxoimidazoline Propionate,
  • the preferred benzalmalonate derivative is Polysilicon-15 (Dimethicodiethylbenzalmalonate) sold under the name "Parsol SLX" by DSM.
  • the preferred Benzoic acid Derivative is Diethylaminohydroxybenzoylhexylbenzoate, sold under the name "Uvinul A-plus” by CIBA,
  • the preferred 4,4-diarylbutadiene derivative is 1,1 -Dicarboxy (2,2'-Dimethylpropyl)-4,4- Diphenylbutadiene and their mixtures.
  • Inorganic UV-filter substances encompass pigments or alternatively nanopigments (mean size of the primary particles: generally between 5 nm and 200 nm, preferably between 10 nm and 140 nm) formed from coated or uncoated metal oxides, such as, for example, nanopigments formed from Titanium Oxide (amorphous or crystallized in the rutile and/or anatase form), Iron Oxide, Zinc Oxide, Zirconium Oxide or Cerium Oxide, which are all UV photoprotective agents well known per se.
  • Conventional coating agents are, for example alumina, aluminum stearate, aluminium hydroxoide, silica, dimethicone, simethicone, silanes and stearic acid.
  • Titanium Dioxide used as UV-filter examples are “Eusolex T2000”, sold by Merck, “SUNSIL Tin50”, sold by Impag, “Tioveil 50 FIN”, sold by Croda and “Parsol TX” sold by DSM, Examples for Zinc Oxide used as UV filter are “SUNZNO” sold by Impag, “ZinClear IM”, sold by Dow Chemicals and “Solaveil CZ-100", sold by Croda.
  • the inorganic UV screening agents which are more particularly preferred are chosen from Titanium Dioxide and Zinc Oxide.
  • the total amount of 2-hydroxy sulfobetaine of cinnamidoalkyl amine compound, in particular of Galaxy SunBeat, in the topical compositions according to the invention should be at least 0.1 wt % of the total weight of the composition.
  • the preferable range is from about 0.1 to about 20 wt %, in particular in the range of about 2 to 15 wt %, most particular in the range of about 4 to 10 wt %, with respect to the total weight of the topical composition.
  • the total amount of sunscreen agents in the topical compositions according to the invention is preferably selected in the range of about 0.1 to 25 wt %, in particular in the range of about 2 to 20 wt %, with respect to the total weight of the topical composition.
  • compositions of the present invention comprise a carrier, or vehicle, suitable for application to human skin.
  • carriers are well-known to one of ordinary skill in the art, and can include one or more compatible liquid or solid filler diluents or vehicles which are suitable for application to human skin.
  • Carrier and its components are suitable for use in contact with human skin without undue toxicity, incompatibility, instability, allergic response, and the like within the scope of sound medical or formulator's judgment.
  • the carrier may comprise one or more active or inactive materials, including but not limited to optional components described below.
  • the carrier comprises the balance of the composition.
  • the compositions of the present invention preferably comprise from about 74% to about 99.7%, more preferably from about 79% to about 99%, carrier by weight of the composition.
  • the carrier can be formulated in a number of ways, including but not limited to emulsions (in emulsion technology, a composition comprising a "dispersed phase” and a “continuous phase;” the dispersed phase existing as small particles or droplets that are suspended in and surrounded by a continuous phase).
  • emulsions in emulsion technology, a composition comprising a "dispersed phase” and a “continuous phase;” the dispersed phase existing as small particles or droplets that are suspended in and surrounded by a continuous phase).
  • compositions of the present invention can be formulated into a wide variety of product types, including creams, lotions, milks, mousses, gels, oils, tonics, sticks, and sprays.
  • the compositions of the present invention may contain a variety of other ingredients such as are conventionally used in a given product type provided that they do not unacceptably alter the benefits of the invention.
  • ingredients classes include: abrasives, absorbents, aesthetic components such as fragrances, pigments, colorings/colorants, essential oils, skin sensates, astringents, etc., anti-acne agents, anti-aging agents, anti-caking agents, antifoaming agents, additional antimicrobial agents, antioxidants, binders, biological additives, buffering agents, bulking agents, chelating agents, chemical additives, colorants, cosmetic astringents, cosmetic biocides, denaturants, drug astringents, external analgesics, film formers or materials, humectants, opacifying agents, pH adjusters, propellants, reducing agents, sequestrants, skin bleaching agents, skin-conditioning agents, skin soothing and/or healing agents, skin treating agents including agents for preventing, retarding, arresting, and/or reversing skin wrinkles (e.g., alpha-hydroxy acids such as lactic acid and glycolic acid and beta-hydroxy acids such as salicylic acid), thicken,
  • tocopherol tocopherol acetate, beta carotene, retinoic acid, retinol, retinoids, retinyl palmitate, niacin, niacinamide, and the like).
  • Such and other cosmetic ingredients commonly used in the personal care industry which are suitable for use in the compositions of the present invention are e.g. described in the PCPC Cosmetic Ingredient Dictionary & Handbook, 13th Edition (2010) without being limited thereto.
  • the sunscreen composition of the present invention provides strong protection against both UV-B and UV-A rays.
  • SPF Stress-burn Protection Factor
  • SPF is an in-vivo method used to measure the protection against sunburn. The higher the SPF, the better is the protection from UV-B radiation.
  • UV-A protection the most common test methods used are the in-vivo PPD test for US sunscreens, the in-vitro critical wavelength method (CW), which is the basis for the labeling of the UVA-protection level in the EU
  • Intensity of protection from UV radiation also depends upon the amount of sunscreen filters used in the formulation. SPF of the formulation can be enhanced if the amount of sunscreen filter(s) in the formulation is increased.
  • the incorporation of 2-hydroxy sulfobetaine of cinnamidoalkyl amine compound at a high level of upto 20% by weight helps to formulate high SPF sunscreen products than using Phenylbenzimidazole Sulfonic Acid
  • sunscreen/cosmetic/dermatological products are representative of the present invention.
  • Example 1 was formulated using Octocrylene and Avobenzone
  • Example 2 was formulated using Galaxy SunBeat alongwith Octocrylene and Avobenzone
  • Example 3 using Phenylbenzimidazole Sulfonic Acid alongwith Octocrylene and Avobenzone
  • Example 4 was formulated using Gal SORB OMC (Ethylhexyl Methoxycinnamate) along with Octocrylene and Avobenzone.
  • the resulting sunscreen creams were tested for UVA PF, Critical wavelength (CW), on Optometries SPF meter (Model 290 S equipped with Xenon lamp).
  • a Transpore tape (Ready to use VITRO substrate provided by Optometries, USA), IN VITRO skin substrate was used for testing the sunscreen formulations.
  • sunscreen cream was drawn in a syringe and applied on Transpore tape (stretched on sample holder) in the form of very small dots. The amount of test sample utilized was sufficient to
  • the sunscreen test sample was uniformly spread over a 50 cm 2 area, with a finger cot on. The dots were spread out into as uniform a thickness as possible by spreading alternatively vertically and horizontally. The slide so prepared was allowed to dry for 20 minutes. 5 slides were measured per sample. To measure SPF and other parameters, SPF meter equipped with automatic x-y stage and software calculated all the parameters as an average of 12 scans/runs per slides.
  • composition containing AVB and OCN gives better UV-A protection in combination with SunBeat than in combination with PBSA and/or OMC
  • Cyclomethicone 4.0% 2.0% 3-(N-p-methoxy cinnamidopropyl. N,N- 3.0% 2.0% dimethyl animonium)-2-hydroxy propane- 1-sulphonate (SunBeat)

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EP11746609.4A 2010-06-17 2011-06-17 Breitspektrum-sonnenschutzzusammensetzung aus 2-hydroxy-sulfobetain aus cinnamidoalkyl-amin Withdrawn EP2582350A2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN2917MU2010 2010-06-17
PCT/IB2011/001371 WO2012001474A2 (en) 2010-06-17 2011-06-17 Broad, spectrum sunscreen composition comprising 2-hydroxy sulfobetaine of cinnamidoalkyl amine

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EP2582350A2 true EP2582350A2 (de) 2013-04-24

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EP11746609.4A Withdrawn EP2582350A2 (de) 2010-06-17 2011-06-17 Breitspektrum-sonnenschutzzusammensetzung aus 2-hydroxy-sulfobetain aus cinnamidoalkyl-amin

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EP (1) EP2582350A2 (de)

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2012001474A2 *

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