MXPA00005943A - Anhydrous ultraviolet light screening composition containing octocrylene - Google Patents

Abstract

The invention relates to anhydrous compositions that are useful as UV-light screens for mammalian skin. Such compositions comprise octocrylene, octyldodecyl neopentanoate, and a C1-C4 alcohol vehicle. The invention also relates to methods of inhibiting or preventing UV light-induced skin damage by administering an effective amount of such a composition to the skin of a mammal in need of such inhibition or protection.

Description

ULTRAVIOLET ANHYDRIDE RAY FILTERS WITH A HIGH SOLAR PROTECTION FACTOR BACKGROUND OF THE INVENTION This invention relates to novel anhydrous compositions, which are useful as filters for ultraviolet (UV) rays for the skin of mammals. This invention also relates to methods of inhibiting or preventing skin damage caused by UV rays by administering an effective amount of novel compositions to the skin of a mammal that requires such inhibition or protection. The E.U.A. No. 5,445,815 and 5,676,934, both issued to Siegfried, refer to dust-based UV filters.

The powders comprise particles that are separated from each other at a certain distance. When applied to a surface, such as the skin of a mammal, said powders do not form a uniform layer. These powders often comprise particles of non-uniform size, which aggravate this problem. Accordingly, dust-based UV filters are less efficient than UV filters that form uniform layers when applied to a surface and, therefore, provide relatively lower sun protection factor ("SPF") values. when applied to the skin In addition, dusts frequently impart a non-pleasing, cretaceous texture to a surface. When applied to the skin, especially when the user is exposed to sunlight, the powders absorb perspiration and become "pasty", and cause an unpleasant sensation on the skin. Additionally, the powders are easily removed from the skin with bathing or washing, also removing any UV filter contained in said powder. The patent E.U.A. No. 5,204,090 issued to Han, refers to waterproof UV filter compositions comprising water insoluble ether solvents. The application to the skin of these types of ether-based formulations leaves a greasy film that is not only unpleasant to the touch, but also becomes "sticky", especially when mixed with perspiration, causing particles such as sand or dirt, adhere to the skin. Accordingly, it is an object of the present invention to provide UV filters that overcome the aforementioned disadvantages.

BRIEF DESCRIPTION OF THE INVENTION The present invention relates to anhydrous UV filter compositions comprising octocrylene, octyldodecyl neopentanoate, and a C1-C4 alcohol vehicle. Preferably, the alcohol vehicle of C -? - C4 comprises ethanol in an amount such that it is preferably at least about 95 percent by weight of the vehicle.

The present compositions may further comprise one or more fatty acid esters other than octyldodecyl neopentanoate. Preferably, the fatty acid ester is a benzyl ester of a C 12 -C 16 acid. Most preferably, one or more fatty acid esters is a mixture of benzyl laurate, benzyl myristate and benzyl palmitate which is sold by Alzo, Inc. under the trade name DERMOL B-246. The present compositions may further comprise acrylate / t-octylacrylamide copolymers. Preferably, the acrylate / t-octylacrylamide copolymers are those sold by National Starch and Chemical Co. under the tradename DERMACRYL 79. The present compositions may further comprise one or more UV-absorbing compounds other than octocrylene.

Preferably, the UV absorbing compound is 2-ethylhexyl p-methoxycinnamate. Most preferably, the UV absorbing compounds are 2-ethylhexyl p-methoxycinnamate and oxybenzone. The present compositions may further comprise one or more silicones. Preferably the silicone is cyclomethicone. The present compositions may further comprise one or more additional ingredients. The invention also relates to methods for inhibiting or preventing damage to the skin caused by UV rays, which comprises administering an effective amount of a composition herein, to the skin of a mammal that requires such inhibition or prevention.

The terms "alkyl" "alkenyl" and "alkynyl" include straight, branched, cyclic aryl carbon moieties. The term "anhydrous" as used herein, unless otherwise indicated, means that it contains less than about 1 percent, by weight, of water, preferably less than about 0.5 percent by weight. weight, of water. The term "(meth) acrylic acid", as used herein, unless otherwise indicated, means methacrylic acid or acrylic acid. The phrase "pharmaceutically or cosmetically acceptable salt (s)", as used herein, unless otherwise indicated, includes salts of acidic or basic groups which may be present in compounds used in the present compositions. The compounds included in the present compositions that are basic in nature, have the ability to form a wide variety of salts with various inorganic and organic acids. Acids which can be used to prepare pharmaceutically or cosmetically acceptable acid addition salts of said basic compounds are those which form non-toxic acid addition salts, ie, salts containing pharmacologically acceptable anions, such as hydrochloride, hydrobromide, hydroiodide salts , nitrate, sulfate, bisulfate, phosphate, acid phosphate, isonicotinate, acetate, lactate, salicylate, citrate, acid citrate, tartrate, oleate, tannate, pantothenate, bitartrate, ascorbate, succinate, maleate, gentisinate, fumarate, gluconate, glucaronate, saccharate, formate, benzoate, glutamate, methanesulfonate, ethanesulfonate, benzenesulfonate, p-toluenesulfonate, and pamoate (i.e., 1,1-methylene-bis- (2-hydroxy-3-naphthoate)). The compounds included in the present compositions comprising an amino moiety can form pharmaceutically or cosmetically acceptable salts with several amino acids in addition to the acids mentioned above. The compounds, included in the present compositions, which are acidic in nature, have the ability to form base salts with various pharmacologically or cosmetically acceptable cations. Examples of such salts include alkali metal or alkaline earth metal salts and particularly, calcium, magnesium, sodium and potassium salts. The phrase "pharmaceutically acceptable cosmetically acceptable ester (s)", as used herein, unless otherwise indicated, includes esters of acetate, succinate, palmitate, propionate, oleate, orotate, benzoate, p-aminobenzoate, p-nitro benzoate, linoleate, nicotinate, 2-ethylhexanoate, and sorbate. The term "sprayable" as used herein, unless otherwise indicated, means that it is available in atomized form. Certain compounds of the present compositions may have asymmetric centers and therefore exist in different enantiomeric and diastereomeric forms. This invention relates to the use of all optical isomers and stereoisomers of said compounds, and mixtures thereof, and to all pharmaceutical compositions and methods of treatment which may be employed or which may contain them. The present invention can be understood more broadly by reference to the detailed description and illustrative examples whose intent is to exemplify the non-limiting embodiments of the invention.

DETAILED DESCRIPTION OF THE INVENTION The present anhydrous compositions comprise octocrylene, octyldodecyl neopentanoate, and CrC4 alcohol vehicle. Octocrylene, whose chemical name is 2-ethylhexyl-2-cyano-3,3-diphenyl-2-propenoate, can be synthesized with conventional organic or commercially purchased chemical means from, for example, Haarman & Reimer Corp. (Springfield, New Jersey) under the trade name NEO HELIOPAN 303 or BASF Corp. (Mount Olive, New Jersey), under the trade name UVINUL N-539-SG. Octocrylene is present in these compositions in an amount effective to provide UV filtering when mixed with octyldodecyl neopentanoate. Said effective amount of octocrylene is from about 1 to about 15 weight percent, preferably from about 1 to about 5 weight percent, of the present compositions. Octyldodecyl neopentanoate, also known as neopentanoate isoaraquidil (see US Patent No. 5,1 16,604 to Fogel et al.) May be prepared by condensing the alcohol with isoaraquidílico neopentanoic acid, or preferably, commercially available from Bernel Chemical Co. (Englewood, New Jersey) under the trade name of ELEFAC 1-205. Octyldodecyl neopentanoate is present in these compositions in an amount effective to improve the UV light filtering capacity of octocrylene. Said effective amount of octyldodecyl neopentanoate is from about 1 to about 50 weight percent, preferably from about 5 to about 25 weight percent of the present compositions. The C1-C4 alcohol vehicle solvates octocrylene, octyldodecyl neopentanoate, and other optional ingredients. The C1-C4 alcohol used as carrier is an anhydrous alkanol or anhydrous alkane mixture of 1-4 carbon atoms, including methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, sec-butanol, t-butanol , and mixtures thereof. Preferably, the C? -C alcohol carrier comprises ethanol, preferably in an amount of at least 95 percent by weight. Most preferably, the C1-C4 alcohol carrier is a mixture of ethanol and isopropanol, wherein the isopropanol is present in an amount of about 5 percent or less by weight of the mixture. Said mixture can be purchased from Pharmco Products, Inc. (Brookfield, Connecticut) under the tradename ALCOHOL SDA 3-C, which is a mixture of about 95 weight percent ethanol and about 5 weight percent isopropanol . Without being limiting by any particular theory, applicants consider that by virtue of the low molecular weight and the high vapor pressure of the C1-C4 alcohol (s), the C1-C4 alcohol vehicle is easily evaporated from the skin of a mammal when applied to it, which results in a uniform deposition of octocrylene and octyldodecyl neopentanoate. The amount of alcohol vehicle 14 ranges from about 10 to about 90 weight percent, preferably from about 25 to about 75 weight percent, of the present compositions. The present compositions may further comprise one or more fatty acid esters other than octyldodecyl neopentanoate. Without being limiting by any particular theory, applicants believe that the incorporation of an ester of fatty acid octyldodecyl different rieopentanoato helps solvate the octocrylene, functions as an emollient, and / or improves substantivity to skin octocrylene. Suitable fatty acid esters are C 1 -C 2 alkyl, C 2 -C 2 alkenyl or C 2 -C 20 alkynyl esters or C 2 -C 20 carboxylate. The alkyl groups CrC20 suitable include methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, t-butyl, n-pentyl, iso-pentyl, sec-pentyl, neopentyl, n-hexyl, iso-hexyl, sec-hexyl, phenyl, benzyl, n-heptyl, iso-heptyl, sec-heptyl, n-octyl, isooctyl, sec-octyl, 2-ethylhexyl, t-octyl, nonyl, n-decyl, isodecyl, sec-decyl, n-undecyl, iso-undecyl, sec-undecyl, n-dodecyl, iso-dodecyl, sec-dodecyl, octyldodecyl, n-tridecyl, iso-tridecyl, sec-tridecyl, n- tretadecilo, iso-tetradecyl, sec-tretadecilo, n-pentadecyl, whoa-pentadecyl, sec-pentadecyl, n-hexadeciio, iso-hexadecyl, sec-hexadecyl, n-heptadecyl, iso-heptadecyl, sec-heptadecyl, n-octadecyl , iso-octadecyl, sec-octadecyl, n-nonadecyl, iso-nonadecyl, sec-nonadecyl, n-eicosyl, iso-eicosyl, and sec-eicosyl. The C2-C20 alkenyl groups include oleyl, linoleyl and linolenyl. C2-C20 alkynyl groups include 2-propynyl, 3-butynyl, 4-pentynyl, 1, 1-dimethylpropynyl,? -hexinyl, propargyl, 2-netyl-4-pentynyl,? -undecinyl, alkynylphenyl and 3-dodecynyl. The C2-C2o carboxylate groups include butanoate, pentanoate, 2-methylpentanoate, 3-methylpentanoate, neopentanoate, 2,2-dimethylpropanoate, hexanoate, 2-methylhexanoate, 3-methylhexanoate, 4-methylhexanoate, 2-ethylbutanoate, 2.2 -dimethylbutanoate, benzoate, heptanoate, 2-methylheptanoate, 3-methylheptanoate, 4-methylheptanoate, 2-ethylhexanoate, octanoate, 2-methyloctanoate, 3-methyloctanoate, 4-methyloactanoate, nonanoate, 2-methylnonanoate, 3-methylnonanoate, 4-methylnonanoate , 5-methylnonanoate, 3,3,5-trimethylhexanoate, decanoate, 2-methyldecanoate, 3-methyl decanedioate, 4-methyl decanedioate, 5-methyl decanedioate, undecanoate, dodecanoate, dineopentylacetate, methyl-t-butylneopentylacetate, tridecanoate, tetradecanoate, pentadecanoate, pentadecanoate , hexadecanoate, heptadecanoate, octadecanoate, 16-methylheptadecanoate, hydrosistearate, oleate, linolenate, linolenate, nonadecanoate and eicosate. Preferably, one or more fatty acid esters other than octyldodecyl neopentanoate is tridecyl neopentanoate, isotridecyl isononanoate, isodecyl neopentanoate, isodecyl hydroxystearate, isodecyl laurate, isodecyl myristate, isodecyl oleate, isodecyl palmitate, decyl oleate, isocetyl palmitate, isohexadecyl isodecanoate, dodecyl benzoate, tridecyl benzoate, tetradecyl benzoate, pentadecyl benzoate, hexadecyl benzoate, benzyl neopentanoate, benzyl laurate, benzyl myristate and benzyl palmitate, or mixtures thereof. Most preferably, one or more fatty acid esters is a benzyl ester of C12-C16 acid, most preferably, a mixture of benzyl laurate, benzyl myristate, and benzyl palmitate, commercially available from Alzo, Inc. (Matawan, New Jersey) and which are sold under the trade name DERMOL B-246. When included, one or more fatty acid esters other than octyldodecyl neopentanoate are present in an amount of from about 1 to about 50 weight percent, preferably from about 5 to about 25 weight percent, of the present compositions. The present compositions may further comprise acrylate / t-octylacrylamide copolymers. The acrylate / t-octylacrylamide copolymers form a film which, when included in the present compositions, incorporates octocrylene and octyldodecyl neopentanoate and increases the SPF values of the present compositions. The acrylate / t-octylacrylamide copolymers comprise repeating units of t-octylacrylamide and (meth) acrylic acid or a simple ester thereof and can be prepared by polymerization methods, known to those skilled in the art, for example, those described in the USA patent No. 5,736,125 to Morawsky et al., Which is incorporated herein by reference. Preferably, the acrylate / t-octylacrylamide copolymers comprise repeat (meth) acrylic acid; very preferably it has a density of about 3.95 g / l, a number average molecular weight of about 7500, a number average molecular weight of about 96,000, and a glass transition temperature of about 103 ° C. Most preferably, the acrylate / t-octylacrylamide copolymers is the product sold by National Starch and Chemical Co. under the tradename DERMACRYL 79. When included, the acrylate / t / octylacrylamide copolymers are present in an amount of about 0.1 to about 10 weight percent, preferably about 1 to about 5 weight percent, of the present compositions. The present compositions may further comprise one or more UV-absorbing compounds other than octocrylene. The incoforation of one or more UV absorbing compounds in the present compositions helps to increase their SPF values. Useful UV-absorbing compounds include p-aminobenzoic acid, p-dimethylaminobenzoic acid; anthranilate; o-aminobenzoates; salicylates; cinnamic acid derivatives such as a-phenyl cinnamonitrile, 2-ethylhexyl p-methoxycinnamate and butyl cinnamoyl pyruvate; dihydroxy cinnamic acid derivatives such as umbelliferone, methylumbelliferone and trihydroxycinnamic methylacetoumbeliferon derivatives; acid derivatives such as esculetin, methylesculetin, daphnetin and glycosides esculin and harmful; hydrocarbons such as diphenylbutadiene and stilbene; dibenzalacetone benzalacetophenone, naphtholsulfonates, such as 2-naphthol-3,6-disulfonic acids and 2-naphthol-6,8-disulfonic acids; dihydroxynaphthoic acids; o- and p-hydroxybiphenyldisulfonates; coumarin derivatives such as 7-hydroxy-, 7-methyl- and 3-phenyl-coumarin; diazoles such as 2-acetyl-3-bromoindazole, phenylbenzoxazole, methylnaphthoxaxole and various aryl benzothiazoles; quinine; quinoline derivatives such as 8-hydroxyquinoline and 2-phenylquinoline; hydroxy- or methoxy-substituted benophenones; uric and viluric acids; tannic acids and their derivatives (for example, hexaethyl ether); butylcarbityl ether) (6-propyl-piperonyl); hydroquinone; benzophenones such as oxybenzone; sulisobenzone, dioxybenzone, 2 > 2 \ 4.4, -tetrahydroxybenzophenone, 2,2'-dihydroxy-4-4'-dimethoxybenzophenone, and octabenzone; benzoresorcinol 4-isopropyldibenzolimetane; Butylmethoxydibenzoylmethane; ethacrylene and 4-isopropyl-di-benzoylmethane, pharmaceutically or cosmetically acceptable salts thereof; and esters thereof including methyl, ethyl, methyl, phenyl, benzyl, phenylethyl, linalinic, terpinyl, cyclohexenyl, isopropyl, isobutyl, 2-ethylhexyl, amyl, glyceryl esters and dipropylene glycol esters. Particularly useful are 2-etiihexyl p-methoxycinnamate, oxybenzone, 4,4'-t-butylmethoxydibenzoylmethane, 2-hydroxy-4-methoxybenzophenone, octyldimethyl p-aminobenzoic acid, diagaloyltrioleate, 2,2-dihydroxy-4-methoxybenzophenone, ethyl-4 - [bis (hydroxypropyl) aminobenzoate, 2-ethylhexyl-2-cyano-2,3-diphenylacrylate, 2-ethylhexyl salicylate, glyceryl p-aminobenzoate, 3,3,5-trimethylcyclohexyl-salicylate, methylanthranilate, p-dimethylaminobenzoic acid or aminobenzoate, 2-ethylhexyl p-dimethylaminobenzoate, phenylbenzimidazole-5-sulfonic acid, (p-dimethylaminophenyl) -5-sulfonic acid-benzoxazoic acid and mixtures of these compounds Preferably, the UV-absorbing compound is 2-ethylhexyl p-methoxycinnamate. , the UV absorbing compounds are 2-ethylhexyl p-methoxycinnamate and oxybenzone.When included, one or more UV absorbing compounds other than octocrylene are present in an amount of from about 1 to about 20 percent by weight. so, preferably from about 1 to about 10 weight percent, of the present compositions. The present compositions may further comprise 1 or more silicones. The presence of a silicone can increase the waterproof ability and the substantivity of the skin to the present compositions. Useful silicones include cyclomethicone, Cyclopentasiloxane cyclotetrasiloxane, cyclohexasiloxane, a polydimethylsiloxane, one alkyldimethicone a polyphenylmethylsiloxane such as phenyl dimethicone 15 or phenyltrimethicone, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, hexamethyldisiloxane, dimethicone copolyol, dimethylpolysiloxane, diethylpolysiloxane, a polysiloxane of C1-C3 mixing and phenyl dimethicone. Such silicones are commercially available from Dow Corning Corp. (Midland, Michigan). Preferably, the silicone is cyclomethicone, most preferably, cyclomethicone which is sold by Dow Corning Corp. under the tradename of DOW CORNING 344 FLUID. When included, one or more silicones are present in an amount of from about 5 to about 50 percent, preferably from about 10 to about 35 percent by weight of the present compositions. The present compositions may further comprise one or more additional ingredients. For example, the present compositions may comprise one or more preservatives, such as alkyl paraben, hydroxyquinone, citric acid, butylated hydroxytoluene, and butylated hydroxyanisole. Preferably, one or more preservatives is a mixture of isopropylparaben, isotubylparaben, and butylparaben sold by ISP Sutton Laboratories (Chatham, New Jersey) under the trade name LIQUAPAR OIL. When included, one or more preservatives are present in an amount of from about 0.01 to about 0.5 weight percent of the present compositions. The present compositions may also comprise one or more naturally occurring compounds such as candelilla wax, a-bisabolol extract, aloe vera, aloe barbadensis extract, eucalyptus eucalyptus globulus extract, guava extract, Matricaria extract, cocoa extract , palm kernel oil, lanolin, Manjistha extract, and Guggal extract. When included, one or more naturally occurring compounds are present in an amount of about 0.01 to about 0.5 weight percent of the present compositions. A useful composition containing the octylpalmitate extract, aloe barbadensis extract, eucalyptus eucalyptus globulus extract, guava extract, feverfew extract, cocoa extract, palm kernel oil and lanolin is marketed by Active Organics (Van Nuys, California ) under the trade name of ACTIPLEX 336 LIPO OP. The present compositions may comprise one or more vitamins including retinol (Vitamin A), dehydroretinol (Vitamin A2), cyanocobalamin (Vitamin B-?), Calciferol (Vitamin D2), 1: 1 lumisterol? itamine D2 (Vitamin Di), cholecalciferol (Vitamin D3), 22,23-dihydroergocalciferol (Vitamin D4), tocopherol (Vitamin E), 3-phyllidimenadione (Vitamin Ki), menaquinones (Vitamins K2), 1-hydroxy-2-methyl -4-aminonaphthalene (Vitamin K5), 1,4-diamino-2-methylnaphthalene (Vitamin K6), 1-amino-2-methyl-4-naphthol (Vitamin K7), S- (2-methyl-1) , 4-naphthoquinonyl-3 -) - ß-mercaptopropionic acid (Vitamin KS (ll)), tetrahydro-3,4-dihydroxy-5-methylmercaptomethyl) -2-furyl) adenine (Vitamins L), tegotin (Vitamin T); Methylmethioninsulfonium chloride (Vitamin U), a pharmaceutically or cosmetically acceptable salt thereof, and a pharmaceutically or cosmetically acceptable ester thereof. Preferably, the vitamins are tocopherol acetate, most preferably, tocopherol acetate sold by Hoffman-LaRoche (Nutley, New Jersey); and vitamin A palmitate, most preferably vitamin A palmitate sold by BASF Corp. (Mount Olive, New Jersey). When included, one or more vitamins are present in an amount of about 0.01 about 0.5 weight percent of the present composition. The present compositions may additionally comprise one or more perfumes or fragrances. A useful fragrance is sold by Firmenich Inc. (Princeton, New Jersey) under the trade name of FRAGANCE 49.073 / T. When included, one or more perfumes or fragrances are present in an amount from about 0.1 to about 1 weight percent of the present compositions. The present compositions may further comprise dihydroxyacetone ("DHA") either in its monomeric or dimeric form, or as a mixture of monomeric and dimeric forms. DHA can be used as an artificial bronzing agent. When present, the dihydroxy-acetone is included in an amount from about 0.1 to about 20 weight percent of the present compositions. The present compositions may comprise additional ingredients including abrasives, absorbers, anti-acne agents, cake antiforming agents, antifoaming agents, antimicrobial agents, antioxidants, binders, biological additives, pH regulating agents, bulking agents, chelating agents, chemical additives, dyes, cosmetic astringents, cosmetic biocides, denaturants, drug astringents, emulsion stabilizers, external analgesics, film formers, fragrance components, humectants, opacifying agents, propellants, reducing agents, skin whitening agents, skin conditioning agents (emollients) , humectants, various, and occlusives), skin protectants, surfactants (cleaning agents, emulsifying agents, foam boosters, hydrotropes, solubilizing agents, suspending agents and nonionic surfactants), viscosity reducing agents and agents viscosity increasers. In a preferred embodiment, the present compositions comprise a) octocrylene, in an amount of from about 1 to about 15 weight percent; b) octyldodecyl neopentanoate, in an amount of from about 1 to about 50 weight percent; c) a C1-C4 alcohol vehicle in an amount of from about 10 to about 90 weight percent; d) one or more fatty acid esters other than octyldodecyl neopentanoate, one or more fatty acid esters in an amount of from about 1 to about 50 weight percent; e) an acrylate / t-octylacrylamide copolymer, in an amount of from about 0.1 to about 10 weight percent; f) one or more UV-absorbing compounds other than octocrylene, one or more UV-absorbing compounds present in an amount of from about 1 to about 20 weight percent; and g) one or more silicones, in an amount of from about 5 to about 50 weight percent of the present compositions. In a more preferred embodiment, the present compositions comprise: a) octocrylene, in an amount of from about 1 to about 5 weight percent; b) octyldodecyl neopentanoate in an amount of from about 5 to about 25 weight percent; c) an alcohol carrier of ^ -04, in an amount of from about 25 to about 75 weight percent; d) one or more fatty acid esters other than octyldodecyl neopentanoate, one or more fatty acid esters in an amount of about 5 to about 25 weight percent; e) an acrylate / t-octylacrylamide copolymer, in an amount of about 1 to about 5 weight percent; f) one or more UV-absorbing compounds other than octocrylene, one or more UV-absorbing compounds present in an amount of about 1 to about 10 weight percent; and g) one or more silicones, in an amount of about 10 to about 35 weight percent, of the present compositions. In a still more preferred embodiment, the C1-C4 alcohol vehicle comprises ethanol, one or more fatty acid esters other than octyldodecyl neopentanoate which is DERMOL B246, the acrylate / t-octylacrylamide copolymer is DERMACRYL 79, one or more compounds UV absorbers other than octocrylene is 2-ethylhexyl p-methoxycinnamate, and the silicone is cyclomethicone. In a more preferred embodiment, the C-α-C alcohol vehicle comprises ethanol, one or more other fatty acid esters of octyldodecyl neopentanoate is DERMOL B-246, the acrylate / t-octylacrylamide copolymer is DERMACRYL 79, one or more UV absorbent compounds other than octocrylene is 2-ethylhexyl p-methoxycinnamate and oxybenzone, and silicone is cyclomethicone. The present compositions can be prepared by mixing their components in no particular order. However, when the present compositions comprise an acrylate / t-octylacrylamide copolymer or a silicone, the acrylate / t-octylacrylamide or silicone copolymer is preferably added to the C1-C4 alcohol carrier before adding other components. In this case the acrylic / t-octylacrylamide or silicone copolymer is slowly added to the C1-C4 alcohol carrier at a temperature close to room temperature at about 40 ° C, preferably around room temperature, and mixed at the temperature of addition for 5 minutes to about 1 hour, preferably about 15 minutes to about 45 minutes, or until a clear solution is obtained. When the present compositions comprise both the acrylate / t-octylacrylamide copolymer and a silicone, the acrylates / t-octylacrylamide copolymer is preferably added to the C1-C4 alcohol carrier before adding the silicone, which is added after a clear solution of acrylate / t-octylacrylamide copolymers and a C? -C alcohol vehicle is obtained. Octyldodecyl neopentanoate is added to the C-α-C4 alcohol vehicle or the vehicle solution of the C-C4 alcohol of acrylate / t-octylacrylamide copolymers and / or silicone as described above for the addition of the acrylate copolymer. t-octylacrylamide and / or silicone. When the present compositions comprise one or more fatty acid esters other than octyldodecyl neopentanoate, it is preferable that a mixture of octyldodecyl neopentanoate and the fatty acid ester (s) be added to the C1-C4 alcohol vehicle. or to the C? -C4 alcohol vehicle solution of the acrylate / t-octylacrylamide copolymer and / or silicone as described above.

Then, octocrylene, as described above for the addition of acrylates / t-octylacrylamide copolymer and / or silicone, is added to the octyldodecyl mneopentanoate C1-C4 alcohol vehicle solution, optionally containing acrylate copolymers / t- octylacrylamide containing copolymers of acrylates / octylacrylamide, silicone, and / or fatty acid ester (s). When the present compositions comprise one or more UV-absorbing compounds other than octocrylene, it is preferable that a mixture of octocrylene and one or more UV-absorbing compounds is added, as described above for the addition of acrylate copolymers / t- ocilacrylamide and / or silicone, to the solution of C1-C4 alcohol vehicle of octyldodecyl neopentanoate. When the present compositions comprise one or more additional ingredients, each additional ingredient can be added separately to the solution of C1-C4 alcohol vehicle of octyldodecyl neopentanoate and octocrylene, or preferably, as a mixture to additional ingredients. In either case, one or more additional ingredients are added to the C1-C4 alcohol vehicle solution of octyldodecyl neopentanoate and octocrylene as described above for the addition of acrylate / t-octylacrylamide copolymer and / or silicone. The invention further relates to a method for inhibiting or preventing UV-induced skin damage comprising administering an effective amount of a composition present to the skin of a mammal, eg, a human, a domestic pet, livestock, or other mammals that require such inhibition or prevention. The present compositions may be spread topically on the skin or may be rubbed on the skin to improve penetration. Preferably, the compositions of the invention are applied in an amount of from about 0.1 to about 100 milligrams per cm 2 of skin; most preferably, from about 1 to about 5 milligrams per cm 2 of skin. The compositions are applied before or during exposure to UV rays. For exposures to chronic UV rays, the present compositions are applied at least once a day, preferably up to 8 times per day. The compositions can be applied up to about 4 hours before exposure to UV rays, preferably up to about 2 hours before exposure to UV rays. By virtue of its C1-C4 alcohol vehicle, the present compositions have a viscosity that is sufficiently low to render them as sprayable, for example, in a pressurized or non-pressurized spray bottle. The non-pressurized spray bottle contains the present compositions in its fluid container and may comprise a pump mechanism and a meter tube connected to the pump mechanism extending within the liquid container. Here, the present compositions are supplied from the spray bottle when the pump mechanism acts. Alternatively, the non-pressurized spray bottle can be made of a resilient material such as rubber, plastic, or other suitable elastomer and comprises a spray mechanism or narrow orifice through which the present compositions can be delivered by exerting a pressure, preferably manual , on the non-pressurized spray bottle. Conventional pressurized spray bottles include aerosol spray containers comprising an air, hydrocarbon, or halogenated hydrocarbon propellant, a pressurized fluid dispenser as described in US Pat. No. 4, 964 540 to Katz which is incorporated herein by reference in its entirety; and, preferably, a continuous dispensing system sold by Exxel Corp. (Somerset, New Jersey) under the trade name ATMOS. The following examples further illustrate the compositions and methods of the present invention. It should be understood that the present invention is not limited to the specific details of the examples given below.

EXAMPLE 1 Composition A was prepared according to the following: 544.50 g of ALCOHOL SDA 3-C.200 Proof (Pharmco Products, Inc., Brookfield, Connecticut) was moderately stirred, in a clean, disinfected container, and mixed with free water, such as a glass beaker of 1 500-2,000 ml, to which 10.00 g of DERMACRYL 79 (National Starch and Chemical Co., Bridgewater, New Jersey) was added. The resulting mixture was mixed at room temperature (at about 22 ° C) for about 30 minutes; then 180.00 g of cyclomethicone (Dow Corning Corp., Midland, Michigan) was added. Stirring was maintained until a clear solution was obtained in about 5 minutes. A mixture of 100.00 g of ELEFAC 1-205 (Bernel Chemical Co., Inc., Englewood, New Jersey) and 100.00 g of DERMOL B-246 (Alzo Inc., Matawan, New Jersey) was added, and stirring was sustained of the resulting mixture until a clear solution was maintained in about 5 minutes. Subsequently, a mixture of 30.00 g of 2-ethylhexyl p-methoxycinnamate (Haarman &Reimer Corp., Springfield, New Jersey) and 20.00 g of octocrylene (Haarman &Reimer Corp., Springfield, New Jersey) and the mixture were added. The resulting mixture was allowed to mix until a clear solution was obtained in about 5-10 minutes. Subsequently, a mixture of 3.00 g of LIQUAPAR OIL (ISP Sutton Laboratories, Chatham, New Jersey), 1.00 g of racemic a-bisabolol (BASF Corp., Mount Olive, New Jersey), 3.00 g of tocopheryl acetate (Hoffman-LaRoche) , Inc., Nutley, New Jersey), 1.00 g of Vitamin A palmitate 1.7 Mio 1.U./g, not stabilized (BASF Corp., Mount Olive, New Jersey), 2.50 g of ACTIPLEX 336 LIPO OP (Active Organics , Van Nuys, California), and 5.00 g fragrance 49,073 / T (Firmenich, Inc., Princeton, New Jersey) was added, the resulting mixture was mixed for about thirty minutes.

EXAMPLE 2 Composition B was prepared as follows: 504.50 g of ALCOHOL SDA 3-C, 200 Proof (Pharmco Products, Inc., Brookfield, Connecticut) was stirred moderately in a clean, disinfected vessel and mixed with free water, such as a vessel of 1 500-2,000 ml glass precipitates to which 10.00 g of DERMACRYL 79 (National Starch and Chemical Co., Bridgewater, New Jersey) was added. The resulting mixture was mixed at room temperature for about 30 minutes. Subsequently, 180.00 g of cyclomethicone (Dow Corning Corp., Midland, Michigan) was added. Stirring was maintained until a clear solution was obtained in about 5 minutes. A mixture of 100.00 g of ELEFAC 1-205 (Bernel Chemical Co., Inc., Englewood, New Jersey) and 100.00 g of DERMOL B-246 (Alzo Inc., Matawan, New Jersey) was added and the agitation was sustained. the resulting mixture until a clear solution was maintained in about 5 minutes. Subsequently, a mixture of 50.00 g of 2-ethylhexyl p-methoxycinnamate (Haarman &Reimer Corp., Springfield, New Jersey), 10.00 g of oxybenzone (Haarman &Reimer Corp., Springfield, New Jersey) which was manually ground in smaller particles, and 30.00 g of octocrylene (Haarman &Reimer Corp., Springfield, New Jersey) was added and the resulting mixture allowed to mix until a clear solution, free of undissolved solids, was obtained in 30 minutes approximately. Subsequently, a mixture of 3.00 g of LIQUAPAR OIL (ISP Sutton Laboratories, Chatam, New Jersey), 1.00 of racemic a-bisabolol (BASF Corp., Mount Olive, New Jersey), 3.00 g of tocopheryl acetate (Hoffman- LaRoche, Inc., Nutley, New Jersey), 1.00 g of Vitamin A palmitate 1.7 Mb 1.U./g, not stabilized (BASF Corp., Mount Olive, New Jersey), 2.50 g of ACTIPLEX 336 LIPO OP (Active Organics, Van Nuys, California), and 5.00 g fragrance 49.0731T (Firmenich, Inc., Princeton, New Jersey) and the resulting mixture was mixed for about thirty minutes.

EXAMPLE 3 The SPF value of composition B was determined using the protocol described in U.S. Food and Drug Administration's Tentative Final Monograph, "Sunscreen Drug Products for Over-the-Counter Human Drugs" (Federal Register, Vol. 58, No. 90, pp.28194-28302, 1993) (the "TFM"). More than 20 subjects were evaluated to determine the minimum values of erythema dose ("MED") for the unprotected skin and for the skin protected with composition B. A series of 1 cm2 sites of unprotected skin of each was exposed. back of said subjects, with different doses of radiation produced by a Xenon Are solar simulator of 150 watts (radiation from 290 nm to 700 nm) and measured using a UV / Sunstroke Dose Controller System, model DCS-1 . The varied dose of radiation was administered in a geometric series of programmed intervals, where each exposure time interval was 25 percent longer than the previous time. Reactions to radiation exposure were recorded according to the following scale: 0 = no reaction - no erythema 0.5 = very superficial reaction - superficial erythema - at least percent of the exposure site, very weak but definitely pink. 1 = light reaction - minimal macular erythema, weak but definitely pink, usually the entire site of exposure. 2 = moderate reaction - moderate macular erythema, definite redness, sunburn; possible edema. 3 = strong to severe reaction - intense redness, sunburn; probable edema, possible spread. The lower energy dose that produced redness reaching the edges of the exposure site was determined and presented at 22 to 24 hours after exposure, according to the minimum dose value of MED erythema ("MED (US)") inherent to each person. Composition B and an 8 percent homosalate standard were manually and evenly spread with a glass rod over various 50 cm2 areas on the back of each individual at a dose of 2 mg / cm2. A series of radiation doses were administered to the protected skin and the MED values were determined in terms of the smallest energy dose that produced the redness reaching the edges of the exposure site and occurring 22 to 24 hours after the exposure , for the skin protected by composition B ("MED (PS)"). The SPF value of composition B was obtained when calculating the ratio of MED (PS) / MED (US). The average SPF value and the standard deviation (s) were calculated using data from the subjects. The FPS value obtained for composition B was 8.

EXAMPLE 4 The SPF value of composition A is evaluated according to the protocol of example # 3, above, as used for composition B. The SPF value of composition A will be 4.

EXAMPLE 5 The water resistance of composition B was determined using the protocol described in TFM. Composition B was administered to more than 20 subjects as described in Example 3 and submerged at 4-20 minutes with a 20 minute rest between each immersion period, in a fresh water pool maintained at 23-32. ° C. The SPF value of the composition B that remained in the subjects after the immersion was determined according to the foregoing, and compared with that obtained before the immersion as described in example 3. The SPF value of the composition B that remained in the subjects after immersion was comparable to that obtained before immersion, demonstrating that composition B is "very water resistant" as defined in TFM.

EXAMPLE 6 The water resistance of composition A was evaluated according to the protocol of example 5 above, as used for composition B. Composition A will be "very water resistant" as defined in TFM. The present invention should not be limited in scope by its specific embodiments described in the examples, which are intended to be illustrative of some aspects of the invention and any of the embodiments that are functionally equivalent and are within the scope of this invention. In fact, various modifications of the invention, in addition to those shown and described herein, will be apparent to those skilled in the art and are intended to be adapted in the appended claims. All references described herein are incorporated by reference in their entirety.

Claims (10)

NOVELTY OF THE INVENTION CLAIMS

1. A filter composition for anhydrous ultraviolet rays, comprising octocrylene, octyldodecyl neopentanoate and C1-C4 alcohol vehicle.

2. The composition according to claim 1, further characterized in that the octocrylene is present in an amount of about 1 to about 15 percent by weight of the composition.

3. The composition according to claim 1, further characterized in that the octyldodecyl neopentanoate is present in an amount of about 1 to about 50 percent by weight of the composition.

4. The composition according to claim 1, further characterized in that the C-C4 alcohol vehicle is present in an amount of from about 10 to about 90 percent by weight of the composition.

5. The composition according to claim 1, further characterized in that the C1-C4 alcohol vehicle comprises ethanol.

6. The composition according to claim 1, further comprising one or more fatty acid esters other than octyldodecyl neopentanoate, one or more fatty acid esters present in an amount of from about 1 to about 50 percent by weight of the composition.

7. The composition according to claim 6, further characterized in that the fatty acid ester is a benzyl ester of a C12-C16 carboxylic acid.

8. The composition according to claim 6, further characterized in that one or more fatty acid esters is DERMOL B-246.

9. The composition according to claim 1, further comprising a copolymer of acrylates / t-octyl acrylamide in an amount of from about 0.1 to about 10 weight percent of the composition.

10. The composition according to claim 9, further characterized in that the acrylates / octylacrylamide copolymer is DERMACRIL 79. 1. The composition according to claim 1, further comprising one or more U.V. different from octocrylene, one or more U.V. present in an amount of from about 1 to about 20 weight percent of the composition. 12. The composition according to claim 1, further characterized in that the U.V. it is 2-ethylhexyl p-methoxycinnamate. 13. The composition according to claim 1, further characterized in that the U.V. they are 2-ethylhexyl p-methoxycinnamate and oxybenzone. 14. The composition according to claim 1, further comprising one or more silicones present in an amount of from about 5 to about 50 weight percent of the composition. 15. The composition according to claim 14, further characterized in that the silicone is cyclomethicone. 16. A filter composition for anhydrous ultraviolet rays, comprising: a) octocrylene present in an amount of from about 1 to about 15 weight percent of the composition; b) octyldodecyl neopentanoate present in an amount of from about 1 to about 50 weight percent of the composition; c) a C-1-C4 alcohol vehicle present in an amount of from about 10 to about 50 weight percent of the composition, d) one or more other fatty acid esters of octyldodecyl neopentanoate, one plus acid esters fatty acids present in an amount of from about 1 to about 50 weight percent of the composition; e) an acrylate / t-octylacrylamide copolymer present in an amount of from about 0.1 to about 10 weight percent of the composition; f) one or more U.V. different from octocrylene, one or more U.V. present in an amount of from about 1 to about 20 weight percent of the composition: and g) one or more silicones present in an amount of from about 5 to about 50 weight percent of the composition. 17. A filter composition for anhydrous ultraviolet rays, comprising: a) octocrylene present in an amount of from about 1 to about 15 weight percent of the composition; b) octyldodecyl neopentanoate present in an amount of from about 1 to about 50 weight percent of the composition; c) ALCOHOL SDA 3-C present in an amount of from about 10 to about 90 weight percent of the composition; d) DERMOL B-246 present in an amount of from about 1 to about 50 weight percent of the composition; e) DERMACRIL 79 present in an amount of from about 0.1 to about 10 weight percent of the composition; f) 2-ethylhexyl p-methoxycinnamate present in an amount of from about 1 to about 20 weight percent of the composition; g) cyclomethicone present in an amount of from about 5 to about 50 weight percent of the composition; 18.- A method to inhibit or prevent skin damage caused by U.V. rays. which comprises administering to the skin of a mammal requiring such inhibition or prevention, an effective amount of the composition of claim 1. 19. The method according to claim 18, further characterized in that: a) the octocrylene is present in an amount of from about 1 to about 15 weight percent of the composition; b) octyldodecyl neopentanoate is present in an amount of from about 1 to about 50 weight percent of the composition; c) the C1-C4 alcohol vehicle is present in an amount of from about 10 to about 90 weight percent of the composition; d) one or more fatty acid esters other than octyldodecyl neopentanoate, one or more fatty acid esters are present in an amount of from about 1 to about 50 weight percent of the composition; e) an acrylate / t-octylacrylamide copolymer present in an amount of from about 0.1 to about 10 weight percent of the composition; f) one or more U.V. different from octocrylene, one or more U.V. they are present in an amount of from about 1 to about 20 weight percent of the composition: and g) one or more silicones present in an amount of from about 5 to about 50 weight percent of the composition. 20. The method according to claim 19, further characterized in that: a) one or more fatty acid esters is DERMOL B-246; b) the acrylate / t-octylacrylamide copolymer is DERMACRYL 79; c) the U.V. is 2-ethylhexyl p-methoxycinnamate; and d) the silicone is cyclomethicone.