Drug – bio-affecting and body treating compositions – Topical sun or radiation screening – or tanning preparations
Reexamination Certificate
2000-06-16
2001-11-27
Dodson, Shelley A. (Department: 1616)
Drug, bio-affecting and body treating compositions
Topical sun or radiation screening, or tanning preparations
C424S401000
Reexamination Certificate
active
06322776
ABSTRACT:
BACKGROUND OF THE INVENTION
This invention relates to novel, anhydrous compositions that are useful as ultraviolet-light (“UV-light”) screens for mammalian skin. This invention also relates to methods of inhibiting or preventing UV light-induced skin damage by administering an effective amount of the novel compositions to the skin of a mammal in need of such inhibition or protection.
U.S. Pat. Nos. 5,445,815 and 5,676,934, both to Siegfried, refer to powder-based UV-light screens. Powders comprise particles that are separated from one another by some distance. When applied to a surface, such as mammalian skin, powders do not form a uniform layer. That powders often comprise particles of non-uniform size exacerbates this problem. Accordingly, UV-light screens that are powder-based are less efficient that UV-light screens than those that form uniform layers when applied to a surface and, accordingly, provide relatively lower sun-protection factor (“SPF”) values when applied to the skin. In addition, powders often impart an unpleasant, chalky texture to a surface. When applied to skin, especially where the user is exposed to sunlight, powders absorb perspiration and become “cakey,” imparting an unpleasant sensation to the skin. Furthermore, powders are easily removed from the skin by washing or bathing, which also removes any UV-light screen contained in the powder.
U.S. Pat. No. 5,204,090 to Han relates to waterproof UV-light screening compositions that comprise water-insoluble ether solvents. Application of these types of ether-based formulations to the skin leaves a greasy film that is not only unpleasant to the touch, but that can also become “sticky,” especially when admixed with perspiration, causing particles such as sand or dirt to adhere to the skin.
Accordingly, it is an object of the present invention to provide UV-light screens that overcome the above-mentioned disadvantages.
SUMMARY OF THE INVENTION
The present invention relates to anhydrous UV-light screen compositions comprising octocrylene, octyldodecyl neopentanoate, and a C
1
-C
4
alcohol vehicle. Preferably, the C
1
-C
4
alcohol vehicle comprises ethanol in an amount of preferably, at least about 95 percent by weight of the vehicle.
The present compositions can 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. More preferably, the one or more fatty acid esters is a mixture of benzyl laurate, benzyl myristate, and benzyl palmitate that is sold by Alzo, Inc. under the trade name DERMOL B-246.
The present compositions can further comprise an acrylates/t-octylacrylamide copolymer. Preferably, the acrylates/t-octylacrylamide copolymer is that which is sold by National Starch and Chemical Co. under the trade name DERMACRYL 79.
The present compositions can still further comprise one or more UV light-absorbing compounds other than octocrylene. Preferably, the UV light-absorbing compound is 2-ethylhexyl p-methoxycinnamate. More preferably, the UV light-absorbing compounds are 2-ethylhexyl pmethoxycinnamate and oxybenzone.
The present compositions can still further comprise one or more silicones. Preferably the silicone is cyclomethicone.
The present compositions can still further comprise one or more additional ingredients.
The invention also relates to methods of inhibiting or preventing UV light-induced skin damage comprising administering an effective amount of a present composition to the skin of a mammal in need of such inhibition or prevention.
The phrases “alkyl,” “alkenyl,” and “alkynyl” include straight, branched, cyclic, or aryl carbon moieties.
The term “anhydrous,” as used herein, unless otherwise indicated, means containing less than about 1 percent, by weight, of water, preferably less than about 0.5 percent, by 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 that may be present in compounds used in the present compositions. Compounds included in the present compositions that are basic in nature are capable of forming a wide variety of salts with various inorganic and organic acids. The acids that may be used to prepare pharmaceutically or cosmetically acceptable acid addition salts of such basic compounds are those that form non-toxic acid addition salts, i.e., salts containing pharmacologically acceptable anions, such as the hydrochloride, hydrobromide, hydroiodide, 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)) salts. Compounds included in the present compositions that include an amino moiety may form pharmaceutically or cosmetically acceptable salts with various amino acids, in addition to the acids mentioned above. Compounds, included in the present compositions, that are acidic in nature are capable of forming 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 or cosmetically acceptable ester(s),” as used herein, unless otherwise indicated, includes acetate, succinate, palmitate, propionate, oleate, orotate, benzoate, p-aminobenzoate, p-nitrobenzoate, linoleate, nicotinate, 2-ethylhexanoate, and sorbate esters.
The term “sprayable,” as used herein, unless otherwise indicated, is meant dispensable in atomized form.
Certain compounds of the present compositions may have asymmetric centers and therefore exist in different enantiomeric and diastereomic forms. This invention relates to the use of all optical isomers and stereoisomers of such compounds, and mixtures thereof, and to all pharmaceutical compositions and methods of treatment that may employ or contain them.
The present invention may be understood more fully by reference to the detailed description and illustrative examples which are intended to exemplify non-limiting embodiments of the invention.
DETAILED DESCRIPTION OF THE INVENTION
The present anhydrous compositions comprise octocrylene, octyldodecyl neopentanoate, and a C
1
-C
4
alcohol vehicle.
Octocrylene, whose chemical name is 2-ethylhexyl-2-cyano-3,3-diphenyl-2-propenoate, can be synthesized via conventional organic chemical means or purchased commercially from, for example, Haarman & Reimer Corp. (Springfield, N.J.) under the trade name NEO HELIOPAN 303 or from BASF Corp; (Mount Olive, N.J.) under the trade name UVINUL N-539-SG. Octocrylene is present in the present compositions in an amount effective to provide UV-light screening when admixed with octyldodecyl neopentanoate. Such 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 isoarachidyl neopentanoate (see U.S. Pat. No. 5,116,604 to Fogel et al.), can be prepared by condensing isoarachydyl alcohol with neopentanoic acid, or, preferably, obtained commercially from Bernel Chemical Co. (Englewood, N.J.) under the trade name ELEFAC 1-205. Octyldodecyl neopentanoate is present in the present compositions in an amount effective to enhance the UV-light screening ability of octocrylene. Such 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 C
1
-C
4
alcohol vehicle solvates the octocrylene, octyldodecyl neopentanoate, and other optional ingredients. The
Ortega, II Alejandro V.
Scott John A.
Dodson Shelley A.
Franks Robert A.
Schering-Plough Healthcare Products Inc.
Williamson Michael A.
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