Benzoyl Peroxide Composition for Treating Skin
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(19) & (11) EP 2 319 510 A1 (12) EUROPEAN PATENT APPLICATION (43) Date of publication: (51) Int Cl.: 11.05.2011 Bulletin 2011/19 A61K 31/327 (2006.01) A61K 9/08 (2006.01) A61K 47/34 (2006.01) A61K 47/44 (2006.01) (2006.01) (2006.01) (21) Application number: 10251713.3 A61K 9/00 A61P 17/10 (22) Date of filing: 01.10.2010 (84) Designated Contracting States: (72) Inventors: AL AT BE BG CH CY CZ DE DK EE ES FI FR GB • Wu, Jeffrey M. GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO Princeton, NJ 08540 (US) PL PT RO RS SE SI SK SM TR • Sasik, Camille Designated Extension States: Belle Mead, NJ 08502 (US) BA ME (74) Representative: Kirsch, Susan Edith (30) Priority: 02.10.2009 US 572435 Carpmaels & Ransford One Southampton Row (71) Applicant: Johnson and Johnson Consumer London Companies, Inc. WC1B 5HA (GB) Skillman, NJ 08558 (US) (54) Benzoyl peroxide composition for treating skin (57) This invention relates to a novel composition The composition comprises a mixture of a co-solvent useful for the treatment of skin, and more particularly, to (preferably volatile polysiloxanes) and an ester (like for a composition containing benzoyl peroxide for treating instance waxes, shea butter, cetyl stearate, sunflower- acne while providing enhanced delivery and low level of seedcetyl lactate). irritation to skin. EP 2 319 510 A1 Printed by Jouve, 75001 PARIS (FR) EP 2 319 510 A1 Description FIELD OF THE INVENTION 5 [0001] This invention relates to a novel composition useful for the treatment of skin, and more particularly, to a com- position containing benzoyl peroxide for treating acne while providing a low level of irritation to skin. BACKGROUND OF THE INVENTION 10 [0002] Acne and sebhorrea are conditions of the human skin characterized by an excessive flow of sebum or skin oil, from the sebaceous glands which are located in the pilosebaceous apparatus. The channel through which sebum reaches the skin surface is the duct of the hair follicle. The presence of excess amounts of sebum in the duct and on the skin acts to block or stagnate the continuous flow of sebum from the follicle duct, thus producing a thickening of sebum which becomes a solid plug known as a comedone. When this occurs, hyperkeratinization of the follicular opening is stimulated, 15 thus completely closing the duct. The usual result is a papule, pustule or a cyst, which are often contaminated with bacteria that cause secondary infections. These occurences characterize the disease today known as acne, and in lesser severity, sebhorrea. [0003] Skin care acne treatments should be both effective and well tolerated. Because of the prevalence and chronicity of acne, as well as its psychological impact, the availability of an effective and well- tolerated treatment is critical. Burning, 20 dryness and peeling caused by acne treatments such as benzoyl peroxide may be as bothersome to some patients as the acne blemishes themselves, and may result in non-compliance. This decreased compliance can lead to decreased efficacy. This has limited most of the current benzoyl peroxide based products as a spot treatment to minimize the irritation risks. [0004] U.S. Patent Appln. Publication No. 2006/0008538A1, filed on June 20, 2005, which is incorporated herein by 25 reference, discloses compositions comprising an anti-acne agent, an anti-microbial agent and a lactate. Applicants have now discovered means for mitigating irritation of lipophilic anti-acne agents, such as benzoyl peroxide, improving follicular delivery of such lipophilic compounds and providing effective acne treatment. SUMMARY OF THE INVENTION 30 [0005] The present invention features a composition for treating acne comprising an anti-acne agent, a mixture of a co-solvent and an ester, and a topical carrier, wherein said ester has a melting point of at least about 30° C and said mixture is substantially immiscible with said topical carrier. [0006] The present invention also features a method of treating a follicular disease comprising topically applying to 35 an area of skin in need of such treatment a composition comprising an anti-acne agent, a mixture of a co-solvent and an ester, and a topical carrier, wherein said ester has a melting point of at least about 30° C and said mixture is substantial ly immiscible with said topical carrier. [0007] Other features and advantages of the present invention will be apparent from the detailed description of the invention and from the claims. 40 BRIEF DESCRIPTION OF THE DRAWINGS [0008] 45 Figure 1 shows the IL-1α response in skin equivalent samples described in Example 4. DETAILED DESCRIPTION OF THE INVENTION [0009] It is believed that one skilled in the art can, based upon the description herein, utilize the present invention to 50 its fullest extent. The following specific embodiments are to be construed as merely illustrative, and not limitative of the remainder of the disclosure in any way whatsoever. [0010] Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which the invention belongs. Also, all publications, patent applications, patents, and other references mentioned herein are incorporated by reference. Whenever used, any percentage is 55 weight by weight (w/w) unless otherwise indicated. [0011] As used herein, "follicular disease" means a condition or disease affecting follicles, such as acne, rosacea, folliculitis, follicular keratosis and telogenization, follicular hyperkeratosis or phrynoderma, ichthyosis follicularis, alope cia and follicular dysplasia, hirutism/hypertrichosis, follicular infundibulum, fungal pimples, dandruff and seborrhea. 2 EP 2 319 510 A1 [0012] As used herein, "topically applying" means directly laying on or spreading on outer skin, e.g., by use of the hands or an applicator such as a wipe, puff, roller, or spray. [0013] As used herein, "cosmetically-acceptable" means that the compound(s) or composition(s) which the term de- scribes are suitable for use in contact with tissues (e.g., the skin) without undue toxicity, incompatibility, instability, 5 irritation, allergic response, and the like. This term is not intended to limit the compound/ composition to which it describes for use solely as a cosmetic (e.g., the ingredient/product may be used as a pharmaceutical). [0014] As used herein, "safe and effective amount" means an amount of compound (s) or composition(s) sufficient to treat acne, but low enough to avoid serious side effects. [0015] What is meant by "promoting" is promoting, advertising, or marketing. Examples of promoting include, but are 10 not limited to, written, visual, or verbal statements made on the product containing the composition or in stores, magazines, newspaper, radio, television, internet, and the like. [0016] The compositions of the present invention are useful for treating follicular diseases, such as acne, rosacea, hyperlipidemia, seborrhea, dandruff, sebacious hyperplasia, follicular rash, demodex folliculorum follicular infections such as folliculitis, staphylcoccal impetigoacne necrotica, and psudofolliculitis barbe, follicular ketarosis and telogeniza- 15 tion, keratosis pilaris, follicular hyperkeratosis or phrynoderma, ichthyosis follicularis, alopecia, follicular dysplasia, hir- sutism, oily skin, hypertrichosis, follicular infundibulum, and fungal pimples. [0017] As used herein, the term "treating" or "treatment" means the treatment (e.g., alleviation or elimination of symp- toms and/or cure) and/or prevention or inhibition of the condition (e.g., a skin condition). [0018] The compositions of the present invention are also useful for evening skin tone (such as lightening dark areas 20 of skin) in need of such treatment, smoothing the skin (such as reducing texture on the skin), reducing the production of sebum, and reducing the appearance of oil, shine, and/or pores on skin in need of such treatment. Examples of such skin in need of such treatment include, but are not limited to, skin having excessive pigmentation (such as freckles, post- inflammatory hyperpigmentation (PIH), or pigmented scars), rough skin, oily skin, or skin having large, visible pores. [0019] In one embodiment, the composition is for the treatment of acne, including but not limited to the treatment or 25 prevention of acne blemishes, acne pimples, pre-emergent pimples, blackheads, and/or whiteheads. What is meant by a "pre-emergent pimple" is an inflamed follicle that are not visually apparent on the surface of the skin with the naked eye (e.g., as a lesion). [0020] In one embodiment, the present invention relates to compositions including an anti-acne agent. What is meant by an anti-acne agent is a compound that has been approved by the U.S. Food and Drug Administration for the topical 30 treatment of acne. Examples of anti- acne agents include, but are not limited to, salicylic acid, benzoyl peroxide, sulphur, retinoic acid, candida bombicola/ glucose/methyl rapeseedate ferment, peat water, resorcinol, silt, peat, permethin, azela- ic acid, clindamycin, adapalene, erythromycin, sodium sulfacetamide, minocycline, tetracycline, oxycycline, sodium sulfacetamide, dapsone, retinoid such as isotretinoin, tretinoin, ethinyl estradiol, norgestimate, nicotinamide, and their derivatives, and combinations thereof. In one embodiment, the amount of anti-acne agent in the composition is from 35 about 0.001% to about 30%, such as from about 0.01% to about 15%, for example from about 0.1% to about 5%, or from about 0.5% to about 2% by weight, based on the total weight of the composition. [0021] The composition also comprises a mixture of a co-solvent and an ester. [0022] In one embodiment, the co-solvent has a polarity parameter from about 5 to about 10. [0023] In another embodiment, the co-solvent can be selected from volatile silicone and low flashing point emollients. 40 Other non-limiting examples of co-solvents include, but are not limited to aliphatic hydrocarbons such as isodecan, isohexyl decan, isoparaffin, alkanes, esters formed from glycerol and fatty acids, and combinations thereof.