US20060173076A1 - Antibiotic/benzoyl peroxide dispenser - Google Patents
Antibiotic/benzoyl peroxide dispenser Download PDFInfo
- Publication number
- US20060173076A1 US20060173076A1 US11/395,505 US39550506A US2006173076A1 US 20060173076 A1 US20060173076 A1 US 20060173076A1 US 39550506 A US39550506 A US 39550506A US 2006173076 A1 US2006173076 A1 US 2006173076A1
- Authority
- US
- United States
- Prior art keywords
- composition
- retinoid
- benzoyl peroxide
- compositions
- active ingredient
- 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.)
- Abandoned
Links
- 239000004342 Benzoyl peroxide Substances 0.000 title claims description 33
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 title claims description 33
- 235000019400 benzoyl peroxide Nutrition 0.000 title claims description 33
- 230000003115 biocidal effect Effects 0.000 title claims description 20
- 239000000203 mixture Substances 0.000 claims abstract description 133
- 239000004480 active ingredient Substances 0.000 claims abstract description 40
- 150000004492 retinoid derivatives Chemical class 0.000 claims description 23
- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 claims description 22
- 208000002874 Acne Vulgaris Diseases 0.000 claims description 19
- 206010000496 acne Diseases 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000003242 anti bacterial agent Substances 0.000 claims description 11
- 229960003276 erythromycin Drugs 0.000 claims description 10
- 229960002227 clindamycin Drugs 0.000 claims description 9
- VYGQUTWHTHXGQB-FFHKNEKCSA-N Retinol Palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-FFHKNEKCSA-N 0.000 claims description 8
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 8
- KDLRVYVGXIQJDK-AWPVFWJPSA-N clindamycin Chemical compound CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@H](C)Cl)[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](SC)O1 KDLRVYVGXIQJDK-AWPVFWJPSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- QGNJRVVDBSJHIZ-QHLGVNSISA-N retinyl acetate Chemical compound CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C QGNJRVVDBSJHIZ-QHLGVNSISA-N 0.000 claims description 8
- 229930101283 tetracycline Natural products 0.000 claims description 8
- 239000004098 Tetracycline Substances 0.000 claims description 7
- 229960002180 tetracycline Drugs 0.000 claims description 7
- 235000019364 tetracycline Nutrition 0.000 claims description 7
- 150000003522 tetracyclines Chemical class 0.000 claims description 7
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 claims description 4
- SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 claims description 4
- CBKLICUQYUTWQL-XWGBWKJCSA-N methyl (3s,4r)-3-methyl-1-(2-phenylethyl)-4-(n-propanoylanilino)piperidine-4-carboxylate;oxalic acid Chemical compound OC(=O)C(O)=O.CCC(=O)N([C@]1([C@H](CN(CCC=2C=CC=CC=2)CC1)C)C(=O)OC)C1=CC=CC=C1 CBKLICUQYUTWQL-XWGBWKJCSA-N 0.000 claims description 4
- 229930002330 retinoic acid Natural products 0.000 claims description 4
- 229960003471 retinol Drugs 0.000 claims description 4
- 235000020944 retinol Nutrition 0.000 claims description 4
- 239000011607 retinol Substances 0.000 claims description 4
- 229960000342 retinol acetate Drugs 0.000 claims description 4
- 235000019173 retinyl acetate Nutrition 0.000 claims description 4
- 239000011770 retinyl acetate Substances 0.000 claims description 4
- 229940108325 retinyl palmitate Drugs 0.000 claims description 4
- 235000019172 retinyl palmitate Nutrition 0.000 claims description 4
- 239000011769 retinyl palmitate Substances 0.000 claims description 4
- 229960001727 tretinoin Drugs 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 3
- 229940088710 antibiotic agent Drugs 0.000 claims description 2
- 238000005086 pumping Methods 0.000 claims 1
- 238000004806 packaging method and process Methods 0.000 abstract description 4
- 230000003255 anti-acne Effects 0.000 abstract description 2
- 229920002125 Sokalan® Polymers 0.000 description 14
- 229920002401 polyacrylamide Polymers 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 12
- 239000000178 monomer Substances 0.000 description 12
- 239000002562 thickening agent Substances 0.000 description 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 11
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 11
- 239000002798 polar solvent Substances 0.000 description 9
- -1 methacrylate ester Chemical class 0.000 description 7
- 239000000499 gel Substances 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 235000011187 glycerol Nutrition 0.000 description 5
- 150000002978 peroxides Chemical class 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- DLAHAXOYRFRPFQ-UHFFFAOYSA-N dodecyl benzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1 DLAHAXOYRFRPFQ-UHFFFAOYSA-N 0.000 description 4
- 230000009977 dual effect Effects 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229940079776 sodium cocoyl isethionate Drugs 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- DSCFFEYYQKSRSV-UHFFFAOYSA-N 1L-O1-methyl-muco-inositol Natural products COC1C(O)C(O)C(O)C(O)C1O DSCFFEYYQKSRSV-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000186427 Cutibacterium acnes Species 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 150000003926 acrylamides Chemical class 0.000 description 2
- 150000001253 acrylic acids Chemical class 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 239000013011 aqueous formulation Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229920006037 cross link polymer Polymers 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 230000001815 facial effect Effects 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229920000831 ionic polymer Polymers 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- 229960005349 sulfur Drugs 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 239000003981 vehicle Substances 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- NWXMGUDVXFXRIG-WESIUVDSSA-N (4s,4as,5as,6s,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Chemical compound C1=CC=C2[C@](O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]4(O)C(=O)C3=C(O)C2=C1O NWXMGUDVXFXRIG-WESIUVDSSA-N 0.000 description 1
- YAXKTBLXMTYWDQ-UHFFFAOYSA-N 1,2,3-butanetriol Chemical compound CC(O)C(O)CO YAXKTBLXMTYWDQ-UHFFFAOYSA-N 0.000 description 1
- VUWCWMOCWKCZTA-UHFFFAOYSA-N 1,2-thiazol-4-one Chemical class O=C1CSN=C1 VUWCWMOCWKCZTA-UHFFFAOYSA-N 0.000 description 1
- DWHIUNMOTRUVPG-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCO DWHIUNMOTRUVPG-UHFFFAOYSA-N 0.000 description 1
- YQIGLEFUZMIVHU-UHFFFAOYSA-N 2-methyl-n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C(C)=C YQIGLEFUZMIVHU-UHFFFAOYSA-N 0.000 description 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical group C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
- LPEKGGXMPWTOCB-UHFFFAOYSA-N 8beta-(2,3-epoxy-2-methylbutyryloxy)-14-acetoxytithifolin Natural products COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 description 1
- 241001340526 Chrysoclista linneella Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- 101710158368 Extracellular lipase Proteins 0.000 description 1
- 206010058015 Infected cyst Diseases 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- 108090001060 Lipase Proteins 0.000 description 1
- 239000004367 Lipase Substances 0.000 description 1
- 102000004882 Lipase Human genes 0.000 description 1
- ZBJCYZPANVLBRK-UHFFFAOYSA-N Menthone 1,2-glyceryl ketal Chemical compound CC(C)C1CCC(C)CC11OC(CO)CO1 ZBJCYZPANVLBRK-UHFFFAOYSA-N 0.000 description 1
- 229930193140 Neomycin Natural products 0.000 description 1
- 206010037888 Rash pustular Diseases 0.000 description 1
- 206010039580 Scar Diseases 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 101710128940 Triacylglycerol lipase Proteins 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940061720 alpha hydroxy acid Drugs 0.000 description 1
- 150000001280 alpha hydroxy acids Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000008135 aqueous vehicle Substances 0.000 description 1
- 230000008952 bacterial invasion Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- WIOGLCCGCVXFCT-ZSSBWJTLSA-N benzoyl benzenecarboperoxoate;(3r,4s,5s,6r,7r,9r,11r,12r,13s,14r)-6-[(2r,3s,4r,6s)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyc Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1.O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@@H]2[C@H]([C@@H](C[C@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 WIOGLCCGCVXFCT-ZSSBWJTLSA-N 0.000 description 1
- 229960003328 benzoyl peroxide Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- SOROIESOUPGGFO-UHFFFAOYSA-N diazolidinylurea Chemical compound OCNC(=O)N(CO)C1N(CO)C(=O)N(CO)C1=O SOROIESOUPGGFO-UHFFFAOYSA-N 0.000 description 1
- 229960001083 diazolidinylurea Drugs 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- PGBHMTALBVVCIT-VCIWKGPPSA-N framycetin Chemical compound N[C@@H]1[C@@H](O)[C@H](O)[C@H](CN)O[C@@H]1O[C@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](N)C[C@@H](N)[C@@H]2O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CN)O2)N)O[C@@H]1CO PGBHMTALBVVCIT-VCIWKGPPSA-N 0.000 description 1
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 1
- 229960004068 hexachlorophene Drugs 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 208000027866 inflammatory disease Diseases 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 229940031674 laureth-7 Drugs 0.000 description 1
- 230000003902 lesion Effects 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229940057867 methyl lactate Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- WFKDPJRCBCBQNT-UHFFFAOYSA-N n,2-dimethylprop-2-enamide Chemical compound CNC(=O)C(C)=C WFKDPJRCBCBQNT-UHFFFAOYSA-N 0.000 description 1
- QRWZCJXEAOZAAW-UHFFFAOYSA-N n,n,2-trimethylprop-2-enamide Chemical compound CN(C)C(=O)C(C)=C QRWZCJXEAOZAAW-UHFFFAOYSA-N 0.000 description 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 1
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- 229960004927 neomycin Drugs 0.000 description 1
- 229940053050 neomycin sulfate Drugs 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002687 nonaqueous vehicle Substances 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 230000003236 psychic effect Effects 0.000 description 1
- 238000001671 psychotherapy Methods 0.000 description 1
- 208000029561 pustule Diseases 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- 210000001732 sebaceous gland Anatomy 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- IHCDKJZZFOUARO-UHFFFAOYSA-M sulfacetamide sodium Chemical compound O.[Na+].CC(=O)[N-]S(=O)(=O)C1=CC=C(N)C=C1 IHCDKJZZFOUARO-UHFFFAOYSA-M 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 241001148471 unidentified anaerobic bacterium Species 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M35/00—Devices for applying media, e.g. remedies, on the human body
- A61M35/003—Portable hand-held applicators having means for dispensing or spreading integral media
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/74—Synthetic polymeric materials
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K33/00—Medicinal preparations containing inorganic active ingredients
- A61K33/40—Peroxides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/31—Hydrocarbons
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/38—Percompounds, e.g. peracids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/671—Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/676—Ascorbic acid, i.e. vitamin C
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/10—Anti-acne agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/88—Two- or multipart kits
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/04—Preparations for care of the skin for chemically tanning the skin
Definitions
- compositions and apparatus for dispensing two distinct substances More specifically, this disclosure relates to compositions and apparatus which allow long-term storage and subsequent dispensing of two compositions, to wit, a first composition containing a first active ingredient for treating acne and a second composition containing a second active ingredient that is incompatible with the first active ingredient.
- Antibacterial soaps have been used as well as bactericidal agents such as sulfur and resorcinol.
- Other topical compositions have separately contained benzoyl peroxide, hexachlorophene, erythromycin or neomycin sulfate. None of these prior preparations has been completely effective.
- a mixture on the skin of a peroxide especially benzoyl peroxide and an antibiotic or antibacterial such as clindamycin, neomycin, sodium sulfacetamide, sulfur, tetracycline or erythromycin is particularly beneficial as they can exert a statistically significant synergistic effect.
- Peroxides inhibit the formation of free fatty acids in the skin, primarily through inactivation of extracellular lipase (via oxidation) necessary to cleave triglycerides into free fatty acids and glycerol.
- the antibiotic or antibacterial component reduces the concentration of Corynebacterium acnes (i.e., P. acnes), a normal anaerobic bacteria which is the prime source of the lipase.
- Corynebacterium acnes i.e., P. acnes
- peroxides such as stabilized hydrogen peroxide and peroxides of organic acids, such as a lauroyl peroxide, may be used.
- erythromycin and benzoyl peroxide may be applied to the skin in combination in a preformulated aqueous-alcoholic gel.
- a mixture is first made up and then applied to the skin, it is best that the mixture be made at the time of application or that the mixture be used within twenty-four hours.
- the prompt use of a premix is necessary due to the chemical incompatibility of the two active agents. Because of this, it is advisable that the two agents be put in separate vials, bottles or other containers.
- the Klein et al. patent discloses a kit containing, separately bottled liquid compositions comprising 5% benzoyl peroxide and a solution of erythromycin in ethanol or acetone.
- a dispensing and applicator system intended to overcome these difficulties is disclosed in U.S. Pat. No. 5,562,642.
- a dual-pad package is disclosed therein that purportedly can contain, preserve and deliver single unit doses of two or more chemically- or physically-incompatible active ingredients.
- an antibiotic in combination with a liquid, semi-liquid (cream) or gelled aqueous or non-aqueous vehicle can be absorbed by and retained by the first pad and a second ingredient which is physically- or chemically-incompatible with the antibiotic, such as a peroxide, can be absorbed and retained by the second pad, preferably in combination with the appropriate vehicle.
- a dual dispenser and has two chambers and a pump means for removing first and second compositions from the chambers through one or more outlets.
- the first chamber contains a first composition that includes a first active ingredient that is effective in treating acne; and the second chamber contains a second composition containing a second active ingredient that is incompatible with the first active ingredient.
- both the first and second active ingredients are effective against acne.
- the first active ingredient is an antibiotic and the second active ingredient is benzoyl peroxide.
- the first active ingredient is an antibiotic and the second active ingredient is a retinoid.
- the first active ingredient is benzoyl peroxide and the second active ingredient is a retinoid.
- a dual dispenser contains i) a first composition that is substantially anhydrous and includes a polar solvent, an antibiotic and a thickening agent selected from the group consisting of acrylic acid polymers and polyacrylamides; and ii) a second composition containing benzoyl peroxide.
- a dual dispenser contains i) a first composition that is substantially anhydrous and includes a polar solvent, an antibiotic and a thickening agent selected from the group consisting of acrylic acid polymers and polyacrylamides; and ii) a second composition that is substantially anhydrous, and includes a polar solvent, a retinoid, and a thickening agent selected from the group consisting of acrylic acid polymers and polyacrylamides.
- the first and second compositions have viscosities that differ by no greater than 25%.
- FIG. 1 is an schematic view of a container suitable for dispensing the first and second compositions in accordance with this disclosure.
- the dual dispensers described herein include a first chamber containing a first composition, a second chamber containing a second composition and pump means for simultaneously dispensing the first and second compositions.
- the first and second compositions can be any cream, lotion, gel emulsion or suspension that is of an appropriate consistency to be pumped out of the chambers by pump means.
- the first and second compositions can thus have a viscosity greater than about 1000 centipoise (cps) when measured using a Brookfield viscometer (model LVT) at room temperature using spindle number 3 or 4 at 0.3 to 30 rpm. It should be understood that all viscosities referred to herein are measured in this manner.
- the first and second compositions have a viscosity greater than 5,000 cps.
- the compositions have a viscosity in the range of from about 1000 to about two million centipoise.
- the first and second compositions have a viscosity in the range of about 10,000 cps to about 1,000,000 cps.
- the first and second compositions advantageously have viscosities that differ by no greater than 25%.
- antibiotics One class of active ingredients known to be effective in treating acne is antibiotics.
- the antibiotic is one currently known to be useful in treating acne, such as, for example, erythromycin, tetracyclin, clindamycin, their derivatives or pharmaceutically acceptable salts.
- the antibiotic is present in the first composition in an effective acne-treating amount, preferably an amount from about 0.001 wt. % to about 5 wt. %, more preferably about 0.1 wt. % to about 1.0 wt. %.
- the first composition is substantially anhydrous and contains a polar solvent, a thickening agent and an antibiotic.
- Polar solvents useful in this embodiment of the first composition include polyols.
- a polyol is a compound with at least two hydroxyl groups per molecule, i.e., a compound having multiple hydroxyl groups as part of its molecular structure.
- the useful polyols are polyhydric alcohols.
- Propylene glycol, dipropylene glycol, polyethylene glycol and glycerine are particularly preferred polar solvents for use in the first composition.
- the thickening agent used in this embodiment of the first composition is selected from the group consisting of acrylic acid polymers and polyacrylamides.
- the thickening agent are used in an amount sufficient to obtain a composition of viscosity in the desired range.
- Useful acrylic acid polymers include copolymers of (meth)acrylic acid and of monomers containing at least one fatty chain; these monomers are chosen from hydrophobic monomers with a fatty chain, amphiphilic monomers containing a hydrophobic part with a fatty chain and a hydrophilic part, or alternatively their mixtures.
- Suitable materials include, for example, copolymers of C 10-30 alkyl acrylates with one or more monomers of acrylic acid, methacrylic acid, or one of their short chain (i.e., C 1-4 alcohol) esters, wherein the crosslinking agent is an allyl ether of sucrose or pentaerythritol.
- copolymers are commonly referred to as acrylates/C 10-30 alkyl acrylate crosspolymers and are commercially available under the tradename CARBOPOL® from B.F. Goodrich, Cleveland, Ohio U.S.A.
- Other polymers useful in the preparation of the present compositions are polymers of polyacrylic acid crosslinked with from about 0.75% to about 2.0% of polyalkyl sucrose or polyalkyl pentaerythritol often with molecular weights of 4 to 5 million or more that are commercially available, for example, under the trade designation CARBOPOL® 934, 940 and 941 from B.F. Goodrich, Cleveland, Ohio U.S.A.
- Anionic amphiphilic polymers which comprise 95% to 60% by weight of acrylic recurring structural units, 4% to 40% by weight of acrylate recurring structural units and 0.1 % to 6% by weight of crosslinking monomer, or (ii) which comprise 98% to 96% by weight of acrylic recurring structural units, 1% to 4% by weight of acrylate recurring structural units and 0.1 % to 0.6% by weight of crosslinking monomer are also useful as the thickening agent in the present compositions.
- Such polymers include, for example, those hydrophobically-modified cross-linked polymers of acrylic acid having amphipathic properties marketed by B.F. Goodrich under the trademarks CARBOPOL® 1342 and CARBOPOL® 1382.
- ULTREZ® 10 (available from B. F. Goodrich), an oil in water emulsion of a modified acrylic copolymer comprising of a major portion of a monoolefinically unsaturated carboxylic acid monomer or its anhydride having a length of from about 3 to 6 carbon atoms and a minor portion of a C 8-30 chain acrylate or methacrylate ester monomer wherein the carboxylic acid or its anhydride is from about 80 to about 99% by weight and the C 8-30 chain acrylate or methacrylate ester monomer is from about 1% to about 20% by weight.
- the polymer is described in U.S. Pat. No. 5,004,598, hereby incorporated by reference in its entirety.
- these acrylic acid polymers are present in the first composition at a level from about 0.05% to about 20%, preferably from about 0.5% to 10% and most preferably from about 1% to about 10%.
- the first composition can alternatively contain polyacrylamide polymers as the thickening agent, especially nonionic polyacrylamide polymers.
- polyacrylamide polymers are branched or unbranched polyacrylamides and substituted polyacrylamides. These polymers are non-ionic polymers which can be formed from a variety of monomers including acrylamide and methacrylamide which are unsubstituted or substituted with one or two alkyl groups (preferably C 1-5 ).
- Preferred acrylate amides and methacrylate amides in which the amide nitrogen is unsubstituted, or substituted with one or two C 1-5 alkyl groups preferably: methyl, ethyl or propyl
- acrylamide, methacrylamide, N-methylacrylamide, N-methylmethacrylamide, N,N-dimethylmethacrylamide, N-isopropylacrylamide, N-isopropylmethacrylamide and N,N-dimethylacrylamide are generally disclosed in U.S. Pat. No. 4,963,348 which is incorporated by reference herein in its entirety.
- These copolymers may optionally be formed using conventional neutral crosslinking agents such as dialkenyl compounds.
- crosslinking agents for cationic polymers is disclosed in U.S. Pat. Nos. 4,628,078 and 4,599,379 both of which are incorporated by reference herein.
- These non-ionic copolymers may have a molecular weight greater than about 1,000,000 preferably greater than about 1,500,000 and range up to about 30,000,000.
- Most preferred among these polyacrylamide polymers is the nonionic polymer given the CTFA designation polyacrylamide and isoparaffin and laureth-7, available under the tradename SEPIGEL® 305 from Seppic Corporation (Fairfield, N.J.).
- Other polyacrylamide polymers useful herein include multi-block copolymers of acrylamides and substituted acrylamides with acrylic acids and substituted acrylic acids. Commercially available examples of these multi-block copolymers include Hypan SR150H, SS500V, SS500W, SSSA100H, from Lipo Chemicals, Inc., (Patterson, N.J.).
- these non-ionic polyacrylamides are present in the first composition at a level from about 0.05% to about 20%, preferably from about 0.5% to 10% and most preferably from about 1% to about 10%.
- the thickening agents when used to formulate the first composition as a substantially anhydrous composition, need not be dispersed in an aqueous medium or neutralized to provide the desired thickening.
- Benzoyl peroxide is another active ingredient known to be an effective anti-acne treatment that can be incorporated into the first composition.
- the first composition can be either substantially anhydrous or may contain water and can be any benzoyl peroxide-containing cream, lotion, gel or suspension.
- benzoyl peroxide compositions that are suitable for use in accordance with this disclosure include, but are not limited to the compositions disclosed in U.S. Pat. No. 5,632,996, the disclosure of which is incorporated herein by reference.
- the benzoyl peroxide composition is also substantially anhydrous.
- compositions containing a) a polar solvent, b) a thickening agent selected from the group consisting of acrylic acid polymers, polyacrylamides and combinations thereof (as described above), c) benzoyl peroxide, d) alkyl benzoate and, optionally e) a synthetic cleanser.
- Suitable synthetic cleansers include, but are not limited to sodium cocoyl isethionate, alpha olefin sulfonate sarcosynates and acyl glutamates.
- the amount of benzoyl peroxide in the composition can be from about 0.1 to about 20 percent by weight based on the total weight of the composition, preferably from about 1.0 to about 15 weight percent, most preferably from about 1.5 to about 10 weight percent.
- the benzoyl peroxide-containing composition can have a viscosity greater than about 1000 centipoise (cps) when measured using a Brookfield viscometer (model LVT) at room temperature using spindle number 3 or 4 at 0.3 to 30 rpm.
- the benzoyl peroxide-containing composition has a viscosity greater than 5,000 cps.
- the benzoyl peroxide-containing composition has a viscosity in the range of from about 1000 to about two million centipoise. Most preferably, the benzoyl peroxide-containing composition has a viscosity in the range of about 10,000 cps to about 1,000,000 cps.
- the first composition contains a retinoid.
- Suitable retinoids include, for example, retinol, retinoic acid, retinyl palmitate, retinyl propionate or retinyl acetate as well as synthetic retinoid mimics.
- the retinoid is preferably present in the second composition in an amount from about 0.001 wt. % to about 5 wt. %, more preferably about 0.1 wt. % to about 2.0 wt. %.
- the retinoid-containing compositions are also substantially anhydrous and contains a polar solvent, a thickening agent and a retinoid. Suitable polar solvents and thickening agents for the second composition are the same as described above for the antibiotic and benzoyl peroxide compositions described above.
- the retinoid-containing composition can have a viscosity greater than about 1000 centipoise (cps) when measured using a Brookfield viscometer (model LVT) at room temperature using spindle number 3 or 4 at 0.3 to 30 rpm.
- the retinoid-containing composition has a viscosity greater than 5,000 cps.
- the second, retinoid-containing composition has a viscosity in the range of from about 1000 to about two million centipoise. Most preferably, the second, retinoid-containing composition has a viscosity in the range of about 10,000 cps to about 1,000,000 cps.
- the second composition contains a second active ingredient that is incompatible with the first active ingredient.
- the second active ingredient may be effective in treating acne or may provide some other beneficial effect upon topical administration to a user's skin (such as, for example, alpha-hydroxy acids or anti-irritants
- the second composition can be substantially anhydrous or aqueous.
- the second composition is formulated to provide stability for the second active ingredient. If the second active ingredient is susceptible to deterioration from contact with water, then the second composition should be substantially anhydrous. However, where the second active ingredient is not sensitive to water, then aqueous formulations are acceptable for the second composition, including solutions, suspensions and water-in-oil emulsions.
- Combinations of first and second active ingredients for use in the first and second compositions include but are mot limited to: a) anibiotic in the first composition and benzoyl peroxide in the second composition; b) antibiotic in the first composition and a retinoid in the second composition; and c) benzoyl peroxide in the first composition and a retinoid in the second composition.
- the first and second compositions preferably have viscosities that are similar to provide a cosmetically elegant product when the first and second compositions are simultaneously dispensed.
- the difference in viscosity between the first and second compositions is no more than about 25%.
- first and second compositions may also contain a variety of non-essential ingredients such as, for example, co-solvents, preservatives, emollients, humectants, anti-inflammatory agents, antioxidants, insect repellents or skin cooling compounds, etc.
- non-essential ingredients such as, for example, co-solvents, preservatives, emollients, humectants, anti-inflammatory agents, antioxidants, insect repellents or skin cooling compounds, etc.
- co-solvents such as ethanol, acetone or propylene carbonate.
- a preservative can also be used in either or both of the first or second compositions.
- Preservatives suitable for use in connection with the present compositions include parabens, sorbates, benzyl alcohol, diazolidinyl urea and isothiazolinones.
- Preservatives can be present in an amount from about 0.001 wt. % to about 15 wt. % of the total composition.
- One or both of the first or second compositions can also be formulated to contain about 0.01 wt. % to about 30 wt. %, preferably about 1.0 wt. % to about 15 wt. % of the total composition, skin cooling compounds, such as menthol, methyl glycerol, asymmetrical carbonates, thiocarbonates and urethanes, substituted carboxamides, ureas or phosphine oxides as described in J. Cosmet. Chem., vol. 29, page 185 (1978) and incorporated herein by reference, methyl lactate and menthone glycerin acetal.
- skin cooling compounds such as menthol, methyl glycerol, asymmetrical carbonates, thiocarbonates and urethanes, substituted carboxamides, ureas or phosphine oxides as described in J. Cosmet. Chem., vol. 29, page 185 (1978) and incorporated herein by reference, methyl lac
- the first substantially and second compositions are stored in and dispensed from a multi-chamber dispenser.
- Dispensing systems that include pump means suited for simultaneously dosing two separately contained incompatible compounds are well known.
- the dispensing system schematically depicted in FIG. 1 (dispenser from Maplast, Tradate, Italy) is just one example out of a number of products which range from small, two-chambered single use pouches to tubes using different product compartments or tubes compartmentalized using extrudable, viscous and relatively inert materials to separate the incompatible compounds.
- the dispenser shown in FIG. 1 is able to simultaneously dose two compounds separately contained in A and B by pressing dosing head C. Pressing dosing head C activates two small pumps which subsequently dispense the two compounds in approximately equal volumes. Depending on the design of the dosing head, the compounds can be dosed in two separate streams or in just one stream. If desired, a dispensing unit that is able to deliver The first and second substantially anhydrous compositions in a ratio, such as, for example, 1:2 can be used. Translated to the dispenser depicted in FIG. 1 , this would mean that one of the two pumps is able to dose at least twice the volume of the other pump in just one stroke of dosing head C.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Heart & Thoracic Surgery (AREA)
- Hematology (AREA)
- Molecular Biology (AREA)
- Inorganic Chemistry (AREA)
- Anesthesiology (AREA)
- Biomedical Technology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medical Preparation Storing Or Oral Administration Devices (AREA)
- Cosmetics (AREA)
Abstract
Two separate compositions, one containing an effective anti-acne treating amount of a first active ingredient and one containing a second active ingredient that is incompatible with the first active ingredient are packaged within and dispensed from a common dispenser. By packaging these two active ingredients in this manner, long shelflife and convenient dispensing and application are provided.
Description
- This application is a continuation of U.S. application Ser. No. 10/121,839 filed Apr. 12, 2002 which is a continuation-in-part of application Ser. No. 09/734,748 filed on Dec. 12, 2000, now U.S. Pat. No. 6,462,025. The entire disclosure of each of these applications are hereby incorporated by reference.
- 1. Technical Field
- This disclosure relates to compositions and apparatus for dispensing two distinct substances. More specifically, this disclosure relates to compositions and apparatus which allow long-term storage and subsequent dispensing of two compositions, to wit, a first composition containing a first active ingredient for treating acne and a second composition containing a second active ingredient that is incompatible with the first active ingredient.
- 2. Background of Related Art
- Acne is a common inflammatory disease of human skin, and concentrates in skin areas where sebaceous glands are largest, most numerous, and most active. In its milder types, it is a more or less superficial disorder which is evidenced by slight, spotty irritations and ordinary skin hygiene is a satisfactory treatment. However, in the more inflammatory types of acne, bacterial invasion of or about the pilosebaceous follicles occurs and pustules, infected cysts and, in extreme cases, canalizing inflamed and infected sacs appear. These lesions may become extensive and leave permanent, disfiguring scars.
- Acne is very common by puberty and at least 80% of teenagers are afflicted. The facial eruptions are known to cause such psychic trauma in many adolescents that they find it difficult to make personal adjustments and consequently, withdraw and self-pity occur. The sufferer may be constantly aware of the obvious facial blemishes. For these reasons a medicinal preparation and treatment are of definite benefit and may eliminate the need for psychotherapy.
- To reduce the severity of acne, various forms of medication have previously been topically applied to the skin. Antibacterial soaps have been used as well as bactericidal agents such as sulfur and resorcinol. Other topical compositions have separately contained benzoyl peroxide, hexachlorophene, erythromycin or neomycin sulfate. None of these prior preparations has been completely effective.
- As disclosed by Klein et al. (U.S. Pat. No. 4,497,794), it was discovered that a mixture on the skin of a peroxide, especially benzoyl peroxide and an antibiotic or antibacterial such as clindamycin, neomycin, sodium sulfacetamide, sulfur, tetracycline or erythromycin is particularly beneficial as they can exert a statistically significant synergistic effect. Peroxides inhibit the formation of free fatty acids in the skin, primarily through inactivation of extracellular lipase (via oxidation) necessary to cleave triglycerides into free fatty acids and glycerol. The antibiotic or antibacterial component reduces the concentration of Corynebacterium acnes (i.e., P. acnes), a normal anaerobic bacteria which is the prime source of the lipase. Instead of the benzoyl peroxide, which is preferred, peroxides such as stabilized hydrogen peroxide and peroxides of organic acids, such as a lauroyl peroxide, may be used.
- As disclosed by Klein et al., erythromycin and benzoyl peroxide may be applied to the skin in combination in a preformulated aqueous-alcoholic gel. However, if a mixture is first made up and then applied to the skin, it is best that the mixture be made at the time of application or that the mixture be used within twenty-four hours. The prompt use of a premix is necessary due to the chemical incompatibility of the two active agents. Because of this, it is advisable that the two agents be put in separate vials, bottles or other containers. For example, the Klein et al. patent discloses a kit containing, separately bottled liquid compositions comprising 5% benzoyl peroxide and a solution of erythromycin in ethanol or acetone.
- However, separately packaging multiple dosages of the two active ingredients presents a number of disadvantages to the end-user. For example, a unit application dosage of each active must be removed sequentially from each container and absorbed onto an applicator, such as a cotton swab, so that it can be coated onto the skin of the user. This provides opportunities for spillage or over- or under-dosing, which can lead to skin irritation and other side effects. Furthermore, such a multidose system necessarily adds to the costs of packaging, shipping and storage.
- A dispensing and applicator system intended to overcome these difficulties is disclosed in U.S. Pat. No. 5,562,642. A dual-pad package is disclosed therein that purportedly can contain, preserve and deliver single unit doses of two or more chemically- or physically-incompatible active ingredients. For example, an antibiotic in combination with a liquid, semi-liquid (cream) or gelled aqueous or non-aqueous vehicle can be absorbed by and retained by the first pad and a second ingredient which is physically- or chemically-incompatible with the antibiotic, such as a peroxide, can be absorbed and retained by the second pad, preferably in combination with the appropriate vehicle.
- It would be desirable to provide a means for simultaneously dispensing two active acne treating compounds in aesthetically acceptable vehicles which allow prolonged shelf life for both active compounds and easy mixing just prior to application to the skin.
- It has now been discovered that two separate compositions, one containing a first active ingredient which is effective in treating acne and one containing a second active ingredient that is incompatible with the first active ingredient can be packaged within and dispensed from a common dispenser. More particularly, a dual dispenser and has two chambers and a pump means for removing first and second compositions from the chambers through one or more outlets. The first chamber contains a first composition that includes a first active ingredient that is effective in treating acne; and the second chamber contains a second composition containing a second active ingredient that is incompatible with the first active ingredient. Preferably, both the first and second active ingredients are effective against acne. By packaging the two active ingredients in this manner, long shelflife and convenient dispensing and application are provided.
- In one embodiment, the first active ingredient is an antibiotic and the second active ingredient is benzoyl peroxide. In an alternate embodiment, the first active ingredient is an antibiotic and the second active ingredient is a retinoid. In yet another embodiment, the first active ingredient is benzoyl peroxide and the second active ingredient is a retinoid.
- In one particularly useful embodiment, a dual dispenser contains i) a first composition that is substantially anhydrous and includes a polar solvent, an antibiotic and a thickening agent selected from the group consisting of acrylic acid polymers and polyacrylamides; and ii) a second composition containing benzoyl peroxide. In another particularly useful embodiment, a dual dispenser contains i) a first composition that is substantially anhydrous and includes a polar solvent, an antibiotic and a thickening agent selected from the group consisting of acrylic acid polymers and polyacrylamides; and ii) a second composition that is substantially anhydrous, and includes a polar solvent, a retinoid, and a thickening agent selected from the group consisting of acrylic acid polymers and polyacrylamides. Preferably, in each embodiment the first and second compositions have viscosities that differ by no greater than 25%.
- Various embodiments are described herein with reference to the drawing wherein:
-
FIG. 1 is an schematic view of a container suitable for dispensing the first and second compositions in accordance with this disclosure. - The dual dispensers described herein include a first chamber containing a first composition, a second chamber containing a second composition and pump means for simultaneously dispensing the first and second compositions. The first and second compositions can be any cream, lotion, gel emulsion or suspension that is of an appropriate consistency to be pumped out of the chambers by pump means. The first and second compositions can thus have a viscosity greater than about 1000 centipoise (cps) when measured using a Brookfield viscometer (model LVT) at room temperature using spindle number 3 or 4 at 0.3 to 30 rpm. It should be understood that all viscosities referred to herein are measured in this manner. Preferably, the first and second compositions have a viscosity greater than 5,000 cps. In particularly useful embodiments, the compositions have a viscosity in the range of from about 1000 to about two million centipoise. Most preferably, the first and second compositions have a viscosity in the range of about 10,000 cps to about 1,000,000 cps. For purposes of presenting a composition with a good feel to the user, the first and second compositions advantageously have viscosities that differ by no greater than 25%.
- The first composition contains a first active ingredient effective in treating acne. The first composition can be substantially anhydrous or aqueous. The first composition should be formulated to provide stability for the first active ingredient. If the first active ingredient is susceptible to deterioration from contact with water, then the first composition should be substantially anhydrous. By the term “substantially anhydrous” it is meant that, other than water of hydration contained in the various components used to formulate the composition, no free water is added to the composition. Typically, the water content of the composition will be less than 5% by weight. Preferably the water content of the composition is less than 3% and most preferably less than about 1% by weight of the composition. However, where the first active ingredient is not sensitive to water, then aqueous formulations are acceptable for the first composition, including solutions, suspensions and water-in-oil emulsions.
- One class of active ingredients known to be effective in treating acne is antibiotics. Preferably the antibiotic is one currently known to be useful in treating acne, such as, for example, erythromycin, tetracyclin, clindamycin, their derivatives or pharmaceutically acceptable salts. The antibiotic is present in the first composition in an effective acne-treating amount, preferably an amount from about 0.001 wt. % to about 5 wt. %, more preferably about 0.1 wt. % to about 1.0 wt. %.
- In a particularly useful embodiment, the first composition is substantially anhydrous and contains a polar solvent, a thickening agent and an antibiotic.
- Polar solvents useful in this embodiment of the first composition include polyols. A polyol is a compound with at least two hydroxyl groups per molecule, i.e., a compound having multiple hydroxyl groups as part of its molecular structure. Among the useful polyols are polyhydric alcohols. Propylene glycol, dipropylene glycol, polyethylene glycol and glycerine are particularly preferred polar solvents for use in the first composition.
- The thickening agent used in this embodiment of the first composition is selected from the group consisting of acrylic acid polymers and polyacrylamides. The thickening agent are used in an amount sufficient to obtain a composition of viscosity in the desired range.
- Useful acrylic acid polymers include copolymers of (meth)acrylic acid and of monomers containing at least one fatty chain; these monomers are chosen from hydrophobic monomers with a fatty chain, amphiphilic monomers containing a hydrophobic part with a fatty chain and a hydrophilic part, or alternatively their mixtures. Suitable materials include, for example, copolymers of C10-30 alkyl acrylates with one or more monomers of acrylic acid, methacrylic acid, or one of their short chain (i.e., C1-4 alcohol) esters, wherein the crosslinking agent is an allyl ether of sucrose or pentaerythritol. These copolymers are commonly referred to as acrylates/C10-30 alkyl acrylate crosspolymers and are commercially available under the tradename CARBOPOL® from B.F. Goodrich, Cleveland, Ohio U.S.A. Other polymers useful in the preparation of the present compositions are polymers of polyacrylic acid crosslinked with from about 0.75% to about 2.0% of polyalkyl sucrose or polyalkyl pentaerythritol often with molecular weights of 4 to 5 million or more that are commercially available, for example, under the trade designation CARBOPOL® 934, 940 and 941 from B.F. Goodrich, Cleveland, Ohio U.S.A. Anionic amphiphilic polymers which comprise 95% to 60% by weight of acrylic recurring structural units, 4% to 40% by weight of acrylate recurring structural units and 0.1 % to 6% by weight of crosslinking monomer, or (ii) which comprise 98% to 96% by weight of acrylic recurring structural units, 1% to 4% by weight of acrylate recurring structural units and 0.1 % to 0.6% by weight of crosslinking monomer are also useful as the thickening agent in the present compositions. Such polymers include, for example, those hydrophobically-modified cross-linked polymers of acrylic acid having amphipathic properties marketed by B.F. Goodrich under the trademarks CARBOPOL® 1342 and CARBOPOL® 1382. Also useful is ULTREZ® 10 (available from B. F. Goodrich), an oil in water emulsion of a modified acrylic copolymer comprising of a major portion of a monoolefinically unsaturated carboxylic acid monomer or its anhydride having a length of from about 3 to 6 carbon atoms and a minor portion of a C8-30 chain acrylate or methacrylate ester monomer wherein the carboxylic acid or its anhydride is from about 80 to about 99% by weight and the C8-30 chain acrylate or methacrylate ester monomer is from about 1% to about 20% by weight. The polymer is described in U.S. Pat. No. 5,004,598, hereby incorporated by reference in its entirety.
- When used, these acrylic acid polymers are present in the first composition at a level from about 0.05% to about 20%, preferably from about 0.5% to 10% and most preferably from about 1% to about 10%.
- Where the first composition is an anhydrous antibiotic composition, the first composition can alternatively contain polyacrylamide polymers as the thickening agent, especially nonionic polyacrylamide polymers. Useful non-ionic polymers are branched or unbranched polyacrylamides and substituted polyacrylamides. These polymers are non-ionic polymers which can be formed from a variety of monomers including acrylamide and methacrylamide which are unsubstituted or substituted with one or two alkyl groups (preferably C1-5). Preferred acrylate amides and methacrylate amides in which the amide nitrogen is unsubstituted, or substituted with one or two C1-5 alkyl groups (preferably: methyl, ethyl or propyl), for example, acrylamide, methacrylamide, N-methylacrylamide, N-methylmethacrylamide, N,N-dimethylmethacrylamide, N-isopropylacrylamide, N-isopropylmethacrylamide and N,N-dimethylacrylamide. These monomers are generally disclosed in U.S. Pat. No. 4,963,348 which is incorporated by reference herein in its entirety. These copolymers may optionally be formed using conventional neutral crosslinking agents such as dialkenyl compounds. The use of such crosslinking agents for cationic polymers is disclosed in U.S. Pat. Nos. 4,628,078 and 4,599,379 both of which are incorporated by reference herein. These non-ionic copolymers may have a molecular weight greater than about 1,000,000 preferably greater than about 1,500,000 and range up to about 30,000,000. Most preferred among these polyacrylamide polymers is the nonionic polymer given the CTFA designation polyacrylamide and isoparaffin and laureth-7, available under the tradename SEPIGEL® 305 from Seppic Corporation (Fairfield, N.J.). Other polyacrylamide polymers useful herein include multi-block copolymers of acrylamides and substituted acrylamides with acrylic acids and substituted acrylic acids. Commercially available examples of these multi-block copolymers include Hypan SR150H, SS500V, SS500W, SSSA100H, from Lipo Chemicals, Inc., (Patterson, N.J.).
- When used, these non-ionic polyacrylamides are present in the first composition at a level from about 0.05% to about 20%, preferably from about 0.5% to 10% and most preferably from about 1% to about 10%.
- Quite surprisingly, it has been found that contrary to product literature relating to the commercially available acrylic acid polymers and polyacrylamides, when used to formulate the first composition as a substantially anhydrous composition, the thickening agents need not be dispersed in an aqueous medium or neutralized to provide the desired thickening.
- Benzoyl peroxide is another active ingredient known to be an effective anti-acne treatment that can be incorporated into the first composition. Where benzoyl peroxide is the first active ingredient, the first composition can be either substantially anhydrous or may contain water and can be any benzoyl peroxide-containing cream, lotion, gel or suspension. Examples of benzoyl peroxide compositions that are suitable for use in accordance with this disclosure include, but are not limited to the compositions disclosed in U.S. Pat. No. 5,632,996, the disclosure of which is incorporated herein by reference. In particularly useful embodiments, the benzoyl peroxide composition is also substantially anhydrous. Among these embodiments are compositions containing a) a polar solvent, b) a thickening agent selected from the group consisting of acrylic acid polymers, polyacrylamides and combinations thereof (as described above), c) benzoyl peroxide, d) alkyl benzoate and, optionally e) a synthetic cleanser. Suitable synthetic cleansers include, but are not limited to sodium cocoyl isethionate, alpha olefin sulfonate sarcosynates and acyl glutamates.
- The amount of benzoyl peroxide in the composition can be from about 0.1 to about 20 percent by weight based on the total weight of the composition, preferably from about 1.0 to about 15 weight percent, most preferably from about 1.5 to about 10 weight percent. In this embodiment, the benzoyl peroxide-containing composition can have a viscosity greater than about 1000 centipoise (cps) when measured using a Brookfield viscometer (model LVT) at room temperature using spindle number 3 or 4 at 0.3 to 30 rpm. Preferably, the benzoyl peroxide-containing composition has a viscosity greater than 5,000 cps. In particularly useful embodiments, the benzoyl peroxide-containing composition has a viscosity in the range of from about 1000 to about two million centipoise. Most preferably, the benzoyl peroxide-containing composition has a viscosity in the range of about 10,000 cps to about 1,000,000 cps.
- In an alternative embodiment, the first composition contains a retinoid. Suitable retinoids, include, for example, retinol, retinoic acid, retinyl palmitate, retinyl propionate or retinyl acetate as well as synthetic retinoid mimics. The retinoid is preferably present in the second composition in an amount from about 0.001 wt. % to about 5 wt. %, more preferably about 0.1 wt. % to about 2.0 wt. %.
- In a particularly useful embodiments, the retinoid-containing compositions are also substantially anhydrous and contains a polar solvent, a thickening agent and a retinoid. Suitable polar solvents and thickening agents for the second composition are the same as described above for the antibiotic and benzoyl peroxide compositions described above. In this alternative embodiment, the retinoid-containing composition can have a viscosity greater than about 1000 centipoise (cps) when measured using a Brookfield viscometer (model LVT) at room temperature using spindle number 3 or 4 at 0.3 to 30 rpm. Preferably, the retinoid-containing composition has a viscosity greater than 5,000 cps. In particularly useful embodiments, the second, retinoid-containing composition has a viscosity in the range of from about 1000 to about two million centipoise. Most preferably, the second, retinoid-containing composition has a viscosity in the range of about 10,000 cps to about 1,000,000 cps.
- The second composition contains a second active ingredient that is incompatible with the first active ingredient. The second active ingredient may be effective in treating acne or may provide some other beneficial effect upon topical administration to a user's skin (such as, for example, alpha-hydroxy acids or anti-irritants The second composition can be substantially anhydrous or aqueous. The second composition is formulated to provide stability for the second active ingredient. If the second active ingredient is susceptible to deterioration from contact with water, then the second composition should be substantially anhydrous. However, where the second active ingredient is not sensitive to water, then aqueous formulations are acceptable for the second composition, including solutions, suspensions and water-in-oil emulsions.
- Combinations of first and second active ingredients for use in the first and second compositions include but are mot limited to: a) anibiotic in the first composition and benzoyl peroxide in the second composition; b) antibiotic in the first composition and a retinoid in the second composition; and c) benzoyl peroxide in the first composition and a retinoid in the second composition.
- The first and second compositions preferably have viscosities that are similar to provide a cosmetically elegant product when the first and second compositions are simultaneously dispensed. In particularly useful embodiments the difference in viscosity between the first and second compositions is no more than about 25%.
- In addition to the above-listed ingredients, one or both of the first and second compositions may also contain a variety of non-essential ingredients such as, for example, co-solvents, preservatives, emollients, humectants, anti-inflammatory agents, antioxidants, insect repellents or skin cooling compounds, etc. For example, either of the first or second composition may contain one or more co-solvents, such as ethanol, acetone or propylene carbonate.
- A preservative can also be used in either or both of the first or second compositions. Preservatives suitable for use in connection with the present compositions include parabens, sorbates, benzyl alcohol, diazolidinyl urea and isothiazolinones. Preservatives can be present in an amount from about 0.001 wt. % to about 15 wt. % of the total composition.
- One or both of the first or second compositions can also be formulated to contain about 0.01 wt. % to about 30 wt. %, preferably about 1.0 wt. % to about 15 wt. % of the total composition, skin cooling compounds, such as menthol, methyl glycerol, asymmetrical carbonates, thiocarbonates and urethanes, substituted carboxamides, ureas or phosphine oxides as described in J. Cosmet. Chem., vol. 29, page 185 (1978) and incorporated herein by reference, methyl lactate and menthone glycerin acetal.
- The first substantially and second compositions are stored in and dispensed from a multi-chamber dispenser. Dispensing systems that include pump means suited for simultaneously dosing two separately contained incompatible compounds are well known. As such, the dispensing system schematically depicted in
FIG. 1 (dispenser from Maplast, Tradate, Italy) is just one example out of a number of products which range from small, two-chambered single use pouches to tubes using different product compartments or tubes compartmentalized using extrudable, viscous and relatively inert materials to separate the incompatible compounds. - The dispenser shown in
FIG. 1 is able to simultaneously dose two compounds separately contained in A and B by pressing dosing head C. Pressing dosing head C activates two small pumps which subsequently dispense the two compounds in approximately equal volumes. Depending on the design of the dosing head, the compounds can be dosed in two separate streams or in just one stream. If desired, a dispensing unit that is able to deliver The first and second substantially anhydrous compositions in a ratio, such as, for example, 1:2 can be used. Translated to the dispenser depicted inFIG. 1 , this would mean that one of the two pumps is able to dose at least twice the volume of the other pump in just one stroke of dosing head C. Translated to a two-chambered single use pouch, this would mean that the chamber containing the first substantially anhydrous composition contains at least half as much product volume as the other chamber. Translated to a two-compartment tube, this would mean that under equal pressure the discharge orifice for the compartment containing the first substantially anhydrous composition allows the passage of at least twice as much product as the discharge orifice of the other compartment. Translated to a tube which is compartmentalized using extrudable material, this would mean that first substantially anhydrous composition is present inside the tube in at least double the volume of the second substantially anhydrous composition. - Other suitable dispensers are disclosed in U.S. Pat. Nos. 5,356,040; 5,823,391, and 4,826,048 the disclosures of which are incorporated herein by this reference.
- The following examples are presented to illustrate specific embodiments of the present compositions and methods. These examples should not be interpreted as limitations upon the scope of the invention.
- The following formulations are exemplary of substantially anhydrous antibiotic compositions suitable for use as the first composition:
I II III erythromycin 2 2 — propylene glycol 96 71.5 96.0 ULTREZ 10 2 1.5 2.0 polyethylene glycol — 25.0 — clindamycin — — 1.0 IV erythromycin 2.0 propylene glycol 96.0 ULTREZ 10 1.0 SEPIGEL 305 1.0 - The following exemplary benzoyl peroxide-containing formulations are suitable for use as the second composition to be dispensed simultaneously with any of the anhydrous formulations of Examples I-IV.
V Petrotalium 15.50 Sodium Cocoyl Isethionate 5.00 Alfa olefin Sulfonate 2.00 Titaniam Dioxide 0.30 Lucidol 75% (Benzoyl Peroxide) 15.80 C12-15 Alkyl Benzoate 7.00 Triethanolamine 0.60 Carbopol 1382 0.80 Glycerin 58.0 VI - Gel Composition Water 56.4 Glycerine 5.0 SEPIGEL 305 2.0 Sodium Hydroxide 1.60 Steareth S-20 2.0 Steareth S-2 2.0 Cetyl Stearyl Alcohol 3.0 Silicone Cupoydoyl 5.0 Lucidol 75% (Benzoyl Peroxide) 16.0 C12-15 Benzoate Ester 7.00 VII - Benzoyl Peroxide Gel propylene glycol 88.5 ULTREZ 10 1.5 Benzoyl Peroxide 5.0 Fin Solv TN 5.0 VIII - Benzoyl Peroxide Gel Cleanser glycerin 66.0 ULTREZ 10 2.0 Benzoyl Peroxide 5.0 Fin Solv TN 5.0 Sodium Cocoyl Isethionate 20.0 - It will be understood that various modifications may be made to the embodiments disclosed herein. Therefore, the above description should not be construed as limiting, but merely as exemplifications of preferred embodiments. Those skilled in art will envision other modifications within the scope and spirit of the claims appended hereto.
Claims (12)
1. An apparatus comprising:
a first chamber containing a first composition, the first composition comprising an effective acne-treating amount of an antibiotic;
a second chamber containing a second composition comprising a retinoid and water;
pump means for moving the first and second compositions out of the first and second chambers; and
one or more outlets for dispensing the first and second compositions.
2. An apparatus as in claim 1 wherein the retinoid is selected from the group consisting of retinol, retinoic acid, retinyl palmitate, retinyl propionate, retinyl acetate and synthetic retinoid mimetics.
3. An apparatus as in claim 1 wherein the antibiotic is selected from the group consisting of erythromycin, clindamycin, tetracycline, derivatives of erythromycin, clindamycin or tetracycline and pharmaceutically acceptable salts of erythromycin, clindamycin or tetracycline.
4. An apparatus comprising:
a first chamber containing a first composition, the first composition comprising an effective acne-treating amount of benzoyl peroxide;
a second chamber containing a second composition comprising a retinoid and water;
pump means for moving the first and second compositions out of the first and second chambers; and
one or more outlets for dispensing the first and second compositions.
5. An apparatus as in claim 4 wherein the retinoid is selected from the group consisting of retinol, retinoic acid, retinyl palmitate, retinyl propionate, retinyl acetate and synthetic retinoid mimetics.
6. A method of treating acne comprising
simultaneously pumping a first composition and a second composition from first and second chambers, respectively,
the first composition comprising an effective acne-treating amount of a first active ingredient selected from the group consisting of antibiotics and benzoyl peroxide,
the second composition comprising a retinoid and water; and
contacting the first composition and second composition with the skin of a person afflicted with acne.
7. A method as in claim 6 wherein the retinoid is selected from the group consisting of retinol, retinoic acid, retinyl palmitate, retinyl propionate, retinyl acetate and synthetic retinoid mimetics.
8. A method as in claim 6 wherein the first active ingredient is benzoyl peroxide.
9. A method as in claim 8 wherein benzoyl peroxide comprises from about 0.1 to about 25 weight percent of the second composition.
10. A method as in claim 6 wherein the first active ingredient is an antibiotic.
11. A method as in claim 10 wherein the antibiotic is selected from the group consisting of erythromycin, clindamycin, tetracycline, derivatives of erythromycin, clindamycin or tetracycline and pharmaceutically acceptable salts of erythromycin, clindamycin or tetracycline.
12. A method as in claim 6 wherein the first composition is substantially anhydrous.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/395,505 US20060173076A1 (en) | 2000-12-12 | 2006-03-31 | Antibiotic/benzoyl peroxide dispenser |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/734,748 US6462025B2 (en) | 2000-12-12 | 2000-12-12 | Antibiotic/benzoyl peroxide dispenser |
US10/121,839 US7060732B2 (en) | 2000-12-12 | 2002-04-12 | Antibiotic/benzoyl peroxide dispenser |
US11/395,505 US20060173076A1 (en) | 2000-12-12 | 2006-03-31 | Antibiotic/benzoyl peroxide dispenser |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/121,839 Continuation US7060732B2 (en) | 2000-12-12 | 2002-04-12 | Antibiotic/benzoyl peroxide dispenser |
Publications (1)
Publication Number | Publication Date |
---|---|
US20060173076A1 true US20060173076A1 (en) | 2006-08-03 |
Family
ID=29248309
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/121,839 Expired - Fee Related US7060732B2 (en) | 2000-12-12 | 2002-04-12 | Antibiotic/benzoyl peroxide dispenser |
US11/395,802 Abandoned US20060172955A1 (en) | 2000-12-12 | 2006-03-31 | Antibiotic/benzoyl peroxide dispenser |
US11/395,505 Abandoned US20060173076A1 (en) | 2000-12-12 | 2006-03-31 | Antibiotic/benzoyl peroxide dispenser |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/121,839 Expired - Fee Related US7060732B2 (en) | 2000-12-12 | 2002-04-12 | Antibiotic/benzoyl peroxide dispenser |
US11/395,802 Abandoned US20060172955A1 (en) | 2000-12-12 | 2006-03-31 | Antibiotic/benzoyl peroxide dispenser |
Country Status (7)
Country | Link |
---|---|
US (3) | US7060732B2 (en) |
EP (1) | EP1503769A4 (en) |
JP (1) | JP2005529636A (en) |
AU (1) | AU2003226363A1 (en) |
CA (1) | CA2481754C (en) |
MX (1) | MXPA04009941A (en) |
WO (1) | WO2003086419A1 (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20080287373A1 (en) * | 2007-05-17 | 2008-11-20 | Popp Karl F | Topical skin treating kits |
WO2016022170A1 (en) * | 2014-08-08 | 2016-02-11 | Novan, Inc. | Topical emulsions |
US9427605B2 (en) | 2005-03-24 | 2016-08-30 | Novan, Inc. | Cosmetic treatment with nitric oxide, device for performing said treatment and manufacturing method therefor |
US9855211B2 (en) | 2013-02-28 | 2018-01-02 | Novan, Inc. | Topical compositions and methods of using the same |
US10226483B2 (en) | 2013-08-08 | 2019-03-12 | Novan, Inc. | Topical compositions and methods of using the same |
US10265334B2 (en) | 2011-07-05 | 2019-04-23 | Novan, Inc. | Anhydrous compositions |
US10912743B2 (en) | 2016-03-02 | 2021-02-09 | Novan, Inc. | Compositions for treating inflammation and methods of treating the same |
US11166980B2 (en) | 2016-04-13 | 2021-11-09 | Novan, Inc. | Compositions, systems, kits, and methods for treating an infection |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20030044432A1 (en) * | 2000-09-29 | 2003-03-06 | Manetta Vincent E. | Acne treating composition |
US20020193321A1 (en) * | 2000-12-12 | 2002-12-19 | Mohan Vishnupad | Dual dispenser for aesthitically acceptable delivery of anhydrous skin treatment compositions |
US7060732B2 (en) * | 2000-12-12 | 2006-06-13 | Imaginative Research Associates, Inc. | Antibiotic/benzoyl peroxide dispenser |
US20060189552A1 (en) * | 2000-12-12 | 2006-08-24 | Mohan Vishnupad | Dispenser for dispensing three or more actives |
US7820186B2 (en) * | 2001-12-21 | 2010-10-26 | Galderma Research & Development | Gel composition for once-daily treatment of common acne comprising a combination of benzoyl peroxide and adapalene and/or adapalene salt |
DE10342211A1 (en) * | 2003-09-12 | 2005-04-07 | Beiersdorf Ag | cosmetic |
US7662855B2 (en) * | 2004-05-11 | 2010-02-16 | Imaginative Research Associates, Inc. | Retinoid solutions and formulations made therefrom |
US20060014834A1 (en) * | 2004-05-11 | 2006-01-19 | Mohan Vishnupad | Retinoid solutions and formulations made therefrom |
WO2006053006A2 (en) * | 2004-11-09 | 2006-05-18 | Imaginative Research Associates, Inc. | Retinoid solutions and formulations made therefrom |
AR054805A1 (en) * | 2005-06-29 | 2007-07-18 | Stiefel Laboratories | TOPICAL COMPOSITIONS FOR SKIN TREATMENT |
BRPI0614143A2 (en) | 2005-08-02 | 2012-11-20 | Sol Gel Technologies Ltd | process for coating a solid, water-insoluble particulate material with a metal oxide, coated particulate material, composition, method for treating a surface condition in an inducible, and use of coated particulate material |
US9107844B2 (en) * | 2006-02-03 | 2015-08-18 | Stiefel Laboratories Inc. | Topical skin treating compositions |
AU2007273935B2 (en) | 2006-03-31 | 2011-08-18 | Stiefel Research Australia Pty Ltd | Foamable suspension gel |
FR2910321B1 (en) | 2006-12-21 | 2009-07-10 | Galderma Res & Dev S N C Snc | CREAM GEL COMPRISING AT LEAST ONE RETINOID AND BENZOLE PEROXIDE |
FR2910320B1 (en) * | 2006-12-21 | 2009-02-13 | Galderma Res & Dev S N C Snc | EMULSION COMPRISING AT LEAST ONE RETINOID AND BENZOLE PEROXIDE |
CN101754677B (en) * | 2007-02-01 | 2013-10-02 | 索尔-格尔科技有限公司 | Method for preparing particles comprising metal oxide coating and particles with metal oxide coating |
WO2008093346A2 (en) * | 2007-02-01 | 2008-08-07 | Sol-Gel Technologies Ltd. | Compositions for topical application comprising a peroxide and retinoid |
WO2008097850A1 (en) * | 2007-02-02 | 2008-08-14 | Warner Chilcott Company, Inc. | Tretracycline compositions for topical administration |
WO2008097851A1 (en) * | 2007-02-02 | 2008-08-14 | Warner Chilcott Company, Inc. | Tetracycline compositions for topical administration |
US7875001B2 (en) * | 2008-02-25 | 2011-01-25 | Americo Michael Minotti | Multi medication nasal spray device and method |
JP2012512882A (en) * | 2008-12-18 | 2012-06-07 | ミンテック コーポレーション | Sporecidal hand sanitizer lotion |
US20110262506A1 (en) * | 2009-01-05 | 2011-10-27 | Sol-Gel Technologies Ltd. | Topical compositions containing coated active agents |
US9687465B2 (en) | 2012-11-27 | 2017-06-27 | Sol-Gel Technologies Ltd. | Compositions for the treatment of rosacea |
Citations (88)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3535422A (en) * | 1968-03-11 | 1970-10-20 | Stiefel Laboratories | Stable benzoyl peroxide composition |
US3729568A (en) * | 1969-09-23 | 1973-04-24 | Johnson & Johnson | Acne treatment |
US3906108A (en) * | 1973-10-12 | 1975-09-16 | Johnson & Johnson | Stabilized tretinoin cream emulsion |
US3969516A (en) * | 1974-12-19 | 1976-07-13 | Nelson Research & Development Company | Composition and method for treatment of acne |
US4000263A (en) * | 1975-05-02 | 1976-12-28 | Westwood Pharmaceuticals, Inc. | Erythromycin solution |
US4056615A (en) * | 1975-05-28 | 1977-11-01 | U C B Societe Anonyme | Lucknomycin and process for producing same |
US4075333A (en) * | 1975-02-14 | 1978-02-21 | Hoffmann-La Roche, Inc. | Stable injectable vitamin compositions |
US4124707A (en) * | 1976-12-22 | 1978-11-07 | Schering Corporation | 7α-Halogeno-3,20-dioxo-1,4-pregnadienes, methods for their manufacture, their use as anti-inflammatory agents, and pharmaceutical formulations useful therefor |
US4132771A (en) * | 1977-08-24 | 1979-01-02 | Schreiber Ronald S | Warm two tone flavored dentifrice |
US4140656A (en) * | 1977-10-07 | 1979-02-20 | Armour-Dial, Inc. | Anhydrous clear gel facial cleanser |
US4187287A (en) * | 1977-08-24 | 1980-02-05 | Colgate Palmolive Company | Warm two tone flavored dentifrice |
US4247547A (en) * | 1979-03-19 | 1981-01-27 | Johnson & Johnson | Tretinoin in a gel vehicle for acne treatment |
US4330531A (en) * | 1976-03-26 | 1982-05-18 | Howard Alliger | Germ-killing materials |
US4387107A (en) * | 1979-07-25 | 1983-06-07 | Dermik Laboratories, Inc. | Stable benzoyl peroxide composition |
US4388301A (en) * | 1981-06-12 | 1983-06-14 | William H. Rorer, Inc. | Method and composition for treating acne |
US4469684A (en) * | 1982-10-15 | 1984-09-04 | The Procter & Gamble Company | Storage stable topical pharmaceutical composition containing zinc erythromycin and low dielectric solvents |
US4497794A (en) * | 1980-12-08 | 1985-02-05 | Dermik Laboratories, Inc. | Erythromycin/benzoyl peroxide composition for the treatment of acne |
US4532133A (en) * | 1983-05-24 | 1985-07-30 | Basf Wyandotte Corporation | Low temperature stable, emulsifiable vitamin A concentrates |
US4593048A (en) * | 1981-09-28 | 1986-06-03 | Nitto Electric Industrial Co., Ltd. | Base composition for external preparations, pharmaceutical composition for external use and method of promoting percutaneous drug absorption |
US4599379A (en) * | 1984-01-17 | 1986-07-08 | Allied Colloids Ltd. | Process for the production of polymers and aqueous solutions thereof |
US4603146A (en) * | 1984-05-16 | 1986-07-29 | Kligman Albert M | Methods for retarding the effects of aging of the skin |
US4606913A (en) * | 1978-09-25 | 1986-08-19 | Lever Brothers Company | High internal phase emulsions |
US4628078A (en) * | 1984-06-12 | 1986-12-09 | Allied Colloids Ltd. | Acrylamide-dialkylaminoacrylate-dialkylaminomethacrylate cationic polyelectrolytes and their production |
US4671956A (en) * | 1983-12-01 | 1987-06-09 | L'oreal | Antiacne composition containing benzoic peroxide in association with at least one sun filter |
US4692329A (en) * | 1980-12-08 | 1987-09-08 | William H. Rorer, Inc. | Erythromycin/benzoyl peroxide antiacne compositions |
US4826828A (en) * | 1985-04-22 | 1989-05-02 | Avon Products, Inc. | Composition and method for reducing wrinkles |
US4826048A (en) * | 1986-04-29 | 1989-05-02 | Ing. Erich Pfeiffer Gmbh & Co. Kg | Dispenser for manually discharging plural media |
US4840970A (en) * | 1983-07-25 | 1989-06-20 | Eisai Co., Ltd. | Aqueous solution containing lipid-soluble pharmaceutical substance |
US4885161A (en) * | 1987-03-11 | 1989-12-05 | Medi-Tech International Corporation | Wound dressings in gelled paste form |
US4888363A (en) * | 1986-07-29 | 1989-12-19 | Avon Products, Inc. | Anhydrous cosmetic preparation |
US4963348A (en) * | 1987-12-11 | 1990-10-16 | The Procter & Gamble Company | Styling agents and compositions containing the same |
US4966779A (en) * | 1989-12-21 | 1990-10-30 | Basf Corporation | Stable, water miscible emulsion comprising a fat-soluble vitamin |
US5004598A (en) * | 1986-11-10 | 1991-04-02 | The B. F. Goodrich Company | Stable and quick-breaking topical skin compositions |
US5019567A (en) * | 1987-11-24 | 1991-05-28 | L'oreal | Benzoyl peroxide--quaternary ammonium lipophilic salicylate based pharmaceutical and cosmetic compositions and their use especially in treatment of acne |
US5034228A (en) * | 1985-12-11 | 1991-07-23 | Moet-Hennessy Recherche | Pharmaceutical composition, in particular dermatological or cosmetic, comprising hydrous lipidic lamellar phases or liposomes containing a retinoid or a structural analogue thereof such as a carotenoid |
US5185372A (en) * | 1990-08-30 | 1993-02-09 | Senju Pharmaceutical Company, Limited | Stable aqueous preparation |
US5242433A (en) * | 1992-12-07 | 1993-09-07 | Creative Products Resource Associates, Ltd. | Packaging system with in-tandem applicator pads for topical drug delivery |
US5254334A (en) * | 1992-05-04 | 1993-10-19 | Imaginative Research Associates, Inc. | Anhydrous foaming composition containing low concentrations of detergents and high levels of glycerin amd emollients such as oils and esters |
US5254109A (en) * | 1992-12-07 | 1993-10-19 | Creative Products Resource Associates, Ltd. | Separately packaged applicator pads for topical delivery of incompatable drugs |
US5296505A (en) * | 1991-06-14 | 1994-03-22 | L'oreal | Compositions of retinoids substituted with a dithiane ring, their use, and process for preparing the compounds |
US5356040A (en) * | 1992-03-31 | 1994-10-18 | Maplast S.R.L. | Container particulary for multicomponent products |
US5409706A (en) * | 1992-05-04 | 1995-04-25 | Imaginative Research Associates, Inc. | Anhydrous foaming composition containing low concentrations of detergents and high levels of glycerin and emollients such as oils and esters |
US5446028A (en) * | 1985-12-12 | 1995-08-29 | Dermik Laboratories, Inc. | Anti-acne method and composition |
US5460620A (en) * | 1992-07-31 | 1995-10-24 | Creative Products Resource, Inc. | Method of applying in-tandem applicator pads for transdermal delivery of a therapeutic agent |
US5460062A (en) * | 1993-03-03 | 1995-10-24 | Dynamic Aerospace Tools Company | Reaction unit for threaded connector manipulating device and combination thereof |
US5466466A (en) * | 1989-02-18 | 1995-11-14 | Lts Lohmann Therapie-Systeme Gmbh & Co. Kg | Therapeutic system for the retarded and controlled transdermal or transmucous administration of active substrates II |
US5559149A (en) * | 1990-01-29 | 1996-09-24 | Johnson & Johnson Consumer Products, Inc. | Skin care compositions containing retinoids |
US5621066A (en) * | 1994-08-10 | 1997-04-15 | General Electric Company | Environmentally friendly method for poly(phenylene ether) polymerization and catalyst recycle |
US5631248A (en) * | 1992-04-10 | 1997-05-20 | Smithkline Beecham Plc | Supersaturated topical compositions |
US5632996A (en) * | 1995-04-14 | 1997-05-27 | Imaginative Research Associates, Inc. | Benzoyl peroxide and benzoate ester containing compositions suitable for contact with skin |
US5645822A (en) * | 1992-12-16 | 1997-07-08 | Schering-Plough Healthcare Products, Inc. | Method and apparatus for sunless tanning |
US5690923A (en) * | 1993-01-07 | 1997-11-25 | Yamanouchi Europe B.V. | Stable topical retinoid compositions |
US5721275A (en) * | 1989-06-07 | 1998-02-24 | Bazzano; Gail S. | Slow release vehicles for minimizing skin irritancy of topical compositions |
US5733886A (en) * | 1992-02-18 | 1998-03-31 | Lloyd J. Baroody | Compositions of clindamycin and benzoyl peroxide for acne treatment |
US5744148A (en) * | 1996-09-20 | 1998-04-28 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Stabilization of an unstable retinoid in oil-in-water emulsions for skin care compositions |
US5750092A (en) * | 1996-03-14 | 1998-05-12 | Schering-Plough Healthcare Products, Inc. | Sunless tanning composition and method |
US5823391A (en) * | 1996-09-04 | 1998-10-20 | Owens-Brockway Plastic Products Inc. | Dual chamber flexible tube dispensing package and method of making |
US5879716A (en) * | 1985-12-18 | 1999-03-09 | Advanced Polymer Systems, Inc. | Methods and compositions for topical delivery of benzoyl peroxide |
US5902600A (en) * | 1992-12-21 | 1999-05-11 | Healthpoint, Ltd. | Hydrogel polymer wound dressing |
US5958334A (en) * | 1993-12-13 | 1999-09-28 | Haddon; Bruce Alexander | Combination capable of forming an odor barrier and methods of use |
US5998392A (en) * | 1996-04-10 | 1999-12-07 | Gattefosse S.A. | Benzoyl peroxide flocculent materials and methods of their preparation |
US6001885A (en) * | 1996-09-02 | 1999-12-14 | Centre International De Recherches Dermatologiques | Retinoid inhibition of expression of VEGF |
US6013637A (en) * | 1998-06-12 | 2000-01-11 | Dermik Laboratories Inc. | Anti-acne method and composition |
US6015568A (en) * | 1993-10-05 | 2000-01-18 | L'oreal | Anhydrous stable retinol based cosmetic or pharmaceutical composition |
US6082588A (en) * | 1997-01-10 | 2000-07-04 | Lever Brothers Company, Division Of Conopco, Inc. | Dual compartment package and pumps |
US6117843A (en) * | 1992-02-18 | 2000-09-12 | Lloyd J. Baroody | Compositions for the treatment of acne containing clindamycin and benzoyl peroxide |
US6116466A (en) * | 1997-10-03 | 2000-09-12 | L'oreal S.A. | Two-product dispensing unit |
US6207179B1 (en) * | 2000-05-18 | 2001-03-27 | Phoenix Scientific, Inc. | Parasiticidal formulation for animals and a method of making this formulation |
US6268322B1 (en) * | 1999-10-22 | 2001-07-31 | Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. | Dual chamber cleansing system, comprising multiple emulsion |
US6331291B1 (en) * | 1996-05-30 | 2001-12-18 | William R. Glace | Dentifrice gel/paste compositions |
US6387363B1 (en) * | 1992-12-31 | 2002-05-14 | United States Surgical Corporation | Biocompatible medical devices |
US6399092B1 (en) * | 2000-12-27 | 2002-06-04 | Healthpoint, Ltd. | Anhydrous, hydrophilic absorbent wound dressing (tube) with antimicrobials or other pharmaceutically active agents |
US20020082745A1 (en) * | 2000-01-31 | 2002-06-27 | Collaborative Technologies, Inc. | Method and system for producing customized cosmetic and pharmaceutical formulations on demand |
US6428799B1 (en) * | 1999-08-02 | 2002-08-06 | The Procter & Gamble Company | Personal care articles |
US20020110594A1 (en) * | 2000-12-12 | 2002-08-15 | Mohan Vishnupad | Antibiotic/benzoyl peroxide dispenser |
US6448233B1 (en) * | 1997-07-08 | 2002-09-10 | Cosmoferm B.V. | Topical application of a combination of benzoyl peroxide and a second active ingredient |
US6458340B1 (en) * | 1998-09-10 | 2002-10-01 | Den-Mat Corporation | Desensitizing bleaching gel |
US6461622B2 (en) * | 1994-09-07 | 2002-10-08 | Johnson & Johnson Consumer Companies, Inc. | Topical compositions |
US6467622B1 (en) * | 2000-10-12 | 2002-10-22 | Rubbermaid Incorporated | Adjustable organizer |
US20020176891A1 (en) * | 2000-08-03 | 2002-11-28 | Dow Gordon J. | Topical gel delivery system |
US20020193321A1 (en) * | 2000-12-12 | 2002-12-19 | Mohan Vishnupad | Dual dispenser for aesthitically acceptable delivery of anhydrous skin treatment compositions |
US20030004118A1 (en) * | 2000-12-12 | 2003-01-02 | Mohan Vishnupad | Antibiotic/benzoyl peroxide dispenser |
US20030044432A1 (en) * | 2000-09-29 | 2003-03-06 | Manetta Vincent E. | Acne treating composition |
US6531141B1 (en) * | 2000-03-07 | 2003-03-11 | Ortho-Mcneil Pharmaceutical, Inc. | Oil-in-water emulsion containing tretinoin |
US20030180366A1 (en) * | 2002-03-20 | 2003-09-25 | Kirschner Mitchell I. | Bioadhesive drug delivery system |
US20030215493A1 (en) * | 2002-04-30 | 2003-11-20 | Patel Pravin M. | Composition and method for dermatological treatment |
US6774100B2 (en) * | 2000-12-06 | 2004-08-10 | Imaginative Research Associates, Inc. | Anhydrous creams, lotions and gels |
US20050255131A1 (en) * | 2004-05-11 | 2005-11-17 | Mohan Vishnupad | Clindamycin compositions and delivery system therefor |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3969518A (en) * | 1972-05-24 | 1976-07-13 | Merck & Co., Inc. | Inhibiting xanthine oxidase with 3-haloalkyl substituted benzothiadiazine-1,1-dioxides |
IT1210608B (en) * | 1980-12-08 | 1989-09-14 | Rorer Int Overseas | COMPOSITION FOR TOPICAL ACNE TREATMENT |
US5389677B1 (en) * | 1986-12-23 | 1997-07-15 | Tristrata Inc | Method of treating wrinkles using glycalic acid |
CA2015111A1 (en) | 1990-04-23 | 1991-10-23 | Tom Y. Woo | New binary dispensor for the application of fluids, semi-fluids or semi-solids |
EP0563486B1 (en) * | 1992-03-30 | 1997-07-30 | Immuno France S.A.R.L. | Device for applying a pharmaceutical or cosmetic composition |
US5558874A (en) * | 1994-12-12 | 1996-09-24 | Habley Medical Technology Corporation | Multi-compartment applicator for packaging, reconstituting and applying a dehydrated multi-constituent medication |
EP0729746A1 (en) * | 1995-02-28 | 1996-09-04 | Unilever Plc | Vitamin C delivery system |
DE19513164A1 (en) * | 1995-04-07 | 1996-10-10 | Bayer Ag | Hydroxy-terminated polycarbonates based on high mol. cyclic dimer diols with and use in prodn. of polyurethanes stable against hydrolysis and oxidn. |
EP0738510A3 (en) * | 1995-04-20 | 2005-12-21 | L'oreal | Use of a HMG-CoA reductase inhibitor as an anti-ageing agent and as an anti-acne agent. Composition comprising at least one HMG-CoA reductase inhibitor and at least one active substance with scaling properties. |
US6020367A (en) | 1997-12-02 | 2000-02-01 | Avon Products, Inc. | Supersaturated ascorbic acid solutions |
JP2000297018A (en) * | 1999-04-13 | 2000-10-24 | Hoyu Co Ltd | Hair make-up agent, hair cosmetic and method for using hair make-up agent |
US6585984B1 (en) * | 2000-03-03 | 2003-07-01 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Dual composition cosmetic product with a concentration sensitive and an incompatible active respectively placed within first and second compositions |
JP4979109B2 (en) * | 2000-04-21 | 2012-07-18 | ゾル−ゲル テクノロジーズ リミテッド | Compositions showing enhanced formulation stability and delivery of topical active ingredients |
WO2001091726A1 (en) | 2000-06-02 | 2001-12-06 | Dermik International Holding Inc. | Acne-treating composition |
-
2002
- 2002-04-12 US US10/121,839 patent/US7060732B2/en not_active Expired - Fee Related
-
2003
- 2003-04-14 CA CA2481754A patent/CA2481754C/en not_active Expired - Fee Related
- 2003-04-14 MX MXPA04009941A patent/MXPA04009941A/en active IP Right Grant
- 2003-04-14 JP JP2003583438A patent/JP2005529636A/en active Pending
- 2003-04-14 AU AU2003226363A patent/AU2003226363A1/en not_active Abandoned
- 2003-04-14 WO PCT/US2003/011363 patent/WO2003086419A1/en active Application Filing
- 2003-04-14 EP EP03746745A patent/EP1503769A4/en not_active Withdrawn
-
2006
- 2006-03-31 US US11/395,802 patent/US20060172955A1/en not_active Abandoned
- 2006-03-31 US US11/395,505 patent/US20060173076A1/en not_active Abandoned
Patent Citations (95)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3535422A (en) * | 1968-03-11 | 1970-10-20 | Stiefel Laboratories | Stable benzoyl peroxide composition |
US3729568A (en) * | 1969-09-23 | 1973-04-24 | Johnson & Johnson | Acne treatment |
US3906108A (en) * | 1973-10-12 | 1975-09-16 | Johnson & Johnson | Stabilized tretinoin cream emulsion |
US3969516A (en) * | 1974-12-19 | 1976-07-13 | Nelson Research & Development Company | Composition and method for treatment of acne |
US4075333A (en) * | 1975-02-14 | 1978-02-21 | Hoffmann-La Roche, Inc. | Stable injectable vitamin compositions |
US4000263A (en) * | 1975-05-02 | 1976-12-28 | Westwood Pharmaceuticals, Inc. | Erythromycin solution |
US4056615A (en) * | 1975-05-28 | 1977-11-01 | U C B Societe Anonyme | Lucknomycin and process for producing same |
US4330531A (en) * | 1976-03-26 | 1982-05-18 | Howard Alliger | Germ-killing materials |
US4124707A (en) * | 1976-12-22 | 1978-11-07 | Schering Corporation | 7α-Halogeno-3,20-dioxo-1,4-pregnadienes, methods for their manufacture, their use as anti-inflammatory agents, and pharmaceutical formulations useful therefor |
US4187287A (en) * | 1977-08-24 | 1980-02-05 | Colgate Palmolive Company | Warm two tone flavored dentifrice |
US4132771A (en) * | 1977-08-24 | 1979-01-02 | Schreiber Ronald S | Warm two tone flavored dentifrice |
US4140656A (en) * | 1977-10-07 | 1979-02-20 | Armour-Dial, Inc. | Anhydrous clear gel facial cleanser |
US4606913A (en) * | 1978-09-25 | 1986-08-19 | Lever Brothers Company | High internal phase emulsions |
US4247547A (en) * | 1979-03-19 | 1981-01-27 | Johnson & Johnson | Tretinoin in a gel vehicle for acne treatment |
US4387107A (en) * | 1979-07-25 | 1983-06-07 | Dermik Laboratories, Inc. | Stable benzoyl peroxide composition |
US4692329A (en) * | 1980-12-08 | 1987-09-08 | William H. Rorer, Inc. | Erythromycin/benzoyl peroxide antiacne compositions |
US4497794A (en) * | 1980-12-08 | 1985-02-05 | Dermik Laboratories, Inc. | Erythromycin/benzoyl peroxide composition for the treatment of acne |
US4388301A (en) * | 1981-06-12 | 1983-06-14 | William H. Rorer, Inc. | Method and composition for treating acne |
US4593048A (en) * | 1981-09-28 | 1986-06-03 | Nitto Electric Industrial Co., Ltd. | Base composition for external preparations, pharmaceutical composition for external use and method of promoting percutaneous drug absorption |
US4469684A (en) * | 1982-10-15 | 1984-09-04 | The Procter & Gamble Company | Storage stable topical pharmaceutical composition containing zinc erythromycin and low dielectric solvents |
US4532133A (en) * | 1983-05-24 | 1985-07-30 | Basf Wyandotte Corporation | Low temperature stable, emulsifiable vitamin A concentrates |
US4840970A (en) * | 1983-07-25 | 1989-06-20 | Eisai Co., Ltd. | Aqueous solution containing lipid-soluble pharmaceutical substance |
US4671956A (en) * | 1983-12-01 | 1987-06-09 | L'oreal | Antiacne composition containing benzoic peroxide in association with at least one sun filter |
US4599379A (en) * | 1984-01-17 | 1986-07-08 | Allied Colloids Ltd. | Process for the production of polymers and aqueous solutions thereof |
US4603146A (en) * | 1984-05-16 | 1986-07-29 | Kligman Albert M | Methods for retarding the effects of aging of the skin |
US4628078A (en) * | 1984-06-12 | 1986-12-09 | Allied Colloids Ltd. | Acrylamide-dialkylaminoacrylate-dialkylaminomethacrylate cationic polyelectrolytes and their production |
US4826828A (en) * | 1985-04-22 | 1989-05-02 | Avon Products, Inc. | Composition and method for reducing wrinkles |
US5034228A (en) * | 1985-12-11 | 1991-07-23 | Moet-Hennessy Recherche | Pharmaceutical composition, in particular dermatological or cosmetic, comprising hydrous lipidic lamellar phases or liposomes containing a retinoid or a structural analogue thereof such as a carotenoid |
US5767098A (en) * | 1985-12-12 | 1998-06-16 | Dermik Laboratories, Inc. | Anti-acne method and composition |
US5446028A (en) * | 1985-12-12 | 1995-08-29 | Dermik Laboratories, Inc. | Anti-acne method and composition |
US5879716A (en) * | 1985-12-18 | 1999-03-09 | Advanced Polymer Systems, Inc. | Methods and compositions for topical delivery of benzoyl peroxide |
US4826048A (en) * | 1986-04-29 | 1989-05-02 | Ing. Erich Pfeiffer Gmbh & Co. Kg | Dispenser for manually discharging plural media |
US4888363A (en) * | 1986-07-29 | 1989-12-19 | Avon Products, Inc. | Anhydrous cosmetic preparation |
US5004598A (en) * | 1986-11-10 | 1991-04-02 | The B. F. Goodrich Company | Stable and quick-breaking topical skin compositions |
US4885161A (en) * | 1987-03-11 | 1989-12-05 | Medi-Tech International Corporation | Wound dressings in gelled paste form |
US5019567A (en) * | 1987-11-24 | 1991-05-28 | L'oreal | Benzoyl peroxide--quaternary ammonium lipophilic salicylate based pharmaceutical and cosmetic compositions and their use especially in treatment of acne |
US4963348A (en) * | 1987-12-11 | 1990-10-16 | The Procter & Gamble Company | Styling agents and compositions containing the same |
US5466466A (en) * | 1989-02-18 | 1995-11-14 | Lts Lohmann Therapie-Systeme Gmbh & Co. Kg | Therapeutic system for the retarded and controlled transdermal or transmucous administration of active substrates II |
US5721275A (en) * | 1989-06-07 | 1998-02-24 | Bazzano; Gail S. | Slow release vehicles for minimizing skin irritancy of topical compositions |
US4966779A (en) * | 1989-12-21 | 1990-10-30 | Basf Corporation | Stable, water miscible emulsion comprising a fat-soluble vitamin |
US5559149A (en) * | 1990-01-29 | 1996-09-24 | Johnson & Johnson Consumer Products, Inc. | Skin care compositions containing retinoids |
US5185372A (en) * | 1990-08-30 | 1993-02-09 | Senju Pharmaceutical Company, Limited | Stable aqueous preparation |
US5296505A (en) * | 1991-06-14 | 1994-03-22 | L'oreal | Compositions of retinoids substituted with a dithiane ring, their use, and process for preparing the compounds |
US5733886A (en) * | 1992-02-18 | 1998-03-31 | Lloyd J. Baroody | Compositions of clindamycin and benzoyl peroxide for acne treatment |
US6117843A (en) * | 1992-02-18 | 2000-09-12 | Lloyd J. Baroody | Compositions for the treatment of acne containing clindamycin and benzoyl peroxide |
US5356040A (en) * | 1992-03-31 | 1994-10-18 | Maplast S.R.L. | Container particulary for multicomponent products |
US5631248A (en) * | 1992-04-10 | 1997-05-20 | Smithkline Beecham Plc | Supersaturated topical compositions |
US5409706A (en) * | 1992-05-04 | 1995-04-25 | Imaginative Research Associates, Inc. | Anhydrous foaming composition containing low concentrations of detergents and high levels of glycerin and emollients such as oils and esters |
US5254334A (en) * | 1992-05-04 | 1993-10-19 | Imaginative Research Associates, Inc. | Anhydrous foaming composition containing low concentrations of detergents and high levels of glycerin amd emollients such as oils and esters |
US5460620A (en) * | 1992-07-31 | 1995-10-24 | Creative Products Resource, Inc. | Method of applying in-tandem applicator pads for transdermal delivery of a therapeutic agent |
US5470323A (en) * | 1992-12-07 | 1995-11-28 | Creative Products Resource Associates, Ltd. | Packaging system with in-tandem applicator pads for topical drug delivery |
US5417674A (en) * | 1992-12-07 | 1995-05-23 | Creative Products Resource Associates, Ltd. | Separately packaged applicator pads for topical delivery of incompatible drugs |
US5242433A (en) * | 1992-12-07 | 1993-09-07 | Creative Products Resource Associates, Ltd. | Packaging system with in-tandem applicator pads for topical drug delivery |
US5254109A (en) * | 1992-12-07 | 1993-10-19 | Creative Products Resource Associates, Ltd. | Separately packaged applicator pads for topical delivery of incompatable drugs |
US5562642A (en) * | 1992-12-07 | 1996-10-08 | Creative Products Resource, Inc. | Separately packaged applicator pads for topical delivery of incompatible drugs |
US5645822A (en) * | 1992-12-16 | 1997-07-08 | Schering-Plough Healthcare Products, Inc. | Method and apparatus for sunless tanning |
US5902600A (en) * | 1992-12-21 | 1999-05-11 | Healthpoint, Ltd. | Hydrogel polymer wound dressing |
US6387363B1 (en) * | 1992-12-31 | 2002-05-14 | United States Surgical Corporation | Biocompatible medical devices |
US5690923A (en) * | 1993-01-07 | 1997-11-25 | Yamanouchi Europe B.V. | Stable topical retinoid compositions |
US5460062A (en) * | 1993-03-03 | 1995-10-24 | Dynamic Aerospace Tools Company | Reaction unit for threaded connector manipulating device and combination thereof |
US6015568A (en) * | 1993-10-05 | 2000-01-18 | L'oreal | Anhydrous stable retinol based cosmetic or pharmaceutical composition |
US5958334A (en) * | 1993-12-13 | 1999-09-28 | Haddon; Bruce Alexander | Combination capable of forming an odor barrier and methods of use |
US5621066A (en) * | 1994-08-10 | 1997-04-15 | General Electric Company | Environmentally friendly method for poly(phenylene ether) polymerization and catalyst recycle |
US6461622B2 (en) * | 1994-09-07 | 2002-10-08 | Johnson & Johnson Consumer Companies, Inc. | Topical compositions |
US5632996A (en) * | 1995-04-14 | 1997-05-27 | Imaginative Research Associates, Inc. | Benzoyl peroxide and benzoate ester containing compositions suitable for contact with skin |
US5750092A (en) * | 1996-03-14 | 1998-05-12 | Schering-Plough Healthcare Products, Inc. | Sunless tanning composition and method |
US5998392A (en) * | 1996-04-10 | 1999-12-07 | Gattefosse S.A. | Benzoyl peroxide flocculent materials and methods of their preparation |
US6331291B1 (en) * | 1996-05-30 | 2001-12-18 | William R. Glace | Dentifrice gel/paste compositions |
US6001885A (en) * | 1996-09-02 | 1999-12-14 | Centre International De Recherches Dermatologiques | Retinoid inhibition of expression of VEGF |
US5823391A (en) * | 1996-09-04 | 1998-10-20 | Owens-Brockway Plastic Products Inc. | Dual chamber flexible tube dispensing package and method of making |
US5744148A (en) * | 1996-09-20 | 1998-04-28 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Stabilization of an unstable retinoid in oil-in-water emulsions for skin care compositions |
US6082588A (en) * | 1997-01-10 | 2000-07-04 | Lever Brothers Company, Division Of Conopco, Inc. | Dual compartment package and pumps |
US6448233B1 (en) * | 1997-07-08 | 2002-09-10 | Cosmoferm B.V. | Topical application of a combination of benzoyl peroxide and a second active ingredient |
US6116466A (en) * | 1997-10-03 | 2000-09-12 | L'oreal S.A. | Two-product dispensing unit |
US6013637A (en) * | 1998-06-12 | 2000-01-11 | Dermik Laboratories Inc. | Anti-acne method and composition |
US6458340B1 (en) * | 1998-09-10 | 2002-10-01 | Den-Mat Corporation | Desensitizing bleaching gel |
US6428799B1 (en) * | 1999-08-02 | 2002-08-06 | The Procter & Gamble Company | Personal care articles |
US6268322B1 (en) * | 1999-10-22 | 2001-07-31 | Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. | Dual chamber cleansing system, comprising multiple emulsion |
US20020082745A1 (en) * | 2000-01-31 | 2002-06-27 | Collaborative Technologies, Inc. | Method and system for producing customized cosmetic and pharmaceutical formulations on demand |
US6531141B1 (en) * | 2000-03-07 | 2003-03-11 | Ortho-Mcneil Pharmaceutical, Inc. | Oil-in-water emulsion containing tretinoin |
US6207179B1 (en) * | 2000-05-18 | 2001-03-27 | Phoenix Scientific, Inc. | Parasiticidal formulation for animals and a method of making this formulation |
US20020176891A1 (en) * | 2000-08-03 | 2002-11-28 | Dow Gordon J. | Topical gel delivery system |
US6517847B2 (en) * | 2000-08-03 | 2003-02-11 | Dow Pharmaceutical Sciences | Topical gel delivery system |
US20030044432A1 (en) * | 2000-09-29 | 2003-03-06 | Manetta Vincent E. | Acne treating composition |
US6467622B1 (en) * | 2000-10-12 | 2002-10-22 | Rubbermaid Incorporated | Adjustable organizer |
US6774100B2 (en) * | 2000-12-06 | 2004-08-10 | Imaginative Research Associates, Inc. | Anhydrous creams, lotions and gels |
US20020193321A1 (en) * | 2000-12-12 | 2002-12-19 | Mohan Vishnupad | Dual dispenser for aesthitically acceptable delivery of anhydrous skin treatment compositions |
US20030004118A1 (en) * | 2000-12-12 | 2003-01-02 | Mohan Vishnupad | Antibiotic/benzoyl peroxide dispenser |
US6462025B2 (en) * | 2000-12-12 | 2002-10-08 | Imaginative Research Associates, Inc. | Antibiotic/benzoyl peroxide dispenser |
US20020110594A1 (en) * | 2000-12-12 | 2002-08-15 | Mohan Vishnupad | Antibiotic/benzoyl peroxide dispenser |
US7060732B2 (en) * | 2000-12-12 | 2006-06-13 | Imaginative Research Associates, Inc. | Antibiotic/benzoyl peroxide dispenser |
US6399092B1 (en) * | 2000-12-27 | 2002-06-04 | Healthpoint, Ltd. | Anhydrous, hydrophilic absorbent wound dressing (tube) with antimicrobials or other pharmaceutically active agents |
US20030180366A1 (en) * | 2002-03-20 | 2003-09-25 | Kirschner Mitchell I. | Bioadhesive drug delivery system |
US20030215493A1 (en) * | 2002-04-30 | 2003-11-20 | Patel Pravin M. | Composition and method for dermatological treatment |
US20050255131A1 (en) * | 2004-05-11 | 2005-11-17 | Mohan Vishnupad | Clindamycin compositions and delivery system therefor |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9427605B2 (en) | 2005-03-24 | 2016-08-30 | Novan, Inc. | Cosmetic treatment with nitric oxide, device for performing said treatment and manufacturing method therefor |
US20080287373A1 (en) * | 2007-05-17 | 2008-11-20 | Popp Karl F | Topical skin treating kits |
US10500220B2 (en) | 2011-07-05 | 2019-12-10 | Novan, Inc. | Topical compositions |
US10265334B2 (en) | 2011-07-05 | 2019-04-23 | Novan, Inc. | Anhydrous compositions |
US10258564B2 (en) | 2013-02-28 | 2019-04-16 | Novan, Inc. | Topical compositions and methods of using the same |
US9855211B2 (en) | 2013-02-28 | 2018-01-02 | Novan, Inc. | Topical compositions and methods of using the same |
US11285098B2 (en) | 2013-02-28 | 2022-03-29 | Novan, Inc. | Topical compositions and methods of using the same |
US10226483B2 (en) | 2013-08-08 | 2019-03-12 | Novan, Inc. | Topical compositions and methods of using the same |
US10206947B2 (en) | 2013-08-08 | 2019-02-19 | Novan, Inc. | Topical compositions and methods of using the same |
US10828323B2 (en) | 2013-08-08 | 2020-11-10 | Novan, Inc. | Topical compositions and methods of using the same |
US11813284B2 (en) | 2013-08-08 | 2023-11-14 | Novan, Inc. | Topical compositions and methods of using the same |
WO2016022170A1 (en) * | 2014-08-08 | 2016-02-11 | Novan, Inc. | Topical emulsions |
US10912743B2 (en) | 2016-03-02 | 2021-02-09 | Novan, Inc. | Compositions for treating inflammation and methods of treating the same |
US11166980B2 (en) | 2016-04-13 | 2021-11-09 | Novan, Inc. | Compositions, systems, kits, and methods for treating an infection |
Also Published As
Publication number | Publication date |
---|---|
EP1503769A4 (en) | 2009-07-15 |
US20030004118A1 (en) | 2003-01-02 |
AU2003226363A1 (en) | 2003-10-27 |
CA2481754C (en) | 2011-01-04 |
US7060732B2 (en) | 2006-06-13 |
MXPA04009941A (en) | 2004-12-13 |
JP2005529636A (en) | 2005-10-06 |
EP1503769A1 (en) | 2005-02-09 |
CA2481754A1 (en) | 2003-10-23 |
US20060172955A1 (en) | 2006-08-03 |
WO2003086419A1 (en) | 2003-10-23 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US7060732B2 (en) | Antibiotic/benzoyl peroxide dispenser | |
US6462025B2 (en) | Antibiotic/benzoyl peroxide dispenser | |
CA2482447C (en) | Dual dispenser for aesthetically acceptable delivery of anhydrous skin treatment compositions | |
US6774100B2 (en) | Anhydrous creams, lotions and gels | |
CA2514019C (en) | Topical pharmaceutical and/or cosmetic dispense systems | |
FI57055B (en) | FOERFARANDE FOER STABILIZERING AV EN LOKALT ANVAENDBAR TRETINOINKRAEMEMS | |
US20040167223A1 (en) | Topical antibacterial formulations | |
KR20090028764A (en) | Combination of adapalene and benzoyl peroxide for the treatment of acne lesions | |
EP1813277A1 (en) | Dispenser for dispensing two or more substances |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |