JPS60155111A - 安定なケトプロフェン含有外用経皮製剤 - Google Patents
安定なケトプロフェン含有外用経皮製剤Info
- Publication number
- JPS60155111A JPS60155111A JP58197383A JP19738383A JPS60155111A JP S60155111 A JPS60155111 A JP S60155111A JP 58197383 A JP58197383 A JP 58197383A JP 19738383 A JP19738383 A JP 19738383A JP S60155111 A JPS60155111 A JP S60155111A
- Authority
- JP
- Japan
- Prior art keywords
- parts
- ketoprofen
- added
- acid
- methoxybenzophenone
- 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.)
- Granted
Links
- DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical compound OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 title claims abstract description 192
- 229960000991 ketoprofen Drugs 0.000 title claims abstract description 191
- -1 stearic acid ester Chemical class 0.000 claims abstract description 129
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims abstract description 52
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 51
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 47
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims abstract description 15
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical class NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 claims abstract description 8
- 150000003872 salicylic acid derivatives Chemical class 0.000 claims abstract description 6
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 claims description 70
- 238000002360 preparation method Methods 0.000 claims description 66
- 150000002148 esters Chemical class 0.000 claims description 43
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 claims description 8
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 claims description 8
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical group C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 6
- 150000001851 cinnamic acid derivatives Chemical class 0.000 claims description 6
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 claims description 3
- 239000004020 conductor Substances 0.000 claims description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims 1
- 150000003017 phosphorus Chemical class 0.000 claims 1
- 235000006708 antioxidants Nutrition 0.000 abstract description 50
- 239000002674 ointment Substances 0.000 abstract description 37
- 239000000443 aerosol Substances 0.000 abstract description 16
- 150000008366 benzophenones Chemical class 0.000 abstract description 12
- 239000011732 tocopherol Substances 0.000 abstract description 10
- 229960001295 tocopherol Drugs 0.000 abstract description 10
- 238000006303 photolysis reaction Methods 0.000 abstract description 7
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 abstract description 6
- 235000021355 Stearic acid Nutrition 0.000 abstract description 5
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract description 5
- 239000008117 stearic acid Substances 0.000 abstract description 5
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 abstract description 4
- 229930003799 tocopherol Natural products 0.000 abstract description 4
- 235000010384 tocopherol Nutrition 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 229940124543 ultraviolet light absorber Drugs 0.000 abstract 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 abstract 2
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 235000010323 ascorbic acid Nutrition 0.000 abstract 1
- 229960005070 ascorbic acid Drugs 0.000 abstract 1
- 239000011668 ascorbic acid Substances 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 135
- 239000000203 mixture Substances 0.000 description 122
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 117
- 230000003110 anti-inflammatory effect Effects 0.000 description 107
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 85
- 235000019441 ethanol Nutrition 0.000 description 63
- 230000001760 anti-analgesic effect Effects 0.000 description 62
- 239000008213 purified water Substances 0.000 description 52
- 230000000202 analgesic effect Effects 0.000 description 47
- 239000000499 gel Substances 0.000 description 47
- 239000003795 chemical substances by application Substances 0.000 description 46
- 239000000243 solution Substances 0.000 description 46
- 238000003756 stirring Methods 0.000 description 45
- 239000000126 substance Substances 0.000 description 43
- 229920002125 Sokalan® Polymers 0.000 description 42
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 38
- 239000006071 cream Substances 0.000 description 38
- 239000004615 ingredient Substances 0.000 description 31
- 229920001577 copolymer Polymers 0.000 description 29
- 229940057995 liquid paraffin Drugs 0.000 description 29
- 238000003892 spreading Methods 0.000 description 29
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 24
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 24
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 24
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 22
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 22
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 22
- 235000019271 petrolatum Nutrition 0.000 description 22
- 239000003871 white petrolatum Substances 0.000 description 22
- 238000009472 formulation Methods 0.000 description 21
- 235000014113 dietary fatty acids Nutrition 0.000 description 19
- 239000000194 fatty acid Substances 0.000 description 19
- 229930195729 fatty acid Natural products 0.000 description 19
- 235000011187 glycerol Nutrition 0.000 description 19
- 239000002202 Polyethylene glycol Substances 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 239000000865 liniment Substances 0.000 description 18
- 238000004519 manufacturing process Methods 0.000 description 18
- 229920001223 polyethylene glycol Polymers 0.000 description 18
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 17
- VSKJLJHPAFKHBX-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 VSKJLJHPAFKHBX-UHFFFAOYSA-N 0.000 description 17
- HBTAOSGHCXUEKI-UHFFFAOYSA-N 4-chloro-n,n-dimethyl-3-nitrobenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 HBTAOSGHCXUEKI-UHFFFAOYSA-N 0.000 description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 17
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 17
- DNTGGZPQPQTDQF-XBXARRHUSA-N crotamiton Chemical compound C/C=C/C(=O)N(CC)C1=CC=CC=C1C DNTGGZPQPQTDQF-XBXARRHUSA-N 0.000 description 17
- 229960003338 crotamiton Drugs 0.000 description 17
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 17
- 229940043276 diisopropanolamine Drugs 0.000 description 17
- 229940031578 diisopropyl adipate Drugs 0.000 description 17
- 229910001873 dinitrogen Inorganic materials 0.000 description 17
- LVYLCBNXHHHPSB-UHFFFAOYSA-N 2-hydroxyethyl salicylate Chemical compound OCCOC(=O)C1=CC=CC=C1O LVYLCBNXHHHPSB-UHFFFAOYSA-N 0.000 description 16
- 239000004744 fabric Substances 0.000 description 16
- 239000000155 melt Substances 0.000 description 16
- 239000003921 oil Substances 0.000 description 16
- 235000019198 oils Nutrition 0.000 description 16
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 16
- 229940040145 liniment Drugs 0.000 description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 15
- KSCKTBJJRVPGKM-UHFFFAOYSA-N octan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-] KSCKTBJJRVPGKM-UHFFFAOYSA-N 0.000 description 15
- 239000000047 product Substances 0.000 description 15
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 14
- 239000006096 absorbing agent Substances 0.000 description 14
- 239000003889 eye drop Substances 0.000 description 14
- 150000002689 maleic acids Chemical class 0.000 description 14
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 14
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 14
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical class C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 13
- 108010010803 Gelatin Proteins 0.000 description 13
- 238000001816 cooling Methods 0.000 description 13
- 230000000694 effects Effects 0.000 description 13
- 238000004945 emulsification Methods 0.000 description 13
- 239000008273 gelatin Substances 0.000 description 13
- 229920000159 gelatin Polymers 0.000 description 13
- 235000019322 gelatine Nutrition 0.000 description 13
- 235000011852 gelatine desserts Nutrition 0.000 description 13
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 13
- 239000004698 Polyethylene Substances 0.000 description 12
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 12
- 239000002253 acid Substances 0.000 description 12
- 235000010382 gamma-tocopherol Nutrition 0.000 description 12
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 12
- 229920000573 polyethylene Polymers 0.000 description 12
- 229920005989 resin Polymers 0.000 description 12
- 239000011347 resin Substances 0.000 description 12
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 12
- 239000002478 γ-tocopherol Substances 0.000 description 12
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 12
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 11
- 239000000853 adhesive Substances 0.000 description 11
- 229960000846 camphor Drugs 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 11
- 239000001525 mentha piperita l. herb oil Substances 0.000 description 11
- 229940041616 menthol Drugs 0.000 description 11
- 238000002156 mixing Methods 0.000 description 11
- 235000019477 peppermint oil Nutrition 0.000 description 11
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 10
- 239000004743 Polypropylene Substances 0.000 description 10
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- 229940012356 eye drops Drugs 0.000 description 10
- 238000000034 method Methods 0.000 description 10
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- 241000723346 Cinnamomum camphora Species 0.000 description 9
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 9
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 9
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- 239000000600 sorbitol Substances 0.000 description 9
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- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 8
- 208000010201 Exanthema Diseases 0.000 description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 8
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- RGOVYLWUIBMPGK-UHFFFAOYSA-N nonivamide Chemical compound CCCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1 RGOVYLWUIBMPGK-UHFFFAOYSA-N 0.000 description 8
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 8
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- CSUUDNFYSFENAE-UHFFFAOYSA-N (2-methoxyphenyl)-phenylmethanone Chemical compound COC1=CC=CC=C1C(=O)C1=CC=CC=C1 CSUUDNFYSFENAE-UHFFFAOYSA-N 0.000 description 7
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 7
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
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- AQSGIPQBQYCRLQ-UHFFFAOYSA-N (6,6-dihydroxy-4-methoxycyclohexa-2,4-dien-1-yl)-phenylmethanone Chemical compound C1=CC(OC)=CC(O)(O)C1C(=O)C1=CC=CC=C1 AQSGIPQBQYCRLQ-UHFFFAOYSA-N 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 4
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- 235000019410 glycyrrhizin Nutrition 0.000 description 1
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000013003 healing agent Substances 0.000 description 1
- 241000411851 herbal medicine Species 0.000 description 1
- SFFVATKALSIZGN-UHFFFAOYSA-N hexadecan-7-ol Chemical compound CCCCCCCCCC(O)CCCCCC SFFVATKALSIZGN-UHFFFAOYSA-N 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 239000010512 hydrogenated peanut oil Substances 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 229920003049 isoprene rubber Polymers 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 239000003589 local anesthetic agent Substances 0.000 description 1
- 229960005015 local anesthetics Drugs 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 230000007721 medicinal effect Effects 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 229940105132 myristate Drugs 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- 235000017524 noni Nutrition 0.000 description 1
- YBGZDTIWKVFICR-UHFFFAOYSA-N octinoxate Chemical compound CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1 YBGZDTIWKVFICR-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
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 description 1
- VJXOEQBGNNPWMQ-UHFFFAOYSA-N propan-2-yl 3-(4-acetamidophenyl)prop-2-enoate Chemical compound CC(C)OC(=O)C=CC1=CC=C(NC(C)=O)C=C1 VJXOEQBGNNPWMQ-UHFFFAOYSA-N 0.000 description 1
- 229940032159 propylene carbonate Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 239000006100 radiation absorber Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- JZWFDVDETGFGFC-UHFFFAOYSA-N salacetamide Chemical class CC(=O)NC(=O)C1=CC=CC=C1O JZWFDVDETGFGFC-UHFFFAOYSA-N 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- ORHBXUUXSCNDEV-UHFFFAOYSA-N umbelliferone Chemical compound C1=CC(=O)OC2=CC(O)=CC=C21 ORHBXUUXSCNDEV-UHFFFAOYSA-N 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 150000003698 vitamin B derivatives Chemical class 0.000 description 1
- 150000003697 vitamin B6 derivatives Chemical class 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/20—Waste processing or separation
Landscapes
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58197383A JPS60155111A (ja) | 1983-10-20 | 1983-10-20 | 安定なケトプロフェン含有外用経皮製剤 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58197383A JPS60155111A (ja) | 1983-10-20 | 1983-10-20 | 安定なケトプロフェン含有外用経皮製剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60155111A true JPS60155111A (ja) | 1985-08-15 |
| JPH058169B2 JPH058169B2 (enrdf_load_stackoverflow) | 1993-02-01 |
Family
ID=16373595
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58197383A Granted JPS60155111A (ja) | 1983-10-20 | 1983-10-20 | 安定なケトプロフェン含有外用経皮製剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60155111A (enrdf_load_stackoverflow) |
Cited By (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6456622A (en) * | 1987-08-28 | 1989-03-03 | Ss Pharmaceutical Co | Percutaneous absorbefacient base composition |
| JPH01143831A (ja) * | 1987-12-01 | 1989-06-06 | Nissan Chem Ind Ltd | 外用液剤 |
| JPH01146821A (ja) * | 1987-10-26 | 1989-06-08 | Eli Lilly & Co | ペルゴリド化合物の安定化 |
| JPH04173731A (ja) * | 1990-11-02 | 1992-06-22 | Mikasa Seiyaku Kk | 外用消炎鎮痛剤 |
| JPH04217925A (ja) * | 1990-03-27 | 1992-08-07 | Nippon Saafuakutanto Kogyo Kk | 新規な解熱消炎鎮痛剤組成物 |
| WO1995005156A1 (en) * | 1993-08-17 | 1995-02-23 | Schering-Plough Healthcare Products, Inc. | Compositions for treating corns, calluses and warts |
| WO1995030420A1 (en) * | 1994-05-06 | 1995-11-16 | Alcon Laboratories, Inc. | Use of vitamin e tocopheryl derivatives in ophthalmic compositions |
| WO1997043235A1 (fr) * | 1996-05-14 | 1997-11-20 | Hoechst Marion Roussel Ltd. | Derives polyhydroxyphenols et agents les contenant, destines a la prevention et a la therapie de maladies de l'os et du cartilage |
| JPH10130172A (ja) * | 1996-10-28 | 1998-05-19 | Sekisui Chem Co Ltd | 経皮吸収製剤 |
| JP2000504697A (ja) * | 1996-02-19 | 2000-04-18 | モナシュ ユニバーシティ | 皮膚浸透増強剤及びそれを含む薬剤デリバリーシステム |
| JP2000281570A (ja) * | 1999-03-30 | 2000-10-10 | Nichiban Co Ltd | 経皮投与用貼付剤 |
| JP2001048783A (ja) * | 2000-01-01 | 2001-02-20 | Lead Chemical Co Ltd | 経皮吸収型頻尿・尿失禁治療剤 |
| JP2001048778A (ja) * | 1999-08-10 | 2001-02-20 | Dainippon Pharmaceut Co Ltd | 油脂含有徐放性坐剤 |
| FR2804024A1 (fr) * | 2000-01-21 | 2001-07-27 | Menarini France | Nouvelles compositions pharmaceutiques a action anti- inflammatoire et leur procede de preparation |
| JP2002500178A (ja) * | 1998-01-12 | 2002-01-08 | ノバルティス ファーマ アクチエンゲゼルシャフト | 抗酸化剤含有ｔｔｓ |
| JP2002128701A (ja) * | 2000-10-26 | 2002-05-09 | Sankyo Co Ltd | 外用消炎鎮痛剤組成物 |
| EP1234573A1 (fr) * | 2001-02-22 | 2002-08-28 | Menarini France S.A. | Nouvelles compositions pharmaceutiques à action anti-inflammatoire et leur procédé de préparation |
| WO2004012725A1 (en) * | 2002-08-01 | 2004-02-12 | A. Menarini Industrie Farmaceutiche Riunite S.R.L. | Topical formulations containing ketoprofen stabilised with sulisobenzone |
| JP2004512286A (ja) * | 2000-10-27 | 2004-04-22 | エルテーエス ローマン テラピー−ジステーメ アーゲー | 感光性活性物質を含有する経皮治療システム |
| JP2004149430A (ja) * | 2002-10-29 | 2004-05-27 | Kanebo Ltd | 衛生用繊維製品およびそれを用いた衛生用品 |
| EP1488787A1 (en) * | 2003-06-20 | 2004-12-22 | Berlin-Chemie Ag | Topical stabilized formulations containing ketoprofen |
| WO2004082580A3 (en) * | 2003-03-18 | 2005-01-27 | Berlin Chemie Ag | Photostabilized topical formulations of ketoprofen containing two uv filters |
| EP1541136A1 (de) * | 2003-12-10 | 2005-06-15 | Schering AG | UV-Licht stabile halbfeste transdermale Systeme, die einen lichtempfindlichen Wirkstoff und einen UV-Absorber enthalten |
| WO2005110482A1 (ja) * | 2004-05-13 | 2005-11-24 | Hisamitsu Pharmaceutical Co., Inc. | 非ステロイド系消炎鎮痛剤を含有する外用経皮製剤 |
| WO2005123136A1 (ja) * | 2004-06-15 | 2005-12-29 | Hisamitsu Pharmaceutical Co., Inc. | 消炎鎮痛外用剤 |
| JPWO2004112837A1 (ja) * | 2003-05-23 | 2006-07-20 | 久光製薬株式会社 | 非ステロイド系消炎鎮痛剤含有外用経皮製剤およびインターロイキン−１α生成抑制剤 |
| WO2006087968A1 (ja) * | 2005-02-17 | 2006-08-24 | Senju Pharmaceutical Co, . Ltd. | 眼科用固形外用薬剤 |
| WO2006090833A1 (ja) | 2005-02-25 | 2006-08-31 | Hisamitsu Pharmaceutical Co., Inc. | 非ステロイド系消炎鎮痛剤を含有する外用経皮製剤 |
| WO2006090839A1 (ja) * | 2005-02-25 | 2006-08-31 | Hisamitsu Pharmaceutical Co., Inc. | 抗炎症剤及び大豆レシチンを含有する外用剤 |
| JP2006249054A (ja) * | 2004-03-29 | 2006-09-21 | Rohto Pharmaceut Co Ltd | プラノプロフェン含有医薬製剤 |
| WO2008133272A1 (ja) | 2007-04-23 | 2008-11-06 | Hisamitsu Pharmaceutical Co., Inc. | 貼付剤 |
| JP2011121980A (ja) * | 2003-09-03 | 2011-06-23 | Hisamitsu Pharmaceut Co Inc | 非ステロイド系消炎鎮痛剤を含有する外用経皮製剤 |
| WO2011111809A1 (ja) * | 2010-03-12 | 2011-09-15 | 帝國製薬株式会社 | ケトプロフェン含有水性貼付剤 |
| EP1621188A4 (en) * | 2003-05-07 | 2012-01-25 | Hisamitsu Pharmaceutical Co | PLASTER OF ULTRAVIOLET PROTECTION TYPE |
| JP5044078B2 (ja) * | 2000-03-17 | 2012-10-10 | 久光製薬株式会社 | 紫外線遮蔽性の貼付剤 |
| US8932625B2 (en) | 2003-12-26 | 2015-01-13 | Hisamitsu Pharmaceutical Co., Inc. | External patch preparation comprising ketoprofen and a specific UV screening agent |
| KR20150074009A (ko) * | 2012-09-27 | 2015-07-01 | 에이첼리오스 테라퓨틱스, 인코포레이티드 | 케토프로펜 국소 조성물 |
| US9707194B2 (en) | 2014-02-27 | 2017-07-18 | Hisamitsu Pharmaceutical Co., Inc. | Ketoprofen-containing poultice |
| JP2017536421A (ja) * | 2014-12-01 | 2017-12-07 | アケリオス セラピューティクス，インコーポレーテッド | 片頭痛及び疼痛に関連する状態を処置するための方法及び組成物 |
| JP2020011997A (ja) * | 2014-01-27 | 2020-01-23 | コスメディ製薬株式会社 | 皮膚用パッチ |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5632292A (en) * | 1979-08-13 | 1981-04-01 | Toyo Seikan Kaisha Ltd | Food canning manufacturing processing method and line plant |
| JPS58105913A (ja) * | 1981-12-18 | 1983-06-24 | Nippon Chemiphar Co Ltd | ニフエジピン軟カプセル剤 |
-
1983
- 1983-10-20 JP JP58197383A patent/JPS60155111A/ja active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5632292A (en) * | 1979-08-13 | 1981-04-01 | Toyo Seikan Kaisha Ltd | Food canning manufacturing processing method and line plant |
| JPS58105913A (ja) * | 1981-12-18 | 1983-06-24 | Nippon Chemiphar Co Ltd | ニフエジピン軟カプセル剤 |
Cited By (69)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6456622A (en) * | 1987-08-28 | 1989-03-03 | Ss Pharmaceutical Co | Percutaneous absorbefacient base composition |
| JPH01146821A (ja) * | 1987-10-26 | 1989-06-08 | Eli Lilly & Co | ペルゴリド化合物の安定化 |
| JPH01143831A (ja) * | 1987-12-01 | 1989-06-06 | Nissan Chem Ind Ltd | 外用液剤 |
| JPH04217925A (ja) * | 1990-03-27 | 1992-08-07 | Nippon Saafuakutanto Kogyo Kk | 新規な解熱消炎鎮痛剤組成物 |
| JPH04173731A (ja) * | 1990-11-02 | 1992-06-22 | Mikasa Seiyaku Kk | 外用消炎鎮痛剤 |
| WO1995005156A1 (en) * | 1993-08-17 | 1995-02-23 | Schering-Plough Healthcare Products, Inc. | Compositions for treating corns, calluses and warts |
| WO1995030420A1 (en) * | 1994-05-06 | 1995-11-16 | Alcon Laboratories, Inc. | Use of vitamin e tocopheryl derivatives in ophthalmic compositions |
| JP2000504697A (ja) * | 1996-02-19 | 2000-04-18 | モナシュ ユニバーシティ | 皮膚浸透増強剤及びそれを含む薬剤デリバリーシステム |
| JP2007326867A (ja) * | 1996-02-19 | 2007-12-20 | Acrux Dds Pty Ltd | 皮膚浸透増強剤及びそれを含む薬剤デリバリーシステム |
| US6177474B1 (en) | 1996-05-14 | 2001-01-23 | Hoechst Marion Roussel | Polyhydroxyphenol derivatives and preventive and therapeutic agents for bone and cartilage diseases containing the same |
| WO1997043235A1 (fr) * | 1996-05-14 | 1997-11-20 | Hoechst Marion Roussel Ltd. | Derives polyhydroxyphenols et agents les contenant, destines a la prevention et a la therapie de maladies de l'os et du cartilage |
| JPH10130172A (ja) * | 1996-10-28 | 1998-05-19 | Sekisui Chem Co Ltd | 経皮吸収製剤 |
| JP2002500178A (ja) * | 1998-01-12 | 2002-01-08 | ノバルティス ファーマ アクチエンゲゼルシャフト | 抗酸化剤含有ｔｔｓ |
| JP2000281570A (ja) * | 1999-03-30 | 2000-10-10 | Nichiban Co Ltd | 経皮投与用貼付剤 |
| JP2001048778A (ja) * | 1999-08-10 | 2001-02-20 | Dainippon Pharmaceut Co Ltd | 油脂含有徐放性坐剤 |
| JP2001048783A (ja) * | 2000-01-01 | 2001-02-20 | Lead Chemical Co Ltd | 経皮吸収型頻尿・尿失禁治療剤 |
| FR2804024A1 (fr) * | 2000-01-21 | 2001-07-27 | Menarini France | Nouvelles compositions pharmaceutiques a action anti- inflammatoire et leur procede de preparation |
| JP5044078B2 (ja) * | 2000-03-17 | 2012-10-10 | 久光製薬株式会社 | 紫外線遮蔽性の貼付剤 |
| JP2002128701A (ja) * | 2000-10-26 | 2002-05-09 | Sankyo Co Ltd | 外用消炎鎮痛剤組成物 |
| JP2004512286A (ja) * | 2000-10-27 | 2004-04-22 | エルテーエス ローマン テラピー−ジステーメ アーゲー | 感光性活性物質を含有する経皮治療システム |
| EP1234573A1 (fr) * | 2001-02-22 | 2002-08-28 | Menarini France S.A. | Nouvelles compositions pharmaceutiques à action anti-inflammatoire et leur procédé de préparation |
| WO2004012725A1 (en) * | 2002-08-01 | 2004-02-12 | A. Menarini Industrie Farmaceutiche Riunite S.R.L. | Topical formulations containing ketoprofen stabilised with sulisobenzone |
| CN1293864C (zh) * | 2002-08-01 | 2007-01-10 | 阿麦里尼工业药物联合中心科学研究室 | 含有用磺异苯酮稳定的酮洛芬的局部用制剂 |
| JP2004149430A (ja) * | 2002-10-29 | 2004-05-27 | Kanebo Ltd | 衛生用繊維製品およびそれを用いた衛生用品 |
| WO2004082580A3 (en) * | 2003-03-18 | 2005-01-27 | Berlin Chemie Ag | Photostabilized topical formulations of ketoprofen containing two uv filters |
| EP1621188A4 (en) * | 2003-05-07 | 2012-01-25 | Hisamitsu Pharmaceutical Co | PLASTER OF ULTRAVIOLET PROTECTION TYPE |
| JPWO2004112837A1 (ja) * | 2003-05-23 | 2006-07-20 | 久光製薬株式会社 | 非ステロイド系消炎鎮痛剤含有外用経皮製剤およびインターロイキン−１α生成抑制剤 |
| EP1627644A4 (en) * | 2003-05-23 | 2012-01-18 | Hisamitsu Pharmaceutical Co | PREPARATION FOR EXTERNAL PERCUTANEOUS ADMINISTRATION WITH AN NON-TEROIDAL INFLAMMATORY MEDICAMENT AND AN INTERLEUKIN 1A PRODUCTION INHIBITOR |
| EP1488787A1 (en) * | 2003-06-20 | 2004-12-22 | Berlin-Chemie Ag | Topical stabilized formulations containing ketoprofen |
| JP4990530B2 (ja) * | 2003-09-03 | 2012-08-01 | 久光製薬株式会社 | 非ステロイド系消炎鎮痛剤を含有する外用経皮製剤 |
| EP2366407A1 (en) | 2003-09-03 | 2011-09-21 | Hisamitsu Pharmaceutical Co., Inc. | External preparation for percutaneous administration containing nonsteroidal anti-inflammatory analgesic |
| JP2011121980A (ja) * | 2003-09-03 | 2011-06-23 | Hisamitsu Pharmaceut Co Inc | 非ステロイド系消炎鎮痛剤を含有する外用経皮製剤 |
| WO2005055975A3 (de) * | 2003-12-10 | 2009-03-12 | Schering Ag | Uv-licht stabile halbfeste transdermale systeme, die einen lichtempfindlichen wirkstoff und einen uv-absorber enthalten |
| JP2007534643A (ja) * | 2003-12-10 | 2007-11-29 | シェーリング アーゲー | 感光性活性成分を含む、紫外線安定、液体、または半固体の経皮投与体 |
| EP1541136A1 (de) * | 2003-12-10 | 2005-06-15 | Schering AG | UV-Licht stabile halbfeste transdermale Systeme, die einen lichtempfindlichen Wirkstoff und einen UV-Absorber enthalten |
| EA010239B1 (ru) * | 2003-12-10 | 2008-06-30 | Шеринг Акциенгезельшафт | Стабильная к ультрафиолетовым лучам жидкая или полутвёрдая форма для трансдермального введения, включающая фоточувствительный активный ингредиент |
| AU2004296539B2 (en) * | 2003-12-10 | 2008-10-09 | Bayer Schering Pharma Aktiengesellschaft | UV-stable, liquid or semi-solid transdermal administration form comprising a photosensitive active ingredient |
| US8932625B2 (en) | 2003-12-26 | 2015-01-13 | Hisamitsu Pharmaceutical Co., Inc. | External patch preparation comprising ketoprofen and a specific UV screening agent |
| JP2006249054A (ja) * | 2004-03-29 | 2006-09-21 | Rohto Pharmaceut Co Ltd | プラノプロフェン含有医薬製剤 |
| EP1752164A4 (en) * | 2004-05-13 | 2012-05-02 | Hisamitsu Pharmaceutical Co | PERCUTANT PHARMACEUTICAL PREPARATION FOR EXTERNAL USE WITH A NONSTEROIDAL INFLAMMATORY ANALYTIC |
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| Publication number | Publication date |
|---|---|
| JPH058169B2 (enrdf_load_stackoverflow) | 1993-02-01 |
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