AU708584B2 - External oil patches containing diclofenac sodium - Google Patents
External oil patches containing diclofenac sodium Download PDFInfo
- Publication number
- AU708584B2 AU708584B2 AU81295/98A AU8129598A AU708584B2 AU 708584 B2 AU708584 B2 AU 708584B2 AU 81295/98 A AU81295/98 A AU 81295/98A AU 8129598 A AU8129598 A AU 8129598A AU 708584 B2 AU708584 B2 AU 708584B2
- Authority
- AU
- Australia
- Prior art keywords
- acid
- diclofenac sodium
- preparations
- case
- liquid
- 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.)
- Ceased
Links
- 229960001193 diclofenac sodium Drugs 0.000 title description 29
- JGMJQSFLQWGYMQ-UHFFFAOYSA-M sodium;2,6-dichloro-n-phenylaniline;acetate Chemical compound [Na+].CC([O-])=O.ClC1=CC=CC(Cl)=C1NC1=CC=CC=C1 JGMJQSFLQWGYMQ-UHFFFAOYSA-M 0.000 title description 29
- 238000002360 preparation method Methods 0.000 description 31
- 235000014113 dietary fatty acids Nutrition 0.000 description 26
- 239000000194 fatty acid Substances 0.000 description 26
- 229930195729 fatty acid Natural products 0.000 description 26
- 150000004665 fatty acids Chemical class 0.000 description 24
- 239000000853 adhesive Substances 0.000 description 22
- 239000007788 liquid Substances 0.000 description 20
- 229940079593 drug Drugs 0.000 description 19
- 239000003814 drug Substances 0.000 description 19
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 18
- 239000003921 oil Substances 0.000 description 18
- 230000001070 adhesive effect Effects 0.000 description 17
- 229920005989 resin Polymers 0.000 description 17
- 239000011347 resin Substances 0.000 description 17
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 125000004432 carbon atom Chemical group C* 0.000 description 12
- 206010040880 Skin irritation Diseases 0.000 description 11
- 231100000475 skin irritation Toxicity 0.000 description 11
- 230000036556 skin irritation Effects 0.000 description 11
- 239000000243 solution Substances 0.000 description 10
- DNTGGZPQPQTDQF-XBXARRHUSA-N crotamiton Chemical compound C/C=C/C(=O)N(CC)C1=CC=CC=C1C DNTGGZPQPQTDQF-XBXARRHUSA-N 0.000 description 9
- 229960003338 crotamiton Drugs 0.000 description 9
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 8
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 8
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 8
- 239000005642 Oleic acid Substances 0.000 description 8
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 8
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 8
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 8
- 239000003963 antioxidant agent Substances 0.000 description 8
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 8
- 230000007423 decrease Effects 0.000 description 8
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 8
- 229960004488 linolenic acid Drugs 0.000 description 8
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 8
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 8
- 235000021313 oleic acid Nutrition 0.000 description 8
- -1 alkylene glycol Chemical compound 0.000 description 7
- 230000003078 antioxidant effect Effects 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- 230000007794 irritation Effects 0.000 description 7
- 239000003208 petroleum Substances 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 description 4
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 4
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 4
- 206010015150 Erythema Diseases 0.000 description 4
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 4
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 4
- 229960001259 diclofenac Drugs 0.000 description 4
- DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 description 4
- 231100000321 erythema Toxicity 0.000 description 4
- 235000020778 linoleic acid Nutrition 0.000 description 4
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 4
- 231100000245 skin permeability Toxicity 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 3
- 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 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- CNVZJPUDSLNTQU-SEYXRHQNSA-N petroselinic acid Chemical compound CCCCCCCCCCC\C=C/CCCCC(O)=O CNVZJPUDSLNTQU-SEYXRHQNSA-N 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 2
- 241000197194 Bulla Species 0.000 description 2
- NVWRNKASWSJTQR-SVMKZPJVSA-N CCCCCCCC\C=C/CCCCCCCC(O)=O.CC(C)CCCCCCCCCCCCCCC(O)=O Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O.CC(C)CCCCCCCCCCCCCCC(O)=O NVWRNKASWSJTQR-SVMKZPJVSA-N 0.000 description 2
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 2
- 206010030113 Oedema Diseases 0.000 description 2
- 206010033733 Papule Diseases 0.000 description 2
- CNVZJPUDSLNTQU-UHFFFAOYSA-N Petroselaidic acid Natural products CCCCCCCCCCCC=CCCCCC(O)=O CNVZJPUDSLNTQU-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 210000001015 abdomen Anatomy 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 208000002352 blister Diseases 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- IBRXIAUGEGVNLH-UHFFFAOYSA-N diethyl decanedioate;propan-2-yl tetradecanoate Chemical compound CCOC(=O)CCCCCCCCC(=O)OCC.CCCCCCCCCCCCCC(=O)OC(C)C IBRXIAUGEGVNLH-UHFFFAOYSA-N 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 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 2
- 239000002674 ointment Substances 0.000 description 2
- 229940037001 sodium edetate Drugs 0.000 description 2
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
- OXEDXHIBHVMDST-UHFFFAOYSA-N 12Z-octadecenoic acid Natural products CCCCCC=CCCCCCCCCCCC(O)=O OXEDXHIBHVMDST-UHFFFAOYSA-N 0.000 description 1
- FYELSNVLZVIGTI-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-5-ethylpyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C=NN(C=1CC)CC(=O)N1CC2=C(CC1)NN=N2 FYELSNVLZVIGTI-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 208000019300 CLIPPERS Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ONKUXPIBXRRIDU-UHFFFAOYSA-N Diethyl decanedioate Chemical compound CCOC(=O)CCCCCCCCC(=O)OCC ONKUXPIBXRRIDU-UHFFFAOYSA-N 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 241000700157 Rattus norvegicus Species 0.000 description 1
- 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 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 208000021930 chronic lymphocytic inflammation with pontine perivascular enhancement responsive to steroids Diseases 0.000 description 1
- IGBBVTAVILYDIO-KTKRTIGZSA-N cis-undec-2-enoic acid Chemical compound CCCCCCCC\C=C/C(O)=O IGBBVTAVILYDIO-KTKRTIGZSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 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 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 210000004209 hair Anatomy 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- JMOLZNNXZPAGBH-UHFFFAOYSA-N hexyldecanoic acid Chemical compound CCCCCCCCC(C(O)=O)CCCCCC JMOLZNNXZPAGBH-UHFFFAOYSA-N 0.000 description 1
- 229950004531 hexyldecanoic acid Drugs 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229940105132 myristate Drugs 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- PAWGRNGPMLVJQH-ZHACJKMWSA-N trans-2-dodecenoic acid Chemical compound CCCCCCCCC\C=C\C(O)=O PAWGRNGPMLVJQH-ZHACJKMWSA-N 0.000 description 1
- AQWHMKSIVLSRNY-UHFFFAOYSA-N trans-Octadec-5-ensaeure Natural products CCCCCCCCCCCCC=CCCCC(O)=O AQWHMKSIVLSRNY-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 229940099259 vaseline Drugs 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 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 description 1
Classifications
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
-
- 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
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7023—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms
- A61K9/703—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms characterised by shape or structure; Details concerning release liner or backing; Refillable patches; User-activated patches
- A61K9/7038—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer
- A61K9/7046—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds
- A61K9/7053—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds obtained by reactions only involving carbon to carbon unsaturated bonds, e.g. polyvinyl, polyisobutylene, polystyrene
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/196—Carboxylic acids, e.g. valproic acid having an amino group the amino group being directly attached to a ring, e.g. anthranilic acid, mefenamic acid, diclofenac, chlorambucil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
-
- 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
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7023—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms
- A61K9/703—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms characterised by shape or structure; Details concerning release liner or backing; Refillable patches; User-activated patches
- A61K9/7038—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer
- A61K9/7076—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising ingredients of undetermined constitution or reaction products thereof, e.g. rosin or other plant resins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Health & Medical Sciences (AREA)
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- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pain & Pain Management (AREA)
- Botany (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9-193759 | 1997-07-18 | ||
| JP19375997A JP4181232B2 (ja) | 1997-07-18 | 1997-07-18 | ジクロフェナクナトリウム含有油性外用貼付製剤 |
| PCT/JP1998/003135 WO1999003461A1 (fr) | 1997-07-18 | 1998-07-14 | Timbres huileux pour usage externe contenant du diclofenac sodium |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU8129598A AU8129598A (en) | 1999-02-10 |
| AU708584B2 true AU708584B2 (en) | 1999-08-05 |
Family
ID=16313344
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU81295/98A Ceased AU708584B2 (en) | 1997-07-18 | 1998-07-14 | External oil patches containing diclofenac sodium |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6262121B1 (https=) |
| EP (1) | EP0950408B1 (https=) |
| JP (1) | JP4181232B2 (https=) |
| KR (1) | KR100540821B1 (https=) |
| AU (1) | AU708584B2 (https=) |
| CA (1) | CA2265893C (https=) |
| DE (1) | DE69801893T2 (https=) |
| DK (1) | DK0950408T3 (https=) |
| ES (1) | ES2167910T3 (https=) |
| WO (1) | WO1999003461A1 (https=) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100686527B1 (ko) * | 1999-07-15 | 2007-02-27 | 히사미쓰 세이야꾸 가부시키가이샤 | 경피흡수제제 |
| KR100363476B1 (ko) * | 2000-06-27 | 2002-12-05 | 대신제약주식회사 | 디크로 페낙 또는 그의 염들을 함유한 경피투과용 경고제 |
| TWI290464B (en) * | 2000-09-01 | 2007-12-01 | Novartis Consumer Health Sa | Treatment of burns |
| PL360999A1 (en) * | 2000-09-18 | 2004-09-20 | Laboratoires Fournier Sa | Patch comprising diclofenac |
| CA2446622C (en) * | 2001-05-11 | 2012-08-14 | Elan Corporation, Plc | Isostearic acid salts as permeation enhancers |
| EP1392272B1 (en) | 2001-05-11 | 2014-08-06 | Merrion Research III Limited | Permeation enhancers |
| JP4865958B2 (ja) | 2001-05-23 | 2012-02-01 | 株式会社トクホン | 鎮痛抗炎症局所作用型の貼付剤 |
| WO2003066130A2 (en) * | 2002-02-07 | 2003-08-14 | Massachusetts Institute Of Technology | Transdermal drug delivery systems |
| US8158145B2 (en) | 2002-02-19 | 2012-04-17 | Hisamitsu Pharmaceutical Co., Inc. | Percutaneous absorption type plaster |
| DK1611884T3 (da) * | 2003-03-18 | 2012-12-10 | Hisamitsu Pharmaceutical Co | Plaster, indeholdende diclofenac |
| JP4541686B2 (ja) * | 2003-11-19 | 2010-09-08 | 株式会社 メドレックス | 非ステロイド系消炎鎮痛剤を含有するテープ剤 |
| JP4764337B2 (ja) * | 2004-04-23 | 2011-08-31 | 久光製薬株式会社 | 消炎鎮痛貼付剤 |
| KR100663163B1 (ko) * | 2005-10-24 | 2007-01-02 | (주)아모레퍼시픽 | 비스테로이드성 소염진통제를 함유하는 경피 투여 제제 |
| GB0524958D0 (en) * | 2005-12-07 | 2006-01-18 | Pharmakodex Ltd | Transdermal administration of active agents |
| BRPI0710503A2 (pt) | 2006-04-07 | 2011-08-16 | Merrion Res Iii Ltd | uso de uma composição farmacêutica, composição farmacêutica, e, forma de dosagem oral |
| US20090221703A1 (en) | 2006-07-09 | 2009-09-03 | Chongxi Yu | High penetration composition and uses thereof |
| US20090238763A1 (en) * | 2006-07-09 | 2009-09-24 | Chongxi Yu | High penetration compositions and uses thereof |
| JP5542436B2 (ja) | 2006-07-25 | 2014-07-09 | テックフィールズ バイオケム カンパニー リミテッド | 非常に速い皮膚透過率を有するジクロフェナクの正荷電水溶性プロドラッグ |
| JP5075378B2 (ja) * | 2006-09-08 | 2012-11-21 | 久光製薬株式会社 | 貼付剤製品 |
| KR20150058566A (ko) | 2007-06-04 | 2015-05-28 | 테크필즈 인크 | 매우 높은 피부 및 막 침투율을 가지는 ｎｓａｉａ 약물전구체 및 이들의 새로운 의약적 용도 |
| CN101652478B (zh) * | 2007-10-09 | 2013-03-27 | 爱科来株式会社 | 免疫相关基因的多态性的检测用探针及其用途 |
| RU2517135C2 (ru) | 2008-05-07 | 2014-05-27 | Меррион Рисерч Iii Лимитед | Композиции пептидов и способы их получения |
| BR122021011394B1 (pt) | 2008-12-04 | 2021-09-28 | Chongxi Yu | Composição de alta penetração de um fármaco principal, e uso de uma hpc |
| WO2010087947A2 (en) * | 2009-01-30 | 2010-08-05 | Kydes Pharmaceuticals, Llc | Transdermal delivery of diclofenac, carbamazepine and benzydamine |
| US9089484B2 (en) | 2010-03-26 | 2015-07-28 | Merrion Research Iii Limited | Pharmaceutical compositions of selective factor Xa inhibitors for oral administration |
| ITMI20111355A1 (it) | 2011-07-20 | 2013-01-21 | Epifarma Srl | Cerotto transdermico contenente diclofenac e tiocolchicoside |
| AU2012296266B2 (en) | 2011-08-18 | 2017-08-31 | Otago Innovation Limited | Cardiovascular therapeutics |
| KR102009546B1 (ko) * | 2012-06-20 | 2019-08-09 | 히사미쓰 세이야꾸 가부시키가이샤 | 첩부제 |
| JP7211704B2 (ja) | 2015-01-29 | 2023-01-24 | ノヴォ ノルディスク アー／エス | Ｇｌｐ－１アゴニスト及び腸溶コーティングを含む錠剤 |
| KR102358377B1 (ko) | 2016-12-28 | 2022-02-03 | 히사미쓰 세이야꾸 가부시키가이샤 | 첩부제 |
| JP7117748B2 (ja) * | 2017-09-22 | 2022-08-15 | 帝國製薬株式会社 | 貼付剤 |
| JP6761553B1 (ja) * | 2020-02-12 | 2020-09-23 | 久光製薬株式会社 | ジクロフェナクナトリウム含有貼付剤 |
| JP6744511B1 (ja) * | 2020-02-12 | 2020-08-19 | 久光製薬株式会社 | ジクロフェナクナトリウム含有貼付剤 |
| IT202000011686A1 (it) * | 2020-05-20 | 2021-11-20 | Fidia Farm Spa | Cerotto medicato a lento rilascio |
| US11872320B2 (en) | 2021-02-25 | 2024-01-16 | Hisamitsu Pharmaceutical Co., Inc. | Method for treating osteoarthritis |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06219940A (ja) * | 1993-01-27 | 1994-08-09 | Shiseido Co Ltd | 貼付剤 |
| JPH0789853A (ja) * | 1993-09-24 | 1995-04-04 | Shiseido Co Ltd | 貼付剤 |
| US5472982A (en) * | 1987-07-07 | 1995-12-05 | Shiseido Company Ltd. | Emulsified external treatment composition containing diclofenac sodium |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54138124A (en) | 1978-04-19 | 1979-10-26 | Hisamitsu Pharmaceut Co Inc | Novel plaster and its preparation |
| JPS55133310A (en) | 1979-04-03 | 1980-10-17 | Hisamitsu Pharmaceut Co Inc | Novel paste tape and its production |
| GB2045618B (en) * | 1979-04-03 | 1983-05-11 | Hisamitsu Pharmaceutical Co | Adhesive plaster |
| JPS5933211A (ja) | 1982-08-20 | 1984-02-23 | Sato Seiyaku Kk | 油性軟膏 |
| JPS5976013A (ja) | 1982-10-23 | 1984-04-28 | Toko Yakuhin Kogyo Kk | 外用ゲル製剤 |
| JPS6160608A (ja) | 1984-08-30 | 1986-03-28 | Taisho Pharmaceut Co Ltd | ジクロフェナック湿布剤 |
| JPH0774145B2 (ja) | 1986-12-15 | 1995-08-09 | 株式会社資生堂 | 結晶性薬物含有乳化組成物 |
| JPH0749042B2 (ja) | 1988-05-25 | 1995-05-31 | 久光製薬株式会社 | 温熱貼付剤 |
| JPH0736835B2 (ja) | 1988-05-25 | 1995-04-26 | 久光製薬株式会社 | 粘着剤組成物 |
| DE69021511T2 (de) * | 1989-11-14 | 1996-11-21 | Beta Pharm Co | Entzündungshemmende Arzneimittel zur äusserlichen Anwendung. |
| JP3100408B2 (ja) * | 1991-03-26 | 2000-10-16 | 株式会社資生堂 | ジクロフェナックナトリウム含有皮膚外用製剤 |
| JP3541849B2 (ja) | 1991-04-19 | 2004-07-14 | 久光製薬株式会社 | 消炎鎮痛貼付剤 |
| JP2971224B2 (ja) | 1991-11-30 | 1999-11-02 | 久光製薬株式会社 | エストラジオール経皮吸収貼付剤 |
| JPH0656660A (ja) | 1992-07-31 | 1994-03-01 | Nippon Saafuakutanto Kogyo Kk | ジクロフェナクナトリウム含有貼付剤 |
| JPH06321771A (ja) | 1992-07-31 | 1994-11-22 | Tanabe Seiyaku Co Ltd | 経皮投与用基剤 |
| EP0698393B1 (en) * | 1993-05-19 | 2002-07-03 | Hisamitsu Pharmaceutical Co., Inc. | 3-l-MENTHOXY-PROPANE-1, 2-DIOL AS SOLUBILIZING AGENT AND EXTERNAL PREPARATION CONTAINING THE SAME |
| JP3054009B2 (ja) | 1993-12-14 | 2000-06-19 | 帝人株式会社 | プラスター |
| JP3782834B2 (ja) | 1994-10-26 | 2006-06-07 | 株式会社トクホン | 鎮痛抗炎症貼付剤 |
| JP3693696B2 (ja) | 1994-12-15 | 2005-09-07 | 久光製薬株式会社 | ケトチフェン含有経皮投与製剤 |
| JPH08319234A (ja) | 1995-05-24 | 1996-12-03 | Yuutoku Yakuhin Kogyo Kk | 経皮吸収型消炎鎮痛貼付剤 |
| JPH09208463A (ja) | 1996-02-07 | 1997-08-12 | Tsumura & Co | 経皮吸収性に優れた消炎鎮痛組成物 |
| WO1997028794A1 (fr) * | 1996-02-07 | 1997-08-14 | Tsumura & Co. | Solution aqueuse transparente de diclofenac sodique, compositions medicinales, et utilisations |
| JPH10147521A (ja) | 1996-09-18 | 1998-06-02 | Yuutoku Yakuhin Kogyo Kk | 持続性疼痛緩和用貼付剤 |
-
1997
- 1997-07-18 JP JP19375997A patent/JP4181232B2/ja not_active Expired - Lifetime
-
1998
- 1998-07-14 KR KR1019997002263A patent/KR100540821B1/ko not_active Expired - Fee Related
- 1998-07-14 AU AU81295/98A patent/AU708584B2/en not_active Ceased
- 1998-07-14 DK DK98931077T patent/DK0950408T3/da active
- 1998-07-14 ES ES98931077T patent/ES2167910T3/es not_active Expired - Lifetime
- 1998-07-14 WO PCT/JP1998/003135 patent/WO1999003461A1/ja not_active Ceased
- 1998-07-14 EP EP98931077A patent/EP0950408B1/en not_active Expired - Lifetime
- 1998-07-14 US US09/254,925 patent/US6262121B1/en not_active Expired - Lifetime
- 1998-07-14 CA CA002265893A patent/CA2265893C/en not_active Expired - Lifetime
- 1998-07-14 DE DE69801893T patent/DE69801893T2/de not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5472982A (en) * | 1987-07-07 | 1995-12-05 | Shiseido Company Ltd. | Emulsified external treatment composition containing diclofenac sodium |
| JPH06219940A (ja) * | 1993-01-27 | 1994-08-09 | Shiseido Co Ltd | 貼付剤 |
| JPH0789853A (ja) * | 1993-09-24 | 1995-04-04 | Shiseido Co Ltd | 貼付剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE69801893D1 (de) | 2001-11-08 |
| DK0950408T3 (da) | 2002-01-28 |
| CA2265893A1 (en) | 1999-01-28 |
| HK1020675A1 (en) | 2000-05-19 |
| AU8129598A (en) | 1999-02-10 |
| ES2167910T3 (es) | 2002-05-16 |
| EP0950408A4 (https=) | 1999-12-01 |
| DE69801893T2 (de) | 2002-04-25 |
| EP0950408A1 (en) | 1999-10-20 |
| US6262121B1 (en) | 2001-07-17 |
| KR20000068581A (ko) | 2000-11-25 |
| WO1999003461A1 (fr) | 1999-01-28 |
| JP4181232B2 (ja) | 2008-11-12 |
| CA2265893C (en) | 2008-02-19 |
| KR100540821B1 (ko) | 2006-01-12 |
| EP0950408B1 (en) | 2001-10-04 |
| JPH1135458A (ja) | 1999-02-09 |
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