NO330245B1 - Anvendelse av anti-infektive virkestoffkombinasjoner for fremstilling at et preparat for topisk behandling av soppsykdommer pa ta- og fingernegler. - Google Patents
Anvendelse av anti-infektive virkestoffkombinasjoner for fremstilling at et preparat for topisk behandling av soppsykdommer pa ta- og fingernegler. Download PDFInfo
- Publication number
- NO330245B1 NO330245B1 NO20024271A NO20024271A NO330245B1 NO 330245 B1 NO330245 B1 NO 330245B1 NO 20024271 A NO20024271 A NO 20024271A NO 20024271 A NO20024271 A NO 20024271A NO 330245 B1 NO330245 B1 NO 330245B1
- Authority
- NO
- Norway
- Prior art keywords
- acid
- preparation
- vinyl
- ester
- methyl
- Prior art date
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- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 230000000699 topical effect Effects 0.000 title claims abstract description 14
- 238000011282 treatment Methods 0.000 title claims abstract description 13
- 210000004905 finger nail Anatomy 0.000 title claims description 8
- 210000004906 toe nail Anatomy 0.000 title claims description 7
- 239000004480 active ingredient Substances 0.000 title claims description 5
- 208000031888 Mycoses Diseases 0.000 title claims description 4
- 230000002924 anti-infective effect Effects 0.000 title 1
- VHVPQPYKVGDNFY-DFMJLFEVSA-N 2-[(2r)-butan-2-yl]-4-[4-[4-[4-[[(2r,4s)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one Chemical compound O=C1N([C@H](C)CC)N=CN1C1=CC=C(N2CCN(CC2)C=2C=CC(OC[C@@H]3O[C@](CN4N=CN=C4)(OC3)C=3C(=CC(Cl)=CC=3)Cl)=CC=2)C=C1 VHVPQPYKVGDNFY-DFMJLFEVSA-N 0.000 claims abstract description 17
- 229960004130 itraconazole Drugs 0.000 claims abstract description 17
- DOMXUEMWDBAQBQ-WEVVVXLNSA-N terbinafine Chemical compound C1=CC=C2C(CN(C\C=C\C#CC(C)(C)C)C)=CC=CC2=C1 DOMXUEMWDBAQBQ-WEVVVXLNSA-N 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- RFHAOTPXVQNOHP-UHFFFAOYSA-N fluconazole Chemical compound C1=NC=NN1CC(C=1C(=CC(F)=CC=1)F)(O)CN1C=NC=N1 RFHAOTPXVQNOHP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229960004884 fluconazole Drugs 0.000 claims abstract description 12
- 229960002722 terbinafine Drugs 0.000 claims abstract description 12
- SCKYRAXSEDYPSA-UHFFFAOYSA-N ciclopirox Chemical compound ON1C(=O)C=C(C)C=C1C1CCCCC1 SCKYRAXSEDYPSA-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229960003749 ciclopirox Drugs 0.000 claims abstract description 10
- MQHLMHIZUIDKOO-OKZBNKHCSA-N (2R,6S)-2,6-dimethyl-4-[(2S)-2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl]morpholine Chemical compound C1=CC(C(C)(C)CC)=CC=C1C[C@H](C)CN1C[C@@H](C)O[C@@H](C)C1 MQHLMHIZUIDKOO-OKZBNKHCSA-N 0.000 claims abstract description 6
- 229960003204 amorolfine Drugs 0.000 claims abstract description 6
- ABJKWBDEJIDSJZ-UHFFFAOYSA-N butenafine Chemical compound C=1C=CC2=CC=CC=C2C=1CN(C)CC1=CC=C(C(C)(C)C)C=C1 ABJKWBDEJIDSJZ-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229960002962 butenafine Drugs 0.000 claims abstract description 6
- 239000004922 lacquer Substances 0.000 claims abstract description 6
- OIQJEQLSYJSNDS-UHFFFAOYSA-N piroctone Chemical compound CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O OIQJEQLSYJSNDS-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229940121375 antifungal agent Drugs 0.000 claims description 29
- 229920000642 polymer Polymers 0.000 claims description 21
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- 239000003429 antifungal agent Substances 0.000 claims description 8
- 239000000203 mixture Chemical class 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- 229920002689 polyvinyl acetate Polymers 0.000 claims description 6
- 239000011118 polyvinyl acetate Substances 0.000 claims description 6
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 6
- 239000000020 Nitrocellulose Substances 0.000 claims description 5
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 claims description 5
- 239000002537 cosmetic Substances 0.000 claims description 5
- 229920001220 nitrocellulos Polymers 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 4
- 239000011976 maleic acid Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 4
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- 230000000069 prophylactic effect Effects 0.000 claims description 3
- 230000001225 therapeutic effect Effects 0.000 claims description 3
- SUMAWDZJEIQACJ-UHFFFAOYSA-N 2-methylpyridine-4-carbaldehyde Chemical compound CC1=CC(C=O)=CC=N1 SUMAWDZJEIQACJ-UHFFFAOYSA-N 0.000 claims description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- 150000001336 alkenes Chemical class 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- MQHLMHIZUIDKOO-AYHJJNSGSA-N amorolfine Chemical compound C1=CC(C(C)(C)CC)=CC=C1CC(C)CN1C[C@@H](C)O[C@@H](C)C1 MQHLMHIZUIDKOO-AYHJJNSGSA-N 0.000 claims description 2
- 229960005279 amorolfine hydrochloride Drugs 0.000 claims description 2
- 229960003273 butenafine hydrochloride Drugs 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- TVFJAZCVMOXQRK-UHFFFAOYSA-N ethenyl 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)OC=C TVFJAZCVMOXQRK-UHFFFAOYSA-N 0.000 claims description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 2
- 229920003145 methacrylic acid copolymer Polymers 0.000 claims description 2
- 125000005397 methacrylic acid ester group Chemical group 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 claims description 2
- 229960000699 terbinafine hydrochloride Drugs 0.000 claims description 2
- 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 claims description 2
- 229920001567 vinyl ester resin Polymers 0.000 claims description 2
- MUSRXFFRRMQRMG-UHFFFAOYSA-L [Cl-].C(C(=C)C)(=O)OCC[N+](C)(C)C.C(C(=C)C)(=O)[O-].C(C(=C)C)(=O)OCC[N+](C)(C)C Chemical compound [Cl-].C(C(=C)C)(=O)OCC[N+](C)(C)C.C(C(=C)C)(=O)[O-].C(C(=C)C)(=O)OCC[N+](C)(C)C MUSRXFFRRMQRMG-UHFFFAOYSA-L 0.000 claims 1
- OXHSYNORMNUBFR-UHFFFAOYSA-N methyl prop-2-enoate trimethylazanium chloride Chemical compound [Cl-].C[NH+](C)C.COC(=O)C=C OXHSYNORMNUBFR-UHFFFAOYSA-N 0.000 claims 1
- 230000009885 systemic effect Effects 0.000 abstract description 20
- 208000010195 Onychomycosis Diseases 0.000 abstract description 18
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- 230000001857 anti-mycotic effect Effects 0.000 abstract 3
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- 150000001875 compounds Chemical class 0.000 description 4
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- 239000000126 substance Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
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- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
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- 238000002648 combination therapy Methods 0.000 description 2
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- 239000000049 pigment Substances 0.000 description 2
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- 238000009121 systemic therapy Methods 0.000 description 2
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 2
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- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
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- NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 description 1
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- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229940088598 enzyme Drugs 0.000 description 1
- 150000002168 ethanoic acid esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 208000024386 fungal infectious disease Diseases 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910001411 inorganic cation Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000001530 keratinolytic effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- QPNHNCISNUAHNE-UHFFFAOYSA-N methyl 2-methylprop-2-enoate;trimethylazanium;chloride Chemical compound [Cl-].C[NH+](C)C.COC(=O)C(C)=C QPNHNCISNUAHNE-UHFFFAOYSA-N 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 1
- HVAAHUDGWQAAOJ-UHFFFAOYSA-N n-benzylethanamine Chemical compound CCNCC1=CC=CC=C1 HVAAHUDGWQAAOJ-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000003961 penetration enhancing agent Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical class 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
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- 239000011734 sodium Substances 0.000 description 1
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- 239000011877 solvent mixture Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
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- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 1
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- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4196—1,2,4-Triazoles
-
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- 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
- 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
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- 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
- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
-
- 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
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
-
- 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
-
- 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
-
- 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
- A61P31/02—Local antiseptics
-
- 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
- A61P31/10—Antimycotics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Dermatology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Inorganic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Cosmetics (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10011081A DE10011081A1 (de) | 2000-03-09 | 2000-03-09 | Antiinfektive Wirkstoffkombinationen und ihre Verwendung zur topischen Behandlung von Pilzerkrankungen der Fuß- und Fingernägel |
| PCT/EP2001/002236 WO2001066145A1 (de) | 2000-03-09 | 2001-02-28 | Antiinfektive wirkstoffkombinationen und ihre verwendung zur topischen behandlung von pilzerkrankungen der fuss- und fingernägel |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20024271D0 NO20024271D0 (no) | 2002-09-06 |
| NO20024271L NO20024271L (no) | 2002-10-18 |
| NO330245B1 true NO330245B1 (no) | 2011-03-14 |
Family
ID=7633836
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20024271A NO330245B1 (no) | 2000-03-09 | 2002-09-06 | Anvendelse av anti-infektive virkestoffkombinasjoner for fremstilling at et preparat for topisk behandling av soppsykdommer pa ta- og fingernegler. |
Country Status (29)
| Country | Link |
|---|---|
| US (2) | US20010046478A1 (https=) |
| EP (1) | EP1267932B1 (https=) |
| JP (1) | JP4843176B2 (https=) |
| KR (1) | KR100766738B1 (https=) |
| CN (1) | CN1216642C (https=) |
| AT (1) | ATE259660T1 (https=) |
| AU (2) | AU2001246484B2 (https=) |
| BR (1) | BRPI0108981B8 (https=) |
| CA (1) | CA2402267C (https=) |
| CZ (1) | CZ298718B6 (https=) |
| DE (2) | DE10011081A1 (https=) |
| DK (1) | DK1267932T3 (https=) |
| EE (1) | EE04994B1 (https=) |
| ES (1) | ES2211792T3 (https=) |
| HK (1) | HK1054197B (https=) |
| HR (1) | HRP20020731B1 (https=) |
| HU (1) | HU228788B1 (https=) |
| IL (2) | IL151519A0 (https=) |
| ME (2) | ME00177B (https=) |
| MX (1) | MXPA02008292A (https=) |
| NO (1) | NO330245B1 (https=) |
| NZ (1) | NZ521226A (https=) |
| PL (1) | PL200700B1 (https=) |
| PT (1) | PT1267932E (https=) |
| RS (1) | RS50450B (https=) |
| RU (1) | RU2261701C2 (https=) |
| SK (1) | SK287076B6 (https=) |
| WO (1) | WO2001066145A1 (https=) |
| ZA (1) | ZA200207213B (https=) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040039030A1 (en) * | 1996-09-27 | 2004-02-26 | Hoechst Akeengesellschaft | Use of 1-hydroxy-2-pyridones for the treatment of seborrheic dermatitis |
| DE19639816A1 (de) * | 1996-09-27 | 1998-04-02 | Hoechst Ag | Antimykotische Mittel mit hoher Wirkstofffreisetzung |
| US6585963B1 (en) * | 2001-02-15 | 2003-07-01 | Watson Pharmaceuticals, Inc. | Nail compositions and methods of administering same |
| US7244703B2 (en) * | 2001-06-22 | 2007-07-17 | Bentley Pharmaceuticals, Inc. | Pharmaceutical compositions and methods for peptide treatment |
| GB0203276D0 (en) * | 2002-02-12 | 2002-03-27 | Novartis Ag | Organic compounds |
| JP4081312B2 (ja) * | 2002-06-28 | 2008-04-23 | 佐藤製薬株式会社 | 外用抗真菌剤 |
| MXPA05002065A (es) * | 2002-09-05 | 2005-06-08 | Galderma Sa | Solucion para aplicacion ungueal. |
| EP1706128B1 (en) | 2003-12-08 | 2010-07-21 | CPEX Pharmaceuticals, Inc. | Pharmaceutical compositions and methods for insulin treatment |
| US8309103B2 (en) * | 2004-01-22 | 2012-11-13 | Alparis, S.A. De C.V. | Association of fluconazole-tinidazole for the treatment of vaginal infections, its composition, preparation process and usage |
| US7740875B2 (en) * | 2004-10-08 | 2010-06-22 | Mediquest Therapeutics, Inc. | Organo-gel formulations for therapeutic applications |
| US20060078580A1 (en) | 2004-10-08 | 2006-04-13 | Mediquest Therapeutics, Inc. | Organo-gel formulations for therapeutic applications |
| WO2006091908A2 (en) * | 2005-02-22 | 2006-08-31 | Nguyen Tim T | Method for treatment of onychomycosis |
| US20060251593A1 (en) * | 2005-04-07 | 2006-11-09 | Work By Docs, Inc. | Colored nail enamel treatment |
| JP5010125B2 (ja) * | 2005-09-02 | 2012-08-29 | 有限会社日本健康科学研究センター | 水虫治療用フィルム製剤 |
| US20070071705A1 (en) * | 2005-09-29 | 2007-03-29 | De Oliveira Monica A M | Topical anti-microbial compositions |
| FR2892023B1 (fr) * | 2005-10-14 | 2009-09-25 | Galderma Sa | Composition pharmaceutique a base d'amorolfine et d'agent filmogene hydrosoluble pour application ungueale et peri-ungueale |
| MXPA05012961A (es) * | 2005-11-30 | 2007-05-30 | Fernando Ahumada Ayala | Preparaciones para el cuidado de las unas que contienen clorhidrato de terbinafina. |
| US20080299060A1 (en) * | 2006-01-02 | 2008-12-04 | Tlt Medical Ltd. | Pharmaceutical Composition for the Treatment of Nail Diseases |
| WO2007098591A2 (en) * | 2006-03-02 | 2007-09-07 | Nuvo Research Inc. | Topical nail formulation |
| DE102008041049A1 (de) | 2008-08-06 | 2010-02-11 | Sonja Spohler | Verwendung einer antimykotischen Zusammensetzung zur topischen Behandlung von Pilzerkrankungen von Fuß- und Fingernägeln |
| RU2391100C1 (ru) * | 2009-02-20 | 2010-06-10 | Виктория Юрьевна Васенова | Способ лечения больных грибковыми заболеваниями ногтей |
| CN102319326A (zh) * | 2011-07-23 | 2012-01-18 | 李玮 | 一种治疗脚癣的浸药卫生纸 |
| WO2013106566A1 (en) * | 2012-01-10 | 2013-07-18 | Arch Wood Protection, Inc. | Preservatives for wood |
| CA2775393C (en) * | 2012-05-02 | 2014-04-29 | Samy Saad | Topical non-aqueous pharmaceutical formulations |
| US8697753B1 (en) | 2013-02-07 | 2014-04-15 | Polichem Sa | Method of treating onychomycosis |
| KR101580077B1 (ko) * | 2015-03-28 | 2015-12-24 | 한국콜마주식회사 | 시크로피록스 함유 네일락카 조성물 |
| WO2017029387A1 (en) * | 2015-08-20 | 2017-02-23 | Galderma Sa | Method of improving visual appearance of nails affected by onychomycosis |
| EP3468544A2 (en) * | 2016-06-13 | 2019-04-17 | Vyome Therapeutics Limited | Synergistic antifungal compositions and methods thereof |
| WO2017216722A2 (en) * | 2016-06-13 | 2017-12-21 | Vyome Biosciences Pvt. Ltd. | Synergistic antifungal compositions and methods thereof |
| CN106726750A (zh) * | 2016-12-09 | 2017-05-31 | 李晓光 | 一种环保抑菌护甲油及其制备方法 |
| US20220211717A1 (en) * | 2021-01-04 | 2022-07-07 | Garry Alan Katz | Topical treatment of fungal infections of the hair, skin, and nails |
| KR20250000805A (ko) | 2023-06-27 | 2025-01-03 | 신신제약 주식회사 | 시클로피록스를 함유하는 조갑 진균증 치료용 조성물 |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US202098A (en) * | 1878-04-09 | Improvement in harrow and weed-cutter | ||
| US2134293A (en) * | 1936-06-04 | 1938-10-25 | Eastwood Nealley Corp | Woven wire fabric for dandy rolls, cylinder molds, or the like, for paper making machines |
| US3968118A (en) * | 1968-08-31 | 1976-07-06 | Hoechst Aktiengesellschaft | Process for the manufacture of 1-hydroxy-2-pyridones |
| US4185106A (en) * | 1972-07-11 | 1980-01-22 | Hoechst Aktiengesellschaft | Pyridones as antidandruff agents |
| US4762703A (en) * | 1982-01-25 | 1988-08-09 | Dow Corning Corp. | Nitrocellulose free nail lacquer composition |
| GB8302683D0 (en) * | 1983-02-01 | 1983-03-02 | Unilever Plc | Skin treatment composition |
| AU599064B2 (en) * | 1985-11-04 | 1990-07-12 | Dermatological Products Of Texas | Film-forming, pharmaceutical vehicles for application of medicaments to nails, pharmaceutical compositions based on those vehicles, and methods of using same |
| DE3544983A1 (de) * | 1985-12-19 | 1987-06-25 | Hoechst Ag | Antimykotisch wirksamer nagellack |
| EP0241918B1 (de) * | 1986-04-18 | 1992-05-27 | Hoechst Aktiengesellschaft | 1-Hydroxy-2-pyridone, Verfahren zu ihrer Herstellung und Arzneimittel, die sie enthalten, sowie bei der Herstellung der 1-Hydroxy-2-pyridone gebildete Zwischenprodukte |
| NL8601762A (nl) * | 1986-07-07 | 1988-02-01 | Bouke Jan Lange | Werkwijze voor de reiniging en conditionering en eventuele medicinale behandeling van het haar en de hoofdhuid, een voor dit doel bruikbare tweefasen shampoo, alsmede een verpakking daarvoor. |
| DE3720147A1 (de) * | 1987-06-16 | 1988-12-29 | Hoechst Ag | Antimykotisch wirksamer nagellack sowie verfahren zu dessen herstellung |
| CA2008775C (en) * | 1989-02-24 | 1998-12-22 | Alberto Ferro | Nail lacquer |
| US5123107A (en) * | 1989-06-20 | 1992-06-16 | Mensch Jr William D | Topography of CMOS microcomputer integrated circuit chip including core processor and memory, priority, and I/O interface circuitry coupled thereto |
| JPH0623087B2 (ja) * | 1989-10-09 | 1994-03-30 | 花王株式会社 | 洗浄剤組成物 |
| US5066484A (en) * | 1990-04-30 | 1991-11-19 | Revlon, Inc. | Nail enamels containing glyceryl, glycol or citrate esters |
| FR2673537B1 (fr) * | 1991-03-08 | 1993-06-11 | Oreal | Utilisation d'agents de penetration hydrophiles dans les compositions dermatologiques pour le traitement des onychomycoses, et compositions correspondantes. |
| HU223343B1 (hu) * | 1991-05-20 | 2004-06-28 | Novartis Ag. | Allil-amin-származékot tartalmazó gyógyászati készítmények és eljárás azok előállítására |
| HU219480B (hu) * | 1991-05-23 | 2001-04-28 | Novartis Ag. | Eljárás gombás körömmegbetegségek ellen helyileg alkalmazható, allil-amin-származékot tartalmazó gyógyászati készítmények előállítására |
| DE4212105A1 (de) * | 1992-04-10 | 1993-10-14 | Roehm Pharma Gmbh | Nagellack zur Behandlung von Onychomykosen |
| FR2697749B1 (fr) * | 1992-11-12 | 1995-01-13 | Oreal | Composition cosmétique filmogène à base d'un copolymère chloré greffé résultant du greffage d'une polyoléfine chlorée et de monomères insaturés du type acrylique, styrénique et/ou vinylique. |
| DE4333893A1 (de) * | 1993-10-05 | 1995-04-06 | Hoechst Ag | Kosmetische Zubereitungen |
| DE19518262A1 (de) * | 1995-05-18 | 1996-11-21 | Hoechst Ag | Die Verwendung von Glyceryltriacetat zur Behandlung von Onychomykosen |
| US5424435A (en) * | 1993-10-18 | 1995-06-13 | Olin Corporation | 1-hydroxy-6-substituted-2-pyridones |
| FR2718349B1 (fr) * | 1994-04-07 | 1996-05-31 | Oreal | Compositions cosmétiques à appliquer sur l'ongle. |
| FR2719481B1 (fr) * | 1994-05-05 | 1996-05-31 | Oreal | Composition à base de composés antifongiques et de composés antibactériens halogènes pour diminuer la chute des cheveux. |
| DE19604190A1 (de) * | 1996-02-06 | 1997-08-07 | Hoechst Ag | Nagelwachstumsfördernde Zubereitungen |
| US6169721B1 (en) * | 1997-08-27 | 2001-01-02 | Pioneer Electronic Corporation | Two-disc laminated optical recording medium |
| DK0983037T3 (da) * | 1998-02-09 | 2003-09-01 | Macrochem Corp | Fungicid neglelak |
| US6231875B1 (en) * | 1998-03-31 | 2001-05-15 | Johnson & Johnson Consumer Companies, Inc. | Acidified composition for topical treatment of nail and skin conditions |
-
2000
- 2000-03-09 DE DE10011081A patent/DE10011081A1/de not_active Withdrawn
-
2001
- 2001-02-28 HR HR20020731A patent/HRP20020731B1/xx not_active IP Right Cessation
- 2001-02-28 ES ES01919354T patent/ES2211792T3/es not_active Expired - Lifetime
- 2001-02-28 NZ NZ521226A patent/NZ521226A/en not_active IP Right Cessation
- 2001-02-28 DK DK01919354T patent/DK1267932T3/da active
- 2001-02-28 JP JP2001564797A patent/JP4843176B2/ja not_active Expired - Lifetime
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- 2001-02-28 AU AU4648401A patent/AU4648401A/xx active Pending
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- 2001-02-28 WO PCT/EP2001/002236 patent/WO2001066145A1/de not_active Ceased
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- 2001-02-28 KR KR1020027011812A patent/KR100766738B1/ko not_active Expired - Lifetime
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- 2001-02-28 HK HK03106498.1A patent/HK1054197B/zh not_active IP Right Cessation
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