SK281130B6 - Topická farmaceutická formuácia - Google Patents

Topická farmaceutická formuácia Download PDF

Info

Publication number: SK281130B6
Authority: SK; Slovakia
Prior art keywords: compound; formula; topical pharmaceutical; polymeric film; pharmaceutical formulation
Prior art date: 1991-05-23

Application number

SK1532-92A

Other languages

English (en)

Slovak (sk)

Inventor

Friedrich Richter

Marianne Roser

Original Assignee

Novartis Ag

Priority date (The priority date 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 date listed.)

1991-05-23

Filing date

1992-05-21

Publication date

2000-12-11

1991-05-23 Priority claimed from GB919111210A external-priority patent/GB9111210D0/en

1992-03-02 Priority claimed from GB929204472A external-priority patent/GB9204472D0/en

1992-05-21 Application filed by Novartis Ag filed Critical Novartis Ag

2000-12-11 Publication of SK281130B6 publication Critical patent/SK281130B6/sk

Links

230000000699 topical effect Effects 0.000 title claims description 12
239000008194 pharmaceutical composition Substances 0.000 title claims description 10
150000001875 compounds Chemical class 0.000 claims abstract description 26
239000000203 mixture Substances 0.000 claims abstract description 15
239000002253 acid Substances 0.000 claims abstract description 9
239000012458 free base Substances 0.000 claims abstract description 9
150000003839 salts Chemical group 0.000 claims abstract description 9
239000000546 pharmaceutical excipient Substances 0.000 claims abstract description 4
229920001577 copolymer Polymers 0.000 claims description 20
238000009472 formulation Methods 0.000 claims description 13
239000004480 active ingredient Substances 0.000 claims description 12
239000003795 chemical substances by application Substances 0.000 claims description 7
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 6
229920002689 polyvinyl acetate Polymers 0.000 claims description 6
239000011118 polyvinyl acetate Substances 0.000 claims description 6
125000001453 quaternary ammonium group Chemical group 0.000 claims description 6
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 5
125000005907 alkyl ester group Chemical group 0.000 claims description 4
239000004922 lacquer Substances 0.000 claims description 4
239000000126 substance Substances 0.000 claims description 4
229940124531 pharmaceutical excipient Drugs 0.000 claims description 2
HHEHWCIYDICHCG-ODZAUARKSA-N (z)-but-2-enedioic acid;methoxyethene Chemical group COC=C.OC(=O)\C=C/C(O)=O HHEHWCIYDICHCG-ODZAUARKSA-N 0.000 claims 1
229920000800 acrylic rubber Polymers 0.000 claims 1
125000005250 alkyl acrylate group Chemical group 0.000 claims 1
229920003145 methacrylic acid copolymer Polymers 0.000 claims 1
239000012049 topical pharmaceutical composition Substances 0.000 abstract description 9
239000013543 active substance Substances 0.000 abstract description 6
239000002966 varnish Substances 0.000 abstract description 4
210000000282 nail Anatomy 0.000 description 28
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 23
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
229920000642 polymer Polymers 0.000 description 10
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
229940125904 compound 1 Drugs 0.000 description 9
239000002904 solvent Substances 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
208000010195 Onychomycosis Diseases 0.000 description 7
201000005882 tinea unguium Diseases 0.000 description 7
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 6
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
239000003960 organic solvent Substances 0.000 description 5
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 4
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 4
-1 allylamine compound Chemical class 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
239000011976 maleic acid Substances 0.000 description 4
230000035515 penetration Effects 0.000 description 4
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
239000004615 ingredient Substances 0.000 description 3
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
238000000034 method Methods 0.000 description 3
VVMKVFQYONGBPV-MKWAYWHRSA-N (z)-4-butoxy-4-oxobut-2-enoic acid;methoxyethene Chemical compound COC=C.CCCCOC(=O)\C=C/C(O)=O VVMKVFQYONGBPV-MKWAYWHRSA-N 0.000 description 2
UVHQXWILFGUDTA-LNKPDPKZSA-N (z)-4-ethoxy-4-oxobut-2-enoic acid;methoxyethene Chemical compound COC=C.CCOC(=O)\C=C/C(O)=O UVHQXWILFGUDTA-LNKPDPKZSA-N 0.000 description 2
239000004925 Acrylic resin Substances 0.000 description 2
229920000178 Acrylic resin Polymers 0.000 description 2
241001480043 Arthrodermataceae Species 0.000 description 2
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
IIUZTXTZRGLYTI-UHFFFAOYSA-N Dihydrogriseofulvin Natural products COC1CC(=O)CC(C)C11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 IIUZTXTZRGLYTI-UHFFFAOYSA-N 0.000 description 2
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
UXWOXTQWVMFRSE-UHFFFAOYSA-N Griseoviridin Natural products O=C1OC(C)CC=C(C(NCC=CC=CC(O)CC(O)C2)=O)SCC1NC(=O)C1=COC2=N1 UXWOXTQWVMFRSE-UHFFFAOYSA-N 0.000 description 2
DDUHZTYCFQRHIY-UHFFFAOYSA-N Negwer: 6874 Natural products COC1=CC(=O)CC(C)C11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-UHFFFAOYSA-N 0.000 description 2
KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
239000004359 castor oil Substances 0.000 description 2
235000019438 castor oil Nutrition 0.000 description 2
230000037304 dermatophytes Effects 0.000 description 2
201000010099 disease Diseases 0.000 description 2
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
230000000855 fungicidal effect Effects 0.000 description 2
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
DDUHZTYCFQRHIY-RBHXEPJQSA-N griseofulvin Chemical compound COC1=CC(=O)C[C@@H](C)[C@@]11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-RBHXEPJQSA-N 0.000 description 2
229960002867 griseofulvin Drugs 0.000 description 2
238000000338 in vitro Methods 0.000 description 2
239000003607 modifier Substances 0.000 description 2
229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
239000001267 polyvinylpyrrolidone Substances 0.000 description 2
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
239000011347 resin Substances 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
239000003981 vehicle Substances 0.000 description 2
KZEVSDGEBAJOTK-UHFFFAOYSA-N 1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-2-[5-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]ethanone Chemical compound N1N=NC=2CN(CCC=21)C(CC=1OC(=NN=1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)=O KZEVSDGEBAJOTK-UHFFFAOYSA-N 0.000 description 1
YZBOVSFWWNVKRJ-UHFFFAOYSA-M 2-butoxycarbonylbenzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1C([O-])=O YZBOVSFWWNVKRJ-UHFFFAOYSA-M 0.000 description 1
DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
208000007163 Dermatomycoses Diseases 0.000 description 1
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
229920003155 Eudragit® RL 100 Polymers 0.000 description 1
229920003151 Eudragit® RL polymer Polymers 0.000 description 1
229920003152 Eudragit® RS polymer Polymers 0.000 description 1
241000233866 Fungi Species 0.000 description 1
102000011782 Keratins Human genes 0.000 description 1
108010076876 Keratins Proteins 0.000 description 1
229920003083 Kollidon® VA64 Polymers 0.000 description 1
JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
239000000020 Nitrocellulose Substances 0.000 description 1
206010034016 Paronychia Diseases 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
240000004808 Saccharomyces cerevisiae Species 0.000 description 1
239000006096 absorbing agent Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
150000005215 alkyl ethers Chemical class 0.000 description 1
VVJKKWFAADXIJK-UHFFFAOYSA-N allylamine Natural products NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
230000000843 anti-fungal effect Effects 0.000 description 1
229940121375 antifungal agent Drugs 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
235000006708 antioxidants Nutrition 0.000 description 1
229940072107 ascorbate Drugs 0.000 description 1
235000010323 ascorbic acid Nutrition 0.000 description 1
239000011668 ascorbic acid Substances 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000003086 colorant Substances 0.000 description 1
239000008139 complexing agent Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000011443 conventional therapy Methods 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
201000003929 dermatomycosis Diseases 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
239000003814 drug Substances 0.000 description 1
239000003623 enhancer Substances 0.000 description 1
FSXVSUSRJXIJHB-UHFFFAOYSA-M ethyl prop-2-enoate;methyl 2-methylprop-2-enoate;trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CCOC(=O)C=C.COC(=O)C(C)=C.CC(=C)C(=O)OCC[N+](C)(C)C FSXVSUSRJXIJHB-UHFFFAOYSA-M 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
210000004905 finger nail Anatomy 0.000 description 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
230000002538 fungal effect Effects 0.000 description 1
150000001261 hydroxy acids Chemical class 0.000 description 1
238000000099 in vitro assay Methods 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
238000005462 in vivo assay Methods 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000000463 material Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
DNKKLDKIFMDAPT-UHFFFAOYSA-N n,n-dimethylmethanamine;2-methylprop-2-enoic acid Chemical compound CN(C)C.CC(=C)C(O)=O.CC(=C)C(O)=O DNKKLDKIFMDAPT-UHFFFAOYSA-N 0.000 description 1
229920001220 nitrocellulos Polymers 0.000 description 1
239000003921 oil Substances 0.000 description 1
125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
244000045947 parasite Species 0.000 description 1
125000005498 phthalate group Chemical class 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920006122 polyamide resin Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
239000004296 sodium metabisulphite Substances 0.000 description 1
230000009885 systemic effect Effects 0.000 description 1
229960002722 terbinafine Drugs 0.000 description 1
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 description 1
230000001225 therapeutic effect Effects 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
210000004906 toe nail Anatomy 0.000 description 1
150000003626 triacylglycerols Chemical class 0.000 description 1
229920002554 vinyl polymer Polymers 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
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7015—Drug-containing film-forming compositions, e.g. spray-on
- 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- 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
- A61P31/04—Antibacterial agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
- A61Q3/02—Nail coatings
- 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

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Medicinal Chemistry (AREA)
Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Oncology (AREA)
Communicable Diseases (AREA)
Birds (AREA)
Dermatology (AREA)
Medicinal Preparation (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Cosmetics (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

SK1532-92A 1991-05-23 1992-05-21 Topická farmaceutická formuácia SK281130B6 (sk)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB919111210A GB9111210D0 (en)	1991-05-23	1991-05-23	Pharmaceutical composition
GB929204472A GB9204472D0 (en)	1992-03-02	1992-03-02	Pharmaceutical composition

Publications (1)

Publication Number	Publication Date
SK281130B6 true SK281130B6 (sk)	2000-12-11

Family

ID=26298942

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK1532-92A SK281130B6 (sk)	1991-05-23	1992-05-21	Topická farmaceutická formuácia

Country Status (31)

Country	Link
US (3)	US5866105A (es)
EP (1)	EP0515312B1 (es)
JP (1)	JP3527749B2 (es)
KR (1)	KR100367150B1 (es)
AT (1)	AT400518B (es)
AU (1)	AU642090B2 (es)
CA (1)	CA2069153C (es)
CH (1)	CH683237A5 (es)
CY (1)	CY2070B1 (es)
CZ (1)	CZ284232B6 (es)
DE (1)	DE4215677B4 (es)
DK (1)	DK0515312T3 (es)
ES (1)	ES2091441T3 (es)
FI (1)	FI109333B (es)
FR (1)	FR2676647B1 (es)
GB (1)	GB2256138B (es)
GR (1)	GR3021551T3 (es)
HK (1)	HK1000242A1 (es)
HU (1)	HU219480B (es)
IE (1)	IE66476B1 (es)
IL (1)	IL101944A (es)
IT (1)	IT1254571B (es)
LU (1)	LU88117A1 (es)
MX (1)	MX9202407A (es)
NO (1)	NO300084B1 (es)
NZ (1)	NZ242849A (es)
PH (1)	PH31205A (es)
RO (1)	RO112081B1 (es)
RU (1)	RU2110257C1 (es)
SK (1)	SK281130B6 (es)
ZA (1)	ZA923765B (es)

Families Citing this family (55)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
HU219480B (hu) *	1991-05-23	2001-04-28	Novartis Ag.	Eljárás gombás körömmegbetegségek ellen helyileg alkalmazható, allil-amin-származékot tartalmazó gyógyászati készítmények előállítására
US5464610A (en) *	1992-10-15	1995-11-07	Schering-Plough Healthcare Products, Inc.	Method for treating onychomycosis
DK128494A (da) *	1994-11-08	1996-05-09	Edel K Seidenschnur	Behandling af keratinøse og psoriatiske sygdomstilstande med neglelak indeholdende vitamin D metabolit, eller derivat, og/eller vitamin A derivat
DE19643831A1 (de)	1996-10-30	1998-05-07	Hoechst Ag	Verwendung von 1-Hydroxy-2-pyridonen zur Behandlung von schwer therapierbaren Schleimhauterkrankungen
CA2248977A1 (en) *	1996-03-16	1997-09-25	Hoechst Aktiengesellschaft	Topical formulations for the treatment of nail psoriasis
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1992
- 1992-05-08 HU HU9201548A patent/HU219480B/hu unknown
- 1992-05-13 DE DE4215677A patent/DE4215677B4/de not_active Expired - Lifetime
- 1992-05-15 FR FR9206025A patent/FR2676647B1/fr not_active Expired - Lifetime
- 1992-05-19 CH CH1598/92A patent/CH683237A5/de not_active IP Right Cessation
- 1992-05-19 LU LU88117A patent/LU88117A1/fr unknown
- 1992-05-20 PH PH44373A patent/PH31205A/en unknown
- 1992-05-20 EP EP92810380A patent/EP0515312B1/en not_active Expired - Lifetime
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- 1992-05-22 RU SU5052122A patent/RU2110257C1/ru active
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- 1992-05-22 JP JP13066592A patent/JP3527749B2/ja not_active Expired - Lifetime
- 1992-05-22 KR KR1019920008688A patent/KR100367150B1/ko not_active Expired - Lifetime
- 1992-05-22 GB GB9210974A patent/GB2256138B/en not_active Expired - Lifetime
- 1992-05-22 AT AT0105892A patent/AT400518B/de not_active IP Right Cessation
- 1992-05-22 IT ITRM920381A patent/IT1254571B/it active
- 1992-07-01 IE IE921670A patent/IE66476B1/en not_active IP Right Cessation
1995
- 1995-06-06 US US08/466,490 patent/US5866105A/en not_active Expired - Fee Related
1996
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1997
- 1997-09-20 HK HK97101807A patent/HK1000242A1/xx not_active IP Right Cessation
1998
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- 1998-12-18 US US09/215,398 patent/US6214360B1/en not_active Expired - Lifetime
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Also Published As

Publication number	Publication date
CS153292A3 (en)	1992-12-16
ZA923765B (en)	1993-11-22
IL101944A0 (en)	1992-12-30
FI109333B (fi)	2002-07-15
ATA105892A (de)	1995-06-15
RO112081B1 (ro)	1997-05-30
NO300084B1 (no)	1997-04-07
IE66476B1 (en)	1995-12-27
EP0515312A2 (en)	1992-11-25
DE4215677B4 (de)	2008-01-17
FI922316A0 (fi)	1992-05-21
AT400518B (de)	1996-01-25
US6319509B1 (en)	2001-11-20
GR3021551T3 (en)	1997-02-28
JP3527749B2 (ja)	2004-05-17
NO922006L (no)	1992-11-24
DK0515312T3 (da)	1996-11-18
HK1000242A1 (en)	1998-02-13
RU2110257C1 (ru)	1998-05-10
EP0515312B1 (en)	1996-08-14
US6214360B1 (en)	2001-04-10
FR2676647B1 (fr)	1995-05-12
IL101944A (en)	1998-07-15
AU1705892A (en)	1992-11-26
ES2091441T3 (es)	1996-11-01
MX9202407A (es)	1992-11-01
HU9201548D0 (en)	1992-07-28
HU219480B (hu)	2001-04-28
CY2070B1 (en)	1998-09-11
KR100367150B1 (ko)	2003-03-03
FI922316L (fi)	1992-11-24
ITRM920381A0 (it)	1992-05-22
KR920021140A (ko)	1992-12-18
CH683237A5 (de)	1994-02-15
GB2256138A (en)	1992-12-02
PH31205A (en)	1998-05-05
GB2256138B (en)	1995-01-11
NO922006D0 (no)	1992-05-21
ITRM920381A1 (it)	1993-11-22
CZ284232B6 (cs)	1998-09-16
HUT62467A (en)	1993-05-28
JPH05148136A (ja)	1993-06-15
AU642090B2 (en)	1993-10-07
US5866105A (en)	1999-02-02
EP0515312A3 (en)	1993-04-14
NZ242849A (en)	1993-09-27
GB9210974D0 (en)	1992-07-08
IE921670A1 (en)	1992-12-02
IT1254571B (it)	1995-09-25
CA2069153A1 (en)	1992-11-24
LU88117A1 (fr)	1993-12-06
FR2676647A1 (fr)	1992-11-27
CA2069153C (en)	2002-12-17
DE4215677A1 (de)	1992-11-26

Legal Events

Date	Code	Title	Description
2012-07-03	MK4A	Expiry of patent	Expiry date: 20120521

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US8257688B2 (en)	2012-09-04	Controlled delivery system of antifungal and keratolytic agents for local treatment of fungal infections of the nail and surrounding tissues
SA92130074B1 (ar)	2005-07-31	تركيبة صيدليه محتوية تيربينافين Terbenafing كعامل ضد الفطر agentanti-mycostic