NZ520749A - Pharmaceutical composition comprising a drug, a membrane-compatible permeation enhancer and a polymeric film-forming agent - Google Patents
Pharmaceutical composition comprising a drug, a membrane-compatible permeation enhancer and a polymeric film-forming agentInfo
- Publication number
- NZ520749A NZ520749A NZ520749A NZ52074901A NZ520749A NZ 520749 A NZ520749 A NZ 520749A NZ 520749 A NZ520749 A NZ 520749A NZ 52074901 A NZ52074901 A NZ 52074901A NZ 520749 A NZ520749 A NZ 520749A
- Authority
- NZ
- New Zealand
- Prior art keywords
- membrane
- enhancer
- composition according
- nail
- agent
- Prior art date
Links
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 53
- 239000003961 penetration enhancing agent Substances 0.000 title claims abstract description 43
- 239000008194 pharmaceutical composition Substances 0.000 title description 6
- 229940079593 drug Drugs 0.000 title description 4
- 239000003814 drug Substances 0.000 title description 4
- 239000000203 mixture Substances 0.000 claims abstract description 105
- 239000003429 antifungal agent Substances 0.000 claims abstract description 53
- 229940121375 antifungal agent Drugs 0.000 claims abstract description 51
- 239000002904 solvent Substances 0.000 claims abstract description 46
- 150000001875 compounds Chemical class 0.000 claims abstract description 42
- 239000012528 membrane Substances 0.000 claims abstract description 41
- 239000004922 lacquer Substances 0.000 claims abstract description 22
- 239000007788 liquid Substances 0.000 claims abstract description 12
- 230000001464 adherent effect Effects 0.000 claims abstract description 7
- 230000035515 penetration Effects 0.000 claims abstract description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 4
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 4
- 239000003623 enhancer Substances 0.000 claims description 42
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 28
- FKUPPRZPSYCDRS-UHFFFAOYSA-N Cyclopentadecanolide Chemical group O=C1CCCCCCCCCCCCCCO1 FKUPPRZPSYCDRS-UHFFFAOYSA-N 0.000 claims description 22
- 239000004014 plasticizer Substances 0.000 claims description 21
- 229920001577 copolymer Polymers 0.000 claims description 18
- -1 cyclic ester Chemical class 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 15
- 239000007787 solid Substances 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- VNFPBHJOKIVQEB-UHFFFAOYSA-N clotrimazole Chemical group ClC1=CC=CC=C1C(N1C=NC=C1)(C=1C=CC=CC=1)C1=CC=CC=C1 VNFPBHJOKIVQEB-UHFFFAOYSA-N 0.000 claims description 11
- 229960004022 clotrimazole Drugs 0.000 claims description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 9
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 8
- OSOIQJGOYGSIMF-UHFFFAOYSA-N cyclopentadecanone Chemical compound O=C1CCCCCCCCCCCCCC1 OSOIQJGOYGSIMF-UHFFFAOYSA-N 0.000 claims description 6
- YZWRNSARCRTXDS-UHFFFAOYSA-N tripropionin Chemical compound CCC(=O)OCC(OC(=O)CC)COC(=O)CC YZWRNSARCRTXDS-UHFFFAOYSA-N 0.000 claims description 5
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 4
- 150000007514 bases Chemical class 0.000 claims description 4
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 claims description 4
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 claims description 4
- 239000001087 glyceryl triacetate Substances 0.000 claims description 4
- 235000013773 glyceryl triacetate Nutrition 0.000 claims description 4
- 229960002622 triacetin Drugs 0.000 claims description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical group OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 3
- ZKVZSBSZTMPBQR-UHFFFAOYSA-N Civetone Natural products O=C1CCCCCCCC=CCCCCCCC1 ZKVZSBSZTMPBQR-UHFFFAOYSA-N 0.000 claims description 2
- ALHUZKCOMYUFRB-OAHLLOKOSA-N Muscone Chemical compound C[C@@H]1CCCCCCCCCCCCC(=O)C1 ALHUZKCOMYUFRB-OAHLLOKOSA-N 0.000 claims description 2
- 230000003110 anti-inflammatory effect Effects 0.000 claims description 2
- ZKVZSBSZTMPBQR-UPHRSURJSA-N civetone Chemical compound O=C1CCCCCCC\C=C/CCCCCCC1 ZKVZSBSZTMPBQR-UPHRSURJSA-N 0.000 claims description 2
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 claims description 2
- 229940011051 isopropyl acetate Drugs 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- ALHUZKCOMYUFRB-UHFFFAOYSA-N muskone Natural products CC1CCCCCCCCCCCCC(=O)C1 ALHUZKCOMYUFRB-UHFFFAOYSA-N 0.000 claims description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical group C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- 150000003997 cyclic ketones Chemical group 0.000 claims 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims 1
- 229940089513 pentadecalactone Drugs 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 11
- 210000000282 nail Anatomy 0.000 description 59
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 24
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- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 7
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 230000006378 damage Effects 0.000 description 5
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- 125000001841 imino group Chemical group [H]N=* 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
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- 239000002253 acid Substances 0.000 description 3
- 125000005396 acrylic acid ester group Chemical group 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 239000004599 antimicrobial Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
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- 229960004884 fluconazole Drugs 0.000 description 3
- 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 description 3
- 238000000338 in vitro Methods 0.000 description 3
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- 229910052760 oxygen Inorganic materials 0.000 description 3
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- 229910052717 sulfur Inorganic materials 0.000 description 3
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- BLSQLHNBWJLIBQ-OZXSUGGESA-N (2R,4S)-terconazole Chemical compound C1CN(C(C)C)CCN1C(C=C1)=CC=C1OC[C@@H]1O[C@@](CN2N=CN=C2)(C=2C(=CC(Cl)=CC=2)Cl)OC1 BLSQLHNBWJLIBQ-OZXSUGGESA-N 0.000 description 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
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- XMAYWYJOQHXEEK-OZXSUGGESA-N (2R,4S)-ketoconazole Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1OC[C@@H]1O[C@@](CN2C=NC=C2)(C=2C(=CC(Cl)=CC=2)Cl)OC1 XMAYWYJOQHXEEK-OZXSUGGESA-N 0.000 description 1
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Classifications
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- 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
- A61K31/4164—1,3-Diazoles
- A61K31/4174—Arylalkylimidazoles, e.g. oxymetazolin, naphazoline, miconazole
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- 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
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- 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
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- 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
- A61P31/10—Antimycotics
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (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)
Applications Claiming Priority (2)
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|---|---|---|---|
| US18292400P | 2000-02-16 | 2000-02-16 | |
| PCT/US2001/005302 WO2001060325A1 (en) | 2000-02-16 | 2001-02-16 | Pharmaceutical composition |
Publications (1)
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| NZ520749A true NZ520749A (en) | 2004-06-25 |
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| NZ520749A NZ520749A (en) | 2000-02-16 | 2001-02-16 | Pharmaceutical composition comprising a drug, a membrane-compatible permeation enhancer and a polymeric film-forming agent |
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| JP (1) | JP2005503318A (enExample) |
| KR (2) | KR20030016227A (enExample) |
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| AT (1) | ATE526917T1 (enExample) |
| AU (2) | AU4318901A (enExample) |
| BR (1) | BR0108438A (enExample) |
| CA (1) | CA2400178A1 (enExample) |
| HU (1) | HUP0204555A3 (enExample) |
| MA (1) | MA26883A1 (enExample) |
| MX (1) | MXPA02008072A (enExample) |
| NO (1) | NO20023866L (enExample) |
| NZ (1) | NZ520749A (enExample) |
| PL (1) | PL357111A1 (enExample) |
| TW (1) | TWI232756B (enExample) |
| WO (1) | WO2001060325A1 (enExample) |
| ZA (1) | ZA200206553B (enExample) |
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| US6585963B1 (en) * | 2001-02-15 | 2003-07-01 | Watson Pharmaceuticals, Inc. | Nail compositions and methods of administering same |
| GB0203276D0 (en) * | 2002-02-12 | 2002-03-27 | Novartis Ag | Organic compounds |
| DE60318867T2 (de) | 2002-09-05 | 2009-01-15 | Galderma S.A. | Lösung für die anwendung an nägeln |
| AU2004224326B2 (en) * | 2003-03-21 | 2010-04-22 | Nexmed Holdings, Inc. | Antifungal nail coat and method of use |
| US8741333B2 (en) | 2004-06-07 | 2014-06-03 | Nuvo Research Inc. | Compositions and methods for treating dermatitis or psoriasis |
| US8907153B2 (en) | 2004-06-07 | 2014-12-09 | Nuvo Research Inc. | Adhesive peel-forming formulations for dermal delivery of drugs and methods of using the same |
| US8741332B2 (en) | 2004-06-07 | 2014-06-03 | Nuvo Research Inc. | Compositions and methods for dermally treating neuropathic pain |
| 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 |
| WO2007056068A2 (en) * | 2005-11-02 | 2007-05-18 | Bentley Pharmaceuticals, Inc. | Macrocyclic formulations for transmembrane drug delivery |
| EP1959929A4 (en) * | 2005-12-14 | 2012-08-15 | Zars Pharma Inc | COMPOSITIONS AND METHODS FOR TREATING DERMATOLOGICAL SUFFERING |
| WO2007077806A1 (ja) * | 2005-12-28 | 2007-07-12 | Teikoku Seiyaku Co., Ltd. | 爪用医薬組成物 |
| WO2008091588A1 (en) | 2007-01-22 | 2008-07-31 | Targacept, Inc. | Intranasal, buccal, and sublingual administration of metanicotine analogs |
| JP5654497B2 (ja) * | 2009-02-13 | 2015-01-14 | トピカ ファーマシューティカルズ，インコーポレイテッド | 抗真菌製剤 |
| PL2408299T3 (pl) * | 2009-03-20 | 2014-03-31 | Stiefel Laboratories | Kompozycje monoglicerydu kwasu tłuszczowego |
| GB201021386D0 (en) * | 2010-12-16 | 2011-01-26 | Burke Michael H | A process for the manufacture of an antifungal nail lacquer |
| US9301920B2 (en) | 2012-06-18 | 2016-04-05 | Therapeuticsmd, Inc. | Natural combination hormone replacement formulations and therapies |
| EP3936133A1 (en) | 2011-11-23 | 2022-01-12 | TherapeuticsMD, Inc. | Natural combination hormone replacement formulations and therapies |
| US10806740B2 (en) | 2012-06-18 | 2020-10-20 | Therapeuticsmd, Inc. | Natural combination hormone replacement formulations and therapies |
| US20150196640A1 (en) | 2012-06-18 | 2015-07-16 | Therapeuticsmd, Inc. | Progesterone formulations having a desirable pk profile |
| US20130338122A1 (en) | 2012-06-18 | 2013-12-19 | Therapeuticsmd, Inc. | Transdermal hormone replacement therapies |
| US10806697B2 (en) | 2012-12-21 | 2020-10-20 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US11246875B2 (en) | 2012-12-21 | 2022-02-15 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US10471072B2 (en) | 2012-12-21 | 2019-11-12 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US11266661B2 (en) | 2012-12-21 | 2022-03-08 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US10537581B2 (en) | 2012-12-21 | 2020-01-21 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US10568891B2 (en) | 2012-12-21 | 2020-02-25 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US9180091B2 (en) | 2012-12-21 | 2015-11-10 | Therapeuticsmd, Inc. | Soluble estradiol capsule for vaginal insertion |
| US8697753B1 (en) | 2013-02-07 | 2014-04-15 | Polichem Sa | Method of treating onychomycosis |
| AR100562A1 (es) | 2014-05-22 | 2016-10-12 | Therapeuticsmd Inc | Composición farmacéutica de estradiol y progesterona para terapia de reemplazo hormonal |
| KR101580077B1 (ko) * | 2015-03-28 | 2015-12-24 | 한국콜마주식회사 | 시크로피록스 함유 네일락카 조성물 |
| US10328087B2 (en) | 2015-07-23 | 2019-06-25 | Therapeuticsmd, Inc. | Formulations for solubilizing hormones |
| RU2018133932A (ru) | 2016-04-01 | 2020-05-12 | Терапьютиксмд, Инк. | Фармацевтическая композиция стероидного гормона |
| US10286077B2 (en) | 2016-04-01 | 2019-05-14 | Therapeuticsmd, Inc. | Steroid hormone compositions in medium chain oils |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4299826A (en) * | 1979-10-12 | 1981-11-10 | The Procter & Gamble Company | Anti-acne composition |
| US5023252A (en) * | 1985-12-04 | 1991-06-11 | Conrex Pharmaceutical Corporation | Transdermal and trans-membrane delivery of drugs |
| US5731303A (en) * | 1985-12-04 | 1998-03-24 | Conrex Pharmaceutical Corporation | Transdermal and trans-membrane delivery compositions |
| DE3720147A1 (de) * | 1987-06-16 | 1988-12-29 | Hoechst Ag | Antimykotisch wirksamer nagellack sowie verfahren zu dessen herstellung |
| DE69216446T2 (de) * | 1991-03-13 | 1997-06-26 | Firmenich & Cie | Verfahren zur Herstellung von 15-Pentadecanolid oder von an diesem Makrolid reichen Gemischen |
| CA2211004A1 (en) * | 1994-10-20 | 1996-05-02 | The Procter & Gamble Company | Personal treatment compositions and/or cosmetic compositions containing enduring perfume |
| US5693828A (en) * | 1996-05-09 | 1997-12-02 | International Flavors & Fragrances Inc. | Process for preparing lactones and intermediates therefor |
| CA2278328C (en) * | 1998-02-09 | 2008-07-22 | Macrochem Corporation | Antifungal nail lacquer and method using same |
| US6231875B1 (en) * | 1998-03-31 | 2001-05-15 | Johnson & Johnson Consumer Companies, Inc. | Acidified composition for topical treatment of nail and skin conditions |
| US6495124B1 (en) * | 2000-02-14 | 2002-12-17 | Macrochem Corporation | Antifungal nail lacquer and method using same |
-
2001
- 2001-02-16 KR KR1020027010571A patent/KR20030016227A/ko not_active Ceased
- 2001-02-16 PL PL01357111A patent/PL357111A1/xx not_active Application Discontinuation
- 2001-02-16 NZ NZ520749A patent/NZ520749A/en unknown
- 2001-02-16 CA CA002400178A patent/CA2400178A1/en not_active Abandoned
- 2001-02-16 AT AT01916128T patent/ATE526917T1/de not_active IP Right Cessation
- 2001-02-16 JP JP2001559423A patent/JP2005503318A/ja active Pending
- 2001-02-16 MX MXPA02008072A patent/MXPA02008072A/es not_active Application Discontinuation
- 2001-02-16 KR KR1020087011722A patent/KR20080049148A/ko not_active Withdrawn
- 2001-02-16 AU AU4318901A patent/AU4318901A/xx active Pending
- 2001-02-16 CN CN01807713A patent/CN1422142A/zh active Pending
- 2001-02-16 WO PCT/US2001/005302 patent/WO2001060325A1/en not_active Ceased
- 2001-02-16 EP EP01916128A patent/EP1257248B1/en not_active Expired - Lifetime
- 2001-02-16 AU AU2001243189A patent/AU2001243189B2/en not_active Ceased
- 2001-02-16 HU HU0204555A patent/HUP0204555A3/hu unknown
- 2001-02-16 TW TW090103582A patent/TWI232756B/zh not_active IP Right Cessation
- 2001-02-16 BR BR0108438-0A patent/BR0108438A/pt not_active IP Right Cessation
-
2002
- 2002-08-15 NO NO20023866A patent/NO20023866L/no not_active Application Discontinuation
- 2002-08-15 ZA ZA200206553A patent/ZA200206553B/en unknown
- 2002-09-11 MA MA26811A patent/MA26883A1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HUP0204555A3 (en) | 2004-06-28 |
| PL357111A1 (en) | 2004-07-12 |
| WO2001060325A1 (en) | 2001-08-23 |
| CA2400178A1 (en) | 2001-08-23 |
| TWI232756B (en) | 2005-05-21 |
| EP1257248A4 (en) | 2007-10-03 |
| EP1257248B1 (en) | 2011-10-05 |
| KR20030016227A (ko) | 2003-02-26 |
| KR20080049148A (ko) | 2008-06-03 |
| NO20023866D0 (no) | 2002-08-15 |
| AU2001243189B2 (en) | 2005-06-09 |
| MA26883A1 (fr) | 2004-12-20 |
| CN1422142A (zh) | 2003-06-04 |
| EP1257248A1 (en) | 2002-11-20 |
| MXPA02008072A (es) | 2004-04-05 |
| NO20023866L (no) | 2002-10-01 |
| ZA200206553B (en) | 2003-11-17 |
| ATE526917T1 (de) | 2011-10-15 |
| AU4318901A (en) | 2001-08-27 |
| JP2005503318A (ja) | 2005-02-03 |
| HUP0204555A2 (en) | 2003-05-28 |
| BR0108438A (pt) | 2003-04-01 |
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