JP2005524614A5 - - Google Patents
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- Publication number
- JP2005524614A5 JP2005524614A5 JP2003556023A JP2003556023A JP2005524614A5 JP 2005524614 A5 JP2005524614 A5 JP 2005524614A5 JP 2003556023 A JP2003556023 A JP 2003556023A JP 2003556023 A JP2003556023 A JP 2003556023A JP 2005524614 A5 JP2005524614 A5 JP 2005524614A5
- Authority
- JP
- Japan
- Prior art keywords
- composition
- solvent
- corticosteroid
- stearate
- emulsifier
- 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.)
- Withdrawn
Links
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 93
- 238000000034 method Methods 0.000 claims description 56
- 239000003995 emulsifying agent Substances 0.000 claims description 40
- 239000002904 solvent Substances 0.000 claims description 40
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical group CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 39
- 239000003246 corticosteroid Substances 0.000 claims description 38
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 30
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 27
- 239000003961 penetration enhancing agent Substances 0.000 claims description 25
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims description 18
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 18
- 229940075507 glyceryl monostearate Drugs 0.000 claims description 17
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 claims description 17
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims description 15
- MEJYDZQQVZJMPP-ULAWRXDQSA-N (3s,3ar,6r,6ar)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan Chemical compound CO[C@H]1CO[C@@H]2[C@H](OC)CO[C@@H]21 MEJYDZQQVZJMPP-ULAWRXDQSA-N 0.000 claims description 14
- HBTAOSGHCXUEKI-UHFFFAOYSA-N 4-chloro-n,n-dimethyl-3-nitrobenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 HBTAOSGHCXUEKI-UHFFFAOYSA-N 0.000 claims description 14
- 229940031578 diisopropyl adipate Drugs 0.000 claims description 14
- 229940100460 peg-100 stearate Drugs 0.000 claims description 14
- 235000019271 petrolatum Nutrition 0.000 claims description 14
- WJOHZNCJWYWUJD-IUGZLZTKSA-N Fluocinonide Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)COC(=O)C)[C@@]2(C)C[C@@H]1O WJOHZNCJWYWUJD-IUGZLZTKSA-N 0.000 claims description 13
- 229920002125 Sokalan® Polymers 0.000 claims description 13
- 229940043276 diisopropanolamine Drugs 0.000 claims description 13
- 229960000785 fluocinonide Drugs 0.000 claims description 13
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 claims description 10
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 10
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 claims description 10
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 claims description 9
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims description 9
- 239000008213 purified water Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000003871 white petrolatum Substances 0.000 claims description 9
- ZWVMLYRJXORSEP-UHFFFAOYSA-N 1,2,6-Hexanetriol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 claims description 7
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 7
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 7
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 claims description 5
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 5
- ILCOCZBHMDEIAI-UHFFFAOYSA-N 2-(2-octadecoxyethoxy)ethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCOCCO ILCOCZBHMDEIAI-UHFFFAOYSA-N 0.000 claims description 5
- ICIDSZQHPUZUHC-UHFFFAOYSA-N 2-octadecoxyethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCO ICIDSZQHPUZUHC-UHFFFAOYSA-N 0.000 claims description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 5
- 102100032373 Coiled-coil domain-containing protein 85B Human genes 0.000 claims description 5
- FKUPPRZPSYCDRS-UHFFFAOYSA-N Cyclopentadecanolide Chemical compound O=C1CCCCCCCCCCCCCCO1 FKUPPRZPSYCDRS-UHFFFAOYSA-N 0.000 claims description 5
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 claims description 5
- 101000868814 Homo sapiens Coiled-coil domain-containing protein 85B Proteins 0.000 claims description 5
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 5
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 5
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 5
- 239000005642 Oleic acid Substances 0.000 claims description 5
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 5
- 239000004264 Petrolatum Substances 0.000 claims description 5
- 229920002586 Polyethylene Glycol 7000 Polymers 0.000 claims description 5
- 229920002701 Polyoxyl 40 Stearate Polymers 0.000 claims description 5
- 229920001214 Polysorbate 60 Polymers 0.000 claims description 5
- 239000003470 adrenal cortex hormone Substances 0.000 claims description 5
- 235000019445 benzyl alcohol Nutrition 0.000 claims description 5
- VEIYJWQZNGASMA-UHFFFAOYSA-N cyclohex-3-en-1-ylmethanol Chemical compound OCC1CCC=CC1 VEIYJWQZNGASMA-UHFFFAOYSA-N 0.000 claims description 5
- 229940086555 cyclomethicone Drugs 0.000 claims description 5
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 5
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 claims description 5
- 239000003623 enhancer Substances 0.000 claims description 5
- 229960001347 fluocinolone acetonide Drugs 0.000 claims description 5
- FEBLZLNTKCEFIT-VSXGLTOVSA-N fluocinolone acetonide Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O FEBLZLNTKCEFIT-VSXGLTOVSA-N 0.000 claims description 5
- 229940075529 glyceryl stearate Drugs 0.000 claims description 5
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 5
- 229940071826 hydroxyethyl cellulose Drugs 0.000 claims description 5
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 5
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 5
- 229940071676 hydroxypropylcellulose Drugs 0.000 claims description 5
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 5
- 229940074928 isopropyl myristate Drugs 0.000 claims description 5
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 claims description 5
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 claims description 5
- 229960002216 methylparaben Drugs 0.000 claims description 5
- 239000002480 mineral oil Substances 0.000 claims description 5
- 235000010446 mineral oil Nutrition 0.000 claims description 5
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 5
- 229940055577 oleyl alcohol Drugs 0.000 claims description 5
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 claims description 5
- 230000035515 penetration Effects 0.000 claims description 5
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 claims description 5
- 229940066842 petrolatum Drugs 0.000 claims description 5
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 claims description 5
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 claims description 5
- 229940113124 polysorbate 60 Drugs 0.000 claims description 5
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 claims description 5
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 claims description 5
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 5
- 229960003415 propylparaben Drugs 0.000 claims description 5
- 239000001587 sorbitan monostearate Substances 0.000 claims description 5
- 235000011076 sorbitan monostearate Nutrition 0.000 claims description 5
- 229940035048 sorbitan monostearate Drugs 0.000 claims description 5
- 229950011392 sorbitan stearate Drugs 0.000 claims description 5
- 229940098760 steareth-2 Drugs 0.000 claims description 5
- 229940100458 steareth-21 Drugs 0.000 claims description 5
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 claims description 5
- 229940045860 white wax Drugs 0.000 claims description 5
- 229960001334 corticosteroids Drugs 0.000 claims description 3
- 230000002708 enhancing effect Effects 0.000 claims description 2
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/037,360 US6765001B2 (en) | 2001-12-21 | 2001-12-21 | Compositions and methods for enhancing corticosteroid delivery |
| PCT/US2002/039882 WO2003055445A2 (en) | 2001-12-21 | 2002-12-12 | Compositions and methods for enhancing corticosteriod delivery |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010172249A Division JP2010280689A (ja) | 2001-12-21 | 2010-07-30 | 副腎皮質ステロイド送達を増進するための組成物および方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005524614A JP2005524614A (ja) | 2005-08-18 |
| JP2005524614A5 true JP2005524614A5 (enExample) | 2006-01-26 |
Family
ID=21893928
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003556023A Withdrawn JP2005524614A (ja) | 2001-12-21 | 2002-12-12 | 副腎皮質ステロイド送達を増進するための組成物および方法 |
| JP2010172249A Pending JP2010280689A (ja) | 2001-12-21 | 2010-07-30 | 副腎皮質ステロイド送達を増進するための組成物および方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010172249A Pending JP2010280689A (ja) | 2001-12-21 | 2010-07-30 | 副腎皮質ステロイド送達を増進するための組成物および方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (8) | US6765001B2 (enExample) |
| EP (2) | EP2363150A1 (enExample) |
| JP (2) | JP2005524614A (enExample) |
| CN (1) | CN1617730A (enExample) |
| BR (1) | BR0215254A (enExample) |
| CA (1) | CA2471041C (enExample) |
| IL (1) | IL162581A0 (enExample) |
| MX (1) | MXPA04006014A (enExample) |
| WO (1) | WO2003055445A2 (enExample) |
Families Citing this family (78)
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| US6765001B2 (en) * | 2001-12-21 | 2004-07-20 | Medicis Pharmaceutical Corporation | Compositions and methods for enhancing corticosteroid delivery |
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| US9211259B2 (en) | 2002-11-29 | 2015-12-15 | Foamix Pharmaceuticals Ltd. | Antibiotic kit and composition and uses thereof |
| ES2532906T5 (es) | 2002-10-25 | 2022-03-23 | Foamix Pharmaceuticals Ltd | Espuma cosmética y farmacéutica |
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| CN108282998B (zh) | 2015-06-18 | 2021-07-06 | 凡利亚药品北美公司 | 用于治疗银屑病的包含皮质类固醇和类视黄醇的局部组合物 |
| US11793783B2 (en) | 2015-08-05 | 2023-10-24 | Cmpd Licensing, Llc | Compositions and methods for treating an infection |
| US11446236B2 (en) | 2015-08-05 | 2022-09-20 | Cmpd Licensing, Llc | Topical antimicrobial compositions and methods of formulating the same |
| US11684567B2 (en) | 2015-08-05 | 2023-06-27 | Cmpd Licensing, Llc | Compositions and methods for treating an infection |
| EP3143986A1 (en) * | 2015-09-21 | 2017-03-22 | Zimmer MedizinSysteme GmbH | Hydrophilic gel for topical delivery of 5-aminolevulinic acid and production thereof |
| US10398641B2 (en) | 2016-09-08 | 2019-09-03 | Foamix Pharmaceuticals Ltd. | Compositions and methods for treating rosacea and acne |
| US11311496B2 (en) | 2016-11-21 | 2022-04-26 | Eirion Therapeutics, Inc. | Transdermal delivery of large agents |
| US11311482B2 (en) | 2017-05-12 | 2022-04-26 | Bausch Health Us, Llc | Topical compositions and methods for treating skin diseases |
| JP2021534161A (ja) * | 2018-08-16 | 2021-12-09 | ドクター・レディーズ・ラボラトリーズ・リミテッド | 局所用油性組成物 |
| CN113543827B (zh) * | 2019-02-27 | 2025-01-21 | 奥蒂卡拉股份有限公司 | 用于治疗鼻、鼻腔鼻窦和鼻咽组织感染和/或炎症的方法 |
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| US3592930A (en) * | 1968-07-19 | 1971-07-13 | Syntex Corp | Moisture-deterioratable topical medicaments,particularly anti-inflammatory steroids,in a substantially non-aqueous fatty alcohol-propylene glycol vehicle |
| US4017615A (en) | 1970-10-29 | 1977-04-12 | Syntex Corporation | Propylene carbonate ointment vehicle |
| US3934013A (en) * | 1975-02-21 | 1976-01-20 | Syntex (U.S.A.) Inc. | Pharmaceutical composition |
| EP0020794B1 (en) * | 1979-06-08 | 1983-01-12 | Toko Yakuhin Kogyo Kabushiki Kaisha | Creamy preparation containing steroid and process for the preparation thereof |
| JPS58225009A (ja) * | 1982-06-23 | 1983-12-27 | Shionogi & Co Ltd | コルチコステロイド外用製剤 |
| JPS6136219A (ja) * | 1984-07-27 | 1986-02-20 | Shiseido Co Ltd | 皮膚外用剤 |
| US4879119A (en) * | 1984-02-21 | 1989-11-07 | Yamanouchi Pharmaceutical Co., Ltd. | Patch |
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| JPH0676328B2 (ja) * | 1987-04-14 | 1994-09-28 | 株式会社大塚製薬工場 | ステロイドクリ−ム製剤 |
| US4855294A (en) * | 1988-09-06 | 1989-08-08 | Theratech, Inc. | Method for reducing skin irritation associated with drug/penetration enhancer compositions |
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-
2001
- 2001-12-21 US US10/037,360 patent/US6765001B2/en not_active Expired - Lifetime
-
2002
- 2002-12-12 BR BR0215254-1A patent/BR0215254A/pt not_active IP Right Cessation
- 2002-12-12 WO PCT/US2002/039882 patent/WO2003055445A2/en not_active Ceased
- 2002-12-12 MX MXPA04006014A patent/MXPA04006014A/es active IP Right Grant
- 2002-12-12 CN CNA028277236A patent/CN1617730A/zh active Pending
- 2002-12-12 IL IL16258102A patent/IL162581A0/xx unknown
- 2002-12-12 EP EP20100184291 patent/EP2363150A1/en not_active Withdrawn
- 2002-12-12 EP EP02795857A patent/EP1465636A4/en not_active Ceased
- 2002-12-12 JP JP2003556023A patent/JP2005524614A/ja not_active Withdrawn
- 2002-12-12 CA CA2471041A patent/CA2471041C/en not_active Expired - Lifetime
-
2003
- 2003-04-04 US US10/407,354 patent/US7217422B2/en not_active Expired - Lifetime
- 2003-04-04 US US10/407,380 patent/US7220424B2/en not_active Expired - Lifetime
-
2004
- 2004-04-16 US US10/825,977 patent/US20040198709A1/en not_active Abandoned
-
2007
- 2007-01-24 US US11/657,880 patent/US7771733B2/en not_active Expired - Fee Related
- 2007-01-24 US US11/657,893 patent/US7794738B2/en not_active Expired - Fee Related
-
2009
- 2009-01-29 US US12/322,346 patent/US8232264B2/en not_active Expired - Fee Related
-
2010
- 2010-07-30 JP JP2010172249A patent/JP2010280689A/ja active Pending
-
2012
- 2012-07-30 US US13/561,277 patent/US20120289490A1/en not_active Abandoned
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