JP2007529537A5 - - Google Patents
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- JP2007529537A5 JP2007529537A5 JP2007504030A JP2007504030A JP2007529537A5 JP 2007529537 A5 JP2007529537 A5 JP 2007529537A5 JP 2007504030 A JP2007504030 A JP 2007504030A JP 2007504030 A JP2007504030 A JP 2007504030A JP 2007529537 A5 JP2007529537 A5 JP 2007529537A5
- Authority
- JP
- Japan
- Prior art keywords
- weight
- formulation
- combinations
- preservative
- sorbic acid
- 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.)
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- 239000000203 mixture Substances 0.000 claims 22
- 238000009472 formulation Methods 0.000 claims 14
- 230000002335 preservative Effects 0.000 claims 10
- 239000003755 preservative agent Substances 0.000 claims 10
- 229940075582 Sorbic Acid Drugs 0.000 claims 7
- 235000010199 sorbic acid Nutrition 0.000 claims 7
- WSWCOQWTEOXDQX-UHFFFAOYSA-N sorbic acid Chemical compound CC=CC=CC(O)=O WSWCOQWTEOXDQX-UHFFFAOYSA-N 0.000 claims 7
- 239000004334 sorbic acid Substances 0.000 claims 7
- JWLAFIOGOBJKEP-UHFFFAOYSA-N 1H-imidazo[4,5-b][1,8]naphthyridin-2-amine Chemical compound C1=CN=C2NC3=NC(N)=NC3=CC2=C1 JWLAFIOGOBJKEP-UHFFFAOYSA-N 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 239000011780 sodium chloride Substances 0.000 claims 5
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-Aminopyridine Chemical group NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 claims 3
- 239000003963 antioxidant agent Substances 0.000 claims 3
- 235000006708 antioxidants Nutrition 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims 3
- 150000002148 esters Chemical class 0.000 claims 3
- 239000000194 fatty acid Substances 0.000 claims 3
- 150000004665 fatty acids Chemical class 0.000 claims 3
- ZXBCLVSLRUWISJ-UHFFFAOYSA-N 2-methyl-1-(2-methylpropyl)imidazo[4,5-c][1,5]naphthyridin-4-amine Chemical group C1=CC=NC2=C3N(CC(C)C)C(C)=NC3=C(N)N=C21 ZXBCLVSLRUWISJ-UHFFFAOYSA-N 0.000 claims 2
- WSIZDLIFQIDDKA-UHFFFAOYSA-N 3H-imidazo[4,5-h]quinolin-2-amine Chemical group C1=CC=NC2=C(NC(N)=N3)C3=CC=C21 WSIZDLIFQIDDKA-UHFFFAOYSA-N 0.000 claims 2
- 229940043253 Butylated Hydroxyanisole Drugs 0.000 claims 2
- 229940095259 Butylated Hydroxytoluene Drugs 0.000 claims 2
- 239000004255 Butylated hydroxyanisole Substances 0.000 claims 2
- CZBZUDVBLSSABA-UHFFFAOYSA-N Butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims 2
- 239000004322 Butylated hydroxytoluene Substances 0.000 claims 2
- 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 claims 2
- 229940057917 Medium chain triglycerides Drugs 0.000 claims 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N Methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims 2
- 230000003078 antioxidant Effects 0.000 claims 2
- 235000019282 butylated hydroxyanisole Nutrition 0.000 claims 2
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims 2
- 239000002738 chelating agent Substances 0.000 claims 2
- 230000028993 immune response Effects 0.000 claims 2
- 239000003607 modifier Substances 0.000 claims 2
- -1 naphthyridine amines Chemical class 0.000 claims 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 2
- 239000008137 solubility enhancer Substances 0.000 claims 2
- 239000002562 thickening agent Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- XGKHUHWWPFOKMN-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinolin-2-amine Chemical compound C1=CC=C2NC(N)CCC2=C1 XGKHUHWWPFOKMN-UHFFFAOYSA-N 0.000 claims 1
- KXQPVJRJUJJWQJ-UHFFFAOYSA-N 1H-imidazo[4,5-b]pyridin-2-amine Chemical compound C1=CN=C2NC(N)=NC2=C1 KXQPVJRJUJJWQJ-UHFFFAOYSA-N 0.000 claims 1
- VIIYMKOWLFKDHA-UHFFFAOYSA-N 2,3,3a,4-tetrahydro-1H-imidazo[4,5-b][1,8]naphthyridin-2-amine Chemical compound N1C2=NC=CC=C2C=C2C1NC(N)N2 VIIYMKOWLFKDHA-UHFFFAOYSA-N 0.000 claims 1
- BZBQNDWAMYFNIE-UHFFFAOYSA-N 2,3,3a,4-tetrahydro-1H-imidazo[4,5-h]quinolin-2-amine Chemical compound C1C=C2C=CC=NC2=C2C1NC(N)N2 BZBQNDWAMYFNIE-UHFFFAOYSA-N 0.000 claims 1
- GCMNJUJAKQGROZ-UHFFFAOYSA-N 2-Aminoquinoline Chemical compound C1=CC=CC2=NC(N)=CC=C21 GCMNJUJAKQGROZ-UHFFFAOYSA-N 0.000 claims 1
- OUMYGJVUBNSAFG-PLKIVWSFSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;(2E,4E)-hexa-2,4-dienoic acid Chemical compound C\C=C\C=C\C(O)=O.OCCN(CCO)CCO OUMYGJVUBNSAFG-PLKIVWSFSA-N 0.000 claims 1
- MCFVRESNTICQSJ-RJNTXXOISA-L Calcium sorbate Chemical compound [Ca+2].C\C=C\C=C\C([O-])=O.C\C=C\C=C\C([O-])=O MCFVRESNTICQSJ-RJNTXXOISA-L 0.000 claims 1
- 229960001631 Carbomer Drugs 0.000 claims 1
- 229960002433 Cysteine Drugs 0.000 claims 1
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 claims 1
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 claims 1
- XUJNEKJLAYXESH-REOHCLBHSA-N L-cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims 1
- 229960000502 Poloxamer Drugs 0.000 claims 1
- 229940069338 Potassium Sorbate Drugs 0.000 claims 1
- CHHHXKFHOYLYRE-STWYSWDKSA-M Potassium sorbate Chemical compound [K+].C\C=C\C=C\C([O-])=O CHHHXKFHOYLYRE-STWYSWDKSA-M 0.000 claims 1
- 229940075579 Propyl Gallate Drugs 0.000 claims 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M Rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 claims 1
- LROWVYNUWKVTCU-STWYSWDKSA-M Sodium sorbate Chemical compound [Na+].C\C=C\C=C\C([O-])=O LROWVYNUWKVTCU-STWYSWDKSA-M 0.000 claims 1
- 239000004283 Sodium sorbate Substances 0.000 claims 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N Stearic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 1
- 229960001295 Tocopherol Drugs 0.000 claims 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Vitamin C Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims 1
- QOOXNMYDCWUEHW-UHFFFAOYSA-N [1,3]oxazolo[4,5-h]quinolin-2-amine Chemical compound C1=CC=NC2=C(OC(N)=N3)C3=CC=C21 QOOXNMYDCWUEHW-UHFFFAOYSA-N 0.000 claims 1
- YUDGNSDTJOJYBS-UHFFFAOYSA-N [1,3]oxazolo[5,4-b][1,8]naphthyridin-2-amine Chemical compound C1=CN=C2N=C(OC(N)=N3)C3=CC2=C1 YUDGNSDTJOJYBS-UHFFFAOYSA-N 0.000 claims 1
- YSQNOJMVGVZJRJ-UHFFFAOYSA-N [1,3]oxazolo[5,4-b]pyridin-2-amine Chemical compound C1=CN=C2OC(N)=NC2=C1 YSQNOJMVGVZJRJ-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 230000000111 anti-oxidant Effects 0.000 claims 1
- 235000010323 ascorbic acid Nutrition 0.000 claims 1
- 239000011668 ascorbic acid Substances 0.000 claims 1
- 229960005070 ascorbic acid Drugs 0.000 claims 1
- 235000010385 ascorbyl palmitate Nutrition 0.000 claims 1
- 235000010244 calcium sorbate Nutrition 0.000 claims 1
- 239000004303 calcium sorbate Substances 0.000 claims 1
- 125000004432 carbon atoms Chemical group C* 0.000 claims 1
- 235000018417 cysteine Nutrition 0.000 claims 1
- 239000000539 dimer Substances 0.000 claims 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 claims 1
- 239000003995 emulsifying agent Substances 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 1
- 230000002209 hydrophobic Effects 0.000 claims 1
- HLAFVYZEULGJOT-UHFFFAOYSA-N imidazo[4,5-h]quinoline-1,4-diamine Chemical compound NC1=CC2=CC=CN=C2C2=C1N=CN2N HLAFVYZEULGJOT-UHFFFAOYSA-N 0.000 claims 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 claims 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 claims 1
- 229960002216 methylparaben Drugs 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 229920001983 poloxamer Polymers 0.000 claims 1
- 229920001888 polyacrylic acid Polymers 0.000 claims 1
- 235000010241 potassium sorbate Nutrition 0.000 claims 1
- 239000004302 potassium sorbate Substances 0.000 claims 1
- PERLTXCUPZSJTA-YTXTXJHMSA-N propan-2-yl (2E,4E)-hexa-2,4-dienoate Chemical compound C\C=C\C=C\C(=O)OC(C)C PERLTXCUPZSJTA-YTXTXJHMSA-N 0.000 claims 1
- ZTHYODDOHIVTJV-UHFFFAOYSA-N propyl 3,4,5-trihydroxybenzoate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims 1
- 235000010388 propyl gallate Nutrition 0.000 claims 1
- 239000000473 propyl gallate Substances 0.000 claims 1
- 235000019250 sodium sorbate Nutrition 0.000 claims 1
- 235000010384 tocopherol Nutrition 0.000 claims 1
- 239000011732 tocopherol Substances 0.000 claims 1
- 229930003799 tocopherols Natural products 0.000 claims 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 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US55314804P | 2004-03-15 | 2004-03-15 | |
| US60/553,148 | 2004-03-15 | ||
| PCT/US2005/008576 WO2005089317A2 (en) | 2004-03-15 | 2005-03-14 | Immune response modifier formulations and methods |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007529537A JP2007529537A (ja) | 2007-10-25 |
| JP2007529537A5 true JP2007529537A5 (US20070167479A1-20070719-C00034.png) | 2008-04-10 |
| JP4991520B2 JP4991520B2 (ja) | 2012-08-01 |
Family
ID=34994263
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007504030A Expired - Fee Related JP4991520B2 (ja) | 2004-03-15 | 2005-03-14 | 免疫応答調節剤製剤および方法 |
Country Status (7)
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040265351A1 (en) | 2003-04-10 | 2004-12-30 | Miller Richard L. | Methods and compositions for enhancing immune response |
| RU2006105101A (ru) | 2003-08-27 | 2007-10-10 | 3М Инновейтив Пропертиз Компани (US) | Арилокси и арилалкиленокси замещенные имидазохинолины |
| AU2004278014B2 (en) | 2003-10-03 | 2011-04-28 | 3M Innovative Properties Company | Alkoxy substituted imidazoquinolines |
| MY146124A (en) | 2003-10-03 | 2012-06-29 | 3M Innovative Properties Co | Pyrazolopyridines and analogs thereof |
| WO2005051317A2 (en) | 2003-11-25 | 2005-06-09 | 3M Innovative Properties Company | Substituted imidazo ring systems and methods |
| US8541438B2 (en) | 2004-06-18 | 2013-09-24 | 3M Innovative Properties Company | Substituted imidazoquinolines, imidazopyridines, and imidazonaphthyridines |
| US8080560B2 (en) * | 2004-12-17 | 2011-12-20 | 3M Innovative Properties Company | Immune response modifier formulations containing oleic acid and methods |
| JP5313502B2 (ja) | 2004-12-30 | 2013-10-09 | スリーエム イノベイティブ プロパティズ カンパニー | 置換キラル縮合［１，２］イミダゾ［４，５−ｃ］環状化合物 |
| PT1830876E (pt) | 2004-12-30 | 2015-07-13 | Meda Ab | Utilização de imiquimod para o tratamento de metástases cutâneas derivadas de um tumor cancerígeno da mama |
| JP5543068B2 (ja) | 2004-12-30 | 2014-07-09 | スリーエム イノベイティブ プロパティズ カンパニー | キラル縮合［１，２］イミダゾ［４，５−ｃ］環状化合物 |
| JP2008530252A (ja) | 2005-02-09 | 2008-08-07 | コーリー ファーマシューティカル グループ，インコーポレイテッド | オキシムおよびヒドロキシルアミンで置換されたチアゾロ［４，５−ｃ］環化合物ならびに方法 |
| EP1846419B1 (en) | 2005-02-09 | 2014-04-16 | 3M Innovative Properties Company | Alkoxy-substituted thiazoloquinolines and thiazolonaphthyridines |
| AU2006216997A1 (en) | 2005-02-11 | 2006-08-31 | Coley Pharmaceutical Group, Inc. | Substituted imidazoquinolines and imidazonaphthyridines |
| CA2598656A1 (en) | 2005-02-23 | 2006-08-31 | Coley Pharmaceutical Group, Inc. | Hydroxyalkyl substituted imidazoquinoline compounds and methods |
| AU2006223634A1 (en) | 2005-02-23 | 2006-09-21 | Coley Pharmaceutical Group, Inc. | Hydroxyalkyl substituted imidazoquinolines |
| JP2008538203A (ja) | 2005-02-23 | 2008-10-16 | コーリー ファーマシューティカル グループ，インコーポレイテッド | インターフェロンの生合成を優先的に誘導する方法 |
| JP2008531568A (ja) | 2005-02-23 | 2008-08-14 | コーリー ファーマシューティカル グループ，インコーポレイテッド | ヒドロキシアルキルで置換されたイミダゾナフチリジン |
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| US8889154B2 (en) | 2005-09-15 | 2014-11-18 | Medicis Pharmaceutical Corporation | Packaging for 1-(2-methylpropyl)-1H-imidazo[4,5-c] quinolin-4-amine-containing formulation |
| KR20080083270A (ko) | 2005-11-04 | 2008-09-17 | 콜레이 파마시티컬 그룹, 인코포레이티드 | 하이드록시 및 알콕시 치환된 1에이치 이미다조퀴놀린 및방법 |
| EP3085373A1 (en) | 2006-02-22 | 2016-10-26 | 3M Innovative Properties Company | Immune response modifier conjugates |
| US8329721B2 (en) | 2006-03-15 | 2012-12-11 | 3M Innovative Properties Company | Hydroxy and alkoxy substituted 1H-imidazonaphthyridines and methods |
| US8178539B2 (en) | 2006-09-06 | 2012-05-15 | 3M Innovative Properties Company | Substituted 3,4,6,7-tetrahydro-5H-1,2a,4a,8-tetraazacyclopenta[cd]phenalenes and methods |
| ES2617451T3 (es) | 2010-08-17 | 2017-06-19 | 3M Innovative Properties Company | Composiciones lipidadas de compuestos modificadores de la respuesta inmunitaria, formulaciones, y métodos |
| EP3366311B1 (en) | 2011-06-03 | 2020-02-26 | 3M Innovative Properties Co. | Hydrazino-1h-imidazoquinolin-4-amines and conjugates made therefrom |
| WO2012167088A1 (en) | 2011-06-03 | 2012-12-06 | 3M Innovative Properties Company | Heterobifunctional linkers with polyethylene glycol segments and immune response modifier conjugates made therefrom |
| JP7197244B2 (ja) | 2017-12-20 | 2022-12-27 | スリーエム イノベイティブ プロパティズ カンパニー | 免疫応答調節剤として使用するための分岐鎖連結基を有するアミド置換イミダゾ［４，５－ｃ］キノリン化合物 |
| EP3775116A4 (en) * | 2018-04-05 | 2022-03-23 | Bausch Health Ireland Limited | POLYMER EMULSION DISTRIBUTION SYSTEMS |
| WO2021022045A1 (en) | 2019-07-31 | 2021-02-04 | Ecolab Usa Inc. | Personal protective equipment free delimer compositions |
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-
2005
- 2005-03-14 ES ES05725623.2T patent/ES2665342T3/es active Active
- 2005-03-14 US US10/598,824 patent/US20070167479A1/en not_active Abandoned
- 2005-03-14 AU AU2005222995A patent/AU2005222995B2/en not_active Ceased
- 2005-03-14 WO PCT/US2005/008576 patent/WO2005089317A2/en active Application Filing
- 2005-03-14 EP EP05725623.2A patent/EP1729768B1/en active Active
- 2005-03-14 JP JP2007504030A patent/JP4991520B2/ja not_active Expired - Fee Related
- 2005-03-14 CA CA2559607A patent/CA2559607C/en not_active Expired - Fee Related
