JP2015531377A5 - - Google Patents
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- JP2015531377A5 JP2015531377A5 JP2015534679A JP2015534679A JP2015531377A5 JP 2015531377 A5 JP2015531377 A5 JP 2015531377A5 JP 2015534679 A JP2015534679 A JP 2015534679A JP 2015534679 A JP2015534679 A JP 2015534679A JP 2015531377 A5 JP2015531377 A5 JP 2015531377A5
- Authority
- JP
- Japan
- Prior art keywords
- vehicle
- weight
- liquid formulation
- content
- less
- 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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- 239000003981 vehicle Substances 0.000 claims 47
- 239000012669 liquid formulation Substances 0.000 claims 29
- QNZCBYKSOIHPEH-UHFFFAOYSA-N Apixaban Chemical compound C1=CC(OC)=CC=C1N1C(C(=O)N(CC2)C=3C=CC(=CC=3)N3C(CCCC3)=O)=C2C(C(N)=O)=N1 QNZCBYKSOIHPEH-UHFFFAOYSA-N 0.000 claims 8
- 229960003886 apixaban Drugs 0.000 claims 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 6
- 150000001720 carbohydrates Chemical class 0.000 claims 5
- 235000014633 carbohydrates Nutrition 0.000 claims 5
- 229920001477 hydrophilic polymer Polymers 0.000 claims 5
- 239000002563 ionic surfactant Substances 0.000 claims 5
- 239000002736 nonionic surfactant Substances 0.000 claims 5
- 229920001223 polyethylene glycol Polymers 0.000 claims 5
- 150000005846 sugar alcohols Polymers 0.000 claims 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 4
- 239000002202 Polyethylene glycol Substances 0.000 claims 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- 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 claims 2
- 229930091371 Fructose Natural products 0.000 claims 2
- 239000005715 Fructose Substances 0.000 claims 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims 2
- -1 fatty acid ester Chemical class 0.000 claims 2
- 235000011187 glycerol Nutrition 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims 2
- 235000013772 propylene glycol Nutrition 0.000 claims 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 1
- SHBUUTHKGIVMJT-UHFFFAOYSA-N Hydroxystearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OO SHBUUTHKGIVMJT-UHFFFAOYSA-N 0.000 claims 1
- 229930195725 Mannitol Natural products 0.000 claims 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical group C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 claims 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims 1
- 229920001214 Polysorbate 60 Polymers 0.000 claims 1
- 229920003080 Povidone K 25 Polymers 0.000 claims 1
- 229930006000 Sucrose Natural products 0.000 claims 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims 1
- 229930003427 Vitamin E Natural products 0.000 claims 1
- 239000006172 buffering agent Substances 0.000 claims 1
- 239000004359 castor oil Substances 0.000 claims 1
- 235000019438 castor oil Nutrition 0.000 claims 1
- 229920001531 copovidone Polymers 0.000 claims 1
- 239000013078 crystal Substances 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 claims 1
- 229960000878 docusate sodium Drugs 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 229930195729 fatty acid Natural products 0.000 claims 1
- 239000000796 flavoring agent Substances 0.000 claims 1
- 235000013355 food flavoring agent Nutrition 0.000 claims 1
- 235000003599 food sweetener Nutrition 0.000 claims 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
- 229940072106 hydroxystearate Drugs 0.000 claims 1
- 229960003511 macrogol Drugs 0.000 claims 1
- 239000000594 mannitol Substances 0.000 claims 1
- 235000010355 mannitol Nutrition 0.000 claims 1
- 229920001983 poloxamer Polymers 0.000 claims 1
- 229960000502 poloxamer Drugs 0.000 claims 1
- 229940068918 polyethylene glycol 400 Drugs 0.000 claims 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims 1
- 229940068968 polysorbate 80 Drugs 0.000 claims 1
- 229920000053 polysorbate 80 Polymers 0.000 claims 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims 1
- 229940069328 povidone Drugs 0.000 claims 1
- 229940100487 povidone k25 Drugs 0.000 claims 1
- 239000003755 preservative agent Substances 0.000 claims 1
- 230000002335 preservative effect Effects 0.000 claims 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 235000010356 sorbitol Nutrition 0.000 claims 1
- 239000000600 sorbitol Substances 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims 1
- 239000005720 sucrose Substances 0.000 claims 1
- 239000003765 sweetening agent Substances 0.000 claims 1
- 235000019165 vitamin E Nutrition 0.000 claims 1
- 229940046009 vitamin E Drugs 0.000 claims 1
- 239000011709 vitamin E Substances 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261705943P | 2012-09-26 | 2012-09-26 | |
| US61/705,943 | 2012-09-26 | ||
| US201361773032P | 2013-03-05 | 2013-03-05 | |
| US61/773,032 | 2013-03-05 | ||
| PCT/US2013/062051 WO2014052678A1 (en) | 2012-09-26 | 2013-09-26 | Apixaban liquid formulations |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015531377A JP2015531377A (ja) | 2015-11-02 |
| JP2015531377A5 true JP2015531377A5 (https=) | 2016-11-10 |
| JP6248112B2 JP6248112B2 (ja) | 2017-12-13 |
Family
ID=49447800
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015534679A Expired - Fee Related JP6248112B2 (ja) | 2012-09-26 | 2013-09-26 | アピキサバン液体製剤 |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US9452134B2 (https=) |
| EP (1) | EP2900217A1 (https=) |
| JP (1) | JP6248112B2 (https=) |
| KR (1) | KR102035373B1 (https=) |
| CN (1) | CN104736142B (https=) |
| AU (1) | AU2013323435C1 (https=) |
| BR (1) | BR112015005995A2 (https=) |
| CA (1) | CA2885899A1 (https=) |
| HK (1) | HK1212900A1 (https=) |
| IL (1) | IL237804A0 (https=) |
| IN (1) | IN2015DN01902A (https=) |
| MX (1) | MX358097B (https=) |
| MY (1) | MY179191A (https=) |
| NZ (1) | NZ630763A (https=) |
| PH (1) | PH12015500590B1 (https=) |
| RU (1) | RU2660358C2 (https=) |
| SG (2) | SG11201501743UA (https=) |
| WO (1) | WO2014052678A1 (https=) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2907507A1 (en) * | 2014-02-17 | 2015-08-19 | Sandoz Ag | Pharmaceutical composition comprising apixaban |
| WO2017221209A1 (en) | 2016-06-23 | 2017-12-28 | Lupin Limited | Pharmaceutical formulations of apixaban |
| PT3781132T (pt) * | 2018-04-16 | 2024-05-16 | Pfizer | Formulações de apixabano |
| BR112021002675A2 (pt) | 2018-08-14 | 2021-05-11 | Jiangsu Hengrui Medicine Co., Ltd. | composições farmacêuticas, métodos para preparar as referidas composições e uso das mesmas |
| HUE073416T2 (hu) | 2019-11-13 | 2026-01-28 | Unison Pharmaceuticals Pvt Ltd | Az apixaban orálisan dezintegrálódó gyógyszerkészítményei |
| WO2022123074A1 (en) | 2020-12-13 | 2022-06-16 | Dafechem Ltd | Liquid apixaban formulation in small dose volume |
| CN113384526A (zh) * | 2021-08-03 | 2021-09-14 | 合肥医工医药股份有限公司 | 一种稳定的阿哌沙班口服溶液制剂及其制备方法 |
| NL2029536B1 (en) | 2021-10-27 | 2023-05-26 | Pharma Data S A | Apixaban suspension and preparation method |
| US12214075B2 (en) | 2021-10-27 | 2025-02-04 | Pharma-Data Research And Development Single Member S.A. | Apixaban suspension and preparation method |
| US12194028B2 (en) | 2022-03-09 | 2025-01-14 | Slayback Pharma Llc | Stable pharmaceutical compositions of apixaban |
| WO2023218482A1 (en) | 2022-05-09 | 2023-11-16 | Syri Research Private Limited | Liquid oral formulation of apixaban or pharmaceutically acceptable salt thereof |
| US12213972B2 (en) * | 2022-07-27 | 2025-02-04 | Slayback Pharma Llc | Stable pharmaceutical compositions of apixaban |
| EP4658238A1 (en) * | 2023-01-30 | 2025-12-10 | TAP Pharmaceuticals AG | Liquid pharmaceutical formulations of apixaban |
| US11833138B1 (en) | 2023-01-30 | 2023-12-05 | Tap Pharmaceuticals Ag | Liquid pharmaceutical formulations of apixaban |
| EP4450064A1 (en) | 2023-04-14 | 2024-10-23 | Novick BioSciences Private Limited | Apixaban compositions |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5763449A (en) * | 1996-08-07 | 1998-06-09 | Ascent Pediatrics, Inc. | Pleasant-tasting aqueous liquid composition of a bitter-tasting drug |
| GEP20053427B (en) | 1999-12-23 | 2005-01-25 | Pfizer Prod Inc | Pharmaceutical Compositions Providing Enhanced Drug Concentrations |
| MY129350A (en) * | 2001-04-25 | 2007-03-30 | Bristol Myers Squibb Co | Aripiprazole oral solution |
| EP1269994A3 (en) | 2001-06-22 | 2003-02-12 | Pfizer Products Inc. | Pharmaceutical compositions comprising drug and concentration-enhancing polymers |
| TWI331526B (en) | 2001-09-21 | 2010-10-11 | Bristol Myers Squibb Pharma Co | Lactam-containing compounds and derivatives thereof as factor xa inhibitors |
| CA2461202C (en) * | 2001-09-21 | 2011-07-12 | Donald Pinto | Lactam-containing compounds and derivatives thereof as factor xa inhibitors |
| US7101572B2 (en) * | 2001-12-07 | 2006-09-05 | Unilab Pharmatech, Ltd. | Taste masked aqueous liquid pharmaceutical composition |
| JP2008531556A (ja) * | 2005-02-25 | 2008-08-14 | バイオマリン ファーマシューティカル インコーポレイテッド | 室温で安定な水性の液状薬学的組成物 |
| US20070191306A1 (en) * | 2005-08-17 | 2007-08-16 | Bristol-Myers Squibb Company | FACTOR Xa INHIBITOR FORMULATION AND METHOD |
| CA2712120A1 (en) * | 2008-01-14 | 2009-07-23 | Foamix Ltd. | Poloxamer foamable pharmaceutical compositions with active agents and/or therapeutic cells and uses |
| WO2010132711A1 (en) * | 2009-05-13 | 2010-11-18 | Cydex Pharmaceuticals, Inc. | Pharmaceutical compositions comprising prasugrel and cyclodextrin derivatives and methods of making and using the same |
| SMT202000093T1 (it) * | 2009-06-16 | 2020-03-13 | Pfizer | Forme di dosaggio di apixaban |
| IN2012DN06587A (https=) * | 2010-02-25 | 2015-10-23 | Bristol Myers Squibb Co | |
| EP2484775A1 (de) | 2011-02-07 | 2012-08-08 | Siemens Healthcare Diagnostics Products GmbH | Heparin-insensitives Verfahren zur Bestimmung von direkten Gerinnungsfaktorinhibitoren |
| RU2638155C1 (ru) * | 2016-02-29 | 2017-12-12 | Общество С Ограниченной Ответственностью "Сай Фарма" | Производные бензо[d]изоксазола и их применение |
-
2013
- 2013-09-26 MY MYPI2015000670A patent/MY179191A/en unknown
- 2013-09-26 BR BR112015005995A patent/BR112015005995A2/pt not_active Application Discontinuation
- 2013-09-26 KR KR1020157007276A patent/KR102035373B1/ko not_active Expired - Fee Related
- 2013-09-26 US US14/430,275 patent/US9452134B2/en active Active
- 2013-09-26 SG SG11201501743UA patent/SG11201501743UA/en unknown
- 2013-09-26 CN CN201380049617.6A patent/CN104736142B/zh not_active Expired - Fee Related
- 2013-09-26 SG SG10201702048VA patent/SG10201702048VA/en unknown
- 2013-09-26 JP JP2015534679A patent/JP6248112B2/ja not_active Expired - Fee Related
- 2013-09-26 AU AU2013323435A patent/AU2013323435C1/en active Active
- 2013-09-26 NZ NZ630763A patent/NZ630763A/en not_active IP Right Cessation
- 2013-09-26 CA CA2885899A patent/CA2885899A1/en not_active Abandoned
- 2013-09-26 RU RU2015115127A patent/RU2660358C2/ru active
- 2013-09-26 EP EP13779656.1A patent/EP2900217A1/en not_active Withdrawn
- 2013-09-26 IN IN1902DEN2015 patent/IN2015DN01902A/en unknown
- 2013-09-26 MX MX2015003393A patent/MX358097B/es active IP Right Grant
- 2013-09-26 WO PCT/US2013/062051 patent/WO2014052678A1/en not_active Ceased
- 2013-09-26 HK HK16100889.6A patent/HK1212900A1/zh unknown
-
2015
- 2015-03-18 PH PH12015500590A patent/PH12015500590B1/en unknown
- 2015-03-18 IL IL237804A patent/IL237804A0/en unknown
-
2016
- 2016-05-24 US US15/162,985 patent/US10016362B2/en active Active
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