JP2017534668A5 - - Google Patents
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- JP2017534668A5 JP2017534668A5 JP2017527359A JP2017527359A JP2017534668A5 JP 2017534668 A5 JP2017534668 A5 JP 2017534668A5 JP 2017527359 A JP2017527359 A JP 2017527359A JP 2017527359 A JP2017527359 A JP 2017527359A JP 2017534668 A5 JP2017534668 A5 JP 2017534668A5
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 394
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- 239000001856 Ethyl cellulose Substances 0.000 claims description 246
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- 239000011248 coating agent Substances 0.000 claims description 195
- 238000000576 coating method Methods 0.000 claims description 195
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- 238000009505 enteric coating Methods 0.000 claims description 185
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 152
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- 229920003145 methacrylic acid copolymer Polymers 0.000 claims description 111
- LDCRTTXIJACKKU-ONEGZZNKSA-N dimethyl fumarate Chemical compound COC(=O)\C=C\C(=O)OC LDCRTTXIJACKKU-ONEGZZNKSA-N 0.000 claims description 108
- 229960004419 dimethyl fumarate Drugs 0.000 claims description 107
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims description 93
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- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims description 93
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- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 10
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- 108010010803 Gelatin Proteins 0.000 claims description 10
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- 229920001218 Pullulan Polymers 0.000 claims description 10
- 239000004373 Pullulan Substances 0.000 claims description 10
- ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 claims description 10
- 229930003427 Vitamin E Natural products 0.000 claims description 10
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- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims description 10
- OSASVXMJTNOKOY-UHFFFAOYSA-N chlorobutanol Chemical compound CC(C)(O)C(Cl)(Cl)Cl OSASVXMJTNOKOY-UHFFFAOYSA-N 0.000 claims description 10
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- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 claims description 10
- 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 description 10
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- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 10
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- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 claims description 9
- ZUAAPNNKRHMPKG-UHFFFAOYSA-N acetic acid;butanedioic acid;methanol;propane-1,2-diol Chemical compound OC.CC(O)=O.CC(O)CO.OC(=O)CCC(O)=O ZUAAPNNKRHMPKG-UHFFFAOYSA-N 0.000 claims description 9
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 9
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 claims description 8
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- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 6
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| WO2016194004A1 (en) | 2015-06-01 | 2016-12-08 | Sun Pharmaceutical Industries Ltd. | Pharmaceutical compositions of dimethyl fumarate |
| CA3013472A1 (en) * | 2016-02-11 | 2017-08-17 | Biogen Ma Inc. | Pharmaceutical bead formulations comprising dimethyl fumarate |
| KR20200018458A (ko) | 2017-06-23 | 2020-02-19 | 알미랄, 에스.에이. | 디메틸 푸마레이트를 포함하는 약학 조성물 |
| CA3087953C (en) | 2018-01-12 | 2025-11-25 | Metimedi Pharmaceuticals Co., Ltd. | METHODS OF TREATMENT FOR CHRONIC INFLAMMATORY DISEASES |
| TR201818307A2 (tr) * | 2018-11-30 | 2020-06-22 | Sanovel Ilac Sanayi Ve Ticaret Anonim Sirketi | Di̇meti̇l fumarat i̇çeren bi̇r kompozi̇syon |
| AU2020283238B2 (en) * | 2019-05-31 | 2022-07-07 | Curacle Co., Ltd. | Enteric tablet containing dimethyl fumarate |
| WO2022203432A1 (ko) * | 2021-03-25 | 2022-09-29 | 주식회사 큐라클 | 특정 약동학적 매개변수를 나타내는 디메틸푸마레이트를 유효성분으로 함유한 약학적 조성물 |
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| US5213811A (en) | 1991-09-13 | 1993-05-25 | Sterling Drug Inc. | Oral sustained-release drug compositions |
| ES2157731B1 (es) * | 1998-07-21 | 2002-05-01 | Liconsa Liberacion Controlada | Preparacion farmaceutica oral de un compuesto de actividad antifungica y procedimiento para su preparacion. |
| DE10101307A1 (de) * | 2001-01-12 | 2002-08-01 | Fumapharm Ag Muri | Fumarsäurederivate als NF-kappaB-Inhibitor |
| AU2002248792B2 (en) * | 2001-04-18 | 2006-09-21 | Nostrum Pharmaceuticals Inc. | A novel coating for a sustained release pharmaceutical composition |
| DE102005005446A1 (de) * | 2005-02-04 | 2006-08-10 | Grünenthal GmbH | Bruchfeste Darreichungsformen mit retardierter Freisetzung |
| AR045957A1 (es) * | 2003-10-03 | 2005-11-16 | Novartis Ag | Composicion farmaceutica y combinacion |
| GB0419355D0 (en) * | 2004-08-31 | 2004-09-29 | Novartis Ag | Organic compounds |
| PL2316430T3 (pl) * | 2004-10-08 | 2012-11-30 | Forward Pharma As | Kompozycje farmaceutyczne o kontrolowanym uwalnianiu, zawierające ester kwasu fumarowego |
| CN101056624A (zh) * | 2004-10-08 | 2007-10-17 | Adi技术制药股份公司 | 包含富马酸酯的控释药物组合物 |
| CN102369001A (zh) * | 2009-01-09 | 2012-03-07 | 前进制药公司 | 包含溶蚀骨架中的一种或多种富马酸酯的药物制剂 |
| EP2379062A1 (en) * | 2009-01-09 | 2011-10-26 | Forward Pharma A/S | Pharmaceutical composition comprising one or more fumaric acid esters |
| WO2010099508A1 (en) * | 2009-02-26 | 2010-09-02 | Theraquest Biosciences, Inc. | Extended release oral pharmaceutical compositions of 3-hydroxy-n-methylmorphinan and method of use |
| EP2982371A1 (en) * | 2010-02-12 | 2016-02-10 | Biogen MA Inc. | Dimethyl fumarate with glatiramer acetate or interferon-beta for treating multiple sclerosis |
| WO2013076216A1 (en) * | 2011-11-24 | 2013-05-30 | Synthon Bv | Controlled release particles comprising dimethyl fumarate |
| CN114146081A (zh) * | 2012-02-07 | 2022-03-08 | 比奥根玛公司 | 含有富马酸二甲酯的药物组合物 |
| EP2692343A1 (en) * | 2012-08-03 | 2014-02-05 | Forward Pharma A/S | Combination therapy for treatment of multiple sclerosis |
| US20140171504A1 (en) * | 2012-12-14 | 2014-06-19 | Georgia Regents Research Institute, Inc. | Methods of Treating Sickle Cell Disease and Related Disorders Using Fumaric Acid Esters |
| US20140178468A1 (en) * | 2012-12-24 | 2014-06-26 | Ranbaxy Laboratories Limited | Multiparticulate extended-release composition of mesalamine |
| WO2014143146A1 (en) * | 2013-03-15 | 2014-09-18 | Xenoport, Inc. | Methods of administering monomethyl fumarate |
| EA201690102A1 (ru) * | 2013-08-26 | 2016-06-30 | Форвард Фарма А/С | Фармацевтическая композиция, содержащая диметилфумарат, для введения в низкой суточной дозе |
| WO2015105757A1 (en) * | 2014-01-07 | 2015-07-16 | Biogen Ma Inc. | Dimethyl fumarate for treating multiple sclerosis |
| CN104027311A (zh) * | 2014-05-09 | 2014-09-10 | 万特制药(海南)有限公司 | 一种含有富马酸二甲酯的肠溶缓释微丸 |
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2015
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- 2015-11-19 WO PCT/US2015/061456 patent/WO2016081676A1/en not_active Ceased
- 2015-11-19 US US15/527,531 patent/US11197842B2/en not_active Expired - Fee Related
- 2015-11-19 KR KR1020177015943A patent/KR20170086063A/ko not_active Abandoned
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- 2015-11-19 IL IL252116A patent/IL252116B/en unknown
- 2015-11-19 CA CA2967647A patent/CA2967647A1/en not_active Abandoned
- 2015-11-19 HK HK18103739.0A patent/HK1244214A1/zh unknown
- 2015-11-19 EP EP15801649.3A patent/EP3220898A1/en not_active Withdrawn
- 2015-11-19 AU AU2015349896A patent/AU2015349896B2/en not_active Ceased
- 2015-11-19 MX MX2017006562A patent/MX2017006562A/es unknown
- 2015-11-19 EA EA201791113A patent/EA039157B1/ru unknown
- 2015-11-19 JP JP2017527359A patent/JP6843748B2/ja not_active Expired - Fee Related
- 2015-11-19 CN CN201580073821.0A patent/CN107205937A/zh active Pending
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2021
- 2021-02-22 JP JP2021026223A patent/JP2021088586A/ja active Pending
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