JP2019504859A5 - - Google Patents
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- JP2019504859A5 JP2019504859A5 JP2018542269A JP2018542269A JP2019504859A5 JP 2019504859 A5 JP2019504859 A5 JP 2019504859A5 JP 2018542269 A JP2018542269 A JP 2018542269A JP 2018542269 A JP2018542269 A JP 2018542269A JP 2019504859 A5 JP2019504859 A5 JP 2019504859A5
- Authority
- JP
- Japan
- Prior art keywords
- layer
- inert core
- pharmaceutical
- pharmaceutical bead
- bead composition
- 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.)
- Granted
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- 239000000203 mixture Substances 0.000 claims description 208
- 239000011324 bead Substances 0.000 claims description 197
- 239000008194 pharmaceutical composition Substances 0.000 claims description 129
- 239000002702 enteric coating Substances 0.000 claims description 66
- 238000009505 enteric coating Methods 0.000 claims description 66
- 239000011230 binding agent Substances 0.000 claims description 44
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 claims description 43
- LDCRTTXIJACKKU-ONEGZZNKSA-N dimethyl fumarate Chemical compound COC(=O)\C=C\C(=O)OC LDCRTTXIJACKKU-ONEGZZNKSA-N 0.000 claims description 43
- 229960004419 dimethyl fumarate Drugs 0.000 claims description 43
- 239000001856 Ethyl cellulose Substances 0.000 claims description 40
- 229920001249 ethyl cellulose Polymers 0.000 claims description 40
- 235000019325 ethyl cellulose Nutrition 0.000 claims description 40
- 239000011248 coating agent Substances 0.000 claims description 35
- 238000000576 coating method Methods 0.000 claims description 35
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 33
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 33
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 33
- 229920002472 Starch Polymers 0.000 claims description 31
- 239000008107 starch Substances 0.000 claims description 28
- 235000019698 starch Nutrition 0.000 claims description 28
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 25
- -1 dextrate Substances 0.000 claims description 23
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- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 22
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- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 16
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- 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 description 12
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims description 12
- 239000001069 triethyl citrate Substances 0.000 claims description 12
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims description 12
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- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 11
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- 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 description 11
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- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 10
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 9
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- 229920000881 Modified starch Polymers 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
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- 229920000168 Microcrystalline cellulose Polymers 0.000 claims description 8
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 claims description 8
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- 229920001027 sodium carboxymethylcellulose Polymers 0.000 claims description 8
- 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 7
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 7
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims description 7
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 claims description 7
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- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 claims description 7
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- 239000000546 pharmaceutical excipient Substances 0.000 claims description 7
- 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 6
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 6
- 229920000623 Cellulose acetate phthalate Polymers 0.000 claims description 6
- 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 description 6
- 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 description 6
- 108010010803 Gelatin Proteins 0.000 claims description 6
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- 229920001218 Pullulan Polymers 0.000 claims description 6
- 239000004373 Pullulan Substances 0.000 claims description 6
- 229930003427 Vitamin E Natural products 0.000 claims description 6
- 240000008042 Zea mays Species 0.000 claims description 6
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 6
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 6
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims description 6
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- OSASVXMJTNOKOY-UHFFFAOYSA-N chlorobutanol Chemical compound CC(C)(O)C(Cl)(Cl)Cl OSASVXMJTNOKOY-UHFFFAOYSA-N 0.000 claims description 6
- 235000005822 corn Nutrition 0.000 claims description 6
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 claims description 6
- 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 6
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- 239000011709 vitamin E Substances 0.000 claims description 6
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- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 4
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims description 4
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- GUBGYTABKSRVRQ-UHFFFAOYSA-N 2-(hydroxymethyl)-6-[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol Chemical compound OCC1OC(OC2C(O)C(O)C(O)OC2CO)C(O)C(O)C1O GUBGYTABKSRVRQ-UHFFFAOYSA-N 0.000 claims description 3
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| JP2021101599A JP2021152050A (ja) | 2016-02-11 | 2021-06-18 | フマル酸ジメチルを含む医薬ビーズ製剤 |
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| PCT/US2017/016934 WO2017139331A1 (en) | 2016-02-11 | 2017-02-08 | Pharmaceutical bead formulations comprising dimethyl fumarate |
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| JP2019504859A JP2019504859A (ja) | 2019-02-21 |
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| EP (1) | EP3413879A1 (https=) |
| JP (2) | JP6902043B2 (https=) |
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| JP6902043B2 (ja) * | 2016-02-11 | 2021-07-14 | バイオジェン・エムエイ・インコーポレイテッドＢｉｏｇｅｎ ＭＡ Ｉｎｃ． | フマル酸ジメチルを含む医薬ビーズ製剤 |
| BR112022012199A2 (pt) * | 2020-01-17 | 2022-09-13 | Nestle Sa | Forma de dosagem com péletes de melatonina de liberação sustentada |
| AU2022285951A1 (en) | 2021-06-04 | 2024-01-04 | Zim Laboratories Limited | Delayed release compositions of dimethyl fumarate |
| CN115300616A (zh) * | 2022-08-24 | 2022-11-08 | 韩永刚 | 一种单胃动物用的肠溶葡萄糖氧化酶固体分散体 |
| US12303604B1 (en) | 2024-10-16 | 2025-05-20 | Currax Pharmaceuticals Llc | Pharmaceutical formulations comprising naltrexone and/or bupropion |
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| LT2801354T (lt) * | 2004-10-08 | 2017-06-26 | Forward Pharma A/S | Kontroliuojamo atpalaidavimo farmacinės kompozicijos, apimančios fumaro rūgšties esterį |
| US20080187579A1 (en) * | 2007-02-01 | 2008-08-07 | Pavan Bhat | Extended-release dosage form |
| NZ627980A (en) * | 2012-02-07 | 2016-12-23 | Biogen Ma Inc | Pharmaceutical compositions containing dimethyl fumarate |
| US20150079180A1 (en) * | 2013-09-18 | 2015-03-19 | Xenoport, Inc. | Nanoparticle compositions of dimethyl fumarate |
| EP3079663A1 (en) | 2013-12-13 | 2016-10-19 | Biogen MA Inc. | Controlled release dosage form for once daily administration of dimethyl fumarate |
| MA40982A (fr) * | 2014-11-19 | 2017-09-26 | Biogen Ma Inc | Formulation de bille pharmaceutique comprenant du fumarate de diméthyle |
| MX387092B (es) * | 2015-06-17 | 2025-03-19 | Biogen Ma Inc | Particulas de dimetilfumarato y composiciones farmaceuticas de estas. |
| CN104971048B (zh) * | 2015-07-01 | 2019-01-18 | 上海汇伦医药科技有限公司 | 富马酸二甲酯肠溶微丸及其制备方法 |
| JP6902043B2 (ja) * | 2016-02-11 | 2021-07-14 | バイオジェン・エムエイ・インコーポレイテッドＢｉｏｇｅｎ ＭＡ Ｉｎｃ． | フマル酸ジメチルを含む医薬ビーズ製剤 |
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- 2017-02-08 US US16/076,849 patent/US11033509B2/en not_active Expired - Fee Related
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- 2017-02-08 AU AU2017217464A patent/AU2017217464B2/en not_active Expired - Fee Related
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2018
- 2018-08-09 IL IL261073A patent/IL261073A/en unknown
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2021
- 2021-05-13 US US17/319,694 patent/US20210369629A1/en not_active Abandoned
- 2021-06-18 JP JP2021101599A patent/JP2021152050A/ja active Pending
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