JP2020514261A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2020514261A5 JP2020514261A5 JP2019533172A JP2019533172A JP2020514261A5 JP 2020514261 A5 JP2020514261 A5 JP 2020514261A5 JP 2019533172 A JP2019533172 A JP 2019533172A JP 2019533172 A JP2019533172 A JP 2019533172A JP 2020514261 A5 JP2020514261 A5 JP 2020514261A5
- Authority
- JP
- Japan
- Prior art keywords
- lysine
- glycine
- acetylsalicylic acid
- solution
- mixture
- 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
Links
- 238000000034 method Methods 0.000 claims 17
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 12
- 239000004472 Lysine Substances 0.000 claims 12
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 12
- 229960003646 lysine Drugs 0.000 claims 12
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 claims 9
- 229960001138 acetylsalicylic acid Drugs 0.000 claims 9
- 239000002245 particle Substances 0.000 claims 8
- 239000000243 solution Substances 0.000 claims 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 6
- 239000004471 Glycine Substances 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 6
- 239000000047 product Substances 0.000 claims 6
- LQLHHVPTZOCFQB-UHFFFAOYSA-N 2-acetyloxybenzoic acid;2-aminoacetic acid Chemical compound NCC(O)=O.CC(=O)OC1=CC=CC=C1C(O)=O LQLHHVPTZOCFQB-UHFFFAOYSA-N 0.000 claims 5
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 claims 4
- 239000007864 aqueous solution Substances 0.000 claims 4
- 238000005406 washing Methods 0.000 claims 3
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 238000002955 isolation Methods 0.000 claims 2
- 238000003756 stirring Methods 0.000 claims 2
- HZRUTVAFDWTKGD-JEDNCBNOSA-N (2s)-2,6-diaminohexanoic acid;hydrate Chemical compound O.NCCCC[C@H](N)C(O)=O HZRUTVAFDWTKGD-JEDNCBNOSA-N 0.000 claims 1
- BSYNRYMUTXBXSQ-FOQJRBATSA-N 59096-14-9 Chemical compound CC(=O)OC1=CC=CC=C1[14C](O)=O BSYNRYMUTXBXSQ-FOQJRBATSA-N 0.000 claims 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims 1
- 238000005119 centrifugation Methods 0.000 claims 1
- 239000013078 crystal Substances 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 238000011534 incubation Methods 0.000 claims 1
- 229960002306 lysine monohydrate Drugs 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000002244 precipitate Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16206723 | 2016-12-23 | ||
| EP16206723.5 | 2016-12-23 | ||
| PCT/EP2017/084369 WO2018115434A1 (en) | 2016-12-23 | 2017-12-22 | Improved synthesis of lysine acetylsalicylate · glycine particles |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020514261A JP2020514261A (ja) | 2020-05-21 |
| JP2020514261A5 true JP2020514261A5 (enExample) | 2021-01-28 |
| JP7012725B2 JP7012725B2 (ja) | 2022-01-28 |
Family
ID=57680128
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019533172A Active JP7012725B2 (ja) | 2016-12-23 | 2017-12-22 | アセチルサリチル酸リジン・グリシン粒子の改良された合成 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US10882811B2 (enExample) |
| EP (1) | EP3558920B1 (enExample) |
| JP (1) | JP7012725B2 (enExample) |
| CN (1) | CN110114333B (enExample) |
| AU (1) | AU2017383071B2 (enExample) |
| CA (1) | CA3044137C (enExample) |
| DK (1) | DK3558920T3 (enExample) |
| ES (1) | ES2877856T3 (enExample) |
| PT (1) | PT3558920T (enExample) |
| RU (1) | RU2764573C2 (enExample) |
| WO (1) | WO2018115434A1 (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113105326A (zh) * | 2021-03-24 | 2021-07-13 | 海南卓华制药有限公司 | 赖氨匹林的制备方法及应用 |
| AU2023205426A1 (en) | 2022-01-05 | 2024-06-13 | Aspiair Gmbh | Improved synthesis of lysine acetylsalicylate · glycine particles |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2101867A (en) | 1934-08-18 | 1937-12-14 | Clemmy O Miller | Manufacture of water-soluble, storage-stable acetylsalicylic acid products |
| FR1295304A (fr) | 1956-05-07 | 1962-06-08 | Equilibre Biolog L | Nouveau sel de l'acide acétyl-salicylique et son procédé de préparation |
| US3392195A (en) | 1963-09-09 | 1968-07-09 | Galat Alexander | Amino acid derivatives |
| ES385222A1 (es) | 1970-11-05 | 1973-04-01 | Liade Sa Lab | Procedimiento de obtencion de una sal soluble del acido a- cetil salicilico. |
| JPS5610110A (en) | 1979-07-06 | 1981-02-02 | Green Cross Corp:The | Acetyl salicylate salt preparation for injection |
| US4446132A (en) | 1982-03-11 | 1984-05-01 | Dynatech Laboratories Incorporated | Nontoxic aspirin composition |
| FR2611501B1 (fr) | 1987-03-04 | 1991-12-06 | Corbiere Jerome | Nouvelles compositions pharmaceutiques pour la voie buccale a base d'acetylsalielylate de lysine et leur procede d'obtention |
| CN1043138C (zh) * | 1992-05-22 | 1999-04-28 | 安徽省蚌埠安宝药厂 | 赖氨匹林的制造方法 |
| DE10034802A1 (de) * | 2000-07-18 | 2002-01-31 | Bayer Ag | Stabile Salze von O-Acetylsalicylsäure mit basischen Aminosäuren |
| DE10202019A1 (de) * | 2002-01-18 | 2003-07-24 | Bayer Ag | Stabile Salze von o-Acetylsalicylsäure mit basischen Aminosäuren II |
| US20060166901A1 (en) | 2005-01-03 | 2006-07-27 | Yu Ruey J | Compositions comprising O-acetylsalicyl derivatives of aminocarbohydrates and amino acids |
| DE102005025283A1 (de) * | 2005-06-02 | 2006-12-07 | Bayer Healthcare Ag | Stabiler Wirkstoffkomplex von Salzen der o-Acetylsalicylsäure mit basischen Aminosäuren und Glycin |
| DE102005049293A1 (de) | 2005-10-15 | 2007-04-26 | Bayer Healthcare Ag | Kombinationspräparate von Salzen oder o-Acetylsalicylsäure |
| DE102008004386A1 (de) | 2008-01-14 | 2009-07-23 | Activaero Gmbh | Verwendung eines Acetylsalicylsäuresalzes zur Behandlung viraler Infektionen |
| FR2965261B1 (fr) * | 2009-09-30 | 2012-10-26 | Holis Technologies | Procede de preparation d'un sel d'acide o-acetylsalicylique d'un acide amine basique et composition obtenue par ce procede |
| FR2973370B1 (fr) | 2011-03-29 | 2013-05-03 | Holis Technologies | Procede a faible cout pour la preparation d'un acide o-acetylsalicyclique et d'un acide amine basique |
| CN102503845A (zh) * | 2011-09-28 | 2012-06-20 | 广州普星药业有限公司 | 一种dl-赖氨酸阿司匹林盐的制备方法及其应用 |
| ITMI20121144A1 (it) | 2012-06-28 | 2013-12-29 | Dipharma Francis Srl | Procedimento per la preparazione di un sale di un farmaco antinfiammatorio non steroideo |
| FR3021654B1 (fr) | 2014-05-28 | 2016-06-24 | Unither Pharmaceuticals | Procede de preparation d'un sel d'acide acetylsalicylique et d'un acide amine basique |
| DK3393517T3 (da) * | 2015-12-22 | 2021-11-01 | Aspiair Gmbh | Acetylsalicylsyre til anvendelse til behandling af moderat til alvorlig influenza |
-
2017
- 2017-12-22 ES ES17822689T patent/ES2877856T3/es active Active
- 2017-12-22 PT PT178226890T patent/PT3558920T/pt unknown
- 2017-12-22 RU RU2019115337A patent/RU2764573C2/ru active
- 2017-12-22 JP JP2019533172A patent/JP7012725B2/ja active Active
- 2017-12-22 DK DK17822689.0T patent/DK3558920T3/da active
- 2017-12-22 CN CN201780080190.4A patent/CN110114333B/zh active Active
- 2017-12-22 US US16/472,726 patent/US10882811B2/en active Active
- 2017-12-22 AU AU2017383071A patent/AU2017383071B2/en active Active
- 2017-12-22 EP EP17822689.0A patent/EP3558920B1/en active Active
- 2017-12-22 CA CA3044137A patent/CA3044137C/en active Active
- 2017-12-22 WO PCT/EP2017/084369 patent/WO2018115434A1/en not_active Ceased
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2017527549A5 (enExample) | ||
| JP2019011344A5 (enExample) | ||
| HRP20140752T1 (hr) | Kristalni oblici 5-amino-2,3-dihidroftalazin-1,4-dion natrijeve soli, farmaceutski pripravci koji ih sadrže i postupak za njihovu proizvodnju | |
| MY182905A (en) | Process for preparing a titanium-containing zeolitic material having an mww framework structure | |
| JPWO2011055796A1 (ja) | ピロロキノリンキノンのフリー体 | |
| RU2016148241A (ru) | Синтез комплекса цинка с лизином из хлорида цинка | |
| WO2016089758A3 (en) | Organo-1-oxa-4-azonium cyclohexane compounds | |
| MX378591B (es) | Intermedios para la sintesis de derivados de acido biliar, en particular, de acido obeticolico | |
| JP2019504865A5 (enExample) | ||
| CN109134315A (zh) | 一种卡巴匹林钙的制备方法和由此方法制备的卡巴匹林钙 | |
| CN103749508A (zh) | 一种促进果树芽体萌发抽枝的乳剂配方 | |
| JP2015038184A5 (enExample) | ||
| AR081267A1 (es) | Procedimiento de obtencion de la forma cristalina a del febuxostat | |
| JP2014520848A5 (enExample) | ||
| RU2019115337A (ru) | Улучщенный синтез частиц ацетилсалицилата лизина⋅ глицина | |
| HRP20171707T1 (hr) | Postupak proizvodnje rivaroksabana | |
| JP2013063896A5 (ja) | アルカリ金属ケイ酸塩の合成方法 | |
| RU2017142996A (ru) | Натриевая соль ингибитора транспортера мочевой кислоты и его кристаллическая форма | |
| HRP20191522T1 (hr) | Kristalinični oblici s-acetil-glutationa, njihove priprave i upotrebe u farmaceutskim i nutraceutskim formulacijama | |
| CN109641869A (zh) | 来那度胺的晶型及其制备方法和用途 | |
| CN109641841A (zh) | 一种羟尼酮的制备方法 | |
| RU2011114776A (ru) | Этил 1,6-диарил-4-ароил-3-гидрокси-2-оксо-8-фенил-1,7-диазаспиро [4.4]нона-3,6,8-триен-9-карбоксилаты и способ их получения | |
| RU2014112829A (ru) | Способ получения микрокапсул аминокислот в альгинате натрия | |
| JP2016534047A5 (enExample) | ||
| CN111918869A (zh) | 甘草酸衍生物的结晶、其结晶组合物、药物组合物及用途 |