JP2012532143A5 - - Google Patents
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- Publication number
- JP2012532143A5 JP2012532143A5 JP2012518607A JP2012518607A JP2012532143A5 JP 2012532143 A5 JP2012532143 A5 JP 2012532143A5 JP 2012518607 A JP2012518607 A JP 2012518607A JP 2012518607 A JP2012518607 A JP 2012518607A JP 2012532143 A5 JP2012532143 A5 JP 2012532143A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- amide
- formation
- solvate
- 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
- 150000001875 compounds Chemical class 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 35
- 150000001408 amides Chemical class 0.000 claims description 34
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 30
- 239000012453 solvate Substances 0.000 claims description 22
- 230000015572 biosynthetic process Effects 0.000 claims description 20
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 14
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 12
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- LNJAJHJFSKUCIR-UHFFFAOYSA-N ditert-butyl chloromethyl phosphate Chemical group CC(C)(C)OP(=O)(OCCl)OC(C)(C)C LNJAJHJFSKUCIR-UHFFFAOYSA-N 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 150000003511 tertiary amides Chemical class 0.000 claims description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000002798 polar solvent Substances 0.000 claims description 4
- 229910001415 sodium ion Inorganic materials 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- -1 N-dialkylformamide Inorganic materials 0.000 claims description 2
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 claims description 2
- 229910000024 caesium carbonate Inorganic materials 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000004687 hexahydrates Chemical group 0.000 claims description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000003334 secondary amides Chemical class 0.000 claims description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 0 CC(C)(C(N1CO*(O)O)O)Oc(cc2)c1nc2Nc(nc(Nc(cc1OC)cc(OC)c1OC)nc1)c1F Chemical compound CC(C)(C(N1CO*(O)O)O)Oc(cc2)c1nc2Nc(nc(Nc(cc1OC)cc(OC)c1OC)nc1)c1F 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 5
- GKDRMWXFWHEQQT-UHFFFAOYSA-N CC(C)(C(N1COP(O)(O)=O)=O)Oc(cc2)c1nc2Nc(nc(Nc(cc1OC)cc(OC)c1OC)nc1)c1F Chemical compound CC(C)(C(N1COP(O)(O)=O)=O)Oc(cc2)c1nc2Nc(nc(Nc(cc1OC)cc(OC)c1OC)nc1)c1F GKDRMWXFWHEQQT-UHFFFAOYSA-N 0.000 description 2
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27007309P | 2009-07-02 | 2009-07-02 | |
| US61/270,073 | 2009-07-02 | ||
| PCT/US2010/040792 WO2011002999A1 (en) | 2009-07-02 | 2010-07-01 | Synthesis of n4- (2, 2-dimethyl-4- [ (dihydrogen phosphonoxy ] -3-oxo-5-pyrido [1, 4] oxazin-6-yl)-5-fluoro-n2- (3, 4, 5,-trimethoxyphenyl) -2, 4- pyrimidinediamine disodium salt |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012532143A JP2012532143A (ja) | 2012-12-13 |
| JP2012532143A5 true JP2012532143A5 (enExample) | 2013-08-15 |
| JP5739882B2 JP5739882B2 (ja) | 2015-06-24 |
Family
ID=42937685
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012518607A Active JP5739882B2 (ja) | 2009-07-02 | 2010-07-01 | Ｎ４−（２，２−ジメチル−４−［（二水素ホスホノオキシ）メチル］−３−オキソ−５−ピリド［１，４］オキサジン−６−イル）−５−フルオロ−ｎ２−（３，４，５−トリメトキシフェニル）−２，４−ピリミジンジアミン二ナトリウム塩の合成 |
Country Status (21)
| Country | Link |
|---|---|
| US (3) | US8299242B2 (enExample) |
| EP (1) | EP2448950B1 (enExample) |
| JP (1) | JP5739882B2 (enExample) |
| CN (1) | CN102482305B (enExample) |
| AU (1) | AU2010266213B2 (enExample) |
| BR (1) | BRPI1011888A2 (enExample) |
| CA (1) | CA2766801C (enExample) |
| CY (1) | CY1117489T1 (enExample) |
| DK (1) | DK2448950T3 (enExample) |
| EA (1) | EA021657B1 (enExample) |
| ES (1) | ES2565985T3 (enExample) |
| HR (1) | HRP20160319T1 (enExample) |
| HU (1) | HUE027212T2 (enExample) |
| ME (1) | ME02388B (enExample) |
| PL (1) | PL2448950T3 (enExample) |
| RS (1) | RS54679B1 (enExample) |
| SG (1) | SG176799A1 (enExample) |
| SI (1) | SI2448950T1 (enExample) |
| SM (1) | SMT201600084B (enExample) |
| UA (1) | UA108077C2 (enExample) |
| WO (1) | WO2011002999A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5468899B2 (ja) | 2006-07-20 | 2014-04-09 | アフィニウム ファーマシューティカルズ， インク． | Ｆａｂｉインヒビターとしてのアクリルアミド誘導体 |
| UA108077C2 (xx) | 2009-07-02 | 2015-03-25 | Синтез динатрієвої солі n4-(2,2-диметил-4-$(дигідрофосфонокси)метил]-3-оксо-5-піридо$1,4]оксазин-6-іл)-5-фтор-n2-(3,4,5-триметоксифеніл)-2,4-піримідиндіаміну | |
| US20110206661A1 (en) * | 2010-02-24 | 2011-08-25 | Auspex Pharmaceuticals, Inc. | Trimethoxyphenyl inhibitors of tyrosine kinase |
| EP2736487B2 (en) * | 2011-07-28 | 2024-08-28 | Rigel Pharmaceuticals, Inc. | New (trimethoxyphenylamino)pyrimidinyl formulations |
| TWI526437B (zh) * | 2011-09-09 | 2016-03-21 | 台灣神隆股份有限公司 | 卡巴他賽之結晶型 |
| US8426450B1 (en) * | 2011-11-29 | 2013-04-23 | Helsinn Healthcare Sa | Substituted 4-phenyl pyridines having anti-emetic effect |
| MY170437A (en) | 2012-06-19 | 2019-07-31 | Debiopharm Int Sa | Prodrug derivatives of (e)-n-methyl-n-((3-methylbenzofuran-2-yl)methyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide |
| CN102746337B (zh) * | 2012-06-21 | 2014-12-17 | 成都苑东药业有限公司 | 一种2，4-嘧啶二胺类化合物及其制备方法 |
| TW201410657A (zh) | 2012-08-02 | 2014-03-16 | Endo Pharmaceuticals Inc | 經取代胺基－嘧啶衍生物 |
| LT3083648T (lt) * | 2013-12-20 | 2019-01-25 | Rigel Pharmaceuticals, Inc. | Farmacinis būdas ir tarpiniai junginiai |
| PL3419628T3 (pl) | 2016-02-26 | 2021-05-31 | Debiopharm International Sa | Lek do leczenia zakażeń stopy cukrzycowej |
| EP3509578B1 (en) | 2016-09-08 | 2022-12-21 | Glykon Technologies Group, LLC | Monomeric bimetal hydroxycitric acid compounds and methods of making and using the same |
| JP2020536100A (ja) * | 2017-10-04 | 2020-12-10 | セルジーン コーポレイション | シス−４−［２−｛［（３ｓ，４ｒ）−３−フルオロキサン−４−イル］アミノ｝−８−（２，４，６−トリクロロアニリノ）−９ｈ−プリン−９−イル］−１−メチルシクロヘキサン−１−カルボキサミドの製造プロセス |
| HRP20230437T1 (hr) | 2019-02-14 | 2023-07-07 | Debiopharm International S.A. | Formulacija afabicina, postupak izrade iste |
| CN113939306B (zh) | 2019-06-14 | 2024-07-19 | 德彪药业国际股份公司 | 用于治疗涉及生物膜的细菌感染的药物及其用途 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US303022A (en) | 1884-08-05 | Egg-beater | ||
| US324087A (en) | 1885-08-11 | Abel combs | ||
| TWI329105B (en) | 2002-02-01 | 2010-08-21 | Rigel Pharmaceuticals Inc | 2,4-pyrimidinediamine compounds and their uses |
| US20040024716A1 (en) | 2002-04-12 | 2004-02-05 | James Malatesta | Mail sorting processes and systems |
| CN103169708B (zh) | 2002-07-29 | 2018-02-02 | 里格尔药品股份有限公司 | 用2,4‑嘧啶二胺化合物治疗或者预防自体免疫性疾病的方法 |
| US7122542B2 (en) | 2003-07-30 | 2006-10-17 | Rigel Pharmaceuticals, Inc. | Methods of treating or preventing autoimmune diseases with 2,4-pyrimidinediamine compounds |
| US20060047135A1 (en) | 2004-08-30 | 2006-03-02 | Chadwick Scott T | Process for preparing chloromethyl di-tert-butylphosphate |
| US7449458B2 (en) * | 2005-01-19 | 2008-11-11 | Rigel Pharmaceuticals, Inc. | Prodrugs of 2,4-pyrimidinediamine compounds and their uses |
| US20090114877A1 (en) * | 2005-09-13 | 2009-05-07 | Eisai R&D Management Co., Ltd. | Composition Containing Stability-Improved Chloromethyl Phosphate Derivatve and Process for Producing Same |
| US8163902B2 (en) * | 2006-11-21 | 2012-04-24 | Rigel Pharmaceuticals, Inc. | Prodrugs of 2,4-pyrimidinediamine compounds and their uses |
| UA108077C2 (xx) | 2009-07-02 | 2015-03-25 | Синтез динатрієвої солі n4-(2,2-диметил-4-$(дигідрофосфонокси)метил]-3-оксо-5-піридо$1,4]оксазин-6-іл)-5-фтор-n2-(3,4,5-триметоксифеніл)-2,4-піримідиндіаміну |
-
2010
- 2010-01-07 UA UAA201201072A patent/UA108077C2/ru unknown
- 2010-07-01 EP EP10730679.7A patent/EP2448950B1/en active Active
- 2010-07-01 PL PL10730679T patent/PL2448950T3/pl unknown
- 2010-07-01 HR HRP20160319TT patent/HRP20160319T1/hr unknown
- 2010-07-01 BR BRPI1011888A patent/BRPI1011888A2/pt not_active Application Discontinuation
- 2010-07-01 US US12/829,126 patent/US8299242B2/en active Active
- 2010-07-01 CN CN201080039108.1A patent/CN102482305B/zh active Active
- 2010-07-01 WO PCT/US2010/040792 patent/WO2011002999A1/en not_active Ceased
- 2010-07-01 HU HUE10730679A patent/HUE027212T2/en unknown
- 2010-07-01 DK DK10730679.7T patent/DK2448950T3/en active
- 2010-07-01 JP JP2012518607A patent/JP5739882B2/ja active Active
- 2010-07-01 AU AU2010266213A patent/AU2010266213B2/en active Active
- 2010-07-01 SG SG2011091733A patent/SG176799A1/en unknown
- 2010-07-01 SI SI201031148A patent/SI2448950T1/sl unknown
- 2010-07-01 RS RS20160220A patent/RS54679B1/sr unknown
- 2010-07-01 EA EA201270114A patent/EA021657B1/ru unknown
- 2010-07-01 ES ES10730679.7T patent/ES2565985T3/es active Active
- 2010-07-01 ME MEP-2016-57A patent/ME02388B/me unknown
- 2010-07-01 CA CA2766801A patent/CA2766801C/en active Active
-
2012
- 2012-09-24 US US13/625,552 patent/US8481724B2/en active Active
-
2013
- 2013-06-07 US US13/912,856 patent/US8691798B2/en active Active
-
2016
- 2016-03-24 SM SM201600084T patent/SMT201600084B/xx unknown
- 2016-04-12 CY CY20161100304T patent/CY1117489T1/el unknown
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