JP2001518459A5 - - Google Patents
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- JP2001518459A5 JP2001518459A5 JP2000513828A JP2000513828A JP2001518459A5 JP 2001518459 A5 JP2001518459 A5 JP 2001518459A5 JP 2000513828 A JP2000513828 A JP 2000513828A JP 2000513828 A JP2000513828 A JP 2000513828A JP 2001518459 A5 JP2001518459 A5 JP 2001518459A5
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- JP
- Japan
- Prior art keywords
- compound
- formula
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- nhc
- 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.)
- Pending
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- 150000001875 compounds Chemical class 0.000 description 37
- 238000000034 method Methods 0.000 description 18
- 229910052799 carbon Inorganic materials 0.000 description 8
- 150000001721 carbon Chemical group 0.000 description 7
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- -1 alkali metal cation Chemical class 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical group CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 0 *C(C*Cc(cc1)ccc1O)=O Chemical compound *C(C*Cc(cc1)ccc1O)=O 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical group C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000003444 phase transfer catalyst Substances 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 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 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9303997P | 1997-09-26 | 1997-09-26 | |
| US93838597A | 1997-09-26 | 1997-09-26 | |
| US08/938,385 | 1997-09-26 | ||
| US60/093,039 | 1997-09-26 | ||
| PCT/US1998/019560 WO1999016742A1 (en) | 1997-09-26 | 1998-09-18 | Processes and intermediates useful to make antifolates |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2001518459A JP2001518459A (ja) | 2001-10-16 |
| JP2001518459A5 true JP2001518459A5 (enExample) | 2006-01-05 |
Family
ID=26786718
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000513828A Pending JP2001518459A (ja) | 1997-09-26 | 1998-09-18 | 葉酸拮抗剤を作成するのに有用な方法及び中間体 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US6013828A (enExample) |
| JP (1) | JP2001518459A (enExample) |
| KR (1) | KR20010030712A (enExample) |
| CN (2) | CN1213998C (enExample) |
| AU (1) | AU740087B2 (enExample) |
| BR (1) | BR9812524A (enExample) |
| CA (1) | CA2304656A1 (enExample) |
| CZ (1) | CZ301563B6 (enExample) |
| EA (1) | EA002452B3 (enExample) |
| HU (1) | HUP0003954A3 (enExample) |
| ID (1) | ID24165A (enExample) |
| IL (1) | IL135190A (enExample) |
| NO (2) | NO314456B1 (enExample) |
| NZ (1) | NZ503600A (enExample) |
| PL (1) | PL196216B1 (enExample) |
| TR (1) | TR200001220T2 (enExample) |
| UA (1) | UA53742C2 (enExample) |
| WO (1) | WO1999016742A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU6890800A (en) * | 1999-08-23 | 2001-03-19 | Eli Lilly And Company | A novel crystalline form of disodium n-[4-[2-(2-amino-4,7-dihydro-4-oxo-3h-pyrrolo[2,3-D]- pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid salt and processes therefor |
| KR100744917B1 (ko) * | 2000-02-25 | 2007-08-01 | 일라이 릴리 앤드 캄파니 | 신규한 결정형의Ｎ-[4-[2-(2-아미노-4,7-디히드로-4-옥소-3Ｈ-피롤로[2,3-ｄ]피리미딘-5-일)에틸]벤조일]-Ｌ-글루탐산 및 이의 제조방법 |
| CN100379729C (zh) * | 2006-04-06 | 2008-04-09 | 海南天源康泽医药科技有限公司 | 硝基化合物及其在培美曲塞制备中的应用 |
| WO2008021410A2 (en) * | 2006-08-14 | 2008-02-21 | Sicor Inc. | Highly pure pemetrexed diacid and processes for the preparation thereof |
| EP2311838A1 (en) * | 2006-08-14 | 2011-04-20 | Sicor, Inc. | Crystalline form of pemetrexed diacid and process for the preparation thereof |
| EP2129674A2 (en) * | 2007-04-03 | 2009-12-09 | Dr. Reddy's Laboratories Ltd. | Solid forms of pemetrexed |
| CN101417998B (zh) | 2007-10-24 | 2012-10-24 | 重庆医药工业研究院有限责任公司 | 一种培美曲塞盐的纯化方法 |
| CN101591247B (zh) * | 2008-05-30 | 2012-09-05 | 上海希迪制药有限公司 | 合成4-(4-甲酯基苯基)丁醛的方法 |
| CN101684121B (zh) * | 2008-09-22 | 2013-04-03 | 重庆医药工业研究院有限责任公司 | 培美曲塞二酸的新晶型及其制备方法 |
| US9174991B2 (en) | 2009-11-24 | 2015-11-03 | Azad Pharmaceutical Ingredients Ag | Crystalline form of pemetrexed disodium |
| IT1401677B1 (it) * | 2010-07-22 | 2013-08-02 | Chemi Spa | Nuovo processo per la sintesi di pemetrexed sale disodico |
| RU2552519C2 (ru) * | 2010-08-02 | 2015-06-10 | Неон Лэборэторис Лтд. | Способ получения высокочистого диалкилпеметрекседа |
| EP2675808A4 (en) * | 2011-02-15 | 2014-07-09 | Hetero Research Foundation | PROCESS FOR OBTAINING DISODIUM PEMETREXED |
| US9051322B2 (en) | 2011-03-23 | 2015-06-09 | Scinopharm Taiwan, Ltd. | Process for the production of a pemetrexed salt |
| AU2011363636B2 (en) * | 2011-03-25 | 2016-03-17 | Scinopharm Taiwan Ltd | Process for the production of a pemetrexed salt |
| TW201307276A (zh) | 2011-05-05 | 2013-02-16 | Lonza Ag | 製備４，４－二烷氧基－１－丁烯－１－基芳烴 |
| CN102911176B (zh) * | 2012-10-10 | 2015-07-22 | 德州德药制药有限公司 | 一种培美曲塞二钠的制备方法 |
| CN102887902B (zh) * | 2012-10-10 | 2015-05-20 | 北京莱瑞森医药科技有限公司 | 一种合成高纯度培美酸的制备工艺 |
| KR101578093B1 (ko) * | 2013-09-05 | 2015-12-16 | 주식회사 삼양바이오팜 | 고순도 페메트렉세드 제조를 위한 향상된 중간체 제조 방법 및 이를 사용하여 고순도 페메트렉세드를 제조하는 방법 |
| NZ630292A (en) | 2013-11-25 | 2015-02-27 | Shilpa Medicare Ltd | Process for crystalline pemetrexed dipotassium salt |
| CN104817563B (zh) * | 2015-05-11 | 2017-10-27 | 宁波美诺华药业股份有限公司 | 培美曲塞‑n,n‑二苄基乙二胺盐的制备方法 |
| CN109836425B (zh) * | 2017-11-24 | 2023-01-24 | 江苏创诺制药有限公司 | 一种合成培美酸的制备工艺 |
| CN109721604B (zh) * | 2019-01-25 | 2021-03-23 | 南京亚东启天药业有限公司 | 培美曲塞酸的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4895946A (en) * | 1987-10-26 | 1990-01-23 | The Trustees Of Princeton University | Process for the preparation of fused pyridine compounds |
| NO169490C (no) * | 1988-03-24 | 1992-07-01 | Takeda Chemical Industries Ltd | Analogifremgangsmaate for fremstilling av terapeutisk aktive pyrrolopyrimidinderivater |
| JP2983254B2 (ja) * | 1989-06-14 | 1999-11-29 | 武田薬品工業株式会社 | ピロロ〔２，３―ｄ〕ピリミジン誘導体の製造法およびその中間体 |
| EP0438261A3 (en) * | 1990-01-16 | 1992-02-26 | Takeda Chemical Industries, Ltd. | Condensed heterocyclic glutamic acid derivatives, their production and use |
| RU2127274C1 (ru) * | 1992-09-25 | 1999-03-10 | Эли Лилли Энд Компани | СПОСОБ ПОЛУЧЕНИЯ 5-ЗАМЕЩЕННЫХ ПИРРОЛО (2,3-α)ПИРИМИДИНОВ |
| US5416211A (en) * | 1992-09-25 | 1995-05-16 | Eli Lilly And Company | Process for preparing 5-substituted pyrrolo-[2,3-d]pyrimidines |
| CZ283345B6 (cs) * | 1993-05-24 | 1998-03-18 | Eli Lilly And Company | Způsob přípravy v poloze 5 substituovaného derivátu pyrrolo [2,3-d]pyrimidinu |
-
1998
- 1998-09-18 JP JP2000513828A patent/JP2001518459A/ja active Pending
- 1998-09-18 PL PL339452A patent/PL196216B1/pl unknown
- 1998-09-18 HU HU0003954A patent/HUP0003954A3/hu unknown
- 1998-09-18 AU AU94937/98A patent/AU740087B2/en not_active Ceased
- 1998-09-18 IL IL13519098A patent/IL135190A/xx active IP Right Grant
- 1998-09-18 CN CNB98809553XA patent/CN1213998C/zh not_active Expired - Fee Related
- 1998-09-18 TR TR2000/01220T patent/TR200001220T2/xx unknown
- 1998-09-18 ID IDW20000531A patent/ID24165A/id unknown
- 1998-09-18 UA UA2000031700A patent/UA53742C2/uk unknown
- 1998-09-18 WO PCT/US1998/019560 patent/WO1999016742A1/en not_active Ceased
- 1998-09-18 EA EA200000359A patent/EA002452B3/ru not_active IP Right Cessation
- 1998-09-18 CZ CZ20050764A patent/CZ301563B6/cs not_active IP Right Cessation
- 1998-09-18 BR BR9812524-9A patent/BR9812524A/pt not_active Application Discontinuation
- 1998-09-18 CN CNB031490409A patent/CN1246295C/zh not_active Expired - Fee Related
- 1998-09-18 KR KR1020007003219A patent/KR20010030712A/ko not_active Ceased
- 1998-09-18 CA CA002304656A patent/CA2304656A1/en not_active Abandoned
- 1998-09-18 NZ NZ503600A patent/NZ503600A/en unknown
- 1998-09-24 US US09/160,129 patent/US6013828A/en not_active Expired - Fee Related
-
2000
- 2000-03-24 NO NO20001554A patent/NO314456B1/no not_active Application Discontinuation
-
2005
- 2005-03-17 NO NO2005007C patent/NO2005007I2/no unknown
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