ATE162197T1 - Verfahren zur herstellung von fludarabinephosphaten aus guanosin - Google Patents
Verfahren zur herstellung von fludarabinephosphaten aus guanosinInfo
- Publication number
- ATE162197T1 ATE162197T1 AT94902410T AT94902410T ATE162197T1 AT E162197 T1 ATE162197 T1 AT E162197T1 AT 94902410 T AT94902410 T AT 94902410T AT 94902410 T AT94902410 T AT 94902410T AT E162197 T1 ATE162197 T1 AT E162197T1
- Authority
- AT
- Austria
- Prior art keywords
- guanosine
- fludarabine
- phosphates
- producing
- conversion
- Prior art date
Links
- NYHBQMYGNKIUIF-UUOKFMHZSA-N Guanosine Chemical compound C1=NC=2C(=O)NC(N)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O NYHBQMYGNKIUIF-UUOKFMHZSA-N 0.000 title abstract 6
- MIKUYHXYGGJMLM-GIMIYPNGSA-N Crotonoside Natural products C1=NC2=C(N)NC(=O)N=C2N1[C@H]1O[C@@H](CO)[C@H](O)[C@@H]1O MIKUYHXYGGJMLM-GIMIYPNGSA-N 0.000 title abstract 3
- NYHBQMYGNKIUIF-UHFFFAOYSA-N D-guanosine Natural products C1=2NC(N)=NC(=O)C=2N=CN1C1OC(CO)C(O)C1O NYHBQMYGNKIUIF-UHFFFAOYSA-N 0.000 title abstract 3
- GIUYCYHIANZCFB-FJFJXFQQSA-N fludarabine phosphate Chemical compound C1=NC=2C(N)=NC(F)=NC=2N1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O GIUYCYHIANZCFB-FJFJXFQQSA-N 0.000 title abstract 3
- 229940029575 guanosine Drugs 0.000 title abstract 3
- 229960000390 fludarabine Drugs 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 229910019142 PO4 Inorganic materials 0.000 title 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 239000007858 starting material Substances 0.000 abstract 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 abstract 1
- 125000000328 arabinofuranosyl group Chemical group C1([C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 abstract 1
- 229960005304 fludarabine phosphate Drugs 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000002777 nucleoside Substances 0.000 abstract 1
- 150000003833 nucleoside derivatives Chemical class 0.000 abstract 1
- 125000000548 ribosyl group Chemical group C1([C@H](O)[C@H](O)[C@H](O1)CO)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
- C07H19/20—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Saccharide Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/981,114 US5602246A (en) | 1992-11-25 | 1992-11-25 | Process for the preparation of fludarabine or fludarabine phosphate from guanosine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE162197T1 true ATE162197T1 (de) | 1998-01-15 |
Family
ID=25528119
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT94902410T ATE162197T1 (de) | 1992-11-25 | 1993-11-24 | Verfahren zur herstellung von fludarabinephosphaten aus guanosin |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US5602246A (de) |
| EP (1) | EP0670845B1 (de) |
| JP (1) | JP3523870B2 (de) |
| AT (1) | ATE162197T1 (de) |
| AU (1) | AU676874B2 (de) |
| CA (1) | CA2149117A1 (de) |
| DE (1) | DE69316391T2 (de) |
| DK (1) | DK0670845T3 (de) |
| ES (1) | ES2114173T3 (de) |
| GR (1) | GR3026499T3 (de) |
| WO (1) | WO1994012514A1 (de) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE59409594D1 (de) * | 1993-09-28 | 2000-12-28 | Schering Ag | Verfahren zur herstellung von arabinonukleotiden |
| DE69638137D1 (de) * | 1995-09-07 | 2010-04-15 | Univ Georgia | Therapeutische azidverbindungen |
| WO1999029710A2 (de) | 1997-12-11 | 1999-06-17 | Schering Aktiengesellschaft | Reinigungsverfahren zur herstellung von fludarabin-phosphat |
| JP2000040679A (ja) * | 1998-07-24 | 2000-02-08 | Hitachi Ltd | 半導体集積回路装置の製造方法 |
| ES2405825T3 (es) * | 2002-09-25 | 2013-06-03 | Brigham Young University | Método para la preparación de compuestos 2-halo-2'-desoxiadenosina a partir de 2'-desoxiguanosina |
| EP1464708A1 (de) * | 2003-04-03 | 2004-10-06 | Pro. Bio. Sint. S.p.A. | Verfahren zur Herstellung von Fludarabinphosphat aus 2-Fluoroadenin |
| WO2006135655A2 (en) * | 2005-06-10 | 2006-12-21 | Florida State University Research Foundation, Inc. | Processes for the production of polycyclic fused ring compounds |
| CA2610908A1 (en) * | 2005-06-10 | 2006-12-21 | Florida State University Research Foundation, Inc. | Processes for the preparation of paclitaxel |
| CN101092441A (zh) * | 2007-07-17 | 2007-12-26 | 北京本草天源药物研究院 | 一种奈拉滨的合成方法 |
| FR2926079B1 (fr) | 2008-01-03 | 2012-12-28 | Commissariat Energie Atomique | Procede de preparation d'un derive de purine marque, ledit derive et ses utilisations |
| CN101830955B (zh) * | 2009-03-13 | 2013-09-11 | 浙江海正药业股份有限公司 | 抗肿瘤药物氯法拉宾的合成工艺 |
| US20120220762A1 (en) * | 2009-05-12 | 2012-08-30 | Mathias Berwe | Method for the manufacture of 2-fluoro-ara-adenine |
| CN101735296B (zh) * | 2009-12-18 | 2013-03-27 | 天津市炜杰科技有限公司 | 一种氟达拉滨的制备方法 |
| CN102311472B (zh) | 2010-07-09 | 2014-09-03 | 神隆(昆山)生化科技有限公司 | 2-氯-9-(2’-脱氧-2’-氟-β-D-阿拉伯呋喃糖基)-腺嘌呤的制备 |
| EP2428201A1 (de) | 2010-09-08 | 2012-03-14 | Merck Serono S.A. | Orale Verabreichung von Nukleosidmonophosphaten |
| CN102485738A (zh) * | 2011-10-18 | 2012-06-06 | 连云港盛和生物科技有限公司 | 氟达拉滨中间体2-氟-2′,3′,5′-三-o-乙酰基腺苷合成方法 |
| CN102911230A (zh) * | 2012-04-16 | 2013-02-06 | 淮海工学院 | 一种氟达拉滨的合成方法 |
| CN103333215A (zh) * | 2013-07-01 | 2013-10-02 | 淮海工学院 | 一种合成2-氟腺苷的方法 |
| CN107556356B (zh) * | 2017-09-27 | 2020-07-10 | 新乡拓新药业股份有限公司 | 一种合成阿糖腺苷的方法 |
| CN108640960A (zh) * | 2018-06-14 | 2018-10-12 | 慎终（上海）生物科技有限公司 | 氟达拉滨碱的合成工艺 |
| CN109776639B (zh) * | 2019-03-05 | 2022-04-08 | 重庆海腾制药有限公司 | 一种阿糖苷类化合物杂质的合成方法 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2719834A (en) * | 1951-01-26 | 1955-10-04 | Chemstrand Corp | Fiber-forming polymers |
| US2719843A (en) * | 1951-10-24 | 1955-10-04 | Davoll John | Method of synthesizing nucleosides and analogous compounds and compounds prepared thereby |
| US3074930A (en) * | 1955-08-11 | 1963-01-22 | Burroughs Wellcome Co | 6-mercaptopurine nucleosides and method of preparing them |
| US3074929A (en) * | 1955-08-11 | 1963-01-22 | Burroughs Wellcome Co | Glycosides of 6-mercaptopurine |
| CH443312A (fr) * | 1963-10-29 | 1967-09-15 | Ajinomoto Kk | Procédé de préparation du 1-N-oxyde d'hypoxanthine et du 1-N-oxyde d'inosine substituée ou non, et utilisation des produits obtenus par ce procédé poutilisation des produits obtenus par ce procédé pour la préparation de la 2,6-dichloro-purine et 9-B-D-ribofuranosyl purine substitua ée ou non |
| US3309358A (en) * | 1965-09-20 | 1967-03-14 | Upjohn Co | 7-deazaadenine 2', 5'-and 3', 5'-dinucleoside phosphate and process therefor |
| DE1670884A1 (de) * | 1967-06-24 | 1971-02-18 | Hoechst Ag | Verfahren zur Herstellung von Nucleosiden |
| US4038479A (en) * | 1969-11-17 | 1977-07-26 | Burroughs Wellcome Co. | Amino purine derivatives |
| US4188378A (en) * | 1978-01-04 | 1980-02-12 | The United States Of America As Represented By The Department Of Health, Education And Welfare | Anticancer and antiviral activity of 9-β-D-arabinofuranosyl-2-fluoroadenine |
| US4210745A (en) * | 1978-01-04 | 1980-07-01 | The United States Of America As Represented By The Department Of Health, Education And Welfare | Procedure for the preparation of 9-β-D-arabinofuranosyl-2-fluoroadenine |
| US4357324A (en) * | 1981-02-24 | 1982-11-02 | The United States Of America As Represented By The Department Of Health And Human Services | Prodrug derivatives of 9β-D-arabinofuranosyl-2-fluoroadenine |
| US4594350A (en) * | 1984-07-30 | 1986-06-10 | Reagents Of University Of Minnesota | (3-ethoxypropionate) esters of cyclaradine |
| US4760137A (en) * | 1984-08-06 | 1988-07-26 | Brigham Young University | Method for the production of 2'-deoxyadenosine compounds |
| US4751221A (en) * | 1985-10-18 | 1988-06-14 | Sloan-Kettering Institute For Cancer Research | 2-fluoro-arabinofuranosyl purine nucleosides |
| US4921950A (en) * | 1988-06-09 | 1990-05-01 | Burroughs Wellcome Co. | Preparation of 3'azido-3-'-deoxythymidine |
| US4908441A (en) * | 1988-07-19 | 1990-03-13 | Warner-Lambert Company | Deoxyadenosine compounds and methods of making and using the same |
| US5110919A (en) * | 1989-12-04 | 1992-05-05 | Ash Stevens, Inc. | Process for the preparation of 2-amino-9-(2,3,5-tri-o-benzyl-beta-d-arabinofuranosyl) adenine and novel intermediates |
| ES2118752T3 (es) * | 1990-06-27 | 1998-10-01 | Ash Stevens Inc | Procedimiento para la preparacion de 9-beta-d-arabinofuranosil-2-fluoroadenina-5'-fosfato. |
| US5180824A (en) * | 1990-11-29 | 1993-01-19 | Berlex Biosciences Inc. | 6-azido-2-fluoropurine, useful in the synthesis of nucleosides |
| WO1992011276A1 (en) * | 1990-12-18 | 1992-07-09 | Sloan-Kettering Institute For Cancer Research | Novel synthesis of 2'-'up' fluorinated 2''-deoxy-arabinofuranosylpurines |
-
1992
- 1992-11-25 US US07/981,114 patent/US5602246A/en not_active Expired - Lifetime
-
1993
- 1993-11-24 AT AT94902410T patent/ATE162197T1/de active
- 1993-11-24 CA CA002149117A patent/CA2149117A1/en not_active Abandoned
- 1993-11-24 AU AU56792/94A patent/AU676874B2/en not_active Expired
- 1993-11-24 EP EP94902410A patent/EP0670845B1/de not_active Expired - Lifetime
- 1993-11-24 JP JP51339194A patent/JP3523870B2/ja not_active Expired - Lifetime
- 1993-11-24 ES ES94902410T patent/ES2114173T3/es not_active Expired - Lifetime
- 1993-11-24 DK DK94902410T patent/DK0670845T3/da active
- 1993-11-24 DE DE69316391T patent/DE69316391T2/de not_active Expired - Lifetime
- 1993-11-24 WO PCT/US1993/011472 patent/WO1994012514A1/en active IP Right Grant
-
1995
- 1995-06-06 US US08/466,524 patent/US5668270A/en not_active Expired - Lifetime
-
1998
- 1998-04-03 GR GR980400682T patent/GR3026499T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPH08505608A (ja) | 1996-06-18 |
| ES2114173T3 (es) | 1998-05-16 |
| JP3523870B2 (ja) | 2004-04-26 |
| DK0670845T3 (da) | 1998-09-14 |
| CA2149117A1 (en) | 1994-06-09 |
| WO1994012514A1 (en) | 1994-06-09 |
| AU5679294A (en) | 1994-06-22 |
| US5602246A (en) | 1997-02-11 |
| DE69316391D1 (de) | 1998-02-19 |
| AU676874B2 (en) | 1997-03-27 |
| DE69316391T2 (de) | 1998-08-13 |
| EP0670845A1 (de) | 1995-09-13 |
| US5668270A (en) | 1997-09-16 |
| GR3026499T3 (en) | 1998-07-31 |
| EP0670845B1 (de) | 1998-01-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEIH | Change in the person of patent owner |