ES2138537B1 - PROCEDURE FOR THE PREPARATION OF THE ANTIVIRAL COMPOUNDS PENCICLOVIR AND FAMCICLOVIR. - Google Patents
PROCEDURE FOR THE PREPARATION OF THE ANTIVIRAL COMPOUNDS PENCICLOVIR AND FAMCICLOVIR.Info
- Publication number
- ES2138537B1 ES2138537B1 ES9701615A ES9701615A ES2138537B1 ES 2138537 B1 ES2138537 B1 ES 2138537B1 ES 9701615 A ES9701615 A ES 9701615A ES 9701615 A ES9701615 A ES 9701615A ES 2138537 B1 ES2138537 B1 ES 2138537B1
- Authority
- ES
- Spain
- Prior art keywords
- sub
- carboxy
- hydrogen
- penciclovir
- famciclovir
- 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.)
- Expired - Fee Related
Links
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Procedimiento para la preparación de los compuestos antivirales penciclovir y famciclovir. Un procedimiento para la preparación de: penciclovir o famciclovir, que comprende una o más de las siguiente etapas: a) formar una purina mediante el cierre del anillo de imidazol o pirimidina; b) hacer reaccionar una purina con un intermedio precursor de cadena lateral en posición 9 adecuado; c) convertir la cadena lateral en posición 9 en: 4-hidroxi-3-hidroximetilbut-l-ilo o 4-acetoxi-3-acetoximetilbut-l-ilo d) convertir una purina en guanina o 2-aminopurina, caracterizado porque la purina tiene la fórmula (I): en la que uno de X{sub,1 , y X{sub,2 , es ciano o carboxi o un derivado de carboxi; y el otro se selecciona entre: X{sub,1 , es ciano o carboxi o un derivado de carboxi, o hidrógeno, o hidroxi, o un radical que pueda convertirse en hidrógeno o hidroxi; X{sub,2 es ciano o carboxi o un derivado de carboxi, o hidrógeno, o un radical que pueda convertirse en hidrógeno; R{sub,1 , es amino o un grupo que pueda convertirse en el mismo; y R{sub,2 , es hidrógeno o una cadena lateral en posición 9; que se convierte e famciclovir o penciclovir: cuando X{sub,1 , y/o X{sub,2 , es ciano o un derivado de carboxi, se convierte e carboxi; y cuando X{sub,1 , y/o X{sub,2 es carboxi, se convierte en X{sub,1 y/o X {sub,2 hidrógeno por descarboxilación; y/o cuando X{sub,1 es carboxi se convierte en X{sub,1 , hidroxi por hidrólisis.Procedure for the preparation of the antiviral compounds penciclovir and famciclovir. A process for the preparation of: penciclovir or famciclovir, comprising one or more of the following steps: a) forming a purine by closing the imidazole or pyrimidine ring; b) reacting a purine with a suitable 9-side chain precursor intermediate; c) converting the side chain in position 9 to: 4-hydroxy-3-hydroxymethylbut-l-yl or 4-acetoxy-3-acetoxymethylbut-l-yl d) converting a purine to guanine or 2-aminopurine, characterized in that the purine has the formula (I): wherein one of X {sub, 1, and X {sub, 2, is cyano or carboxy or a carboxy derivative; and the other is selected from: X {sub, 1, is cyano or carboxy or a derivative of carboxy, or hydrogen, or hydroxy, or a radical that can be converted to hydrogen or hydroxy; X {sub, 2 is cyano or carboxy or a carboxy derivative, or hydrogen, or a radical that can be converted to hydrogen; R {sub, 1, is amino or a group that can become the same; and R {sub, 2, is hydrogen or a side chain at position 9; that e famciclovir or penciclovir is converted: when X {sub, 1, and / or X {sub, 2, is cyano or a carboxy derivative, e carboxy is converted; and when X {sub, 1, and / or X {sub, 2 is carboxy, it becomes X {sub, 1 and / or X {sub, 2 hydrogen by decarboxylation; and / or when X {sub, 1 is carboxy it is converted to X {sub, 1, hydroxy by hydrolysis.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9615276.4A GB9615276D0 (en) | 1996-07-20 | 1996-07-20 | Pharmaceuticals |
Publications (2)
Publication Number | Publication Date |
---|---|
ES2138537A1 ES2138537A1 (en) | 2000-01-01 |
ES2138537B1 true ES2138537B1 (en) | 2000-11-16 |
Family
ID=10797241
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES9701615A Expired - Fee Related ES2138537B1 (en) | 1996-07-20 | 1997-07-18 | PROCEDURE FOR THE PREPARATION OF THE ANTIVIRAL COMPOUNDS PENCICLOVIR AND FAMCICLOVIR. |
Country Status (5)
Country | Link |
---|---|
AT (1) | AT412872B (en) |
ES (1) | ES2138537B1 (en) |
GB (1) | GB9615276D0 (en) |
GR (1) | GR1002942B (en) |
PT (1) | PT102027B (en) |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0141927B1 (en) * | 1983-08-18 | 1991-10-30 | Beecham Group Plc | Antiviral guanine derivatives |
IL73682A (en) * | 1983-12-20 | 1991-08-16 | Medivir Ab | Antiviral pharmaceutical compositions containing 9-hydroxy aliphatic derivatives of guanine,some new such derivatives and process for their preparation |
EP0152316B1 (en) * | 1984-01-26 | 1989-07-26 | Merck & Co. Inc. | Substituted butyl guanines and their utilization in antiviral compositions |
EP0182024B1 (en) * | 1984-09-20 | 1991-04-03 | Beecham Group Plc | Purine derivatives and their pharmaceutical use |
SE8406538D0 (en) * | 1984-12-21 | 1984-12-21 | Astra Laekemedel Ab | NOVEL DERIVATIVES OF PURINE |
DE3671227D1 (en) * | 1985-07-27 | 1990-06-21 | Beecham Group Plc | 9-SUBSTITUTED GUANINE MONOHYDRATES. |
GB8817270D0 (en) * | 1988-07-20 | 1988-08-24 | Beecham Group Plc | Novel process |
GB8817607D0 (en) * | 1988-07-23 | 1988-09-01 | Beecham Group Plc | Novel process |
GB8822236D0 (en) * | 1988-09-21 | 1988-10-26 | Beecham Group Plc | Chemical process |
GB8922076D0 (en) * | 1989-09-28 | 1989-11-15 | Beecham Group Plc | Novel process |
GB9407698D0 (en) * | 1994-04-19 | 1994-06-15 | Smithkline Beecham Plc | Pharmaceuticals |
-
1996
- 1996-07-20 GB GBGB9615276.4A patent/GB9615276D0/en active Pending
-
1997
- 1997-07-18 GR GR970100280A patent/GR1002942B/en not_active IP Right Cessation
- 1997-07-18 AT AT122697A patent/AT412872B/en not_active IP Right Cessation
- 1997-07-18 PT PT10202797A patent/PT102027B/en not_active IP Right Cessation
- 1997-07-18 ES ES9701615A patent/ES2138537B1/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
GR1002942B (en) | 1998-07-21 |
PT102027A (en) | 1998-01-30 |
PT102027B (en) | 1999-04-30 |
ES2138537A1 (en) | 2000-01-01 |
GB9615276D0 (en) | 1996-09-04 |
AT412872B (en) | 2005-08-25 |
ATA122697A (en) | 2005-01-15 |
MX9705481A (en) | 1998-08-30 |
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