ES2138537A1 - Procedure for preparing the anti-viral compounds penciclovir and famciclovir. - Google Patents
Procedure for preparing the anti-viral compounds penciclovir and famciclovir.Info
- Publication number
- ES2138537A1 ES2138537A1 ES009701615A ES9701615A ES2138537A1 ES 2138537 A1 ES2138537 A1 ES 2138537A1 ES 009701615 A ES009701615 A ES 009701615A ES 9701615 A ES9701615 A ES 9701615A ES 2138537 A1 ES2138537 A1 ES 2138537A1
- Authority
- ES
- Spain
- Prior art keywords
- carboxy
- penciclovir
- famciclovir
- hydrogen
- procedure
- 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
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Procedure for preparing the anti-viral compounds penciclovir and famciclovir.A procedure for the preparation of:penciclovir or famciclovir, including one or more of the following stagesa) forming a purine by closing the imidazole or pyrimidine ring,b) reacting a purine with an intermediate precursor with a suitable side-chain in position 9,c) converting the side chain in position 9 into4-hydroxy-3-hydroxymethylbut-1-yl or4-acetoxy-3-acetoxymethylbut-1-yl,d) converting a purine into guanine or 2-aminopurine, characterised by the purine being as in formula (I).where one of the X1 and X2 is cyano or carboxy or a carboxy derivative and the other chosen from:X1 is cyano or carboxy or a carboxy derivative or hydrogen or hydroxy or a radical convertible into hydrogen or hydroxyl X2 is cyano or carboxy or a carboxy derivative or hydrogen or a radical convertible into hydrogenR1 is an amino or a group convertible thereto.R2 is hydrogen or a side chain in position 9 which can be converted into famciclovir or penciclovir: when X1 and/or X2 is cyano or a carboxy derivative it is converted into carboxy when X1 and/or X2 is carboxy it is converted into X1 and/or X2 hydrogen through decarboxylation, and/or when X1 is carboxy it is converted into X1 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 true ES2138537A1 (en) | 2000-01-01 |
ES2138537B1 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) |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5075445A (en) * | 1983-08-18 | 1991-12-24 | Beecham Group P.L.C. | Guanine derivatives |
WO1995028402A2 (en) * | 1994-04-19 | 1995-10-26 | Smithkline Beecham Plc | Preparation of purines |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
DE3582399D1 (en) * | 1984-09-20 | 1991-05-08 | Beecham Group Plc | PURINE DERIVATIVES AND THEIR PHARMACEUTICAL USE. |
SE8406538D0 (en) * | 1984-12-21 | 1984-12-21 | Astra Laekemedel Ab | NOVEL DERIVATIVES OF PURINE |
EP0216459B1 (en) * | 1985-07-27 | 1990-05-16 | 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 |
-
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 ES ES9701615A patent/ES2138537B1/en not_active Expired - Fee Related
- 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
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5075445A (en) * | 1983-08-18 | 1991-12-24 | Beecham Group P.L.C. | Guanine derivatives |
WO1995028402A2 (en) * | 1994-04-19 | 1995-10-26 | Smithkline Beecham Plc | Preparation of purines |
Non-Patent Citations (1)
Title |
---|
GEEN G.R. et al., The Effect of the C-6 substituent on the regioselectivity of N-alkylation of 2-aminopurines, Tetrahedron, Vol. 46, no 19, paginas 6903-6914, 1990. * |
Also Published As
Publication number | Publication date |
---|---|
AT412872B (en) | 2005-08-25 |
ATA122697A (en) | 2005-01-15 |
GR1002942B (en) | 1998-07-21 |
GB9615276D0 (en) | 1996-09-04 |
PT102027A (en) | 1998-01-30 |
MX9705481A (en) | 1998-08-30 |
PT102027B (en) | 1999-04-30 |
ES2138537B1 (en) | 2000-11-16 |
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Legal Events
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