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
Application number
ES009701615A
Other languages
Spanish (es)
Other versions
ES2138537B1 (en
Inventor
Victor Witold Jacewicz
David Alan Jones
Norman John Lewis
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SmithKline Beecham Ltd
Original Assignee
SmithKline Beecham Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by SmithKline Beecham Ltd filed Critical SmithKline Beecham Ltd
Publication of ES2138537A1 publication Critical patent/ES2138537A1/en
Application granted granted Critical
Publication of ES2138537B1 publication Critical patent/ES2138537B1/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • 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.
ES9701615A 1996-07-20 1997-07-18 PROCEDURE FOR THE PREPARATION OF THE ANTIVIRAL COMPOUNDS PENCICLOVIR AND FAMCICLOVIR. Expired - Fee Related ES2138537B1 (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Patent Citations (2)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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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