AU1689988A - Nucleosides and nucleoside analogues, pharmaceutical composition and processes for the preparation of the compounds - Google Patents

Nucleosides and nucleoside analogues, pharmaceutical composition and processes for the preparation of the compounds

Info

Publication number
AU1689988A
AU1689988A AU16899/88A AU1689988A AU1689988A AU 1689988 A AU1689988 A AU 1689988A AU 16899/88 A AU16899/88 A AU 16899/88A AU 1689988 A AU1689988 A AU 1689988A AU 1689988 A AU1689988 A AU 1689988A
Authority
AU
Australia
Prior art keywords
formula
nucleosides
compounds
processes
preparation
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
AU16899/88A
Other versions
AU614082B2 (en
Inventor
Roelf Datema
Karl Nils Gunnar Johansson
Zsuzanna Maria Ilona Kovacs
Bjorn Gunnar Lindborg
Bo Fredrik Oberg
Goran Bertil Stening
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.)
Medivir AB
Original Assignee
Astra Vent AB
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 Astra Vent AB filed Critical Astra Vent AB
Publication of AU1689988A publication Critical patent/AU1689988A/en
Application granted granted Critical
Publication of AU614082B2 publication Critical patent/AU614082B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • 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
    • C07H19/06—Pyrimidine radicals

Abstract

A compound of formula (I), wherein the radicals A, X, R<1>, R<2>, and R<3> are defined as follows: A: formula (a) or formula (b); X: (a) O; (b) S; (c) CH2; R<1>: H; alkyl containing 1-3 carbon atoms; -CH=CH2; -CH=CH-CH3; -CH2-CH=CH2; formula (II); -C=CH; R<2>: H; or R<2> constitutes together with R<3> a carbon-carbon bond; R<3>: H; F; Cl; Br; I; N3; CN; C=CH; OH; OCH3; CH2OH; and when R<3> is F; Cl; Br; I; N3; CN; C=CH; OH; OCH3 or CH2OH it may have either the cis-configuration or trans-configuration relative to the hydroxymethyl function at position 4', or R<3> constitutes together with R<2> a carbon-carbon bond, and therapeutically acceptable salts thereof, for use in therapy, in particular for the treatment of HIV virus infections.
AU16899/88A 1987-04-16 1988-04-06 Nucleosides and nucleoside analogues, pharmaceutical composition and processes for the preparation of the compounds Ceased AU614082B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
SE8701605A SE8701605D0 (en) 1987-04-16 1987-04-16 NOVEL MEDICINAL COMPOUNDS
SE8701605 1987-04-16
CA000580141A CA1336088C (en) 1987-04-16 1988-10-14 1-(3'-substitued-2', 3'-dideoxy-d-ribofuranosyl) thymine and uracil

Publications (2)

Publication Number Publication Date
AU1689988A true AU1689988A (en) 1988-11-04
AU614082B2 AU614082B2 (en) 1991-08-22

Family

ID=25672174

Family Applications (1)

Application Number Title Priority Date Filing Date
AU16899/88A Ceased AU614082B2 (en) 1987-04-16 1988-04-06 Nucleosides and nucleoside analogues, pharmaceutical composition and processes for the preparation of the compounds

Country Status (9)

Country Link
JP (1) JPH01503069A (en)
AT (1) ATE115958T1 (en)
AU (1) AU614082B2 (en)
CA (1) CA1336088C (en)
DE (1) DE3852531T2 (en)
DK (3) DK168443B1 (en)
HU (1) HU211547A9 (en)
SE (1) SE8701605D0 (en)
WO (1) WO1988008001A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU601529B2 (en) * 1986-12-15 1990-09-13 Wellcome Foundation Limited, The Antiviral pyrimidine nucleosides
AU631119B2 (en) * 1988-02-24 1992-11-19 Institut De Recherches Chimiques Et Biologiques Appliquees (I.R.C.E.B.A.) New derivatives of deoxy-2'-uridine substituted in the 5,3' or 5' position by acylated alpha-amino groups, process for obtaining them and drugs containing them

Families Citing this family (36)

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US5175292A (en) * 1988-01-20 1992-12-29 Regents Of The University Of Minnesota Intermediates for the preparation of dideoxycarbocyclic nucleosides
US4950758A (en) * 1988-01-20 1990-08-21 Regents Of The University Of Minnesota Optically-active isomers of dideoxycarbocyclic nucleosides
US5631370A (en) * 1988-01-20 1997-05-20 Regents Of The University Of Minnesota Optically-active isomers of dideoxycarbocyclic nucleosides
US7119202B1 (en) 1989-02-08 2006-10-10 Glaxo Wellcome Inc. Substituted-1,3-oxathiolanes and substituted-1,3-dioxolanes with antiviral properties
US5198539A (en) * 1988-08-19 1993-03-30 Burroughs Wellcome Co. 5'-esters of 2',3'-dideoxy-3'-fluoro-5-ethynyluridine
US5157114A (en) * 1988-08-19 1992-10-20 Burroughs Wellcome Co. 2',3'-dideoxy-3'-fluoro-5-ethyngluridine
FI95384C (en) * 1989-04-06 1996-01-25 Squibb Bristol Myers Co Process for the preparation of 3'-deoxy-3'-substituted methyl nucleosides and intermediates used in the process
FR2648045B1 (en) * 1989-06-13 1991-09-27 Centre Nat Rech Scient ALPHA ANOMERIC OLIGONUCLEOTIDE COMPOUNDS INHIBITING REPLICATION OF RETROVIRUSES
NZ234534A (en) * 1989-07-17 1994-12-22 Univ Birmingham Pyrimidine 4'-thionucleoside derivatives and their preparation; intermediates therefor
WO1991004033A1 (en) * 1989-09-15 1991-04-04 Southern Research Institute 2'-deoxy-4'-thioribonucleosides as antiviral and anticancer agents
US5591722A (en) * 1989-09-15 1997-01-07 Southern Research Institute 2'-deoxy-4'-thioribonucleosides and their antiviral activity
US6069252A (en) 1990-02-01 2000-05-30 Emory University Method of resolution and antiviral activity of 1,3-oxathiolane nucleoside enantiomers
GB9008696D0 (en) * 1990-04-18 1990-06-13 Wellcome Found Anti-viral compounds
US5521163A (en) * 1990-07-13 1996-05-28 University Of Birmingham Antiviral pyrimidine nucleosides and methods for using same
SE9003151D0 (en) * 1990-10-02 1990-10-02 Medivir Ab NUCLEOSIDE DERIVATIVES
US6228860B1 (en) 1990-11-13 2001-05-08 Biochem Pharma Inc. Substituted 1,3-oxathiolanes with antiviral properties
US6369066B1 (en) 1990-11-13 2002-04-09 Biochem Pharma, Inc. Substituted 1,3-oxathiolanes with antiviral properties
US5587480A (en) * 1990-11-13 1996-12-24 Biochem Pharma, Inc. Substituted 1,3-oxathiolanes and substituted 1,3-dithiolanes with antiviral properties
AU8864191A (en) * 1990-11-13 1992-06-11 Biochem Pharma Inc. Substituted 1,3-oxathiolanes and substituted 1,3-dithiolanes with antiviral properties
TW393513B (en) * 1991-11-26 2000-06-11 Isis Pharmaceuticals Inc Enhanced triple-helix and double-helix formation with oligomers containing modified pyrimidines
EP1256589A3 (en) * 1991-11-26 2003-09-17 Isis Pharmaceuticals, Inc. Oligomers containing modified pyrimidines
US6235887B1 (en) 1991-11-26 2001-05-22 Isis Pharmaceuticals, Inc. Enhanced triple-helix and double-helix formation directed by oligonucleotides containing modified pyrimidines
US20020120130A1 (en) 1993-09-10 2002-08-29 Gilles Gosselin 2' or 3' -deoxy and 2', 3' -dideoxy-beta-L-pentofuranonucleo-side compounds, method of preparation and application in therapy, especially as anti- viral agents
US5587362A (en) * 1994-01-28 1996-12-24 Univ. Of Ga Research Foundation L-nucleosides
AU697612B2 (en) * 1994-05-31 1998-10-15 Medivir Ab Post exposure prevention of HIV
US5612319A (en) * 1994-05-31 1997-03-18 Medivir Ab Postexposure prevention of HIV infection or seroconversion
US6391859B1 (en) 1995-01-27 2002-05-21 Emory University [5-Carboxamido or 5-fluoro]-[2′,3′-unsaturated or 3′-modified]-pyrimidine nucleosides
US5703058A (en) 1995-01-27 1997-12-30 Emory University Compositions containing 5-fluoro-2',3'-didehydro-2',3'-dideoxycytidine or a mono-, di-, or triphosphate thereof and a second antiviral agent
US5808040A (en) * 1995-01-30 1998-09-15 Yale University L-nucleosides incorporated into polymeric structure for stabilization of oligonucleotides
ATE346651T1 (en) 1995-06-07 2006-12-15 Univ Emory NUCLEOSIDES WITH ANTI-HEPATITIS B VIRUS EFFECTIVENESS
US5869493A (en) 1996-02-16 1999-02-09 Medivir Ab Acyclic nucleoside derivatives
US5753789A (en) * 1996-07-26 1998-05-19 Yale University Oligonucleotides containing L-nucleosides
EA008609B1 (en) 1998-02-25 2007-06-29 Эмори Юниверсити 2'-fluoronucleosides
CN101862345B (en) 2000-10-18 2014-06-04 吉利德制药有限责任公司 Modified nucleosides for treatment of viral infections and abnormal cellular proliferation
CN101573370B (en) 2006-10-10 2013-09-11 美迪维尔公司 HCV nucleoside inhibitor
JP6270742B2 (en) * 2013-01-10 2018-01-31 塩野義製薬株式会社 Method for producing cross-linked nucleic acid derivative

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD75084A (en) *
US3116282A (en) * 1960-04-27 1963-12-31 Upjohn Co Pyrimidine nucleosides and process
FR2040177A1 (en) * 1969-01-31 1971-01-22 Robugen Gmbh 2-deoxyribosyl-uracil derivs
US3817982A (en) * 1971-12-29 1974-06-18 Syntex Inc 2{40 ,3{40 -unsaturated nucleosides and method of making
DE2918260A1 (en) * 1979-05-07 1980-11-27 Robugen Gmbh 5-alkyl-5'-deoxy-uridine deriVs. use - for normalising cancerous cell functions and accelerating wound healing
US4267171A (en) * 1979-07-02 1981-05-12 The Regents Of The University Of California C-5 Substituted cytosine nucleosides
US4247544A (en) * 1979-07-02 1981-01-27 The Regents Of The University Of California C-5 Substituted uracil nucleosides
DE2930904A1 (en) * 1979-07-30 1981-02-19 Kailash Kumar Dr Gauri Antitumour use of 5-alkyl-pyrimidine nucleoside derivs. - as potentiators of 5-fluoro-uracil
DE3002197A1 (en) * 1980-01-22 1981-07-23 Robugen Gmbh Pharmazeutische Fabrik Esslingen A.N., 7300 Esslingen 5-Alkyl- and 5-alkenyl-uracil and -cytidine nucleoside derivs. - prepd. e.g. by reaction of 5'-chloro-5'-deoxy cpds. with ammonia
DE3045375A1 (en) * 1980-12-02 1982-07-01 Robugen Gmbh Pharmazeutische Fabrik Esslingen A.N., 7300 Esslingen 5-Substd. pyrimidine nucleoside derivs. - useful as antiviral agents
DE3229169A1 (en) * 1982-08-05 1984-02-09 Robugen GmbH Pharmazeutische Fabrik, 7300 Esslingen Use of 5-alkylpyrimidine nucleosides and their derivatives as cytostatics
AP11A (en) * 1985-03-16 1987-12-22 The Wellcome Foundation Ltd Antiviral nucleosides.
DK166805B1 (en) * 1985-03-16 1993-07-19 Wellcome Found THE THREO ISOMER OF 3'-AZIDO-3'-DEOXYTHYMIDINE FOR USING THE TREATMENT OR PROPHYLAXY OF HUMAN RETROVIRUS INFECTIONS, USING THE COMPOUND FOR THE PREPARATION OF A PHARMACEUTICAL PREPARATION OF A MEDICINAL PRODUCT AND NAVE MEDICINE
US4724232A (en) * 1985-03-16 1988-02-09 Burroughs Wellcome Co. Treatment of human viral infections
HU196607B (en) * 1985-05-15 1988-12-28 Wellcome Found Process for producing dideoxy-nucleosides and pharmaceutics comprising such compounds
DK167377B1 (en) * 1985-09-17 1993-10-25 Wellcome Found 3'-AZIDOPYRIMIDINE NUCLEOSIDES OR PHARMACEUTICAL ACCEPTABLE SALTS OR ESTERS THEREOF USED FOR TREATMENT OR PROPHYLAXY FOR A HUMAN RETROVIRUS INFECTION

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU601529B2 (en) * 1986-12-15 1990-09-13 Wellcome Foundation Limited, The Antiviral pyrimidine nucleosides
AU631119B2 (en) * 1988-02-24 1992-11-19 Institut De Recherches Chimiques Et Biologiques Appliquees (I.R.C.E.B.A.) New derivatives of deoxy-2'-uridine substituted in the 5,3' or 5' position by acylated alpha-amino groups, process for obtaining them and drugs containing them

Also Published As

Publication number Publication date
DK108491D0 (en) 1991-06-07
ATE115958T1 (en) 1995-01-15
AU614082B2 (en) 1991-08-22
DK168443B1 (en) 1994-03-28
HU211547A9 (en) 1995-12-28
DK104994A (en) 1994-09-13
CA1336088C (en) 1995-06-27
JPH01503069A (en) 1989-10-19
DE3852531T2 (en) 1995-08-10
WO1988008001A1 (en) 1988-10-20
DK696988A (en) 1989-01-31
DE3852531D1 (en) 1995-02-02
SE8701605D0 (en) 1987-04-16
DK696988D0 (en) 1988-12-15
DK108491A (en) 1991-06-07

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