WO2000075158A3 - NOVEL 6-PHENYLPURINE 9-β-D-RIBONUCLEOSIDES WITH ANTINEOPLASTIC ACTIVITY, THEIR USE FOR PREPARING PHARMACEUTICAL COMPOSITIONS AND PHARMACEUTICAL PREPARATIONS CONTAINING SUCH COMPOUNDS - Google Patents

NOVEL 6-PHENYLPURINE 9-β-D-RIBONUCLEOSIDES WITH ANTINEOPLASTIC ACTIVITY, THEIR USE FOR PREPARING PHARMACEUTICAL COMPOSITIONS AND PHARMACEUTICAL PREPARATIONS CONTAINING SUCH COMPOUNDS Download PDF

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Publication number
WO2000075158A3
WO2000075158A3 PCT/CZ2000/000036 CZ0000036W WO0075158A3 WO 2000075158 A3 WO2000075158 A3 WO 2000075158A3 CZ 0000036 W CZ0000036 W CZ 0000036W WO 0075158 A3 WO0075158 A3 WO 0075158A3
Authority
WO
WIPO (PCT)
Prior art keywords
compounds
phenylpurine
ribonucleosides
novel
pharmaceutical compositions
Prior art date
Application number
PCT/CZ2000/000036
Other languages
French (fr)
Other versions
WO2000075158A2 (en
Inventor
Michal Hocek
Ivan Votruba
Antonin Holy
Original Assignee
Ustav Organicke Chemie A Bioch
Michal Hocek
Ivan Votruba
Antonin Holy
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 Ustav Organicke Chemie A Bioch, Michal Hocek, Ivan Votruba, Antonin Holy filed Critical Ustav Organicke Chemie A Bioch
Priority to AU45358/00A priority Critical patent/AU4535800A/en
Publication of WO2000075158A2 publication Critical patent/WO2000075158A2/en
Publication of WO2000075158A3 publication Critical patent/WO2000075158A3/en

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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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia

Abstract

Novel 6-phenylpurine 9-β-D-ribonucleosides with antineoplastic activity of general formula (I), wherein R1 is H, methyl, fluoro, chloro or alkoxy (C1-C2) group, R2 is H, methyl or fluoro group, and R3 is H, fluoro or methoxy group. Pharmaceutical compositions containing the compounds of the invention as active components are also described. Further the use of compounds of general formula (I) according to Claim 1, or their combinations, for preparing pharmaceutical compositions for the treatment of cancer and leukemia is described.
PCT/CZ2000/000036 1999-06-04 2000-05-25 NOVEL 6-PHENYLPURINE 9-β-D-RIBONUCLEOSIDES WITH ANTINEOPLASTIC ACTIVITY, THEIR USE FOR PREPARING PHARMACEUTICAL COMPOSITIONS AND PHARMACEUTICAL PREPARATIONS CONTAINING SUCH COMPOUNDS WO2000075158A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU45358/00A AU4535800A (en) 1999-06-04 2000-05-25 Novel 6-phenylpurine 9-beta-d-ribonucleosides with antineoplastic activity, their use for preparing pharmaceutical compositions and pharmaceutical preparations containing such compounds

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CZ19991996A CZ9901996A3 (en) 1999-06-04 1999-06-04 Novel 6-phenylpurine 9-›-D-ribonukleosides exhibiting antineoplastic activity, their use for preparing pharmaceutical preparations and pharmaceutical preparations containing them
CZPV1996-99 1999-06-04

Publications (2)

Publication Number Publication Date
WO2000075158A2 WO2000075158A2 (en) 2000-12-14
WO2000075158A3 true WO2000075158A3 (en) 2001-04-19

Family

ID=5464179

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CZ2000/000036 WO2000075158A2 (en) 1999-06-04 2000-05-25 NOVEL 6-PHENYLPURINE 9-β-D-RIBONUCLEOSIDES WITH ANTINEOPLASTIC ACTIVITY, THEIR USE FOR PREPARING PHARMACEUTICAL COMPOSITIONS AND PHARMACEUTICAL PREPARATIONS CONTAINING SUCH COMPOUNDS

Country Status (3)

Country Link
AU (1) AU4535800A (en)
CZ (1) CZ9901996A3 (en)
WO (1) WO2000075158A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0106867D0 (en) * 2001-03-20 2001-05-09 Glaxo Group Ltd Process
CA2507893A1 (en) * 2003-04-21 2004-11-04 Ustav Organicke Chemie A Biochemie Akademie Ved Ceske Republiky (purin-6-yl) amino acid and production method thereof
AU2006259431B2 (en) 2005-06-14 2011-09-29 Brigham Young University Methods for selective N-9 glycosylation of purines
CA2711384C (en) * 2008-01-18 2016-07-26 Institute Of Organic Chemistry And Biochemistry As Cr, V.V.I. Cytostatic 7-deazapurine nucleosides

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0334361A2 (en) * 1988-03-25 1989-09-27 Merrell Dow Pharmaceuticals Inc. Novel acetylenic, cyano and allenic aristeromycin/adenosine derivatives

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0334361A2 (en) * 1988-03-25 1989-09-27 Merrell Dow Pharmaceuticals Inc. Novel acetylenic, cyano and allenic aristeromycin/adenosine derivatives

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
BERGSTROM, DONALD E. ET AL: "Synthesis of 6-alkyl and 6-aryl substituted 9-.beta.-D-ribofuranosyl purines via the nickel-catalyzed coupling of Grignard reagents to 2',3',5'-tris-O-(tert-butyldimethylsilyl)-9-.beta.-D-ribofuranosyl-6- chloropurine", TETRAHEDRON LETT. (1982), 23(41), 4191-4, XP002154268 *
CHESON B D: "PERSPECTIVE ON PURINE ANALOGUES", HEMATOLOGY AND CELL THERAPY,SPRINGER VERLAG FRANCE, PARIS,,FR, vol. 38, no. 2, 1996, pages S109 - S116, XP000920748, ISSN: 1269-3286 *
CROW, FRANK W. ET AL: "Fast atom bombardment combined with tandem mass spectrometry for the determination of nucleosides", ANAL. BIOCHEM. (1984), 139(1), 243-62, XP000971003 *
FLEYSHER M. H.: "N6-Substituted adenosines: synthesis, biological activity, and some structure-activity relationships", J. MED. CHEM., vol. 15, no. 2, 1972, pages 187 - 191, XP002154269 *
HAVELKOVA, MARTINA ET AL: "The Suzuki-Miyaura cross-coupling reactions of 6-halopurines with boronic acids leading to 6-aryl- and 6-alkenylpurines", SYNLETT (1999), (7), 1145-1147, July 1999 (1999-07-01), XP002154271 *
HOCEK, MICHAL ET AL: "Synthesis and Cytostatic Activity of Substituted 6-Phenylpurine Bases and Nucleosides: Application of the Suzuki-Miyaura Cross-Coupling Reactions of 6-Chloropurine Derivatives with Phenylboronic Acids", J. MED. CHEM. (2000), 43(9), 1817-1825, XP002154270 *

Also Published As

Publication number Publication date
WO2000075158A2 (en) 2000-12-14
AU4535800A (en) 2000-12-28
CZ9901996A3 (en) 2001-01-17

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WO2000075158A3 (en) NOVEL 6-PHENYLPURINE 9-β-D-RIBONUCLEOSIDES WITH ANTINEOPLASTIC ACTIVITY, THEIR USE FOR PREPARING PHARMACEUTICAL COMPOSITIONS AND PHARMACEUTICAL PREPARATIONS CONTAINING SUCH COMPOUNDS

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