Title:
NUCLEOSIDE DERIVATIVES FOR THE TREATMENT OF CANCER
Document Type and Number:
WIPO Patent Application WO/2015/181624
Kind Code:
A3
Abstract:
Provided herein are compounds, compositions, and methods for the treatment of cancer, including leukemia. In one embodiment, compounds and compositions of nucleoside derivatives are disclosed, which can be administered either alone or in combination with other anti-cancer agents.
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Inventors:
DOUSSON CYRIL (FR)
DUKHAN DAVID (FR)
PARSY CHRISTOPHE CLAUDE (FR)
ALEXANDRE FRANÇOIS-RENÉ (FR)
RAHALI RACHID (FR)
PAPARIN JEAN-LAURENT (FR)
DUKHAN DAVID (FR)
PARSY CHRISTOPHE CLAUDE (FR)
ALEXANDRE FRANÇOIS-RENÉ (FR)
RAHALI RACHID (FR)
PAPARIN JEAN-LAURENT (FR)
Application Number:
PCT/IB2015/000957
Publication Date:
March 31, 2016
Filing Date:
May 27, 2015
Export Citation:
Assignee:
IDENIX PHARMACEUTICALS INC (US)
DOUSSON CYRIL (FR)
DUKHAN DAVID (FR)
PARSY CHRISTOPHE CLAUDE (FR)
ALEXANDRE FRANÇOIS-RENÉ (FR)
RAHALI RACHID (FR)
PAPARIN JEAN-LAURENT (FR)
DOUSSON CYRIL (FR)
DUKHAN DAVID (FR)
PARSY CHRISTOPHE CLAUDE (FR)
ALEXANDRE FRANÇOIS-RENÉ (FR)
RAHALI RACHID (FR)
PAPARIN JEAN-LAURENT (FR)
International Classes:
C07H19/10; A61K31/7068; A61K31/7076; A61P35/02; C07H19/11; C07H19/20; C07H19/213
Domestic Patent References:
| WO1999045935A1 | 1999-09-16 | |||
| WO2006100439A1 | 2006-09-28 | |||
| WO2012117246A1 | 2012-09-07 |
Foreign References:
| US20130210757A1 | 2013-08-15 | |||
| US20080261913A1 | 2008-10-23 | |||
| US20080292553A1 | 2008-11-27 | |||
| US3804827A | 1974-04-16 | |||
| US20130315866A1 | 2013-11-28 |
Other References:
BAZZANINI ET AL.: "PRODRUGS OF ARA-CMP AND ARA-AMP WITH A S-ACYL-2-THIOETHYL (SATE) BIOLABILE PHOSPHATE PROTECTING GROUP: SYNTHESIS AND BIOLOGICAL EVALUATION", NUCLEOSIDES & NUCLEOTIDES, vol. 18, no. 4/05, 1 January 1999 (1999-01-01), pages 971/972, XP009029311, ISSN: 0732-8311
BAZZANINI ET AL.: "Synthetic approaches to a mononucleotide prodrug of cytarabine", NUCLEOSIDES, NUCLEOTIDES AND NUCLEIC ACIDS, vol. 24, no. 10-12, 2005, pages 1635 - 1643, XP008141704, ISSN: 1525-7770, [retrieved on 20060816], DOI: 10.1080/15257770500267006
GOUY ET AL.: "Special feature of mixed phosphotriester derivatives of cytarabine", BIOORG. MED. CHEM., vol. 17, no. 17, 1 September 2009 (2009-09-01), pages 6340 - 6347, XP026471113, ISSN: 0968-0896, [retrieved on 20090723], DOI: 10.1016/J.BMC.2009.07.038
TOBIAS; BORCH: "Synthesis and Biological Evaluation of a Cytarabine Phosphoramidate Prodrug", MOLECULAR PHARMACEUTICS, vol. 1, no. 2, 2004, pages 112 - 116, XP009186775, DOI: 10.1021/mp034019v
ROBAK ET AL.: "Current status of older and new purine nucleoside analogues in the treatment of lymphoproliferative diseases", MOLECULES, vol. 14, no. 3, 23 March 2009 (2009-03-23), pages 1183 - 1226, XP002583109, ISSN: 1420-3049, [retrieved on 20090101], DOI: 10.3390/MOLECULES14031183
JORDHEIM ET AL.: "Advances in the development of nucleoside and nucleotide analogues for cancer and viral diseases", NATURE REVIEWS. DRUG DISCOVERY, vol. 12, no. 6, 31 May 2013 (2013-05-31), GB, pages 447 - 464, XP055221647, ISSN: 1474-1776, DOI: 10.1038/nrd4010
LONG ET AL.: "Synthesis and antitumor antiviral activities of 1-.beta.-D-arabinofuranosylpyrimidine 3',5'-cyclic phosphates", J. MED. CHEM., vol. 15, no. 12, 1 December 1972 (1972-12-01), US, pages 1215 - 1218, XP055221902, ISSN: 0022-2623, DOI: 10.1021/jm00282a003
DRUMMOND ET AL.: "Deoxyribonucleoside-3',5' Cyclic Phosphates. Synthesis and Acid-Catalyzed and Enzymic Hydrolysis", J. AM. CHEM. SOC., vol. 86, no. 8, 1 April 1964 (1964-04-01), US, pages 1626 - 1630, XP055221899, ISSN: 0002-7863, DOI: 10.1021/ja01062a036
SYMONS ET AL.: "Improved synthesis of <32>P-labelled 3',5'-cyclic AMP, 3',5'-cyclic GMP and other 3',5'cyclic ribo- and deoxyribonucletodies of high specific activity", BIOCHIMICA ET BIOPHYSICA ACTA (BBA), vol. 320, no. 2, 14 September 1973 (1973-09-14), pages 535 - 539, XP025789832, ISSN: 0304-4165, [retrieved on 19730914], DOI: 10.1016/0304-4165(73)90334-6
BAZZANINI ET AL.: "Synthetic approaches to a mononucleotide prodrug of cytarabine", NUCLEOSIDES, NUCLEOTIDES AND NUCLEIC ACIDS, vol. 24, no. 10-12, 2005, pages 1635 - 1643, XP008141704, ISSN: 1525-7770, [retrieved on 20060816], DOI: 10.1080/15257770500267006
GOUY ET AL.: "Special feature of mixed phosphotriester derivatives of cytarabine", BIOORG. MED. CHEM., vol. 17, no. 17, 1 September 2009 (2009-09-01), pages 6340 - 6347, XP026471113, ISSN: 0968-0896, [retrieved on 20090723], DOI: 10.1016/J.BMC.2009.07.038
TOBIAS; BORCH: "Synthesis and Biological Evaluation of a Cytarabine Phosphoramidate Prodrug", MOLECULAR PHARMACEUTICS, vol. 1, no. 2, 2004, pages 112 - 116, XP009186775, DOI: 10.1021/mp034019v
ROBAK ET AL.: "Current status of older and new purine nucleoside analogues in the treatment of lymphoproliferative diseases", MOLECULES, vol. 14, no. 3, 23 March 2009 (2009-03-23), pages 1183 - 1226, XP002583109, ISSN: 1420-3049, [retrieved on 20090101], DOI: 10.3390/MOLECULES14031183
JORDHEIM ET AL.: "Advances in the development of nucleoside and nucleotide analogues for cancer and viral diseases", NATURE REVIEWS. DRUG DISCOVERY, vol. 12, no. 6, 31 May 2013 (2013-05-31), GB, pages 447 - 464, XP055221647, ISSN: 1474-1776, DOI: 10.1038/nrd4010
LONG ET AL.: "Synthesis and antitumor antiviral activities of 1-.beta.-D-arabinofuranosylpyrimidine 3',5'-cyclic phosphates", J. MED. CHEM., vol. 15, no. 12, 1 December 1972 (1972-12-01), US, pages 1215 - 1218, XP055221902, ISSN: 0022-2623, DOI: 10.1021/jm00282a003
DRUMMOND ET AL.: "Deoxyribonucleoside-3',5' Cyclic Phosphates. Synthesis and Acid-Catalyzed and Enzymic Hydrolysis", J. AM. CHEM. SOC., vol. 86, no. 8, 1 April 1964 (1964-04-01), US, pages 1626 - 1630, XP055221899, ISSN: 0002-7863, DOI: 10.1021/ja01062a036
SYMONS ET AL.: "Improved synthesis of <32>P-labelled 3',5'-cyclic AMP, 3',5'-cyclic GMP and other 3',5'cyclic ribo- and deoxyribonucletodies of high specific activity", BIOCHIMICA ET BIOPHYSICA ACTA (BBA), vol. 320, no. 2, 14 September 1973 (1973-09-14), pages 535 - 539, XP025789832, ISSN: 0304-4165, [retrieved on 19730914], DOI: 10.1016/0304-4165(73)90334-6
Attorney, Agent or Firm:
HUSSAIN, Deeba (Hertford RoadHoddesdon, Hertfordshire EN11 9BU, GB)
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