(19)
(11) EP 1 646 639 B8

(12) CORRECTED EUROPEAN PATENT SPECIFICATION
Note: Bibliography reflects the latest situation

(15) Correction information:
Corrected version no 1 (W1 B1)

(48) Corrigendum issued on:
21.12.2016 Bulletin 2016/51

(45) Mention of the grant of the patent:
17.08.2016 Bulletin 2016/33

(21) Application number: 04743483.2

(22) Date of filing: 20.07.2004
(51) International Patent Classification (IPC): 
C07H 19/10(2006.01)
A61K 31/7072(2006.01)
A61K 31/7068(2006.01)
A61P 35/00(2006.01)
(86) International application number:
PCT/GB2004/003148
(87) International publication number:
WO 2005/012327 (10.02.2005 Gazette 2005/06)

(54)

NUCLEOTIDE PHOSPHORAMIDATES AS ANTICANCER AGENTS

NUCLEOTID-PHOSPHORAMIDATE ALS ANTIKREBS- VERBINDUNGEN

PHOSPHORAMIDATES DE NUCLEOTIDES COMME AGENTS CONTRE LE CANCER


(84) Designated Contracting States:
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PL PT RO SE SI SK TR

(30) Priority: 21.07.2003 GB 0317009

(43) Date of publication of application:
19.04.2006 Bulletin 2006/16

(60) Divisional application:
15154759.3 / 2955190
16155811.9 / 3040340

(73) Proprietor: NuCana BioMed Limited
Edinburgh EH12 9RG (GB)

(72) Inventor:
  • McGUIGAN, Christopher
    Whitchurch, Cardiff CF4 2EH (GB)

(74) Representative: Atkinson, Jonathan David Mark 
HGF Limited 1 City Walk
Leeds LS11 9DX
Leeds LS11 9DX (GB)


(56) References cited: : 
WO-A-01/07454
WO-A1-99/37753
US-A1- 2003 109 697
WO-A-01/07454
US-A1- 2003 109 697
   
  • LACKEY D B ET AL: "Enzyme-catalyzed therapeutic agent (ECTA) design: activation of the antitumor ECTA compound NB1011 by thymidylate synthase" BIOCHEMICAL PHARMACOLOGY, PERGAMON, OXFORD, GB, vol. 61, 2001, pages 179-189, XP002204184 ISSN: 0006-2952
  • S.A. HARRIS ET AL.: "Synthesis and antiviral evaluation of phosphoramidate derivatives of (E)-5-(2-bromovinyl)-2'-deoxyuridine" ANTIVIRAL CHEMISTRY AND CHEMOTHERAPY, vol. 12, 2001, pages 293-300, XP008037325
  • WHALEN LISA J ET AL: "Synthesis and evaluation of phosphoramidate amino acid-based inhibitors of sialyltransferases" BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, PERGAMON, ELSEVIER SCIENCE, GB LNKD- DOI:10.1016/S0960-894X(02)00735-7, vol. 13, no. 2, 1 January 2003 (2003-01-01), pages 301-304, XP002495584 ISSN: 0960-894X
  • JUODKA BENEDIKTAS ET AL: "Oligonucleotides and nucleotide-peptides. XXXVII. On the mechanism of hydrolysis of uridylyl-(5' .fwdarw. N)-amino acids. Intramolecular catalysisby the .alpha.-carboxyl group of amino acids" JOURNAL OF CARBOHYDRATES. NUCLEOSIDES NUCLEOTIDES, MARCEL DEKKER, BASEL, CH, vol. 8, no. 6, 1 January 1981 (1981-01-01) , pages 519-535, XP009099165 ISSN: 0094-0585
  • MCGUIGAN C ET AL: "SYNTHESIS AND EVALUATION OF SOME MASKED PHOSPHATE ESTERS OF THE ANTI-HERPESVIRUS DRUG 882C (NETIVUDINE) AS POTENTIAL ANTIVIRAL AGENTS" ANTIVIRAL CHEMISTRY & CHEMOTHERAPY, BLACKWELL SCIENTIFIC PUBL., LONDON, GB, vol. 9, 1 January 1998 (1998-01-01), pages 233-243, XP000943516 ISSN: 0956-3202
  • JUODKA B ET AL: "Oligonucleotides and nucleotide-peptides. XXXIV. Synthesis and some properties of complex nucleotidyl (oligonucleotidyl)-(P .fwdarw. N)-amino acids (peptides) and their ethyl esters" JOURNAL OF CARBOHYDRATES. NUCLEOSIDES NUCLEOTIDES, MARCEL DEKKER, BASEL, CH, vol. 6, no. 4, 1 January 1979 (1979-01-01) , pages 333-357, XP009099193 ISSN: 0094-0585
  • D.M. LEHSTEN ET AL.: "An improved procedure for the synthesis of nucleoside amidates" ORGANIC PROCESS RESEARCH AND DEVELOPMENT, vol. 6, 2002, pages 819-822, XP002584043
  • D.C. REMY ET AL.: "Studies on fluorinated pyrimidines. XIV. The synthesis of derivatives of 5-fluoro-2'-deoxyuridine 5'-phosphate and related compounds" J. ORG. CHEM., vol. 27, 1962, pages 2491-2500, XP002584044
  • LACKEY D B ET AL: "Enzyme-catalyzed therapeutic agent (ECTA) design: activation of the antitumor ECTA compound NB1011 by thymidylate synthase" BIOCHEMICAL PHARMACOLOGY, PERGAMON, OXFORD, GB, vol. 61, 2001, pages 179-189, XP002204184 ISSN: 0006-2952
  • S.A. HARRIS ET AL.: "Synthesis and antiviral evaluation of phosphoramidate derivatives of (E)-5-(2-bromovinyl)-2'-deoxyuridine" ANTIVIRAL CHEMISTRY AND CHEMOTHERAPY, vol. 12, 2001, pages 293-300, XP008037325
  • ABRAHAM T W ET AL: "Synthesis and biological activity of aromatic amino acid phosphoramidates of 5-fluoro-2'-deoxyuridine and 1-beta-arabinofuranosylcytosine: evidence of phosphoramidase activity", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 39, 1 January 1996 (1996-01-01), pages 4569-4575, XP002147029, ISSN: 0022-2623, DOI: 10.1021/JM9603680
   
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