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Extract from the Register of European Patents

EP About this file: EP1406855

EP1406855 - NOVEL PROCESS FOR PREPARING RAC-BICALUTAMIDE AND ITS INTERMEDIATES [Right-click to bookmark this link]
StatusThe application is deemed to be withdrawn
Status updated on  12.06.2009
Database last updated on 20.07.2024
Most recent event   Tooltip12.06.2009Application deemed to be withdrawnpublished on 15.07.2009  [2009/29]
Applicant(s)For all designated states
TEVA Gyógyszergyár Zártkörüen Müködö Részvénytársaság
Pallagi út 13
4042 Debrecen / HU
[N/P]
Former [2006/31]For all designated states
TEVA Gyógyszergyár Zártköruen Muködo Részvénytársaság
Pallagi 13
4042 Debrecen / HU
Former [2005/37]For all designated states
Teva Gyogyszergyar Reszvenytarsasag
Pallagi ut 13
4042 Debrecen / HU
Former [2004/16]For all designated states
BIOGAL GYOGYSZERGYAR RT.
Pallagi ut 13
4042 Debrecen / HU
Inventor(s)01 / DOLITZKY, Ben-Zion
Lochamei Hagettaot 32
Petach Tikva / IL
02 / REANY, Ofer
House No. 70, Chitim Village, Lower Galilee
15280 Israel / IL
03 / SHAMMAI, Jenny
18/2 Etzel Steet
Kiryat Yam 29061 / IL
 [2004/16]
Representative(s)Russell, Tim, et al
D Young & Co LLP
120 Holborn
London EC1N 2DY / GB
[N/P]
Former [2006/48]Russell, Tim, et al
D Young & Co 120 Holborn
London EC1N 2DY / GB
Former [2004/16]Gallagher, Kirk James, et al
D Young & Co, 21 New Fetter Lane
London EC4A 1DA / GB
Application number, filing date02739801.513.06.2002
[2004/16]
WO2002US18329
Priority number, dateUS20010298009P13.06.2001         Original published format: US 298009 P
US20020371069P09.04.2002         Original published format: US 371069 P
[2004/16]
Filing languageEN
Procedural languageEN
PublicationType: A2 Application without search report
No.:WO02100339
Date:19.12.2002
Language:EN
[2002/51]
Type: A2 Application without search report 
No.:EP1406855
Date:14.04.2004
Language:EN
The application published by WIPO in one of the EPO official languages on 19.12.2002 takes the place of the publication of the European patent application.
[2004/16]
Search report(s)International search report - published on:US16.10.2003
(Supplementary) European search report - dispatched on:EP02.03.2006
ClassificationIPC:C07C69/675, C07C255/49, C07C255/50, C07C317/14
[2004/16]
CPC:
C07D301/14 (EP,US); C07C255/58 (EP,US); C07C315/04 (EP,US);
C07C317/14 (EP,US); C07C319/14 (EP,US)
C-Set:
C07C315/04, C07C317/46 (EP,US);
C07C319/14, C07C323/52 (US,EP)
Designated contracting statesAT,   BE,   CH,   CY,   DE,   DK,   ES,   FI,   FR,   GB,   GR,   IE,   IT,   LI,   LU,   MC,   NL,   PT,   SE,   TR [2004/16]
Extension statesALNot yet paid
LTNot yet paid
LVNot yet paid
MKNot yet paid
RONot yet paid
SINot yet paid
TitleGerman:NEUES VERFAHREN ZUR HERSTELLUNG VON RAC-BICALUTAMID UND DESSEN ZWISCHENPRODUKTEN[2004/16]
English:NOVEL PROCESS FOR PREPARING RAC-BICALUTAMIDE AND ITS INTERMEDIATES[2004/16]
French:NOUVEAU PROCEDE POUR LA PREPARATION DE RAC-BICALUTAMIDE ET DES PRODUITS INTERMEDIAIRES DE CELUI-CI[2004/16]
Entry into regional phase13.01.2004National basic fee paid 
13.01.2004Search fee paid 
13.01.2004Designation fee(s) paid 
13.01.2004Examination fee paid 
Examination procedure08.01.2003Request for preliminary examination filed
International Preliminary Examining Authority: US
13.01.2004Examination requested  [2004/16]
24.03.2006Observations by third parties
18.05.2006Observations by third parties
26.05.2006Observations by third parties
11.10.2006Despatch of a communication from the examining division (Time limit: M06)
11.04.2007Reply to a communication from the examining division
17.06.2008Despatch of a communication from the examining division (Time limit: M06)
30.12.2008Application deemed to be withdrawn, date of legal effect  [2009/29]
13.02.2009Despatch of communication that the application is deemed to be withdrawn, reason: reply to the communication from the examining division not received in time  [2009/29]
Fees paidRenewal fee
01.06.2004Renewal fee patent year 03
13.06.2005Renewal fee patent year 04
12.06.2006Renewal fee patent year 05
14.06.2007Renewal fee patent year 06
25.03.2008Renewal fee patent year 07
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See the Register of the Unified Patent Court for opt-out data
Responsibility for the accuracy, completeness or quality of the data displayed under the link provided lies entirely with the Unified Patent Court.
Documents cited:Search[DA]WO0100608  (RICHTER GEDEON VEGYESZET [HU], et al) [DA] 20-26 * the whole document *;
 [E]WO02053138  (SHANAHAN-PRENDERGAST ELISABETH [IE]) [E] 44-49* claim 9 ( page 43, line 23 ); claim 15; claim 52 ( page 60, line 14 ); claim 58 *;
 [A]  - FOURNIER J.-P. ET AL, "(Hydroxy-2-alkyl)- et (hydroxy-3-alkyl)-phénylsulfones à activité hypolipidémiante", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, EDITIONS SCIENTIFIQUE ELSEVIER, PARIS, FR, (1982), vol. 17, no. 1, ISSN 0223-5234, pages 53 - 58, XP002968407 [A] 1-12 * pages 53 and 54, paragraph 2.1.1 *
 [A]  - ARIAS L.A. ET AL., "Synthesis of functionalized cyclic enamines from lithium alkylphenyl sulfones and N-carbo-tert-butoxy lactams", JOURNAL OF HETEROCYCLIC CHEMISTRY., US HETEROCORPORATION. PROVO., (200102), vol. 38, no. 1, pages 29 - 33, XP002354245 [A] 1-7 * page 29, left-hand column: results and discussion; page 30, scheme I, compound of formula 4 *

DOI:   http://dx.doi.org/10.1002/jhet.5570380104
 [A]  - LI Z. ET AL, "Syntheses of titanium mu-arylimido and mu-pyridylimido complexes bearing (un)substituted cyclopentadienyl ligand", JOURNAL OF ORGANOMETALLIC CHEMISTRY, ELSEVIER-SEQUOIA S.A. LAUSANNE, CH, (20000402), vol. 598, no. 2, ISSN 0022-328X, pages 339 - 347, XP004193190 [A] 13-19 * experimental, paragraphs 4.2, 4.9 and 4,12 *

DOI:   http://dx.doi.org/10.1016/S0022-328X(99)00732-9
 [A]  - TUCKER H. ET AL., "Nonsteroidal antiandrogens. Synthesis and structure-activity relationships of 3-substituted derivatives of 2-hydroxypropionanilides", JOURNAL OF MEDICINAL CHEMISTRY., US AMERICAN CHEMICAL SOCIETY. WASHINGTON., (1988), vol. 31, no. 5, pages 954 - 959, XP002353070 [A] 20-26 * the whole document *

DOI:   http://dx.doi.org/10.1021/jm00400a011
 [DA]  - LIEBERMAN HERBERT A., Pharmaceutical Dosage Forms: Tablets vol. 2 (2nd. ed.), NEW YORK, MARCEL DEKKER, INC., (1990), XP008059470 [DA] 44-49 * pages 107-200 *
International search[A]US4554381  (DESBOIS MICHEL [FR]);
 [A]US5723485  (GUENGOER TIMUR [FR], et al);
 WO9839326  [ ] (MONSANTO CO [US], et al);
 WO9749679  [ ] (ONO PHARMACEUTICAL CO [JP], et al);
 EP1158359  [ ] (EASTMAN KODAK CO [US]);
 [A]US3254094  (ROSS STEPHEN T);
 DE2537288  [ ] (BAYER AG);
 [A]US4636505  (TUCKER HOWARD [GB]);
 DE4218765  [ ] (BASF AG [DE]);
 WO0128990  [ ] (NOBEX CORP [US], et al)
 [A]  - FRESKOS ET AL., "Preparation of aromatic sulfonyl alpha, -hydroxy hydroxamic acid compounds as matrix metalloprotease inhibitors", CAPLUS, Database accession no. 1998-612095, XP002965452
 [A]  - TAKAHASHI ET AL., "Preparation and formulation of aryl sulfides, sulfoxides and sulfones as matrix metalloproteinases inhibitors", CAPLUS, Database accession no. 1998-42377, XP002966180
 [A]  - SLUSAREK ET AL., "Color photographic thermally processable film comprising blocked developer compound", CAPLUS, Database accession no. 2001-867994, XP002965454
 [A]  - BUETTNER ET AL., "Trifluoromethyl-substituted aminobrenzonitriles", CAPLUS, Database accession no. 1977-171116, XP002966181
 [A]  - TUCKER ET AL., "Resolution of the non-sterodial antiandrogen 4'-(cyano-3-(4-fluorophenylsulfonyl)-2-hydroxy-2-methyl-3'-trifluoromethyl)propionanilide and the determination of the absolute configuration of the active enantiomer", CAPLUS, Database accession no. 1988-150026, XP002966182
    [ ] - J. MED. CHEM., (1988), vol. 31, no. 4, pages 885 - 887
 [AP]  - JAMES ET AL., "A two step synthesis of the anti-cancer drug (R,S)-bicalutamide", CAPLUS, Database accession no. 2002:414656, XP002966183
    [ ] - SYNTHESIS, (2002), no. 7, pages 850 - 852
 [A]  - VON LOCQUENGHIEN HORCHLER ET AL., "Preparation of oxiranecarboxylates and analogs", CAPLUS, Database accession no. 1994-191513, XP002966184
 [A]  - RASTETTER ET AL., "3,5-Dinitroperoxybenzoic acid. A crystalline storable substitute for peroxytrifluoroacetic acid", CAPLUS, Database accession no. 1978-490113, XP002966185
    [ ] - J. ORG. CHEM., (1978), vol. 43, no. 16, pages 3163 - 3166
 [A]  - EKWURIBE N., "Asymmetric synthesis and antiandrogenic use of enantiomers of casodex (bicalutamide) and derivatives from enantiomers of citramalic acid or proline", CAPLUS, Database accession no. 2001-300671, XP002966186
otherEP0100172
 WO9310782
 US6123956
 WO0101960
    - ABDOU H.M. ET AL., "Dissolution", ABDOU H.M. ET AL., GENNARO A.R. ET AL., Remington: the science and practice of pharmacy (chapter 35), 20th edition, INDIA AT GOPSONS PAPERS LTD., NOIDA, PINCOTT WILLIAMS AND WILKINS, (2000), pages 654 - 666, ISBN 0-7817-200X-4, XP002994171
    - HOENER B-A., BENET L.Z., "Factors influencing drug absorption and drug availability", HOENER B-A., BENET L.Z., BANKER G.S., RHODES C.T., Modern pharmaceutics, 2nd ed., USA, MARCEL DEKKER, INC., (1990), pages 143 - 180, ISBN 0-8247-7499-X, XP002994172
    - "SUMMARY BASIS OF APPROVAL (SBOA) OF NDA 20-498 FOR BICALUTAMIDE 50-MG TABLET (CASODEX)", NDA SUBMITTED BY ASTRA ZENECA FOR BICALUTAMIDE, XX, XX, XX, (19940914), no. 20498, pages 1 - 22, XP002994183
    - COCKSHOTT I.D. ET AL., "The pharmacokinetics of Casodex in prostate cancer patients after single and during multiple dosing", EUR UROL, (1990), vol. 18, no. SUPPL.3, pages 10 - 17, XP008065131
    - "Search results from the "OB_Rx" table for query on "020498"", ORANGE BOOK ONLINE, page 1, URL: http://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=020498&..., XP002997829
    - "bicalutamide (1247)", BUDAVARI S. ET AL., The Merck Index, 12th ed., NJ, MERCK RESEARCH LABORATORIES, (1996), pages 201 - 202, XP002997830
    - MCKILLOP D. ET AL., "Enzyme-inducing effects of bicalutamide in mouse, rat and dog", XENOBIOTICA, (1998), vol. 28, no. 5, pages 465 - 478, XP002997831

DOI:   http://dx.doi.org/10.1080/004982598239399
    - KOLVENBAG GJCM ET AL., "Receptor affinity and potency of non-steroidal antiandrogens: translation of preclincal findings into clinical activity", PROSTATE CANCER AND PROSTATIC DISEASES, (1998), vol. 1, pages 307 - 314, XP002997832

DOI:   http://dx.doi.org/10.1038/sj.pcan.4500262
    - RADIATION THERAPY ONCOLOGY GROUP, "Phase III trial of radiation therapy with or without casodex in patients with PSA elevation following radical prostatectomy for pT3N0 carcinoma of the prostate", PROTOCOL RTOG 96-01, (20000905), pages 1 - 34 (+COVER, INDEX, AND ELIGIBILITY CHECK), XP002997833
    - NEKTAR TRANSFORMING THERAPEUTICS, "glossary of terms", INET EXTRACT OF PHARMACEUTICAL CO NEKTAR, page 2 PG-S, URL: http://www.nektar.com/wt/page/glossary, XP002997834
    - MICROCHEM, "Processing", INET EXTRACT OF CO MICROCHEM, page 1, XP002997835
    - "Bicalutamide is a non-steroidal antiandrogen, developed by AstraZeneca", PHAR, Database accession no. 26650, XP002997836
    - ANSEL H.C. ET AL., Pharmaceutical dosage forms and drug delivery systems, 6th ed., WILLIAMS AND WILKINS, (1995), XP002997837
The EPO accepts no responsibility for the accuracy of data originating from other authorities; in particular, it does not guarantee that it is complete, up to date or fit for specific purposes.