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Extract from the Register of European Patents

EP About this file: EP2083011

EP2083011 - PYRROLINE DERIVATIVES AGAINST CELL RELEASING TUMOR NECROSIS FACTOR, PREPARATION METHODS AND USES THEREOF [Right-click to bookmark this link]
StatusNo opposition filed within time limit
Status updated on  10.04.2015
Database last updated on 02.09.2024
Most recent event   Tooltip15.07.2016Lapse of the patent in a contracting state
New state(s): MT		published on 17.08.2016  [2016/33]
Applicant(s)For all designated states
Tianjin Hemay Bio-Tech Co., Ltd
Xiao Yuan Xin Cun
31-101 Teda
Tianjin 300457 / CN
[N/P]
Former [2014/22]For all designated states
Tianjin Hemay Bio-Tech Co., Ltd.
Xiao Yuan Xin Cun 31-101 Teda
Tianjin 300457 / CN
Former [2009/31]For all designated states
Tian Jin Hemay Bio-Tech Co., Ltd.
Xiao Yuan Xin Cun 31-101 Teda
Tianjin 300457 / CN
Inventor(s)01 / ZHANG, Hesheng
Xiao Yuan Xin Cun
31-101 Teda
Tianjin 300457 / CN
 [2014/23]
Former [2009/31]01 / ZHANG, Hesheng
Xiao Yuan Xin Cun 31-101 Teda
Tianjin 300457 / CN
Representative(s)Korga, Leokadia
Kancelaria Rzecznika Patentowego
ul. Bereniki 6/7
44-117 Gliwice / PL
[N/P]
Former [2014/23]Korga, Leokadia
Kancelaria Rzecznika Patentowego ul. Bereniki 6/7
44-117 Gliwice / PL
Former [2009/31]Korga, Leokadia
Kancelaria Rzecznika Patentowego ul. Bereniki 6/7
44-117 Gliwice / PL
Application number, filing date07816579.216.10.2007
[2009/31]
WO2007CN02965
Priority number, dateCN20061012942115.11.2006         Original published format: CN200610129421
[2009/31]
Filing languageZH
Procedural languageEN
PublicationType: A1 Application with search report
No.:WO2008058448
Date:22.05.2008
Language:ZH
[2008/21]
Type: A1 Application with search report 
No.:EP2083011
Date:29.07.2009
Language:EN
[2009/31]
Type: B1 Patent specification 
No.:EP2083011
Date:04.06.2014
Language:EN
[2014/23]
Search report(s)International search report - published on:CN22.05.2008
(Supplementary) European search report - dispatched on:EP09.02.2011
ClassificationIPC:C07D495/04, C07D487/04, A61K31/4365, A61K31/437, A61P35/00, A61P31/00, A61P37/00, A61P9/00, A61P9/10, A61P5/00
[2009/31]
CPC:
C07D487/04 (EP,KR,US); C07D495/04 (EP,KR,US); A61K31/4365 (KR);
A61P1/00 (EP); A61P1/16 (EP); A61P13/12 (EP);
A61P17/06 (EP); A61P19/02 (EP); A61P25/00 (EP);
A61P29/00 (EP); A61P31/00 (EP); A61P31/04 (EP);
A61P33/06 (EP); A61P35/00 (EP); A61P35/02 (EP);
A61P37/00 (EP); A61P37/06 (EP); A61P39/00 (EP);
A61P43/00 (EP); A61P5/00 (EP); A61P7/00 (EP);
A61P9/00 (EP); A61P9/10 (EP) (-)
Designated contracting statesAT,   BE,   BG,   CH,   CY,   CZ,   DE,   DK,   EE,   ES,   FI,   FR,   GB,   GR,   HU,   IE,   IS,   IT,   LI,   LT,   LU,   LV,   MC,   MT,   NL,   PL,   PT,   RO,   SE,   SI,   SK,   TR [2009/31]
Extension statesAL15.06.2009
BA15.06.2009
HR15.06.2009
MK15.06.2009
RS15.06.2009
TitleGerman:PYRROLINDERIVATE GEGEN TUMORNEKROSEFAKTOR FREISETZENDE ZELLEN, HERSTELLUNGSVERFAHREN UND ANWENDUNGEN DAVON[2009/31]
English:PYRROLINE DERIVATIVES AGAINST CELL RELEASING TUMOR NECROSIS FACTOR, PREPARATION METHODS AND USES THEREOF[2009/31]
French:DÉRIVÉS DE PYRROLINE AGISSANT CONTRE LES CELLULES LIBÉRANT LE FACTEUR DE NÉCROSE TUMORALE, PROCÉDÉS DE PRÉPARATION ET UTILISATIONS ASSOCIÉS[2009/31]
Entry into regional phase15.06.2009Translation filed 
31.03.2009National basic fee paid 
31.03.2009Search fee paid 
31.03.2009Designation fee(s) paid 
31.03.2009Examination fee paid 
Examination procedure31.03.2009Examination requested  [2009/31]
28.10.2011Despatch of communication that the application is deemed to be withdrawn, reason: reply to the Extended European Search Report/Written Opinion of the International Searching Authority/International Preliminary Examination Report/Supplementary international search report not received in time
16.12.2011Amendment by applicant (claims and/or description)
01.02.2012Despatch of a communication from the examining division (Time limit: M04)
01.06.2012Reply to a communication from the examining division
09.01.2013Despatch of a communication from the examining division (Time limit: M04)
12.04.2013Reply to a communication from the examining division
11.12.2013Communication of intention to grant the patent
08.04.2014Receipt of the translation of the claim(s)
09.04.2014Fee for grant paid
09.04.2014Fee for publishing/printing paid
Divisional application(s)The date of the Examining Division's first communication in respect of the earliest application for which a communication has been issued is  01.02.2012
Opposition(s)05.03.2015No opposition filed within time limit [2015/20]
Request for further processing for:The application is deemed to be withdrawn due to failure to reply to the Extended European Search Report/Written Opinion of the International Searching Authority/International Preliminary Examination Report/Supplementary international search report/Supplementary European search report
13.12.2011Request for further processing filed
13.12.2011Full payment received (date of receipt of payment)
Request granted
30.12.2011Decision despatched
Fees paidRenewal fee
20.10.2009Renewal fee patent year 03
09.10.2010Renewal fee patent year 04
28.09.2011Renewal fee patent year 05
10.10.2012Renewal fee patent year 06
31.10.2013Renewal fee patent year 07
Opt-out from the exclusive  Tooltip
competence of the Unified
Patent Court		 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.
Lapses during opposition  TooltipHU16.10.2007
AT04.06.2014
BE04.06.2014
BG04.06.2014
CY04.06.2014
CZ04.06.2014
DK04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
MC04.06.2014
MT04.06.2014
NL04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SI04.06.2014
SK04.06.2014
TR04.06.2014
GR05.09.2014
IS04.10.2014
PT06.10.2014
IE16.10.2014
LU16.10.2014
CH31.10.2014
LI31.10.2014
[2016/33]
Former [2016/32]HU16.10.2007
AT04.06.2014
BE04.06.2014
BG04.06.2014
CY04.06.2014
CZ04.06.2014
DK04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
MC04.06.2014
NL04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SI04.06.2014
SK04.06.2014
TR04.06.2014
GR05.09.2014
IS04.10.2014
PT06.10.2014
IE16.10.2014
LU16.10.2014
CH31.10.2014
LI31.10.2014
Former [2016/25]AT04.06.2014
BG04.06.2014
CY04.06.2014
CZ04.06.2014
DK04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
MC04.06.2014
NL04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SI04.06.2014
SK04.06.2014
GR05.09.2014
IS04.10.2014
PT06.10.2014
IE16.10.2014
LU16.10.2014
CH31.10.2014
LI31.10.2014
Former [2015/46]AT04.06.2014
CY04.06.2014
CZ04.06.2014
DK04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
MC04.06.2014
NL04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SI04.06.2014
SK04.06.2014
GR05.09.2014
IS04.10.2014
PT06.10.2014
IE16.10.2014
LU16.10.2014
CH31.10.2014
LI31.10.2014
Former [2015/36]AT04.06.2014
CY04.06.2014
CZ04.06.2014
DK04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
MC04.06.2014
NL04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SI04.06.2014
SK04.06.2014
GR05.09.2014
IS04.10.2014
PT06.10.2014
LU16.10.2014
CH31.10.2014
LI31.10.2014
Former [2015/33]AT04.06.2014
CY04.06.2014
CZ04.06.2014
DK04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
MC04.06.2014
NL04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SK04.06.2014
GR05.09.2014
IS04.10.2014
PT06.10.2014
LU16.10.2014
CH31.10.2014
LI31.10.2014
Former [2015/27]AT04.06.2014
CY04.06.2014
CZ04.06.2014
DK04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
MC04.06.2014
NL04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SK04.06.2014
GR05.09.2014
IS04.10.2014
PT06.10.2014
LU16.10.2014
Former [2015/26]AT04.06.2014
CY04.06.2014
CZ04.06.2014
DK04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
NL04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SK04.06.2014
GR05.09.2014
IS04.10.2014
PT06.10.2014
LU16.10.2014
Former [2015/22]AT04.06.2014
CY04.06.2014
CZ04.06.2014
DK04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
NL04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SK04.06.2014
GR05.09.2014
IS04.10.2014
PT06.10.2014
Former [2015/12]AT04.06.2014
CY04.06.2014
CZ04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
NL04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SK04.06.2014
GR05.09.2014
IS04.10.2014
PT06.10.2014
Former [2015/11]AT04.06.2014
CY04.06.2014
CZ04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
PL04.06.2014
RO04.06.2014
SE04.06.2014
SK04.06.2014
GR05.09.2014
PT06.10.2014
Former [2015/10]AT04.06.2014
CY04.06.2014
CZ04.06.2014
EE04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
SE04.06.2014
SK04.06.2014
GR05.09.2014
Former [2014/51]AT04.06.2014
CY04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
SE04.06.2014
GR05.09.2014
Former [2014/50]CY04.06.2014
FI04.06.2014
LT04.06.2014
LV04.06.2014
SE04.06.2014
GR05.09.2014
Former [2014/49]CY04.06.2014
FI04.06.2014
LT04.06.2014
Former [2014/48]CY04.06.2014
LT04.06.2014
Former [2014/47]CY04.06.2014
Documents cited:Search[X]EP0220051  (AMERICAN HOME PROD [US]) [X] 1,3,4,6-9 * examples 10, 12 *;
 [X]US4929616  (BINDER DIETER [AT], et al) [X] 1,3-5,8,12,13 * claims 1,4 * * example 1 *;
 [X]US5380742  (SEVRIN MIREILLE [FR], et al) [X] 1-9,11-13 * claims 1, 8 * * tables I, II * * column 1, line 4 - line 5 *;
 [I]WO9723457  (CELGENE CORP [US], et al) [I] 1-17 * claims 1, 6, 8 * * page 1, lines 7-10 * * page 8, line 19 - line 33 * * page 12, line 1 - line 11 ** example 5 *;
 [X]EP1260512  (MITSUBISHI PHARMA CORP [JP]) [X] 1-9,11 * example 22f *;
 [XP]WO2007084455  (SCHERING CORP [US], et al) [XP] 1-5,7-9,11-15 * claims 1, 93, 97 * * page 1, paragraph 1 * * page 114; compound 26 *;
 [E]EP1964842  (TIAN JIN HEMAY BIO TECH CO LTD [CN]) [E] 1-5,7-11 * example 10.1 *;
 [X]  - BENACHENHOU, F.; MESLI, M.A.; BORAI, M. EL; HANQUET, B.; GUILARD, R., "Synthesis and structure elucidation of the condensation products between thiophene dicarbaldehydes and aromatic amines. Potential analgesic and anti-inflammatory agents", JOURNAL OF HETEROCYCLIC CHEMISTRY, (1988), vol. 25, no. 5, ISSN 0022-152X, pages 1531 - 1534, XP002609333 [X] 1-15 * page 1533 - page 1534; compounds 2c, 2d, 5c, 5d, 5e * * headline *
 [X]  - MARK A. WUONOLA, JOANNE M. SMALLHEER, "Synthesis of 1,5-dimethyl-1,4-dihydropyrrolo[3,4-b]-pyrrol-6(5H)-one by intramolecular Diels-Alder reaction to the imidazole nucleus", TETRAHEDRON LETTERS, (1992), vol. 33, no. 39, pages 5697 - 5698, XP002609370 [X] 1,2,4,5,7-11 * page 5697; figure 1; compound 3 *
 [X]  - UNTERHALT B ET AL, "Reactions of condensed 2,3-dihydro-3-thioxo-isothiazole 1,1-dioxides with diazomethane and diazoethane", ARCHIV DER PHARMAZIE, DE, (1989), vol. 322, no. 11, ISSN 0365-6233, pages 829 - 830, XP002609989 [X] 1,3-5,8-11 * starting material of compounds 1a and 1b; page 829, column 2 *
 [X]  - UNTERHALT B ET AL, "Umsetzungen von 2,3-Dihydro-3-thioxo-thienoisothiazol-1,1-dioxiden mit Diazomethan und Diazoethan", PHARMAZIE, (1994), vol. 49, no. 5, ISSN 0031-7144, pages 317 - 319, XP001525628 [X] 1,3-5,7-11 * page 317, column 2; compounds 5, 6 *
 [X]  - LAZER E S ET AL, "Effect of structural modification of enol-carboxamide-type nonsteroidal antiinflammatory drugs on COX-2/COX-1 selectivity.", JOURNAL OF MEDICINAL CHEMISTRY, (19970314), vol. 40, no. 6, ISSN 0022-2623, pages 980 - 989, XP002609990 [X] 1,3-5,7-11 * intermediates for synthesis of compounds 72, 75 and 77 *

DOI:   http://dx.doi.org/10.1021/jm9607010
 [X]  - ARRANZ E ET AL, "Novel 1,1,3-trioxo- 2H,4H-thieno[3,4-e][1,2,4]thiadiazine derivatives as non-nucleoside reverse transcriptase inhibitors that inhibit human immunodeficiency virus type 1 replication", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, US, (19981008), vol. 41, no. 21, doi:10.1021/JM9802012, ISSN 0022-2623, pages 4109 - 4117, XP002179390 [X] 1,3-5,8-11 * scheme 2; page 4110; compound 9 *

DOI:   http://dx.doi.org/10.1021/jm9802012
 [X]  - D. J. ZWANENBURG, HANS WYNBERG, "Steric inhibition of intramolecular cyclizations by ortho substituents. Synthesis of 1H,3H-thieno[3,4-c]thiophene, its 2,2-dioxide, and 5-ethyl-5,6-dihydro-4H-thieno[3,4-c]pyrrole", JOURNAL OF ORGANIC CHEMISTRY, (196902), vol. 34, no. 2, pages 333 - 340, XP002609991 [X] 1-11 * scheme IV; page 336; compound 28 *
 [X]  - NIELSEN C B ET AL, "New Regiosymmetrical Dioxopyrrolo- and Dihydropyrrolo-Functionalized Polythiophenes", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, (20040820), vol. 6, no. 19, doi:10.1021/OL048659N, ISSN 1523-7060, pages 3381 - 3384, XP007905481 [X] 1-8,10,11,16,17 * schemes 1-3,; page 3382; compounds 4a, 5a, 6a, 7a *

DOI:   http://dx.doi.org/10.1021/ol048659n
 [X]  - MALINKA W ET AL, "Synthesis and analgesic action of N-(substituted-ethyl)pyrrole-3,4-di carboximides", IL FARMACO, IT, (20050101), vol. 60, no. 1, doi:10.1016/J.FARMAC.2004.10.002, ISSN 0014-827X, pages 15 - 22, XP004709723 [X] 1,2,4-6,8,9,11-13 * compounds 4a, 4b, 4d, 3e *

DOI:   http://dx.doi.org/10.1016/j.farmac.2004.10.002
 [X]  - W. MALINKA, "Synthesis and pharmacological properties of N-(4-substituted-1-piperazinylalkyl)-1-butyl-2,5-dimethylpyrrole-3,4-dicarboximide derivatives", IL FARMACO, (1993), vol. 48, no. 7, ISSN 0014-827X, pages 933 - 947, XP009141312 [X] 1,2,4,5,7-9,11-13 * tables I, II; compounds 2a-e, 3a-l *
 [X]  - ABOU-GHARBIA M ET AL, "SYNTHESIS AND STRUCTURE-ACTIVITY RELATIONSHIP OF SUBSTITUTED TETRAHYDRO- AND HEXAHYDRO-1,2-BENZISOTHIAZOL-3-ONE 1,1-DIOXIDES AND THIADIAZINONES: POTENTIAL ANXIOLYTIC AGENTS", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, US, (19890101), vol. 32, no. 5, doi:10.1021/JM00125A016, ISSN 0022-2623, pages 1024 - 1033, XP002021028 [X] 1,3-5,7-9 * page 1029; table II; compounds 51-54 *

DOI:   http://dx.doi.org/10.1021/jm00125a016
 [X]  - MALINKA W ET AL, "Synthesis and pharmacological screening of some N-(4-substituted-piperazin-1-ylalkyl)-3,4-pyrroledicarboximides.", IL FARMACO, (19990630), vol. 54, no. 6, ISSN 0014-827X, pages 390 - 401, XP002609993 [X] 1-5,8,9,11 * page 391; table 1; compounds 3a, 4a, 4c, 5e *
 [X]  - UNTERHALT B ET AL, "REAKTIONEN MIT 2,3-DIHYDRO-3-OXOTHIENO[3,4-D]ISOTHIAZOL-1,1-DIOXID", ARCHIV DER PHARMAZIE, (19870101), vol. 320, no. 11, pages 854 - 856, XP002609371 [X] 1,3-5,7-11 * page 854; compound 2 *
 [X]  - OHNMACHT C J ET AL, "SYNTHESIS AND CARBON-13 NMR STUDY OF 2-BENZYL, 2-METHYL, 2-ARYLOCTAHYDROPYRROLOÚ3,4-C 3/4 PYRROLES AND THE 1,2,3,5-TETRAHYDROPYRROLOÚ3,4-C 3/4 PYRROLE RING SYSTEM", JOURNAL OF HETEROCYCLIC CHEMISTRY, WILEY-BLACKWELL PUBLISHING, INC, US, (19830301), vol. 20, doi:10.1002/JHET.5570200212, ISSN 0022-152X, pages 321 - 329, XP000563767 [X] 1,2,4,5,7-11 * page 323; table II; compound 7'a *

DOI:   http://dx.doi.org/10.1002/jhet.5570200212
 [X]  - MALINKA W ET AL, "Rearrangement of some N-substituted pyrrolo[3,4-c]pyrroles to corresponding pyrrolo[3,4-c]pyridines", POLISH JOURNAL OF CHEMISTRY, POLISH CHEMICAL SOCIETY, (19950101), vol. 69, no. 1, pages 95 - 102, XP002996902 [X] 1,2,4,5,8-11 * page 97; table 1; compound 2b *
 [X]  - QING T. ZHANG AND JAMES M. TOUR, "Low Optical Bandgap Polythiophenes by an Alternating Donor/Acceptor Repeat Unit Strategy", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, (19970528), vol. 119, no. 21, pages 5065 - 5066, XP002609994 [X] 1-6,8-11,17 * page 5066, column 2; compound 7 *
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 [X]  - DENNIS P.ARNOLD, LISA J.NITSCHINSK, COLIN H.L.KENNARD, GRAHAM SMITH, "Preparation of Some Pyrrole-3,4-dicarboxylic Acid Derivatives and the Crystal Structure of 2-Methylpyrrolo(3,4-c)pyrrole-1,3(2H,5H)-dione", AUSTRALIAN JOURNAL OF CHEMISTRY, (1991), vol. 44, pages 323 - 330, XP009141259 [X] 1,2,4,5,7-11,17 * scheme 1; page 324; compounds 5a, 5b *
 [X]  - W. MALINKA, "SYNTHESIS OF SOME N-SUBSTITUTED 3,4-PYRROLEDICARBOXIMIDES AS POTENTIAL CNS DEPRESSIVE AGENTS", PHARMAZIE, (2000), vol. 55, no. 1, ISSN 0031-7144, pages 9 - 16, XP001525549 [X] 1,2,4,5,8,9,11 * page 11 - page 12; table 1; compounds 2c, 2e, 2h, 4d *
 [X]  - W. MALINKA, "Synthesis and biological evaluation of derivatives of N-[4-substituted -1-piperazinylalkyl]-1-(butyl,aryl)-2,5-dimethylpyrrole-3,4-dicarboxamide", IL FARMACO, IT, (1994), vol. 49, ISSN 0014-827X, pages 481 - 488, XP009141352 [X] 1,2,4,5,8,9 * page 483; table 2; compounds 7a-g *
 [X]  - W. MALINKA, "Synthesis of some 1-substituted-2,5-dimethylpyrrole-3,4-dicarboxamides from alpha,beta-diacetylsuccinate", POLISH JOURNAL OF CHEMISTRY, (1994), vol. 68, no. 2, pages 297 - 307, XP009141317 [X] 1,2,4-6,8-11 * page 303; table 4; compound 6g *
International search[X]US2006019928  (LIN JAMES [US], et al);
 [X]US2006199836  (TURTLE ERIC D [US], et al);
 [AP]CN1939922  (HEMEI BIOLOG TECHNOLOGY CO LTD [CN])
ExaminationEP0213295
by applicantWO9723457
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